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$149,000
2 Beds 2 Baths L4963853 MLS N/A BLDG.
Virtually Staged. This is 55+ living at its best! Fully renovated with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$325,000
4 Beds 3 Baths O6431627 MLS
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven

Listing courtesy of ALORA REALTY GROUP INC. 407-790-9605

$225,000
3 Beds 2 Baths A4702088 MLS
Virtually Staged. Short Sale. Welcome to Villamar, a growing community in Winter Haven where convenience, modern living and peaceful pond views come together. This single-story 3-bedroom, 2-bath home offers an inviting open floor plan with spacious living areas designed for comfortable everyday living and easy entertaining. The kitchen features an oversized island, granite countertops, stainless steel appliances and a pantry, opening directly to the dining and living areas for a seamless flow throughout the main living space. The primary suite provides a comfortable private retreat with an ensuite bathroom, while two additional bedrooms allow flexibility for family, guests, a home office or hobbies. With everything conveniently located on one level, this home offers an easy and functional layout. Sliding doors lead to the backyard where you can relax and enjoy tranquil pond views and Florida's year-round sunshine. The outdoor space offers a peaceful backdrop for morning coffee, evening sunsets or simply enjoying the view. The community offers amenities including a pool, clubhouse and playground while the low HOA adds to the appeal. Conveniently located near US-27 and I-4, Villamar puts shopping, dining, schools and everyday conveniences within easy reach. Enjoy nearby attractions including LEGOLAND Florida Resort, the Winter Haven Chain of Lakes and Downtown Winter Haven. Built in 2024, this home offers the opportunity to make a newer property your own with some cosmetic refreshing. Whether you're looking for a primary residence or an investment opportunity, this home is worth a closer look. Schedule your showing today and discover the possibilities. Short sale. Virtually staged.

2824 San Marco Way, Winter Haven

Listing courtesy of FATHOM REALTY FL LLC. bnunez@fathomrealty.com

$355,000
3 Beds 2 Baths P4939422 MLS
1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeking an Active 55 Plus lifestyle. Built in 2022 with 1,917 sq. ft. living area, this ST. MARKS floor plan home is MOVE IN READY and is located on the 10th Fairway of the West Golf Course in Lake Ashton. When you enter this home you have a direct view of the golf course thru the Triple Sliders that separate the LR from the Lanai. This Split Floor Plan offers: Formal and Casual Dining areas, a Living Room, Laundry Room, Primary Suite, 2 Bedrooms and a Flex Room with Built In Shelves. The living room is at the center of the this home with the Kitchen, Formal Dining, Primary Suite and Dinette areas flowing into the LR area. The Kitchen is spacious and offers a Breakfast Bar, SS Appliances, Recessed Lighting, Pull Out Drawers, Ample 42" Cabinetry and Granite Countertops. The Dinette area is easily accessible to the kitchen and Flex Room and Double Sliders provide direct access to the Covered and Screened Lanai. The Open and Spacious Floor Plan makes entertaining a BREEZE! The comfortable and spacious Primary Suite offers His/Her Walk in Closets, an attractive Primary Bath area with His/Her separate vanities, large soaking tub, walk in shower, separate water closet and linen closet. Glass Block accents the Primary Bath and provides an abundance of natural light into the room. Bedroom 2 and Bedroom 3 are separated by the Guest Bathroom with shower/tub combo and comfort height vanity. Each Bedroom has a built in Closet. The laundry room (washer/dryer included in the sale of the home) is sizable and is the passage from the garage to the kitchen. The garage has a separate golf cart entry and the golf cart is included with the sale of the home. Grab a great book and a cup of coffee and relax on the screened and covered lanai. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

1124 Sawgrass Drive, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

$350,165
4 Beds 2 Baths W7888133 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space can be used as an office, a study, or a 4th bedroom. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2236 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

$341,565
3 Beds 2 Baths W7888128 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals around the large center island. At the end of the day, escape to your main-level owner’s suite with its tray ceiling, walk-in closet and double-vanity bath. This is the next level of great living. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2252 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

$323,965
3 Beds 2 Baths W7888125 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Adeline single-family home is the next level of great living. Enter through the inviting front porch or attached 2-car garage into the large foyer. Inside, laughter comes from the spacious great room, the heart of your home. The adjoining gourmet kitchen, with large center island and connected dining space, can flow seamlessly outside to an optional lanai. After you’ve relaxed with loved ones, let them retreat to either of 2 bedrooms while you recharge in your main-level owner’s suite with its dual vanity bath and expansive walk-in closet. This is all you’ve wanted, all on one level. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2240 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

$749,000
3 Beds 4 Baths L4963754 MLS
Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

4040 Palma Ceia Circle, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$619,000
5 Beds 3 Baths K4903669 MLS
Virtually Staged. Welcome to this stunning 5-bedroom, 3-bathroom pool residence located in the highly sought-after, gated Hidden Creek community of Winter Haven. Perfectly positioned just minutes from the Polk Parkway and LEGOLAND Florida Resort, and conveniently situated between Lakeland and Winter Haven, this home offers an ideal blend of comfort and unbeatable accessibility. Inside, you will find soaring ceilings, a smart split-floor plan, a dedicated office or bonus room, a large den, and a 2-car garage that delivers ultimate flexibility for modern living, complemented by brand-new carpet replaced in 2025. The beautiful kitchen features granite countertops and a convenient walk-in pantry, while the primary suite serves as a true private retreat featuring a deep soaking tub, separate walk-in shower, dual sinks, a vanity, and a massive walk-in closet. Situated on a generous 0.35-acre lot, the property offers rare privacy, as the home backs up to a preserve with peaceful natural views. The absolute crown jewel of the home is the expansive, screen-enclosed lanai and sparkling saltwater heated pool with a heated spa, creating an exceptional resort-style outdoor living space masterfully designed for effortless entertaining, relaxing weekend lounging, or simply enjoying the tranquil Florida breeze in total privacy. Schedule your private showing today and discover a rare gem in Winter Haven! NO CDD!

1020 Lena Run Court, Winter Haven

Listing courtesy of GOLD HEART REALTY LLC. 863-224-2419

$399,999
3 Beds 2 Baths L4963717 MLS
Lake Views | Paid-Off Solar System | Mother-in-Law Suite | NO Flood Zone | Exceptional Upgrades | New Roof | Welcome to your own private retreat in the heart of beautiful Winter Haven, Florida! Perfectly positioned on an elevated home-site overlooking the peaceful waters of Lake Florence, this meticulously maintained 3-bedroom, 2-bathroom residence offers 2,167 square feet of thoughtfully designed living space, complete with an Attached Mother-In-Law Suite—perfect for multi-generational living, visiting guests, a home office, or added flexibility. From the moment you arrive, you’ll appreciate the quality, care, and countless upgrades that make this home truly move-in ready. Built with solid block construction and situated high and dry in NO FLOOD ZONE, this property delivers both comfort and peace of mind. Inside, the warm and inviting floor plan features rich pecan wood cabinetry, modern appliances, and a charming wood-burning fireplace that creates the perfect centerpiece for relaxing evenings or entertaining family and friends. The spacious 2-car garage provides plenty of room for vehicles, storage, and weekend projects. Designed with efficiency and long-term value in mind, this home boasts a remarkable list of improvements, including a 2020 roof, fully paid-off 2020 solar panel system, and 50-year transferable warranties on both the roof and solar system. With energy costs continuing to rise, you’ll enjoy the financial benefits of owning your solar system outright while dramatically reducing your monthly electric bills. Additional premium upgrades include a 2023 4-ton HVAC system, 2023 electrical panel, a 2023 mini-split system dedicated to the mother-in-law suite, Custom installed New South double-pane energy-efficient windows and front entry door backed by a lifetime warranty, and fresh exterior paint completed in 2026. In addition, an on-site utility shed, fully permitted with hurricane clips, power connected for additional storage to meet and exceed all of your storage needs! Wake each morning to breathtaking sunrises over Lake Florence, then unwind in the evening with spectacular Florida sunsets from your elevated vantage point. It’s the perfect setting to enjoy everything that makes Central Florida living so special. Ideally located just minutes from LEGOLAND Florida Resort, Winter Haven’s renowned Chain of Lakes, top-rated schools, shopping, dining, golf, and everyday conveniences, this home offers an exceptional combination of location, lifestyle, and lasting value. Homes with this level of craftsmanship, energy efficiency, flexible living space, and picturesque lake views are a rare find. Don’t miss your opportunity to own this incredible Winter Haven property—schedule your private showing today and experience Florida living at its finest.

128 N Lake Florence Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

$224,500
4 Beds 2 Baths L4958858 MLS
Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring and a decorative leaded-glass front door that creates a warm first impression. The spacious eat-in kitchen features crisp white cabinetry, generous counter space with dark countertops, and plenty of room for everyday meals and gatherings. A versatile BONUS FLEX ROOM showcases rich pine wood paneling, built-in shelving, and direct access to the backyard, making it ideal as a family room, media room, game room, home office, or hobby space. The primary bedroom, flex room, and second bedroom feature comfortable carpeting. The four well-sized bedrooms provide flexibility for families, guests, or remote work needs, while the functional layout offers comfortable everyday living. Step outside to discover a large, FULLY FENCED BACKYARD with endless opportunities to create your own private retreat. The expansive concrete patio with brick accents provides the perfect setting for outdoor dining, entertaining, weekend barbecues, or simply relaxing under the Florida sunshine, with plenty of additional yard space for a garden, play area, or future outdoor enhancements. Major updates include a 2015 water heater, the roof has been updated in 2022 and a 2012 HVAC system, plus the added value of a SECOND BACK UP HVAC UNIT that is not hooked up to the house. Ideally located in the heart of Winter Haven, this home places you just minutes from Downtown Winter Haven, the renowned Chain of Lakes, Chain of Lakes Park, Polk State College, and LEGOLAND® Florida Resort. A NEWLY BUILT SCHOOL IS LOCATED just a few blocks away, while the recently renovated walking, biking, and running trail surrounding beautiful Lake Elbert offers an excellent opportunity to enjoy an active outdoor lifestyle. Everyday conveniences are within easy reach, including Publix, Walmart, Lowe's, shopping, dining, and medical facilities. Winter Haven Hospital is just 7 minutes away, Santiago's Market is approximately 10 minutes away, while Winter Haven Regional Airport and Auburndale Speedway are both just a 17-minute drive. With quick access to US-17, US-27, and the Polk Parkway, commuting to Lakeland, Orlando, and Tampa is simple. Blending vintage charm with modern comforts and an unbeatable location close to the area's top amenities, recreational opportunities, and everyday conveniences, this property is the perfect place to call home.

1500 Avenue H Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$309,900
3 Beds 2 Baths TB8531455 MLS
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven

Listing courtesy of AGENT GROUP REALTY. 561-565-5215

$289,900
3 Beds 2 Baths P4939364 MLS
This is a 3 bedroom 2 bathroom home that is move in ready. New vinyl floors in 2023, new applianes in 2023, newer architectural shingles and newer AC system. The kitchen has luxury vinyl flooring, granite counter tops and 42 inch upper cabinets with crown molding, pantry closet and a breakfast bar. The 14 x 13 master bedroom has carpet and coffered ceiling. The master bathroom has a granite counter top, luxury vinyl flooring and a shower. The 15 x 15 living room has luxury vinyl flooring. The second and 3rd bedrooms have carpet. The 2nd bathroom has luxury vinyl flooring, granite counter top and a tub with a shower. There's a fenced back yard and a storage shed and an covered porch with a concrete floor. This home is conveniently located in SW Winter Haven near the Polk Parkway with easy access East and West. LegoLand Florida is only a few minutes away.

1705 Sandalwood Circle Sw, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448

$237,500
4 Beds 2 Baths L4963626 MLS
Short Sale. Calling all investors, flippers, and renovation enthusiasts! This 4 bedroom, 2 bathroom home in Winter Haven presents an outstanding opportunity to add value and build equity. With a spacious floor plan and solid footprint, this property is ready for a complete transformation. Whether you're looking for your next fix and flip, rental investment, or renovation project, the possibilities are endless. Conveniently located near shopping, dining, schools, and major roadways, this home offers a desirable location with strong upside potential. Bring your vision, creativity, and contractor, this property is being sold as-is and is priced with repairs in mind. Don't miss your chance to unlock the potential of this Winter Haven investment opportunity!

1973 Carnostie Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY Y. 863-577-1234

$249,900
3 Beds 2 Baths S5153756 MLS
Welcome to 297 Meadowbrook Boulevard, a well-maintained 3-bedroom, 2-bathroom home located in the Lucerne Park Reserve community of Winter Haven. Built in 2020, this single-story residence offers approximately 1,408 square feet of comfortable living space with a functional, open-concept floor plan designed for everyday living and entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting central gathering space. The primary suite features a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, hobbies, or additional living needs. A two-car attached garage offers convenient parking and storage. Residents can enjoy access to community amenities, including a swimming pool and playground. Conveniently situated near shopping, dining, schools, recreation, and major roadways, this property provides easy access to Winter Haven and the surrounding Central Florida area. Schedule your private showing today and explore everything this home has to provide!

297 Meadowbrook Boulevard, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$488,500
4 Beds 3 Baths P4939318 MLS
Located on a quiet cut-de-sac in the desirable Plantations part of the guard gated golfing community of Cypresswood Golf & Country Club, this 4BR/3BA beauty w/ more than 2500 sq ft has upgrades galore & is just what you've been looking for! The home has a fantastic open floor plan w/ split bedrooms, volume ceilings, crown molding, double pane windows, plantation shutters, arched entryways, & super stylish hickory scraped wood looking tile throughout! The lovely formal dining room w/ it's arched entrances flows nicely just off the foyer, while another arch entry leads straight ahead into the spacious great room w/ a tray ceiling & French doors leading to the inviting Florida room. The large eat-in-kitchen features beautiful custom maple cabinets w/ pull-outs, new quartz countertops & tile backsplash, a breakfast bar, soft accent lighting over the cabinets & it comes equipped w/ all of the upgraded appliances including a new stainless steel refrigerator, microwave & gas range, as well as a new kitchen sink & faucet! The quaint breakfast nook has a beautiful picture window that provides lots of natural light while you're enjoying the serene backyard views. The primary suite is huge & features a cozy sitting area w/ French doors leading to the Florida rm & there's an ornate barn door entrance leading into the primary bathroom complete w/ a garden tub, nicely tiled step-in shower, double sink vanity w/ quartz countertop & a walk-in closet. The 2nd & 3rd BR's are situated on the other side of the living areas for added privacy & they have a Jack-n-Jill bath between them that has a double sink vanity w/ quartz countertop as well as a tub & shower combo. The 4th BR is located just down the hall from the Primary bedroom making it a nice option for a nursery/small child's room or an office. It would also be a nice guest room w/ the 3rd bathroom conveniently located right beside it w/ quartz countertop & a step-in shower w/ a nice glass enclosure. The large Florida rm has lots of windows overlooking the landscaped back yard & it even has a wet bar complete w/ mini fridge, a wine fridge & of course ...quartz countertops making it the perfect spot for entertaining. Additional features include an inside laundry room, a double car garage, fairly new C/H/A, a whole house gas generator, a water softner/purificiation system, central vac, & there's even a fire pit in the back yard on this 1/3+ acre property tucked away in Cypresswood Golf & Country Club, with lots of community amenities including a 24 hour manned gated entrance, a community pool for you to enjoy & not have to maintain, plus there's pickleball courts, tennis courts, a large clubhouse w/ fitness center, restaurant, pro shop & surrounded by the lovely golf course! Close to shopping, restaurants, medical, the new Publix, Legoland & more & Conveniently located in the heart of Central Florida between Orlando & Tamps and not far from all of the major attractions. All measurements are approximate and all info should be confirmed by buyers.

3158 Beauchamp Court, Winter Haven

Listing courtesy of JULIE MATTHEWS GROUP LLC. 863-528-0037

$349,900
3 Beds 2 Baths B4902308 MLS
Welcome to this beautiful 1-owner home at Eagle Crest. Currently the only home for sale in the entire neighborhood. Pride of ownership is apparent and the neighborhood is very well maintained. Wake up in the morning and enjoy your coffee on the covered lanai which overlooks a lush green field of undeveloped acreage behind. This home sits on a premium oversize lot w/ over a quarter of an acre and no rear neighbors. Large luxury primary bathroom and his & hers walk-in closets and large doorless shower w/ 2 heads. Breakfast nook in the home that is 7 x 11 and a formal dining room too. Den or office off of the foyer as you enter the home. Natural gas range for the chef in you. Regular scheduled maintenance has been done on this home with the A/C serviced every 6 months & the garage door opener every year, and it possesses an on-demand natural gas hot water heater. Currently it is the only property up for sale in this desired community. Make an appointment to see this immaculate home and make it yours!

1514 Hamlin Street, Winter Haven

Listing courtesy of KLINE REAL ESTATE SERVICES. 863-287-0204

$350,490
5 Beds 3 Baths O6425514 MLS
Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances, which are sure to both turn heads and make meal prep easy. You'll never be too far from the action with the living and dining area right there. Find luxury vinyl plank flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. Bedrooms 2,3,4 and 5 will have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower.

3831 Pomelo Drive, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

$359,900
3 Beds 2 Baths L4963504 MLS
HUGE PRICE DROP! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with ALL NEW DUCTWORK (2025), and a REME HALO whole-home air purification system (2025) for enhanced indoor air quality and year-round comfort. Inside, you'll be welcomed by soaring 12-foot ceilings, elegant rounded corner walls, extensive crown molding, detailed architectural arches, and an open-concept floor plan designed to maximize space and natural light. Tray ceilings enhance every bedroom, adding an extra touch of sophistication throughout the home. The chef-inspired kitchen is beautifully appointed with granite countertops, stainless steel appliances, crisp white cabinetry, under-cabinet lighting, and a large walk-in pantry offering abundant storage. The adjoining living area features rich flooring, a tray ceiling, a built-in media alcove, and expansive windows that create a warm and inviting atmosphere. The private primary suite serves as a relaxing retreat with a tray ceiling, spacious walk-in closet, and a luxurious ensuite bathroom featuring granite countertops, a dual-sink vanity, a dedicated makeup station, a soaking tub, and a separate walk-in shower. The additional bedrooms are generously sized, while the oversized laundry room offers exceptional functionality with built-in cabinetry, a utility sink, and included Maytag commercial washer and dryer. Step outside to your own private backyard oasis featuring a beautiful paver lanai, matching paver walkway and 2 car garage with paver driveway and an expansive screened outdoor living space complete with ceiling fans and an included hot tub. The fully fenced backyard is surrounded by mature landscaping, providing the perfect setting for entertaining, relaxing, or enjoying Florida's year-round sunshine. For added value, the drapes and area rugs throughout the home will remain, making your move even easier. Located in a well-maintained community with a low HOA of just $38 per month, residents enjoy peaceful streets, attractive deed restrictions, and a prime location just minutes from shopping, restaurants, the Audubon Sanctuary with scenic walking trails, Garden Grove Elementary School, the Audubon Nature Trail, LEGOLAND Florida Resort, Peppa Pig Theme Park, Downtown Winter Haven, Winter Haven Hospital, and the area's renowned Chain of Lakes. With convenient access to Highway 27 and the Polk Parkway, commuting to both Orlando and Tampa is simple. Beautifully updated, thoughtfully maintained, and truly move-in ready, this exceptional home offers timeless style, modern comfort, and quality upgrades throughout.

1015 Robin Lane, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$162,000
2 Beds 2 Baths L4963444 MLS Lakeridge BLDG.
NEW LISTING IN CENTRAL FLORIDA. CONDO IN 55+ Gated Community. This condominium provides 1.347 SF of living area 2 bedrooms, 2 baths, Bonus room with views of Spring Lake & is located in the beautiful City of Winter Haven. Lakeridge Condominiums offers a maintenance free lifestyle with heated pool, tennis, shuffleboard, community room, gated secured entrances and covered assigned parking space. Water, sewer, cable, internet, trash removal and use of recreational facilities are included in the monthly fee. This well appointed move in ready condo has a large bright kitchen with lots of cabinets, great counter space, appliances and pantry closet. The kitchen overlooks the great room that also adjoins the additional bonus area and storage closet. The primary bedroom has a walk in closet & bathroom with a walk in shower. Beautiful views of Spring Lake can be enjoyed from the Primary bedroom & living areas. Washer/Dryer are included. Convenient to shopping, groceries & restaurants. Extra assigned storage bin on same floor. Lakeridge Condominiums is an age restricted, well maintained & well managed community.

1776 6th Street Nw Unit 807, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$315,000
4 Beds 3 Baths S5153560 MLS
Built in 2024, this single-story home in Peace Creek Reserve offers the Freedom floor plan with a dedicated office and a private Next Gen suite — its own entrance, bedroom, living area, kitchenette, and dedicated laundry area with washer/dryer hookups, separate from the main home's laundry room. Inside, an open-concept kitchen with quartz countertops, stainless steel appliances, an oversized island, and a walk-in pantry flows into bright, naturally lit living and dining areas. The primary suite offers a private bath with dual sinks and a walk-in shower, while two additional bedrooms provide space for family or guests. A covered patio extends the living space outdoors. HOA dues are just $199 a year, billed once annually rather than monthly — among the lowest in the area. Community amenities include a pool, playground, and a scenic natural creek, with easy access to Winter Haven's chain of lakes, area parks, shopping, and dining. The home is currently vacant, allowing for a flexible closing timeline for buyers ready to move quickly.

516 Reggie Road, Winter Haven

Listing courtesy of MY REALTY GROUP, LLC.. 786-847-7421

$259,500
3 Beds 2 Baths S5153537 MLS
BUYER'S CHOICE - CLOSING COST ASSISTANCE or INTEREST RATE REDUCTION! MOVE-IN READY and BETTER THAN NEW! This gently lived-in 2024 home offers 3 bedrooms, 2 bathrooms, and a desirable split-bedroom, open-concept floor plan. The stylish kitchen features STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and overlooks the spacious living and dining areas, perfect for everyday living and entertaining. The SPACIOUS PRIMARY SUITE includes an en-suite bathroom and an OVERSIZED WALK-IN CLOSET. Additional upgrades include ENERGY EFFICIENT WINDOWS, WINDOW BLINDS, an EPOXY-COATED GARAGE FLOOR, WHOLE-HOME WATER FILTRATION SYSTEM, STONE-PAVED DRIVEWAY & a welcoming covered front porch. Located in one of Winter Haven's growing communities, just minutes from shopping, dining, supermarkets, schools, and LEGOLAND. Contact me for your private tour.

3856 Giorgio Drive, Winter Haven

Listing courtesy of LA ROSA REALTY KISSIMMEE. 407-930-3530

$360,000
3 Beds 2 Baths L4963295 MLS
Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.

41 Greenfield Court, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

$365,000
5 Beds 3 Baths S5153455 MLS
Virtually Staged. Newly constructed stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest suite with an adjacent full bathroom—perfect for visitors, extended family, or a home office. The spacious open-concept living and dining areas showcase durable luxury vinyl plank flooring and flow seamlessly into the chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, abundant cabinetry, and a large walk-in pantry. Upstairs, the expansive primary suite serves as a relaxing retreat, offering dual vanities, a walk-in shower, and an oversized walk-in closet. Three additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor, providing plenty of space for family and guests. Nestled in a quiet, well-maintained neighborhood, this home offers the perfect balance of privacy and convenience. Enjoy easy access to shopping, dining, schools, parks, and major highways, making commuting and everyday living effortless.

1404 Axel Circle, Winter Haven

Listing courtesy of EXIT REALTY 4CORNERS. 863-344-3948

$149,900
3 Beds 2 Baths L4963297 MLS B BLDG.
Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters. This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat dock/fishing pier. Additional amenities include a heated pool, gazebo with bathrooms, shuffleboard, activities and secure storage. Located close to the heart of downtown Winter Haven, This condo provides an opportunity to enjoy the Lakefront Florida lifestyle at an affordable price. Monthly fees include water, cable, internet, trash, sewer, exterior maintenance and grounds maintenance making this an attractive opportunity for year round residents or snowbirds. Seller is a licensed Realtor in the State of Illinois.

333 Lake Howard Drive Nw Unit 211B, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

$265,000
3 Beds 3 Baths O6422755 MLS
Move-in ready and thoughtfully maintained, this home checks every box a new A/C (2025), newer water heater (2021), and a newer tile roof so you can buy with confidence. Step outside to a private, lushly landscaped backyard garden, the perfect setting for morning coffee or evening unwinding, complemented by a bright, spacious Florida room overlooking tranquil lake views. Set in a highly desirable, 24-hour guard-gated community, this 3-bedroom, 2.5-bath home puts resort-style living at your doorstep. From a stunning clubhouse and lakeside pool and spa to tennis courts and a community boat ramp. Whether you crave quiet relaxation or an active, amenity-rich lifestyle, this community delivers it all. The kitchen will also come with a brand new countertop, adding one more move-in-ready touch to this already well-cared-for home.

110 Morning Glory Circle, Winter Haven

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

$220,000
3 Beds 2 Baths L4963196 MLS
Opportunity Knocks! Build sweat equity in this 3 bedroom 2 bathroom villa that is ready for some cosmetic updates. Make this home your own with fresh paint, new flooring and anything else you might desire. The unit is currently in habitable condition so you can live there and work at your own pace. Priced well below market value to allow room for cosmetic upgrades. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

1 Enclave Drive, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

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