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$410,000
3 Beds 2 Baths P4939731 MLS
Welcome to your own private tropical retreat in the desirable Cypress Grove community—where there are NO HOA fees! This custom-built 3 bedroom, 2 bath home offers an exceptional blend of comfort, privacy, and entertaining space, ideally situated in a sought-after southeast Winter Haven location. From the moment you arrive, a stamped-concrete walkway and charming covered front porch create a warm welcome, while the porch overlooks the peaceful marsh. Inside, the spacious split-bedroom floor plan provides privacy and functionality for both family and guests. The generously sized Great Room is the heart of the home, featuring soaring vaulted ceilings, a cozy fireplace, and custom built-in cabinetry that adds both character and functionality. Elegant French doors open to a private tropical oasis, where lush landscaping surrounds the expansive patio and inviting pool area. The home features beautiful porcelain tile flooring throughout, along with handicapped-accessible doorways for added convenience and accessibility. The well-appointed eat-in kitchen is designed for both everyday living and entertaining, featuring crisp white cabinetry, granite countertops, tile backsplash, and a convenient pocket door leading to the formal dining room. An updated stainless-steel appliance package, including a wall oven, makes meal preparation effortless. The large breakfast bar provides additional seating, while the cheerful breakfast nook offers picturesque views of the patio and pool. The formal dining room is enhanced by elegant crown molding and a custom light fixture, creating the perfect setting for entertaining and special occasions. The primary bedroom suite is a true retreat, offering generous space for a sitting area and direct access to the patio through a glass door. A spacious walk-in closet provides ample storage. The luxurious ensuite bath features dual sinks with white cabinetry, new light fixtures, a new matte-black gooseneck faucet with coordinating hardware, a large walk-in seated shower with glass enclosure, relaxing garden tub, and comfort-height toilet. Step outside and discover the ultimate outdoor living experience. The sparkling pool and spa feature a cascading waterfall, creating a soothing and tranquil atmosphere. The expansive screened enclosure allows you to enjoy Florida's outdoor lifestyle throughout the year, while the fenced yard provides an ideal space for pets, barbecues, entertaining, and gatherings with family and friends. Additional features include a dedicated laundry room with utility sink, washer and dryer, Ring doorbell, irrigation system supplied by a private well, double-pane windows, exterior flood lights, and a circular driveway. A second driveway provides ample room to accommodate a boat or RV. Recent major improvements include an architectural shingle roof (2023), water heater (2023), and HVAC system (2021). The two-car garage features a generator panel and garage door opener. Ideally located in southeast Winter Haven, this exceptional property offers convenient access to schools, shopping, restaurants, and LEGOLAND Florida Resort, making it an ideal place to call home. No HOA fees, a private pool and spa, spacious indoor and outdoor living areas, and room for a boat or RV—this exceptional Cypress Grove home truly has it all!

5016 River Lake Road, Winter Haven

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

$319,999
4 Beds 2 Baths S5156652 MLS
The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You’ll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three secondary bedrooms. A shared bath, a convenient laundry room and a 2-car garage complete this beautiful Seasons™ Collection home. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5315 Mickey Avenue, Winter Haven

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

$144,900
2 Beds 2 Baths P4939703 MLS Lakeridge BLDG.
**LARGE 2 BEDROOM - 2 BATH CONDO - NEW LISTING IN CENTRAL FLORIDA**- AGE 55+, GATED COMMUNITY (however, a slightly younger age may be approved). This up-to-date condo provides 1,347 sq. ft. of living area & is located in the beautiful "Chain Of Lakes" City of Winter Haven, Florida. NEW ENERGY-EFFICIENT WINDOWS THROUGHOUT. The monthly fee INCLUDES: water, sewer, trash, fiber optic cable package with Choice HD, digital video recorder & fiber optic internet w/ 1 gig speed, & use of recreational facilities. Lakeridge Condominiums offers a maintenance-free lifestyle w/ heated pool, tennis, shuffleboard, community room, gated secured entrances, covered assigned parking space, social events & activities. This well-appointed, move-in-ready condo has a large, bright kitchen w/ lots of cabinets, a tile backsplash, flush-mount LED ceiling lighting, plenty of counter space, all appliances & a pantry closet. The kitchen overlooks the 26'x14' great room that also adjoins the additional FL/bonus area & storage closet. The 16' x 14 ' primary bedroom easily accommodates a king-size bed & has a walk-in closet with a decorative barn door. The beautiful remodeled primary bathroom has an extra-wide door for easy direct access & includes a walk-in shower with a large format designer wall tile, & a comfort-height vanity with a vessel sink. The 2nd bedroom is convenient to the hall bath, which has a tub/shower combination & comfort-height vanity. The WASHER & DRYER are included in the sale. The Flooring throughout is either wood-look luxury vinyl or tile, NO CARPETING. Custom window shades are in place and are included in the sale. An extra assigned storage bin is located on the same floor. Enjoy beautiful views of Spring Lake and the evening sunsets from most rooms. Shopping, medical, hospital, places of worship, groceries, restaurants & bus line are very close by. COVERED ASSIGNED PARKING SPACE. SharePoint electric car charger on site for owners! Measurements are approximate. Information is believed to be accurate but not guaranteed. NON-SMOKING COMPLEX THAT IS WELL MAINTAINED & MANAGED. FURNITURE IS NEGOTIABLE. Make this your full-time or winter home!

1776 6th Street Nw Unit 308, Winter Haven

Listing courtesy of JUDY B CLEAVES PROPERTIES INC. 863-299-5878

$480,000
4 Beds 2 Baths L4964608 MLS
You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, nearly 2,500 sqft of living space, french doors , a formal dining space, a family room and living room, a wood burning fireplace, an open kitchen with granite counter tops and stainless appliances, high ceilings, wood laminate floors in common areas, carpeted bedrooms, a two car garage, and an inside laundry room. The large master suite includes a huge walk-in closet, a gorgeous master bathroom, a soaking tub, a dual sink vanity, and a walk-in shower. The guest bathroom has pool access and a shower/tub combo. The saltwater pool and patio area features covered seating, plenty of shade, and generous deck space around the large pool. Recent repairs include a new roof in 2023, a new septic drainfield in 2022, a new AC in 2022, and a new hot water heater in 2023. Enjoy relaxing and entertaining on the huge pie-shaped lot with shade trees, mature landscaping, and playground equipment all nuzzled back into a quiet cul-de-sac. The community offers private access and a boat ramp to beautiful Lake Mariam. The home is conveniently located to Lego Land, several shopping centers, grocery stores, restaurants, medical centers, and schools. Don’t miss out. Set up your showing today.

405 Valley Court, Winter Haven

Listing courtesy of ROOST REALTY GROUP LLC. 863-398-0267

$275,000
3 Beds 2 Baths TB8542841 MLS
Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortable living. The kitchen features ample cabinetry, modern appliances, and a walk-in pantry, opening to the spacious living and dining areas. The primary suite includes a private bath with dual vanities, soaking tub, and separate shower. Enjoy the Florida lifestyle from the screened-in patio overlooking the backyard. The home also features a 2-car garage and is located in the desirable Villamar community with resort-style amenities, including a community pool and playground. Conveniently located near LEGOLAND, shopping, dining, lakes, and major roadways with easy access to Tampa and Orlando. Schedule your showing today! Motivated seller.

1042 Corso Dr, Winter Haven

Listing courtesy of ORCHARD BROKERAGE, LLC. 844-515-9880

$200,000
2 Beds 2 Baths P4939643 MLS
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square home. This one can be a real charmer with your personal touches. Bright, light, and open floor plan. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

2338 Salzburg Loop, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000

$290,000
4 Beds 2 Baths L4964607 MLS
Welcome home to 3729 Fieldstone Circle! This move-in ready, beautifully maintained 4-bedroom, 2-bathroom home offers a desirable split floor plan with well-defined living spaces, a formal dining room, and a 2-car garage. The kitchen shines with granite countertops and all appliances included. Retreat to the spacious primary suite featuring dual sinks, a separate shower, and a soaking tub. Outside, enjoy a covered lanai and generous space between neighboring homes — plus a driveway that accommodates up to 4 additional vehicles. Additional highlights: solar panels to be paid off at closing, no CDD, and a low HOA. Ideally located near The Country Club of Winter Haven, LEGOLAND Florida Resort, Newly opened Publix Shopping Center, dining, and major roads. Turnkey and ready for its next owner — schedule your showing today!

3729 Fieldstone Circle, Winter Haven

Listing courtesy of ENGEL & VOELKERS LAKELAND. 863-421-6633

$379,000
4 Beds 2 Baths L4964438 MLS
FOR SALE - 4 Bedroom, 2 Bathroom Beautiful Home in One of Winter Haven's Most Desirable Areas Don't miss this wonderful opportunity to own a beautifully maintained 4-bedroom, 2-bathroom home in a prime Winter Haven location. This charming home comes complete with all kitchen appliances, including a dishwasher, disposal, microwave, range, refrigerator, and washer/dryer. Recently painted and lovingly cared for, the home is move-in ready. One of its standout features is the enormous fourth bedroom, measuring an impressive 26' x 17', offering endless possibilities as a primary suite, game room, home office, or family room. The roof to the house was replaced in 2017. The roof to the rear porch was installed 3 years ago. The roof to the addition was installed in 2023. The hot water heater is from 2017. The air conditioner was replaced in 2023. Conveniently located near shopping, restaurants, schools, places of worship, and LEGOLAND, this home combines comfort, space, and an unbeatable location. Schedule your showing today!

817 Reflections Loop E, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$349,000
4 Beds 2 Baths P4939717 MLS
It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

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

$324,900
4 Beds 2 Baths B4902351 MLS
Welcome to 418 Majestic Gardens Blvd, Winter Haven, FL 33880, a spacious and move-in-ready 4-bedroom, 2-bath home located within a gated community. Offering a well-designed floor plan with generous living and dining areas, this home provides plenty of space for everyday living, entertaining, or continued use as an investment property. The kitchen features abundant cabinetry, ample counter space and stainless-steel appliances, while the open living areas are enhanced by high ceilings and plenty of natural light. The spacious primary suite includes a large private bath with dual vanities, soaking tub, separate shower and walk-in closet space. Three additional bedrooms provide flexibility for family, guests, a home office or additional accommodations. Step outside to enjoy the screened rear lanai overlooking a fully fenced backyard with plenty of room to relax, garden or entertain. A large concrete pad provides additional outdoor-use possibilities, while approximately 20 producing sugar apple plants create a unique backyard feature for those who enjoy fresh tropical fruit and gardening. Adding to the property's versatility, the home has previously been utilized as an Airbnb/short-term rental and has provided income for the current seller, making it an attractive option for buyers searching for either a primary residence or potential investment property. Conveniently located near Winter Haven shopping, dining, recreation and major roadways, this property combines space, privacy and opportunity. Move-in ready with a flexible floor plan, gated-community setting, screened outdoor living area, fenced yard and established fruit-producing plants—418 Majestic Gardens Blvd is ready for its next owner.

418 Majestic Gardens Blvd, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010

$264,950
3 Beds 2 Baths P4939684 MLS
MOVE-IN READY AND BEAUTIFULLY MAINTAINED! Welcome to 233 Kings Pond Ave, a charming 3-bedroom, 2-bath home where comfort, thoughtful updates, and everyday convenience come together. The spacious kitchen offers abundant cabinet storage and a cozy eat-in dining area, perfect for enjoying morning coffee or casual meals. The functional layout provides inviting living spaces, while the fully fenced backyard creates a private setting for relaxing, entertaining, gardening, or enjoying the Florida sunshine. A screened garage enclosure allows you to keep the garage door open and enjoy fresh air while maintaining a comfortable, enclosed space, ideal for hobbies, projects, or additional outdoor-style living. Other valuable features include gutters, a Ring camera system, a roof replaced in 2018, and an A/C system installed in 2024. Conveniently situated near shopping, dining, medical facilities, recreation, and major roadways, this home places the best of Winter Haven within easy reach. Schedule your private showing today!

233 Kings Pond Avenue, Winter Haven

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

$125,000
2 Beds 2 Baths P4939669 MLS Lakeridge Condos BLDG.
Virtually Staged. Virtually staged bedroom. CENTRAL FLORIDA LAKE VIEW CONDO- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. (Slightly younger buyer could possibly get approved.) NEW ENERGY-EFFICIENT WINDOWS IN THIS IMMACULATE, MOVE-IN READY 2 BEDROOM 2 BATH CONDO. WATER HEATER is 2025 & CENTRAL AIR CONDITIONER is a 2020. The kitchen is larger than most condo kitchens & the unit has a total of 1,347 sq. ft. of living area. MONTHLY FEE INCLUDES-WATER, SEWER, CABLE, FIBER OPTIC INTERNET, TRASH REMOVAL, CONDO RESERVES & use of recreational facilities- HEATED POOL, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. All appliances & washer/dryer are included. The 26'x14' great room adjoins the additional FL/bonus room with large storage closet. The 16X14 foot master bedroom easily accommodates a king-size bed & has a walk-in closet & en-suite bathroom with walk-in shower. The 2nd bedroom includes a space-saving drop-down Murphy bed. The 2nd bathroom has a tub/shower combination. The linen closet is near the washer & dryer for convenience. Lakeridge is close to shopping, places of worship, groceries, restaurants, medical offices & hospital. Extra assigned storage on the same floor. Social activities available, if you wish to participate. Lakeridge is well-maintained, well-managed & passed inspections & studies with flying colors. Electric car charger on site for owners use. YOU ONLY HAVE TO PAY FOR YOUR ELECTRICITY HERE, AS EVERYTHING ELSE IS INCLUDED IN THE MONTHLY FEE. ONE SMALL PET MAY BE APPROVED. NON SMOKING PROPERTY. Quick Closing is available. Information believed to be accurate but not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 409, Winter Haven

Listing courtesy of JUDY B CLEAVES PROPERTIES INC. 863-299-5878

$435,000
3 Beds 2 Baths L4964346 MLS
Built in 2023 and situated on 1.59 acres, this 3 bedroom, 2 bath home offers something increasingly hard to find in Winter Haven: a newer home with land, flexibility and NO HOA. Nearly 200 feet of street visibility along Hwy 540 creates a unique opportunity for a small business owner who understands the value of exposure. Imagine the visibility your brand could capture simply by parking your wrapped work vehicle along the road frontage while coming home to your own private retreat. Inside, the split floor plan offers an open and functional layout centered around a spacious kitchen with quartz countertops, a large island and plenty of room for gathering. A newly added statement fireplace wall gives the living area a custom finished feel. The home also features a whole home water filtration system and a dedicated internet line from the provider, ideal for working from home, streaming and staying connected. Large covered front and back porches extend the living space outdoors, while the side entry garage adds to the home's beautiful curb appeal and keeps the front elevation clean and inviting. With 1.59 acres and no HOA, there is plenty of room for boats, RVs, additional vehicles, outdoor toys, trailers or work equipment. The expansive property also offers space to explore future possibilities such as a guest house, mother in law suite or additional dwelling, subject to applicable zoning and permitting. Conveniently located with easy access to major roadways, this property combines accessibility with the freedom and breathing room of acreage. Whether you're looking for space for your family, your toys, your work equipment or simply a little more freedom, 795 Crosstower Drive offers possibilities you won't find in a typical neighborhood.

795 Crosstower Drive, Winter Haven

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

$649,900
3 Beds 4 Baths B4902341 MLS
This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has 3 bedroom and 3 1/2 baths. A large corner gas stone custom fireplace is the living area focal point. A front door 2-car carport covers your guests as they enter through the double doors into the formal foyer. A dedicated built-out office is just inside. A triple sliding glass door opens to the 30' wide covered lanai and to the back yard. Plenty of room for a pool. Full irrigation with a dedicated well. Large 37x11 studio provides extra air conditioned flex space. Additional bonus is the oversized 2-car garage AND a 12' tall 11'x37' RV/boat garage and both are air conditioned and with a polyaspartic floor coating. Separate attached outside storage room for lawn equipment.

2241 Winterset Road, Winter Haven

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

$1,399,900
4 Beds 3 Baths L4964316 MLS
Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven

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

$949,000
4 Beds 3 Baths L4964434 MLS
Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a private resort with expansive lawns, mature shade trees, flourishing fruit trees, and enchanting garden spaces. The 3,083 sq ft main home is filled with character and unique architectural details, complemented by a 400 sq ft in-law suite ideal for guests or multi-generational living. From sunrise views over the water to afternoons spent swimming, fishing, or enjoying watersports, every day feels like a vacation. The outdoor spaces are perfect for elegant entertaining or relaxed family fun. Centrally located near Disney, Legoland, beaches, and premier sporting attractions, this home offers the best of Florida living with convenience to world-class destinations. A rare opportunity to own a distinctive lakefront property that blends luxury, charm, and unforgettable experiences. Call for your private showing today!

694 Lake Otis Drive Se, Winter Haven

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

$239,900
3 Beds 2 Baths L4964412 MLS N/A BLDG.
3 bedroom, 2 bath ground-floor end-unit condo home with gorgeous views of Lake Winterset and a private 1 car garage—the perfect combination in one of Winter Haven’s most desirable gated communities. Welcome to 701 Magnolia Place, a spacious lakeview residence designed for easy single-level living with approximately 1,180 square feet, durable luxury vinyl plank flooring, and a comfortable, open layout. The living room is anchored by a fireplace and flows naturally into the dining area, creating an inviting space for everyday living and entertaining. The kitchen features white cabinetry, soft close drawers, newer stainless steel appliances, generous counter space, and an adjoining breakfast nook. The primary suite is spacious, measuring approximately 11x16, with lake views, a private bath with walk-in shower, generous closet space and direct access to the back patio. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den—a combination that makes this 3-bedroom floor plan especially hard to find in Winterset. A second full bath with tub and shower combo completes the interior. Step outside to the private screened porch, where wide-open green space and beautiful Lake Winterset views create the perfect place to enjoy your morning coffee, unwind at the end of the day, and watch sunsets you truly have to see to believe. As an end unit, the home enjoys an added sense of openness and privacy, while the attached one-car garage provides valuable parking and storage. Beyond the residence, the community of Winterset delivers on the Florida lifestyle. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Ground-floor living, an end-unit location, three bedrooms, private garage, screened porch, Chain of Lakes access, resort-style amenities, and gorgeous Lake Winterset views—701 Magnolia Place offers a combination that is difficult to find.

701 Magnolia Place, Winter Haven

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

$279,000
3 Beds 2 Baths P4939583 MLS
Virtually Staged. "One or more photo(s) was virtually staged." This 3-bedroom, 2-bathroom home offers 1,124 square feet of living space with the added bonus of .94 acres of land and No HOA! Built in 2015, this home features a split-bedroom floor plan, laminate flooring throughout, and an inside utility closet for added convenience. Enjoy the privacy and freedom of nearly an acre where there is plenty of room to spread out, entertain, garden, park your toys, or create the outdoor space you've always wanted. The property also features a carport, screened front porch, private well, and septic system. Vacant and ready for its new owners, this property is a great opportunity for anyone looking for a comfortable home with plenty of land and no HOA restrictions. Don't miss out on this wonderful opportunity to enjoy country living with nearly an acre of land and all the convenience of being close to everything!

214 King Road, Winter Haven

Listing courtesy of LAKE AVENUE REALTY LLC. 863-412-3903

$316,000
3 Beds 2 Baths V4950730 MLS
Why wait to build when you can move right in? This 2023-built, 3-bedroom, 2-bath home in VillaMar Phase 4 offers 1,597 square feet and is ready for its next owner! SELLER IS OFFERING $10,000 TOWARD BUYER'S CLOSING COSTS! PLUS, THE 10-YEAR STRUCTURAL BUILDER WARRANTY IS STILL IN EFFECT, offering added peace of mind for the new owner. The open floor plan connects the kitchen, dining, and living areas, making it easy to entertain, host family and friends, or enjoy a night at home. SMART-HOME features include a central control hub, smart front-door lock, Wi-Fi-enabled thermostat, video doorbell, and connected lighting, allowing you to manage select features right from your smart device. Step outside and enjoy the Florida lifestyle without leaving the neighborhood! VillaMar offers resort-style amenities including a community pool, cabana, and playground, with dog parks nearby. The location puts you just minutes from LEGOLAND Florida and Peppa Pig Theme Park, Publix, Walmart, Eagle Ridge Mall, restaurants and shopping along Cypress Gardens Boulevard, and Downtown Winter Haven. US-27, US-17, and Highway 60 are also nearby, providing access to Lakeland, Orlando, and Tampa. WALT DISNEY WORLD is approximately 35 miles away, making weekend trips to the Orlando attractions an easy option. With an established neighborhood and a 2023-built home that's ready now, you can skip the building process, bring your belongings, and start enjoying VillaMar! All information is deemed reliable but is not guaranteed and should be independently verified.

3927 Palazzo Place, Winter Haven

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

$275,000
3 Beds 2 Baths L4964169 MLS
Welcome home to this beautifully designed 3 bedroom , 2 bath split plan home located in a desirable gated community! The open layout creates a spacious, inviting feel, with a large kitchen overlooking the living areas - perfect for every day living and entertaining. Step outside to enjoy a large back yard, offering plenty of room for pets, play, gardening or creating your own outdoor oasis. Located in an area convenient to LEGOLAND, major highways shopping, restaraunts, and Central Florida's world-famous theme parks, this home puts everything you need within easy reach. Best of all, there is no CDD, No flood insurance required, and low HOA, making this an attractive opportunity for both homeowners and investors. A gated community, newer roof, paint and carpet, septic pumped in 2025, all makes this one worth seeing!

106 Majestic Gardens Court, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020

$900,000
2 Beds 3 Baths B4902326 MLS
Major Price Reduction .....Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven

Listing courtesy of HOGAN & ASSOCIATES REAL ESTATE FIRM. 863-207-3043

$369,900
3 Beds 2 Baths TB8538203 MLS
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. New water heater and also passed 4-point inspection for insurance purposes. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven

Listing courtesy of LISTED SIMPLY. 800-995-5879

$259,000
3 Beds 2 Baths P4939557 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath home in Forest Ridge, offering a great floor plan that feels bright and spacious! The split-bedroom layout provides privacy and flexibility, while the inviting kitchen features an eat-in area and breakfast bar, making it perfect for everyday living and entertaining. A separate laundry room adds convenience, and the home also features ceiling fans throughout. Step outside to the screened lanai overlooking a large, private, fully fenced backyard—an ideal space for relaxing, entertaining, or enjoying the outdoors. The home also features a new roof installed in 2025 and custom-fitted hurricane shutters for each window, designed for easy installation when needed for storm protection. Enjoy the best of both worlds in Forest Ridge—a quiet neighborhood setting with convenient access to Highway 27 and I-4. Shopping, dining, schools, and the many attractions of Central Florida are all within easy reach. Add in the spacious layout and large private backyard, and you have a home that offers both comfort and convenience. This home is move in ready and waiting for the new owner.

5621 Forest Ridge Drive, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

$299,000
3 Beds 2 Baths L4964187 MLS
Affordable pool home with NO HOA in the heart of Winter Haven! Welcome to 133 Rebecca Drive NE, a move-in-ready 3 bedroom, 2 bath home offering a private screened saltwater pool, important updates, comfortable living spaces, and an impressive combination of features and value. If you've been searching for an affordable Central Florida home where you can enjoy the Florida pool lifestyle right in your own backyard, this one deserves a closer look. Inside, the spacious main living area features attractive porcelain tile flooring, a vaulted ceiling, and a gas fireplace, creating a comfortable gathering space for everyday living and entertaining. The adjoining dining area provides direct access to the pool and outdoor living area, while the kitchen features clean white cabinetry, beautiful granite countertops, plenty of storage, and a full suite of included appliances. The desirable split-bedroom layout includes two comfortably sized guest bedrooms and a spacious primary suite with an en-suite bath and generously sized walk-in closet. Both bathrooms have been updated, including a beautifully renovated primary bath with a custom walk-in shower. Step outside and imagine weekends filled with pool time, grilling on the back deck, entertaining friends and family, and enjoying the Florida sunshine. The large screened outdoor living area features a private saltwater pool, plenty of deck space for lounging, dining, and grilling, plus a covered area where you can relax in the shade. Start the morning with coffee by the pool, spend a sunny afternoon in the water, then fire up the grill for dinner and enjoy a warm Florida evening at home. This is the kind of outdoor space that makes it easy to enjoy everything the Florida lifestyle is all about. Beyond the pool enclosure, the fully fenced backyard provides additional usable yard space with plenty of potential for landscaping, a vegetable garden, or your own collection of Florida fruit trees. An included storage shed provides convenient space for lawn and gardening equipment while keeping the two-car garage free for vehicles and additional storage. Major improvements include a NEW A/C system in 2025, all new double-pane windows and sliding glass door in 2021, a 2017 roof, newer front door, rain gutters and low utility bills. Best of all, there is NO HOA! Located in the heart of Winter Haven, you're convenient to downtown Winter Haven, Polk State College, shopping, dining, medical facilities, and recreation. Winter Haven's central location between Tampa and Orlando also puts theme parks, international airports, beaches, professional sports, and some of Central Florida's best entertainment within reach.

133 Rebecca Drive Ne, Winter Haven

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

$198,900
2 Beds 2 Baths P4939570 MLS
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000

$250,000
3 Beds 2 Baths O6432483 MLS
Virtually Staged. Short Sale. *Price Adjustment* Welcome to 573 Lucerne Blvd, a well-maintained single-story home offering 4 bedrooms and 2 bathrooms with a comfortable layout designed for everyday living. Recent improvements provide added peace of mind, including an HVAC system installed in 2018, updated flooring in the main living areas in 2018, interior paint completed in 2019, and exterior paint refreshed in 2024. The single-level floor plan offers flexibility and convenience, making this home a great opportunity for a variety of buyers. This is a short sale and is not lender approved. All terms and conditions of the sale, including the final purchase price, are subject to lender approval. Buyer and buyer’s agent are responsible for conducting their own due diligence.

573 Lucerne Boulevard, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

$329,900
4 Beds 2 Baths B4902325 MLS
Welcome to 312 Towhee Road, where space, value, and peace of mind come together! This beautifully maintained 4-bedroom, 2-bath home with a 2-car garage sits on an impressive nearly half-acre lot in Winter Haven. At $329,900, this is a fantastic opportunity for buyers looking for a move-in-ready home with plenty of room to enjoy. Inside, you’ll find new luxury vinyl plank flooring throughout, creating a clean, modern look that is both attractive and easy to maintain. The open floor plan provides plenty of room for everyday living and entertaining. The fourth bedroom features French doors, making it equally useful as a home office, den, study, playroom, or guest room. The spacious lot gives you room to spread out, whether you envision a pool, outdoor entertaining area, garden, play space, or simply want the privacy and elbow room that is hard to find on today’s typical residential lots. Additional peace of mind comes with a new roof and newer A/C (2025). Conveniently located near shopping, dining, major roadways, and everything Winter Haven has to offer. The listing agent is also the owner, providing buyers with a direct line to the property owner throughout the transaction. Nearly 1/2 acre. 4 bedrooms. 2 baths. 2-car garage. New flooring. New roof. New A/C. Move-in ready. $329,900. Don’t miss this opportunity—schedule your private showing today!

312 Towhee Road, Winter Haven

Listing courtesy of FREEDOM REALTY. 863-289-7004

$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

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