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2021 Canton Park Drive, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ S5158103 MLS ⋅ Maronda BLDG.
"PROFESSIONAL PHOTOS COMING SOON." Welcome to 2021 Canton Park, a charming 3-bedroom, 2-bathroom home in Winter Haven. This inviting property offers a comfortable and functional floor plan, with well-proportioned living spaces that make everyday living and entertaining easy. The kitchen provides a practical space for preparing meals and gathering, while the bedrooms offer comfortable accommodations for family, guests, or a home office. Enjoy the convenience of being located in Winter Haven, with easy access to shopping, dining, schools, parks, and major roadways. Whether you are looking for a primary residence, a second home, or an investment opportunity, this property offers a great opportunity to own in Central Florida.

2021 Canton Park Drive, Winter Haven
222 Cloverdale Road, Winter Haven
$300,000
3 Beds ⋅ 3 Baths ⋅ O6450168 MLS
222 Cloverdale Rd is a one-story Winter Haven home built in 2005, with vaulted ceilings, an open kitchen-to-living layout, and a covered screened patio overlooking a broad backyard. The kitchen’s long breakfast bar faces the living room, providing space for casual meals while keeping the cooking area connected to the main gathering space. A breakfast nook and a distinct dining area provide additional places for a table. Sliding glass doors extend the living room onto the screened patio, a sheltered setting for morning coffee or meals outdoors, with open lawn beyond. A separate room behind glass-paneled double doors provides space for a desk or hobbies while maintaining separation from the main living area. The primary bedroom includes an adjoining bathroom with double sinks, a soaking tub, and a separate shower. White fencing borders the backyard, and an attached garage provides enclosed parking. Included 100-Day Home Warranty with buyer activation

222 Cloverdale Road, Winter Haven
2433 Avenue F Nw, Winter Haven
$294,997
3 Beds ⋅ 2 Baths ⋅ S5159213 MLS ⋅ N/A BLDG.
Virtually Staged. One or more photo(s) was virtually staged. VACANT AND READY FOR IMMEDIATE OCCUPANCY! Built in 2022, this attractive single-story home offers three bedrooms, two full bathrooms, a functional open layout and a two-car garage. The modern kitchen features granite countertops and a complete appliance package, while durable vinyl flooring makes everyday maintenance easy. Additional highlights include central air conditioning, a paver driveway, public water, a private septic system and no HOA. Conveniently located near shopping and dining along Havendale Boulevard, downtown Winter Haven, Winter Haven Hospital, Polk State College, local schools and the city’s popular Chain of Lakes, parks and recreational trails. Move-in ready and easy to show—schedule your private tour today!

2433 Avenue F Nw, Winter Haven
714 Avenue O Se, Winter Haven
$359,900
5 Beds ⋅ 2 Baths ⋅ O6443591 MLS
Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven
1578 Marshall Road Sw, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ P4940060 MLS ⋅ 1578 BLDG.
TOWNHOUSE 2 BEDROOM 1.5 BATHROOM NEAR DOWNTOWN WINTER HAVEN. FEATURES DOWNSTAIRS LIVING AREAS WITH KITCHEN AND 1/2 BATHROOM, WITH LAMINATE & CERAMIC TILE FLOORS. SLIDING GLASS DOORS OFF LIVING ROOM OPENS UP TO SCREEND-IN-PORCH, WITH ACCESS TO FENCED IN BACK YARD. UPSTAIRS FEATURES; 2 LARGE BEDROOMS WITH FULL BATHROOM WITH TUB'SHOWER & SKYLIGHT, HIS & HER CLOSETS. THIS TOWNHOUSE COMES WITH A 2 CAR GARAGE AND PRIVATE FRONT PATIO AREA.

1578 Marshall Road Sw, Winter Haven
606 Pavare Court Unit 606, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ L4965031 MLS ⋅ Bay BLDG.
2 Bedroom/2 Bathroom downstairs Condo in Orchid Springs. Laminate flooring throughout. Kitchen with gas stove, stackable washer/dryer, and pass thru window to Dining area. Primary Bedroom has a walk in closet. Close to shopping, Legoland, and minutes to HWY 27. Call today for an appointment to view.

606 Pavare Court Unit 606, Winter Haven
7158 Summit Place, Winter Haven
$285,000
4 Beds ⋅ 2 Baths ⋅ P4939488 MLS
R E D U C E D !!! PRICED BELOW APPRAISAL, GREAT FLOOR PLAN AND GREAT POTENTIAL, CONVENIENT SE LOCATION TO SHOPPING, RESTAURANTS AND EASY ACCESS TO HWY 27 TO HEAD NORTH TO ORLANDO-DISNEY OR SOUTH TO LAKE WALES. THIS SPLIT FLOOR PLAN HAS 3 BEDROOMS AND BATH OFF THE FAMILY ROOM AND THE PRIMARY IS LOCATED OFF THE FORMAL DINING ROOM. ENTER INTO THE THE FORMAL LIVING ROOM. THE SELLER HAD STARTED REFRESHING THIS HOME AND HAS ALMOST NEW CARPETING , SOME LIGHT FIXTURES, CEILING FANS AND SOME FRESH PAINT. TLC IS NEEDED TO COMPLETE. THE APPLIANCES ARE IN AS IS CONDITION AND HAVE BEEN MOVED TO THE GARAGE.

7158 Summit Place, Winter Haven
3319 Avenue U Nw, Winter Haven
$145,000
2 Beds ⋅ 1 Baths ⋅ S5152821 MLS
Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven
154 2nd Street Sw Unit Unit 7, Winter Haven
$495,000
2 Beds ⋅ 3 Baths ⋅ L4961765 MLS ⋅ Raingarden Condominium BLDG.
Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.

154 2nd Street Sw Unit Unit 7, Winter Haven
1100 Carefree Cove Drive, Winter Haven
$200,000
3 Beds ⋅ 2 Baths ⋅ O6407265 MLS
Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation

1100 Carefree Cove Drive, Winter Haven
1502 Ne Buckeye Road Ne Unit 2, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ O6389762 MLS ⋅ Clusters BLDG.
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven