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$185,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Short Sale. Welcome to this Winter Haven property offering plenty of room for the right buyer to add value. With no HOA, you’ll enjoy greater flexibility and fewer restrictions. The home features a spacious layout that provides a solid foundation for renovation and customization. Whether you’re an investor seeking your next project or a buyer looking for a home to update to your taste, this property offers multiple possibilities. The surrounding area provides convenient access to everyday essentials and local amenities. Bring your vision and transform this property into a home that fits your needs or investment goals. Don’t miss the chance to own a property in a desirable Central Florida market with room to improve, personalize, and build value.

310 Ogden Street, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Tranquility Park 2nd Rep SubDv. ⋅ 33880 Zip Code
3BR/2BA Beauty Near Downtown Winter Haven — Fully Updated Kitchen! Move right into this beautifully updated 3-bedroom, 2-bathroom home just minutes from downtown Winter Haven. The kitchen has been completely renovated with brand-new cabinetry, a stylish island, and gleaming granite countertops — a true showstopper for anyone who loves to cook or entertain. Ceramic tile flooring flows throughout the entire home for a clean, cohesive, low-maintenance feel. Enjoy an unbeatable location within walking distance of both Lake Shipp and Lake Howard — perfect for morning walks, fishing, or simply soaking in that classic Central Florida lake life. Downtown Winter Haven's shops, restaurants, and community events are just a short drive away. This home comes move-in ready with the refrigerator, stove, microwave, dishwasher, washer, and dryer all included. Major systems have been well maintained. No HOA means no extra fees and no added restrictions. Homes like this in this location don't sit on the market long — schedule your showing today!

1306 15th Street Sw, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven SubDv. ⋅ 33880 Zip Code
Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1,240 square feet of total living space. Built in 1915, the property also includes a one-car garage and is connected to public water and sewer. Conveniently located near Downtown Winter Haven, shopping, restaurants, schools, medical facilities, and major roadways. Whether you are expanding your rental portfolio or purchasing your first income-producing property, this duplex offers excellent potential in a central location. Schedule your private showing today. Please do not disturb the tenants.

625 Avenue B Sw, Winter Haven
$264,950
3 Beds ⋅ 2 Baths ⋅ Kings Pond Ph 2 SubDv. ⋅ 33880 Zip Code
MOVE-IN READY AND BEAUTIFULLY MAINTAINED! Welcome to 233 Kings Pond Ave, a charming 3-bedroom, 2-bath home where comfort, thoughtful updates, and everyday convenience come together. The spacious kitchen offers abundant cabinet storage and a cozy eat-in dining area, perfect for enjoying morning coffee or casual meals. The functional layout provides inviting living spaces, while the fully fenced backyard creates a private setting for relaxing, entertaining, gardening, or enjoying the Florida sunshine. A screened garage enclosure allows you to keep the garage door open and enjoy fresh air while maintaining a comfortable, enclosed space, ideal for hobbies, projects, or additional outdoor-style living. Other valuable features include gutters, a Ring camera system, a roof replaced in 2018, and an A/C system installed in 2024. Conveniently situated near shopping, dining, medical facilities, recreation, and major roadways, this home places the best of Winter Haven within easy reach. Schedule your private showing today!

233 Kings Pond Avenue, Winter Haven
$435,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 33880 Zip Code
Built in 2023 and situated on 1.59 acres, this 3 bedroom, 2 bath home offers something increasingly hard to find in Winter Haven: a newer home with land, flexibility and NO HOA. Nearly 200 feet of street visibility along Hwy 540 creates a unique opportunity for a small business owner who understands the value of exposure. Imagine the visibility your brand could capture simply by parking your wrapped work vehicle along the road frontage while coming home to your own private retreat. Inside, the split floor plan offers an open and functional layout centered around a spacious kitchen with quartz countertops, a large island and plenty of room for gathering. A newly added statement fireplace wall gives the living area a custom finished feel. The home also features a whole home water filtration system and a dedicated internet line from the provider, ideal for working from home, streaming and staying connected. Large covered front and back porches extend the living space outdoors, while the side entry garage adds to the home's beautiful curb appeal and keeps the front elevation clean and inviting. With 1.59 acres and no HOA, there is plenty of room for boats, RVs, additional vehicles, outdoor toys, trailers or work equipment. The expansive property also offers space to explore future possibilities such as a guest house, mother in law suite or additional dwelling, subject to applicable zoning and permitting. Conveniently located with easy access to major roadways, this property combines accessibility with the freedom and breathing room of acreage. Whether you're looking for space for your family, your toys, your work equipment or simply a little more freedom, 795 Crosstower Drive offers possibilities you won't find in a typical neighborhood.

795 Crosstower Drive, Winter Haven
$249,900
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Virtually Staged. "One or more photo(s) was virtually staged." This 3-bedroom, 2-bathroom home offers 1,124 square feet of living space with the added bonus of .94 acres of land and No HOA! Built in 2015, this home features a split-bedroom floor plan, laminate flooring throughout, and an inside utility closet for added convenience. Enjoy the privacy and freedom of nearly an acre where there is plenty of room to spread out, entertain, garden, park your toys, or create the outdoor space you've always wanted. The property also features a carport, screened front porch, private well, and septic system. Vacant and ready for its new owners, this property is a great opportunity for anyone looking for a comfortable home with plenty of land and no HOA restrictions. Don't miss out on this wonderful opportunity to enjoy country living with nearly an acre of land and all the convenience of being close to everything!

214 King Road, Winter Haven
$359,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Welcome to The Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This beautifully designed new construction home features 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,905 square feet of thoughtfully designed living space. There is a natural ease to this home, from the open-concept layout to the thoughtfully selected finishes, creating the perfect balance of comfort, style, and functionality. At the heart of the home, the designer kitchen features a stunning full waterfall island, 42-inch cabinets with crown molding and additional storage, stainless steel appliances, and a spacious walk-in pantry. The open living and dining areas flow seamlessly to the covered lanai, making it ideal for both everyday living and entertaining. Premium features throughout the home include: Upgraded 8-foot interior doors Luxury vinyl flooring throughout the main living areas Floor-to-ceiling porcelain tile in the shower and tub surrounds Blinds included on all windows Dedicated laundry room Covered outdoor living space For added convenience and peace of mind, this home also includes a Smart Home Package featuring a Smart Lock, Video Doorbell, Smart Thermostat, and Security Alarm System, along with a 2-10 Home Buyers Warranty. Residents of Residences at Winter Haven enjoy low HOA fees of just $225 per quarter, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Conveniently located near Lake Shipp Elementary School, Westwood Middle School, and Lake Region High School, this community also offers easy access to shopping, dining, healthcare, and major roadways. Offered at $349,900, this exceptional home combines quality craftsmanship, premium finishes, and modern living in one of Winter Haven's most desirable new home communities. Schedule your private showing today!

2145 River Hawk Loop, Winter Haven
$229,900
3 Beds ⋅ 2 Baths ⋅ Dinner Lake Estates SubDv. ⋅ 33880 Zip Code
Discover Your Cozy Winter Haven Retreat! Welcome to a home where comfort, style, and convenience come together in one inviting package. This beautifully updated 3-bedroom, 2-bathroom home offers 1,344 square feet of thoughtfully designed living space—perfect for first-time buyers, growing families, downsizers, or investors. Enjoy the rare advantage of owning both the home and the land with NO lot rent, NO HOA, and NO CDD fees, giving you the freedom to truly make this property your own. Inside, you'll find numerous modern upgrades that provide both style and peace of mind, including a 2022 HVAC system, updated cabinetry and countertops, luxury vinyl flooring throughout, beautifully renovated bathrooms, and fresh interior paint that creates a bright, welcoming atmosphere. The exterior is equally impressive. Durable aluminum siding and an aluminum metal roof offer long-lasting, low-maintenance living, while the fenced corner lot provides added privacy and plenty of outdoor space for family, pets, or entertaining. A screened and covered front porch invites you to relax with your morning coffee or unwind after a long day. Adding even more value, a 2020 RV located on the property is also available for purchase separately. The RV is currently leased and generates rental income, presenting an excellent opportunity for additional cash flow or future guest accommodations. Conveniently located just minutes from shopping, dining, schools, and everyday essentials, this home is also approximately:12 minutes to Winter Haven Hospital, 20 minutes to LEGOLAND® Florida Resort, 30 minutes to the world-famous Bok Tower Garden, just a short drive from Winter Haven's renowned Chain of Lakes, offering boating, fishing, waterfront dining, and endless outdoor recreation. Whether you're searching for your next home or a smart investment opportunity, this move-in-ready property offers exceptional value, modern updates, and an unbeatable location. Schedule your private showing today!

24 Flamingo Boulevard, Winter Haven
$294,990
3 Beds ⋅ 2 Baths ⋅ Kings Pond Ph 02 SubDv. ⋅ 33880 Zip Code
YOUR WINTER HAVEN OASIS AWAITS — MASSIVE 0.28-ACRE LOT & LOW HOA! Looking for space, privacy, and room to grow? Welcome home to this move-in-ready 3-bedroom, 2-bathroom residence nestled on a rare, oversized 0.28-acre lot in the desirable Kings Pond community. Say goodbye to cramped zero-lot lines and hello to true outdoor living! WHAT YOU’LL LOVE ABOUT THIS HOME: Spacious Outdoor Retreat: Step out into your massive, fully fenced backyard—the ultimate setup for weekend BBQs, pets, gardening, or adding your dream pool. Includes a dedicated workshop shed perfect for hobbies, tools, or extra storage! Light & Airy Layout: Features bright, open-concept living with high vaulted ceilings, natural light, and a functional split-bedroom floor plan for maximum privacy. Primary Suite: Unwind in your private master suite complete with a large walk-in closet, dual sinks, and an easy-access walk-in shower. Low HOA & Unbeatable Location: Enjoy quiet neighborhood living with an ultra-low HOA ($205/year) just minutes from local dining, shopping, medical facilities, and the famous Chain of Lakes for fishing and boating. Plus, LEGOLAND® Florida, downtown craft breweries, and major highways are right nearby!

232 Kings Pond Avenue, Winter Haven
$125,000
1 Beds ⋅ 1 Baths ⋅ The Haven SubDv. ⋅ 33881 Zip Code
Virtually Staged. Historic charm meets downtown convenience at The Haven. This 1-bedroom, 1-bath condo sits on the 3rd floor of one of Winter Haven's most recognizable former hotels — now reimagined as boutique historic condos just steps from downtown, Lake Howard, restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market. The unit blends vintage character with modern updates: tall ceilings, oversized historic windows, and abundant natural light give the space an airy, elevated feel, with partial views of downtown from the 3rd floor. The kitchen has been fully renovated with granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets — smart, functional storage that's genuinely hard to find in a condo. The primary bedroom comfortably fits a king-sized bed and includes a walk-in closet, while the bathroom has been refreshed with granite counters, a tiled tub surround, and a classic tub/shower combo. Building amenities add real everyday value: secure key-fob entry, elevator access, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby that reflects the building's original character. Residents also have access to a private courtyard pool, framed by creeping fig walls, palm trees, and lush landscaping — a peaceful spot to relax or work remotely outdoors. Low-maintenance and move-in ready, this unit suits a range of buyers: first-time homeowners, investors, seasonal residents, or anyone looking for an affordable condo with strong rental potential in a walkable downtown setting. Location is where this property really stands out. You're within walking distance of downtown dining, shopping, entertainment, and lakefront paths along Lake Howard. Winter Haven is home to 50 lakes, including the famous Chain of Lakes, putting boating, fishing, water skiing, and sunset views just minutes away. Everyday essentials are equally close — Publix, Walmart, Aldi, TJ Maxx, and local medical facilities are all nearby, and LEGOLAND Florida Resort is a short drive for weekend fun or extra rental appeal. Affordable, updated, and full of character, this condo at The Haven offers a rare combination: historic charm, modern comfort, and a genuinely walkable downtown lifestyle. Units in this building don't come up often — schedule your showing before this one's gone.

235 6th Street Nw Unit 307, Winter Haven
$520,000
4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code
Virtually Staged. 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
$222,000
2 Beds ⋅ 1 Baths ⋅ Tranquility Park Sub SubDv. ⋅ 33880 Zip Code
*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
$289,900
3 Beds ⋅ 2 Baths ⋅ Shadow Wood SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

4201 Shadow Wood Drive, Winter Haven
$299,900
4 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Il SubDv. ⋅ 33880 Zip Code
Come and see this move-in ready four-bedroom, two-bathroom home in the lovely Coventry Cove neighborhood. This home features a spacious open floor plan that seamlessly connects the living spaces for a highly functional and airy feel. The updated kitchen boasts beautiful granite countertops and stainless steel appliances, keeping the chef of the family engaged with the rest of the home. A well-appointed bathroom includes the convenience of a double vanity. Step outside to enjoy a private, fully fenced-in backyard that serves as a perfect space for outdoor entertaining or relaxing. Ideally located in Winter Haven, this home offers easy access to excellent shopping, dining, and vibrant local attractions. Schedule your private showing today!

996 Summer Glen Drive, Winter Haven
$342,900
3 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Discover the Key West by LAREF Homes, a thoughtfully designed 3-bedroom, 2-bath home that blends modern style with everyday functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home offers exceptional craftsmanship in a prime central Winter Haven location. The open-concept floor plan is complemented by a dedicated formal dining room, making it perfect for both everyday living and entertaining. At the heart of the home, the designer kitchen features a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. Additional highlights include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with a utility sink, blinds throughout, four ceiling fans, and a 2-10 Home Buyers Warranty. Residents enjoy low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of June.

2121 River Hawk Loop, Winter Haven
$344,900
4 Beds ⋅ 2 Baths ⋅ Residences/Winter Haven SubDv. ⋅ 33880 Zip Code
Discover the Key West by LAREF Homes, a thoughtfully designed 4-bedroom, 2-bath home offering the perfect blend of comfort, style, and functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home combines quality craftsmanship with a prime central Winter Haven location. Designed for modern living, the open-concept floor plan centers around a beautifully appointed kitchen featuring a waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. The bright living area extends seamlessly to the covered lanai, creating an inviting space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with utility sink, blinds throughout, four ceiling fans, a fully fenced in backyard, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of July.

2122 River Hawk Loop, Winter Haven
$429,900
4 Beds ⋅ 3 Baths ⋅ Residences Of Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Discover the Crystal River Gen Suite by LAREF Homes, a thoughtfully designed home that combines modern style with exceptional flexibility. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this 4-bedroom, 3-bath home is ideal for multi-generational living, extended family, guests, or anyone seeking additional privacy. The open-concept main living area is designed for both everyday comfort and entertaining, centered around a gourmet kitchen featuring a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, a spacious walk-in pantry, and abundant storage. Luxury vinyl flooring flows throughout the main living areas, while the covered lanai extends your living space outdoors. The private Gen Suite is what truly sets this home apart, offering its own entrance, sitting area, kitchenette, full bath, and bedroom—creating the perfect space for in-laws, visiting family, long-term guests, or a private home office. Additional highlights include floor-to-ceiling porcelain tile in the showers, a dedicated laundry room with utility sink, blinds throughout, an extended driveway, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers a prime central Winter Haven location with low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options.

2112 River Hawk Loop, Winter Haven
$384,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-in Ready! Welcome to the Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This thoughtfully designed 4-bedroom, 2-bath home features an open-concept layout that blends style and functionality. At the heart of the home, the designer kitchen showcases a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, abundant storage, and a spacious walk-in pantry. The extended great room flows seamlessly to the covered lanai, creating the perfect space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the showers, blinds throughout, four ceiling fans, a dedicated laundry room, and a 2-10 Home Buyers Warranty for added peace of mind. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Experience quality construction, thoughtful design, and a community you'll be proud to call home.

2108 River Hawk Loop, Winter Haven
$337,000
4 Beds ⋅ 3 Baths ⋅ Normandy Heights SubDv. ⋅ 33880 Zip Code
Welcome to this stunning 4-bedroom, 3-bath split floor plan home with tile flooring throughout. The open kitchen features a breakfast bar, brand-new stainless steel appliances, and plenty of storage. You’ll love the formal living room and a dedicated laundry room. Sliders from both the master suite and living room lead to a peaceful lanai. The master bath boasts dual sinks, a garden tub, and a separate shower. Plus, one of the bathrooms conveniently opens to the lanai. The lanai floor and garage floor was recently painted for that added style. The home is located in Winter Haven in between Orlando and Tampa close to all of the amenities you would need. Don’t miss this gem!

1192 Normandy Heights Circle, Winter Haven
$370,000
5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code
Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll

1392 Axel Cir, Winter Haven
$314,999
2 Beds ⋅ 3 Baths ⋅ Haven Place SubDv. ⋅ 33881 Zip Code
Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Cinnamon Ridge Ph 03 SubDv. ⋅ 33880 Zip Code
Short Sale. Great opportunity to own this spacious home! Please note this is a short sale and purchase is subject to lender/bank approval. Property is being sold strictly in As-Is condition, and buyer is responsible for all municipal inspections. Bring your vision and custom touches to make this home your own! Opportunity meets value in this 3-bedroom, 2-bath home located in a well-established Winter Haven neighborhood. NO HOA. Positioned on a spacious, fully fenced corner lot, this property offers exceptional outdoor space and includes an above-ground pool, perfect for cooling off on hot Florida days, entertaining guests, or enjoying your own private backyard retreat. Inside, you’ll find a functional, comfortable layout with great natural light and flexible living space. This home presents an excellent opportunity for buyers looking to add personal style, build equity, or secure a solid investment property in a growing area. Whether you’re a first-time buyer, downsizing, or expanding your investment portfolio, this home offers strong potential, location convenience, and everyday livability. Ideally located near shopping, dining, Downtown Winter Haven, and the Polk Parkway, with easy access to both Orlando and Tampa for commuting or weekend travel. If you’re looking for space, flexibility, and long-term value with NO HOA restrictions, this is one you don’t want to miss. Schedule your private showing today and explore the possibilities.

878 Killearn Boulevard, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Sandalwood Sub SubDv. ⋅ 33880 Zip Code
This well maintained 3 bedroom, 2 bath block home is located within Winter Haven city limits and offers 1,155 square feet of comfortable living space with tile flooring throughout and no HOA. The functional floor plan features spacious bedrooms, ample kitchen counter space, and a large fenced backyard perfect for outdoor entertaining, pets, or creating your own private retreat. Major updates include a roof replaced in 2018, A/C replaced in 2014, and a water heater installed in 2004, providing added peace of mind. Currently tenant occupied through October 31, 2026, making this an excellent opportunity for buyers looking to secure their future home while planning ahead for occupancy. Conveniently located near shopping, dining, medical facilities, downtown Winter Haven, and just minutes from LEGOLAND Florida Resort. Don't miss your chance to own this move-in-ready home in a convenient central location, schedule your showing today!

1733 Sandalwood Circle Sw, Winter Haven
$309,999
3 Beds ⋅ 2 Baths ⋅ Plaza Sub SubDv. ⋅ 33880 Zip Code
Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long evenings. Inside, the warmth is immediate. Cedar wood wraps the interior, creating a natural, timeless atmosphere rarely found in Florida homes. The craftsmanship was completed by a skilled wood artisan, and the attention to detail is felt throughout custom wood features, soaring character, and a layout that feels both grounded and inviting. Tile flooring spans the entire downstairs, while all bathrooms are finished floor-to-ceiling in tile, offering durability and a clean, elevated aesthetic. The home has been thoughtfully upgraded for comfort and longevity, including brand-new hurricane-impact, double-pane windows with architectural tint reflecting up to 90% of heat, a new AC unit, new attic fan, insect-repellent insulation, and a fully sealed roof coated with heat-reflective, hurricane-rated paint. Even in peak summer, electric bills remain impressively low under $150 with no solar required. The kitchen and bathrooms feature newer plumbing, modern appliances (all just a few years old), and a standout stone-wrapped Jacuzzi tub, creating a spa-like retreat within the home. Side sliders bring in natural light and connect indoor living with outdoor space, while the garage includes sensor lighting, Hardie backer walls, full electrical, and AC, making it ideal for a workshop, studio, or flex space. The property is being offered fully furnished, including custom handcrafted wood furnishings (excluding beds and sofas), making it a true turnkey opportunity for a buyer who values character, quality, and immediate livability. Regular termite and pest control servicing adds peace of mind to this cedar-built, naturally insect-resistant home. Centrally located between Orlando and Tampa, with convenient access to major highways, shopping, and daily essentials, this home delivers both lifestyle and location. This is not a cookie-cutter property. This is a home with a story built to last, designed to feel different, and ready for its next chapter.

4599 Reynosa Drive Sw, Winter Haven
$256,500
2 Beds ⋅ 1 Baths ⋅ Tranquility Park 02 Rep SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunning high-gloss marble-style porcelain flooring throughout that creates a bright and elegant living space. Enjoy a spacious layout filled with natural light, a well-maintained kitchen with stainless steel appliances, wood cabinetry, and a stylish backsplash — perfect for everyday living. The home also offers a renovated bathroom with modern finishes and a convenient interior laundry area. Step outside to a large, fully fenced backyard, ideal for entertaining, pets, or simply enjoying your own private outdoor space. The covered carport and extended driveway provide ample parking. Located in a quiet, well-established neighborhood, this home is perfect for first-time buyers or investors. Property is being sold AS-IS, presenting a great opportunity for buyers looking for value and flexibility. Schedule your private showing today!

1601 Roselawn Street Sw, Winter Haven
$179,999
2 Beds ⋅ 2 Baths ⋅ Stonebridge Vls Ph 02 SubDv. ⋅ 33880 Zip Code
Turnkey Villa in Stonebridge — Low Maintenance Living, Prime Location Step into easy Florida living with this move-in ready 2-bedroom, 2-bath villa in the highly desirable Stonebridge community. With vaulted ceilings, abundant natural light, and an open-concept layout, the home feels bright, spacious, and immediately inviting. The thoughtfully designed split-bedroom floor plan offers ideal privacy for guests, roommates, or a dedicated home office. The primary suite provides a relaxing retreat with a walk-in closet and a spacious walk-in shower. The kitchen is both functional and welcoming, featuring generous counter space, ample cabinetry, and a breakfast bar that flows seamlessly into the main living area—perfect for everyday living or casual entertaining. Major systems—including the roof, HVAC, and water heater—are all approximately 3 years old, giving buyers peace of mind from day one. Step outside and enjoy one of the home’s standout features: direct proximity to the community pool—just steps away for effortless relaxation. Conveniently located near downtown Winter Haven, Legoland, Disney, and major roadways with access to Florida’s beaches, this home is ideal for full-time living, a seasonal retreat, or an investment opportunity. Opportunities like this don’t last—schedule your private showing today.

2218 Abbey Road, Winter Haven