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$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
$180,000
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
$225,000
2 Beds ⋅ 2 Baths ⋅ Yonnally W P Resub SubDv. ⋅ 33881 Zip Code
Beautifully refreshed home located in a quiet, established neighborhood in Winter Haven! Freshly painted and offering spacious living areas, this property provides a comfortable and inviting layout that’s ready for its next owner. Enjoy the freedom of NO HOA while being conveniently located near shopping, restaurants, schools, parks, medical facilities, and major roadways. A great opportunity for first-time buyers, growing families, or anyone looking for generous interior space in a peaceful residential setting. Buyer to verify all measurements and property information. Contact the listing agent for additional details or to schedule a showing.

629 Avenue A Ne, 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
$219,900
4 Beds ⋅ 2 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a warm and comfortable atmosphere. The spacious living and dining areas flow seamlessly, making it ideal for everyday living and entertaining. The kitchen features ample cabinet space and functionality, while the generously sized bedrooms provide comfort and flexibility. The primary suite includes a private bath and generous closet space. Enjoy a private backyard with plenty of space for relaxing, gatherings, or outdoor activities. Conveniently located near shopping, dining, parks, schools, and major roadways, providing easy access to all that Winter Haven and Central Florida have to enjoy.

2390 29th Street Nw, Winter Haven
$210,000
4 Beds ⋅ 2 Baths ⋅ Revised Map Of Fernwood Add SubDv. ⋅ 33881 Zip Code
Welcome to 444 Avenue B, Winter Haven, FL, where charm, convenience, and the Florida lifestyle come together in a location that puts everything within easy reach. Whether you're searching for your first home, a seasonal retreat, or an investment opportunity, this property offers the perfect blend of comfort and accessibility. Ideally situated in the heart of Winter Haven, this home provides quick access to shopping, dining, schools, healthcare, and major roadways, making daily living both convenient and enjoyable. Residents appreciate the neighborhood's established character while remaining just minutes from many of Central Florida's most popular destinations. Known as the "Chain of Lakes City," Winter Haven is home to more than 50 interconnected lakes, offering endless opportunities for boating, fishing, kayaking, paddleboarding, and waterfront recreation. Spend your weekends exploring scenic parks, enjoying lakefront sunsets, or taking advantage of the city's beautiful walking and biking trails. Just a short drive away, historic downtown Winter Haven features locally owned restaurants, boutiques, coffee shops, breweries, and a vibrant calendar of community events throughout the year. The home is also conveniently located near LEGOLAND® Florida Resort, making it a great location for families and visitors alike. Golf enthusiasts will appreciate the area's championship golf courses, while nature lovers can enjoy nearby parks, gardens, and outdoor recreation. Everyday conveniences are close at hand with shopping destinations such as Posner Park, Eagle Ridge Mall, Publix, Walmart, and a variety of national retailers and local businesses just minutes away. Commuters will enjoy easy access to US Highway 17, US Highway 27, and the Polk Parkway, providing convenient travel to Lakeland, Orlando, Tampa, and many of Central Florida's world-famous attractions. Whether you're looking to settle down, expand your investment portfolio, or simply enjoy all that Central Florida has to experience, 444 Avenue B presents an outstanding opportunity to experience the best of Winter Haven living with comfort, convenience, and recreation all close to home.

444 Avenue B Ne, Winter Haven
$185,000
3 Beds ⋅ 2 Baths ⋅ Bookers Sub SubDv. ⋅ 33881 Zip Code
HANDY-MAN SPECIAL LOCATED WINTER HAVEN. PROPERTY IS A 3BEDROOM/2BATHROOM WITH 1,200 SQFT. PROPERTY WAS RENOVATED IN 2022. HOUSE NEEDS WORK.

307 Avenue X Ne, Winter Haven
$169,000
3 Beds ⋅ 2 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 1.5-bathroom home featuring upgraded finishes and a comfortable layout designed for everyday living. The spacious kitchen is equipped with plenty of cabinet and counter space including a refrigerator, microwave and oven, offering both style and functionality for preparing meals and entertaining guests. The home's thoughtful floor plan provides inviting living spaces and a dedicated laundry area for added convenience. A covered carport helps protect your vehicle from the elements while providing easy access to the home. Conveniently located in a quiet neighborhood near shopping, dining, and major roadways, this property offers the perfect combination of comfort, practicality, and accessibility. Whether you're looking for your first home or your next chapter, this Winter Haven residence is a wonderful opportunity. Tour today and don't miss out. Multiple offers - Please submit your highest and best by July 10 at 9AM.

2209 9th Court Ne, Winter Haven
$36,950
2 Beds ⋅ 1 Baths ⋅ Bookers Sub SubDv. ⋅ 33881 Zip Code
Prime opportunity in Winter Haven — this is primarily a land value play. The lot features an older 1950 wood-frame home in need of significant work, giving buyers two clear paths forward: fully renovate the existing structure or clear the lot and build new. A new single-family home on this site carries an estimated ARV of $260,000, making this an ideal project for investors, builders, or renovators looking to add value in a growing area. Sold as-is — bring your vision and your contractor.

314 Avenue Y Ne, Winter Haven
$525,000
4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code
Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today.

1475 S Lake Howard Drive, Winter Haven
$400,000
4 Beds ⋅ 3 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code
Move-in ready, No HOA, 4-bedroom, 3-bath pool home with extensive updates and an incredible screened outdoor living space! This spacious, well-maintained home offers the perfect blend of functionality and comfort with both formal and informal living areas, a formal dining room, and a thoughtfully designed loor plan. The updated kitchen features a center island, double sink, abundant cabinet storage, generous counter space, and plenty of room for gathering with family and friends. Beautifully renovated bathrooms and fresh interior paint give the home a modern, welcoming feel. The true showstopper is the expansive screened lanai and pool area. Designed for year-round Florida living, this amazing outdoor retreat features a sparkling pool, multiple seating and entertaining spaces, ceiling fans for added comfort, and plenty of room to host everything from family cookouts to relaxing evenings by the pool. Major improvements provide peace of mind, including a 5-year-old metal roof, new windows throughout with a transferable lifetime warranty, two HVAC systems (one new and one replaced in 2019), a 2-year-old water heater, and 2-year-old vinyl fencing. Conveniently located just off one of Winter Haven's main corridors, you'll enjoy easy access to shopping, dining, medical facilities, schools, and major roadways while coming home to your own private backyard oasis. If you've been searching for space, updates, and an outdoor entertaining area that truly stands out, this home is a must-see!

1826 6th Street Se, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code
3 bedrooms 2 bath move in ready home. Perfect for starter home or first-time buyer. Newer roof and updated electrical and plumbing throughout and freshly painted.

1328 3rd Street Ne, Winter Haven
$227,000
2 Beds ⋅ 1 Baths ⋅ Tranquility Park Sub SubDv. ⋅ 33880 Zip Code
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. Schedule your private showing today.

1365 Sheridan Street Sw, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Lake Add SubDv. ⋅ 33880 Zip Code
Opportunity awaits in the heart of Winter Haven! This 3-bedroom, 2-bath home offers approximately 1,580 square feet of living space on a generously sized lot. Inside, you'll find a functional floor plan with spacious living areas and a layout ready for your personal updates. The kitchen and bathrooms offer the opportunity to customize the home to your own style and preferences. Conveniently located near downtown Winter Haven, shopping, dining, schools, parks, and major roadways, this property provides easy access to everyday conveniences. Schedule your private showing today!

715 Avenue B Sw, Winter Haven
$205,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Fully remodeled 2-bedroom, 1-bath home in the heart of Winter Haven. This move-in-ready property features a new roof, updated electrical and plumbing, and modern finishes throughout. Situated on a spacious lot with no HOA, it offers both comfort and flexibility. Conveniently located near major roads, shopping, dining, schools, and just minutes from downtown Winter Haven and LEGOLAND Florida Resort, making it an excellent option for homeowners or investors.

3420 Avenue R Nw, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Elbert Park Resub SubDv. ⋅ 33881 Zip Code
Welcome home to this charming bungalow-style 3-bedroom, 2-bath residence offering comfort, character along with modern updates. Inside, you'll find durable wood-look tile flooring throughout, beautiful granite countertops and a cozy wood-burning fireplace that creates the perfect gathering space. Major improvements include a new roof and windows in 2020, providing added peace of mind. Step outside to enjoy the fully fenced backyard - ideal for pets, play or entertaining. Best of all, there's no HOA, giving you the freedom to truly make this home your own. Conveniently located in the heart of Winter Haven, with easy access to shopping, dining, schools and everything Central Florida has to offer. Schedule your private showing today!

415 8th Street Ne, Winter Haven
$155,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Investor special in the heart of the Inwood neighborhood — solid block construction, new roof (2024), and a location that puts you minutes from everything Winter Haven has to give. This two-bedroom (possibly could be a 3 bedroom), one-bath home sits on a fenced lot with mature shade trees, and the covered, screened front porch gives the place a real homey feel the moment you pull up. Inside you'll find ceramic tile throughout the bedrooms and living areas, ceiling fans in every room, and a converted single-car garage that works well as an additional bedroom or possibly a den, home office, or storage space. The layout is straightforward and functional — living room, eat-in kitchen, two bedrooms with built-in closets, and a full bath with pedestal sink and tiled shower. There's also a linen closet in the hall. A shed out back adds extra storage. And the size of the backyard allows for endless possibilities. The home currently has window AC units but no central air or heat system — a definite opportunity for a buyer to update to their preference and immediately add equity. Dual septic system on site. Water is public. The property is being sold as-is. Convenient to US-17, shopping, dining, Polk State College, the Chain of Lakes trail system, and downtown Winter Haven. No HOA. Great bones, priced to move.

3319 Avenue U Nw, Winter Haven
$225,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to your private backyard paradise! This beautiful home features two bedrooms, one bath, no HOA, a relaxing jacuzzi spa, functional greenhouses for gardening, storage sheds, irrigation system and a rare, gated private alley at the rear of the property which provides convenient access to your backyard. The property is currently an active plant nursery and the sale includes everything to continue that if you choose. Inside you will find an open layout perfect for comfortable living. Enjoy total peace of mind with newer appliances, windows (2026), electrical wiring (2025), HVAC (2025) and also an indoor laundry space. This property is conveniently located five minutes from downtown Winter Haven, near dining and shopping, close to the Chain of Lakes, Legoland and many parks and outdoor activities. If your looking for the Florida lifestyle then come tour this unique property.

1405 28th Street Nw, Winter Haven
$324,700
3 Beds ⋅ 2 Baths ⋅ Haven Homes Sub SubDv. ⋅ 33880 Zip Code
NO HOA. NO CDD. IN GROUND POOL. NEW HVAC. NEW ROOF. Welcome to 2230 W Central Ave, where timeless character meets modern updates on an oversized double lot in the heart of Winter Haven. This well-maintained 3-bedroom, 2-bath home offers comfortable living with inviting spaces designed for everyday life and entertaining. Step inside to a welcoming parlor that flows into the dining room, creating a warm and functional layout. The kitchen features a picturesque window overlooking the backyard and includes Samsung stainless steel appliances. Just off the kitchen, the spacious family room provides a cozy retreat with direct access to the LARGE screened porch. The backyard is the true centerpiece of this property. Enjoy Florida living year-round with a large screened enclosure surrounding the sparkling in-ground pool, offering plenty of space for outdoor dining, relaxing, and entertaining family and friends. Recent improvements provide added value and peace of mind, including a NEW ROOF installed in November 2024, a NEW HVAC Carrier system installed in 2022, and an A.O. Smith water heater. Outdoor enthusiasts will appreciate the public boat ramp to Lake Howard just two blocks away, along with ample driveway parking for your boat, trailer, or additional vehicles. With its spacious lot, major updates, fantastic outdoor living space, and convenient location close to shopping, dining, parks, and the Chain of Lakes, this move-in-ready home is a wonderful opportunity. Come see this gem today!

2230 W Central Avenue, Winter Haven
$329,900
4 Beds ⋅ 2 Baths ⋅ Haven Terrace SubDv. ⋅ 33880 Zip Code
INVESTOR OPPORTUNITY, HOUSE HACK DREAM, OR MULTI-GENERATIONAL LIVING! Welcome to 113 Avenue C SE, Winter Haven, FL, a beautifully maintained and FULLY FURNISHED income-producing property offering exceptional flexibility and value! Situated on a single parcel, this unique property features a charming 3 BEDROOM, 1 BATH main home currently operating as a successful AIRBNB, along with a DETACHED 1 BEDROOM, 1 BATH IN-LAW SUITE with its own private entrance, separate address (258 1st St S, Winter Haven, FL 33880), and alley access, currently rented for $1,100 /MONTH. Both units have been UPDATED, with ROOFS AND A/C SYSTEMS REPLACED WITHIN THE LAST 3 YEARS, allowing peace of mind for years to come. The front home showcases beautiful ORIGINAL HARDWOOD FLOORS, while the rear apartment features attractive WOOD-LOOK TILE flooring. Built in 1950, this property has been exceptionally cared for and is in GREAT CONDITION while maintaining its timeless character. Whether you're looking to HOUSE HACK, generate immediate RENTAL INCOME, accommodate extended family, or expand your investment portfolio, this property checks every box. Located just a SHORT WALK TO DOWNTOWN WINTER HAVEN, you'll enjoy local restaurants, breweries, coffee shops, farmers markets, and year-round community events. Winter Haven continues to experience tremendous growth with ongoing DOWNTOWN REDEVELOPMENT, major investments in public amenities and infrastructure, expanding logistics and employment opportunities through the Central Florida Integrated Logistics Park, and continued economic development expected over the coming years. Conveniently located approximately 10 minutes from LEGOLAND Florida Resort, 45-60 minutes to Walt Disney World, 50-60 minutes to Orlando International Airport, and about 1 hour to Tampa International Airport, this location offers easy access to Central Florida's world-famous attractions while benefiting from Winter Haven's rapidly expanding job market, vibrant downtown, and outstanding quality of life. Whether you're an investor seeking multiple income streams or a homeowner looking for a property that helps pay for itself, this is a RARE opportunity you won't want to miss!

113 Avenue C Se, Winter Haven
$227,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Virtually Staged. 3129 Avenue W NW is a residence with a functional layout and modern finishes throughout. Clean interior finishes and updated flooring carry through the home, creating a well-maintained aesthetic throughout. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

3129 Avenue W Nw, Winter Haven
$94,900
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. Calling all investors, flippers, landlords, and buyers looking for an affordable property with room to add value. Home was previously rented at $1150 in the current condition and could easily bring in $1450 with completed renovations. NO SIGHT UNSEEN OFFERS!!! Situated on a generously sized lot shaded by mature trees, this charming bungalow-style home is full of potential and ready for its next chapter. As you arrive, you'll appreciate the spacious lot, long driveway, and inviting covered front porch that adds to the home's timeless appeal. A major improvement has already been completed with a newer roof installed in 2026 featuring hurricane clips, along with a newer water heater, which may help reduce homeowners insurance costs. The seller is also including three brand-new window A/C units (see photos). Inside, you'll find a functional layout featuring a living area, eat-in kitchen, two bedrooms, and one bathroom. The home offers a solid foundation for renovations and personal touches, providing an excellent opportunity to create value and maximize its potential. The home will require a new kitchen , bath, flooring, and cosmetic work. One of the property's standout features is the expansive backyard, offering plenty of room for gardening, entertaining, pets, storage, or future improvements. Large lots like this are becoming increasingly difficult to find at this price point. The lot is also mostly fenced. The property is being sold as-is and will require repairs and updates. Located just minutes from Winter Haven's Chain of Lakes, shopping, restaurants, medical facilities, parks, downtown Winter Haven, and major transportation routes, this property provides easy access to everything Central Florida has to offer.

1496 33rd Street Nw, Winter Haven
$92,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida retreat. The end-unit placement provides added privacy, while the half bath gives the floor plan extra everyday convenience compared to many smaller or single-bath options. Enjoy the low-maintenance lifestyle Winter Haven Harbour is known for, with community amenities that include a heated pool, clubhouse, shuffleboard, grilling area, fitness/community space, car wash area, elevator access, assigned/covered parking, and storage/laundry conveniences. Whether you are a full-time resident or a snowbird looking for a manageable Florida home base, this condo puts convenience, community, and value in one package. Buyer approval required. Buyer and buyer’s agent to verify association rules, fees, leasing restrictions, measurements, and all community information. **Some photos are AI enhanced**

1700 6th Street Nw Unit C21, Winter Haven
$499,999
8 Beds ⋅ 4 Baths ⋅ Beg 212pt7 Ft S Of Nw Cor Of E1/2 Of Se1/4 Of Ne1/ SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. Photos are from premove in! Welcome to this high-yield, income-producing quadraplex in Winter Haven! Featuring two separate detached buildings on over a 1/4 acre lot, this property offers 4 total units, each featuring 2 bedrooms and 1 full bath. Excellent efficiency for the owner—all units feature separate, individual meters for both water and electricity paid directly by the tenants. Low expenses mean maximum profit. Conveniently located near shopping, schools, and major transit. Don't miss out on this prime investment opportunity!

1604 2nd Street Nw, Winter Haven
$184,900
3 Beds ⋅ 2 Baths ⋅ Mariana Heights SubDv. ⋅ 33881 Zip Code
Renovation opportunity at 4079 Lake Marianna Drive. NO HOA, this 3-bedroom, 2-bath home features a circular drive, single car garage, front family room with views of Lake Marianna, newer solar panels, and a new roof installed at the same time as the solar system. The large, fenced backyard includes two extra-wide gates for boat or RV access, plus a shed, workshop, and air-conditioned outbuilding. The home needs repairs and updating and is currently cooled by window units rather than central air. Central Air was removed, but ducts remain. Bring your vision and make it your own. Close to Winter Haven Regional Airport!

4079 Lake Marianna Drive, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ 33881 Zip Code
Seller is offering $5,000 towards buyers closing costs! Welcome home to this charming pool home nestled in the heart of Winter Haven! Offering plenty of space for everyone, this home features a versatile bonus room perfect for a home office, playroom, media room, or additional living space to fit your needs. Step outside and dive into your own private in-ground pool, the perfect place to cool off and beat the Florida heat while entertaining family and friends. Conveniently located just minutes from shopping, dining, medical facilities, schools, and everything Winter Haven has to offer, you'll love the combination of comfort and convenience this property provides. Whether you're relaxing poolside, enjoying the flexible interior spaces, or taking advantage of the nearby amenities, this home offers the Florida lifestyle you've been looking for. Don't miss your opportunity to make this beautiful property your own—schedule your private showing today!

2095 W Hartridge Terrace, Winter Haven
$410,000
5 Beds ⋅ 2 Baths ⋅ Nydeggers West Elbert Sub SubDv. ⋅ 33880 Zip Code
Welcome to your new home! This spacious 5/2 has all you could need for functionality, family, and entertaining. Nestled just near Lake Elbert, less than a mile from downtown Winter Haven where you will find tons of local shopping, food, and lounges. On the main floor you will find both a formal and family living room, dining room, kitchen with attached laundry and plenty of pantry space, and the main bedroom with an ensuite bathroom, a built-in closet as well as a larger multi-function walk-in closet, or you can make it into an office! The ensuite bathroom has a separate door, a walk-in shower with multi heads/rain head, and a spa tub. On the second floor, you will find four additional bedrooms, the second bathroom, and the landing space can be utilized as a small living/game room area. On the second floor you will find 2 utility closets, so no toting cleaning supplies up the stairs! The home has original and working whole home exhaust, so in the cooler months or if you just like the windows open the exhaust pulls air through the house allowing for natural cooling as well as attic space to store seasonal décor. The A/C was replaced less than a year ago. Outside you will find in the front a semicircle driveway as well as a long drive that leads all the way back to the detached 2 car garage. There’s storage shelving in the garage and a working utility sink. Everything you could need in a home is right before you! all dimensions are approximate, buyer and or buyer's agent to confirm room dimensions.

199 8th Street Se, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Aldoro Park SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. Welcome to your private Florida oasis. Thoughtfully maintained and beautifully updated over the past 18 years! This move-in-ready home combines modern upgrades with the charm and lifestyle that make Florida living so desirable. Inside, you’ll find real hardwood flooring throughout, stunning quartz kitchen countertops (2013), fully remodeled bathrooms, and spacious living areas designed for comfort and functionality. Major improvements provide peace of mind, including storm windows (2011), HVAC system (2020), a newer roof, complete home replumbing (2026). Outdoor enhancements include a newly rescreened lanai, Leaf Filter gutter system, and new metal roofing over the carport and rear patio (2025). Step outside to enjoy a fully fenced backyard featuring mature fruit trees, attractive paver landscaping, and plenty of space to relax or entertain while embracing the natural Florida lifestyle. A standout feature of this property is the two large bonus rooms, a home office, gym, media room, playroom, or hobby space-tailored to fit your needs and lifestyle. True Florida Charm is waiting for you.

2227 12th Street Nw, Winter Haven
$270,000
5 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Seller to pay all closing costs with a reasonable offer... Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

1605 36th Street Nw, Winter Haven
$275,000
4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling fans.The functional, bright layout features a practical indoor laundry closet and double-pane window blinds for added privacy. Move-in ready appliances include a built-in range and refrigerator.The exterior boasts excellent curb appeal, a deep driveway with a 1-car carport, and a fully fenced chain-link backyard perfect for pets or outdoor entertainment. Nestled on a quiet and paved road. You are just minutes away from downtown Winter Haven, shopping, top-rated schools, and local entertainment. Schedule your private tour today!

108 Edgewater Drive, Winter Haven