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$325,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Un #16 SubDv. ⋅ 33880 Zip Code
Enjoy Florida living with your own private pool and plenty of space to spread out in this recently remodeled 3-bedroom, 2-bathroom Winter Haven home. Inside, the spacious floor plan offers an open main living area where the family room, dining space, and kitchen flow together, creating a comfortable setting for both everyday living and entertaining. Recent updates throughout give the home a fresh, updated feel, including new flooring throughout. The updated kitchen features brand-new cabinets and countertops, stainless steel appliances, and a large island that provides generous prep space and additional seating. One of the home's standout features is the additional flex room, giving you even more room to make the home work for your lifestyle. Use it as a second living area, game room, home office, playroom, or entertainment space. Sliding glass doors fill the room with natural light and open directly to the covered patio, extending the living space outdoors. The primary bedroom features its own private bathroom and closet, while two additional bedrooms and a second full bathroom provide flexibility for family, guests, or a home office. The neutral interior and open layout make the home feel bright and inviting while offering plenty of possibilities for personalizing each space. Step outside to your own private backyard retreat featuring a remodeled pool with new tile and a freshly painted pool deck, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. The covered patio extends the living space outdoors and provides a great spot for dining or unwinding by the pool. With plenty of surrounding backyard space, there's room to enjoy sunny afternoons by the water or relax beneath the covered patio. With a recently remodeled interior, updated kitchen, new flooring, remodeled pool, multiple living spaces, a flexible floor plan, and indoor-outdoor living, this Winter Haven home brings together the space and features that make everyday Florida living easy to enjoy.

205 Fern Road, Winter Haven
$900,000
2 Beds ⋅ 3 Baths ⋅ Lake Eloise Sub SubDv. ⋅ 33884 Zip Code
Major Price Reduction .....Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Imperial Villas SubDv. ⋅ 33880 Zip Code
Welcome to easy Florida living in desirable Imperial Villas! This well maintained 2 bedroom, 2 bath villa offers a bright, open layout with a comfortable flow. Roof Replaced 2020. The spacious primary suite includes a walkin closet and private bath, and the screened lanai is perfect for morning coffee or relaxing in the evening. Enjoy the heated community pool and a low maintenance lifestyle, with the HOA covering water, sewer, trash, and exterior maintenance. Conveniently located near Lake Howard, shopping, dining, and downtown Winter Haven, this home blends comfort and convenience. Schedule your private showing today.

345 24th Street Nw Unit 1, Winter Haven
$369,900
3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Forest Ridge SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home in Forest Ridge, offering a great floor plan that feels bright and spacious! The split-bedroom layout provides privacy and flexibility, while the inviting kitchen features an eat-in area and breakfast bar, making it perfect for everyday living and entertaining. A separate laundry room adds convenience, and the home also features ceiling fans throughout. Step outside to the screened lanai overlooking a large, private, fully fenced backyard—an ideal space for relaxing, entertaining, or enjoying the outdoors. The home also features a new roof installed in 2025 and custom-fitted hurricane shutters for each window, designed for easy installation when needed for storm protection. Enjoy the best of both worlds in Forest Ridge—a quiet neighborhood setting with convenient access to Highway 27 and I-4. Shopping, dining, schools, and the many attractions of Central Florida are all within easy reach. Add in the spacious layout and large private backyard, and you have a home that offers both comfort and convenience. This home is move in ready and waiting for the new owner.

5621 Forest Ridge Drive, Winter Haven
$299,000
3 Beds ⋅ 2 Baths ⋅ Saxon Myers Rep Ph 2 SubDv. ⋅ 33881 Zip Code
Affordable pool home with NO HOA in the heart of Winter Haven! Welcome to 133 Rebecca Drive NE, a move-in-ready 3 bedroom, 2 bath home offering a private screened saltwater pool, important updates, comfortable living spaces, and an impressive combination of features and value. If you've been searching for an affordable Central Florida home where you can enjoy the Florida pool lifestyle right in your own backyard, this one deserves a closer look. Inside, the spacious main living area features attractive porcelain tile flooring, a vaulted ceiling, and a gas fireplace, creating a comfortable gathering space for everyday living and entertaining. The adjoining dining area provides direct access to the pool and outdoor living area, while the kitchen features clean white cabinetry, beautiful granite countertops, plenty of storage, and a full suite of included appliances. The desirable split-bedroom layout includes two comfortably sized guest bedrooms and a spacious primary suite with an en-suite bath and generously sized walk-in closet. Both bathrooms have been updated, including a beautifully renovated primary bath with a custom walk-in shower. Step outside and imagine weekends filled with pool time, grilling on the back deck, entertaining friends and family, and enjoying the Florida sunshine. The large screened outdoor living area features a private saltwater pool, plenty of deck space for lounging, dining, and grilling, plus a covered area where you can relax in the shade. Start the morning with coffee by the pool, spend a sunny afternoon in the water, then fire up the grill for dinner and enjoy a warm Florida evening at home. This is the kind of outdoor space that makes it easy to enjoy everything the Florida lifestyle is all about. Beyond the pool enclosure, the fully fenced backyard provides additional usable yard space with plenty of potential for landscaping, a vegetable garden, or your own collection of Florida fruit trees. An included storage shed provides convenient space for lawn and gardening equipment while keeping the two-car garage free for vehicles and additional storage. Major improvements include a NEW A/C system in 2025, all new double-pane windows and sliding glass door in 2021, a 2017 roof, newer front door, rain gutters and low utility bills. Best of all, there is NO HOA! Located in the heart of Winter Haven, you're convenient to downtown Winter Haven, Polk State College, shopping, dining, medical facilities, and recreation. Winter Haven's central location between Tampa and Orlando also puts theme parks, international airports, beaches, professional sports, and some of Central Florida's best entertainment within reach.

133 Rebecca Drive Ne, Winter Haven
$369,900
4 Beds ⋅ 3 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code
Welcome to 3035 Buckeye Point Drive, a beautifully refreshed pool home located in the desirable Buckeye Pointe community of Winter Haven. Offering 4 bedrooms, 3 bathrooms, and approximately 2,070 square feet of living space, this spacious home combines a functional layout, modern updates, and the Florida lifestyle buyers are looking for. The home has been freshly repainted inside and out, featuring a modern light gray exterior with crisp trim and a refreshed interior with light gray walls and bright trim throughout. The fresh finishes create a clean, updated, and move-in-ready feel from the moment you arrive. Inside, you'll find high ceilings and a spacious floor plan with plenty of room for everyday living, entertaining, family, and guests. Step outside to your private screened-in pool and enjoy your own backyard retreat—perfect for relaxing, entertaining, or enjoying Florida weather year-round. Located in Winter Haven, Buckeye Pointe offers convenient access to shopping, dining, schools, medical facilities, recreation, and major roadways connecting you throughout Central Florida. Whether you're looking for a primary residence, vacation home, or investment opportunity, this updated 4-bedroom, 3-bath pool home offers an excellent combination of space, comfort, location, and value. Don't miss the opportunity to make 3035 Buckeye Point Drive your own!

3035 Buckeye Pointe Drive, Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 112 Terrace Dr. in Winter Haven! Offering 2,091 square feet under roof, this beautifully refreshed three-bedroom, two-bathroom home is move-in ready and packed with updates throughout. From the moment you arrive, you’ll notice the upgraded landscaping, freshly painted exterior, new metal roof, and convenient covered carport. Step inside to a bright, welcoming interior featuring fresh paint, new flooring and baseboards throughout, new blinds, and upgraded lighting for a clean, modern finish. The kitchen is ready for everyday living and entertaining with solid-surface countertops, new appliances, and plenty of functionality, while the indoor laundry room located just off the kitchen adds extra convenience. The spacious primary bedroom features a true private en suite, while both bathrooms have been refreshed with updated finishes. Two additional bedrooms provide plenty of flexibility for family, guests, or a home office. Out back, the fully fenced yard offers plenty of room to spread out, entertain, grill, or create your own outdoor retreat. Whether hosting friends and family or simply enjoying a quiet Florida evening, there’s plenty of space to make it your own. With a NEW ROOF, updated interior and exterior finishes, new appliances, covered parking, and a spacious fenced backyard, 112 Terrace Dr. delivers an impressive combination of updates, space, and value. Schedule your private showing today and come see everything this Winter Haven home has to offer!

112 Terrace Drive, Winter Haven
$198,900
2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven
$510,000
6 Beds ⋅ 4 Baths ⋅ Harrington A B Subdiviosion SubDv. ⋅ 33881 Zip Code
Newly Built Duplex in Winter Haven! This beautiful duplex features two spacious units, each offering 3 bedrooms and 2 bathrooms. Brand-new construction with modern finishes and a functional layout. The fully paved driveway maximizes parking for both units, providing ample space and convenience for residents and guests. Great opportunity for investors or owner-occupants seeking rental income. Conveniently located with easy access to shopping, dining, schools, and major roadways.

302 Avenue P Nw, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
Welcome to your Home Sweet Home in Winter Haven, Florida! This 3-bedroom, 2-bath gem sits in the desirable Orchid Springs community, offering 1,571 sq. ft. of living space that's freshly painted inside and ready to move into. You'll notice the difference the moment you walk in. Bright, clean walls throughout give the whole home a crisp, updated feel. The layout flows easily between the living room, dining area, and kitchen, so you're never far from the action whether you're cooking, entertaining, or just hanging out. The kitchen has plenty of cabinet space and all the appliances you need, and the living room offers plenty of room to spread out and relax. The primary suite offers its own private retreat with an attached bath. Here's a bonus: there's an enclosed bonus space in the back of the home that works great as a 4th bedroom, home office, or flex room, giving you extra square footage you can make your own. Out back, you've got a patio surrounded by its own wall and enclosed with a screen, so you get real privacy while you enjoy your morning coffee or unwind after work. No nosy neighbors, no bugs, just your own outdoor space. Add in the 2-car garage for parking and storage, and this home checks a lot of boxes. Living in Orchid Springs also means access to the community pool and clubhouse, and the HOA even covers your lawncare, so you can enjoy a well-kept yard without lifting a finger. You're also close to shopping, dining, medical offices, Cypress Gardens Blvd, and US-27, so everything you need is within easy reach. Ready to call this your home? Reach out today to schedule your private tour!

271 Mariposa, Winter Haven
$315,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven
$215,000
2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code
This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION! Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven
$450,000
3 Beds ⋅ 3 Baths ⋅ Lake Thomas Woods Eighth Add SubDv. ⋅ 33880 Zip Code
Welcome to this spacious 3-bedroom, 2.5-bath home offering 2,352 square feet of living space on a generous .33-acre lot tucked away on a quiet cul-de-sac. Designed for both comfortable everyday living and entertaining, this home offers plenty of space inside and out. One of the standout features is the massive bonus room with its own private entrance and an impressive feature wall complete with a waterfall—perfect for a game room, home office, media room, entertaining space, or whatever fits your lifestyle. The kitchen features solid wood cabinetry, granite countertops and plenty of workspace, while the separate dining room provides the perfect setting for meals and gatherings. A large living room, tray ceilings and tile flooring throughout add to the home's spacious feel. The primary suite includes a cedar-lined walk-in closet and an ensuite bath with a walk-in shower. Two additional bedrooms and 1.5 additional baths provide plenty of room for family and guests. Step outside and you'll quickly see why the backyard may become your favorite part of the home! Enjoy the recently resurfaced saltwater pool, expansive lanai and covered 14' x 14' pavilion—ideal for grilling, entertaining or simply relaxing by the pool. Paved walkways and decking surround the property, creating multiple outdoor spaces to enjoy. With over a third of an acre, a cul-de-sac location, a saltwater pool, incredible bonus room and more than 2,350 square feet of living space, this home offers a combination of space, character and indoor/outdoor living that's ready for its next owner. **Listed $5,000 below Appraisal Value**

205 Thomas Court, Winter Haven
$174,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Just bring your personal belongings for this fully furnished home. Officially it is 2 bedrooms, 2 bath home however the front room could be converted to a 3 bedroom just add a closet. Wonderful club house, a inground community pool and a pond stocked with fish with a low monthly fee of $65.00/month. 55 plus age requirement of one of the buyers in this community of Garden Grove Oaks. You own your land and you can file homestead making your taxes very low. Kitchen is very user friendly with updated appliances. In fact, the dishwasher and refrigerator are still under warranty. All the carpet was replaced with laminate. This home has a workshop/hobby room in the shed with another storage area and a private back yard screened porch with vinyl windows. Conveniently located to medical facilities, shopping, restaurants and major highways leading to Lake Wales, Haines City, Orlando and Tampa.

6086 Southern Oaks Drive, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to 573 Lucerne Blvd, a well-maintained single-story home offering 4 bedrooms and 2 bathrooms with a comfortable layout designed for everyday living. Recent improvements provide added peace of mind, including an HVAC system installed in 2018, updated flooring in the main living areas in 2018, interior paint completed in 2019, and exterior paint refreshed in 2024. The single-level floor plan offers flexibility and convenience, making this home a great opportunity for a variety of buyers. This is a short sale and is not lender approved. All terms and conditions of the sale, including the final purchase price, are subject to lender approval. Buyer and buyer’s agent are responsible for conducting their own due diligence.

573 Lucerne Boulevard, Winter Haven
$359,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Welcome to The Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This beautifully designed new construction home features 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,905 square feet of thoughtfully designed living space. There is a natural ease to this home, from the open-concept layout to the thoughtfully selected finishes, creating the perfect balance of comfort, style, and functionality. At the heart of the home, the designer kitchen features a stunning full waterfall island, 42-inch cabinets with crown molding and additional storage, stainless steel appliances, and a spacious walk-in pantry. The open living and dining areas flow seamlessly to the covered lanai, making it ideal for both everyday living and entertaining. Premium features throughout the home include: Upgraded 8-foot interior doors Luxury vinyl flooring throughout the main living areas Floor-to-ceiling porcelain tile in the shower and tub surrounds Blinds included on all windows Dedicated laundry room Covered outdoor living space For added convenience and peace of mind, this home also includes a Smart Home Package featuring a Smart Lock, Video Doorbell, Smart Thermostat, and Security Alarm System, along with a 2-10 Home Buyers Warranty. Residents of Residences at Winter Haven enjoy low HOA fees of just $225 per quarter, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Conveniently located near Lake Shipp Elementary School, Westwood Middle School, and Lake Region High School, this community also offers easy access to shopping, dining, healthcare, and major roadways. Offered at $349,900, this exceptional home combines quality craftsmanship, premium finishes, and modern living in one of Winter Haven's most desirable new home communities. Schedule your private showing today!

2145 River Hawk Loop, Winter Haven
$398,000
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
One or more photos have been virtually staged. HALF ACRE LOT WITH NO HOA!!!! Welcome to this well maintained home on a spacious .53 acre lot. . This home offers the Primary Bedroom and full bathroom downstairs with two bedrooms and full bathroom upstairs. Featuring A NEW ROOF, vinyl floor planks throughout the downstairs, NEW carpet in bedrooms, BEAUTIFUL new flooring upstairs AND NEW vanity's in both bathrooms. The kitchen has wood cabinet's with soft close drawers and doors and newer stainless appliances. A versatile bonus room adds flexible space for a playroom, additional family room or an office. With the freedom of an LARGE lot it’s perfect for outdoor living or parking a boat or RV but still close to restaurants and grocery stores. Don’t miss the opportunity to make this yours!

5838 Old Bartow Eagle Lake Road, Winter Haven
$114,995
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets and additional storage, creating the perfect space for showcasing your favorite pieces and hosting family and friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven
$297,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, Winter Haven
$150,000
4 Beds ⋅ 2 Baths ⋅ Haven Homes SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. This 4-bedroom, 2-bathroom home sits between Lake Howard and Lake Deer in one of Winter Haven's most lake-accessible neighborhoods. Located near the Lake Howard public boat dock, you'll enjoy easy access to Winter Haven's sought-after chain of lakes. The property is not in a flood zone and is priced to reflect a full renovation, making it a straightforward opportunity for buyers ready to invest in a location that's already working in their favor. Five minutes from historic downtown Winter Haven, you're within easy reach of local restaurants, shops, and year-round community events. Solar panels to be paid off at close.

2207 Avenue B Nw, Winter Haven
$50,000
Leslie J A Sub SubDv. ⋅ 33880 Zip Code
Really nice residential lot for sale close to all major attractions. A must see to appreciate value and area. All utilities are next door.

138 1st Eloise Street, Winter Haven
$209,900
Osprey Estates SubDv. ⋅ 33884 Zip Code
OSPREY ESTATES IS A SMALL, GATED COMMUNITY LOCATED IN BEAUTIFUL SE WINTER HAVEN, FLORIDA. THE COMMUNITY HAS A TOTAL OF FOUR LOTS--THREE HAVE UPSCALE RESIDENCES AND THIS IS THE LAST ONE AVAILABLE. THE LOT IS .75 ACRE. THIS LOCATION IS CLOSE TO SHOPPING, MULTIPLE RESTAURANTS, LEGOLAND AND BOTH TAMPA AND ORLANDO. HOA REQUIRES A MINIMUM 3,500 SQ FEET OF LIVING AND A MAXIMUM 5,500 SQ FEET OF LIVING--ALSO THE NEW BUILD MUST HAVE A THREE-CAR GARAGE. THERE IS A WELL ON THE PROPERTY FOR IRRIGATION.

Eloise Loop Road, Winter Haven
$429,900
4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code
This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected. One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. For added peace of mind, the seller will have a NEW ROOF installed before closing. Come experience the space, charm, and possibilities that make this home truly special.

4734 Monterey Drive, Winter Haven
$329,900
4 Beds ⋅ 2 Baths ⋅ Hamilton West Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to 312 Towhee Road, where space, value, and peace of mind come together! This beautifully maintained 4-bedroom, 2-bath home with a 2-car garage sits on an impressive nearly half-acre lot in Winter Haven. At $329,900, this is a fantastic opportunity for buyers looking for a move-in-ready home with plenty of room to enjoy. Inside, you’ll find new luxury vinyl plank flooring throughout, creating a clean, modern look that is both attractive and easy to maintain. The open floor plan provides plenty of room for everyday living and entertaining. The fourth bedroom features French doors, making it equally useful as a home office, den, study, playroom, or guest room. The spacious lot gives you room to spread out, whether you envision a pool, outdoor entertaining area, garden, play space, or simply want the privacy and elbow room that is hard to find on today’s typical residential lots. Additional peace of mind comes with a new roof and newer A/C (2025). Conveniently located near shopping, dining, major roadways, and everything Winter Haven has to offer. The listing agent is also the owner, providing buyers with a direct line to the property owner throughout the transaction. Nearly 1/2 acre. 4 bedrooms. 2 baths. 2-car garage. New flooring. New roof. New A/C. Move-in ready. $329,900. Don’t miss this opportunity—schedule your private showing today!

312 Towhee Road, Winter Haven
$225,000
3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code
Virtually Staged. Step into this charming 3-bedroom, 2-bath Winter Garden gem, offering comfort, convenience, and the Florida lifestyle buyers love. The well-appointed kitchen features stainless steel appliances and abundant cabinetry, creating a functional and inviting space for cooking and gathering. Enjoy year-round relaxation in the enclosed patio, perfect for morning coffee, quiet evenings, or entertaining friends. A 1-car carport adds everyday convenience and covered parking. All of this is set in a prime Winter Garden location, placing you moments from shopping, dining, entertainment, and all the vibrant amenities this sought-after area has to offer. Homes with this blend of location, lifestyle, and value don’t last. Make your move before this one slips away.

1804 Avenue Q Sw, Winter Haven
$365,000
3 Beds ⋅ 2 Baths ⋅ College Grove Rep SubDv. ⋅ 33881 Zip Code
Welcome to 238 College Grove Circle NE in Winter Haven, FL! This stunning 3-bedroom, 2-bathroom home offers 1,834 square feet of light-filled living space that feels like it was plucked straight from the pages of Southern Living Magazine. Nestled in a well established neighborhood, this property delivers incredible curb appeal and everyday convenience. It’s just walking distance to Lake Elbert and the Polk State College (Winter Haven Campus). Step through the welcoming foyer, complete with a coat closet, and take in the home's open, airy atmosphere highlighted by energy-efficient LED lighting and an abundance of natural windows. The cozy living room is the heart of the home, boasting upgraded wood flooring, soaring vaulted ceilings, integrated surround sound speakers, and a versatile fireplace that burns both gas and wood. The spacious kitchen is a chef’s dream with durable 20x20 tile flooring, tray ceilings, stainless steel appliances, a double stainless sink, an abundance of cabinet space for storage, a large walk-in pantry, a convenient workstation, and an integrated laundry area complete with a washer, dryer, refrigerator, gas stove, and gas furnace. When it’s time to unwind, retreat to the luxurious primary suite featuring plush carpet, a ceiling fan, a walk-in closet, dual vanity, and brand-new custom plantation shutters over sliding glass doors that frame an amazing view. The spa-like primary bathroom invites relaxation with a deep garden tub equipped with therapeutic jets and a separate tiled walk-in shower with sleek glass doors. Two additional spacious bedrooms—one with rich wood floors and a charming window seat with built-in storage, and the other with ultra-plush padded carpet and both include ceiling fans and generous walk-in closets, accompanied by a beautifully appointed guest bathroom with a decorative vanity, tiled flooring, tub/shower combo, and a bright natural window. Transitioning outdoors, a dedicated dining area off the kitchen features elegant French doors opening to a fully tiled, enclosed lanai complete with integrated speakers. Step outside into your private backyard retreat, framed by mature landscaping, rain gutters, and a full perimeter fence for ultimate privacy. Here, a sparkling pool and an expansive deck designed for sunny lounge chairs and umbrellas set the stage for an unbeatable Florida outdoor lifestyle!

238 College Grove Circle Ne, Winter Haven
$149,000
2 Beds ⋅ 2 Baths ⋅ Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. ⋅ 33880 Zip Code
Virtually Staged. This is 55+ living at its best! Fully renovated with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven
$325,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code
Charming 2-bedroom, 2-bath third floor unit located in a peaceful, well-kept 55+ community tucked away from the main road. This spacious condo features an open floor plan with a large living room, dining area, and kitchen, perfect for entertaining. Enjoy your morning coffee or unwind at the end of the day lounging in the beautiful Florida room overlooking a serene lagoon. Additional perks include easy access to the elevator and on-site laundry. The monthly condo fee includes the use of the clubhouse and community pool, gas, water, trash, cable, internet, pest control, and exterior & grounds maintenance. Call us Today.

100 El Camino Dr Unit 309, Winter Haven