Between $200,000 - $300,000 Winter Haven FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code

Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

1533 Majestic Lane, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Short Sale. Built in 2023, this move-in-ready 3-bedroom, 2-bath home with a 2-car garage offers 1,543 square feet of bright, open living space in the gated Krenson Bay community. The kitchen features white cabinetry, stainless steel appliances, a large center island, and ample storage overlooking the spacious living and dining areas. High ceilings and large windows fill the home with natural light, creating a bright and welcoming atmosphere. The private primary suite includes a walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower. Two additional bedrooms, a guest bathroom, and an interior laundry room complete the functional floor plan. Enjoy low HOA fees and no CDD, with convenient access to shopping, dining, major roadways, LEGOLAND Florida, and Winter Haven’s Chain of Lakes. Schedule your private showing today!

111 Krenson Bay Loop, Winter Haven

$234,900

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code

This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today! One or more photos in this listing have been virtually staged.

3339 Queens Cove Loop, Winter Haven

$210,000

4 Beds ⋅ 3 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Short Sale. This property presents a great opportunity for buyers looking to renovate and add value. With a functional floor plan and generous living areas, it offers a solid starting point for updates and improvements. The layout provides flexibility to reimagine the space to suit your needs and design preferences. Spacious rooms allow for creative customization throughout. The kitchen area offers ample space to redesign and enhance. Bedrooms are well sized and provide potential to create comfortable retreats. There is opportunity to refresh both the interior and exterior to maximize appeal. Outdoor space allows room for landscaping or additional enhancements. Ideal for investors or buyers seeking a renovation project. Schedule your showing today and explore the possibilities.

125 Edgewater Drive, Winter Haven

$235,000

2 Beds ⋅ 2 Baths ⋅ Traditions Phase 1 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gently used. ***Please note that the chandeliers and corner hanging lamps do not convey with the sale.**** Residents of this active retirement community enjoy a wide range of amenities, including fishing, a pool and spa, card room, billiards room, social events, fitness center, cable, internet, front lawn maintenance, irrigation, boat dock access (for an additional fee), and boat slips. Don’t miss this opportunity to own your own piece of Florida paradise!

3363 Livingston Way, Winter Haven

$284,950

3 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. SELLER INCENTIVE – 2/1 MORTGAGE RATE BUYDOWN AVAILABLE! Buy this home and enjoy lower mortgage payments for the first two years! The seller is offering help toward a temporary mortgage rate buydown that may lower your monthly payments. This offer is subject to buyer qualification, lender approval, loan guidelines, and agreed-upon terms. 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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$232,490

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

3349 Costello Circle, Winter Haven

$259,900

4 Beds ⋅ 3 Baths ⋅ Crystals Landing SubDv. ⋅ 33884 Zip Code

4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) which reduces the electrical expense, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

511 Marcia Loop, Winter Haven

$265,000

Ida Lake Sub SubDv. ⋅ 33881 Zip Code

THIS PROPERTY HAS AN LCC LAND USE WITH POLK COUNTY. MANY POSSIBILITIES INCLUDING LIGHT INDUSTRIAL AND/OR MIXED USE RESIDENTIAL. WOULD BE GREAT FOR BUSINESS/RESIDENTIAL OR LIGHT INDUSTRIAL USE. SELLER FINANCING AVAILABLE, OR POSSIBLE LEASE OPTION

2844 Lake Alfred Road, Winter Haven

$287,500

4 Beds ⋅ 2 Baths ⋅ Emily Estates SubDv. ⋅ 33884 Zip Code

Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bath,stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build. You will love the light and bright open-concept floor plan, which perfectly channels natural sunlight across the spacious main living areas. The kitchen is a chef's delight, boasting ample cabinet and counter space, a convenient breakfast bar, and durable ceramic tile flooring throughout for effortless maintenance. Step outside in the backyard with endless possibilities—perfect for a playground, hosting weekend BBQs, or simply relaxing in the Florida sunshine. Nestled in a fantastic, quiet neighborhood just minutes from premier shopping, dining, and the excitement of Legoland, this turnkey home offers the perfect blend of comfort and convenience. schedule your tour today!

1864 Emily Drive, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Lake Deer SubDv. ⋅ 33880 Zip Code

PRE-FORECLOSURE - 3 Bedroom/2 Bath Home in a gated community. The home needs cosmetic work and some appliances. If you're looking for a project this is the ideal home to work with. This home has an ASSUMABLE MORTGAGE with a fixed interest rate. Come see this home today!

200 Black Skimmer Lane, Winter Haven

$285,000

2 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.

21 Casarena Court, Winter Haven

$260,000

3 Beds ⋅ 2 Baths ⋅ Peace Creek Reserve SubDv. ⋅ 33884 Zip Code

***SELLER INCENTIVE! Seller offering $3,000 credit to buyer that can be used toward closing costs or interest rate buy-down.*** Welcome home to this beautifully maintained 3-bedroom, 2-bath residence in the desirable Peace Creek Reserve community of Winter Haven! This inviting home features an open, split-bedroom floor plan with plenty of natural light and modern finishes throughout. The kitchen offers ample counter space, stainless steel appliances, and a breakfast bar that overlooks the spacious living and dining areas perfect for entertaining. The owner’s suite provides a peaceful retreat with a private bath and generous closet space. Step outside to enjoy your fully fenced backyard ideal for pets, play, and outdoor gatherings. Additional highlights include a two-car garage, covered entry, and a convenient location near shopping, dining, and top-rated schools. Don’t miss the chance to make this move-in ready gem your new home!

2307 Scarlet Avenue, Winter Haven

$249,900

4 Beds ⋅ 2 Baths ⋅ Dugger Rep SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. ***THIS IS AN UNAPPROVED SHORT SALE TRANSACTION*** Spacious 4/2 with a duplex layout. an impressive 12,000sqft+ lot that includes a covered back patio, nice sized pool, and detached garaged. Property needs new roof, pool work, and a variety of other repairs throughout the property. Tenant occupied. 24hr notice needed

116 Hampden Road, Winter Haven

$247,500

Millers Lndg 3 SubDv. ⋅ 33884 Zip Code

NEW PRICE POINT!!! HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7376 Bent Grass Drive, Winter Haven

$247,500

Millers Lndg 3 SubDv. ⋅ 33884 Zip Code

JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7374 Bent Grass Drive, Winter Haven

$299,000

3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Beautiful modern single-family home in Winter Haven, offering an excellent opportunity for homeowners or real estate investors. This residence features spacious living areas, a modern kitchen, abundant natural light, and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, the property provides easy access to boating, fishing, and outdoor recreation. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this home offers convenient access to the area’s amenities and entertainment. Currently tenant-occupied and generating $1,850 in monthly rental income, with a lease in place through August 31, 2027. An attractive opportunity for investors seeking a property with an established tenant and a contractual rental term already in place. Schedule your showing in advance.

757 Reggie Road, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Maud Meadows SubDv. ⋅ 33881 Zip Code

Price reduced to $225,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.

1740 2nd Street Ne, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code

HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain of Lakes access! Community offers a pool and is just a short walk to the lake. This community also offers a community dock so bring your poles. Conveniently located near HWY 27, I-4, and HWY 60. Approx. 6 miles to LEGOLAND, 4 miles to Winter Haven Hospital & Publix, and 6 miles to Winter Haven Regional Airport. Furnishings negotiable (TVs do not convey). Schedule your showing today—don’t miss this opportunity!

3843 Eloise Estates Court, Winter Haven

$220,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp white cabinets, and a classic white subway tile backsplash, along with a convenient counter-height breakfast bar for casual dining. With significant updates including a new roof, air conditioner, and water heater all installed in 2022, this home offers peace of mind for future years. Enjoy the ease of laundry access off the carport and relax in the privacy of the fenced backyard. With a one-car carport and a warm, welcoming ambiance, this home is a delightful find for anyone seeking a cozy retreat.

602 Taylor Boulevard, Winter Haven

Browse All Winter Haven FL Between $200K - $300K Properties for Sale

Between $200K - $300K Winter Haven Real Estate

How much is your home worth?

How much is your home worth?