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$399,000
3 Beds 2 Baths Winterset Gardens SubDv. 33884 Zip Code
Virtually Staged. Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this distinctive 3-bedroom, 2-bath mid-century modern pool home offers incredible character, great bones, and a fantastic opportunity for a buyer looking to add their own personal touches. Virtually staged. With no mandatory HOA or CDD, this property offers flexibility and an exceptional location. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp, connecting you to the renowned Winter Haven Chain of 22 Lakes, one of Central Florida’s premier destinations for boating, fishing, and watersports. Unlike nearly any other Florida home, this property features an impressive 300+ square foot basement—a rare find offering endless possibilities as a wine cellar, hobby room, workshop, fitness area, or additional storage. The home's distinctive architectural design is complemented by spectacular views of Lake Winterset from the living and dining rooms, where sliding glass doors open to a charming wraparound front porch—the perfect place to enjoy your morning coffee while taking in the peaceful lake scenery. Upstairs, a spacious bonus room provides incredible flexibility and could be used as a potential fourth bedroom, media room, home office, or second living area. The space also includes a private balcony overlooking the front of the property and the lake. The kitchen offers plenty of potential and features quartz countertops, a center island, pantry, recessed lighting, tile backsplash, reverse osmosis system, garbage disposal, a window overlooking the screened pool, and a premium 2022 Samsung Bespoke appliance suite. The home has great bones and has received numerous important updates, while still offering an opportunity for the next owner to make cosmetic updates and truly make it their own. The thoughtful split-bedroom layout places all three spacious bedrooms down a private hallway away from the main living spaces. Wood-look tile flooring flows throughout the main living areas, while luxury vinyl plank flooring extends through the bedrooms, bathrooms, and upstairs bonus room. The spacious primary suite features dual vanities and a beautifully remodeled walk-in shower. Additional conveniences include an indoor laundry closet with the washer and dryer included, as well as a two-car garage. Step outside to your oversized screened, chlorinated pool complete with a diving board and removable safety fence, creating the perfect backyard retreat for entertaining family and friends year-round. Major improvements provide added peace of mind, including a new roof in 2025, new pool pump and well pump in 2025, new A/C ductwork and attic insulation in 2025, windows replaced in 2019, A/C replaced in 2019, water heater replaced in 2019, and new appliances installed in 2022. Ideally located just a short drive from Disney, Universal, LEGOLAND, and other Central Florida attractions, this one-of-a-kind home combines timeless mid-century modern architecture, a rare basement, beautiful lake views, an oversized pool, important major updates, access to the Winter Haven Chain of Lakes, and an opportunity to create a home that reflects your own style. Don't miss this rare opportunity to own one of the area's most distinctive homes overlooking beautiful Lake Winterset!

6704 Winterset Gardens Road, Winter Haven

$280,000
3 Beds 2 Baths Vienna Square Ph 01 SubDv. 33884 Zip Code
Welcome to Vienna Square, one of Winter Haven's premier gated 55+ active adult communities, where comfort, convenience, and resort-style living come together. This beautifully maintained and highly desirable Beethoven model offers 3 spacious bedrooms, 2 full bathrooms, and an open, thoughtfully designed floor plan with generous living spaces perfect for entertaining family and friends or simply relaxing at home. The well-appointed kitchen features solid surface countertops, rich wood cabinetry, stainless steel appliances, abundant cabinet storage, and a convenient pantry, making meal preparation both functional and enjoyable. The spacious primary suite is a true retreat with dual vanities, a relaxing garden tub, and a separate walk-in shower. Throughout the home, you'll appreciate the quality upgrades, exceptional maintenance, and move-in ready condition. Step outside to your private screened lanai, the perfect place to enjoy your morning coffee, unwind in the evening, or entertain guests while taking advantage of Florida's beautiful weather. Low HOA fees provide outstanding value and include lawn maintenance, cable television, and gated security, allowing you to enjoy a carefree, low-maintenance lifestyle. Vienna Square offers an impressive selection of resort-style amenities, including a magnificent clubhouse, heated swimming pool and spa, state-of-the-art fitness center, tennis courts, billiards room, movie theater, restaurant, and a full calendar of social activities. The community is uniquely situated within a continuing care campus, providing the peace of mind of future assisted living services nearby while allowing residents to enjoy an active, independent lifestyle today. Don't miss this opportunity to own an exceptional home in one of Winter Haven's most sought-after active adult communities. Schedule your private showing today and discover everything Vienna Square has to offer!

2470 Salzburg Loop, Winter Haven

$279,900
4 Beds 3 Baths Lake Lucerne Ph 5 SubDv. 33881 Zip Code
Welcome to this spacious 4-bedroom, 2.5-bath home offering 3,016 square feet of comfortable living space designed for everyday living and entertaining. The first floor features a welcoming living room, formal dining room, a well-appointed kitchen, a versatile bonus room that can be used as a home office, playroom, or flex space, a convenient half bath, and an attached two-car garage. Upstairs, you'll find a central foyer leading to four generously sized bedrooms, two full bathrooms, and a conveniently located laundry room, making daily routines more efficient. With a functional layout, abundant living space, and room to fit a variety of lifestyles, this home is ready for its next owner. Schedule your private showing today and see everything this home has to offer!

709 Sarner Pass Way, Winter Haven

$209,900
4 Beds 2 Baths Biltmore Shores SubDv. 33881 Zip Code
Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a warm and comfortable atmosphere. The spacious living and dining areas flow seamlessly, making it ideal for everyday living and entertaining. The kitchen features ample cabinet space and functionality, while the generously sized bedrooms provide comfort and flexibility. The primary suite includes a private bath and generous closet space. Enjoy a private backyard with plenty of space for relaxing, gatherings, or outdoor activities. Conveniently located near shopping, dining, parks, schools, and major roadways, providing easy access to all that Winter Haven and Central Florida have to enjoy.

2390 29th Street Nw, Winter Haven

$462,000
4 Beds 3 Baths Cypresswood SubDv. 33884 Zip Code
Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

$149,900
1 Beds 1 Baths Park Lake 03 02 Amd SubDv. 33880 Zip Code
MUST SEE! Discover this beautifully remodeled first-floor condo with NO STAIRS to climb, offering the convenience and comfort of true single-level living. Perfect for year-round residents, seasonal owners, or anyone seeking easy accessibility, this move-in-ready home combines modern updates with an exceptional lifestyle in one of Winter Haven's most desirable lakefront communities. Located just steps from the community clubhouse, pool, fitness room, mailboxes, and parking, you'll enjoy maintenance-free living with outstanding amenities right outside your door. Park Lake residents also enjoy access to a private dock, gazebo, and beautiful waterfront views of Lake Lulu, part of the world-famous Winter Haven Chain of Lakes, providing opportunities for boating, fishing, and enjoying Florida's natural beauty. The nearby Chain of Lakes Complex and baseball fields add to the recreational appeal. Inside, soaring vaulted ceilings in the living room, dining area, and primary bedroom create a bright and spacious atmosphere. The screened lanai offers dual entry points and the perfect place to enjoy your morning coffee or evening breeze. Major renovations completed in December 2022 include stylish kitchen cabinetry, granite countertops, under-counter refrigerator, induction cooktop, and ceramic tile flooring throughout. Additional upgrades include impact-resistant windows, a new A/C system with UV light, Nest security system, and a new washer and dryer. The location is hard to beat, with restaurants, shopping, banking, medical facilities, downtown Winter Haven, and LEGOLAND Florida all just minutes away, making this home ideal for both full-time living and seasonal enjoyment. Whether you're looking for a primary residence, winter retreat, or investment opportunity, this beautifully updated condo offers affordability, convenience, lakefront amenities, and a truly carefree Florida lifestyle. Seller financing and Private Financing Available! Do not wait, it will not last long!

2049 San Marcos Drive Se Unit 127, Winter Haven

$359,950
3 Beds 2 Baths Orange Hill Sub SubDv. 33880 Zip Code
This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you're looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best friends as neighbors, this unique offering provides endless possibilities while allowing everyone to enjoy the comfort and privacy of their own beautiful home. The foyer opens to the spacious dining and great rooms, with raised ceilings throughout the home, and there's convenient access to the outdoor patio from the living space. The kitchen features a large island. The primary bathroom boasts a separate shower and tub, and this home comes equipped with ample storage space including two oversized primary walk-in closets, a pantry in the kitchen, a linen closet and a coat closet. The 2-car garage provides additional storage and laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

3038 Thornhill Road, Winter Haven

$94,900
2 Beds 2 Baths Hawaiian A Condo SubDv. 33884 Zip Code
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner location with a covered parking spot. The nice open layout makes every day maintenance free living easy and comfortable. Residents of Orchid Springs love the prime location minutes from shopping,dining, medical facilities, and Legoland, while being centrally situated between Tampa and Orlando for easy access to everything Central Florida has to provide. The HOA takes care of the details including grounds maintenance, water , sewer and gas giving you more time to enjoy the Florida Lifestyle. Whether you are looking for a primary residence or a winter retreat , this first floor corner unit is a fantastic opportunity in a desirable community. Schedule your showing today and make this condo your new home!

150 El Dorado Unit 105, Winter Haven

$244,999
3 Beds 2 Baths Silvercrest Add SubDv. 33881 Zip Code
MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!

419 Avenue M Ne, Winter Haven

$325,000
4 Beds 3 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jul 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3964 Giorgio Drive, Winter Haven

$299,900
3 Beds 2 Baths Eloise Woods Lake Mariam Unit SubDv. 33884 Zip Code
HUGE PRICE REDUCTION! WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.

136 Lake Ring Drive, Winter Haven

$295,000
4 Beds 2 Baths Lakeside Landings Ph 01 SubDv. 33881 Zip Code
Welcome to 6103 Grey Heron Dr in Winter Haven, FL — a beautifully maintained move-in ready home offering modern finishes, open-concept living, and stylish design throughout. This spacious home features a bright and airy split floor plan with neutral tones, abundant natural light, and seamless flow between the kitchen, dining, and living areas — perfect for both everyday living and entertaining. The stunning kitchen is the heart of the home and showcases: • Oversized quartz island with seating • Shaker-style cabinetry • Stainless steel appliances • Modern backsplash details • Ample counter and cabinet space • Open sightlines to the main living area • Designer lighting and upgraded fixtures The primary suite offers a relaxing retreat with spacious accommodations, elegant finishes, and a beautifully appointed ensuite bathroom featuring dual sinks, generous vanity space, and a walk-in glass shower. Additional bedrooms are well-sized and versatile for guests, office space, or family living. Step outside to enjoy the screened lanai overlooking a large backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Property Features Include: • Newer roof (2025) • Water softener system 2025 • Open-concept layout • Split-bedroom floor plan • Tile flooring in main living areas • Modern light fixtures throughout • Spacious secondary bedrooms • Indoor laundry space • 2-car garage • Screened covered patio/lanai • Large backyard • Contemporary curb appeal Conveniently located near shopping, dining, schools, and major roadways, this home combines comfort, style, and functionality in one beautiful package.

6103 Grey Heron Drive, Winter Haven

$269,990
3 Beds 3 Baths Hutton Rep SubDv. 33881 Zip Code
SELLER OFFERING $5,000 TOWARD BUYER’S CLOSING COSTS WITH A FULL-PRICE OFFER! Welcome to this charming and versatile 3-bedroom, 3-full-bath home in the heart of Winter Haven! Offering a unique combination of comfort, flexibility, and exceptional value, this property is perfect for those looking for extra space and endless possibilities. One of the bedrooms features its own PRIVATE ENTRANCE and full bathroom, making it an ideal IN-LAW SUITE, private guest retreat, home office, or potential income-producing rental space. Enjoy Florida living at its finest with a spacious screened-in Florida room, perfect for relaxing or entertaining, plus an inviting front screened porch. The generously sized backyard offers plenty of room to create your dream outdoor oasis, add a pool, or design the perfect space for gatherings. An additional storage shed with electricity provides extra functionality and convenience. This home also features a WHOLE-HOUSE REVERSE OSMOSIS WATER FILTRATION SYSTEM, providing filtered water throughout the property. Located on a quiet dead-end street with no through traffic, this home offers added privacy while keeping you conveniently close to Downtown Winter Haven, shopping, dining, and the beautiful Winter Haven Chain of Lakes. NO HOA! NO CDD! LOW PROPERTY TAXES! PUBLIC WATER AND SEWER! Schedule your private showing today and discover everything this Winter Haven gem has to offer! Equal Housing Opportunity.

811 22nd Street Nw, Winter Haven

$135,000
2 Beds 3 Baths Casarena On Lakes SubDv. 33881 Zip Code
Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.

28 Casarena Court, Winter Haven

$204,900
4 Beds 2 Baths Carefree Cove SubDv. 33881 Zip Code
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven

$370,000
4 Beds 3 Baths Whispering Trails Ph 01 SubDv. 33884 Zip Code
Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featuring a spacious layout perfect for everyday living and entertaining, its nestled in a well-maintained GATED COMMUNITY with Clubhouse, Pool and Scenic Walking Trails. Recent upgrades inlcude: Kitchen Cabinets, Tile Floors, New Stair Rails and Stair Flooring, updated Bathroom Tile Wall, Refrigerator and Oven, Back Porch, Fenced Yard and enhanced Front Landscaping and Decorative Stones. Enjoy nearby Chain of Lakes recreation, Downtown Winter Haven boutique shopping, farmers market, The Ritz Theatre and lakeside restaurants. Move-In Ready and waiting for you!

3142 Whispering Trails Street, Winter Haven

$299,950
3 Beds 2 Baths Timber Wood SubDv. 33880 Zip Code
Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access. Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry, providing plenty of storage and room to cook or entertain. In the living room, you will find a cozy fireplace with a raised hearth and wood accents, adding a welcoming focal point to the downstairs. This home also features beautifully updated bathrooms and walk-in closets, as well as a brand new electric water heater and newer A/C units as of 2022 for added efficiency and comfort during those Florida summer days. Outside, you’ll find a newer roof as of 2022, a freshly painted exterior, an attached 1-car garage with a driveway, and plenty of space to enjoy the outdoors in the back yard or a day on the lake. Relax or entertain on the large rear patio, or spend a cozy night in the enclosed, two-story back porch, each offering gorgeous lake views. The third bedroom is located within the home’s loft and is equipped with a walk in closet and direct access to the upper back porch. This move-in-ready lakefront home blends those new enhancements, comfort, scenic surroundings, and the charm of living in Winter Haven, FL, making it an opportunity you won’t want to miss!

265 Lake Thomas Drive, Winter Haven

$450,000
4 Beds 2 Baths Lake Thomas Woods Eight Add SubDv. 33880 Zip Code
RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas – No HOA Discover the perfect blend of comfortable family living and relaxed lakefront lifestyle in this beautiful 4-bedroom, 2-bath home on Lake Thomas. Offering a spacious layout, generous outdoor space, and scenic water access, this property delivers both everyday functionality and waterfront charm. Step inside to find tile flooring throughout the main living areas and an open-concept design that seamlessly connects the living and dining spaces — ideal for family gatherings and entertaining guests. Ceiling fans throughout the home enhance comfort year-round. Outdoors, enjoy an oversized, level backyard that’s fully fenced — perfect for pets, outdoor dining, gardening, or play. Whether you're relaxing by the water or hosting weekend barbecues, this home offers space and flexibility to fit your lifestyle. Located in Winter Haven, you’ll appreciate convenient access to local amenities, shopping, dining, and recreational opportunities — all without the burden of HOA restrictions. Lake living, space to grow, and freedom to enjoy — this one has it all.

183 Lake Thomas, Winter Haven