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417 Avenue G  Se, Winter Haven
$380,000
3 Beds ⋅ 2 Baths ⋅ S5158037 MLS
MORE SPACE, MORE FLEXIBILITY, MORE POSSIBILITIES. Discover the charm and potential of this inviting property located in Winter Haven! Featuring 3 bedrooms and 2 bathrooms, this home offers a comfortable and functional layout with no carpet throughout, making everyday living and maintenance a breeze. A standout feature is the additional flexible space with its own full bathroom, ideal for accommodating guests, creating a private home office, or enjoying extra room for your personal needs. Step outside and discover an expansive, fully fenced backyard, offering a wonderful setting for outdoor entertaining, gardening, weekend gatherings, or simply relaxing under the Florida sunshine. A convenient covered carport adds everyday practicality. Whether you're looking for comfortable indoor living, versatile extra space, or a generous outdoor area to enjoy, this property brings it all together. **A unique opportunity with space to make it your own! Schedule your private showing today and experience everything this property.

417 Avenue G Se, Winter Haven

1921 Manor Circle Se, Winter Haven
$1,295,000
3 Beds ⋅ 3 Baths ⋅ L4965515 MLS
Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desirable lakes within Winter Haven's renowned Chain of Lakes, this beautifully maintained and thoughtfully updated single-story residence enjoys a private setting on 0.45-acre lot, surrounded by mature landscaping and established tropical gardens. Designed for both comfortable everyday living and exceptional entertaining, the home offers spacious, versatile accommodation with stunning lake views from the moment you enter through the front door. The flowing floor plan seamlessly connects the formal living and dining areas, with 50-inch SAMSUNG TV & rich wood flooring to the family room, kitchen, breakfast nook, and outdoor living spaces, creating an inviting atmosphere throughout. At the heart of the home is a well-appointed gourmet kitchen featuring a large center island, breakfast bar, premium stainless-steel appliances, updated Kitchen-aid double ovens with air fryer, microwave, French-door refrigerator, and dishwasher. Custom cabinetry includes soft-close drawers, pull-out shelving, glass display cabinets, wine storage, pantry space, and appliance garage. Beautiful non-slip tile flooring extends throughout the main living areas. Adjacent to the kitchen, the breakfast nook offers direct access to the pool area through sliding glass doors, while the spacious family room features a stunning Travertine fireplace, built-in SAMSUNG 50-inch television, neutral finishes, and expansive 12-foot sliding glass doors that open directly to the screened resort-style swimming pool & paved Lanai (1485sq,ft ) The laundry room is equipped with custom cabinetry, generous storage, a large linen closet, and includes a front load washer and dryer. A conveniently located half bath provides direct access to the pool and outdoor entertainment area. The fourth bedroom is currently configured as a home office. NEW (AUGUST 2026) ARCHITECTURAL SHINGLE ROOF on home, boathouse and storage shed. Owned security system. Phone, internet, and Wi-Fi connectivity throughout the home. Extensive custom cabinetry and storage solutions. Walk-in closet system in the primary suite. Landscaped with irrigation and lighting. Circular paved driveway with courtyard entrance and carriage lighting. Attached 2 car garage has staircase to large, walk-up attic for extra storage. 106ft frontage on Lake Lulu with a private dock, boathouse with lift. Direct access to Winter Haven's Chain of Lakes for boating, fishing, and water recreation. Convenient location with easy access to downtown Winter Haven, shopping, dining, LEGOLAND, Highway 27, Interstate 4. Tampa and Orlando Airports.

1921 Manor Circle Se, Winter Haven

444 Avenue I  Se, Winter Haven
$119,000
2 Beds ⋅ 2 Baths ⋅ TB8556320 MLS
INVESTOR OPPORTUNITY with recent systems updates! The costly systems have been updated at this 2-bedroom, 2-bath home at 444 Avenue I SE in Winter Haven: Roof (2025), HVAC (2023), Water Heater (2023), and Plumbing (2023, all except the kitchen). The electrical wiring in the demoed bathroom was also updated in 2023. With these recent updates, more of your renovation budget can go toward finishes and value-adding improvements. Offering approximately 1,036 square feet of living space on a 75 x 140 lot in an established neighborhood close to downtown. Inside, hardwood floors, a wood-burning fireplace, and separate living and dining areas provide character and a solid starting point for your renovation plans. The spacious yard offers room to enjoy the outdoors, while a detached shed provides additional workshop and storage space. No HOA. Located approximately one mile from downtown Winter Haven, the home offers convenient access to Central Avenue's shopping and dining and the historic Ritz Theatre. Winter Haven Hospital and Polk State College's Winter Haven campus are also nearby. Enjoy the area's lakes and outdoor recreation, including South Lake Howard Nature Park, with additional shopping and dining along Cypress Gardens Boulevard and LEGOLAND Florida Resort within driving distance. The home requires repairs and renovation, and is being sold strictly AS-IS. CASH OR HARD MONEY FINANCING ONLY. An opportunity to bring new life to a property with updated systems, character, outdoor space, and proximity to Winter Haven's amenities. Seller makes no representations or warranties regarding condition, square footage, zoning, permitted uses, or future development potential. Buyer and buyer's agent are responsible for conducting their own due diligence. The roof has a hole and requires repairs.

444 Avenue I Se, Winter Haven

842 Avenue N  Sw, Winter Haven
$175,000
3 Beds ⋅ 1 Baths ⋅ TB8555158 MLS
Rental income from day one in Winter Haven! This 3 bedroom, 1 bath home near downtown has a tenant in place through September 30, 2027, paying $1,350 per month, giving an investor a predictable return from the day they close. Inside, you'll find an updated kitchen, central AC, and a fireplace that adds character to the main living area. Outside, the property sits on a quarter acre lot with a screened front patio, a backyard deck, and a large fenced backyard, which makes the home appealing to future tenants and a future owner-occupant alike. The location is close to downtown Winter Haven, with dining, shopping, and the area's lakes nearby. Lease and rent history are available on request. Showings are by appointment only - see remarks.

842 Avenue N Sw, Winter Haven

4302 Shadow Wood Lane, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ S5158743 MLS
Welcome to 4302 Shadow Wood Ln in Winter Haven! Situated on a SPACIOUS .35-ACRE CORNER LOT with NO HOA, this beautifully updated 2-bedroom, 2-bathroom home offers plenty of room inside and out, a FULLY FENCED BACKYARD and a convenient location with easy access to the Polk Parkway. Step inside to a FRESHLY PAINTED INTERIOR & a desirable split-bedroom floor plan designed for both comfort and privacy. The entry foyer opens to a welcoming living room and spacious family room featuring a WOOD-BURNING FIREPLACE with built-in shelving, creating a comfortable space for relaxing or entertaining. Laminate flooring flows throughout the home for easy maintenance. The UPDATED KITCHEN features stainless steel appliances, updated cabinetry and countertops, offering a fresh and functional space with plenty of storage. The spacious primary suite includes a private ensuite bathroom with a step-in shower, while the second bedroom features convenient built-in shelving. An inside utility/laundry room adds additional functionality, and the WASHER & DRYER are included. Outside, enjoy the SCREENED-IN PATIO overlooking the fully fenced backyard, with plenty of space for pets, gardening, entertaining or simply enjoying the Florida weather. The oversized .35-acre corner lot provides extra breathing room, while the SIDE-ENTRY 2-CAR GARAGE offers additional parking and storage. Some of the improvements include UPDATED PLUMBING, WINDOWS & PATIO FRENCH DOORS (2019/2020), GARAGE DOOR (2019), NEW WATER HEATER (2026)and HVAC (2023).With NO HOA, a large corner lot and a great Winter Haven location, this home offers flexibility that's increasingly hard to find. Conveniently located just minutes from PUBLIX, shopping, restaurants and everyday amenities, with quick access to the POLK PARKWAY for an easy connection toward both TAMPA and ORLANDO. If you're looking for an updated home with space, privacy and a central location, this one is ready to welcome you home!

4302 Shadow Wood Lane, Winter Haven

Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ S5158522 MLS
Welcome to 5135 Magnolia Preserve Blvd, Winter Haven. This beautifully maintained 3-bedroom, 2-bathroom, home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, split bedrooms and vaulted ceilings. This residence provides ample room for both everyday living and entertaining. The kitchen includes a seated bar that overlooks the great room. The private master bedroom suite boasts a large walk-in closet. Property also includes a whole-house water filtration system and an 8' x 12' backyard shed. This home was built in 2019 by Southern Homes and sits on a nice size lot featuring an attached 2 car garage. Easy access to freeways, restaurants, shopping, boating, fishing charters, and LEGOLAND. The neighborhood is walking distance from Eagle Lake complete with boat ramps, rolling hills and beautiful sunsets. This property presents an excellent opportunity to enjoy the best of Central Florida living.

Winter Haven

117 Homewood Drive, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ L4965388 MLS
Virtually Staged. Welcome to 117 Homewood Drive in Winter Haven! Situated on a spacious .36-ACRE LOT, this 3-bedroom, 2-bath home offers 1,762 square feet of heated and cooled living space, a versatile BONUS ROOM, screened-in POOL, FENCED backyard, and plenty of space for indoor and outdoor living. Inside, the family room features a wood-burning FIREPLACE, while the kitchen is equipped with new stainless-steel appliances. The bonus room provides additional flexibility for a home office, hobby room, playroom, or additional living space. Step outside to enjoy the screened-in pool, outdoor kitchen area, and recently RESURFACED back patio—an inviting setup for entertaining or enjoying Florida's year-round outdoor lifestyle. The fenced backyard also features a 5-year-old STORAGE SHED with a roll-up door and electrical access, providing convenient space for storage, equipment, or projects. Numerous recent improvements add to the home's appeal, including a NEW ROOF in 2023, A/C replaced in 2024, NEW WATER HEATER, NEW POOL PUMP & MOTOR, new stainless steel kitchen appliances, a resurfaced back patio in 2026, and an updated garage with TESLA charger that conveys. With .36 acres, a screened pool, bonus room, outdoor entertaining space, fenced yard, and substantial storage, this home offers plenty of versatility. Conveniently located with easy access to the Polk Parkway, shopping, dining, and other Winter Haven amenities. Schedule your private showing and experience all that 117 Homewood Drive has to offer!

117 Homewood Drive, Winter Haven

113 Avenue C  Se, Winter Haven
$319,900
4 Beds ⋅ 2 Baths ⋅ O6443878 MLS
SINGLE-FAMILY HOME WITH DETACHED IN-LAW SUITE, RENTAL INCOME & NO HOA! This unique Winter Haven property features a 3-BEDROOM, 1-BATH MAIN HOME plus a separate 1-BEDROOM, 1-BATH DETACHED IN-LAW SUITE, ideal for MULTIGENERATIONAL LIVING, extended family, guests, or ADDITIONAL RENTAL INCOME. The main home is currently operated as a SHORT-TERM RENTAL and is being sold FULLY FURNISHED, with furniture included in the sale price, offering a TURNKEY opportunity for a new owner or a MOVE-IN-READY PRIMARY RESIDENCE. The detached suite has its own PRIVATE ENTRANCE, SEPARATE ADDRESS, PARKING, and SEPARATE UTILITIES currently paid by the tenant, and is generating $1,095/MONTH in rental income while maintaining privacy between both living spaces. Major improvements include NEWER ROOFS completed within approximately the last two years, UPDATED PLUMBING, and CENTRAL A/C for both living spaces. Located just minutes from DOWNTOWN WINTER HAVEN with convenient access to restaurants, shopping, entertainment, and the continued GROWTH AND DEVELOPMENT happening throughout the area. Live in the main home while collecting rental income, continue utilizing the main home as a SHORT-TERM RENTAL, or accommodate extended family—the property offers exceptional FLEXIBILITY for a variety of living arrangements and income opportunities, subject to applicable local regulations. NO HOA!

113 Avenue C Se, Winter Haven

281 Gerber Dairy Road, Winter Haven
$700,000
3 Beds ⋅ 4 Baths ⋅ A4706754 MLS
NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

281 Gerber Dairy Road, Winter Haven

224 Crown Court, Winter Haven
$269,000
3 Beds ⋅ 2 Baths ⋅ L4965239 MLS
Welcome to this well-maintained 3-bedroom, 2-bath home tucked away on a quiet cul-de-sac. Situated on approximately 0.23 acres, this home features a 2-car garage, vaulted ceilings, upgraded windows, and a bright, comfortable layout. The roof was replaced in November 2021 and the HVAC was replaced in 2022. Interior updates completed in 2024 include new flooring and fresh paint. Master Bedroom has private access to the patio space and an ensuite full bathroom. Enjoy additional living and entertaining space on the screened-in patio with vinyl window coverings.. The property also features an irrigation/sprinkler system. Conveniently located near shopping, dining, schools, and everything the city of Winter Haven provides, this move-in-ready home combines thoughtful updates with a peaceful residential setting. HOA is only $200 annually. Buyer to verify all HOA information, Tax information and Room Dimensions.

224 Crown Court, Winter Haven

213 10th Wahneta Street W, Winter Haven
$145,998
2 Beds ⋅ 1 Baths ⋅ P4939902 MLS
2 Lots, 1 Home, and an Oversized Workshop – Endless Potential in Winter Haven! Attention investors, builders, and buyers looking for value and versatility! This unique multi-lot package includes two adjacent parcels offering flexibility, space, and immediate upside. 215 10th Wahneta St W (Parcel 1): Features a 2-bedroom, 1-bathroom single-family home in need of TLC, offering a solid blank canvas for a value-add flip, long-term rental, or primary residence. 213 10th Wahneta St W (Parcel 2): Cleared and ready lot featuring a standalone 480 sq. ft. detached workshop/garage—ideal for extra storage, equipment, workspace, or potential future development. The grounds have been freshly cleaned up, making site evaluation simple and straightforward. Whether you're looking to renovate the existing home and keep the second lot for private workspace/storage, explore future building opportunities, or create an income-generating property, this rare two-lot setup at an accessible price point is a standout investment opportunity. Don't miss out—schedule your showing today!

213 10th Wahneta Street W, Winter Haven

456 Adriel Avenue, Winter Haven
$349,900
4 Beds ⋅ 2 Baths ⋅ S5157711 MLS
Welcome to 456 Adriel Ave, where newer construction meets the space to actually spread out. Built in 2022, this thoughtfully designed 4-bedroom, 2-bath home offers approximately 1,874 square feet of living space on an impressive approximately half-acre homesite—a combination that can be hard to find among newer homes in Central Florida.Step inside to a bright, inviting floor plan designed for everyday living and easy entertaining. The kitchen serves as the heart of the home with dark cabinetry, light marble countertops, stainless steel appliances, generous prep space and a large peninsula that naturally connects the kitchen with the main living area. Just beyond, the living room adds personality with a distinctive tiled feature wall and fireplace, creating a comfortable gathering space with a modern touch.With four true bedrooms, the layout provides the flexibility today's buyers are looking for—whether that means additional bedrooms, a guest space, home office, hobby room or simply room to grow. The home's newer construction provides the clean, contemporary feel buyers want without the wait of building from scratch.But the story continues outside.The expansive fenced backyard offers the kind of room that changes how you live at home. There is space for pets, play, gardening, entertaining and creating your own outdoor retreat, along with an existing pergola/garden area that adds character to the setting. Whether you're enjoying a quiet Florida evening, hosting friends for a backyard cookout or simply appreciating the extra privacy and breathing room, this is outdoor space designed to be used—not just looked at.And then there is the location. Living in Winter Haven means enjoying a community known for its lakes and outdoor lifestyle, including the famed Chain of Lakes, along with boating, fishing and waterfront recreation. Downtown Winter Haven brings local restaurants, shops and community events together, while nearby shopping, dining and entertainment make everyday errands convenient. LEGOLAND Florida Resort and the area's many parks and recreational opportunities add even more to the Central Florida lifestyle.456 Adriel Ave isn't simply another newer home—it offers four bedrooms, modern living and the kind of homesite that gives you room to make the property your own. For added piece of mind, the fire station is only 5 minutes away. Newer home. Huge yard. Room to live.

456 Adriel Avenue, Winter Haven

212 Majestic Gardens Lane, Winter Haven
$279,000
3 Beds ⋅ 2 Baths ⋅ TB8547254 MLS
Welcome home to this beautifully refreshed 3-bedroom, 2-bathroom home offering a comfortable layout, fresh updates, and an expansive backyard with plenty of possibilities. Step inside to discover all-new flooring and fresh interior paint, creating a bright, clean, and inviting atmosphere throughout the home. The spacious living areas provide a versatile setting for both everyday living and entertaining, with plenty of natural light adding to the welcoming feel. The well-designed floor plan offers three comfortable bedrooms and two full bathrooms, providing plenty of space for a variety of needs. The attached two-car garage adds valuable parking, storage, and everyday convenience. Outside, the sprawling backyard is one of the home's standout features, offering abundant space to entertain, garden, enjoy outdoor activities, or create your own private retreat. Whether you envision a large outdoor gathering area, garden space, play area, or simply room to relax and enjoy the outdoors, the possibilities are plentiful. With fresh interior updates, a functional layout, generous living space, an attached two-car garage, and an expansive backyard, this home is ready for its next chapter. Come see all that this refreshed home has to offer and schedule your showing today!

212 Majestic Gardens Lane, Winter Haven

2112 Avenue C  Sw, Winter Haven
$379,000
4 Beds ⋅ 2 Baths ⋅ P4939766 MLS
Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

2112 Avenue C Sw, Winter Haven

218 5th Jpv Street, Winter Haven
$235,500
5 Beds ⋅ 2 Baths ⋅ O6436402 MLS
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

501 Avenue G  Se, Winter Haven
$319,900
4 Beds ⋅ 2 Baths ⋅ O6436311 MLS
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

506 Clayton Circle, Winter Haven
$309,900
4 Beds ⋅ 3 Baths ⋅ L4964361 MLS
Welcome home to this spacious 4-bedroom, 3-bathroom home offering over 2,000 square feet of comfortable living space on a large corner lot. Designed with both everyday living and entertaining in mind, this home features two bedrooms with private en-suite bathrooms, providing flexibility and privacy for family members or guests. Step outside to the screened lanai, where you can relax and enjoy views of the expansive backyard and in-ground pool—perfect for Florida living and entertaining year-round. The large fenced backyard provides plenty of room for outdoor activities, pets, gardening, or simply enjoying your own private outdoor retreat. With its generous living space, desirable split-bedroom potential, pool, and oversized corner lot, this home offers plenty of room to make it your own. Don’t miss the opportunity to make this spacious pool home your next address!

506 Clayton Circle, Winter Haven

207 Avenue E  Se, Winter Haven
$385,000
4 Beds ⋅ 4 Baths ⋅ L4964280 MLS
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

4734 Monterey Drive, Winter Haven
$419,900
4 Beds ⋅ 3 Baths ⋅ L4964145 MLS
This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected.One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. The home also features several valuable recent improvements, including windows and exterior doors replaced in 2022, A/C replaced in 2020, and insulated siding installed in 2024. For even greater peace of mind, the seller will have a NEW ROOF installed prior to closing. With its spacious lot, no HOA, distinctive character, and substantial recent upgrades, this home offers a combination that’s increasingly hard to find. Come experience the space, charm, and possibilities for yourself.

4734 Monterey Drive, Winter Haven

2363 Gerber Dairy Road, Winter Haven
$220,000
3 Beds ⋅ 2 Baths ⋅ S5154168 MLS
1-Acre Ranch-Style Oasis! No HOA + Seller Concessions for Highly Qualified Buyers Great opportunity! This mobile home features a unique design, highlighted by a massive front porch that spans the entire width of the house, giving it the charming, spacious feel of a ranch-style home. It is a cozy, practical, and functional living space that allows you to enjoy views of the one-acre lot—which offers endless possibilities—from both inside and out. The home includes 3 bedrooms, 2 bathrooms, a laundry room, and a dream kitchen with recessed-panel cabinets, a pantry, and a central island with storage. Wood-look vinyl flooring runs throughout the house, and the spacious primary suite includes a private bathroom with a separate shower. The property and its grounds attract various bird species throughout the year, delighting residents with incredible sunrises and sunsets; you get the best of both worlds—proximity to the city and the peaceful tranquility of country living. Don't miss the chance to see it; schedule an appointment to discover how you can enjoy a peaceful, serene lifestyle close to everything at such an affordable price. Please note: The roof is 20+ years old; however, for highly qualified buyers with a strong pre-approval letter, seller is open to buyer incentives toward closing costs or future updates. This property may be ideal for flexible renovation loans or escrow options—buyers are highly encouraged to ask their lender about these post-closing home improvement programs. Schedule an appointment today to discover how you can enjoy this lifestyle at such an affordable price!

2363 Gerber Dairy Road, Winter Haven

1755 Beth Lane, Winter Haven
$435,000
3 Beds ⋅ 2 Baths ⋅ P4939360 MLS
Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven

156 Manseau Drive, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ L4963680 MLS
Beautifully Updated 3-Bedroom + Office Home on a Quiet Cul-de-Sac Near Lake Sears. Welcome to 156 Manseau Drive, a beautifully maintained 3-bedroom, 2-bath home with a dedicated office/bonus room, ideally situated on a peaceful cul-de-sac in Winter Haven and just moments from a nearby lake. Offering 1,323 square feet of thoughtfully designed living space, this move-in-ready home combines style, comfort, and functionality. Inside, you'll find an open, light-filled floor plan featuring luxury vinyl plank flooring, a spacious living area, and a beautifully updated kitchen with stainless steel appliances, subway tile backsplash, and ample counter space. The versatile office/bonus room provides the perfect space for working from home, a playroom, fitness room, or additional flex space to fit your needs. The spacious primary suite offers a private retreat with an updated en-suite bathroom, while two additional bedrooms provide comfort for family and guests. Step outside to the covered rear lanai and enjoy the large, fully fenced backyard ideal for entertaining, relaxing, or giving pets plenty of room to play. The property also includes two storage sheds, offering exceptional space for tools, lawn equipment, hobbies, or additional storage. For added peace of mind, the home has been repiped, providing an important mechanical update that many buyers appreciate. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home offers the perfect combination of modern updates, flexible living space, and everyday convenience.

156 Manseau Drive, Winter Haven

906 Avenue M  Se, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ P4939351 MLS
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

392 Kensington View Drive, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ L4963580 MLS
Fresh Updates & Move-In Ready! Welcome home to 392 Kensington View Drive! This beautifully refreshed 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and functionality. The open-concept floor plan creates a bright, inviting living space that's ideal for both everyday living and entertaining. Enjoy the fresh feel of new interior and exterior paint, making this home truly move-in ready. Step outside to the spacious lanai, perfect for relaxing with your morning coffee or hosting family and friends. The new vinyl privacy fence provides a secure, private backyard for pets, play, or peaceful evenings outdoors. Additional features include an attached garage and a thoughtfully designed layout that maximizes space and natural light. Conveniently located near shopping, dining, schools, and major roadways, this home offers the perfect combination of comfort and convenience. Don't miss your opportunity to make this beautiful home yours—schedule your private showing today!

392 Kensington View Drive, Winter Haven

5148 Magnolia Preserve Boulevard, Winter Haven
$318,000
4 Beds ⋅ 2 Baths ⋅ O6419703 MLS
Welcome to 5148 Magnolia Preserve Blvd, Winter Haven, FL 33880! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, this residence provides ample room for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the heart of the home, creating a bright and welcoming atmosphere. All bedrooms feature comfortable carpeting, providing warmth and comfort throughout the private living spaces. Curb appeal shines with attractive front landscaping that enhances the home's charm from the moment you arrive. Step outside to discover a large, fully fenced backyard—ideal for pets, family gatherings, and outdoor activities. The generous seating area creates the perfect setting for relaxing evenings, weekend barbecues, and entertaining guests. Conveniently located near major attractions, this home offers easy access to LEGOLAND Florida Resort, shopping, dining, and recreation. With its spacious layout, beautiful outdoor space, and desirable location, this property presents an excellent opportunity to enjoy the best of Central Florida living. Schedule your private showing today and experience everything this wonderful home has!

5148 Magnolia Preserve Boulevard, Winter Haven

1365 Sheridan Street Sw, Winter Haven
$219,000
2 Beds ⋅ 1 Baths ⋅ L4963213 MLS
*Offering Seller Concession * Welcome home to this adorable 2 bedroom/ 1 bath residence, centrally located in beautiful Winter Haven. Perfect for a first-time home buyer, this charming home offers numerous updates, including a newer metal roof (2023), newer HVAC, complete replumbing (2026), newer vinyl flooring and fresh new interior and exterior paint. Step outside and enjoy the spacious, fully fenced backyard providing privacy and the perfect retreat for pets, entertaining, or simply relaxing. Conveniently located just minutes from downtown Winter Haven and the Polk Parkway, with easy access to both Tampa and Orlando. Don't miss out on a chance to own this charming home with help on closing costs. Schedule your private showing today.

1365 Sheridan Street Sw, Winter Haven

2207 Avenue F  Nw, Winter Haven
$224,900
3 Beds ⋅ 2 Baths ⋅ TB8513310 MLS
Short Sale. REDUCED SHORT SALE PRICE. Make this charming and well-maintained home in Winter Haven your home. Featuring gorgeous wood flooring throughout the main living areas and porcelain ceramic tile in the kitchen. The beautifully updated kitchen features stainless steel appliances, a gas stove, soft-close cabinets, and ceramic tile flooring, offering both style and functionality. The front enclosed sunroom is filled with beautiful natural morning light through surrounding windows, creating the perfect space to relax, enjoy your coffee, or unwind throughout the day. Conveniently located near several beautiful lakes; including Lake Howard, this property offers the best of Florida living while being situated in a FEMA-designated dry zone outside of the flood area for added peace of mind. Enjoy major energy savings with the fully paid-off solar panel system already in place, helping keep electric bills low for the new owner. Additional updates include a newer roof and AC system, along with a full-house gas generator capable of powering the entire home during storms or outages with the flip of a switch. The spacious backyard workshop provides ample room for tools, hobbies, storage, or workspace needs. Conveniently located near shopping, dining, parks, and recreational opportunities, this property is ideal for buyers seeking comfort, efficiency, preparedness, and functionality all in one. Schedule your private showing today!

2207 Avenue F Nw, Winter Haven

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