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$1,799,900
4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 33881 Zip Code
Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist. The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends luxury with everyday livability. Designed for both entertaining and comfortable living, the open-concept layout showcases luxury vinyl plank flooring throughout, expansive living areas, and a beautifully upgraded chef’s kitchen that serves as the heart of the home. With 4 bedrooms and 4 full bathrooms, the residence provides generous space for family and guests alike. Outdoors, a private pool invites relaxation while remaining surrounded by peaceful, natural views. Adding exceptional value and versatility, the property includes a 1,300 sq ft detached guest house featuring 2 bedrooms and 2 bathrooms, along with an upgraded kitchen and bath—ideal for extended family, long-term guests, or a private work-from-home or creative space. The land itself is what truly sets this property apart. The nearly 11-acre setting offers a thoughtful balance of open usable acreage, mature landscaping, and a scenic private pond, creating a sense of separation and tranquility that enhances both privacy and lifestyle. Multiple outbuildings, including a barn/garage and lean-to structure, provide ample room for storage, hobbies, equipment, or future expansion. In a market where acreage is disappearing and privacy is priceless, properties offering this scale of land, level of renovation, and proximity to town are exceptionally rare. This is not just a home—it’s a private retreat, a long-term asset, and an opportunity to own something truly irreplaceable.

13 Bogey Drive, Winter Haven
$2,600,000
Winter Haven Indust Park SubDv. ⋅ 33881 Zip Code
Located in Winter Haven, Florida, just off Lucerne Park Road, this nearly 19,000 SF industrial property is offered for sale as an investment opportunity with a current lease in place. The property consists of three separate buildings and features three dock-high doors, a semi-truck turnaround, approximately 3,000 SF of refrigerated space, and three-phase power. The improvements include two warehouse buildings and an 810 SF office space designed for logistics and administrative use. Situated on ±2.18 acres at the corner of Lucerne Park Road and Bert Schultz Boulevard, the site also offers frontage along Orange County Circle. The property benefits from three road frontages, providing excellent visibility and strong signage and advertising opportunities to the surrounding area. The building is currently leased through September 2026 with one option to renew for one additional year with no scheduled rent increases.

100 Orange Co Circle, 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
$105,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
55+ PLUS COMMUNITY! Corner unit! Features granite countertops, marble kitchen flooring, and wood laminate floors throughout the living room, dining area, and hallway. Interior utility area includes washer and dryer for extra convenience. The primary bedroom opens to a screened-in balcony. This amenity-rich community offers a large heated pool, pickleball and shuffleboard courts, a grilling area, and a clubhouse with a fitness center, perfect for staying active or socializing with neighbors. Additional conveniences include a common laundry room, a secure storage area, reserved covered parking, and elevator access. Ideally located in central Winter Haven, this condo is just minutes from downtown, shopping, dining, hospitals, and medical facilities, with easy access to I-4, placing you perfectly between Orlando and Tampa. Enjoy a vibrant lifestyle in a prime location.

1700 6th Street Nw Unit B24, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ Queens Cove SubDv. ⋅ 33880 Zip Code
Stop looking now!This well kept home is waiting just for you. A nice 3/2 with tile and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake.Price just reduced for quik sale. Schedule your showing now.

3723 Imperial Drive, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Osprey Pointe SubDv. ⋅ 33884 Zip Code
Waterfront Community Living at Its Finest – with a Brand-New Roof! Welcome to your dream lifestyle located in the highly sought-after, gated waterfront community of Osprey Pointe on the shores of Lake Ned. This prime property features a brand-new roof, offering immediate peace of mind, enhanced energy efficiency, and massive potential savings on home insurance. The location seamlessly blends luxury, convenience, and low-maintenance living. Step outside and enjoy premium resort-style community amenities, including a clubhouse with a heated pool and direct dock/boat access to Lake Ned—perfect for weekend water sports or sunset cruises. Forget about weekend chores; your HOA fees cover the mowing. Conveniently located near top-tier shopping, major grocery stores, and local entertainment, you are also just a quick 10-minute drive from Legoland Florida Resort. New roof 2026, New AC installed 2022, New Hot water heater installed 2023. Whether you are looking for a peaceful lakeside retreat or an active Florida lifestyle, this move-in-ready home delivers it all. Schedule your private tour today!

3865 Osprey Pointe Circle, Winter Haven
$299,000
3 Beds ⋅ 2 Baths ⋅ Elbert Hills SubDv. ⋅ 33880 Zip Code
Welcome to your dream home, a charming 2-bedroom, 2-bath retreat with a versatile bonus room that can be used as a 3rd bedroom or a separate home office featuring its own private exterior entrance! This inviting home has been thoughtfully refreshed and is move-in ready, offering fresh interior paint, a new smart thermostat, recent tree removal, and a brand-new shingle roof (03/24) for peace of mind! Inside, you’ll find a spacious kitchen with a breakfast bar that opens to a bright living room, ideal for everyday living and entertaining. The large dining room or secondary family room is conveniently located next to the kitchen and provides plenty of space for gatherings. Relax in the cozy Florida room, featuring warm wood walls and ceilings and an abundance of windows where you can enjoy views of Lake Elbert! Outside you will find your large paver patio, perfect for entertaining or unwinding, and enjoy the privacy of a newly built fully fenced backyard. Additional updates include a new AC (2022), blown attic insulation (2022), water heater (2019), all kitchen appliances (2021), and Exterior Front Porch paint along with a new front door (2025). Conveniently located just minutes from Downtown Winter Haven, Polk State College, HWY 27, and medical facilities, this home blends comfort, flexibility, and an excellent location. Schedule your showing today!

1301 Evalyn Drive Se, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Lake Thomas Estates SubDv. ⋅ 33880 Zip Code
Short Sale. Finding a 3-bedroom, 2-bathroom home with a 2-car garage in a community with no HOA and no CDD fees that includes lake access is a rare but available opportunity in Florida with this home! This property offers freedom from restrictive covenants and extra monthly fees while providing recreational water access. Come check it out today!

405 Hickory Lane, Winter Haven
$307,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33880 Zip Code
Under Construction. The Aria is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and covered lanai. Entertaining is a breeze, as this popular single-family home features a living and dining in the heart of the home, with covered lanai just steps away in your backyard. The spacious kitchen features stainless steel appliances, a convenient island, and walk-in pantry with ample storage. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Two additional bedrooms share a second bathroom. This home also features a nice laundry room space with privacy doors and a two-car garage for parking or storage. Like all homes in Harmony at Lake Eloise, the Aria includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Harmony at Lake Eloise. *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.*

3807 Pomelo Drive, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*

2799 Adeline Avenue, Winter Haven
$113,000
2 Beds ⋅ 2 Baths ⋅ Rosewood Manor SubDv. ⋅ 33884 Zip Code
Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are newer dual pane windows, tile throughout the living area, and vinyl plank floors in the bedrooms! The air conditioner is only two years old and has a warranty that expires in 2033 and the washer/dryer is only one year old. The interior walls were just painted and this unit is ready for a new owner or tenant! This is one of the nicest units in the complex! Call today to schedule a showing!

831 Orchid Springs Drive Unit #831, Winter Haven
$213,000
3 Beds ⋅ 2 Baths ⋅ Reflections East Ph 02 SubDv. ⋅ 33884 Zip Code
Beautiful opportunity home with 3 bedrooms plus a den easily convertible into another room. The main room with its bathroom. This property is ideal for both investment and housing, located in a very quiet and pleasant area, perfect for those seeking comfort and quality of life. Very close to Legoland The property offers spacious and functional spaces, a large backyard and a comfortable environment that invites you to feel at home from the first moment. It is ideal to live comfortably, enjoy with your family and create new memories in a safe and welcoming environment. In addition, the owner is highly motivated to sell, which makes this property an opportunity that you cannot miss.

871 Reflections Loop E, Winter Haven
$1,100,000
33884 Zip Code
Prime 1.4+-acre Commercial site adjacent to CVS Hard Corner with separate shared entrance to service the surrounding properties. 100+ Newly Constructed Apartment Facility wraps around northerly & westerly sides of the subject 1.4+-acres. Ideal for another prime medical facility benefiting from the nearby Emergency Centers, Eye Center, Cancer Treatment Facility,etc..

Cypress Gardens Road, Winter Haven
$90,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come enjoy the beautiful Florida sunsets in this 55+ gated, five-star park.

4165 Rolling Oaks Drive, Winter Haven
$265,000
3 Beds ⋅ 1 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code
This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lot with no HOA. The home features a brand-new roof, new HVAC system and thermostat, new water heater, new pool pump and chlorinator, new laundry units, new exterior front doors, and an expanded driveway with ample parking. Inside, you’ll find a functional layout with generous living space and fresh improvements throughout. The private in-ground pool creates a relaxing backyard setting, while the large lot provides room for outdoor entertaining, storage, or future additions. Located minutes from the Winter Haven Chain of Lakes, Gene’s Lakeside Marina, LEGOLAND Florida Resort, golf courses, shopping, dining, and local parks, this property sits in one of Central Florida’s most desirable and fast-growing areas. With major updates already completed and convenient access to boating, recreation, and upcoming community development, this home is an excellent opportunity for first-time buyers, families, or investors.

3022 Hickory Street Nw, Winter Haven
$288,500
3 Beds ⋅ 2 Baths ⋅ Brenton Manor SubDv. ⋅ 33881 Zip Code
Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when it’s time for entertainment, you couldn’t be better located: you’re just 20 minutes from LEGOLAND Florida Resort, and only about 30 miles from Walt Disney World, making magical Orlando day trips effortless.

1085 Brenton Manor Drive, Winter Haven
$315,000
5 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
Seller motivated. Welcome to your home in Winter Haven—just minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! Originally a 3-bedroom, 2-bath layout, this home has been converted into a spacious 5-bedroom, 2-bath residence, offering incredible versatility for growing families, multigenerational living, or those needing extra space for a home office or hobby rooms. It will need some TLC due to tenant being in property. With five true bedrooms, everyone in the family can have their own retreat while still enjoying generous shared living spaces. Outside, you’ll find a property ideally situated for convenience—whether you’re heading to Legoland for weekend fun, accessing everyday amenities just minutes away, or commuting via Highway 27. This home offers the perfect blend of location, and space in one of Winter Haven’s most desirable areas.

112 Paine Drive, Winter Haven
$340,000
5 Beds ⋅ 3 Baths ⋅ Inman Groves SubDv. ⋅ 33881 Zip Code
PRICE ADJUSTMENT!!! PRISTINE AND MOVE-IN READY! Come and see this barely lived in 5 BEDROOM, 2.5-BATH home nestled in the solar-friendly community of INMAN GROVES. Built in 2024 and set on a corner lot with NO REAR NEIGHBORS, this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Step inside and be greeted by a bright and open first floor layout designed for effortless living and entertaining. The spacious great room flows seamlessly into the stunning kitchen, featuring QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, A LARGE CENTER ISLAND, SPACIOUS PANTRY, and ABUNDANT CABINET SPACE. The adjacent dining area makes gathering and conversation feel natural and inviting. A HALF BATH and INSIDE LAUNDRY ROOM add everyday convenience. Upstairs, a VERSATILE LOFT offers the perfect second living space ideal as a TV lounge, playroom, homework hub, or home office. Tucked away in its own private corner is the PRIMARY BEDROOM, complete with an oversized WALK-IN CLOSET and spa-inspired en-suite bathroom with DUAL SINKS, QUARTZ VANITY, and an elegant WALK-IN TILE SHOWER. FOUR SPACIOUS SECONDARY BEDROOMS are thoughtfully arranged around a full bathroom with dual sinks, making room for everyone. Step outside to your FENCED BACKYARD, where a patio awaits—perfect for grilling, lounging, and enjoying Florida’s year-round sunshine. Enjoy low utility costs with your energy-efficient SOLAR PANELS leased at only $93/month. Home is located just off Dundee Road and gives you quick access to Hwy 27, Hwy 17 and Polk Parkway, theme parks like Legoland, Disney and Universal. Close to Winter Haven downtown, hospitals, restaurants, breweries, Chain of lakes and Florida beaches. With contemporary design, energy savings, and an unbeatable location, this home checks every box. Don’t miss your chance to make 271 Inman Blvd your New Haven—schedule your private showing today!

271 Inman Boulevard, Winter Haven
$239,500
3 Beds ⋅ 2 Baths ⋅ Saxon-Myers Rep Ph 02 SubDv. ⋅ 33881 Zip Code
Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

109 Rebecca Drive Ne, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ North Lake Elbert Heights SubDv. ⋅ 33881 Zip Code
Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!

29 Golf View Circle Ne, Winter Haven
$425,000
4 Beds ⋅ 3 Baths ⋅ Gates Of Lake Region SubDv. ⋅ 33881 Zip Code
Impressive custom home in the quaint gated community of The Gates of Lake Region in Winter Haven FL. This beautifully maintained neighborhood is known for its picturesque brick-walled entrance, lush mature landscaping, tranquil ponds with fountains, and pride of ownership throughout. Unlike larger developments, The Gates of Lake Region offers a warm, neighborly atmosphere where residents enjoy quiet streets, manicured lawns, quality-built homes, and a true sense of community. This spacious 2,500-square-foot residence was originally constructed as a builder's model home and showcases numerous upgrades and architectural details throughout. Built with high-efficiency Ytong concrete block construction, the home offers superior sound reduction, enhanced structural performance, and meaningful energy savings. The elegant floor plan features 4 spacious bedrooms (one currently utilized as an office), 2 full bathrooms, and 1 half bath. Refined interior finishes include crown molding, oversized custom doors, handcrafted double entry doors, custom cabinetry, ceiling fans, a jetted tub in the primary suite, and a generously sized laundry room. Mature landscaping and a covered front entry create an inviting first impression. Inside, the foyer opens to formal living and dining areas accented by soaring ceilings and detailed trim work, providing an elegant setting for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, solid-surface countertops, a closet pantry, and a bright breakfast nook overlooking the screened lanai and private brick-walled backyard. The comfortable family room is centered around a granite-faced gas fireplace that adds warmth and character. A desirable split-bedroom layout provides privacy for the primary suite, which features a spacious walk-in closet, soaking tub, and tiled walk-in shower. The guest wing includes two additional bedrooms with generous closet space and convenient access to the guest bath. Outdoor living is equally inviting with a large screened lanai, mature tropical landscaping, and a private brick-walled backyard designed for relaxation and enjoyment. Additional features include an oversized two-car garage, natural gas water heater, irrigation system, and an efficient interior laundry room with additional storage. Residents of The Gates of Lake Region enjoy a peaceful setting surrounded by scenic ponds, decorative fountains, and beautifully maintained common areas, all while being just minutes from the Winter Haven Chain of Lakes, several golf courses, the Country Club of Winter Haven, medical facilities, shopping, dining, and Downtown Winter Haven. A new Publix is also planned nearby for added convenience. Orlando, Tampa, international airports, and both Florida coasts are all within easy driving distance. If you're searching for a community that combines timeless charm, quality homes, beautiful surroundings, and a genuine neighborhood feel, The Gates of Lake Region is a place you'll be proud to call home.

108 Lake Region Boulevard N, Winter Haven
$239,990
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

3349 Costello Circle, Winter Haven
$319,999
4 Beds ⋅ 3 Baths ⋅ Eagle Landing Phase Ii SubDv. ⋅ 33880 Zip Code
One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Built in 2023 and set on a premium homesite with no rear neighbors, this move-in-ready Winter Haven home offers four bedrooms, two-and-a-half bathrooms, a flexible open layout and peaceful views of the green space behind the property. Fresh interior paint, updated landscaping, new mulch and recent pressure washing give the home a clean, refreshed appearance from the moment you arrive. Inside, natural light fills the open-concept living, dining and kitchen areas, creating a comfortable space for everyday living and entertaining. The kitchen opens directly to the main living area, allowing everyone to remain connected while cooking, dining or relaxing. The private primary suite features two closets and a spacious walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, gym or playroom. The premium homesite is one of the property’s greatest advantages. With no home directly behind it, the backyard feels open, private and full of possibilities. Enjoy morning coffee overlooking the green space, create a garden retreat, add a fence or explore the possibility of a future pool. Rear fencing is permitted, subject to applicable community approval and requirements. Additional highlights include a two-car garage, low monthly HOA fees and a convenient location near shopping, dining, Winter Haven’s Chain of Lakes, LEGOLAND Florida Resort and other Central Florida attractions. Why wait for new construction when this 2023 home is refreshed, move-in ready and already positioned on a premium lot. Schedule your private showing today.

718 Eagle Landing Boulevard, Winter Haven
$375,000
Orchid Spgs SubDv. ⋅ 33884 Zip Code
PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather oaks and gorgeous dappled sunlight, the land is flat, cleared, and ready for construction. Build your custom dream estate and enjoy the tranquility of this picturesque setting. Community requirements include the construction of one single-family residence with a minimum of 2,700 sq ft, ensuring a neighborhood of quality homes. Opportunities like this are truly a unicorn—spacious, private, and located in a stunning setting just minutes from all that Winter Haven entails. This will not last long—call today to schedule your private showing!

Island Way, Winter Haven
$399,000
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Huge price drop! Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more! The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy a stunning lake view. The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes a large closet. The garage has been converted into a 3rd oversized bedroom with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features a newly screened pool cage, a brand new pool liner, with a multi-colored LED pool light. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The newly painted boathouse, which includes a roll-up door, is wired with electricity and could also function as a workshop. It features new lights,and a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Most furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 8, but could be configured to sleep more.

1151 Carefree Cove Drive, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Homes SubDv. ⋅ 33884 Zip Code
Just REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath complete with a double vanity and a generous walk-in closet. Additional updates include a roof replaced in July 2022, windows in May 2023, appliances in November 2016, an updated water heater and A/C, a garage screen added in September 2019, and a motorized awning installed in July 2022. This is an exceptional opportunity to own in one of Winter Haven’s premier neighborhoods. The home does come with appliances and washer and dryer. Some photos have been virtually staged.

731 Canberra Road, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ Robinson Sub SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings, 10 foot doors, and tile flooring throughout. The spacious living room flows naturally into the kitchen and dining area, creating a bright and comfortable central living space. A triple sliding glass door in the living room opens to the large screened back porch, adding even more room for relaxing or entertaining. The split bedroom layout provides excellent privacy. All bedrooms include walk in closets, and both bathrooms are generously sized. The primary bedroom is very spacious and also includes direct access to the screened porch. The guest bathroom features a convenient door to the porch as well, perfect for outdoor gatherings or future pool access. Walking into the home, you are greeted by a welcoming foyer. To one side sits a flexible front room that can serve as a formal living room, office, playroom, or den. Straight ahead, the main living room opens beautifully to the kitchen, which offers plenty of room for a dining table. There is also a separate formal dining room, giving you multiple options for hosting and everyday meals. A two car attached garage provides added storage and convenience. This home was built with thoughtful design, solid construction, and a layout that truly works for everyday living. With its central location and wonderful interior space, it is an excellent opportunity for anyone looking for a well built home in Winter Haven.

1218 37th Street Nw, Winter Haven
$185,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas Gi-4 SubDv. ⋅ 33884 Zip Code
Welcome to this spacious and well-maintained villa in Cypresswood Golf & Country Club, offering comfortable living in one of Winter Haven's established gated golf communities. Please note: The professional photos currently showing blue carpet were taken before the recent flooring update. New flooring has now been installed in the living room, dining room, kitchen, hallway, and Florida room. Inside, you'll find an oversized living area filled with natural light, a functional kitchen with ample cabinet space, generously sized bedrooms, and an enclosed Florida room that provides valuable additional living space. The new flooring gives the main living areas a fresh, updated look while maintaining the home's warm and inviting feel. The home has been lovingly cared for over the years and offers a wonderful opportunity for its next owner to move right in or personalize it to their own style over time. The split-bedroom floor plan provides privacy and flexibility, while covered parking and low-maintenance exterior living make everyday life easy and convenient. Residents of Cypresswood enjoy access to golf, tennis, a clubhouse with restaurant, and beautifully maintained grounds, all just minutes from shopping, dining, medical facilities, and major roadways. If you've been searching for space, value, and a relaxed Florida lifestyle in a gated golf community, this home deserves a spot on your must-see list.

2270 Firestone Place, Winter Haven
$308,999
3 Beds ⋅ 2 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment area that leads to a covered patio. Also included is a great sized primary bedroom with a primary bath and walk-in closet. Included features: 9"4' ceilings and 8' doors, 42' cabinets and white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information! Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5351 Mickey Avenue, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ Emily Estates SubDv. ⋅ 33884 Zip Code
Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bath,stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build. You will love the light and bright open-concept floor plan, which perfectly channels natural sunlight across the spacious main living areas. The kitchen is a chef's delight, boasting ample cabinet and counter space, a convenient breakfast bar, and durable ceramic tile flooring throughout for effortless maintenance. Step outside in the backyard with endless possibilities—perfect for a playground, hosting weekend BBQs, or simply relaxing in the Florida sunshine. Nestled in a fantastic, quiet neighborhood just minutes from premier shopping, dining, and the excitement of Legoland, this turnkey home offers the perfect blend of comfort and convenience. schedule your tour today!

1864 Emily Drive, Winter Haven