Winter Haven FL Historical Real Estate, Homes for Sale

4 Beds ⋅ 3 Baths ⋅ South Roy Shores Pb 38 Pg 45 SubDv. ⋅ 33884 Zip Code

Virtually Staged. UPDATED POOL HOME WITH NEW BATHROOMS, NEW POOL DECK & BRAND-NEW WATER HEATER! Welcome to this spacious 4-bedroom, 3-bathroom, 2,955-square-foot pool home on a desirable corner lot in Winter Haven, ideally located across from beautiful lakefront homes and close to Winter Haven's renowned Chain of Lakes. Major recent improvements include a BRAND-NEW HOT WATER HEATER installed in October 2026, TWO NEWLY REMODELED BATHROOMS completed in 2025, and a RESURFACED POOL WITH NEW POOL DECK completed in 2022. The roof was also replaced in 2023, providing additional peace of mind for the next owner. Inside, the triple-split bedroom floor plan offers privacy and flexibility, making this home ideal for families, guests, or those who need dedicated spaces for work and hobbies. The oversized family room is designed for entertaining, featuring two sets of sliding glass doors that open directly to the screened and netted pool enclosure and covered patio. The seamless indoor-outdoor flow creates the perfect setting for gatherings, relaxing poolside, or enjoying Florida's year-round lifestyle. A spacious flex room with direct pool and patio access offers endless possibilities as a game room, home office, media room, hobby space, or additional entertainment area. The kitchen features custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. The primary suite offers a private retreat with a bathroom featuring a garden tub, dual sinks, and a walk-in shower. The two recently remodeled bathrooms add fresh, updated appeal throughout the home. Additional highlights include a LARGE LAUNDRY ROOM with utility sink, drop-down ironing board, and extra shelving, as well as tile and wood flooring throughout the main living areas. Step outside to your own private backyard retreat. The resurfaced pool and NEW POOL DECK, completed in 2022, are surrounded by a screened and netted enclosure with a covered patio, creating an inviting space for swimming, dining, entertaining, and soaking up the Florida sunshine. A welcoming front screened porch, ample covered parking, and two detached storage sheds provide additional convenience and storage. The yard is irrigated by a well with a newer irrigation timer. The HVAC system is approximately 9 years old. While there are still opportunities for cosmetic updates in select areas, the home's generous size, desirable floor plan, significant recent improvements, and fantastic outdoor living spaces provide an excellent foundation for making it your own. Location adds even more appeal. The property is just a short walk to Freedom Boat Club, making it easy to access and explore Winter Haven's famous Chain of Lakes. LEGOLAND Florida is approximately one mile away, offering exceptional convenience for both residents and guests. With its four bedrooms, three bathrooms, private pool, newly remodeled bathrooms, resurfaced pool and new pool deck, new water heater, 2023 roof, flexible living spaces, and prime location near lakes and attractions, this is an exciting opportunity to own a spacious Winter Haven home and enjoy the best of the Florida lifestyle.

1380 S Lake Roy Drive, Winter Haven

$180,000

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

If you have been looking for a property with space, character and real potential, this one is worth seeing. Situated on a large lot with mature trees, a long driveway, detached garage and an additional storage shed, the property offers plenty of room inside and out. The home still has many of its original details, including wood floors, tall ceilings, wide interior openings and a fireplace that could become a beautiful focal point again. The kitchen also offers space for casual dining and overlooks the backyard. This property needs significant renovation and is ideal for an investor or buyer ready to take on a project, but the lot, layout and additional structures provide a strong starting point. Bring your ideas and see what this property could become.

209 Avenue C Ne, Winter Haven

$169,900

3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Welcome to this charming 3-bedroom, 1-bathroom single-family home in Winter Haven, FL, offering a great opportunity for a first-time home buyer or real estate investor. Major updates include a 2-year-old septic system, 3-year-old AC that has been professionally maintained annually, and a NEW ROOF to be installed at closing, with reasonable offer. Recently painted inside and out, this home feels fresh and ready for its next owner. The kitchen also has new counter tops! Enjoy Florida living from the covered back porch, perfect for relaxing or entertaining. Conveniently located with access to US-27, US-17, the Polk Parkway and I-4, making travel throughout Central Florida, Tampa and Orlando easily accessible. Whether you’re searching for your first home or your next investment property, this Winter Haven home is one to see!

1550 36th Street Nw, Winter Haven

$339,000

4 Beds ⋅ 2 Baths ⋅ Van Duyne Shores SubDv. ⋅ 33881 Zip Code

It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

$235,500

5 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 Rep SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven

$174,500

2 Beds ⋅ 1 Baths ⋅ Elbert Park Resub SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Winter Haven Corner-Lot Charmer Near Polk State College & Major Conveniences 918 sq ft • 2 Bedrooms • 1 Bath • Garage • New Carpet A bright and welcoming Winter Haven home set on a large corner lot, offering comfort, convenience, and excellent proximity to everyday essentials. With 918 square feet of well-planned living space, this property features two generous bedrooms, one full bathroom, a cozy living room, a formal dining room, and a functional kitchen perfect for efficient cooking. New carpet brings warmth to the entire home, and the garage offers additional security. Fresh new carpet adds warmth throughout, and the one-car garage provides secure parking and extra storage. The oversized corner lot offers room to garden, entertain, or expand — a rare advantage in this area. Located near a local college and just minutes from major shopping, medical facilities, restaurants, and entertainment, this home delivers both comfort and unbeatable convenience. Ideal for first-time buyers, downsizers, or investors seeking a strong rental location.

708 Avenue E Ne, Winter Haven

$319,900

4 Beds ⋅ 2 Baths ⋅ Fanning Sub SubDv. ⋅ 33880 Zip Code

FULLY RENTED INVESTMENT PROPERTY + $2,845 MONTHLY RENTAL INCOME + NO HOA! Welcome to 501 Avenue G SE, Winter Haven, FL 33880, an INCOME-PRODUCING MULTI-FAMILY INVESTMENT OPPORTUNITY offering immediate cash flow for investors looking to expand their rental portfolio! This unique single-family property, GRANDFATHERED FOR MULTI-FAMILY USE, features TWO SEPARATE, FULLY OCCUPIED RENTAL UNITS generating a combined $2,845 PER MONTH OR $34,140 IN ANNUAL GROSS RENTAL INCOME! Situated on a LARGE LOT, both residences feature PRIVATE ENTRANCES AND SEPARATE YARD AREAS, providing privacy and convenience for tenants. The front residence offers 3 BEDROOMS, 1 BATHROOM, laminate flooring, and a dedicated laundry room, currently rented for $1,625 PER MONTH. The rear residence features 1 BEDROOM, 1 BATHROOM, currently rented for $1,220 PER MONTH. With 100% OCCUPANCY AND EXISTING RENTAL INCOME, this property provides an opportunity to acquire an established rental asset without the immediate need to secure tenants. Investors seeking ADDITIONAL VALUE-ADD POTENTIAL may explore reconfiguring the existing layout to create a middle studio-style living space while converting the front residence into a 2-bedroom, 1-bathroom unit, subject to applicable approvals and permitting. With NO HOA, TWO EXISTING INCOME-PRODUCING UNITS, A LARGE LOT, AND POTENTIAL FOR FUTURE RENTAL GROWTH, this property offers an attractive opportunity for both seasoned investors and those building their real estate portfolios. PROPERTY IS BEING SOLD AS-IS WITH EXISTING TENANTS IN PLACE. Whether you're seeking PASSIVE RENTAL INCOME, LONG-TERM CASH FLOW, PORTFOLIO EXPANSION, OR A VALUE-ADD INVESTMENT, this fully occupied property is ready to become your next income-producing asset!

501 Avenue G Se, Winter Haven

$309,900

3 Beds ⋅ 2 Baths ⋅ Martha Heights Pb 9 Pg 39 SubDv. ⋅ 33881 Zip Code

Virtually Staged. Rare No-HOA Corner Lot with Work, RV, & Boat Parking This 3-bedroom, 2-bath block home sits on a quarter-acre corner lot in Winter Haven with zero HOA restrictions. The fenced yard offers Private area for RV parking, boat parking, and off-street parking beyond the attached 22x13 garage—ideal for trailers, toys, or a backyard workshop—plus raised garden beds already in place, a kennel/chicken coop, and mature oak trees for those who'd rather use the space for animals or growing their own food. Inside, this home offers a living room/dining room combo, a Florida room, and shelving in the guest hallway. The primary suite features a built-in closet and large en-suite bathroom including storage and laundry area. The second full bathroom serves the additional bedrooms. Central air, ceiling fans, and oak wood floor throughout much of the home other than ceramic tile in both bathrooms, and linoleum in the kitchen. The community offers access to a nearby Lake Elbert which has a public boat ramp, dock, allowing fishing and a paved lakeside walking path close by. No HOA. No lease restrictions. No association approval required—a flexible corner lot ready for RVs, boats, gardens, or animals.

845 Avenue F Ne, Winter Haven

$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

$234,900

3 Beds ⋅ 2 Baths ⋅ Inwood Area SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. A 3 bedroom, 2 bathroom home featuring a separate BONUS ROOM and MUD ROOM is hard to find....Especially under 250K! 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 or kids playing. 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! Light TLC needed like paint,pressure washing, and closet door repair. This home has great bones and ready for it's new owner! Call today to schedule your private tour before it’s gone! Virtually staged. 2015 Added screen room 2015 Added fence 2013 New Windows 2012 Changed plumbing drains 2009 Replaced 3 doors

695 22nd St Nw, 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

$385,000

4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add SubDv. ⋅ 33880 Zip Code

Seller financing is available for qualified buyers. 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

$239,900

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, schools and Polk State, groceries (including a brand-new Publix), 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

$189,900

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

$215,000

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

1700 6th Street Nw Unit C31, 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

$260,000

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

$500,000

3 Beds ⋅ 3 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code

This beautiful home has new roof. Solar panels, new paint, vaulted/cathedral ceilings.: has two fireplace one brick surround and stone surround, tile and carpet though out, Kitchen: Custom wood cabinetry, granite countertops, stainless steel appliances, and a pass-through window to the dining space. Master Quarters: expansive master quarters featuring an en-suite bathroom with double sinks granite countertops, a jetted tub, a double shower room, and master walk-in closet. a private courtyard view, and direct access to outdoor sitting areas. Large screen porch dedicated indoor laundry room equipped with a utility sink and abundant.

1901 N Lake Eloise Drive, Winter Haven

$349,000

4 Beds ⋅ 4 Baths ⋅ Lathers Grove Sub SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. 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

$245,000

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

$389,000

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

$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.

229 Avenue K Se, Winter Haven

1557 N Lake Shipp Drive Sw, Winter Haven

$264,900

3 Beds ⋅ 2 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. 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

$160,000

2 Beds ⋅ 2 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Priced to sell! Large fenced-in backyard! Don’t miss this great opportunity. Recently renovated with NO HOA, this home is conveniently located just minutes from Downtown Winter Haven, LEGOLAND, medical facilities, shopping, dining, parks, and major roadways—offering both comfort and convenience. With limited inventory in the area, this is an excellent opportunity to own an affordable home. Whether you’re a first-time homebuyer, searching for a primary residence, or looking for a strong investment property for a rental or Airbnb, this home offers exceptional value. Schedule your private showing today!

415 Avenue E Se, Winter Haven

107 Lake Elizabeth Drive Unit B, Winter Haven

$117,000

1 Beds ⋅ 1 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

Don't miss this affordable 2-bedroom, 1-bath home nestled in the Lake Mariam area of Winter Haven. Situated on a spacious 0.23-acre lot, this property offers a great opportunity for an investor, rental portfolio, or buyer ready to add their own style and updates. Conveniently located near shopping, restaurants, medical facilities, golf courses, and Winter Haven's renowned Chain of Lakes. Some photos have been virtually enhanced.

107 Lake Elizabeth Drive Unit B, Winter Haven

$205,000

2 Beds ⋅ 1 Baths ⋅ College Heights Or Coker & Buzbee SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome home! This beautifully renovated 2-bedroom, 1-bathroom single-family home in Winter Haven features a completely updated interior including a brand-new kitchen with new cabinets, countertops, refrigerator, and range, along with a fully renovated bathroom featuring a new vanity, tub, shower, and tile. Additional updates include new flooring throughout, fresh interior paint, and a roof replacement completed in 2021. Situated on a spacious 0.17-acre lot with no HOA, this home offers a nicely sized backyard and a large workshop building providing endless possibilities for hobbies, storage, or a dedicated workspace. Conveniently located near elementary, middle, and high schools, this home combines modern updates, functionality, and a great location — making it a must-see opportunity in Winter Haven!

434 Avenue D Se, Winter Haven

$199,000

3 Beds ⋅ 1 Baths ⋅ Idyl Ridge View SubDv. ⋅ 33881 Zip Code

Virtually Staged. Step into this charming 3-bedroom, 1-bath home in the heart of Winter Haven, offering comfort, convenience, and classic Florida living. The well-appointed kitchen features abundant cabinetry, providing excellent storage and functionality for everyday cooking and gathering. Enjoy practical features throughout, including a 1-car carport, carpeted bedrooms for added comfort. This home is ideally situated near shopping, schools, and local amenities, with easy access to downtown Winter Haven and surrounding Polk County destinations, making everyday living a breeze. Homes offering this blend of value, location, and livability don’t stay available for long. Don’t let this one slip away.

2710 Woodlawn Drive, Winter Haven

$185,000

2 Beds ⋅ 1 Baths ⋅ Parkland Village SubDv. ⋅ 33880 Zip Code

Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as vertical blinds, mirrored closet doors, and storm doors and shutters. The home also includes a private courtyard, perfect for relaxing or entertaining, along with a 1-car carport and a storage closet with a washer and dryer. Residents enjoy access to a recreation building and shuffleboard courts, while the low monthly HOA fee of just $110 includes grounds maintenance, making for easy, low-maintenance living. Conveniently located near shopping, banks, and restaurants, this home offers the perfect combination of comfort, convenience, and affordability. Don't miss this opportunity—schedule your private showing today!

790 Avenue Q Se, Winter Haven

$890,000

Eastwood Sub SubDv. ⋅ 33884 Zip Code

This 1.05-acre commercial property is ideally located on Dundee Road in Winter Haven, Florida, offering excellent visibility and a wide range of potential commercial uses. With an average daily traffic count of approximately 19,000 vehicles, the site provides strong exposure for businesses. Essential utilities, including water, sewer, electricity, telephone, and high-speed internet, are available at the property, making it ready for development. Conveniently situated just 7 minutes from both US 27 and Downtown Winter Haven, the property also offers easy access to Interstate 4, approximately 35 minutes away. Adding to its appeal, a brand-new Publix shopping center is located at the corner of Dundee Road and Country Club Road, contributing to the area's continued growth and increasing commercial activity. 1,550 SQ/FT house on the property.

4001 Dundee Road, Winter Haven

$384,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods SubDv. ⋅ 33884 Zip Code

Lake Views | Paid-Off Solar System | Mother-in-Law Suite | NO Flood Zone | Exceptional Upgrades | New Roof | Welcome to your own private retreat in the heart of beautiful Winter Haven, Florida! Perfectly positioned on an elevated home-site overlooking the peaceful waters of Lake Florence, this meticulously maintained 3-bedroom, 2-bathroom residence offers 2,167 square feet of thoughtfully designed living space, complete with an Attached Mother-In-Law Suite—perfect for multi-generational living, visiting guests, a home office, or added flexibility. From the moment you arrive, you’ll appreciate the quality, care, and countless upgrades that make this home truly move-in ready. Built with solid block construction and situated high and dry in NO FLOOD ZONE, this property delivers both comfort and peace of mind. Inside, the warm and inviting floor plan features rich pecan wood cabinetry, modern appliances, and a charming wood-burning fireplace that creates the perfect centerpiece for relaxing evenings or entertaining family and friends. The spacious 2-car garage provides plenty of room for vehicles, storage, and weekend projects. Designed with efficiency and long-term value in mind, this home boasts a remarkable list of improvements, including a 2020 roof, fully paid-off 2020 solar panel system, and 50-year transferable warranties on both the roof and solar system. With energy costs continuing to rise, you’ll enjoy the financial benefits of owning your solar system outright while dramatically reducing your monthly electric bills. Additional premium upgrades include a 2023 4-ton HVAC system, 2023 electrical panel, a 2023 mini-split system dedicated to the mother-in-law suite, Custom installed New South double-pane energy-efficient windows and front entry door backed by a lifetime warranty, and fresh exterior paint completed in 2026. In addition, an on-site utility shed, fully permitted with hurricane clips, power connected for additional storage to meet and exceed all of your storage needs! Wake each morning to breathtaking sunrises over Lake Florence, then unwind in the evening with spectacular Florida sunsets from your elevated vantage point. It’s the perfect setting to enjoy everything that makes Central Florida living so special. Ideally located just minutes from LEGOLAND Florida Resort, Winter Haven’s renowned Chain of Lakes, top-rated schools, shopping, dining, golf, and everyday conveniences, this home offers an exceptional combination of location, lifestyle, and lasting value. Homes with this level of craftsmanship, energy efficiency, flexible living space, and picturesque lake views are a rare find. Don’t miss your opportunity to own this incredible Winter Haven property—schedule your private showing today and experience Florida living at its finest.

128 N Lake Florence Drive, Winter Haven

$219,500

4 Beds ⋅ 2 Baths ⋅ Hills Lake Elbert SubDv. ⋅ 33881 Zip Code

Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring and a decorative leaded-glass front door that creates a warm first impression. The spacious eat-in kitchen features crisp white cabinetry, generous counter space with dark countertops, and plenty of room for everyday meals and gatherings. A versatile BONUS FLEX ROOM showcases rich pine wood paneling, built-in shelving, and direct access to the backyard, making it ideal as a family room, media room, game room, home office, or hobby space. The primary bedroom, flex room, and second bedroom feature comfortable carpeting. The four well-sized bedrooms provide flexibility for families, guests, or remote work needs, while the functional layout offers comfortable everyday living. Step outside to discover a large, FULLY FENCED BACKYARD with endless opportunities to create your own private retreat. The expansive concrete patio with brick accents provides the perfect setting for outdoor dining, entertaining, weekend barbecues, or simply relaxing under the Florida sunshine, with plenty of additional yard space for a garden, play area, or future outdoor enhancements. Major updates include a 2015 water heater, the roof has been updated in 2022 and a 2012 HVAC system, plus the added value of a SECOND BACK UP HVAC UNIT that is not hooked up to the house. Ideally located in the heart of Winter Haven, this home places you just minutes from Downtown Winter Haven, the renowned Chain of Lakes, Chain of Lakes Park, Polk State College, and LEGOLAND® Florida Resort. A NEWLY BUILT SCHOOL IS LOCATED just a few blocks away, while the recently renovated walking, biking, and running trail surrounding beautiful Lake Elbert offers an excellent opportunity to enjoy an active outdoor lifestyle. Everyday conveniences are within easy reach, including Publix, Walmart, Lowe's, shopping, dining, and medical facilities. Winter Haven Hospital is just 7 minutes away, Santiago's Market is approximately 10 minutes away, while Winter Haven Regional Airport and Auburndale Speedway are both just a 17-minute drive. With quick access to US-17, US-27, and the Polk Parkway, commuting to Lakeland, Orlando, and Tampa is simple. Blending vintage charm with modern comforts and an unbeatable location close to the area's top amenities, recreational opportunities, and everyday conveniences, this property is the perfect place to call home.

1500 Avenue H Ne, Winter Haven

$249,765

3 Beds ⋅ 2 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code

Welcome to this charming 3-Bedroom, 2-bath home in the heart of Winter Haven! This property offers comfortable living with a functional layout, a welcoming front porch, and a private in-ground pool that's perfect for relaxing or entertaining family and friends. Fully fenced yard. Conveniently located near shopping, dining, schools, and major roadways. DONT miss this opportunity - schedule your showing today!

3334 Avenue J Nw, Winter Haven

$250,000

3 Beds ⋅ 1 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

*** PRICE REDUCTION***Welcome to this newly remodeled 3-bedroom, 1-bath home. This charming home has been thoughtfully updated and is move-in ready, offering a perfect blend of modern finishes and comfortable living.Step inside to discover a bright, inviting interior featuring fresh updates throughout. The spacious living area flows into a functional kitchen with updated cabinetry, countertops, and appliances, making it ideal for both everyday living and entertaining. The three well-sized bedrooms provide plenty of space for family, guests, or a home office, while the renovated bathroom showcases stylish, contemporary finishes.Outside, you'll find a generous yard with room to relax, garden, or entertain. Conveniently located near schools, shopping, dining, parks, and major roadways, this home offers easy access to everything Winter Haven has. Don't miss this opportunity to own a beautifully remodeled home that's ready for its next owner. Schedule your private showing today!

109 2nd Jpv Street, Winter Haven

$235,000

4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 10 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Discover the value you've been searching for! This affordably priced 4-bedroom, 2-bath home offers the space today's buyers need without stretching the budget. Inside, you'll find tile flooring throughout, a welcoming formal living room, plus a spacious family room just off the kitchen—perfect for everyday living and entertaining. The kitchen also features a dedicated dining area, creating a comfortable gathering space for family and friends. A generous utility room with additional storage helps keep everything organized, while outside you'll appreciate the fully fenced backyard, offering room for pets, play, or weekend BBQs. A large concrete pad with an existing storage shed provides excellent space for tools, hobbies, or outdoor equipment. Best of all, there's no HOA, giving you added flexibility and fewer restrictions. If you've been searching for an affordable home with four bedrooms, functional living space, and a spacious backyard, this one deserves a spot at the top of your list!

506 Thomas Avenue, Winter Haven

$205,000

3 Beds ⋅ 1 Baths ⋅ West Winter Haven Rep SubDv. ⋅ 33880 Zip Code

Virtually Staged. Charming and move-in-ready 3-bedroom, 1-bath home situated on a spacious lot in the heart of Winter Haven! This well-maintained residence features an open-concept living area, updated flooring, and a bright kitchen designed for everyday comfort. Recent improvements include updated windows and roof, offering added peace of mind. Enjoy a large fenced backyard with plenty of room for pets, play, gardening, or outdoor entertaining. The extended parking area provides space for multiple vehicles, a boat, or an RV. Conveniently located near shopping, dining, schools, parks, Lake Howard, and major roadways, with easy access to LEGOLAND Florida Resort and other local attractions. No HOA restrictions make this property an excellent opportunity for homeowners or investors alike.

2508 Avenue A Sw, Winter Haven

$349,900

3 Beds ⋅ 2 Baths ⋅ Lesnick Park SubDv. ⋅ 33880 Zip Code

Imagine the possibilities! Offering approximately 1,890 square feet of finished living area along with an additional 1,622 square feet of permitted functional space, the property provides approximately 3,512 total square feet, under roof, of combined building area. The expansive open living areas provide endless possibilities—whether you're envisioning an oversized primary suite, game room, home office, music studio, fitness space, or the ultimate man cave or she shed. Unlike many homes with fixed layouts, this property's generous footprint invites you to customize the space to fit your lifestyle. Step outside to enjoy your own private retreat featuring a solar-heated 20' x 40' pool, beautiful paver pool deck, spacious fenced backyard, circular driveway, and no HOA—all in an established neighborhood surrounded by beautiful lakefront homes. A unique 3-car garage configuration provides exceptional flexibility. The oversized 23' x 25' two-car garage includes an adjoining workshop or storage area, while the separate single-car garage with a built-in closet sits adjacent to the utility room, making it ideal for hobbies, storage, a home gym, or recreational equipment. If you've been searching for a home with space, versatility, and room to make it your own, this is one you won't want to miss.

906 Avenue M Se, Winter Haven

6704 Winterset Gardens Road, Winter Haven

$399,000

3 Beds ⋅ 2 Baths ⋅ Winterset Gardens SubDv. ⋅ 33884 Zip Code

Virtually Staged. Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this distinctive 3-bedroom, 2-bath mid-century modern pool home offers incredible character, great bones, and a fantastic opportunity for a buyer looking to add their own personal touches. Virtually staged. With no mandatory HOA or CDD, this property offers flexibility and an exceptional location. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp, connecting you to the renowned Winter Haven Chain of 22 Lakes, one of Central Florida’s premier destinations for boating, fishing, and watersports. Unlike nearly any other Florida home, this property features an impressive 300+ square foot basement—a rare find offering endless possibilities as a wine cellar, hobby room, workshop, fitness area, or additional storage. The home's distinctive architectural design is complemented by spectacular views of Lake Winterset from the living and dining rooms, where sliding glass doors open to a charming wraparound front porch—the perfect place to enjoy your morning coffee while taking in the peaceful lake scenery. Upstairs, a spacious bonus room provides incredible flexibility and could be used as a potential fourth bedroom, media room, home office, or second living area. The space also includes a private balcony overlooking the front of the property and the lake. The kitchen offers plenty of potential and features quartz countertops, a center island, pantry, recessed lighting, tile backsplash, reverse osmosis system, garbage disposal, a window overlooking the screened pool, and a premium 2022 Samsung Bespoke appliance suite. The home has great bones and has received numerous important updates, while still offering an opportunity for the next owner to make cosmetic updates and truly make it their own. The thoughtful split-bedroom layout places all three spacious bedrooms down a private hallway away from the main living spaces. Wood-look tile flooring flows throughout the main living areas, while luxury vinyl plank flooring extends through the bedrooms, bathrooms, and upstairs bonus room. The spacious primary suite features dual vanities and a beautifully remodeled walk-in shower. Additional conveniences include an indoor laundry closet with the washer and dryer included, as well as a two-car garage. Step outside to your oversized screened, chlorinated pool complete with a diving board and removable safety fence, creating the perfect backyard retreat for entertaining family and friends year-round. Major improvements provide added peace of mind, including a new roof in 2025, new pool pump and well pump in 2025, new A/C ductwork and attic insulation in 2025, windows replaced in 2019, A/C replaced in 2019, water heater replaced in 2019, and new appliances installed in 2022. Ideally located just a short drive from Disney, Universal, LEGOLAND, and other Central Florida attractions, this one-of-a-kind home combines timeless mid-century modern architecture, a rare basement, beautiful lake views, an oversized pool, important major updates, access to the Winter Haven Chain of Lakes, and an opportunity to create a home that reflects your own style. Don't miss this rare opportunity to own one of the area's most distinctive homes overlooking beautiful Lake Winterset!

6704 Winterset Gardens Road, Winter Haven

$92,000

2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Peaceful oasis in a premier 55+ community! This lovely 2 bedroom, 1 bath second-floor condo in Winter Haven Harbour Apartments offers a perfect blend of comfort, functionality, and an active, low-maintenance lifestyle. Inside, you will find a spacious living room that flows effortlessly into a dedicated dining room, and a galley-style kitchen that maximizes counter space and storage, making meal preparation a breeze. Step onto your private balcony, where you can enjoy your morning coffee, read a book, or soak in the serene views. This wonderful active community offers fantastic resort-style perks, including a sparkling heated community pool, an active community center, and shuffleboard courts for fun with friends and neighbors. This home provides the ideal setting for your next chapter. Don't miss out, schedule your appointment today.

1700 6th St Nw Unit C24, Winter Haven

700 Mirror Terrace Nw Unit 511, Winter Haven

$149,900

2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code

Enjoy maintenance-free lakefront living in this 2-bedroom, 2-bathroom condominium located in the highly sought-after Spring Lake Towers, a premier 55+ active adult community in the heart of Winter Haven. Updated in 2020, this inviting residence offers BREATHTAKING VIEWS OF SPRING LAKE, part of the scenic Spring Lake Meander, and a bright, open living space that feels like an indoor lanai, where walls of windows create the perfect setting to relax while overlooking the tranquil water. Both the primary bedroom and the second bedroom have direct access to this enclosed lakefront space, creating a seamless connection to the serene waterfront and providing the perfect spot to enjoy your morning coffee, unwind with a book, or simply take in the picturesque views of Spring Lake throughout the day. The updated kitchen is designed for both style and function, featuring soft-close cabinetry, porcelain countertops, recessed lighting, a decorative tile backsplash, a convection oven, and a convenient center island cart. Luxury vinyl flooring flows throughout the main living areas, while the bedrooms offer the comfort of carpet. The spacious primary suite features a walk-in closet and an ensuite bath, while the secondary bathroom has been tastefully updated with a beautifully tiled glass-enclosed shower. The all-inclusive condo fee provides exceptional value, covering cable TV, high-speed internet, water, sewer, trash removal, exterior building maintenance, roof maintenance, building insurance, reserve funds, on-site management, groundskeeping, and assigned covered parking. Residents enjoy an impressive selection of community amenities, including a waterfront in-ground concrete pool, fitness center, recreation room with a full kitchen, library, game area, shuffleboard courts, laundry facilities, private boat docks, and a year-round social calendar. Take advantage of the community's private dock, where boat slips are available on a first-come, first-served basis for a minimal monthly fee, offering convenient access to Spring Lake Meander for boating, fishing, or simply enjoying the peaceful waterfront setting. Ideally located just minutes from historic downtown Winter Haven, the renowned Chain of Lakes, shopping, dining, medical facilities, golf courses, and LEGOLAND® Florida Resort, this waterfront condo offers the perfect blend of low-maintenance living, spectacular views, and an active Florida lifestyle.

700 Mirror Terrace Nw Unit 511, Winter Haven

$189,990

3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Virtually Staged. **Calling all lake lovers!** Discover this charming 3-bedroom, 1-bath home situated on **nearly half an acre** in the heart of Winter Haven. Featuring a functional floor plan, a spacious yard, and **private rear access**, this property offers endless possibilities for outdoor entertaining, gardening, parking boats, RVs, or work vehicles, or even future expansion. No HOA. Conveniently located near shopping, dining, schools, and major roadways, you'll also enjoy easy access to Central Florida's top attractions. **LEGOLAND® Florida Resort is approximately 15 minutes away**, **Walt Disney World® Resort is about 35–40 minutes away**, and **Universal Orlando Resort** and **SeaWorld Orlando** are both within **45–50 minutes**, making this home an excellent choice for both homeowners and investors. Boating and fishing enthusiasts will appreciate the close proximity to several of Winter Haven's beautiful lakes, with a public boat ramp located just half a mile away, making it easy to enjoy Florida's year-round outdoor lifestyle. Whether you're a first-time homebuyer, looking to downsize, or searching for a fantastic investment opportunity, this property offers comfort, convenience, generous outdoor space, and tremendous potential. **Schedule your private showing today and discover everything this home has!**

3328 Avenue T Nw, Winter Haven

$274,988

3 Beds ⋅ 2 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home offering approximately 1,627 square feet of comfortable living space in the established Leisure Shores community of Winter Haven. Situated on a spacious 0.22-acre lot, this property is packed with features both inside and out. Step inside to an open floor plan with easy-to-maintain laminate flooring throughout, an updated kitchen featuring granite countertops, newer cabinetry, stainless steel appliances, and plenty of space for everyday living and entertaining. Energy-efficient double-pane windows and an updated sliding glass door help enhance comfort throughout the home. The backyard is designed for enjoying Florida living, complete with a screened lanai, an above-ground pool, a large side deck, and a fully fenced yard that’s perfect for relaxing or hosting family and friends. Need extra space? This property offers multiple detached structures, including a spacious air-conditioned shed that’s ideal for a home office, hobby room, gym, studio, or workshop, plus an additional storage shed for tools and equipment. For those with recreational vehicles or extra toys, you’ll appreciate the dedicated RV parking area with electrical hookup, along with a covered carport for everyday parking. Conveniently located near shopping, dining, schools, and everything Winter Haven has to offer, this home combines comfort, versatility, and outdoor living in one exceptional package. Schedule your private showing today!

2021 Oliver Place, Winter Haven

$109,900

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Bring your next project to this really nice house!!!!

3915 Avenue Q Nw, Winter Haven

$135,000

3 Beds ⋅ 1 Baths ⋅ Florence Village SubDv. ⋅ 33881 Zip Code

WE ADJUSTED THE PRICE FOR YOU! Investor Alert! This solid 3-bedroom, 1-bathroom block home sits on a spacious lot in an established neighborhood with NO HOA. Fully fenced from front to back, the property offers a massive backyard and a generous front yard, complete with a charming enclosed front porch. Capitalize on excellent bones and recent big-ticket upgrade-brand-new roof installed in 2025. While the interior needs some cosmetic updating, it represents the ideal canvas for a savvy investor looking for a high-yield rental or a flip project. Enjoy a prime location just minutes from a local lake, park, community recreation center, sought-after magnet schools, and convenient public transit. Opportunities like this don't last long, so bring your vision and make an offer before it’s too late!

1903 3rd Street Ne, Winter Haven

1700 6th Street Nw Unit A38, Winter Haven

$78,800

2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

Virtually Staged. Perched on the third floor, Unit A38 at Winter Haven Condominiums offers the perfect combination of privacy, comfort, and peaceful views. As a desirable end unit, you'll enjoy extra windows that fill the home with natural light along with added privacy from neighboring units. Best of all, elevator access means you can enjoy the top-floor location without worrying about the stairs. Inside, the condo has been thoughtfully updated with newer flooring, fresh interior paint, and modern kitchen cabinetry featuring soft-close doors, creating a bright, inviting space that's truly move-in ready. Just outside your front door, the screened breezeway becomes an extension of your living space. Sip your morning coffee as the day begins, relax with a good book in the afternoon, or unwind in the evening while enjoying Florida's warm breeze and peaceful surroundings. Life here is about more than just the condo. Cool off in the community pool, enjoy a friendly game of outdoor shuffleboard, or take advantage of the community clubhouse, a comfortable, air-conditioned gathering space designed for both relaxation and entertainment. Inside, you'll find a pool table, indoor shuffleboard, fitness equipment, television, and a fully equipped kitchen that's perfect for hosting birthdays, holiday gatherings, game nights, or casual get-togethers. Just bring your favorite food, invite your family and friends, and enjoy the space without the hassle of entertaining at home. Covered, assigned parking is conveniently located just steps from the building, making everyday living even easier. Whether you're looking for a year-round residence or a seasonal escape from colder climates, Unit A38 offers low-maintenance living in a welcoming community where comfort, convenience, and relaxation come together. Schedule your private showing today and experience everything this charming condo has to enjoy.

1700 6th Street Nw Unit A38, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

Welcome to this charming elevated home offering privacy, character, and a bright open-concept layout. Located above the garage, the living space features a spacious balcony that’s perfect for enjoying your morning coffee or relaxing in the evening. Situated on an oversized lot, there’s plenty of room for outdoor activities, gardening, or future possibilities. Just a short distance from the lake and a neighborhood park, this home offers the perfect combination of comfort, convenience, and outdoor enjoyment. Whether you’re looking for your first home, an investment, or a peaceful retreat, this property is one you won’t want to miss!

221 Avenue C Ne, Winter Haven

$170,000

2 Beds ⋅ 1 Baths ⋅ Daniels Sub SubDv. ⋅ 33880 Zip Code

Welcome to this charming, move-in ready 2-bedroom, 1-bath home in the heart of Winter Haven! Freshly painted and filled with natural light, this home offers a comfortable layout, a spacious backyard perfect for entertaining or relaxing, and public water and sewer services for added convenience. The roof has been replaced in recent years, providing additional value and peace of mind. Conveniently located near shopping, dining, schools, parks, and major roadways, this property is an excellent opportunity for first-time homebuyers, downsizers, or investors. Schedule your private showing today!

139 Avenue G Se, Winter Haven

$359,000

3 Beds ⋅ 2 Baths ⋅ Hills/Lk Elbert SubDv. ⋅ 33881 Zip Code

Welcome to this spacious and beautifully maintained 3-bedroom, 2-bath home offering over 2,280 square feet of living space on a desirable corner lot in an established Northeast Winter Haven neighborhood near Lake Elbert. With tasteful updates, multiple living spaces, and the rare opportunity to purchase the home completely furnished, this property is move-in ready. The remodeled kitchen serves as the heart of the home, featuring granite countertops, lots of cabinets, a built-in wall oven, cooktop, and microwave—creating the perfect space for preparing meals and entertaining family and friends. The adjoining great room offers an inviting place to gather, highlighted by a charming decorative fireplace that adds warmth and character. One of the home's standout features is the spacious downstairs bonus room with direct exterior access, providing incredible flexibility. Whether you need a media room, game room, home office, fitness area, guest quarters, or potential in-law suite, this versatile space can easily adapt to your lifestyle. Upstairs, the oversized primary suite offers a generous walk-in closet, while two additional bedrooms provide comfortable accommodations for family or guests. Both bathrooms have been tastefully remodeled. Throughout the home you'll find durable wood, ceramic tile, and laminate flooring—there's no carpet to maintain. Additional features include an enclosed sunroom, inside laundry room, abundant storage, a detached workshop/storage building, a fenced backyard, and two convenient parking areas with both a circular driveway and a traditional driveway. Major updates provide added peace of mind, including replacement windows installed in 2021 and a roof replaced in 2018. Being offered completely furnished, this home presents an outstanding opportunity for buyers looking for a primary residence, seasonal Florida retreat, or a property that can be enjoyed immediately. Its flexible floor plan and convenient location also make it an attractive option for those considering long-term rental opportunities. Conveniently located just minutes from Lake Elbert, Polk State College, Winter Haven Hospital, downtown Winter Haven, shopping, restaurants, medical facilities, and the area's beautiful Chain of Lakes, this home combines generous living space, thoughtful updates, and exceptional versatility in one desirable package.

1500 Avenue G Ne, Winter Haven

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