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Browse All Winter Haven FL Between $300K - $400K Properties for Sale

5385 Hogan Lane, Winter Haven
$369,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
Welcome to this stunning Biscayne-model home located at 5385 Hogan Lane, Winter Haven, Florida 33884, within the highly desirable Lake Ashton, a Premier Florida Retirement community in Central Florida. This beautifully maintained property offers premium upgrades, functional spaces, picturesque lake views and gorgeous Florida sunsets. Premium Interior Features include: Gourmet Kitchen with 42" cherry cabinetry with modern crown molding and large metal handles, granite countertops, a breakfast bar, an elegant tile backsplash, and window above the sink. The kitchen cabinet layout includes several banks of drawers, a stainless steel sink and an enlarged open area that flows seamlessly into the breakfast nook. The dedicated den is a highly functional space complete with a built-in Murphy bed and custom desk complex, perfect for a home office or guest room. The wall unit also has a desk that folds out easily. The Primary Suite Bath features comfort height cabinetry, granite countertops, upgraded mirrors and lighting fixtures, a garden tub, and a glass shower door enclosure. The guest bathroom is similarly appointed with a comfort height cabinet, granite counter, upgraded mirrors, and a shower/tub combo. You'll find Upgraded Flooring in the main living, dining, and dinette areas with bamboo flooring, while the kitchen, bathrooms, laundry room and den have tile flooring; plush carpeting is in the bedrooms. This home has a desirable outdoor living area. Relax on the large, screened lanai with tile floor while enjoying beautiful water views and sunsets. A professionally laid paver walkway connects the garage directly to the lanai. This home has double-paned windows, solar tubes for abundant natural light throughout the kitchen, bathrooms, laundry room, and den, and ceiling fans in every room. The Expanded Garage Space is a bonus. The generous double car garage has built-in cabinetry, an extra-long dedicated golf cart garage (8'5x29'11), a utility sink, an exterior window, and a pull-down ladder for attic storage. Additional Home Highlights: Roof Replaced 2025, A/C (2017), Separate Irrigation Meter, Extended Birdcage with Tile Flooring. Located in Lake Ashton, a Florida Retirement community offering Resort style amenities and planned activities. Lake Ashton, a 55 community in Florida, has (2) 18- Hole Golf Courses, Pro Shop, Main Clubhouse with Movie Theater, Bowling Lanes, Grand Ballroom, Card, Craft and Billiards, Outdoor Pool, Bocce, Shuffleboard, Tennis and Fitness Center. The Health and Fitness Center has an Indoor Pool, Card, Craft and Billiards, Multi-Purpose Room, Media Center, Indoor 1/2 Court Basketball, Indoor Full Court Racquetball, Pickle Ball courts and MORE! One Year Home Warranty Included. Call today to tour this home.

5385 Hogan Lane, Winter Haven

128 Lagoon Road, Winter Haven
$340,000
4 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
* NO HOA * * NEW ROOF 2024 * * NEW PLUMBING * * REMODELED PRIMARY BATHROOM * * QUARTZ COUNTERTOPS * * FULLY FENCED BACKYARD * Beautifully updated and move-in ready, this 4-bedroom, 2-bath home with a 2-car garage is tucked away in a quiet neighborhood just minutes from Lake Ned. Designed for comfortable everyday living and effortless entertaining, this well-maintained home features numerous upgrades throughout. The heart of the home is the renovated kitchen, showcasing elegant quartz countertops, an oversized copper farmhouse sink, abundant cabinetry, and generous workspace for cooking, gathering, and hosting family and friends. New light fixtures throughout the home provide a fresh, modern feel, while durable tile and laminate flooring throughout means no carpet and easy maintenance. The spacious primary suite offers a peaceful retreat with direct access to the screened porch, creating the perfect indoor-outdoor living experience. The remodeled en-suite bathroom features stylish finishes and thoughtful updates designed for both comfort and functionality. Step outside to the fully fenced backyard, offering ample space for pets, play, gardening, outdoor entertaining, or even the addition of a future storage shed. Whether you're enjoying morning coffee on the porch or hosting weekend gatherings, this outdoor space is ready to fit your lifestyle. Major improvements provide peace of mind for years to come, including a new roof installed in 2024 and new plumbing in 2026. Conveniently located near Lake Ned, local parks, shopping, restaurants, and everyday conveniences, this exceptional home also offers easy access to major roadways and area attractions. Measurements are approximate. Information is believed to be accurate but not guaranteed. Schedule your private showing today before this wonderful home is gone!

128 Lagoon Road, Winter Haven

4043 Bedford Avenue, Winter Haven
$359,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
UPGRADED HOME IN THE GATED RESORT-STYLE COMMUNITY OF TRADITIONS: Meticulously maintained and thoughtfully upgraded 2 bedroom, 2 bath home with a versatile den that can easily serve as a 3rd bedroom, located in the desirable Traditions at Lake Ruby community. Enjoy comfortable living and an active lifestyle in this gated 55+ community in Winter Haven. This beautifully maintained home features extensive improvements, generous outdoor living space and transferable home warranty until April of 2030. The open floor plan brings the great room and kitchen together for easy everyday living and entertaining. New laminate flooring adds warmth, while the kitchen features quartz countertops, an island with seating and pendant lighting, stainless steel appliances including a double oven with air-frying and microwave capabilities and a closet pantry. An adjoining dinette provides a casual dining spot, while the formal dining room offers an inviting setting for intimate dinners and holiday gatherings. The spacious primary suite features a tray ceiling, a walk-in closet with custom built-ins and an ensuite bath with a quartz countertop, dual sinks, a handicap accessible walk-in shower and a private water closet. The comfortably sized secondary bedroom is conveniently situated near the guest bathroom, which features a new walk-in shower. An interior laundry room with storage cabinets adds everyday convenience. Three sets of sliding doors create a natural connection to the expansive covered and screened lanai. Finished with paver flooring, this generous outdoor space offers room for relaxing, dining and hosting larger gatherings. A separate paver patio just outside the enclosure provides a convenient grilling area, while refreshed tropical landscaping enhances the setting. Enjoy added peace of mind in Florida with a new roof installed in 2024 and a 2024 Generac 24kW whole-house generator with a transferable warranty and powered by a 500-gallon buried propane tank capable of providing up to three weeks of backup power eliminating much of the stress and uncertainty associated with unexpected power outages, whether short-term or extended. Additional significant improvements made in 2023/2024 include new interior and exterior paint, new laminate flooring and a Puragain water purification system with reverse osmosis in the kitchen. The two-car garage features screen doors, epoxy flooring, a 240-volt connection for electric vehicle charging and attic stairs. Additional features include surround sound, an ADT security system, an irrigation system with a separate irrigation meter, rain gutters, a paver driveway and walkway and more. The monthly maintenance fee of $485 includes lawn care, bush and hedge trimming, exterior home painting, cable TV, internet, trash removal and access to the clubhouse and community amenities. Just a short walk from the home, the lakefront clubhouse offers a heated pool and spa, fitness center, ballroom, library, dance studio, arts and crafts studio and a computer room. Outdoor amenities include shuffleboard, basketball, tennis and bocce ball, along with a community boat ramp, dock and dog park. A new Publix located just outside the community gate makes everyday errands especially convenient, with dining and medical facilities only minutes away. Centrally located between Tampa and Orlando, this thoughtfully improved home offers an inviting opportunity to enjoy the maintenance-free lifestyle of Traditions at Lake Ruby.

4043 Bedford Avenue, Winter Haven

1217 Michelangelo Lane, Winter Haven
$399,999
4 Beds ⋅ 4 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code
SPECIAL FINANCING INCENTIVE AVAILABLE! Qualified buyers may be eligible for a lender-paid credit toward closing costs through TJ Jimenez, Homefi Financial. NO CDD • LOW HOA • SPACIOUS CORNER LOT! Space, style, and modern Florida living come together in this impressive Winter Haven home offering nearly 3,000 SQ. FT. with 4 BEDROOMS + a dedicated OFFICE/BONUS ROOM, 3.5 BATHROOMS + a HUGE UPSTAIRS LOFT. The PRIMARY SUITE and dedicated OFFICE are both conveniently located on the first floor, creating a highly functional layout with privacy, flexibility, and plenty of room to spread out. LOCATION IS ANOTHER MAJOR ADVANTAGE! Enjoy convenient access to LEGOLAND Florida Resort, shopping, dining, entertainment, beautiful lakes, outdoor recreation, and major roadways connecting you throughout Central Florida—all while enjoying the benefits of NO CDD and LOW HOA fees.Some rooms are Virtually Staged Step inside and you’ll immediately appreciate the OPEN-CONCEPT LAYOUT and sense of space. Beautiful CERAMIC TILE flows throughout the first floor, creating a seamless transition between the kitchen, dining, and living areas. The kitchen features GRANITE COUNTERTOPS, plenty of cabinetry and storage, and an open design perfect for everyday living and entertaining. The PRIMARY SUITE on the first floor provides privacy and convenience, while the separate OFFICE/BONUS ROOM, also downstairs, is ideal for working from home, a study, hobby room, playroom, or additional flex space. Head upstairs and the space continues! A HUGE LOFT creates an entirely separate living area—perfect for a MEDIA ROOM, GAME ROOM, HOME GYM, KIDS’ LOUNGE, or SECOND FAMILY ROOM. The remaining three bedrooms are upstairs, offering great separation from the primary suite, along with generous walk-in closets and plenty of storage throughout the home. Outside, the LARGE CORNER LOT gives you even more room to enjoy. The FULLY FENCED BACKYARD and COVERED LANAI create the perfect setting for entertaining, weekend BBQs, pets, or simply relaxing and enjoying the Florida lifestyle. The home also features a FULL GUTTER SYSTEM for added convenience. If you’ve been looking for SIZE, MODERN STYLE, and FLEXIBLE LIVING SPACE, this home delivers—4 BEDROOMS + OFFICE/BONUS ROOM + HUGE LOFT, nearly 3,000 sq. ft., a first-floor primary suite, spacious fenced corner lot, NO CDD and LOW HOA. Schedule your private showing today and experience everything this beautiful Winter Haven home has to offer!

1217 Michelangelo Lane, Winter Haven

1767 Vanilla Street, Winter Haven
$314,691
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Scenic Terrace pairs comfortable living with inviting community spaces in Lake Hamilton. Amenities include a resort-style pool, clubhouse, playground, and dog park for everyday enjoyment. Ideally located between Orlando and Tampa, residents enjoy convenient access to the best of Central Florida.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

1767 Vanilla Street, Winter Haven

1759 Vanilla Street, Winter Haven
$339,492
5 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Scenic Terrace pairs comfortable living with inviting community spaces in Lake Hamilton. Amenities include a resort-style pool, clubhouse, playground, and dog park for everyday enjoyment. Ideally located between Orlando and Tampa, residents enjoy convenient access to the best of Central Florida.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

1759 Vanilla Street, Winter Haven

1127 Seedorf Drive, Winter Haven
$319,990
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 6 SubDv. ⋅ 33881 Zip Code
Welcome to 1127 Seedorf Drive, a beautifully maintained 4-bedroom, 2-bath home built in 2022, offering 2,004 sq. ft. of spacious single-story living in the Lake Lucerne community of Winter Haven. Step inside to a bright, open-concept floor plan with modern finishes throughout. The impressive kitchen features a large quartz island, abundant cabinetry, stainless-steel appliances, stylish backsplash and generous counter space, seamlessly connecting to the dining and living areas—ideal for everyday living and entertaining. The spacious primary suite provides a comfortable private retreat, while three additional bedrooms, flexibility for guests, a home office or additional living space. One of the home's standout features is the upgraded outdoor living area. Step through the sliding doors to the screened lanai and expansive paver patio with pergola, creating a wonderful setting for outdoor dining, grilling, entertaining or simply enjoying the Florida lifestyle. The landscaped backyard, irrigation system and partial privacy fencing the outdoor space. Additional features include a 2-car garage, dedicated laundry room, central A/C, ceiling fans and window treatments. Conveniently located near US-27 and SR-544 with easy access to shopping, dining, medical facilities and Central Florida attractions. Move-in ready, with an HOA of only $93 per month, low property taxes and NO CDD—this home offers an exceptional combination of modern living, outdoor upgrades and affordable ownership. Schedule your private showing today!

1127 Seedorf Drive, Winter Haven

6060 Navona Way, Winter Haven
$305,990
4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage, quartz countertops and stainless-steel appliances. The kitchen overlooks the dining room, living room and outdoor patio making entertaining guests or enjoying time with family easy. The first floor also features a powder room. Perfect for keeping your privacy during guest visits. The second floor is complete with the primary bedroom, three additional bedrooms, a loft, and the laundry room. The primary bedroom includes its own bathroom with a dual vanity sink, separate shower and spacious walk-in closet. Like all homes in Villamar, the Crestview includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6060 Navona Way, Winter Haven

6159 Coronari Lane, Winter Haven
$336,990
5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6159 Coronari Lane, Winter Haven

1097 Carefree Cove Dr, Winter Haven
$319,900
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
There is something different about living where the water is part of your everyday routine. This new-construction Winter Haven home sits along a freshwater canal connecting Lake Conine and Lake Hartridge within the Winter Haven Chain of Lakes, giving you a lifestyle that most new homes simply cannot offer. Inside, the home feels bright, clean and thoughtfully designed for the way people actually live. The kitchen, dining area and living room flow together naturally, keeping everyone connected whether you are preparing dinner, entertaining friends or enjoying a quiet evening at home. The kitchen features white shaker-style cabinetry, stone countertops, stainless-steel appliances and a generous center island that works equally well for meal prep, casual dining and conversation. Warm wood-look flooring adds contrast and warmth throughout the main living areas. Sliding glass doors extend the living space to the screened covered lanai, creating a comfortable place to enjoy morning coffee, evening conversations, summer rainstorms or the canal-side setting just beyond the backyard. The primary suite is positioned apart from the secondary bedrooms for added privacy. Its bathroom includes dual sinks, a long vanity and an oversized glass-enclosed shower with large-format tile and a rainfall-style showerhead. Two additional bedrooms and a second full bath provide flexibility for family, guests or a home office. A dedicated laundry room, pantry storage and two-car garage make everyday routines easier, while the open layout keeps the home functional without wasting space. What really sets this property apart is the setting. Instead of backing up to another row of homes, the backyard opens toward a freshwater canal with access to one of Winter Haven’s most defining features: the Chain of Lakes. Whether you enjoy fishing, boating, spending time outdoors or simply being near the water, this home offers a direct connection to the Florida lifestyle. And there is another combination that is increasingly difficult to find in new construction: no HOA and no CDD. You can enjoy a newer home, modern finishes and canal access without the recurring community fees common in many newer developments. Convenient access to Winter Haven shopping, dining, medical services, downtown destinations and Central Florida attractions adds even more appeal. If you have been looking for a home that offers more than just new construction, one with modern design, screened outdoor living, canal access and the freedom of no HOA or CDD—this is one worth experiencing in person.

1097 Carefree Cove Dr, Winter Haven

5344 Nicklaus Drive, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
Home for Sale in Lake Ashton, a Florida Retirement Community with Two (2) Golf Courses, Resort Style Amenities and Planned Activities like Trivia, Bingo, Dances, Day Trips, Holiday Events and MORE! This 3 Bedroom and 2 Bath home with over 1,600 sq. ft. living area would be a great seasonal home. The furniture in this home is negotiable. The exterior of this home has paver drive and walk ways, mature and well maintained landscape with rock-scape and landscape edging, a screened entry at the Front Door, and a Covered Lanai, on the front of the home, which is large enough for chairs. An irrigation system provides water to the large and beautiful Palm tree and other mature landscape around the home. This seasonally occupied and well maintained home offers an Open and Spacious Split Floor Plan with NO CARPET ANYWHERE! The kitchen features SS appliances (oven-December 2022, refrigerator 2021), Corian countertops, Dinette area with Bay Windows, Step Up breakfast bar and closet pantry. New Anderson Windows have been installed in the Dining room, Primary Bedroom and Primary Bathroom. Laminate flooring is in each of the bedrooms. The Primary Suite has 2 large walk-in closets, His/Her comfort height vanities, a Water closet and Large walk-in shower. The washer/dryer in the laundry room will be included in the sale of this home. The outdoor living area offers a 26 x 10 rear screened lanai and large paver area that is great for grilling. The 2 car garage is equipped with a "Skeeter Beater" for privacy and enjoying the cool cross breeze! Lake Ashton that offers 2 clubhouses, indoor and outdoor heated pools, pickle ball, tennis courts, racquetball, basketball, fitness centers, movie theaters, craft room, media center, several private lakes, private boat ramp/slips and more!! Come and enjoy your retirement and carefree living in the beautiful gated and guarded community of Lake Ashton today!

5344 Nicklaus Drive, Winter Haven

6059 Navona Way, Winter Haven
$309,990
4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage, quartz countertops and stainless-steel appliances. The kitchen overlooks the dining room, living room and outdoor patio making entertaining guests or enjoying time with family easy. The first floor also features a powder room. Perfect for keeping your privacy during guest visits. The second floor is complete with the primary bedroom, three additional bedrooms, a loft, and the laundry room. The primary bedroom includes its own bathroom with a dual vanity sink, separate shower and spacious walk-in closet. Like all homes in Villamar, the Crestview includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6059 Navona Way, Winter Haven

6055 Navona Way, Winter Haven
$336,990
5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
Under Construction. The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

6055 Navona Way, Winter Haven

117 Homewood Drive, Winter Haven
$345,000
3 Beds ⋅ 2 Baths ⋅ Homewood Sub SubDv. ⋅ 33880 Zip Code
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

5369 San Pietro Drive, Winter Haven
$319,999
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5369 San Pietro Drive, Winter Haven

4028 Phoenician Way, Winter Haven
$330,000
2 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Under contract-accepting backup offers. CDD DEBT BALANCE PAID IN FULL*** DESIGNATED GOLF CART ENTRY/GARAGE (9x18) *** FLORIDA ROOM (10X30) ** EXTENDED SCREENED ENCLOSURE(15x30) ** ROOF REPLACED 2022** **Three (3) Windows Replaced in 2023** ** EXTERIOR OF THE HOME PAINTED IN 2021*** and DEDICATED UNSCREENED PAVER AREA FOR YOUR GRILL. This Bali Floor Plan with 2 Beds/2 Baths offers 1,484 sq.ft. living area PLUS 300 Sq. ft. living area in the Florida Room with Tile Floor and Air Conditioning. Grab your Binoculars- You're going to enjoy the nature views of the pond, golf course and wooded area while you relax on the back lanai. The Double Glass Door Entry opens into the heart of the home, the Living Room area. The Guest Bedroom and Bathroom are on the Right, Front of the Home. The Guest Bath features a Shower/Tub Combo and a pocket door provides privacy for overnight guests. A dedicated Linen Closet is in the hallway that leads to the Guest Bedroom/Bath. The Kitchen offers 42" cabinets, granite countertops, breakfast bar, reach in pantry and dinette area. The Living Room, Kitchen and Dinette areas have Crown molding and Tile Floors. The triple sliding glass door system in the Living Room and Double sliding glass door system in the Dinette create a wide, unobstructed opening to the Florida room, offering flexible ventilation, abundant natural light, and a seamless connection. The Florida Room could be used as a Craft area, additional Sitting area with TV or even a Bedroom room for Guests. You have Options! Make the Most of the Space!!! The Primary Suite offers His/Her Walk in Closets and En-suite with Tiled Shower, Vanity with Dual Integrated Sinks and Linen Closet. This attractive home has a 2 Car Garage (19x20) and Separate Golf Cart Garage. The Garage Doors have glass inserts for additional light into the garage and add to the Curb Value of this Home with Paver Driveway and Flagpole. The well-maintained lawn has an irrigation system and custom curbing outlines the landscape beds with rock mulch. Lake Ashton is a 55+ community with Resort Style Amenities, Planned Activities like Dances, Trivia, Day trips, Entertainment series, Holiday Events and MORE! The residents in Lake Ashton enjoy Outdoor and Indoor Swimming Pools, 2- Golf Courses (Memberships are Optional), 2 - Clubhouses, Pickleball, Tennis, Racquetball (Indoor), 1/2 Court Basketball (Indoor), Billiards, Bowling Lanes, Movie Theater, Eagles Nest (Eatery) and More. Make plans today to visit this home and Lake Ashton!

4028 Phoenician Way, Winter Haven

1475 Grand Cayman Circle, Winter Haven
$359,000
3 Beds ⋅ 2 Baths ⋅ Lake Dexter Moorings SubDv. ⋅ 33884 Zip Code
Virtually Staged. WATERFRONT LIVING ON BEAUTIFUL LAKE DEXTER-PRIVATE DOCK - OVERSIZED CORNER LOT -Newly Remodeled - This beautifully updated 3 Bedroom 2 Bath plus separate Dining Room/Office Lake Dexter canal home offers your own 15 X 25 private dock with electric and water, giving you easy access to boating, fishing and days on the lake. All right from your backyard. Inside, the spacious split-bedroom floor plan features an oversized living room with a fireplace and triple sliding doors opening to the screened lanai and spa. The kitchen had been remodeled with new quarts countertops, new abundant cabinetry, breakfast bar, additional counter space & beverage/wine cooler perfect for entertaining! The formal dining room can easily be converted into a large office/den with built-in oak bookshelves provides the perfect space for working from home or additional flex space. The newly renovated private primary suite offers dual walk-in closets, an updated bath and triple sliders providing direct access to the lanai, spa and outdoors! The guest bathroom has also been beautifully improved. Large inside laundry with plenty of pantry storage is great for organization. Outside, enjoy the huge lot partially fenced in from the waterfront dock! NEWER HVAC and DUCTWORK! NEW SPA PUMP & FILTER! The community also offers a boat ramp and community pool to enjoy when you come back in and want to cool off! If waterfront living, boating, fishing and plenty of space are on your wish list, this Lake Dexter home deserves a closer look! You will love living here!

1475 Grand Cayman Circle, Winter Haven

2 Casarena Court, Winter Haven
$309,900
3 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code
Welcome to 2 Casarena Ct, a truly unique opportunity in a private gated Winter Haven community. One of only three 3-bedroom with 3 full bathroom residences in the community, this spacious home is ideally positioned to capture beautiful views of Lake Cannon, part of Winter Haven’s renowned Chain of Lakes. Step inside to an inviting open-concept floor plan featuring an expansive living and dining area highlighted by a striking fireplace, creating a warm focal point for both everyday living and entertaining. The thoughtfully designed layout includes two generous primary suites, providing exceptional privacy and flexibility for owners, guests, extended family, or seasonal visitors. Each primary offers spacious living accommodations, with the balcony primary offering double vanity and a sauna in the shower, the while the additional ensuite bedroom and bath provide even more versatility. The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry, and convenient access to the main living and dining spaces. Enjoy Florida living from multiple outdoor areas, including a private balcony overlooking the community pool with views toward Lake Cannon, as well as a private Florida room at the rear of the home—perfect for morning coffee, reading, relaxing, or enjoying the Florida sunshine year-round. Additional features include two HVAC systems, with one replaced approximately six months ago, tankless water heater, natural gas connection, a whole-home generator for added peace of mind, and a two-car garage. A unique private paver parking space provides additional dedicated parking beyond the garage—an exceptional feature for condo living. Residents enjoy the benefits of a private gated community along with lawn care, access to the community pool, and lake access to Lake Cannon and the Chain of Lakes with boat slips that are first come first serve. The combination of water views, spacious living areas, multiple private suites, outdoor living spaces, garage parking, and community amenities makes this property an excellent option for buyers seeking the convenience of low-maintenance living without sacrificing space, privacy, or comfort. Whether you're looking for a full-time residence, seasonal Florida retreat, or spacious lock-and-leave lifestyle, 2 Casarena Ct offers a rare combination of privacy, lakefront community living, and exceptional interior space in the heart of Winter Haven.

2 Casarena Court, Winter Haven

4075 Bedford Avenue, Winter Haven
$344,900
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to Traditions, a premier 55+ maintenance-free gated community, where resort-style living meets everyday comfort and convenience! This wonderful 2-bedroom, 2-bath home with a den offers Eco Smart construction and an exceptional location just steps from the community clubhouse and directly across the street from the boat ramp. A charming screened-in front entry welcomes you into this beautifully appointed home. Step inside to the spacious Great Room, featuring elegant crown molding and porcelain plank flooring. Oversized glass sliding doors provide an abundance of natural light and open seamlessly to the screened-in lanai, creating an effortless flow between indoor and outdoor living. The gourmet kitchen is truly a chef’s delight, showcasing timeless white shaker cabinetry accented with crown molding and brushed-nickel hardware, complemented by a beautiful glass-tile backsplash. The center island features luxurious quartz countertops and pendant lighting, creating both a stylish focal point and functional workspace. A walk-in pantry and stainless-steel appliance package provide additional convenience and storage. The charming breakfast nook offers the perfect spot for casual dining. Designed for entertaining, the open-concept floor plan allows the formal Dining Room to flow naturally into the Great Room. The versatile Den is an inviting retreat with beautiful views overlooking Lake Ruby, making it an ideal home office, reading room, or additional living space. The Primary Bedroom Suite offers a peaceful retreat, featuring a tray ceiling, wall-to-wall carpeting, and a generously sized walk-in closet. The luxurious Primary Bath features a comfort-height vanity with dual sinks, quartz countertops, private water closet, and a handicapped-accessible tiled shower beautifully finished with decorative Listello tile and glass enclosure. Throughout the home, crown molding and graceful arched entryways add architectural detail and timeless elegance. Step outside to the generously sized screened-in lanai, beautifully finished with pavers and offering a peaceful space to relax, entertain, and enjoy the Florida lifestyle. Additional features include a Laundry Room with cabinetry, washer and dryer, keyless smart-lock entry, smart thermostat, double-pane Low-E windows, AO Smith hybrid water heater, screened front entry, exterior carriage lighting, architectural shingle roof, radiant heat barrier, gutters, exterior stone facade, and paved walkway & driveway. The two-car garage features a garage door opener for added convenience. Traditions offers an exceptional active-adult lifestyle with an impressive array of amenities and planned activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. The monthly HOA fee includes lawn service, cable, internet, and exterior house painting, providing added value and making maintenance-free living truly effortless. With its coveted location near the clubhouse and boat ramp, Lake Ruby views, this property offers the perfect combination of resort-style amenities, beautiful surroundings, and everyday convenience.

4075 Bedford Avenue, Winter Haven

5809 Windridge Drive, Winter Haven
$319,900
4 Beds ⋅ 3 Baths ⋅ Windridge SubDv. ⋅ 33881 Zip Code
Space, a Screened Pool and a location that keeps you connected! This 4-bedroom, 2.5-bath pool home on the north side of Winter Haven offers 2,836 sqft, a first-floor office/den, an upstairs bonus room and a 2-car garage. The HOA is only $350 a year, there's NO CDD, and it's in Flood Zone X. Out back, the screen enclosure covers both the 24x14 in-ground pool and the 38x11 covered lanai with ceiling fans, giving you a shaded spot to dine, relax or entertain any time of year. Past the pool, the backyard has room for pets, gardening or play. Inside, high ceilings and ceiling fans keep things bright and open. The kitchen opens to the family room and has granite counters, a cooking island, dual sinks and two pantries, with a separate dining room nearby. The 13x13 den works well as a home office, playroom or guest space. Upstairs, the bonus room sits at the center of the bedroom hallways and makes a great media room, hangout or second office. The 19x16 primary suite has two walk-in closets and an en suite bath with granite counters, a vanity area, a garden tub, a separate shower, a private toilet room and a linen closet. Three more bedrooms, including a roomy 16x13, share a second full bath with dual sinks. Roof was replaced in 2022 and the downstairs HVAC was replaced in 2026. The washer, dryer, refrigerator, range, dishwasher and microwave all stay, and there's an inside laundry room. Furnishings are negotiable. Quick access to SR 27 puts Haines City, Davenport and I-4 within easy reach for commuting toward Orlando or Tampa.

5809 Windridge Drive, Winter Haven

3541 Raleigh Drive, Winter Haven
$345,000
3 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features. The desirable split-bedroom floor plan provides privacy and versatility, including a spacious Junior Bedroom Suite with its own ensuite bath—perfect for visiting family or guests. The well-equipped kitchen is a chef’s delight, featuring a center island with pendant lighting, fingerprint-resistant stainless-steel appliance package, recessed lighting, and 42-inch white upper cabinetry enhanced with crown molding, soft-close hinges, and brush nickel hardware. A generous walk-in pantry provides additional storage, while the pull-out cabinet organizers keep everyday items conveniently within reach. The spacious Living Room features wood laminate flooring and triple glass sliding doors that open to the extended lanai, seamlessly blending indoor and outdoor living. The open-concept design also incorporates a dedicated Dining Room and cheerful breakfast nook, providing plenty of space for family gatherings and entertaining. The generously sized Primary Bedroom Suite is enhanced with laminate flooring and dual walk-in closets featuring deluxe closet organizer systems. The luxurious Primary Bath offers a handicapped-accessible tiled shower with glass enclosure, comfort-height vanity with dual sinks, and linen closet for additional storage. Outdoor entertaining is effortless in the oversized screened lanai, featuring decorative stamped-concrete flooring, retractable solar screens and a built-in buffet and BBQ Grill—perfect for enjoying Florida’s year-round outdoor lifestyle. Additional amenities include a versatile Den/Office, Laundry Room with cabinetry, washer and dryer, ceiling fans with remote controls, and extensive storage throughout. Energy-efficient features include solar panels with a monthly solar expense of approximately $209, a 15-SEER HVAC system, AO Smith hybrid water heater, Low-E windows, radiant heat barrier, and architectural shingle roof installed in 2026. A stone facade, decorative stone curbing, and paved driveway add to the home’s impressive curb appeal. Additional upgrades include smart-lock entry, whole-house generator, retractable garage screen, keyless garage entry pad, and a two-car garage equipped with three overhead storage racks, workbench with matching cabinetry, and an overhead solar skylight. Traditions at Lake Ruby offers an exceptional active-adult lifestyle with an impressive selection of amenities and planned community activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. Conveniently located near shopping, medical facilities, and major transportation routes, Traditions at Lake Ruby offers the perfect combination of resort-style amenities, energy-efficient living, and everyday convenience. HOME CAN BE PURCHASED FURNISHED

3541 Raleigh Drive, Winter Haven

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