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$385,000
4 Beds ⋅ 2 Baths ⋅ TB8543002 MLS
Welcome to 150 Poole Place, a spacious 4-bedroom, 2-bath villa offering approximately 1,550 square feet of flexible living space in the gated community of East Lake Woodlands. Ideally positioned along the 15th hole of the South Course, this immaculate home offers beautiful golf course views and a peaceful setting that can be enjoyed from multiple areas of the property. Inside, the split-bedroom floor plan provides privacy and versatility, with four bedrooms that can easily accommodate family, guests, a home office, or hobby space. The living room features a decorative electric fireplace that adds character and ambiance, while the kitchen offers generous cabinetry, ample counter space, and all appliances included. An enclosed Florida room expands the living area and creates a comfortable space to relax while overlooking the golf course. French doors, tile flooring throughout, plantation shutters, interior laundry, and ample storage add to the home’s functionality and appeal. Outdoor living continues with patio areas that offer the perfect place for morning coffee, entertaining, or simply enjoying the scenic surroundings. A new water softener system was installed in July 2026. The monthly HOA fee of $490.08 includes internet, cable, building maintenance, roof, and lawn care, providing a convenient low-maintenance lifestyle. East Lake Woodlands is known for its gated setting, mature landscaping, scenic golf course surroundings, and optional country club lifestyle. Golf, tennis, pickleball, swimming, fitness, dining, and social amenities are available through separate club membership. Conveniently located near shopping, restaurants, parks, beaches, airports, and all that the Tampa Bay area has to offer, 150 Poole Place combines space, flexibility, and a desirable golf course setting in one of Oldsmar’s most established communities.

150 Poole Place, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$469,900
2 Beds ⋅ 2 Baths ⋅ TB8543317 MLS
Welcome Home! Your beautifully updated move-in-ready Florida retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom) and 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features cathedral ceilings and newer, high quality laminate flooring throughout the living room, dining area, foyer, bedrooms, den and hallway. Ceramic tile flooring is featured in the kitchen, dinette, Florida room, laundry room and bathrooms. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stylish cabinetry, an island, stainless steel appliances - including a refrigerator, range, range hood and microwave - and a convenient pantry closet. The generous primary suite offers two walk-in closets and a private en-suite bathroom with a double sink vanity, walk-in shower and linen closet. The spacious Florida room overlooks the beautifully landscaped private backyard and can be accessed from the dinette area, living room or the primary bedroom. Plantation shutters throughout the dinette area and on the primary bedroom sliding glass door provides privacy. The covered screened-in porch features sleek aluminum railings and durable composite deck flooring providing both style and additional space for relaxing or entertaining. More recent upgrades include a roof replacement (2024), newer A/C system (2022), screened-in porch (2022), and water heater (2022). Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities.This home features a low monthly HOA fee of just $70 with one pet of any size permitted.The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is an easy 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village.(Room dimensions are approximate and should be verified by Buyer.)

603 Canal Way, Oldsmar

Listing courtesy of AH REALTY SERVICES, LLC. 727-275-3512
$449,000
TB8543573 MLS
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, Oldsmar

Listing courtesy of PLANTATION REALTY, INC.. 352-795-0784
$165,000
2 Beds ⋅ 2 Baths ⋅ TB8543191 MLS
Welcome home to easy living in Gull Aire Village. Tucked on a quiet cul-de-sac, this spacious, well-maintained 2 Bedroom 2 Bath home is move-in ready. Inside, an open floor plan is anchored by a built-in china cabinet, butler's pantry, and breakfast bar. Large bedrooms, both with walk in closets, offer plenty of room to spread out, and the screened patio gives you a bright, private spot to unwind year-round. Newer flooring (no carpet) newer vanities and toilets, newer SS dishwasher, newer washer, and peace of mind with membrane roof (2011) with recent roof inspection has another 20 years of life. Ample parking and good size storage are with washer and dryer included. Best of all, you own your own land here. Gull Aire Village is a vibrant 55+ community with an active clubhouse, library, pool table, shuffleboard, and a large heated pool and spa, all for just $30/month HOA. One pet of any size is welcome, and leasing is permitted too. Walk to AMC Theatres, Beall's, Marshall's, Dollar Store, Office Depot, and a variety of restaurants. Minutes to Walmart, Publix, and Morton Plant/Mease Countryside Hospital. Easy commute to Tampa International Airport, and about 20 minutes to Honeymoon Island Beach and Caladesi State Park. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village.

322 Bass Court, Oldsmar

Listing courtesy of ENGEL & VOLKERS BELLEAIR. 727-461-1000
$275,000
2 Beds ⋅ 2 Baths ⋅ TB8542613 MLS ⋅ N/A BLDG.
Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra-large side yard for addl. outdoor space & privacy. Even better, assoc. fees include water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location, this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22, washer & dryer in '24, & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar

Listing courtesy of REAL ESTATE FIRM OF FLORIDA, LLC. 813-961-6000
$599,000
4 Beds ⋅ 2 Baths ⋅ TB8539868 MLS
A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s premier communities – plus Top-Rated Schools. Designed for indoor-outdoor living, the large living room and dining room combination features Glass Sliders that frame views of the Gorgeous Pool and Spa, Covered Lanai with Pavers and Lush Golf Course backdrop. This lot provides privacy and creates a peaceful retreat ideal for relaxing, entertaining and enjoying the best of East Lake Woodlands. The Well-Equipped Kitchen includes an inviting Eat-in Area, Ample Storage and Pass-Thru Window to the outdoor patio. Updates include Stainless Steel Appliances with LG Refrigerator (2022), LG Dishwasher (2022), LG Microwave (2024) and the bonus of a Euhomy Wine Cooler (2024). Additional major updates include a New Shingle Roof (2023) and Flat Roof (2023), Water Heater (2024), A/C Unit (2019) and Pool Sweep (2022). So many possibilities to meet your needs with this Flexible Floor Plan! The 4th bedroom offers plenty of options as a Home Office, Den, Guest Room, Hobby Space or Media Room. Generously sized bedrooms provide comfortable accommodation with the Primary Suite measuring 23 ft. long and featuring a dedicated Extra Space ideal for lounging, reading, exercising or working from home, plus 2 Walk-In Closets and a Spacious Bath complete with Large Walk-In Shower, Dual Sinks and abundant Vanity Counter space. East Lake Woodlands offers a much sought-after setting tucked away and surrounded by beautiful landscaping, golf course scenery along with convenient access to everyday amenities. For additional fees, optional memberships are available to Ardea Country Club, featuring two Golf Courses, a Fitness Center, Tennis, Pickle Ball, Heated Lap Pool, Freeform Pool and Poolside Café as well as Dining and a full host of Special Events and Activities. Enjoy a Premier Location currently zoned for top rated East Lake High School, Joseph L. Carwise Middle School and Forest Lakes Elementary. Plus this East Lake Woodlands address provides convenient access to Tampa International Airport, award-winning Gulf Beaches, Parks, Medical Facilities, Shopping, Fine Dining, Professional Sporting Events and all that the Tampa Bay area has to offer - while providing the privacy and serenity of a gated golf course setting. Overall, an amazing opportunity to own a 4-Bedroom Retreat with Beautiful Pool and Spa and Sweeping Golf Course Views with the peace of mind of a Newer Shingle and Flat Roof and many other updates and the chance to make this home your own!

550 Palmdale Drive, Oldsmar

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700
$489,000
3 Beds ⋅ 3 Baths ⋅ TB8542540 MLS ⋅ 1 BLDG.
Welcome to refined coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome located within a highly desirable waterfront community in Oldsmar. Offering a blend of contemporary design, quality construction, and low-maintenance living, this home is ideal for those seeking comfort, style, and convenience. This home, built in 2018, feels like brand new construction. Even though the home is only 8 years old, it shows like new construction, as it has only been lived in a short period of time over the past 8 yrs. Enter the home through the leaded glass front door and you’ll appreciate the bright, open-concept layout. Wood-look ceramic tile flooring extends throughout the entire home without transitions. The spacious living and dining areas are filled with natural light and flow seamlessly into the well-designed kitchen. The kitchen features contemporary cabinetry, premium quartz countertops, stainless steel appliances, and generous workspace for preparing meals and gathering with family and friends. Modern finishes, and carefully selected details create a polished and cohesive look throughout the home. Upstairs, the spacious primary suite offers a comfortable private retreat with a well-appointed en-suite bathroom and generous walk-in closet space. Two additional bedrooms provide flexibility for guests, family members, or a dedicated home office. A large loft creates valuable additional living space and is perfect for a media room, family room, play area, or home office. The 2nd floor also has a huge laundry room convenient to all bedrooms. Your garage is finished with an epoxy paint on the surface making for a very attractive and functional space. One of the home’s most appealing features is the private backyard setting with no direct rear neighbors. The covered rear porch provides a peaceful place to relax, entertain, or enjoy the outdoors while overlooking a more open and secluded backdrop. Home is being sold with washer & dryer, water softener and the water heater was replaced under a year ago. Energy-efficient windows and doors help enhance year-round comfort, while modern construction standards provide added peace of mind. Residents enjoy access to an impressive selection of community amenities, including a clubhouse, fitness center, resort-style pool, gated entry, sidewalks, and a community fishing pier. Conveniently located near parks, walking trails, shopping, dining, and entertainment, the community also offers easy access to Tampa, St. Petersburg, Clearwater, and the area’s beautiful Gulf beaches. Whether you’re searching for a primary residence or a low-maintenance Florida retreat, this exceptional home delivers stylish finishes, backyard privacy, generous living space, and an outstanding Tampa Bay location.

1103 Mango Court, Oldsmar

Listing courtesy of DALTON WADE INC. 888-668-8283
$550,000
4 Beds ⋅ 2 Baths ⋅ TB8542008 MLS
Welcome home to this impeccably cared-for 4-bedroom, 2-bath, 2-car garage home tucked into a quiet Oldsmar neighborhood on a beautiful pond and conservation lot. Enjoy peaceful water views and the relaxing sound of the fountain from your backyard, while still being right in the middle of everything Tampa Bay has to offer. Inside, wood-look plank tile flows throughout the entire home, and the split-bedroom floor plan provides privacy for the spacious primary suite. The beautifully remodeled gourmet kitchen was made for cooking and entertaining, featuring quartz countertops, an induction range, generous workspace and an upgraded appliance package valued at approximately $10,000. Pride of ownership shows throughout. Within the last six years, the roof, both A/C systems, water heater and kitchen have all been replaced or updated. Outside, you'll find fresh sod, updated irrigation, a fenced dog run and a patio already set up and ready for your future spa. The location is hard to beat! Preserve at Cypress Lakes offers a **low HOA, NO CDD, NO FLOOD INS REQUIRED**, with Forest Lakes Elementary, the YMCA, Cypress Forest Recreation Center & Spray Park, nature trails, parks, sports complexes, restaurants and shopping all nearby. Head straight down Tampa Road to Downtown Dunedin, Honeymoon Island and some of the area's best beaches, or enjoy easy access to Tampa International Airport. The neighborhood even brings a little extra charm with community holiday traditions, including horse-drawn wagon rides to see the decorated homes. Peaceful pond and conservation views, a beautifully updated home, a welcoming community and an incredibly convenient Oldsmar location—this is the kind of home that makes everyday life feel a little more like a getaway.

416 Cypress View Drive, Oldsmar

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772
$799,000
4 Beds ⋅ 3 Baths ⋅ TB8537101 MLS
Virtually Staged. A must-see former model home in the gated Cross Pointe neighborhood of East Lake Woodlands, a premier country club community with abundant green space & optional membership amenities. This 4-bedroom, 3-bath home offers a private backyard retreat with a beautiful Pebble Tec pool & new pool cage screening, creating a perfect setting for relaxing or entertaining outdoors. The covered patio just outside the sliding doors of the house has hookups for TV & space for your table & chairs for outdoor dining. The popular three-way split floor plan provides excellent gathering spaces, including formal living room & dining rooms plus an open kitchen, dinette & family room. The family room is the heart of the home, featuring a warm wood-burning fireplace flanked by built-in bookshelves. The kitchen offers granite countertops, generous amounts of raised panel cabinetry, a large island-style sink area with seating, ample workspace, a closet pantry, a built-in desk & a breakfast area overlooking the pool & patio. A private guest bedroom sits at the rear of the home directly across from the pool bath, making it ideal for visitors or a home office. Two more spacious bedrooms are found on the opposite side of the family room. The primary suite is set apart on the other side of the home & features plenty of space, a walk-in closet, & a lovely rose toned bath with dual sinks, a soaking tub, a separate shower & a private water closet. Optional membership is available at Ardea Country Club which unlocks an impressive array of amenities, including golf, tennis, pickleball, an Olympic sized pool + a second smaller pool, splash area, a cafe & a restaurant, a fitness center, & year-round social events. Contact Ardea Country Club for details. Move in with confidence thanks to major updates including a new roof in 2026, a 50 gallon water heater 2021, a Square D electrical panel, & HVAC 2016, AND NOT IN A FLOOD ZONE! This exceptional property offers peace & tranquility while keeping you close to the world class beaches of Pinellas County. You will love living here!

1730 Captiva Drive, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$249,900
2 Beds ⋅ 2 Baths ⋅ TB8542342 MLS
MOVE-IN READY OLDSMAR VILLA WITH A PRIVATE FENCED YARD! Beautifully refreshed 2-bedroom, 2-bath, 1,296-square-foot end-unit villa! VERY LOW HOA DUES at $110/month. Step inside to a bright, open interior where soaring vaulted ceilings and abundant natural light give the home an impressively spacious feel. The open living and dining areas offer plenty of room for entertaining, while updated flooring and a clean neutral palette make this home truly move-in ready. The kitchen features granite countertops, white cabinetry and stainless-steel appliances, along with a convenient breakfast bar connecting the kitchen to the dining area. Sliding doors extend the living space to the enclosed patio and private, fully fenced backyard—a rare feature that provides room for outdoor dining, grilling, pets or simply relaxing in your own outdoor retreat. The spacious primary suite offers a private bath, while the generously sized secondary bedroom and second full bath provide flexibility for guests, a home office or additional living space. Newer roof 2024 and HVAC 2023. Enjoy the low-maintenance Florida lifestyle with access to the community swimming pool. Outdoor recreation is practically around the corner at Sheffield Park, offering a playground, basketball and tennis courts, baseball/softball and multipurpose fields, disc golf, a dog park, trails, outdoor exercise equipment and picnic shelters. The location puts you close to some of Oldsmar's best outdoor destinations, including waterfront R.E. Olds Park, Mobbly Bayou Wilderness Preserve and the city's extensive parks and recreation system. For even more recreation, the Oldsmar Sports Complex offers baseball and softball fields, multipurpose fields, a playground, trails, outdoor hockey and the BMX Supercross Track. Everyday conveniences are close at hand along the Tampa Road corridor, with shopping at Forest Lakes Plaza and Park Avenue Plaza, along with numerous restaurants and services. Catch the latest movie at AMC Woodlands Square 20 or explore Oldsmar's waterfront parks, recreation and entertainment. Oldsmar's central location along the north shore of Tampa Bay also provides convenient access to Tampa, Clearwater, area airports and the Gulf Coast beaches. With an open floor plan, vaulted ceilings, updated finishes, private fenced yard, community pool and an outstanding Oldsmar location, this villa offers the combination of low-maintenance living and private outdoor space that's hard to find. Schedule your showing today!

2044 Sheffield Court, Oldsmar

Listing courtesy of GUARDIAN REAL ESTATE SERVICES. 813-767-2582
$169,900
2 Beds ⋅ 2 Baths ⋅ TB8540997 MLS ⋅ Bldg #5 BLDG.
Virtually Staged. Enjoy serene lakefront views from the balcony of this fabulous 2/2 second-floor condo, located in the heart of East Lake Woodlands—one of the most desirable gated country club communities in northern Pinellas County! The owners have invested thousands of dollars in updates, including the kitchen, bathrooms, flooring, and much more. Other great features include a fireplace, three walk-in closets, an open floor plan, and steps away to a sparkling community pool. Condo fees include 24-hour guard service, cable TV, common area taxes, internet, exterior maintenance, grounds maintenance, management, pool maintenance, sewer, trash, and water. For those seeking even more recreation, optional memberships at Ardea Country Club are available for additional fees, offering access to two golf courses, fitness center, heated lap pool, freeform pool, pickleball, tennis, dining, activities, and social events. And the location is hard to beat—convenient to Tampa International Airport, St Petersburg, award-winning Gulf beaches, major medical facilities, professional sporting events, shopping, and fine dining. A great home at a great price!

160 Lakeview Way Unit 160, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$349,900
3 Beds ⋅ 2 Baths ⋅ TB8541050 MLS
Under contract-accepting backup offers. Beautifully Updated 3-Bedroom Villa with Golf Course Views! Welcome to this beautifully updated 3-bedroom, 2-bath villa in desirable East Lake Woodlands…This spacious home offers a comfortable split-bedroom floor plan, beautiful golf course views, and stylish updates throughout. The primary suite provides a private retreat with an ensuite bathroom, while the two additional bedrooms offer plenty of space for family, guests, or a home office. The updated kitchen features granite countertops, stainless steel appliances, with a brand new dishwasher and 3 year old refrigerator, walk-in pantry and a convenient eat-in area. Luxury vinyl plank flooring runs throughout the home with tile in the bathrooms for a clean, contemporary look and easy maintenance. AC & Water heater (2022) and Roof (2019). Enjoy the peaceful Florida lifestyle from the large screened-in lanai with storage closet, which overlooks the beautiful golf course and provides an ideal setting for morning coffee, entertaining, or relaxing at the end of the day. Additional features include a laundry closet inside the unit and a carport conveniently located directly in front of the unit with additional storage. Come see this lovely East Lake Woodlands villa and enjoy the combination of comfort, updates, and scenic golf course living! All information deemed reliable; buyer and buyer’s agent to verify.

180 Tads Trail, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$719,000
4 Beds ⋅ 2 Baths ⋅ TB8540121 MLS
Tucked away in the highly desirable gated community of East Lake Woodlands, this one-of-a-kind 4-bedroom, 2-bath waterfront retreat offers a rare opportunity to experience the timeless beauty of Old Florida. With an extraordinary 180-degree view of lush natural surroundings and a tranquil waterway, this private setting feels like a world of its own—where trees, abundant wildlife, and peaceful water views create a backdrop that is both breathtaking and serene. A large circular driveway welcomes you to the home, where a new double-door entry opens to vaulted ceilings and an inviting, light-filled interior. The formal living room features French doors leading to the screened lanai, while the dining room is accented by a beautiful Tiffany-style light fixture. Throughout the home, tile flooring and roller shades provide a clean, timeless aesthetic. The updated kitchen features granite countertops and opens naturally to the family room, where one of two fireplaces creates a warm and inviting gathering space. The primary suite offers its own featured fireplace, creating a cozy retreat, along with an updated private bathroom featuring an oversized glass-enclosed shower and soaking tub. An updated guest bathroom provides additional modern convenience sandwiched between two of the additional bedrooms. Step outside and discover what truly sets this property apart. The expansive screened lanai surrounds a beautiful saltwater pool and spa, with a painted cool-deck surface and lush tropical landscaping creating your own private resort-style escape. Beyond the pool, a Trex dock and completely renovated seawall (2020) provide the perfect vantage point to take in the incredible natural setting and 180-degree views of Old Florida. Thoughtfully maintained and updated, the home features impact and double-pane windows with galvanized storm shutters, a hybrid water heater, water softener, new shingle roof (2024), gutters, French drains extending to the lake and exterior paint completed in August 2026. The wrought-iron fenced yard adds privacy and enhances the beautifully landscaped grounds. Located outside a flood zone and within a top-rated A-rated school zone, this exceptional home also offers the opportunity to become a social, golf, or tennis member at Ardea Country Club, adding an optional lifestyle component to an already remarkable property. Private waterfront, resort-style amenities, thoughtful updates, and an unmatched Old Florida setting—this is more than a home; it’s a rare opportunity to own your own piece of paradise in East Lake Woodlands.

80 Foxfire Lane, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$395,000
3 Beds ⋅ 3 Baths ⋅ TB8539671 MLS ⋅ 216 BLDG.
Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the Florida lifestyle. Step inside to a welcoming foyer with a convenient half bath for guests. Continue into the bright, open-concept main living area, which boasts Travertine tile flooring, and where the beautifully updated kitchen features white cabinetry, quartz countertops, a breakfast bar, ample storage, and a fantastic corner pantry with built-in shelving. The kitchen flows seamlessly into the living and dining room, creating an ideal space for everyday living and entertaining. Pocket sliding doors lead to the screened-in lanai and brick-paver patio, where you can enjoy peaceful pond views and a private, fenced outdoor space. Upstairs, the spacious primary suite is positioned at the front of the home and features vaulted ceilings, an oversized wall closet, and a private en-suite bath with a step-in shower. Down the hall, the beautifully updated guest bath offers a tub/shower combination, while a linen closet provides additional storage. The two secondary bedrooms are located at the rear of the home, with one featuring a sizable walk-in closet and the other offering a generous wall closet. The entire second floor is light and bright with high-volume ceilings and attractive wood-look luxury vinyl plank flooring. Thoughtful storage continues throughout the home, including great under-stair storage, a laundry room with cabinetry, and direct access to the one-car garage. Recent updates in 2023 include quartz kitchen countertops, luxury vinyl plank flooring upstairs, carpeting on the staircase, reglazing of the guest bathtub, four new PGT hurricane rated windows (two double hung in the primary and sliding windows in the rear bedrooms), and a vinyl-coated chain-link fence enclosing the rear patio area overlooking the water. With these improvements already completed, there is truly nothing left to do but move in and start enjoying your new home. Located in a convenient Oldsmar location near Tampa Road, approximately 20 minutes to Tampa International Airport (TPA), St. Pete-Clearwater International Airport (PIE) and popular Honeymoon Island, you’ll also have easy access to restaurants, shopping, and so much more. Add in the community pool, peaceful pond setting, garage, and low-maintenance HOA lifestyle, and this wonderful townhome offers the perfect blend of comfort, convenience, and Florida living. Come see it for yourself!

216 Hemingway Drive, Oldsmar

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772
$199,000
2 Beds ⋅ 2 Baths ⋅ TB8539760 MLS
This move-in-ready, well-maintained home is one of the larger homes in this golf-cart-friendly 55+ community and is being sold FURNISHED. The open floor plan features a spacious living room/dining room combination with luxury vinyl plank flooring and attractive plantation shutters, creating a clean, bright and inviting space. The kitchen offers white cabinetry, an updated countertop and a new range. Bathrooms have been updated also. Both bathrooms have been tastefully updated. Tons of storage spaces in the home. Another great feature is the washer and dryer located inside the home, rather than in the outside shed. The screened-in lanai is perfect for enjoying your morning coffee. Several important improvements have already been completed, including replacement windows in 2020, a vapor barrier in 2021 and a LeafGuard gutter system. AC ductwork replaced in 2025. The Gull-Aire community has so much to offer! You own the land here and enjoy low monthly fees, along with a heated pool and spa, and an active clubhouse with tons of social activities. The location is convenient to just about everything—shopping, restaurants, grocery stores, AMC Theaters, and Mease Countryside Hospital. Woodlands Square Plaza is nearby, with Bealls, Marshalls, PetSmart and plenty of dining options, including Shaker & Peel, Craft Street Kitchen and Eve’s Family Restaurant. Outdoor recreation is close by as well, with walking trails, Chi Chi Rodriguez Golf Club, and pickleball at Sheffield Park. And don’t forget the beach! Beautiful Honeymoon Island is only 15 minutes away. Come see this great home and enjoy all that this convenient location has to offer!

392 Cobia Way, Oldsmar

Listing courtesy of LIPPLY REAL ESTATE. 727-314-1000
$229,000
2 Beds ⋅ 2 Baths ⋅ TB8539291 MLS
Under contract-accepting backup offers. Virtually Staged. Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-bedroom, 2-bath villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Inside, you'll find an inviting open floor plan with split bedrooms for added privacy, fresh interior paint, and brand-new luxury vinyl plank flooring installed in May 2026. The spacious eat-in kitchen opens seamlessly to the main living area, creating an ideal space for entertaining or simply relaxing after a day at the beach or golf course. A screened lanai with additional storage extends your living space outdoors, while the private front courtyard is perfect for morning coffee, evening cocktails, or weekend BBQs. Major updates provide peace of mind, including a NEW HVAC system installed in May 2026 and a roof replaced in 2019. The freshly painted front door adds to the welcoming curb appeal. Additional features include a covered carport with storage room and convenient guest parking nearby. Residents of Cluster Homes enjoy maintenance-free living with exterior maintenance, grounds care, trash service, and basic cable all included. Gated EAST LAKE WOODLANDS GOLF COMMUNITY is considered a Bird Sanctuary with Sidewalks & Paths for Walking & Biking to see Nature & Wildlife. Fees to Join Social or Golf Course Membership at ARDEA COUNTY CLUB with its two Golf Courses, Pools, Tennis Courts, Exercise Room, & Restaurant. Close to John Chestnut park, Oldsmar Park and Safety Harbor Philippe Park. Craving some BEACH time - just a short drive away is Stunning Caladesi Island State Park in Dunedin and Famous Clearwater Beach. Easily accessible for your Travels:Tampa International & St. Petersburg/Clearwater Airports. With shopping options, Movie Theaters, Malls, Diverse Restaurants & Entertainment Venues just minutes away, this location is not only beautiful it is convenient!

20 Evelyn Court, Oldsmar

Listing courtesy of KELLER WILLIAMS ST PETE REALTY. murraycoleman@kw.com
$425,000
3 Beds ⋅ 2 Baths ⋅ TB8539896 MLS
Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat for the new owner. Go outside to enjoy a large, fully fenced yard and screened patio area, offering plenty of space for outdoor dining, relaxing, pets or play. The garage previously converted gives additional interior flex living space. The area has added central air and heat, which adds to the square footage of the home. Major updates provide peace of mind, including a new roof in 2025, fresh exterior paint in 2025 and hurricane windows. With the key improvements completed, this home is move-in ready and offers the opportunity for a new owner to settle in with minimal additional updates, ready to welcome its next living adventure. It has access to recreational park, close to beaches, shopping and zoned for desirable schools including Eastlake High School.

819 Jacaranda Drive, Oldsmar

Listing courtesy of PREMIER SOTHEBY'S INTL REALTY. 727-595-1604
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8539499 MLS ⋅ 135 BLDG.
Virtually Staged. Virtually Staged. Welcome Home to this first floor 2 bedroom, 2 bath condo in Woodlake Run in East Lake Woodlands. Large open living/dining area with wood-like flooring and sliders to screened in Lanai. Tranquil wooded views with no rear neighbors. Nice open Kitchen off of dining area with stainless steel appliances, lots of cabinets and breakfast bar seating. Covered porch off of the kitchen with laundry closet & washer/dryer. Large Primary Bedroom with adjoining bath, step-in shower, 2 closets and a private slider to covered Lanai. 2nd Bedroom with private slider to covered porch and adjacent bath features step-in shower. New windows in 2021 along with new electrical panel box updated in 2021. Great Location, 2 community heated pools, golf course community, Shopping, Restaurants, Movie Theatre, County Parks, Beaches nearby. East Lake Woodlands offers Ardea Country Club with multiple memberships (with additional fees) which can include Clubhouse, golf, additional pools, tennis, fitness center, Clubhouse & restaurant.

135 Woodlake Wynde Unit 135, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$299,000
2 Beds ⋅ 1 Baths ⋅ TB8539338 MLS
Welcome home to this beautifully renovated 2-bedroom, 1-bath property in desirable Oldsmar, Florida! This move-in-ready home has been completely updated from top to bottom. The kitchen features updated cabinetry, countertops, and finishes, creating a stylish and functional space for everyday living. The bathroom has also been redone with fresh, modern touches. Throughout the home, you'll find all-new flooring that gives the interior a clean, cohesive feel. Major updates include a brand-new metal roof and new AC system, providing important upgrades for comfort and long-term value. With its fresh renovations and convenient Oldsmar location, this home is an excellent opportunity for a first-time buyer, downsizer, or investor.

200 Fairfield Street, Oldsmar

Listing courtesy of SUNSHINE REALTY COMPANY LLC. 352-668-4618
$349,900
3 Beds ⋅ 1 Baths ⋅ TB8539039 MLS
A beautifully maintained home in the desirable Sheffield Village area of Oldsmar, this property offers comfort, convenience, and the welcoming charm the community is known for. Located on a quiet cul-de-sac, 415 Maplewood Cir features a bright, open layout with spacious living areas perfect for everyday living and entertaining. The home’s interior is filled with natural light, highlighted by well-kept finishes and a functional floor plan. Complete with granite countertops, the kitchen anchors the living space, offering plenty of storage and easy access to the dining and family areas. Generously sized bedrooms provide privacy and flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard with room to relax, garden, or create your ideal outdoor space. Mature landscaping and the neighborhood’s tree-lined streets add to the home’s inviting appeal. Residents of this Oldsmar location enjoy quick access to parks, top-rated schools, shopping, dining, and major commuter routes, making it easy to reach Tampa, Clearwater, and the Gulf beaches. With its combination of location, comfort, and community charm, this Maplewood Circle home is an excellent opportunity in one of Oldsmar’s most established neighborhoods. This home was high and dry during recent storms. Come check this one out today.

415 Maplewood Circle, Oldsmar

Listing courtesy of COLDWELL BANKER REALTY. 813-977-3500
$170,000
2 Beds ⋅ 2 Baths ⋅ TB8538433 MLS ⋅ N/A BLDG.
Welcome to 219 Palmetto Ct. in the highly sought after East Lake Woodlands community, Oldsmar. Gated community of East Lake Woodlands, this ground-floor corner condo offers easy, low-maintenance living surrounded by lush greenery and natural beauty. This affordable 2-bedroom, 2-bath home combines comfort, privacy, and convenience with a desirable split-bedroom layout, bright open living spaces, and serene views from nearly every room. Inside, the spacious great room opens to tranquil green space through two sets of sliding glass doors, creating an airy indoor-outdoor feel perfect for everyday living or entertaining. The open kitchen flows seamlessly into the dining and living areas, while recent updates—including fresh interior paint (2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heating system installed in 2024 with a transferable 10-year warranty—make the home truly move-in ready. The primary suite features two walk-in closets plus additional linen storage, while the home also includes a washer and dryer, stove, and a dedicated storage/laundry room with hookups. Step outside to enjoy a screened lanai and private paver patio overlooking peaceful green space, with the community pool conveniently located just beyond the trees for both accessibility and privacy. Additional highlights include covered carport parking directly in front of the unit, ample guest parking, and a resident-only rear entrance offering quick access to shopping, dining, and everyday conveniences along East Lake Road and Tampa Road. Residents of East Lake Woodlands enjoy a beautifully maintained gated setting adjacent to the 8,700-acre Brooker Creek Preserve, known for its scenic natural landscapes, wildlife, lakes, and walking trails. Optional memberships are available at East Lake Woodlands Country Club, offering championship golf, tennis, pickleball, fitness facilities, dining, and a resort-style pool. Seller will pay for the FIRST 4 MONTHS, 50% of the monthly condo fees which provide 24/7 gated security, 24 hours guard, manager, all exterior maintenance, roof, building insurance, escrow reserves fund, water, sewer, trash, pest control, cable, grounds maintenance, and pool access—providing simple, predictable ownership whether you’re looking for a primary residence, seasonal getaway, or investment opportunity.

219 Palmetto Court Unit 219, Oldsmar

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700
$549,900
3 Beds ⋅ 2 Baths ⋅ TB8535905 MLS
Under contract-accepting backup offers. Virtually Staged. Discover the Florida lifestyle you’ve been waiting for in this fabulous 3-bedroom (or 2-bedroom + den), 2-bath, 2-car garage villa-style home, ideally located in the sought-after Cross Creek subdivision of the gated East Lake Woodlands golf community. Enjoy serene water views from the expansive screened lanai—the perfect setting for morning coffee, outdoor dining, or relaxing at the end of the day. Step inside to a bright, inviting open-concept floor plan featuring volume ceilings, crown molding, fresh interior paint, garage floor paint, and brand-new carpeting in the bedrooms. The spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, an eat-in breakfast area, bay windows, and plantation shutters. The generously sized primary suite is a true retreat, complete with two walk-in closets and a large ensuite bath featuring dual vanities, a relaxing soaking tub, and a separate shower. A versatile additional bedroom/den configuration provides plenty of flexibility for guests, a home office, or your personal lifestyle needs. Numerous recent improvements add peace of mind and value, including a new tile roof (2025), new paver driveway and walkway (2026), and an A/C system installed in 2015. The Cross Creek HOA fee offers an impressive array of included amenities and services: lawn maintenance, mowing, fertilizing and mulching, cable TV and internet, trash and recycling collection, community pool and spa, escrow reserves, roof pressure cleaning, and exterior painting every seven years. For those seeking even more recreation, optional memberships at Ardea Country Club are available for additional fees, offering access to two golf courses, fitness center, heated lap pool, freeform pool, pickleball, tennis, dining, activities, and social events. And the location is hard to beat—convenient to Tampa International Airport, St Petersburg, award-winning Gulf beaches, major medical facilities, professional sporting events, shopping, and fine dining. A great home at a great price!

4770 Pebble Brook Drive, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$129,900
2 Beds ⋅ 2 Baths ⋅ TB8536224 MLS ⋅ 17 BLDG.
MOVE-IN READY FIRST-FLOOR, 2-BEDROOM, 2-BATH CONDO with BOTH BATHROOMS COMPLETELY REMODELED IN 2026, a BRAND-NEW WATER HEATER (AUGUST 2026), NEW AC (2021), NEW ELECTRICAL PANEL (2024) and an extensive list of recent improvements! Located in The Gardens of Forest Lakes, this light and bright ground-floor residence offers comfortable, low-maintenance living with no stairs and a peaceful setting surrounded by mature landscaping and expansive green space. Step inside to a freshly painted interior with tile flooring throughout, spacious living and dining areas, and sliding glass doors that open directly to the covered patio and lawn beyond. The kitchen offers abundant cabinetry, generous counter space, a breakfast/pass-through bar and a new microwave installed in May 2026. Both bathrooms have been completely renovated in 2026, including new insulation and drywall. The primary bath showcases a stylish new vanity and beautifully tiled walk-in shower, while the second bath features a new vanity and tub/shower combination. Both bedrooms are generously sized with ample closet space, and an interior laundry area adds everyday convenience. Additional 2026 improvements include new Sherwin-Williams paint throughout the entire condo including walls, ceilings, trim and doors, serviced windows and sliding doors with new locks, screens and sash caps, new closet doors, new window blinds and sliding-door verticals, new ceiling A/C vent covers, new hallway linen closet shelving, and new switch and outlet plate covers. Beyond the condo, enjoy an impressive array of community amenities in a scenic lakefront recreational setting. Forest Lakes offers a large community swimming pool and spa, tennis courts, basketball, racquetball/handball courts, playground, picnic and grilling areas, and a waterfront dock overlooking the lake. Mature trees, tropical landscaping and generous green spaces create an inviting setting throughout the community. With extensive recent improvements already completed, first-floor convenience and outstanding recreational amenities, this Oldsmar condo offers an exceptional opportunity for a primary residence, seasonal getaway, low-maintenance Florida home or great rental income opportunity. Great location close to Beaches, Parks, and Tampa International airport. Schedule your private showing today!

123 Loblolly Court Unit A, Oldsmar

Listing courtesy of RE/MAX REALTEC GROUP INC. 727-789-5555
$830,700
4 Beds ⋅ 3 Baths ⋅ TB8538123 MLS
Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL. 727-493-1555
$259,000
2 Beds ⋅ 2 Baths ⋅ TB8538126 MLS
Experience the exceptional lifestyle offered by this immaculate 1989 Jacobsen home—a true gem that blends modern updates with timeless charm. Step inside to a bright, open floor plan featuring soaring cathedral ceilings and elegant luxury tile flooring throughout. The beautifully textured walls and Key West-style plantation shutters add a touch of sophistication, while the newly installed 50-gallon hot water heater ensures efficiency and comfort. The kitchen has been thoughtfully updated with stunning quartz countertops, providing both style and functionality, and the expansive indoor laundry room boasts a brand-new washer and dryer, abundant storage, and convenience for daily chores. Retreat to the spacious primary suite, complete with a generously sized walk-in closet. The remodeled primary bathroom highlights a contemporary walk-in shower and sleek quartz countertop, while the guest bath has been upgraded with a custom shower and vanity for added luxury. Enjoy easy maintenance and impressive curb appeal, thanks to Shark Coating on the porch, driveway, walkway, and main entry. The substantial utility room is ideal for a workshop or extra storage. At the heart of this vibrant community, the clubhouse invites residents to monthly events and offers a wealth of amenities—including a pool table, shuffleboard and bocce ball courts, a heated pool, and a relaxing spa. Engage in regular activities like bingo, card games, and line dancing, fostering a lively and social atmosphere. Navigate the golf cart-friendly streets with ease and enjoy affordable living, with HOA fees at just $70 per month in a meticulously maintained neighborhood. Pet lovers are welcome: one pet of any size is permitted, and a second may be allowed with an emotional support letter from a physician. Ownership includes the land—no lot rent required. Conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor a variety of dining options, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only ten minutes away. Outdoor enthusiasts will appreciate being just ten miles from the breathtaking beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

214 Dolphin Drive N, Oldsmar

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-461-1700
$489,000
4 Beds ⋅ 2 Baths ⋅ TB8537441 MLS
Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover exceptional value in this 4-bedroom, 2-bath home, thoughtfully updated with quality finishes and modern features throughout. Located in downtown Oldsmar, this move-in-ready home combines stylish updates, comfortable living spaces, and an outstanding location in downtown Oldsmar. From the moment you arrive, the inviting front porch and beautifully refreshed landscaping create a warm first impression. The exterior features durable HARDIE BOARD SIDING accented by fixed-mount shutters, while NEW sod and landscaping enhance the front yard. Inside, you'll find an impressive list of recent updates, including NEW solid wood kitchen cabinets, NEW stainless steel appliances, NEW fixtures, NEW luxury laminate flooring, NEW lighted ceiling fans, and lighting throughout. The kitchen is finished with stunning NEW quartz countertops that overlook the dining and living areas, creating an open and inviting space for everyday living and entertaining. A convenient coffee bar adds both style and function to the dining area. The AC and condenser were totally overhauled (2020) and updated. Vaulted and tray ceilings enhance the spacious feel of the home. The flexible front bedroom offers an ideal space for a HOME OFFICE or sitting room. Bedroom 3 enjoys PRIVACY IN ITS' OWN HALLWAY and features an adjoining bathroom and walk-in closet. Bedroom 4 is generously sized, bright, and airy. The SPACIOUS PRIMARY SUITE provides abundant natural light and a vaulted ceiling. The primary bathroom includes a roomy linen closet and walk-in closet, offering excellent storage and convenience. The garage features extra-high ceilings, providing valuable POTENTIAL FOR OVERHEAD STORAGE and maximizing usable space. Beyond the home, enjoy everything that makes Oldsmar such a DESIRABLE PLACE TO LIVE. You'll be minutes from beautiful parks, playgrounds, biking and walking trails, schools, restaurants, historical museum, ZIP-line adventures, and more. Downtown Oldsmar offers a unique golf-cart-friendly community atmosphere along with an impressive array of recreation and entertainment. Residents enjoy access to a world-class BMX racing facility, approximately 10 miles of bike paths, movie theater, ice skating rink, fishing pier, eleven beautiful parks, waterfront event areas and stages, a boat ramp, athletic facilities, numerous restaurants, and highly regarded schools, including Oldsmar Elementary's K–8 campus. With almost half of Oldsmar's land area dedicated to green space and parks, this home offers more than beautiful updates—it offers an exceptional lifestyle. Quality updates, thoughtful design, abundant storage, and a convenient Oldsmar location make this a home that delivers outstanding value

508 Washington Avenue, Oldsmar

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982
$425,000
4 Beds ⋅ 2 Baths ⋅ TB8537686 MLS
Under contract-accepting backup offers. Oldsmar home for sale! Homes in this sought-after community rarely become available, making 348 Fountainview Circle an opportunity not to be missed.This well-maintained, one-owner 4-bedroom, 2-bathroom home sits on a lot backing to a wooded conservation area with no rear neighbors and features a large in-ground pool and 2-car garage. Major updates include a 2016 roof, 2025 HVAC, and 2025 water heater. The home is ready for someone to bring their vision and personal touches, with excellent potential to create significant value through renovations and updates. Conveniently located with easy access to Tampa and throughout Pinellas County, as well as nearby shopping, dining, and highly regarded schools. A rare chance to get into an established neighborhood and make it your own!

348 Fountainview Circle, Oldsmar

Listing courtesy of ASCEND REALTY. 813-810-0015
$230,000
2 Beds ⋅ 2 Baths ⋅ TB8537217 MLS
Beautifully updated 2-bed, 2-bath home with brand-new luxury flooring in the highly sought-after Gull-Aire Village—complete with a FREE GOLF CART included with the sale. This property comes with the land, meaning absolutely NO LOT RENT, offering exceptional long-term value. Step inside to discover fresh designer paint, and tastefully renovated bathrooms that elevate the home’s modern, move-in-ready appeal. The screened-in front porch provides a peaceful spot to unwind and enjoy the Florida breeze. Gull-Aire Village is an active 55+ community known for its vibrant lifestyle, featuring a large, heated pool, spacious clubhouse, and a full calendar of social activities. The location is unbeatable—just moments from grocery stores, retail shopping, restaurants, entertainment, and everything Oldsmar has to enjoy. Move-in ready—enjoy your golf cart and start enjoying the Florida lifestyle. Please note: photos show the previous flooring; new laminate is being installed throughout.

116 Dolphin Drive S, Oldsmar

Listing courtesy of REALTY EXPERTS. 727-888-1000
$849,900
4 Beds ⋅ 3 Baths ⋅ TB8536934 MLS
Under contract-accepting backup offers. Nestled within a gated neighborhood inside an exclusive gated golf course community, this exceptional single-family home offers the perfect blend of privacy, space, and luxury. Situated on an expansive lot of about 1/3 of an acre, the property enjoys a serene preserve backdrop, creating a peaceful setting with a spacious backyard and plenty of room to relax, entertain, or create your dream outdoor retreat. Thoughtfully designed with flexibility and comfort in mind, this spacious residence features four bedrooms, three full bathrooms, and a dedicated office, providing abundant space for a growing family, multiple home offices, hobby rooms, or welcoming guests with ease. High and Tray ceilings enhance the home's open, airy feel, while engineered wood flooring throughout the main living areas adds warmth, style, and timeless appeal. The heart of the home is the expansive family room and kitchen combination, designed for both everyday living and effortless entertaining. A cozy dining nook complements the generous snack bar, offering ample seating for family and friends. The kitchen is enhanced by taller cabinetry featuring distinctive glass inserts and decorative accent lighting with multiple color options, adding both elegance and personality. Anchoring the family room is a striking wood-burning fireplace featuring a custom mantel with an updated stacked-stone surround, creating a warm and inviting focal point for gatherings or quiet evenings at home. Step outside to your own private resort-style oasis. The expansive screened lanai, rescreened in 2023, surrounds a beautifully renovated pool and entertaining area. A Pebble Tec pool finish, sun shelf, dramatic stacked-stone waterfall, elegant travertine pool deck, and updated wet bar—all completed in 2023—create an exceptional outdoor living experience. The oversized three-car garage is equally impressive, featuring a professionally finished Spartacote Sparta-Chip floor for a clean, upscale appearance. Additional upgrades include Wi-Fi-enabled garage door openers and a hurricane-rated garage door, both installed in 2018, providing modern convenience and peace of mind. This meticulously maintained home has been extensively updated, allowing the next owner to move in with confidence. Significant improvements include a new roof (2019), hurricane-rated windows and doors (2022), remodeled hall and pool bathrooms (2017), replacement chimney cap (2024), hot water heater (2024), water softener (2025), and numerous thoughtful enhancements throughout. These investments not only enhance the home's beauty but also provide exceptional value, efficiency, and long-term peace of mind. Located within one of the area's premier gated golf course communities, this home offers the opportunity to enjoy an exceptional lifestyle, with golf and social memberships available for purchase separately. Combining generous living spaces, extensive upgrades, luxurious indoor and outdoor amenities, and an outstanding homesite, this remarkable residence is a rare opportunity to experience the very best of Florida living.

4987 Cross Pointe Drive, Oldsmar

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. admin@remaxactionfirst.com
$1,499,000
TB8537182 MLS
Presenting a rare opportunity to acquire a well-positioned property in the heart of Oldsmar. This offering combines excellent visibility with approximately 300ft frontage on SR 580 and is easily accessible with the signalized corner and permitted DOT ingress and egress. The location benefits from continued development along retail corridors and continually growing residential communities in the area. The property features multiple zonings allowing for a variety of potential uses spanning office, retail, restaurant and residential. This property provides the flexibility to meet a range of investment strategies along with the potential for seller financing making it more accessible for a wide range of investors.

205 Chestnut Street, Oldsmar

Listing courtesy of SUNSHINE REALTY COMPANY LLC. 352-668-4618

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