Oldsmar Florida Homes for Sale

Oldsmar Florida Homes for Sale

1745 Oak Pond Court, Oldsmar
$589,000
4 Beds ⋅ 3 Baths ⋅ TB8527516 MLS
Welcome to 1745 Oak Pond Court! Welcome to 1745 Oak Pond Court, a beautiful home located in the sought-after East Lake Oaks community. Situated on a quiet street with a premium lot, this home offers comfort, style, and numerous recent upgrades. The interior and exterior have been freshly painted, and the screened lanai has been recently updated. Some major updates include a new water heater installed in 2022, a new air-conditioning system installed in 2023, new carpeting on the stairs completed in May 2026, and stair railings that were sanded and freshly painted in May 2026. The primary bathroom was completely remodeled in 2022 and features a relaxing jetted tub, updated vanity, shower, tile flooring and walls, surround-sound speakers, and mood lighting in the ceiling. A luxurious outdoor kitchen was installed in 2025 and includes a grill, granite countertop, stainless-steel sink, and stainless-steel storage for all your entertaining needs. Additional improvements completed in June 2026 include freshly painted pool patio and garage floor. The kitchen was updated in 2022 with new cabinets and granite countertops, while wood-look laminate flooring was installed throughout the downstairs living areas. Conveniently located near Tampa International Airport, shopping, nature trails, and excellent restaurants, this home is also just twenty minutes from Honeymoon Island Beach. This move-in-ready home combines thoughtful upgrades, a prime location, and Florida living at its best!

1745 Oak Pond Court, Oldsmar

Listing courtesy of FLAT FEE MLS REALTY. 813-642-6030

3087 Duane Avenue, Oldsmar
$264,000
3 Beds ⋅ 2 Baths ⋅ TB8527948 MLS
Auction Property. EVERYONE WELCOME TO BID….AUCTION SALE HELD at the HOME on SAT OCT. 10 at 11am....Preview from 10am on sale day........ Because this is an auction sale, the home may sell for less than or more than the listed price…………REGISTER at the auction sale………….Bring photo ID..... 5% deposit due on sale day from winning bidder (personal checks accepted). ......Seller pays Title Insurance CLEAN TITLE TRANSFERES TO BUYER........AUCTION SALE TERMS AT BOTTOM OF THIS PAGE....................... Recently SOLAR POWERED w/ almost $0.00 electric bills. Home is on nearly one-third of an acre and offers ample space to enjoy, expand, or customize.. Recent additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. Seller reports no known flooding of the home. The .3 acre fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit or an Accessory Dwelling Unit. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio.......TERMS:....... At the end of the sale, the winning bidder will sign the contract for sale and purchase, place a 5% deposit (personal or business checks are accepted) with AMERICAN HERITAGE AUCTIONEERS to be held in escrow, balance is due within 45 days, Seller pays for Title Insurance Policy and Documentary Stamps. Clean Title is transferred free and clear of all debt. PAPPAS LAW and TITLE will close the transaction.

3087 Duane Avenue, Oldsmar

Listing courtesy of AMERICAN HERITAGE REALTY, INC.. 727-726-7272

900 Lucas Lane, Oldsmar
$495,000
3 Beds ⋅ 2 Baths ⋅ TB8527577 MLS
Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision nestled in the gated, golf community of East Lake Woodlands. You can have it all with the privacy of a 1-story, end unit villa with gorgeous views, 3 bedrooms, 2 baths and 2-car garage with a long driveway providing plenty of parking for family and guests - all with less maintenance worries. No more yard work or pool maintenance - enjoy the Florida lifestyle and feel at ease when away from home since much is taken care of for you with a reasonable fee that includes lawn care, building maintenance including roof which was just replaced in 2026, cable television and internet, trash collection and recycling plus access to a sparkling community pool just steps away. From the moment you walk inside, you’re greeted with an inviting open floor plan with vaulted ceilings and a great room with living and dining space as well as glass sliders and a wood-burning fireplace and built-ins. Additional dining space is available in the bright eat-in area in the kitchen overlooking the beautiful water view. The kitchen also features plantation shutters and is well-equipped with GE and Whirlpool appliances as well as Bosch dishwasher, plenty of cabinetry and storage and a rolling cart for use as a center island or additional serving space off to the side – flexibility for different needs and occasions. The primary suite features glass sliders leading to the lanai, 2 walk-in closets with built-ins and a spacious bath with double vanities, a soaking tub and large walk-in shower. With a split floor plan, the 2nd and 3rd bedrooms each afford privacy for family and guests, plenty of natural light and generous built-in closets. The expansive screened enclosure with gorgeous pavers is a true retreat and spans the rear of the home overlooking a peaceful pond view and gazebo—an ideal, private setting for sipping morning coffee, enjoying an evening glass of wine, reading a book or simply taking in the calm surroundings. This home is located in the preferred Zone X which does not require flood insurance when financing. A new water heater was installed in 2023, new roof installed in June 2026 and brand new carpet and interior paint in July 2026. The washer and dryer are also included in the sale. For those who want even more to enjoy, optional memberships are available to Ardea Country Club, offering two championship golf courses, a fitness center, heated lap and freeform pools, poolside cafe, pickleball and tennis, casual and fine dining plus a full calendar of events and activities. Perfectly positioned and convenient to Tampa International Airport, medical facilities, beaches, parks, shopping and more, this home offers the ease, comfort and lifestyle you have been looking for in an ideal setting.

900 Lucas Lane, Oldsmar

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700

85 Kelleys Trail, Oldsmar
$1,100,000
5 Beds ⋅ 3 Baths ⋅ TB8527215 MLS
Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer and sweeping vistas of the greens. Inside, high ceilings, newly painted interiors, and a spacious floor plan cater to both entertaining guests and everyday comfort. The gourmet kitchen is equipped with stainless steel appliances, pristine tile countertops, a roomy pantry, center island, and bar seating that connects seamlessly to the inviting gathering room and breakfast nook. The expansive gathering area showcases dramatic vaulted ceilings, a fireplace, a wet bar, and windows that perfectly frame the peaceful golf course backdrop. Step outdoors to your own tranquil retreat—a large paver lanai featuring a pool, spa, and panoramic screened enclosure—ideal for relaxation or hosting friends. The elegant primary suite includes a cozy sitting alcove, workspace, custom walk-in closet, and a luxurious en-suite bath with marble finishes, garden tub, walk-in shower, and private water closet. The home’s split bedroom design offers flexibility, including a versatile office or fifth bedroom with French doors, built-in features, and numerous upgrades such as new garage doors (2018), fireplace conversion (2024), and updated hall bathrooms. Located in the sought-after Turtle Creek neighborhood, this property sits safely outside flood zones and has remained undamaged by storms. Eastlake Woodlands provides access to premier amenities through membership at the renovated Ardea Country Club, offering championship-level golf, tennis, pickleball, swimming, and fitness facilities. All of this convenience is just moments from excellent schools, shopping, dining, beautiful beaches, and Tampa International Airport. Room measurements are approximate. Be sure to explore the 3-D and virtual tours, floor plan and aerial drone photography, to fully appreciate all this remarkable home has to offer!

85 Kelleys Trail, Oldsmar

Listing courtesy of BURWELL REAL ESTATE. 732-701-7976

60 St Andrews Place Unit 60, Oldsmar
$299,900
2 Beds ⋅ 2 Baths ⋅ TB8526165 MLS ⋅ 50-100 BLDG.
Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. Perfectly positioned overlooking tranquil water and the golf course, this exceptional home combines modern updates with soaring architectural details in one of Oldsmar's most desirable communities. The impressive great room welcomes you with dramatic vaulted ceilings, abundant natural light, and a striking spiral staircase leading to a versatile loft—ideal for a home office, media room, or guest space. The remodeled kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and a breakfast bar that opens seamlessly to the living and dining areas. The spacious primary suite offers peaceful water views, private access to the screened lanai, a custom walk-in closet, and a beautifully renovated en-suite bath complete with a luxurious oversized walk-in shower and dual vanities. The generous second bedroom is located near the updated guest bath, providing privacy for family or visitors. Step outside to the expansive screened lanai and enjoy picturesque views of the pond and golf course—the perfect setting for your morning coffee or relaxing evenings. Features You'll Love 2 Bedrooms + Spacious Loft 2 Fully Updated Bathrooms Approximately 1,600 Sq. Ft. Soaring Vaulted Ceilings Dramatic Spiral Staircase Beautifully Renovated Kitchen with Quartz Counters Stainless Steel Appliances Luxury Vinyl Plank Flooring Throughout Custom Walk-In Closet Oversized Primary Shower with Designer Tile Full-Size Washer & Dryer Large Screened Lanai Water & Golf Course Views Assigned Covered Parking Located just minutes from shopping, restaurants, parks, Tampa International Airport, and some of the area's best beaches, this move-in-ready home offers the perfect blend of comfort, style, and convenience. Schedule your private showing today and discover everything this exceptional Oldsmar home has to offer! Newer AC 3/2022.

60 St Andrews Place Unit 60, Oldsmar

Listing courtesy of PROFESSIONAL REAL ESTATE MGMT. 727-447-5100

1309 Sunset Wind Loop, Oldsmar
$437,500
3 Beds ⋅ 3 Baths ⋅ TB8526089 MLS ⋅ N/A BLDG.
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. Inside features new carpeting in all bedrooms, new ceiling fans throughout, in wall pest system and a recently serviced HVAC system. The open layout is perfect for everyday living and entertaining. Enjoy the screened-in lanai, ideal for relaxing, gardening, or morning coffee. The pet-friendly community offers sidewalks and green space for outdoor enjoyment. HOA covers water, trash, cable, high-speed internet, exterior maintenance, and 24-hour virtual guard service, providing exceptional value and ease of living. Community amenities include a fitness center and resort-style pool overlooking the Bay. Conveniently located near shopping, dining, parks, Gulf beaches, top-rated schools and both Tampa International and PIE airports. Assumable Mortgage Available! *If qualified* Whether you're searching for a primary residence, or luxury vacation home, this exceptional resort style townhouse community delivers a low-maintenance lifestyle, comfort, and location in one impressive package.

1309 Sunset Wind Loop, Oldsmar

Listing courtesy of DALTON WADE INC. 888-668-8283

1469 Riverdale Drive, Oldsmar
$499,999
3 Beds ⋅ 2 Baths ⋅ TB8521939 MLS
PRICED TO SELL!!! Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away. As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern aesthetics with cozy charm. The heart of this home is undoubtedly the kitchen, featuring beautiful wood cabinets equipped with convenient pullout shelves and exquisite Corian countertops, perfect for culinary adventures or casual gatherings with family and friends. The spacious living area is accentuated by a cozy wood-burning fireplace and the en-suite bedroom is a true retreat, complete with sliding doors that lead to an enclosed lanai, where you can soak in serene pond views while sipping your morning coffee or unwinding after a long day. The en-suite bathroom comes equipped with a walk-in shower, walk-in bath and dual sinks. This property goes beyond aesthetics; it’s loaded with practical features too. Enjoy the benefits of a tankless water heater, new AC and a water treatment system that ensure your comfort and peace of mind. Plus, the home is scheduled to be freshly painted in October and the roof was replaced in 2013, providing you with years of worry-free living. Step outside and discover a world of leisure just across the street. A heated pool and spa await, offering the perfect escape to relax and rejuvenate. Nestled in a vibrant golf community, you’ll find yourself just moments away from an array of shops, delightful restaurants, and the stunning beaches that the area is known for. The proximity to the airport adds an extra layer of convenience for those who love to travel. This exquisite home in Cross Creek of Eastlake Woodlands is not just a house; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this enchanting property that beautifully combines luxurious living with the serenity of nature. Schedule your private tour today and step into the life you’ve always imagined! Some furniture in the home is for sale separate from the purchase of the home. ***Price reduction reflects updates needed to the home.***

1469 Riverdale Drive, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

413 Country Club Drive, Oldsmar
$324,900
3 Beds ⋅ 2 Baths ⋅ O6422167 MLS
Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard and be on the water in minutes. Inside, the home is move-in ready with luxury vinyl flooring throughout and an open, light-filled layout. The renovated kitchen features stainless steel appliances, quartz countertops, and generous cabinetry. The primary suite gives a comfortable retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors off the main living area open to an expansive backyard where the waterfront views take center stage. Enjoy morning coffee, evening entertaining, or simply unwind by the water. The location matches the lifestyle. Walk, bike, or take your golf cart to Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, and RE Olds Park. You are also close to Empower Adventures Zip Line and the Oldsmar Organic Community Garden, with Tampa International Airport about 20 minutes away. Zoned for well-regarded schools including Oldsmar Elementary, Joseph L. Carwise Middle, and East Lake High. This is a rare opportunity to own a renovated waterfront home with no HOA in one of Oldsmar's most sought-after communities.

413 Country Club Drive, Oldsmar

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

392 Tavernier Circle, Oldsmar
$558,900
3 Beds ⋅ 2 Baths ⋅ TB8521472 MLS
Under contract-accepting backup offers. BRAND NEW ROOF BEING INSTALLED. Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and Conservation area. Secluded Park-like setting. Enjoy the views as you enjoy the wildlife sightings. Three bedroom split plan with a separate Study/Bonus room. The bonus room adjoins the main living areas with double entry doors, and back door to pool area. Dining room and Great room with direct access to the lanai. through the double glass door. Gourmet kitchen features plenty of space for eat-in area, solid counter tops, pantry closet, and Breakfast bar, and custom wood cabinetry. You will enjoy entertaining in this open concept home. Accent walls and insets to showcase your artwork and or special pieces. Beautiful flooring throughout. Inside Utility room with extra shelving. Double wide baseboards throughout. Large primary suite with 2 walk-in closets. Primary bath with sunken tub, and separate walk-in shower with designer tile and custom glass shower doors. Shutters on all windows. Oversized 3 car garage with workbench, and custom overhead storage rack. This neighborhood is tucked away and Minutes to all shopping, restaurants, and convenient to all medical facitlities, hospitals and Tampa Airport. Golfcourse's and beaches close by. Well maintained and pride of ownership.

392 Tavernier Circle, Oldsmar

Listing courtesy of RE/MAX ELITE REALTY. 727-785-7653

743 Wellington Court, Oldsmar
$763,375
4 Beds ⋅ 4 Baths ⋅ TB8515327 MLS
Under contract-accepting backup offers. Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 4 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a spacious 3-car garage and a resort-style outdoor living area. A dramatic two-story foyer with a designer crystal chandelier sets the tone upon entry. The open-concept floor plan showcases soaring ceilings, elegant crown molding, plantation shutters, and abundant natural light throughout. The gourmet kitchen is the centerpiece of the home, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, double ovens, a large center island, and a spacious dining area that seamlessly connects to the great room—perfect for entertaining. The spacious primary suite offers a luxurious retreat with a custom walk-in closet and spa-inspired bath complete with dual vanities, a soaking tub, and a walk-in shower. Upstairs, the bonus room provides exceptional flexibility for today's lifestyle needs while the additional bedrooms, 1 with en suite bath, offer comfort and privacy for family and guests. Step outside to your private backyard oasis featuring a screened-in pool with tranquil rock waterfall feature and an impressive outdoor kitchen complete with granite countertops, built-in grill, refrigerator, and ample prep space—ideal for year-round Florida entertaining. Mature landscaping and privacy hedges create a peaceful setting for relaxation and gatherings. Additional highlights include hurricane shutters, reclaimed water irrigation, in-wall pest defense system, abundant storage, and premium finishes throughout. Located just minutes from top-rated schools, shopping, dining, parks, beaches, and Tampa International Airport, this exceptional Wellington Estates home combines luxury, comfort, and convenience in one remarkable package.

743 Wellington Court, Oldsmar

Listing courtesy of EXP REALTY LLC. 888-883-8509

110 Cypress Ct Unit 3-82, Oldsmar
$190,000
2 Beds ⋅ 2 Baths ⋅ TB8519637 MLS ⋅ 5 BLDG.
Welcome to a condo that feels like home the moment you step inside. Beautifully updated and meticulously maintained in the highly sought-after guard-gated East Lake Woodlands community. Light, bright, crisp, and spotless, this 2-bedroom, 2-bath residence is truly move-in ready. The kitchen is the centerpiece of the home, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, porcelain tile flooring, a spacious pantry, breakfast bar, coffee bar area, and an updated tray ceiling with LED lighting that adds a modern, elevated feel. Gorgeous laminate flooring flows throughout the main living areas, creating a seamless and stylish design. The open-concept living and dining space leads to a private screened balcony overlooking a peaceful, natural greenspace. The primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops. The secondary bedroom is comfortably sized, and the guest bath is clean, bright, and tastefully updated. Additional features include a 2023 LG front-load washer and dryer, updated lighting and fixtures throughout, and a roof that was replaced approximately two years ago. The covered carport is conveniently located as the first space closest to the building entrance. Every detail reflects pride of ownership and consistent care. Residents of East Lake Woodlands appreciate the natural beauty, walkable setting, and convenient access to all that Tampa Bay has to offer. Community amenities include a heated pool, scenic walking paths, and an optional membership to Ardea Country Club with championship golf, tennis, pickleball, fitness, resort-style pools, dining, and year-round activities. Ideally located just minutes from Tampa International Airport, Gulf beaches, bike trails, parks, shopping, Westfield Countryside Mall, restaurants, and the charming downtowns of Dunedin, Tarpon Springs, and Safety Harbor. No flood insurance required (Flood Zone X500). Monthly dues include exterior maintenance, cable, internet, water, sewer, trash, and roof maintenance. Clean, updated, and move-in ready, this home stands out for its warmth, condition, and effortless livability—an opportunity buyers immediately recognize and appreciate.

110 Cypress Ct Unit 3-82, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

442 Evergreen Drive, Oldsmar
$345,000
3 Beds ⋅ 2 Baths ⋅ TB8517079 MLS
Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 3 bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining. Step outside to your private backyard retreat featuring a spacious screened-in porch—the perfect place to enjoy your morning coffee, host family and friends, or simply relax while enjoying Florida's beautiful weather. Freshly painted inside and out, this move-in-ready home reflects pride of ownership from the moment you arrive. Enjoy added peace of mind with numerous updates, including a Roof (2018), HVAC System (2018), Kitchen (2024), New Flooring (2024), Remodeled Primary Bathroom, and Impact Windows & Doors (2021). The property is located in Flood Zone AE and offers the benefit of updated impact windows and doors for added peace of mind. The oversized backyard provides plenty of room to add a outdoor kitchen, or create your own tropical oasis, while the spacious garage offers excellent storage and functionality. Conveniently located near beautiful parks, shopping, dining, entertainment, and the stunning Gulf beaches, this exceptional home offers the very best of the Florida lifestyle. Whether you're searching for your first home, a place to grow, or your next chapter, 442 Evergreen Drive is a rare opportunity to own a beautifully maintained, move-in-ready home in a prime Oldsmar location.

442 Evergreen Drive, Oldsmar

Listing courtesy of EXP REALTY LLC. 888-883-8509

4931 Turtle Creek Trail, Oldsmar
$1,055,000
4 Beds ⋅ 3 Baths ⋅ TB8518188 MLS
If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a whole-house solar system - means electric bills that are almost laughably low — most months you're paying little more than the base statement fee. Pair that with a whole-home water filtration system, water softener, two brand-new AC units (April 2025 and March 2026), a tile roof replaced in 2019, and two water heaters also replaced in 2019, and you're looking at a home where the expensive stuff has already been done. At 3,189 square feet, the layout gives everyone room to breathe. The great room is the kind of space that feels both impressive and livable, and the split floor plan keeps the primary suite — complete with walk in closets and a sitting area — separate from the other bedrooms. Tile flooring runs throughout the entire home, so there's no carpet to worry about. The kitchen is built for real use: breakfast bar, convection oven, cooktop, and quality appliances, all with stone counters. Out back, the pool and lanai open up to a quiet, private setting that makes it easy to forget the rest of the world exists. Top-rated schools, easy access to Tampa, and a short drive to the Gulf beaches round out a package that's hard to replicate at this price point.

4931 Turtle Creek Trail, Oldsmar

Listing courtesy of CONCI, REALTORS. 7276157061

108 Woodlands Court Unit 108, Oldsmar
$160,000
2 Beds ⋅ 2 Baths ⋅ TB8514193 MLS ⋅ 6 BLDG.
This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with a breakfast bar. An elegant chandelier, crown molding and new modern ceiling fan grace the ceiling in the living / dining area. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with newly reglazed tub/shower in the hall. No lack of storage here with a small closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. An ADT security system is also available for tenant use with or without full service. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!

108 Woodlands Court Unit 108, Oldsmar

Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL. 727-493-1555

360 S Woodlands Drive, Oldsmar
$390,000
2 Beds ⋅ 2 Baths ⋅ TB8515718 MLS
Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.

360 S Woodlands Drive, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555

10 Arbor Lane, Oldsmar
$669,000
4 Beds ⋅ 2 Baths ⋅ TB8516041 MLS
Beautiful 4-bedroom, 2-bathroom pool home on a corner lot with views of the 5th hole in East Lake Woodlands. Offering a desirable split-bedroom floor plan, open living areas, and a screened pool and spa, this home combines comfort, functionality, and an exceptional golf course setting. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an open layout designed for both everyday living and entertaining. The inviting living room centers around a cozy fireplace, creating a warm gathering space for family and friends. The kitchen offers abundant teak wood cabinetry with convenient pull-out drawers, stainless steel appliances, a breakfast nook, and thoughtful updates that enhance both style and functionality. The outdoor living area is truly exceptional. A screened-in pool and spa overlook the golf course, while multiple seating and dining areas provide the perfect setting for entertaining guests or enjoying peaceful evenings outdoors. This home has been extensively updated and meticulously cared for. Major improvements include a new roof and gutters in 2022, a new HVAC system in 2025, exterior paint, updated exterior lighting, wired landscape lighting, removal of popcorn ceilings, replacement of eaves with anti-rot wood, and the addition of a skylight. The pool and spa systems have also been upgraded with a new pool filter, pool pump, pool sweep, pool equipment, propane tanks, and a new heater and pump for the spa. Interior enhancements include lifting and leveling the living room floor, installation of waterproof flooring in the living room and laundry room, a new kitchen sink and faucet, updated kitchen electrical, new garbage disposal, dishwasher, refrigerator, laundry room utility tub, and multiple lighting improvements throughout the home. Comfort has been enhanced with six new interior ceiling fans and remote-controlled lanai fans. The primary suite features a beautifully updated bathroom with new cabinetry, countertops, sinks, mirrors, faucet, toilet, lighting, and custom blinds. The guest bathroom has also been refreshed with updated lighting and a new toilet. Additional upgrades throughout the home include new blinds, new door knobs and locks, an outlet for a built-in beverage refrigerator, a new dining room chandelier, and a custom banquette in the kitchen. With its golf course setting, extensive upgrades, resort-style outdoor living, and prime location within East Lake Woodlands, this home offers a rare opportunity to enjoy Florida living at its finest. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!

10 Arbor Lane, Oldsmar

Listing courtesy of KELLER WILLIAMS REALTY- PALM H. 727-772-0772

117 Brent Circle, Oldsmar
$445,000
3 Beds ⋅ 3 Baths ⋅ TB8513394 MLS ⋅ 120 BLDG.
PRICE IMPROVEMENT! Waterfront Living at Its Best! Live the Florida lifestyle you’ve been dreaming of in this inviting 3-bedroom, 3-bathroom waterfront townhouse offering 1,834 square feet of comfortable, maintenance-free living across three levels. With beautiful water views, two private balconies, and a thoughtfully designed layout, this home is the perfect place to relax, entertain, and enjoy the best of coastal living. Start your mornings overlooking the water, unwind with a good book, or simply take in the peaceful surroundings. Skylights bring in an abundance of natural light, creating a bright and welcoming atmosphere throughout the home. Located within a desirable gated community, this waterfront retreat offers an impressive collection of amenities, including private tennis courts, a playground, and a community pool. Even better, the property includes your own deeded dock and a new seawall, making it easy to embrace the waterfront lifestyle right from your doorstep. The spacious garage accommodates up to three vehicles, offering exceptional parking flexibility and not just additional storage but the ability to create your own home gym space and or workshop. With endless water views, desirable community amenities, and the added value of a deeded dock and new seawall, this is an opportunity to enjoy the Florida lifestyle in a home designed for years of enjoyment. NO OUTSTANDING ASSESSMENTS. Now offered with a price improvement—come see the possibilities and make this waterfront retreat your own!

117 Brent Circle, Oldsmar

Listing courtesy of BLAKE REAL ESTATE INC. 727-359-0388

2013 Sunset Wind Loop, Oldsmar
$375,000
3 Beds ⋅ 3 Baths ⋅ TB8507673 MLS
Exceptional value meets effortless living in Bayside Terrace! Discover this beautifully maintained 3-bedroom, 2.5-bath townhome in one of Oldsmar’s desirable gated communities, offering modern comforts, thoughtful upgrades, and a resort-inspired lifestyle just minutes from charming downtown Safety Harbor. Built in 2019, this move-in-ready home welcomes you with a bright, open-concept floor plan designed for easy everyday living and effortless entertaining. The spacious kitchen features generous counter space and an oversized island, seamlessly connecting to the dining and living areas. Upstairs, the inviting primary suite boasts upgraded custom closets, while an additional bedroom features a custom Murphy bed, offering the flexibility of a guest retreat, home office, or both. Thoughtful upgrades throughout include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a 1-car garage equipped with an EV charger. Unwind on your peaceful patio surrounded by greenery, or spend your afternoons enjoying the community's resort-style pool overlooking the waters of Safety Harbor. Ideally situated with convenient guest parking nearby and easy access to Tampa, Clearwater, St. Petersburg, waterfront parks, shopping, and dining, Bayside Terrace offers the perfect balance of tranquility and connectivity. **Offered at $375,000, this is an opportunity to enjoy the Florida lifestyle with modern conveniences and low-maintenance living. Schedule your private showing and experience Bayside Terrace for yourself!**

2013 Sunset Wind Loop, Oldsmar

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700

380 Rosalind Lane, Oldsmar
$599,000
3 Beds ⋅ 3 Baths ⋅ TB8510265 MLS
Virtually Staged. Seller offering $5,000 towards Buyer closing costs and/or pre-paids. Welcome to your private retreat in the gated community of Bay Arbor! Major Upgrades Include: New Roof (2022), New AC (2026), New Hurricane impact Windows and Doors (2024), New Screen Patio Screen Enclosure (2024), and much more! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- No carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious Updated kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility, ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly. Schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.

380 Rosalind Lane, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555

276 Pelican Drive N, Oldsmar
$224,900
2 Beds ⋅ 2 Baths ⋅ TB8510692 MLS
Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy, low-maintenance lifestyle so many active adults and seasonal residents are looking for. Step inside and you’ll immediately notice the thoughtful updates throughout. The true heart of the home is the stunning custom kitchen, designed for both everyday living and entertaining. It features elegant quartz countertops, a farmhouse sink, designer tile backsplash, premium custom cabinetry with dovetail soft-close drawers, and new Kitchen and Laundry flooring. This is a space that’s as beautiful as it is functional. The rest of the home is equally impressive, with upscale finishes including LED recessed puck lighting, crown molding, 2¼-inch baseboards, custom closet systems, and beautiful Bali Blinds that add both style and functionality throughout. The Primary and guest bathroom has also been tastefully renovated, and every room feels bright, welcoming, and exceptionally well cared for. Beyond the cosmetic updates, this home offers true peace of mind with major improvements already completed, including a newer roof (2017), A/C system (2014) with UV light added in 2020, energy-efficient double-pane windows (2014), an upgraded electrical panel with whole-home surge protection, and gutters with gutter guards. A standout feature is the upgraded marine-grade plywood subfloor, a rare detail that speaks to the level of care and quality invested in this home. The lifestyle here is just as appealing. Residents enjoy resort-style amenities with low HOA fees that include a heated pool and spa, clubhouse, library, billiards room, shuffleboard, bocce ball court, and separate men’s and women’s saunas. Boat and RV storage are also available for added convenience. The location is hard to beat. Situated in the heart of Oldsmar, directly across from shopping, dining, banking, entertainment, and everyday conveniences, you’re also just a short drive to Westfield Countryside Mall, Tampa International Airport, scenic parks, Safety Harbor, downtown Tampa, Clearwater, and the world-famous Gulf beaches. This turnkey 55+ retreat offers the perfect combination of comfort, convenience, and carefree Florida living. Schedule your private showing today.

276 Pelican Drive N, Oldsmar

Listing courtesy of THE SOMERDAY GROUP PL. 813-520-9123

258 Pelican Drive N, Oldsmar
$252,000
3 Beds ⋅ 2 Baths ⋅ TB8508713 MLS
Now available in the sought-after 55+ Gull-Aire Village: a meticulously maintained 1995 Jacobsen home, offering over 1,400 square feet of comfortable living space. This inviting residence features three spacious bedrooms and two full bathrooms, with a split floor plan that provides privacy for guests. The home boasts a newly installed TPO roof (2024) that covers the main unit, Florida room, and carport, plus a hot water heater only two years old. Durable laminate flooring flows throughout, enhancing the bright and airy interiors. The generous eat-in kitchen includes an indoor laundry area with washer and dryer, while sliding glass doors lead to the Florida room—conveniently situated at the same level as the main house, eliminating any steps. The primary bathroom is equipped with double sinks and a shower for added comfort. Enjoy the vibrant community lifestyle at the clubhouse, which hosts monthly events and offers amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active and engaged with regular activities including bingo, cards, and line dancing. Navigating the neighborhood is easy thanks to golf cart-friendly streets! With HOA fees at just $70 per month, experience affordable, carefree living in a beautifully maintained community. This pet-friendly neighborhood welcomes one pet of any size, with a second pet permitted upon receipt of an emotional support letter from a doctor and submitted with your HOA application. Ownership includes the land—no lot rent required. Daily conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store across the street. Dine at popular spots like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers, Super Walmart and Publix, as well as Countryside Hospital, are approximately 10 minutes from your door. Outdoor lovers will appreciate easy access to the scenic biking and walking trail along the canal, as well as the breathtaking beaches of Honeymoon Island and Caladesi State Park just ten miles away. Room sizes are approximate. Do not miss your chance to own this outstanding home in Gull-Aire Village—schedule your showing today!

258 Pelican Drive N, Oldsmar

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-461-1700

1815 Driftwood Circle S, Oldsmar
$414,900
3 Beds ⋅ 2 Baths ⋅ W7885693 MLS
This beautifully renovated three-bedroom, two-bath home sits in the heart of Oldsmar at the top of Tampa Bay. Fully updated inside and out, it offers a gorgeous new kitchen with stainless steel appliances, soft-close cabinets, leather-finished granite countertops, charming breakfast nook and even a premium electronic touchless kitchen faucet. All three bedrooms are thoughtfully spaced apart for extra privacy, with the spacious master suite featuring a massive California-style walk-in closet, serene backyard views, and a stunning bathroom with a walk-in shower. The open-concept living area flows into a roomy bonus space at the back of the house, highlighted by tandem ceiling fans. French doors open to a fully fenced backyard that is big enough for a future pool and there's even a poured slab ready for a shed. A large utility room with laundry features a utility sink and offers entry into the two-car garage that has a new hurricane-rated door and My-Q Wi-Fi opener. The home is completed by brand new impact resistant double-paned windows (that can get you discounts on insurance) and French doors as this reno was very thorough with every surface being refreshed including all of the ceilings, walls, plumbing and insulation. Situated in the heart of Oldsmar, this location offers quick and easy access to the beautiful Pinellas Beaches, the vibrant city of Tampa, and its own array of fantastic dining, top-notch schools, and great shopping. This home is definitely worth seeing!

1815 Driftwood Circle S, Oldsmar

Listing courtesy of SNAP REALTY LLC. 727-457-5453

142 Woodlake Wynde Unit 48, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ TB8507526 MLS ⋅ 142 BLDG.
One or more photo(s) has been virtually staged. Motivated Seller! Priced to Sell! Stunning Updated Condo in the Heart of East Lake Woodlands! Country Club living in the ultimate Florida lifestyle in this light, bright, and move-in-ready 2-bedroom, 2-bathroom condo located within the gated community of East Lake Woodlands. Whether you are looking for a permanent residence, a savvy investment, or a relaxing second home, this property delivers. Key Interior Features: • Architectural Flair: Impressive 20ft cathedral ceilings and extra-high windows flood the living space with natural light. • Modern Updates: Featuring refinished kitchen cabinets, stylish backsplash, and premium stainless steel Whirlpool appliances. • Refined Finishes: No carpet here! Enjoy easy-maintenance ceramic tile and laminate flooring throughout, complemented by updated LED lighting. • Designer Baths: Both bathrooms boast updated tile work and sleek quartz countertops. • Functional Layout: A split floor plan offers maximum privacy. The spacious master suite includes dual closets and ample storage. • Convenience: Includes a full-sized washer and dryer. Outdoor Living & Amenities: • Dual Balconies: Unique front and back screened balconies allow you to enjoy the peaceful surroundings and cross-breezes. • Prime Location: Situated directly across from the community heated pool and just a short walk to the pickleball courts. • Peace of Mind: Recent exterior updates include a newer roof and fresh paint. Location & Lifestyle: East Lake Woodlands is a premier gated community featuring a country club and championship golf course. • Travel & Beach: Just 10 minutes to pristine Gulf beaches and 25 minutes to Tampa International Airport. • Walkability: Walking distance to shopping, dining, and theaters. • Flexibility: Short-term leases are accepted, making this a rare and flexible investment opportunity.

142 Woodlake Wynde Unit 48, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

3858 Shore Boulevard, Oldsmar
$999,000
3 Beds ⋅ 2 Baths ⋅ TB8506221 MLS
Welcome to this unique elevated waterfront 3 bedroom, 2 bathroom, oversized 2 car garage home located at 3858 Shore Boulevard that offers close to 1,600 square feet of living space and has an additional 600+ square foot in-law suite / ADU situated in the laid back town of Oldsmar, Florida. This serene waterfront property offers the perfect balance of peaceful living and convenient access to local attractions and is nestled between Tampa and Clearwater. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. The main living quarters are elevated to stay secure and dry even in severe weather, while expansive windows frame views of dolphins, manatees and unique local birds. Enjoy the outdoors from a variety of living areas such as decks, patios and screened-in porches, or cast a line from your own floating dock and set out from your private boat ramp; the canal can handle bigger boats and provides direct access to all of Tampa Bay and the St. Petersburg shoreline just beyond your property. A paved driveway provides generous parking and leaves ample room for extra recreational vehicles like boats and RVs and there is plenty of room for a pool. Downstairs there is an extra-large garage for two cars alongside a spacious 600+ square foot ADU, also serving as a mother-in-law suite, which features a separate private entry and is equipped with a bathroom, sink and refrigerator. Set on a quiet cul-de-sac that ensures outstanding seclusion, this home occupies a spacious lot of almost a third of an acre within a highly acclaimed school zone. It is just 20 to 30 minutes away from downtown Tampa, Clearwater and the finest beaches on the Gulf Coast. Within walking distance is the delightful R.E. Olds Park, known for its regular monthly festivals and community gatherings. Downtown Safety Harbor, with its restaurants and entertainment options, can be reached by bicycle or by boat, and both the stunning Phillippe Park and Mobbly Beach Park are under three miles away, also conveniently accessible by bike or water. The city of Oldsmar itself stands out for several reasons: it operates its own reverse osmosis water plant, it is the location of the Tampa Bay Skating Academy ice rink, and it has the highest concentration of parks per square mile in Florida, with approximately 40 percent of its area preserved as parks and nature reserves. Those who love the outdoors will appreciate the ten-mile Oldsmar Trail, which passes through eight of the city's ten parks and provides countless chances for recreation and discovering nature. Do not miss your chance to live the Florida lifestyle you have always wanted — book your private showing of this exceptional property today!

3858 Shore Boulevard, Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

202 Meadow Lane Unit 50, Oldsmar
$179,900
2 Beds ⋅ 2 Baths ⋅ TB8505503 MLS ⋅ 202 BLDG.
Strategically repositioned in the market with an improved price, this beautiful 2-bedroom, 2-bathroom condo in Oldsmar offers buyers an excellent opportunity to enjoy comfort, convenience, and a desirable Florida lifestyle. The residence features a functional floor plan with comfortable living spaces, well-proportioned bedrooms, two full bathrooms, hurricane-impact-resistant windows and sliding glass doors, and access to a community pool. Included services add even more convenience and value. Ideally located near major roadways, the property provides an easy commute to Tampa, Clearwater, and surrounding areas. Shopping, dining, entertainment, healthcare, and other everyday essentials are all nearby. Countryside Mall offers a variety of retailers and services, while local dining options include Starbucks, Chick-fil-A, and numerous neighborhood favorites. Mease Countryside Hospital is also conveniently located nearby, and Tampa International Airport is easily accessible for frequent travelers. Several important improvements have already been completed, including a new water heater in 2025, an A/C system installed in 2022, a refrigerator replaced in 2022, hurricane-impact-resistant windows and sliding glass doors installed in 2021, a microwave replaced in 2020, and a roof installed in 2019. With its convenient location, community amenities, valuable improvements, and newly enhanced price, this Oldsmar condo is ready for its next owner. Schedule your private showing today and discover everything this property has to offer!

202 Meadow Lane Unit 50, Oldsmar

Listing courtesy of AXEN REALTY, LLC. 818-932-8800

140 Ashley Lane, Oldsmar
$309,900
4 Beds ⋅ 2 Baths ⋅ TB8504188 MLS
Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.

140 Ashley Lane, Oldsmar

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 727-472-1144

193 Blue Marlin Drive, Oldsmar
$265,000
3 Beds ⋅ 3 Baths ⋅ TB8503933 MLS
Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases elevated finishes, including a beautifully updated kitchen with granite countertops and new appliances, premium bathroom fixtures, and designer lighting throughout. The home continues to impress with new luxury vinyl plank (LVP) flooring throughout, delivering a seamless blend of style, durability, and effortless maintenance. The home also features new subflooring and all-new siding, reflecting exceptional attention to detail and lasting quality. Designed for effortless living, the property features keyless entry, two dedicated storage spaces, a spacious two-car carport, and golf cart parking. An added outlet for a future mini-split system on the porch provides the opportunity to create a comfortable indoor-outdoor retreat tailored to your lifestyle. For added peace of mind, the home includes a 200-amp electrical panel, all new wiring, and completely updated plumbing throughout, along with newer impact windows, a tankless water heater, and a newer A/C system (approximately 4 years old), blending modern efficiency with comfort and security. Set within the vibrant and amenity-rich Gull-Aire Village community, residents enjoy resort-style amenities including a heated pool, clubhouse, shuffleboard, and an active social calendar. Conveniently located near pristine Gulf Coast beaches, dining, shopping, and medical facilities, this home offers both luxury and lifestyle. This is a rare opportunity to own a truly fabulous, move-in ready, and beautifully upgraded home in one of the area’s most sought-after communities.

193 Blue Marlin Drive, Oldsmar

Listing courtesy of CONCI, REALTORS. 7276157061

230 Balsam Drive, Oldsmar
$215,000
2 Beds ⋅ 2 Baths ⋅ TB8504047 MLS
Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed with both comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a conveniently located shared bathroom for the secondary bedroom. Step inside and be greeted by a spacious living area perfect for entertaining, complete with a dedicated dining room and a stylish wet bar—ideal for hosting gatherings or enjoying a quiet evening at home. The well-appointed kitchen offers a full appliance package, abundant cabinetry, and ample counter space, making meal preparation a breeze. The generously sized primary suite serves as a relaxing retreat, featuring a walk-in closet and an updated en-suite bathroom with a large walk-in shower. An additional expansive family room provides even more flexible living space, perfect for a media room, home office, or casual lounging area. Enjoy seamless indoor-outdoor living as you step through sliding glass doors into your private, fenced courtyard—an inviting space to savor your morning coffee or unwind in the evening. Residents of East Lake Woodlands have the option to enjoy resort-style amenities, including a premier golf course, tennis courts, fitness center, dining, and a vibrant calendar of social events (membership optional). Conveniently located near shopping, dining, entertainment, and medical facilities, this home offers the perfect blend of tranquility and accessibility. Don’t miss your opportunity to make this exceptional villa your own—schedule your private showing today!

230 Balsam Drive, Oldsmar

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

120 Evelyn Court, Oldsmar
$220,000
3 Beds ⋅ 2 Baths ⋅ TB8501596 MLS
Under contract-accepting backup offers. Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.

120 Evelyn Court, Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

208 Cutlass Way, Oldsmar
$335,000
3 Beds ⋅ 3 Baths ⋅ TB8501214 MLS
Under contract-accepting backup offers. NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home with an attached garage, sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.Current owner pays $1081 for FLOOD INS. Policy is transferable to new Buyer. NEVER FLOODED.

208 Cutlass Way, Oldsmar

Listing courtesy of DALTON WADE INC. 888-668-8283

1404 East Lake Woodlands Parkway, Oldsmar
$1,100,000
4 Beds ⋅ 3 Baths ⋅ TB8496474 MLS
Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.

1404 East Lake Woodlands Parkway, Oldsmar

Listing courtesy of CONCI, REALTORS. 7276157061

1795 Bayhill Drive, Oldsmar
$479,900
3 Beds ⋅ 2 Baths ⋅ TB8476650 MLS
Virtually Staged. This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style and appeal! The impressive living area has a stone-face fireplace and attractive laminate flooring. The kitchen with solid surface counters, stainless steel appliances, a wine refrigerator, stackable washer/dryer and closet pantry offers an abundance of cabinets and counterspace, complemented by plant shelves for additional decor! The home has a split bedroom layout for maximum privacy. The primary bedroom offers an ensuite bath with soaking tub, double vanities, a step in shower with artistic tile and relaxing shower jet system. All bedrooms are outfitted with striking wall-mounted wood closet organizer systems. Sliding doors from the living room open fully to a screened porch, which leads to a pavered patio offering serene views of nature – a perfect place to unwind and enjoy the outdoors! Your new home is equipped with a Tesla home battery system powered by solar panels and includes 3 powerwalls, all paid off! Additional features include a water filtration system, sprinkler system and impact-resistant windows and sliding doors for peace of mind and energy efficiency. The craftsman of the home will appreciate the garage with its working table, storage cabinets, an auto-rewind air hose reel, an overhead drop cord with electrical outlet and convenient sink. Roof installed in 2010 and AC in 2012. Enjoy low HOA fees, NO CDD fees and non-Flood Zone X. Living in East Lake Woodlands provides a casual way of living surrounded by natural beauty, wildlife, walking paths, conservation areas, ponds and lakes. The Ardea Country Club offers residents membership options for their resort style amenities which include two 18 hole championship golf courses, driving range, tennis and pickleball courts, lap and freeform pools, clubhouse, dining, fitness center, children's clubs and social activities. This premier location is close to major medical facilities, entertainment venues, a wide array of restaurants, malls, parks, marinas, sporting events and concerts. There’s easy access to Honeymoon Island, Clearwater Beach and both Tampa International Airport and St. Pete/Clearwater Airport are just a 35 minute drive away. This home is truly a must see for those looking for privacy, modern conveniences and a relaxing lifestyle!

1795 Bayhill Drive, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

207 Cypress Lane, Oldsmar
$165,000
2 Beds ⋅ 2 Baths ⋅ TB8492844 MLS ⋅ 5 BLDG.
Under contract-accepting backup offers. First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.

207 Cypress Lane, Oldsmar

Listing courtesy of RE/MAX CHAMPIONS. 727-807-7887

204 Windward Place Unit 36, Oldsmar
$188,000
2 Beds ⋅ 2 Baths ⋅ A4686982 MLS ⋅ Meadows/204 BLDG.
Welcome to 204 Windward Place #36, a move-in-ready condominium located in the gated community of East Lake Woodlands, one of Oldsmar's most established residential communities. Offering low-maintenance living in the heart of Tampa Bay, this well-maintained residence combines comfort, convenience, and easy access to everything Florida's Gulf Coast has to offer. Designed with functionality and everyday living in mind, the thoughtfully planned floor plan features bright, inviting living spaces filled with natural light. The open living and dining areas provide flexibility for entertaining, relaxing, or working from home, while the private outdoor living space offers the perfect setting for morning coffee, evening sunsets, or enjoying Florida's year-round tropical climate. Whether you are searching for a primary residence, seasonal retreat, vacation home, or investment property, this move-in-ready condominium offers exceptional versatility and a low-maintenance lifestyle. Assigned parking and convenient guest parking add to the home's everyday convenience. East Lake Woodlands is a gated community known for its mature landscaping, peaceful surroundings, scenic walking areas, and established neighborhood appeal. Residents have the opportunity to join the nearby Ardea Country Club, where optional memberships provide access to championship golf, tennis, pickleball, a resort-style swimming pool, fitness center, dining, and an active social calendar. Ideally located in Oldsmar, this home is just minutes from Tampa, Clearwater, Dunedin, Safety Harbor, Palm Harbor, and St. Petersburg. Enjoy convenient access to award-winning Gulf beaches, Tampa International Airport, shopping, restaurants, parks, medical facilities, entertainment, and major commuter routes, making it easy to experience everything the Tampa Bay area has to offer. Combining an outstanding location, gated community living, and low-maintenance ownership, this East Lake Woodlands residence presents an exceptional opportunity to enjoy the Florida lifestyle in one of Pinellas County's most desirable communities.

204 Windward Place Unit 36, Oldsmar

Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE. 941-556-9100

108 Brent Circle, Oldsmar
$374,000
3 Beds ⋅ 3 Baths ⋅ TB8483935 MLS ⋅ 108 BLDG.
Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living and entertaining. Sliding glass doors create a seamless connection between indoor and outdoor spaces, while the private patio provides the perfect setting for relaxing evenings. The home features a spacious primary suite with ensuite bath, additional guest accommodations, and a flexible office or study space ideal for remote work or hobbies. The open kitchen flows naturally into the main living area, creating an inviting atmosphere for gatherings. Additional highlights include walk-in closets, a cozy fireplace, and an oversized tandem garage offering plenty of storage. Recent improvements include a new A/C system 2022 and water heater installed 2025, with roof updates completed in 2017, offering peace of mind for future homeowners. Residents enjoy exceptional community amenities including scenic waterfront boardwalks, fishing pier, kayak and small-boat access, and peaceful water views where dolphins and manatees are frequently seen. Walking trails, parks, playgrounds, and picnic areas create a relaxing park-like setting within the neighborhood. Conveniently located near Tampa International Airport, downtown Tampa, Ybor City, shopping, dining, and Gulf beaches, this home offers the perfect balance of tranquility and accessibility. Experience the best of Florida coastal living in Oldsmar.

108 Brent Circle, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

600 S Woodlands Drive, Oldsmar
$379,900
3 Beds ⋅ 2 Baths ⋅ TB8488468 MLS
Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.

600 S Woodlands Drive, Oldsmar

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. 727-531-2006

402 Shore Drive W, Oldsmar
$695,000
4 Beds ⋅ 3 Baths ⋅ TB8485835 MLS
Virtually Staged. PRICE ADJUSTMENT October 14th. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large in ground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties would cost well over $100k to install today. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.

402 Shore Drive W, Oldsmar

Listing courtesy of HOMES BY SANDERS REALTY. 727-409-6929

470 Hickorynut Avenue, Oldsmar
$739,000
4 Beds ⋅ 3 Baths ⋅ TB8485715 MLS
Under contract-accepting backup offers. Virtually Staged. NEW PRICE. SERIOUS VALUE. Located inside the highly desirable gated community of Ardea / East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views. Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home features expansive living areas including a formal living and dining room and a large family room with fireplace. New Luxury Vinyl Plank flooring installed in 2026 runs throughout the main living areas, creating a modern and cohesive look, while new carpet installed in 2026 adds comfort to the guest bedrooms. The updated kitchen features granite countertops and stainless-steel appliances, flowing seamlessly into the main living space and breakfast area—perfect for gatherings and everyday living. The spacious primary suite offers direct access to the pool area along with a private bath and generous closet space. Enjoy Florida living at its best with a screened pool and lanai overlooking a tranquil pond, providing both privacy and relaxing water views. The home also features fresh exterior paint completed in 2026 and a 3-car garage, all situated on a generous homesite within this established golf-course community. Residents of East Lake Woodlands have the option to join the Ardea Country Club, a recently renovated club offering two championship golf courses, tennis and pickleball courts, fitness facilities, resort-style pool, and multiple dining venues. The club provides a vibrant social calendar and family-friendly amenities, creating a true country club lifestyle right inside the community. Located just minutes from shopping, dining, top-rated schools, and major commuter routes, this home offers convenient access to Tampa International Airport, Gulf beaches, and the best of the Tampa Bay area. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.

470 Hickorynut Avenue, Oldsmar

Listing courtesy of PARADISE LIFE REALTY. 727-698-2996

438 Lafayette Boulevard, Oldsmar
$525,000
4 Beds ⋅ 2 Baths ⋅ TB8480797 MLS
Back on the market, Buyer failed to close! Beautiful Custom-built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New top of the line Trane A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. Residents can enjoy Veterans Memorial Park, complete with a playground, picnic area, pavilion for special events and concerts, a fishing pier, kayak launch, dog parks, pickleball and tennis courts, and a basketball court. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller is offering short term owner financing.

438 Lafayette Boulevard, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555

1505 Sunset Wind Loop, Oldsmar
$380,000
3 Beds ⋅ 3 Baths ⋅ W7883526 MLS ⋅ Na BLDG.
This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.

1505 Sunset Wind Loop, Oldsmar

Listing courtesy of KELLER WILLIAMS REALTY- PALM H. 727-772-0772

50 Willowood Lane, Oldsmar
$1,499,900
6 Beds ⋅ 5 Baths ⋅ TB8475420 MLS
Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor entertaining area designed for everything from quiet mornings with coffee to weekend gatherings with family and friends. Yet you're never far from the conveniences of everyday life. Boot Ranch shopping, including Publix, Target, and Walmart Neighborhood Market, is just 7 minutes away. East Lake Middle and High School are within 12 minutes, and restaurants, shopping, and entertainment are all close by. Inside, the home offers an incredibly flexible floor plan with room for just about every lifestyle. The main level features the primary suite, a dedicated office (or fifth bedroom), formal dining room, second bedroom with a full bath, spacious laundry room, family room, game room, and a private in-law suite with its own entrance—ideal for multigenerational living, long-term guests, or a home business. Recently painted throughout, the main living areas showcase beautiful Turkish herringbone tile flooring, soaring ceilings reaching nearly 25 feet, and abundant natural light with tranquil views of the conservation beyond. At the center of the home is a kitchen designed for gathering. Granite countertops, stainless steel appliances, custom cabinetry, a prep sink and island, breakfast bar, pantry, and built-in desk provide exceptional functionality, while the oversized breakfast area comfortably accommodates an eight-person table. The kitchen flows seamlessly into the family room, where a wood-burning fireplace and wet bar create the perfect setting for entertaining. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with an oversized loft overlooking the family room below. Whether you envision a media room, game room, home gym, or second family room, the possibilities are endless. Additional walk-in storage provides plenty of space to stay organized. Residents enjoy the security of East Lake Woodlands' 24-hour manned gate, along with the added privacy of the gated Deerpath enclave. Optional membership to East Lake Woodlands Country Club offers golf, tennis, fitness, dining, and social amenities just minutes from your front door. Homes offering this much space, privacy, flexibility, and location rarely become available. Schedule your private tour and experience it for yourself.

50 Willowood Lane, Oldsmar

Listing courtesy of REAL BROKER, LLC. 855-450-0442

83 Pelican Drive N, Oldsmar
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8465003 MLS
Discover exceptional value in Gull-Aire Village, a vibrant 55+ community, with this meticulously maintained home ready for its next owner. Move right in! this sale includes all furnishings and contents, including a 60-inch TV, for a seamless transition. Enjoy peace of mind with a host of recent upgrades: In March of 2024 a brand-new shingle roof, 11 new hurricane windows, and 11 new solar panels for energy efficiency were installed. Additional improvements include a new carport roof in 2025, a hot water heater installed in February 2026, updated flooring in the back bedroom (July 2025), and a modern A/C unit (September 2020). A vapor barrier was replaced in 2010.Convenience abounds with inside laundry and a relaxing screened porch. There is a utility room for storage or bikes. Gull Aire Village offers outstanding amenities, including a lively clubhouse, library, pool table, shuffleboard courts, bocce ball court, and a large, heated pool and spa. Residents enjoy a rich calendar of planned activities and the freedom of a golf cart-friendly neighborhood. The affordable HOA fee is just $70 per month. Pet lovers are welcome. One pet of any size is permitted, and a second pet is allowed with an Emotional Support letter from your primary physician. Best of all, you own the land. This ideal location places you across the street from popular destinations like AMC Theatres, Beall's, Marshall's, Pet Smart, Dollar Store, Ulta Beauty, and an array of dining options including Craft Street Kitchen, Country Pizza Italian Grill, Shaker and Peel, Chipotle, Mandolas, and Eve's Family Restaurant. Essential services such as Super Walmart, Publix, and Countryside Hospital are just a 15-minute drive away, while the stunning beaches of Honeymoon Island and Caladesi State Parks are approximately ten miles from your doorstep. All room measurements are approximate and should be verified by the buyer. Do not wait!

83 Pelican Drive N, Oldsmar

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-461-1700

140 Brent Circle, Oldsmar
$545,000
3 Beds ⋅ 3 Baths ⋅ O6357016 MLS ⋅ 140 BLDG.
Seller Motivated! Asking price is under last appraisal value. Assumable mortgage for qualified buyers. 6.25 interest rate. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cozy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickleball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.

140 Brent Circle, Oldsmar

Listing courtesy of FLORIDA REALTY INVESTMENTS. 407-207-2220

403 Blue Marlin Drive, Oldsmar
$167,900
2 Beds ⋅ 2 Baths ⋅ TB8442487 MLS
Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!

403 Blue Marlin Drive, Oldsmar

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-461-1700

347 Canal Way, Oldsmar
$198,000
2 Beds ⋅ 2 Baths ⋅ TB8436926 MLS
Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!

347 Canal Way, Oldsmar

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

2328 Warwick Drive, Oldsmar
$829,000
4 Beds ⋅ 4 Baths ⋅ TB8419306 MLS
PRICE ADJUSTMENT! Buy now to get settled in over the Fall season! Welcome to Warwick Hills within the Eastlake Woodlands community! Two-story residence awaits on a large corner lot. A stately presence greets you with elegant landscaping. Side-entry 3-car garage & extended driveway. Step inside through double doors into the grand foyer. Formal living and dining rooms, as well as a spacious family room featuring a wood-burning fireplace. Sliding glass doors open up to the lanai and pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by wood cabinets, granite counter tops, island, wet bar, and multiple pantries. Ideal floor plan for everyday living and entertaining. Relaxing views of the pool & spa with tropical landscaping. A versatile office on the main floor can easily serve as a 5th bedroom. Full-size laundry room.All bedrooms on 2nd floor. Upstairs, the grand primary suite welcomes you with double-door entry and a private sitting area. Two walk-in closets and a renovated bathroom featuring soaking tub, dual vanities, private water closet, and new glass-enclosure. The 2nd floor also features 3 additional bedrooms and 2 more full baths. Property improvements include exterior painted (2023), interior painted (2026) roof (2022), A/C units (2018 & 2019). Hurricane shutters for windows & doors. Ardea Country Club: Residents can take advantage of golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.

2328 Warwick Drive, Oldsmar

Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL. 727-493-1555

403 E Tuscan Lane E, Oldsmar
$330,000
3 Beds ⋅ 3 Baths ⋅ TB8376561 MLS ⋅ N/A BLDG.
Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring throughout the entire first floor provides both style and ease of cleanup. After a long day, retreat to the second floor, where you can find serenity in either of the large secondary bedrooms, which both share a full bathroom, or the huge primary bedroom, with its own ensuite bathroom and walk-in closet. For convenience, a laundry room, complete with washer and dryer, are also located upstairs. The upstairs and stairs has plush, upgraded wall-to-wall carpeting. The one-car garage offers a secure space for your vehicle and extra storage, and the private driveway provides additional parking. The townhome also has a screened-in lanai. Don't miss out on this incredible opportunity to make this townhouse your home. Located in the desirable Oldsmar area, you'll have convenient access to I-275, and be in close proximity to top-rated public and private schools. You're also only a stone's throw away from various amenities, including shopping centers, restaurants, parks, not to mention Florida's award-winning beaches! Whether you're a nature enthusiast or prefer the hustle and bustle of city life, this location offers the best of both worlds. Contact us today to schedule a viewing and start envisioning your new life in this fantastic home.

403 E Tuscan Lane E, Oldsmar

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

370 S Woodlands Drive, Oldsmar
$379,999
2 Beds ⋅ 2 Baths ⋅ TB8361268 MLS
Virtually Staged some photos. Hot off the press-new shingles, new TPO and new insulation August 2026. Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained 1500 sq. ft. open floor plan home features New Contemporary Cabinetry (2025), brand new quartz countertops (2025), brand new kitchen sink (2025), brand new garbage disposal (2025), brand new light fixtures including can lighting throughout (2025), and new stainless steel appliances including double oven. Both bathrooms have been remolded with new cabinets, new tile shower tile (2025), new vanities and sinks (2025). Imported Italian tile throughout the home. Wood plantation shutters through out, large crown and floor molding, California closets in master bedroom, 4 magnificent skylights that bring in natural light, LARGE electric retractable patio awning for private courtyard perfect for entertaining, 2 car oversized garage, new AC (2016), new TPO Roof (2016), new Hurricane Impact Triple Sliding Doors and ALL Windows (2020), new Hurricane Impact Garage Door (2015), new Ceramic Tile Floors (Wood Look)(2018), new Construction of Den/Study w/ Vaulted Wood Ceiling and Ceiling Fan (2018), new Brick Paver Walkway and Patio area (2018), new Water Heater (2018), new Water Softener (2016), new LARGE Driveway (2023), new Epoxy Garage Floor (2023), All new Interior Paint (2023), All new Exterior Lights (2023), A MUST SEE to truly appreciate this turnkey home! Home is located within approximately 15- 30 minutes to the beaches ( Honeymoon Island, Caladesi Island and Clearwater Beach). You can also drive to Walt Disney World, Epcot and Hollywood Studios in approximately 1 hour and 30 minutes depending on traffic. Call today to schedule your showing appointment!

370 S Woodlands Drive, Oldsmar

Listing courtesy of 27NORTH REALTY. 630-803-8506

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Coldwell Banker Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

Oldsmar Florida Homes for Sale

Are you looking to buy or sell a home in Oldsmar Florida? Call or Text (239) 880-8850 to schedule a showing on any Oldsmar, FL home for sale or to sell your Oldsmar Florida home! As Realtors specializing in the Oldsmar area, we can take care of all of your Oldsmar FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Oldsmar Florida. We can also help you find distressed properties in Oldsmar including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Oldsmar, we have access to some of the best lenders that service the Oldsmar Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Oldsmar area to help you build your home while building up your credit. If you are going to buy or sell a home in Oldsmar Florida, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Oldsmar, FL area! Displayed are homes for sale in Oldsmar, FL, a city located in Florida. These Oldsmar Listings are updated every 15 minutes from the Oldsmar MLS.