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961 Drexel Avenue Ne, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code
**MAJOR PRICE DECREASE** Check out this unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!

961 Drexel Avenue Ne, Winter Haven
6518 Crescent Loop, Winter Haven
$230,000
3 Beds ⋅ 2 Baths ⋅ Crescent View SubDv. ⋅ 33884 Zip Code
Under contract-accepting backup offers. Short Sale. Charming, move-in ready 3-bed, 2-bath home in a peaceful Winter Haven community. Features an open living/dining layout, updated kitchen with modern finishes, and spacious bedrooms. Enjoy plenty of natural light, a private backyard perfect for gatherings and outdoor living, and an attached 2-car garage. Well-maintained and thoughtfully updated, this home offers both comfort and convenience. Monthly HOA of just $50 includes community maintenance for worry-free living. Close to shopping, dining, schools, and major roadways for easy commuting. Don’t miss this opportunity to own in a quiet, established neighborhood — schedule your showing today!

6518 Crescent Loop, Winter Haven
2362 Brassie Court, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Virtually Staged. THIS PROPERTY IS ALSO LISTED FOR RENT. Opportunity for an assumable mortgage at a 4.5% INTEREST RATE, subject to lender approval and buyer qualification! Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.

2362 Brassie Court, Winter Haven
1581 Oakview Circle Se, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ Oakview SubDv. ⋅ 33880 Zip Code
IMAGINE TRADING COLD WINTERS FOR SUNSHINE, PEACEFUL MORNINGS, AND AN EASIER FLORIDA LIFESTYLE. Welcome to this well-maintained 2-bedroom, 2-bath villa in Oakview, a desirable 55+ community in Winter Haven, where comfort, tranquility, and everyday convenience come together. Start your mornings with coffee on the screened lanai, enjoy the ease of one-level living, and spend less time worrying about exterior upkeep—the HOA covers exterior maintenance and lawn care, helping make homeownership simpler and more predictable. Offering 1,220 square feet, this inviting villa features a NEW ROOF (2024), HVAC (2019), NEW KITCHEN APPLIANCES (2026), spacious walk-in closets, and an attached garage with a screen system. Winter Haven offers the relaxed pace and small-town charm many buyers are searching for, surrounded by beautiful lakes, shopping, dining, medical facilities, and convenient access to Downtown Winter Haven, the Chain of Lakes, Bok Tower Gardens, and Legoland when family comes to visit. Whether you are looking for a seasonal retreat or a comfortable full-time residence, this villa offers an attainable and low-maintenance way to enjoy the Florida lifestyle you have been dreaming about. The sellers are ready for their next chapter and welcome reasonable offers. Schedule your private showing and make this your Florida home this season!

1581 Oakview Circle Se, Winter Haven
3777 Giorgio Drive, Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 SubDv. ⋅ 33884 Zip Code
MAJOR PRICE REDUCTION! 3777 Giorgio Dr, Winter Haven is now offered at $289,900—reduced from $318,000! This is an incredible opportunity to own a beautiful home at a more attractive price. Schedule your private showing today before it’s gone! Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of Winter Haven, this home is surrounded by beautiful lakes, waterfront dining, and a vibrant arts scene, with top attractions like LEGOLAND® Florida and Peppa Pig Theme Park just minutes away. Villamar is located in Winter Haven on State Road 653, a north-south connector road between SR-60 to the south and CR-540A to the north, providing easy access to major employment centers. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Designed with innovative, energy-efficient features, this home delivers exceptional comfort, long-term savings, and peace of mind. Best of all, furniture and appliances included—making this a truly move-in-ready opportunity you won’t want to miss.

3777 Giorgio Drive, Winter Haven
1701 36th Street Nw, Winter Haven
$257,999
4 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer! Property is leased with lease ending in June 2026

1701 36th Street Nw, Winter Haven
1798 White Elephant Loop, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community located in the heart of Polk County. Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!

1798 White Elephant Loop, Winter Haven
6825 S Lake Henry Drive Ne, Winter Haven
$200,000
2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Enjoy true Florida LAKEFRONT living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven and cooktop, with plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a NEW ROOF IN 2025, updated windows, & updated plumbing for added peace of mind. Additional energy-efficient features include a ROOF-MOUNTED SOLAR WATER HEATING SYSTEM, helping reduce electricity usage and water heating costs. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ no pet community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today!

6825 S Lake Henry Drive Ne, Winter Haven
447 San Jose Drive, Winter Haven
$224,900
2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code
With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. New water heater and a current 4-point inspection report is attached in MLS. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.

447 San Jose Drive, Winter Haven
414 Avenue C Avenue Ne, Winter Haven
$214,999
2 Beds ⋅ 2 Baths ⋅ Coker A B Add SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park, which is on Lake Martha, both public parks. Each park has room for games and family gatherings. Rotary Park has a baseball field with backstop and other outside activity areas. This home is located near schools, the Winter Haven downtown post office, the Winter Haven (Bay Care Hospital) and several doctors offices and medical clinics. The Winter Haven Public Library is also 6+/- blocks to the west of this property. The home has a metal roof which offers a long life and better storm protection than typical asphalt shingles. The windows have been replaced and the central A/C - Heat system has recently been inspected. The home has attic storage, however, a detached storage building, with a high interior ceiling, provides room for lawn equipment or other large items not needed inside the residence. where they are more easily accessed than typical attic space provides. The interior of the home has been extensively renovated with both bathrooms completely remodeled.

414 Avenue C Avenue Ne, Winter Haven
128 11th Wahneta Street W, Winter Haven
$214,500
3 Beds ⋅ 1 Baths ⋅ Wahneta Farms SubDv. ⋅ 33880 Zip Code
RECENTLY REMODLED 3 BEDROOM 1 BATH HOME FEATURING A BRAND NEW KITCHEN CABINETS, UPDATED BATHROOM, NEW FLOORING AND FRESH INTERIOR & EXTERIOR PAINT. THIS MOVEN-IN READY PROPERTY OFFERS A SPACIOUS REAR YARD IDEAL FOR GARDENING, OR OUTDOOR ACTIVITES. THIS HOME ISONLY 0.7 MILES FROM WAHNETA ELEMENTARY SCHOOL, AND 3.6 MILES FROM LAKE REGION HIGH SCHOOL. NEW MC DONALDS RESTURANT IS ONLY 4 BLOCKS NORTH OF THE HOME. NO HOA.

128 11th Wahneta Street W, Winter Haven
878 Killearn Boulevard, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Cinnamon Ridge Ph 03 SubDv. ⋅ 33880 Zip Code
Short Sale. Great opportunity to own this spacious home! Please note this is a short sale and purchase is subject to lender/bank approval. Property is being sold strictly in As-Is condition, and buyer is responsible for all municipal inspections. Bring your vision and custom touches to make this home your own! Opportunity meets value in this 3-bedroom, 2-bath home located in a well-established Winter Haven neighborhood. NO HOA. Positioned on a spacious, fully fenced corner lot, this property offers exceptional outdoor space and includes an above-ground pool, perfect for cooling off on hot Florida days, entertaining guests, or enjoying your own private backyard retreat. Inside, you’ll find a functional, comfortable layout with great natural light and flexible living space. This home presents an excellent opportunity for buyers looking to add personal style, build equity, or secure a solid investment property in a growing area. Whether you’re a first-time buyer, downsizing, or expanding your investment portfolio, this home offers strong potential, location convenience, and everyday livability. Ideally located near shopping, dining, Downtown Winter Haven, and the Polk Parkway, with easy access to both Orlando and Tampa for commuting or weekend travel. If you’re looking for space, flexibility, and long-term value with NO HOA restrictions, this is one you don’t want to miss. Schedule your private showing today and explore the possibilities.

878 Killearn Boulevard, Winter Haven
1733 Sandalwood Circle Sw, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Sandalwood Sub SubDv. ⋅ 33880 Zip Code
This well maintained 3 bedroom, 2 bath block home is located within Winter Haven city limits and offers 1,075 square feet of comfortable living space with tile flooring throughout and no HOA. The functional floor plan features spacious bedrooms, ample kitchen counter space, and a large fenced backyard perfect for outdoor entertaining, pets, or creating your own private retreat. Major updates include a roof replaced in 2018, A/C replaced in 2014, and a water heater installed in 2004, providing added peace of mind. Currently tenant occupied through October 31, 2026, making this an excellent opportunity for buyers looking to secure their future home while planning ahead for occupancy. Conveniently located near shopping, dining, medical facilities, downtown Winter Haven, and just minutes from LEGOLAND Florida Resort. Don't miss your chance to own this move-in-ready home in a convenient central location, schedule your showing today!

1733 Sandalwood Circle Sw, Winter Haven
541 Heather Glen Dr, Winter Haven
$269,999
3 Beds ⋅ 2 Baths ⋅ Heather Glen Ph 01 SubDv. ⋅ 33884 Zip Code
Short Sale. SHORT SALE!! SUBMIT YOUR OFFER & WE WILL SUBMIT TO THE BANK. Welcome to Heather Glen, a gated community in the heart of Winter Haven with an HOA of ONLY $150 A YEAR! This charming 3 bedroom, 2 bathroom home with an attached 2-car garage offers comfort, security, and convenience & ready for a quick close & move in. Featuring neutral gray walls, wood-look tile flooring, and plantation shutters throughout, this open-concept home is filled with natural light and boasts a spacious master suite with walk-in closet and private bath, two additional bedrooms with a guest bath, and a bright kitchen with plenty of counter space, a window over the sink, and a cozy dinette area for your morning coffee. Enjoy the convenience of an interior laundry room, newer roof and A/C unit, and a fully fenced backyard with a separate well for irrigation. Located just minutes from Legoland, Peppa Pig Theme Park, shopping, dining, medical facilities, and downtown Winter Haven, this pristine home is the perfect rental in a sought-after location. Schedule your showing today!

541 Heather Glen Dr, Winter Haven
133 Nemo Lane, Winter Haven
$239,900
3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code
Under Construction. Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

133 Nemo Lane, Winter Haven
Recker Highway, Winter Haven
$225,000
33880 Zip Code
** Seller Financing Available ** Excellent development opportunity adjacent to the rapidly growing City of Winter Haven with water, sewer, cable, electric available at the site. Located on the corner of Recker Highway at Cooley Road, this site is just 1.5 miles from Publix shopping center, 2 miles from the Chain of Lakes Complex and shopping on Cypress Gardens Boulevard, minutes to County government offices, the Polk County Sheriff headquarters, public parks, schools, and is surrounded by a mixture of single family, multi-family, and commercial properties. Currently within unincorporated Polk County with a Residential Suburban (RS) land use, the site is directly adjacent to R-3 (multifamily) zoning in Winter Haven to the north and south - a zoning that allows multifamily, duplex, and townhomes. Contact the City of Winter Haven to discuss annexation and zoning potential. See attached flyer and supporting documents for additional details.

Recker Highway, Winter Haven
Lake Millsite Rd E, Winter Haven
$299,000
N/A SubDv. ⋅ 33880 Zip Code
WATERFRONT * NO HOA * RESIDENTIAL/AGRICULTURE * IN THE CITY BUILDABLE * CLEAR LOT * PRIME LOCATION * GREAT INVESTMENT this property located in the heart of Winter Haven City Polk County with almost 30 acres. Land has a combined parcel. First parcel: 25-29-14-000000-011010 (22.96 acres). Second Parcel: 25-29-14-000000-012010 (5.60 acres) and the Third parcel or Share access: 25-29-13-000000-033120 (0.53 acres). It has almost 1,100 feet water frontage with Lake Millsite. Great idea for business and build your dream house together. Price just reduced. Motivated owner.

Lake Millsite Rd E, Winter Haven
3180 Country Club Circle, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Haven SubDv. ⋅ 33881 Zip Code
Short Sale. APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional Kitchen Overlooking The Main Living Space. Fenced Yard. Ideal For Everyday Living And Entertaining. Built In 2019, Conveniently Located Near Shopping, Dining, Schools, And Major Roadways With Easy Access Throughout Winter Haven. Brand New Publix store just open around the corner of Country Club Cir. Bankruptcy Short Sale — Third-Party Approval Required. Property Sold As-Is. Great Opportunity For Owner-Occupants Or Investors Seeking Value In A Growing Area. Call Today For Details Or To Schedule A Private Showing.

3180 Country Club Circle, Winter Haven
4913 Jackson Street, Winter Haven
$206,400
3 Beds ⋅ 2 Baths ⋅ Jackson Lndg SubDv. ⋅ 33884 Zip Code
Under contract-accepting backup offers. Short Sale. SHORT SALE OPPORTUNITY!** Don't miss your chance to own a newer-construction home at an attractive price point! Built in 2023, this 3-bedroom, 2-bath home features a modern design, an open-concept living area, indoor laundry, and a 2-car garage. Whether you're a first-time homebuyer looking for an affordable place to call home or an investor seeking long-term potential, this property is worth a closer look. Enjoy convenient access to shopping, dining, and major roadways. *Short sale package has been submitted to the lender, and the file is complete. Seller is seeking a qualified buyer and an acceptable contract to move forward with the lender approval process.* Don't miss this opportunity—schedule your showing today!

4913 Jackson Street, Winter Haven
940 Oleander Drive Se, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ Cooper Estates SubDv. ⋅ 33880 Zip Code
Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

940 Oleander Drive Se, Winter Haven
525 Squires Grove Drive, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code
Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously sized, with additional bedrooms that can be used for guests, an office, or flex space. Step outside to a patio—perfect for morning coffee or relaxing in the evening. Conveniently located near shopping, dining, major roadways, and everyday essentials including Publix. Schedule your private showing today!

525 Squires Grove Drive, Winter Haven
2202 Garden Lake Drive, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Richmond Square Sub SubDv. ⋅ 33884 Zip Code
Under contract-accepting backup offers. Experience resort-style living in the prestigious gated community of Winterset, just minutes from Legoland. This captivating 3-bedroom, 2-bath villa, featuring Mediterranean-inspired architecture, offers the perfect blend of elegance, comfort, and tranquility. Upon arrival, you’re welcomed by a charming covered screened porch accented with a leaded glass entry door, setting the tone for the inviting interior. The thoughtfully designed split-bedroom floor plan includes a spacious great room highlighted by a wood-burning fireplace, a decorative built-in media center, and glass sliders that open to the Florida room—seamlessly blending indoor and outdoor living. Easy-to-maintain solid surface flooring flows throughout the home. The well-appointed kitchen showcases white cabinetry with crown molding, an upgraded stainless steel appliance package including a gas range and beverage cooler. Granite countertops that adorn the expansive breakfast bar and a double-bowl sink with a gooseneck faucet adds both style and functionality. The open-concept layout is ideal for entertaining, with the formal dining room flowing effortlessly into the living area. The primary bedroom suite serves as a luxurious retreat, featuring laminate flooring, a spacious walk-in closet, and a glass slider providing private access to the Florida room. The primary bathroom offers a granite-topped vanity, upgraded brushed nickel fixtures, a comfort-height toilet, and a tub/shower combination with a decorative tile surround. Both guest bedrooms are generously sized and include walk-in closets, providing ample storage. Outdoor living is elevated with an extended Florida room offering peaceful pond views—an ideal space to relax and unwind. Additional Features: Laundry room with washer and dryer, New ceiling fans throughout with remote controls, new water heater, Updated AC system (2021), Epoxy-finished flooring in the Florida room and garage, Exterior carriage lighting, Gutters, Tile roof, One-car garage with garage door opener. The Winterset community offers an exceptional array of amenities, including a lakefront clubhouse, tennis courts, shuffleboard, a heated pool, hot tub, and access to Lake Winterset, part of the renowned Winter Haven Chain of Lakes. HOA fees include exterior maintenance, grounds maintenance, security, and access to community amenities, ensuring truly carefree living. Conveniently located near shopping, dining, medical facilities, and entertainment, this villa provides a lifestyle defined by luxury, comfort, and convenience.

2202 Garden Lake Drive, Winter Haven
2799 Adeline Avenue, Winter Haven
$281,740
3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll 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 features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2799 Adeline Avenue, Winter Haven
4160 Giorgio Drive, Winter Haven
$286,400
4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code
This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

4160 Giorgio Drive, Winter Haven
302 Donald Lane, Winter Haven
$215,000
4 Beds ⋅ 2 Baths ⋅ Tanamora SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. Check out this well-maintained 4-bedroom, 2-bath home featuring a desirable split floor plan, built in 2002 and situated on a spacious half acre fully fenced lot. The home offers vinyl plank flooring throughout, providing a modern look and easy maintenance. The roof was replaced just 3 years ago adding peace of mind for the next owner. The property is on septic, offering lower utility costs. Enjoy plenty of outdoor space for pets, entertaining, or future additions. Conveniently located close to public transportation, shopping, dining, and everyday amenities, this home offers both space and accessibility. A great opportunity for homeowners or investors alike.

302 Donald Lane, Winter Haven
440 Kensington View Drive, Winter Haven
$269,000
3 Beds ⋅ 2 Baths ⋅ Kensington View SubDv. ⋅ 33880 Zip Code
Short Sale. Built in 2020, this well-designed 3-bedroom, 2-bathroom home offers 1,688 square feet of living space, an attached 2-car garage, and a desirable corner lot with a private vinyl-fenced side and backyard. Step inside to an inviting floor plan featuring hard-surface flooring throughout most of the home and a spacious living area ideal for everyday living and entertaining. The kitchen features granite countertops, rich brown cabinetry, ample counter and storage space, and an eat-in dining area, creating a comfortable central gathering space. The primary suite offers privacy, a walk-in closet and its own full bathroom, while two additional bedrooms provide flexibility for guests, an office or additional living space. A dedicated laundry room adds everyday convenience. Sliding glass doors lead to the covered rear lanai and fenced backyard, providing additional outdoor living space for relaxing, grilling or entertaining. The corner homesite offers additional separation from neighboring properties, while mature landscaping, an irrigation system and sidewalks enhance the exterior. Kensington View offers sidewalks, street lighting, open green spaces and a community playground, and its location provides convenient access to US Highway 17 and the Polk Parkway, making travel throughout Polk County and toward Lakeland, Orlando and Tampa convenient. Enjoy being approximately 20 minutes from LEGOLAND® Florida Resort, home to the LEGOLAND theme park, Water Park, SEA LIFE Florida Aquarium and additional attractions. Winter Haven is also known for its Chain of Lakes, boating and recreation, while nearby Cypress Gardens Boulevard offers numerous restaurants, shopping and everyday services. For commuters and travelers, the Lakeland area is approximately 15 miles away, and Lakeland Linder International Airport is approximately 14 miles from Kensington View. The home's Central Florida location provides access to the employment, dining and entertainment options of Lakeland while keeping Winter Haven's shopping, recreation and attractions close to home. With newer construction, a fenced corner lot, covered outdoor living space and a convenient location between Winter Haven and Lakeland, 440 Kensington View Drive offers an excellent combination of comfort, location and accessibility. I would use this version over the old MLS remarks because it does a much better job of selling the location, especially the 20-minute LEGOLAND proximity, Lakeland access, US-17/Polk Parkway connectivity, and Winter Haven recreation.

440 Kensington View Drive, Winter Haven
3022 Hickory Street Nw, Winter Haven
$265,000
3 Beds ⋅ 1 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lot with no HOA. The home features a brand-new roof, new HVAC system and thermostat, new water heater, new pool pump and chlorinator, new laundry units, new exterior front doors, and an expanded driveway with ample parking. Inside, you’ll find a functional layout with generous living space and fresh improvements throughout. The private in-ground pool creates a relaxing backyard setting, while the large lot provides room for outdoor entertaining, storage, or future additions. Located minutes from the Winter Haven Chain of Lakes, Gene’s Lakeside Marina, LEGOLAND Florida Resort, golf courses, shopping, dining, and local parks, this property sits in one of Central Florida’s most desirable and fast-growing areas. With major updates already completed and convenient access to boating, recreation, and upcoming community development, this home is an excellent opportunity for first-time buyers, families, or investors.

3022 Hickory Street Nw, Winter Haven
373 Lake Daisy Circle, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
MOTIVATED SELLERS...OPPORTUNITY KNOCKS ON THIS SPACIOUS & AFFORDABLE 3 Bedroom/2 Bath Home in the heart of SE Winter Haven located in Lake Daisy Estates is ready for you & your family!!! NO HOA or CDD in this established neighborhood that is within 3 miles of LEGOLAND and close to multiple restaurants, shopping, & parks. The natural light fills each room of the home. Open floor plan with split bedrooms. You'll love the large open backyard that is fully fenced. Newer roof (2023). Schedule a tour today!!!

373 Lake Daisy Circle, Winter Haven
109 Rebecca Drive Ne, Winter Haven
$239,500
3 Beds ⋅ 2 Baths ⋅ Saxon-Myers Rep Ph 02 SubDv. ⋅ 33881 Zip Code
Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

109 Rebecca Drive Ne, Winter Haven
29 Golf View Circle Ne, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ North Lake Elbert Heights SubDv. ⋅ 33881 Zip Code
Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!

29 Golf View Circle Ne, Winter Haven

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