Winter Haven real estate

4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

$139,900

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The side porch though not air conditioned offers a wonderful area to sit and enjoy your morning coffee which you watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

$325,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 SubDv. ⋅ 33884 Zip Code

Stunning VillaMar residence in Winter Haven, built in 2024, showcasing modern construction with a clean, contemporary design throughout. The interior features an inviting layout highlighted by a chef-style kitchen that opens seamlessly to a spacious great room, creating an ideal space for both everyday living and entertaining. This home includes a whole-house water filtration system, a screened front porch for comfortable outdoor relaxation, a fully fenced backyard for privacy, and enhanced landscaping with decorative stone accents and fresh plantings that elevate the exterior appeal. Conveniently located approximately 10 minutes from Legoland Florida and about one hour from Disney World, this property offers both comfort and an exceptional lifestyle location. Thoughtfully designed and move-in ready, it delivers style, quality, and lasting value. Schedule your private tour today! Errors, omissions, changes, withdrawal may occur. *Buyers are advised to independently verify square footage, permits, and property details.

4913 Kaia Avenue, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Move-in ready 4-bedroom, 2-bath home with a dedicated office/bonus room in the heart of Winter Haven! This beautifully updated home features a brand-new roof, newer A/C, updated flooring, fresh interior paint, and renovated bathrooms. The open floor plan is filled with natural light and offers plenty of space for everyday living and entertaining. Enjoy the covered, screened-in patio with pavers overlooking a fully fenced backyard. Conveniently located near shopping, dining, schools, and everything Winter Haven has to give. Don't miss this opportunity!

105 Byron Place, Winter Haven

$150,000

Terranova Ph 02 SubDv. ⋅ 33884 Zip Code

Build your dream home on this beautiful approximately ½-acre waterfront homesite at 348 Terranova Boulevard. Nestled along the peaceful shores of Crystal Lake, this spacious lot offers the perfect blend of privacy, natural beauty, and room to create the custom home you've always envisioned. Wake up to tranquil water views, enjoy breathtaking sunsets from your future backyard, and take advantage of the generous lot size with plenty of space for a pool, outdoor entertaining, and lush landscaping. Whether you're looking to build a luxurious estate or a private retreat, this property provides the ideal canvas. Opportunities to own a waterfront lot of this size are becoming increasingly rare. Bring your own builder and design a home tailored to your lifestyle while enjoying the serenity and beauty that Crystal Lake has to offer. Don't miss this chance to turn your dream home into reality on one of the area's most desirable waterfront homesites.

348 Terranova Boulevard, Winter Haven

$405,000

3 Beds ⋅ 4 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven

$235,000

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

$309,990

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code

Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Harmony at Lake Eloise, the Astor includes all concrete block and also 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.*

1746 Hummingbird Road, Winter Haven

$3,400,000

28 Beds ⋅ 28 Baths ⋅ Sunset Park SubDv. ⋅ 33880 Zip Code

Sunset West Apartments, is a newer construction, 15-unit garden-style multifamily community built in 2021, located at 750 Avenue C SW in Winter Haven, FL (Polk County). The property consists of two two-story buildings totaling 16,012 SF on a 0.73-acre lot zoned R-4. As newer 2021 construction, the asset offers modern build quality and a low-maintenance profile rarely found in the local multifamily inventory. The buildings feature slab foundations, wood-frame exterior walls, and pitched shingle roofs, with central AC in every unit. Electricity is separately metered and paid directly by tenants, and the property is served by city water and sewer. The unit mix offers strong variety across renter profiles: six one-bedroom/one-bath units (670–864 SF), five two-bedroom/two-bath units (1,179 SF), and four spacious three-bedroom/three-bath units (1,523 SF). Interiors feature modern finishes throughout, including wood-look plank flooring, white shaker-style cabinetry, stainless steel appliances, and contemporary bathrooms. Every unit is equipped with a dishwasher and an in-unit washer and dryer — a full-amenity offering that supports premium rents and tenant retention in a submarket where in-unit laundry remains scarce. Located in the heart of Winter Haven within Central Florida's growing I-4 corridor region, Sunset West is a rare opportunity to acquire recently built, professionally designed multifamily product in a market dominated by older-vintage stock.

750 Ave C Sw, Winter Haven

$189,900

3 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

Beautifully renovated and move-in ready! No HOA!! This charming 3-bedroom, 1-bath home has been updated throughout. Enjoy fresh interior paint, and exterior paint, new flooring, a fully remodeled bathroom, and an updated kitchen featuring granite countertops and stainless steel appliances. The fenced backyard offers plenty of space for pets, play, or entertaining. Conveniently located in Winter Haven, this move-in-ready gem combines style, comfort, and value. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment property, this super cute home is one you won't want to miss!

128 Center Street, Winter Haven