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$949,000
4 Beds ⋅ 3 Baths ⋅ Otis Heights Sub SubDv. ⋅ 33880 Zip Code
Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a private resort with expansive lawns, mature shade trees, flourishing fruit trees, and enchanting garden spaces. The 3,083 sq ft main home is filled with character and unique architectural details, complemented by a 400 sq ft in-law suite ideal for guests or multi-generational living. From sunrise views over the water to afternoons spent swimming, fishing, or enjoying watersports, every day feels like a vacation. The outdoor spaces are perfect for elegant entertaining or relaxed family fun. Centrally located near Disney, Legoland, beaches, and premier sporting attractions, this home offers the best of Florida living with convenience to world-class destinations. A rare opportunity to own a distinctive lakefront property that blends luxury, charm, and unforgettable experiences. Call for your private showing today!

694 Lake Otis Drive Se, Winter Haven
$249,900
3 Beds ⋅ 2 Baths ⋅ Inwood Area SubDv. ⋅ 33880 Zip Code
Welcome to this meticulously maintained 3 bedroom, 2 bathroom home featuring two versatile bonus rooms—offering plenty of space for a home office, playroom, guest space, or whatever fits your lifestyle! The spacious kitchen features beautiful newer wood cabinetry and a cozy breakfast nook, creating a warm and inviting space for everyday meals. The generously sized living room flows into a separate dining room, which conveniently leads into the kitchen—perfect for both everyday living and entertaining. Step outside and discover even more living space on the large screened-in patio, ideal for relaxing with your morning coffee or hosting friends and family. The fully fenced backyard provides privacy and plenty of room to play or entertain guests. A spacious shed with electricity and water offers additional storage or workspace options. Major updates include a 2016 roof and 2015 A/C, giving you added peace of mind. Nestled in a quiet neighborhood yet conveniently located near dining, shopping, parks, and recreational opportunities, this home offers the perfect combination of comfort, space, and convenience. Priced to sell quickly! Don’t miss your opportunity to make this wonderful home yours. Call today to schedule your private tour before it’s gone!

695 22nd St Nw, Winter Haven
$379,900
3 Beds ⋅ 1 Baths ⋅ Sunset Park Pb 21 Pg 46 SubDv. ⋅ 33880 Zip Code
Step back in time with this charming 3-bedroom, 1-bath historic gem, offering timeless character paired with modern updates. Situated on a large, nearly half-acre lot just a short stroll from Lake Howard and vibrant downtown shops and restaurants, this property delivers the ultimate blend of classic style and convenience. The stunning 3-bedroom 1 bath home offers 1,538 sq ft of living space plus Easy pull-down stairway leading to the upper level with Dedicated zoned AC already installed in the attic. Ready to be finished into an extra bedroom, office, or loft. Warm and inviting living space featuring a cozy wood-burning fireplace opens into the large dining area just off the kitchen. Gorgeous original hardwood floors, 9-foot High Ceilings, original molding, and trim throughout. Upgraded modern Big-Chill Classic appliances with ice maker and water dispenser, a pot filler, Kelvinator refrigerator for easy access to cold drinks and a rare antique farmhouse high board/drainboard sink. Bonus Sunroom filled with natural light that leads out onto the spacious 7 x 25 ft Large, covered, and screened front porch for relaxing evenings or coffee in the morning. Brick-lined circular driveway with covered awning for convenient parking out of the weather and easy access straight into the kitchen. Stately brick lined Front walk, and front and back brick steps as well. Attached garage currently set up as a workshop, could possibly be converted back to a garage. Spacious, fenced backyard area safe for pets. Dedicated vegetable and herb garden space with a nearby potting shed. Newer Electrical Box, Newer Plumbing 2020, Newer AC 2020, Roof Replaced in 2025, Brick drive and walkway 2025. Sidewalks, streetlights and Marina nearby add to the amenities of this lovely area.

715 Ave C Sw, Winter Haven
$269,000
3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Welcome home to this 3-bedroom, 2-bath pool home in Winter Haven! Featuring a spacious and comfortable layout with plenty of room for everyday living and entertaining. Step outside to your private backyard pool, perfect for enjoying Florida’s year-round sunshine, relaxing after a long day, or simply unwinding in your own outdoor space. The backyard provides plenty of room to create your own private retreat. Conveniently located near shopping, dining, schools, and major roadways with easy access to everything Winter Haven and Central Florida has to enjoy. Come make this house your home and enjoy the Florida lifestyle!

153 Browning Cir, Winter Haven
$359,900
Asbury Park SubDv. ⋅ 33880 Zip Code
LOCATION! Exceptional opportunity to own a move-in-ready professional office building in the heart of Downtown Winter Haven's business district. Situated on a high-traffic, highly visible city street, this property offers outstanding exposure for businesses seeking a prominent location with excellent accessibility. Recently remodeled from top to bottom, the building features new flooring, new energy-efficient windows, fresh interior and exterior paint, an updated ADA-compliant restroom, a front accessibility ramp providing convenient entry for clients and visitors, and numerous additional improvements making it ready for immediate occupancy. The well-designed floor plan currently offers six private office suites, a welcoming reception/work area, and one ADA-compliant bathroom, providing flexibility for a wide variety of professional users. Ideal for real estate, medical, legal, insurance, title, accounting, financial services, consulting, or other professional office uses, this property is perfectly suited for both owner-users and investors alike. The exterior offers rear parking for approximately 5–8 vehicles, depending on the desired parking configuration, along with excellent street signage opportunities to maximize business visibility. Located in Flood Zone X and positioned just minutes from local government offices, restaurants, shopping, and the rapidly growing Downtown Winter Haven corridor, this property combines convenience, functionality, and long-term investment potential. Whether you're expanding your business, relocating your office, or adding a quality commercial asset to your portfolio, this is a rare opportunity to own a beautifully updated office building in one of Winter Haven's most desirable commercial locations.

334 1st Street S, Winter Haven
$75,906
2 Beds ⋅ 1 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
Adorable 2/2 pool home conviently located in Winter Haven. No HOA. All New Appliances. Indoor laundry with washing machine and dryer hook ups, new bathroo vanaties, new kitchen cabinets, fully fenced backyard and a screened-in pool.

2441 29th Street Nw, Winter Haven
$99,900
2 Beds ⋅ 2 Baths ⋅ Kenilworth Park SubDv. ⋅ 33881 Zip Code
*MULTIPLE OFFERS RECEIVED - PLEASE SUBMIT HIGHEST AND BEST OFFERS BY MONDAY, AUGUST 24th AT 2PM EST* CASH ONLY, INVESTORS SPECIAL! This adorable home has so much potential and a wonderful location near Lake Mirror and Lake Cannon in Winter Haven. Built in 1926, features such as wood flooring and a brick fireplace add to the historic charm of this bungalow. Repairs are needed, but this home is priced to sell - allowing for a great investment into a flip, rental or place to call home!

1825 16th Street Nw, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful and versatile home featuring a private detached mother-in-law suite with its own bedroom, bathroom, and full kitchen, perfect for extended family, guests, or additional living space. No HOA. The home offers a comfortable, functional layout with spacious living areas and plenty of room for everyone. The separate suite provides added privacy and flexibility, making this property an excellent choice for multi-generational living.

723 24th Street Nw, Winter Haven
$399,900
4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add SubDv. ⋅ 33880 Zip Code
This exceptional property offers a rare opportunity to live in one residence while renting the other to help supplement your mortgage payment. Conveniently located near hospitals, medical facilities, colleges, universities, shopping, dining, and major transportation routes, the property combines versatile living arrangements with everyday accessibility. Qualified buyers may be eligible for down payment assistance. Program eligibility, terms, and availability may vary; contact the listing agent for details. The primary residence has been completely renovated, offering a refreshed and inviting atmosphere throughout. Its open-concept design seamlessly connects the kitchen and dining areas, creating an ideal space for everyday living, entertaining and gathering with loved ones. The beautifully updated kitchen features sleek stainless steel appliances, elegant granite countertops, wood laminate, porcelain tile flooring and a functional layout that combines style and convenience. A covered front porch provides a shaded outdoor area for relaxing and enjoying the surroundings. The two residences have separate living areas with no interior access between them, offering added privacy and flexibility. The second residence offers stylish and comfortable living with durable porcelain tile flooring throughout. Its well-appointed kitchen features stainless steel appliances and elegant granite countertops, while the spacious layout includes two bedrooms and two bathrooms-providing flexibility and convenience for residents or tenants. The spacious backyard offers room for outdoor entertaining, gardening, recreation or future personalization. With no homeowners association, extensive renovations, newly constructed, and versatile use options, this property is well-suited for multigenerational living, an owner-occupant seeking rental income, or an investor looking for income-producing potential. Its location near hospitals and colleges adds convenience for healthcare professionals, faculty, medical personnel, and other nearby employees. Virtually staged images are for illustrative purposes only.

207 Avenue E Se, Winter Haven
$220,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to this charming Winter Haven property offering comfortable living spaces and a functional layout with plenty of potential. The home provides a great opportunity for those looking for a primary residence, first home, or investment property in a convenient Central Florida location. Enjoy easy access to shopping, restaurants, schools, parks, and major roadways, making everyday errands and commuting convenient. Located near Winter Haven’s many recreational attractions and lakes. It comes with all apliances and includes a fully renovated additional bathroom. New fence, new fan in all rooms. Whether you are looking for a place to call home or an investment opportunity, this property is worth a closer look. Schedule your showing today!

3462 Avenue T Nw, Winter Haven
$244,900
2 Beds ⋅ 2 Baths ⋅ Haven Grove Estates SubDv. ⋅ 33881 Zip Code
Solid and charming Mid-Century Ranch home in a quiet neighborhood just off of Lake Idylwild in vibrant and beautiful Winter Haven, Florida with no HOA! This two bedroom/two full bath home could easily be converted back to a three bedroom, as the original third bedroom was transformed into a formal dining area/office/den. The living room and hall have engineered hardwood floors. The kitchen has a built-in wall oven, gas cooktop, breakfast bar and an eat-in area. There is a spacious inside utility room with plenty of storage cabinets, washer & dryer, gas water heater, and utility sink. The two bedrooms have built-in closets and tile floors, and there are two full bathrooms with historic 4x4 tile and one shower has a Terrazzo floor! The enclosed back porch could easily be more living area with the addition of a mini-split or a simple wall unit. The back yard is fully fenced and has two large storage sheds. The front of the house has window awnings, a two-car carport with decorative wrought-iron support columns, and a wide brick driveway. The membrane roof is 2025, the electrical panel was upgraded in 2024, and the A/C condenser is 2010. This house is near the boat ramp on Lake Hartridge, one lake over on the fun Chain of Lakes. Haven Grove Estates is convenient to shops, groceries, restaurants, medical facilities, and all that the lovely downtown has, plus it is convenient to highways to the Tampa, Lakeland, and Orlando metropolitan areas for commuting ease. Call today to see this one!

2608 Trinity Circle Nw, Winter Haven
$69,900
1 Beds ⋅ 1 Baths ⋅ Havencrest Add SubDv. ⋅ 33880 Zip Code
* Investor Alert* Fixer upper located in the heart of Winter Haven. 1 Bed, 1 Bath with tons of potential. This could make for a great rental property or flip.

212 Avenue F Se, Winter Haven
$208,500
2 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code
PROPERTY IS BEING COMPLETED WITH RENOVATIONS. WELCOME TO THIS BEAUTIFULLY UPDATED HOME FEATURING STYLISH MODERN FINISHES AND IMPROVEMENTS THROUGHOUT. LOCATED IN THE INWOOD/WEST CANNON AREA. HOME IS A 2 BEDROOM/1 BATHROOM WITH 840SQFT. IMPROVEMENTS INCLUDE; ROOF, WINDOWS, DRYWALL, FLOORING, PLUMBING, ELECTRICAL, BATHROOM, KITCHEN, AND 3 MINI-SPLIT A/C UNITS. OUTSIDE THE PROPERTY FEATURES MATURE LANDSCAPING AND A COVERED CARPOT CONVENIENT FOR OFF-STREET PARKING. THE COVERED OUTDOOR AREA COULD ALSO BE USED FOR ENTERTAINING OR RELAXING. MINUTES FROM THE NEW PUBLIX AND SOON TO BE COMPLETED CHICK-FIL-A. YOU WON'T WANT TO MISS THIS ONE.

1248 31st Street Nw, 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
$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
$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
$99,900
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Welcome to **1700 6th Street NW, Unit C31, Winter Haven, FL 33881**, a beautifully maintained condominium offering comfort, convenience, and low-maintenance Florida living in the heart of Winter Haven. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this inviting home provides the perfect combination of affordability and location. Step inside to discover a bright and welcoming floor plan filled with natural light. Impact windows throughout for added comfort. The spacious living and dining areas create an inviting atmosphere for relaxing or entertaining, while the well-appointed kitchen offers ample cabinet and counter space for everyday living. The comfortable bedrooms and well-designed bathrooms provide a peaceful retreat, and the functional layout maximizes every square foot of living space. Another added benefit is the in unit washer/dryer combo included. Enjoy the convenience of condominium living with beautifully maintained grounds and community amenities, allowing you more time to enjoy everything the Winter Haven area has to offer. Ideally located in the heart of Florida's Chain of Lakes region, this home is just minutes from Lake Howard and the renowned Chain of Lakes, where you can enjoy boating, fishing, kayaking, paddleboarding, and waterfront parks. Spend the day exploring the shops, restaurants, breweries, and entertainment in downtown Winter Haven, or take a short drive to LEGOLAND Florida Resort for family fun. Golf enthusiasts will appreciate the nearby championship golf courses, while nature lovers can enjoy walking and biking trails, gardens, and scenic parks throughout the area. The property also offers convenient access to shopping centers, medical facilities, Polk State College, major highways, and both Tampa and Orlando attractions, making commuting and weekend adventures easy. Whether you're searching for a low-maintenance primary residence, a winter getaway, or an investment property, **1700 6th Street NW, Unit C31** offers an outstanding opportunity to enjoy the relaxed Central Florida lifestyle in a prime Winter Haven location. Don't miss your chance to make this charming condominium your new home!

1700 6th Street Nw Unit C31, Winter Haven
$459,900
4 Beds ⋅ 4 Baths ⋅ Graydon Hills SubDv. ⋅ 33881 Zip Code
Virtually Staged. 800 W Lake Elbert Dr NE is an extraordinary piece of Central Florida history, a stately 4-bedroom, 4-bath single-family estate built in 1935 and architecturally designed and built by Cypress Gardens founder Dick Pope. Set on an oversized, beautifully landscaped corner lot of more than half an acre in the sought-after Graydon Hills area of Winter Haven, this timeless residence blends original 1930s craftsmanship with thoughtful comforts, all announced by an imported Italian fountain at the front entrance and lovely views of Lake Elbert just beyond. Inside, over 3,200 square feet of living space showcases rich hardwood floors, handcrafted wood doors, intricate crown molding, custom built-ins, pocket doors, and preserved vintage tile that honor the home's architectural roots, while oversized windows bathe the interior in natural light and frame picturesque lake views. The formal living room welcomes you with a crafted fireplace, while the spacious formal dining room features classic built-ins and flows to a den through elegant french doors. At the heart of the home, a beautifully appointed kitchen pairs historic charm with modern function, featuring custom wood cabinetry, stone countertops, stainless steel appliances, a copper farmhouse sink, and a natural gas range. An adjoining butler's pantry adds a second staircase, storage, and everyday convenience. A main-level flex room with a full bath and original vintage tile provides space for guests, a home office, or a private retreat. Upstairs, the generous primary suite is a true sanctuary, complete with a wood-burning fireplace, a private sitting room, a walk-in closet, a spa-inspired ensuite bath, and tranquil views of Lake Elbert. Two additional bedrooms, one with its own ensuite, share a beautifully tiled full bath, and a dedicated indoor laundry room makes daily living simple. Additional highlights include a detached oversized 2-car garage, a screened porch overlooking the grounds, mature landscaping, natural gas, city water, and NO HOA. The home is ready for a cosmetic refresh, with fresh flooring and paint the primary opportunities to bring your own vision to this architectural treasure, which also carries the potential to be officially registered as a historic landmark. For qualified buyers, this property also carries an existing assumable mortgage at a low interest rate, a valuable advantage in today's market. Ideally located near the Winter Haven Chain of Lakes and moments from Lake Elbert, this singular estate is just minutes from historic downtown Winter Haven, LEGOLAND Florida, shopping, dining, and major roadways. Homes of this pedigree, scale, and craftsmanship seldom come to market. Come experience the timeless character and enduring quality of 800 W Lake Elbert Dr NE, and make a true piece of Winter Haven history your own.

800 W Lake Elbert Drive Ne, Winter Haven
$184,999
2 Beds ⋅ 1 Baths ⋅ Lake Howard Cove Of Pines N Sec Replat SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. Welcome to this charming, move-in-ready 2-bedroom, 1-bath home in a convenient Winter Haven location! Thoughtfully updated, this home features a bright kitchen with white shaker cabinets and quartz countertops, along with luxury wood-look tile flooring throughout for easy maintenance. The updated bathroom includes a beautifully tiled walk-in shower. The new metal roof adds lasting value and peace of mind. Outside, you'll find a detached garage/workshop that's perfect for extra storage, hobbies, or a workspace, along with a spacious fenced in backyard offering plenty of room for pets, gardening, or relaxing outdoors. One of the home's best features is its location. Enjoy being within walking distance of both Lake Howard and South Lake Howard Nature Park, where you can take advantage of scenic lake views, walking trails, playgrounds, fishing, and outdoor recreation. You'll also be just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, restaurants, schools, and medical facilities, making everyday living both convenient and enjoyable. Whether you're a first-time homebuyer, looking to downsize, or searching for a great investment property, this well-maintained home offers the perfect combination of modern updates, outdoor space, and an exceptional location. Schedule your private showing today!

1986 Avenue F, Winter Haven
$269,999
3 Beds ⋅ 2 Baths ⋅ Yonnally W P Resub SubDv. ⋅ 33881 Zip Code
Charming Historic Winter Haven Bungalow on a Great sized lot near Downtown Winter Haven - Welcome to 615 Avenue A NE, a beautifully maintained 1940 block home tucked in one of Winter Haven's sought-after Historic Districts — just steps from Rotary Park and the shimmering waters of Lake Elbert. This 3-bedroom, 2-bath home offers 1,848 square feet of thoughtfully updated living space on a generous 0.24-acre lot (75x140), blending old-Florida character with modern comfort. Inside, warm laminate flooring flows through a spacious living room anchored by a cozy electric fireplace and custom built-in shelving with entertainment center. The adjoining family room offers even more room to gather, while the fully equipped kitchen features stainless appliances and ample cabinetry, opening to a bright dinette and formal dining room — perfect for everyday living or entertaining. The primary suite includes a walk-in closet and en-suite bath with a walk-in shower, and two additional bedrooms provide flexibility for family, guests, or a home office. A dedicated laundry room adds everyday convenience. Outside, the fully fenced backyard is an entertainer's dream, complete with a paver patio seating area, mature shade trees, a storage shed, and plenty of open lawn for pets, play, or gardening. The attached one-car garage includes a built-in workshop, ideal for hobbyists or extra storage, and an irrigation system keeps the landscaping lush year-round. Located minutes from downtown Winter Haven's shops, dining, and lakefront parks, and with easy access to LEGOLAND Florida Resort and central Florida's major highways, this home offers the rare combination of historic charm, everyday functionality, and an unbeatable location near the water. Don't miss your chance to own a piece of Winter Haven history!

615 Avenue A Ne, Winter Haven
$144,900
3 Beds ⋅ 1 Baths ⋅ Bruces Sub SubDv. ⋅ 33880 Zip Code
Investor special with endless potential! This 3-bedroom, 1-bath home is a fantastic opportunity for investors, flippers, or buyers looking to renovate and make it their own. The property features a durable metal roof, a fully fenced yard offering privacy and space for pets, play, or gardening, and is conveniently located near John Snively Elementary School, shopping, dining, and all the amenities Winter Haven has to offer. Whether you’re searching for your next rental property, fix-and-flip project, or affordable home with room to add value, this property is full of possibilities. Motivated sellers!

108 9th Eloise Street, Winter Haven
$500,000
3 Beds ⋅ 3 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code
New roof. Solar panels, New paint, vaulted/cathedral ceilings. Fireplaces: Two units total—a wood-burning fireplace in the family room and a travertine-surround fireplace in the dining room. Kitchen: Custom wood cabinetry, granite countertops, stainless steel appliances, and a pass-through window to the dining space. Master Quarters: Expansive master suite area (exceeding 1,000 sq. ft.) featuring an en-suite bathroom with granite countertops, a jetted tub, a double shower, a private courtyard view, and direct access to outdoor sitting areas. Laundry: Dedicated indoor laundry room equipped with a utility sink and abundant storage.

1901 N Lake Eloise Drive, Winter Haven
$364,900
4 Beds ⋅ 4 Baths ⋅ Lathers Grove Sub SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully remodeled 4-bedroom, 3-bathroom home that perfectly blends modern upgrades with exceptional versatility. Situated on a spacious 1/3-acre fenced lot just 1/4 mile from Lake Howard, this move-in-ready property offers an incredible combination of style, space, and functionality. The main home has been completely renovated with new flooring, fresh interior and exterior paint, new windows, and a new A/C system and newer roof. The gorgeous kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, while the remodeled bathrooms provide a clean, modern finish. A dedicated home office offers the perfect space for working remotely, studying, or pursuing your favorite hobbies. One of the property’s most unique features is a 6’ x 6’ cellar, providing additional storage or flexible space rarely found in homes in the area. Outside, you’ll find an attached two-car carport along with a detached two-car garage, giving you plenty of room for vehicles, a workshop, storage, or recreational equipment. Adding even more value is the detached mother-in-law suite/apartment, complete with its own living room, kitchenette with a sink and mini refrigerator, private bedroom, full bathroom, and an additional half bath connected to the bedroom. Whether used for extended family, guests, or a private retreat, this flexible space offers endless possibilities. The expansive fully fenced backyard provides plenty of room for entertaining, pets, gardening, or future outdoor amenities. Conveniently located just minutes from Lake Howard, shopping, dining, parks, and everything Winter Haven has, this beautifully updated property truly has it all. Don’t miss your opportunity to own this one-of-a-kind, turnkey home with modern upgrades, flexible living space, and exceptional amenities. Schedule your private showing today!

2218 Avenue B Sw, Winter Haven
$255,000
4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven
$285,000
4 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Under contract-accepting backup offers. Move-in ready 4-bedroom, 2-bath home with a dedicated office/bonus room in the heart of Winter Haven! This beautifully updated home features a brand-new roof (2026), newer A/C (2024), updated flooring, fresh interior paint, renovated bathrooms, new kitchen cabinets (2026), granite countertops (2026), and stainless steel appliances (2025). Additional improvements include a new permitted drain field (2024) and a new permitted garage door (2024), offering added peace of mind. The open floor plan is filled with natural light and provides plenty of space for everyday living and entertaining. Enjoy the covered, screened-in patio with pavers overlooking the fully fenced backyard. Conveniently located near shopping, dining, schools, and everything Winter Haven has to give. Don't miss your opportunity to own this beautifully updated, move-in-ready home!

105 Byron Place, Winter Haven
$405,000
3 Beds ⋅ 4 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven
$189,900
2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. Beautifully renovated and move-in ready! No HOA!! This charming 2-bedroom, 1-bath home has been updated throughout. Enjoy fresh interior paint, and exterior paint, new flooring, a fully remodeled bathroom, and an updated kitchen featuring granite countertops and stainless steel appliances. The fenced backyard offers plenty of space for pets, play, or entertaining. Conveniently located in Winter Haven, this move-in-ready gem combines style, comfort, and value. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment property, this super cute home is one you won't want to miss!

128 Center Street, Winter Haven
$350,000
Pine Crest Heights SubDv. ⋅ 33880 Zip Code
This 2,368-square-foot office building, located at 229 Ave. K SE in Winter Haven, offers a versatile investment or owner-user opportunity. Currently leased to a day care facility, the property is well-equipped with three bathrooms, a fully functioning kitchen, and seven individual rooms that can serve as offices, classrooms, or flexible workspaces. With more than 10 on-site parking spaces and a convenient location just four minutes from downtown Winter Haven, the property provides easy access for employees, clients, and families. The building is fully serviced with electricity, water, sewer, cable, and high-speed internet, making it ready for immediate occupancy or continued operation. Whether you're looking to continue its use as a day care or convert it into professional office space, this property offers the flexibility to accommodate a variety of business needs.

Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code
Welcome to your own private Florida retreat! This beautifully maintained 3-bedroom, 2-bath home is nestled beneath majestic oak trees in an established Winter Haven neighborhood, offering timeless curb appeal and a warm, inviting atmosphere. Inside, you'll find a functional floor plan filled with natural light, creating comfortable living spaces for both everyday life and entertaining. The thoughtful layout offers the perfect blend of openness and privacy. Step outside and discover the true centerpiece of the home—a sparkling saltwater pool surrounded by a screened lanai, allowing you to enjoy Florida's outdoor lifestyle year-round with added comfort and protection. Whether you're sipping your morning coffee, hosting family and friends, or unwinding after a long day, this backyard oasis is designed for relaxation. Conveniently located near Winter Haven's Chain of Lakes, downtown shopping and dining, parks, schools, medical facilities, and LEGOLAND Florida Resort, this home offers the perfect combination of tranquility and convenience. Don't miss your opportunity to own this move-in-ready pool home in one of Winter Haven's most desirable locations. Schedule your private showing today!

1557 N Lake Shipp Drive Sw, Winter Haven
$229,000
3 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code
Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven