Winter Haven FL Single Family Real Estate, Homes for Sale

5 Beds ⋅ 5 Baths ⋅ Twelve Oaks Estates SubDv. ⋅ 33880 Zip Code

Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,712 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

888 Twin Oaks Lane, Winter Haven

$364,990

3 Beds ⋅ 3 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code

STYLE, COMFORT, AND SMART LIVING COME TOGETHER IN THIS WINTER HAVEN HOME! Discover this elegant 3-bedroom, 2.5-bath residence in Lake Smart Pointe, where inviting spaces and practical features create an opportunity for first-time buyers and investors alike. An open layout seamlessly connects the kitchen, dining, and living areas—perfect for hosting guests or enjoying a relaxing evening at home. The kitchen’s spacious center island creates a natural gathering place, while the upstairs loft offers flexible space for a home office, media room, or additional lounge. A private primary suite with a walk-in closet and a two-car garage add everyday comfort and convenience. Adding to its appeal, the SOLAR PANELS WILL BE PAID OFF AT CLOSING, offering potential electric-bill savings without assuming the seller’s solar loan. Enjoy Winter Haven’s signature lifestyle with boating and fishing on the Chain of Lakes, local dining, shopping, parks, and downtown entertainment. LEGOLAND Florida Resort offers another way to enjoy the area, while access to US-27 and I-4 connects you to destinations throughout Central Florida. Whether you’re ready to step into homeownership or expand your investment portfolio, this home deserves a closer look. Schedule your private showing today!

588 Lake Smart Boulevard, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code

Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MAJOR UPGRADES THROUGHOUT in 2022/2023, offering a wonderful combination of modern improvements, spacious living areas, and Florida charm! The versatile floor plan features a formal living room, dining room, and family room, with luxury vinyl plank flooring throughout much of the home and tile flooring in the family room. The inviting living room features vaulted ceilings accented by beautiful wood beams, adding warmth and character. The FULLY REMODELED KITCHEN is a standout feature, offering gorgeous granite countertops, updated cabinetry, a center island, stylish backsplash, and stainless steel appliances, including built-in ovens, cooktop, microwave, and dishwasher. The dining room is enhanced by classic wainscoting and sliding glass doors that fill the space with natural light and provide easy access to the family room and outdoor living areas. The bathrooms have received attractive updates! The guest bathroom features an updated vanity, toilet, tile, backsplash, and fresh paint. The spacious primary suite offers a private ensuite bathroom and generous closet space. The list of MAJOR IMPROVEMENTS continues with a COMPLETE HOME REPLUMBING, COMPLETE ELECTRICAL REWIRING WITH UPDATED OUTLETS THROUGHOUT, WINDOWS REPLACED with double-pane windows, updated baseboards, interior repainting, updated blinds, and a NEW WATER HEATER installed in September 2024. The home also features a well-maintained Trane A/C system, an attractive METAL ROOF and an attached 2-car garage with built-in storage cabinetry and a replaced garage door opener. Step outside and enjoy Florida living from the SCREEN-ENCLOSED PATIO or the additional open patio featuring a firepit, perfect for relaxing or entertaining! Situated on a desirable .14-acre CORNER LOT, the property showcases beautiful, mature oak and palm trees, along with thoughtfully maintained landscaping. Orchid Springs Patio Homes offers residents access to a COMMUNITY POOL and CLUBHOUSE, providing a wonderful opportunity to enjoy the Florida lifestyle. LOCATION IS ANOTHER GREAT FEATURE! Conveniently situated near restaurants, medical facilities, churches, and shopping, with a NEW PUBLIX just approximately 5 minutes away! The home also offers easy access to HIGHWAY 27 and is just a short drive from LEGOLAND FLORIDA RESORT, making it easy to enjoy everything Central Florida has to offer. With its extensive upgrades, generous living spaces, inviting outdoor areas, and convenient location, this home is a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

273 Mariposa Street, Winter Haven

$419,900

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-construction property featuring a spacious 3-bedroom, 2-bathroom main home PLUS a detached 1-bedroom, 1-bathroom mother-in-law suite/ADU. The detached residence has its own separate entrance and separate address, offering exceptional flexibility for extended family, guests, a private home office, or potential rental opportunities. The main home welcomes you with a fresh, modern design and an open, versatile layout created for today’s lifestyle. The spacious living areas provide plenty of room to relax, entertain, and personalize the home to fit your needs. The well-appointed kitchen flows naturally into the living and dining areas, creating a comfortable space for everyday living and gatherings. The detached 1-bedroom, 1-bathroom suite provides a living arrangement with added privacy and convenience. Whether you envision a comfortable space for family members, a guest retreat, a dedicated workspace, or an income-producing opportunity, this additional residence adds tremendous value and versatility. With two separate living spaces, separate entrances, and separate addresses, this property is an exceptional opportunity for multi-generational living, hosting guests, or an investment-minded buyer seeking flexibility and additional potential. A unique property offering the space, privacy, and possibilities that are hard to find in new construction!

1855 Avenue P Sw, Winter Haven

$350,000

4 Beds ⋅ 2 Baths ⋅ Buckeye Trace SubDv. ⋅ 33881 Zip Code

Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortable living space, providing plenty of room for both everyday living and entertaining. The private owner’s suite offers a relaxing retreat, complete with an ensuite bathroom featuring a separate tub and shower and walk in closets. The open-concept kitchen flows seamlessly into the great room, creating a welcoming space where the cook can stay connected with family and guests. The other bedrooms are spacious and one room can be used as office/den. This home also has a separate formal dining room not seen in newer model homes. This home does have owner owned solar panels ( free and clear ownership) offering instant savings on electricity bills. With generous living areas, a spacious lot, and a thoughtfully designed floor plan, this home offers comfort, privacy, and functionality in a beautiful community setting. This community is located in the USDA zoned area for down payment assists.

1859 Galloway Terrace, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 03 SubDv. ⋅ 33884 Zip Code

LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Florida lake lifestyle! Residents enjoy private community access to beautiful LAKE DEXTER, featuring a PRIVATE BOAT RAMP, BOAT STORAGE OPTIONS, COMMUNITY BOAT DOCK WITH BOAT SLIPS, WATERFRONT SWIMMING POOL, CLUBHOUSE, TENNIS COURTS, AND SCENIC LAKESIDE WALKING PATHS! Boat storage and boat slips are community amenities; availability, fees, and usage requirements are subject to HOA confirmation. Golf carts are also permitted, subject to community guidelines! Located at 4446 GLENNS LANDING, this inviting 3-BEDROOM, 2-BATHROOM HOME features a BRAND-NEW CENTRAL A/C SYSTEM! Inside, you’ll find CERAMIC TILE FLOORING THROUGHOUT, spacious living and dining areas, and a beautiful kitchen featuring GRANITE COUNTERTOPS AND STAINLESS STEEL APPLIANCES! Expansive rear sliding glass doors bring the outdoors in, seamlessly connecting the interior living space to the covered, screened porch and creating an inviting atmosphere for entertaining or simply enjoying Florida living. The primary suite offers a WALK-IN CLOSET AND PRIVATE BATHROOM WITH A WALK-IN SHOWER, while a skylight brings additional natural light into the home. An interior laundry room and attached garage provide everyday convenience. ENJOY FLORIDA LIVING WITH TWO COVERED, SCREENED PORCHES, both featuring ceramic tile flooring! An UPGRADED PAVER DRIVEWAY, lush St. Augustine lawn, mature shade trees, and attractive landscaping add to the home’s curb appeal. JUST MINUTES FROM LEGOLAND FLORIDA RESORT, shopping, dining, entertainment, and Winter Haven’s renowned CHAIN OF LAKES! Enjoy boating, fishing, kayaking, and waterfront recreation right within your community, with additional public boat ramps nearby. SPRING-FED LAKE DEXTER ACCESS, BRAND-NEW CENTRAL A/C, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TWO SCREENED PORCHES, AND EXCEPTIONAL COMMUNITY AMENITIES! Experience the benefits of lake community living without the waterfront price tag. SCHEDULE YOUR PRIVATE SHOWING TODAY!

4446 Glenns Landing, Winter Haven

$475,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your large covered front porch at the end of your quiet cul-de-sac. Offering nearly 2300SqFt of living area and almost 3500SqFt under roof, updates and upgrades are found throughout this gorgeous property. Features include: large downstairs primary suite with fully renovated bath and generous walk-in closet, expansive island in kitchen, under counter, microwave, custom cabinetry, solid surface floors downstairs, granite countertops, upstairs and downstairs laundry hook-up, stainless appliances, pot filler on range, fireplace, downstairs half bath, bonus room upstairs, ample closet space, large screened rear patio, paver fire pit and outdoor patio, mature landscaping, 2 car side load garage, and the list goes on!!! Community features a 24hr Guarded and Gated entrance, golf, pool, tennis, pickleball, clubhouse, restaurant!!! Right off HWY 27 and close to medical, shopping, dining, and Legoland. This property and this community are both wonderful places to call home....

70 Greenfield Court, Winter Haven

$575,000

4 Beds ⋅ 4 Baths ⋅ Cypress Grove Ph 04 SubDv. ⋅ 33884 Zip Code

GORGEOUS SOUTHEAST WINTER HAVEN POOL HOME ON .83 ACRE LAKEFRONT LOT ON RIVER LAKE.

4103 Shoal Green Court, Winter Haven

$223,000

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Discover this 2-bedroom, 2-bath home filled with potential and ready for its next owner. Located in Traditions at Lake Ruby, a maintenance-free, gated 55+ community, this thoughtfully designed home combines comfort, functionality, and style for relaxed Florida living. The kitchen features maple wood cabinetry, an updated microwave, reverse osmosis at the kitchen sink, and a convenient closet pantry. The dining area is highlighted by vaulted ceilings and a decorative arched pass-through to the kitchen, adding character and charm. The open-concept floor plan offers a spacious living room with a decorative planter shelf and triple sliding glass doors leading to the Florida room, where tranquil garden views create a peaceful setting. The primary bedroom suite offers serene backyard views and a walk-in closet. The en-suite primary bathroom is designed for comfort, featuring a comfort-height vanity, tile flooring, and a walk-in shower with a glass door. Enjoy outdoor living even during inclement weather from the Florida room, while the low-maintenance courtyard, enhanced with pavers and Florida-friendly landscaping, provides a private and inviting outdoor retreat. The fenced backyard with mature plantings offers additional outdoor space. Additional features include a laundry pantry with washer and dryer, architectural shingle roof (2020), HVAC system (2017), exterior lighting, water softener system, gutters, a glass entry storm door, and a two-car garage. A paved driveway and walkway further enhance the home's curb appeal. Traditions at Lake Ruby offers an impressive array of amenities, including a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, tennis and basketball courts, bocce, shuffleboard, fitness center, and aerobics studio. Residents can also enjoy a variety of planned community activities. Monthly HOA fees cover front-yard lawn service, cable tv, internet, exterior house painting, and community clubhouse amenities helping provide a convenient, low-maintenance lifestyle. Ideally located near shopping, restaurants, medical facilities, Legoland, and major routes, this home offers a wonderful combination of comfort, convenience, and vibrant community living.

3437 Grenville Drive, Winter Haven

$224,900

3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

VACANT AND PRICED TO SELL! NEW ROOF 2025! 3 BED 2 BATH CONCRETE BLOCK STUCCO (CBS) HOME IN GUARD GATED CYPRESSWOOD GOLF AND COUNTRY CLUB, WINTER HAVEN FL 33884. Vacant single story home on a 0.44 acre lot with an attached garage, central air, and no CDD. Roof replaced 2025 and water heater 2017. The home needs some work and is priced for its condition. Seller is open to making repairs needed for FHA or conventional loan approval. Cypresswood is a golf cart friendly golf course community with a 24 hour guard gate, 18 hole championship golf course, clubhouse, community pool, and tennis. Located in Polk County near Legoland Florida, Cypress Gardens, the Chain of Lakes, shopping, dining, US 27, and the I-4 corridor between Orlando and Tampa. FHA, VA, conventional, and cash welcome. Sold as is.

251 Greenfield Road, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Phase Ii North SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This delightful Sebastian home in the highly sought after Lake Ashton, a 55 plus community in Central Florida, was BUILT in 2022. It features a spacious living area with Trey Ceiling and abundant Natural light thru the Glass Front Entry Door with Privacy Tint, Triple Sliders in the LR and Double Glass Window in the Dinette area; Plantation Shutters in the Bedrooms, an Upgraded Kitchen with Stainless Steel Appliances, Under Cabinet Lighting, Breakfast Bar, Walk in Pantry, Cabinet Pantry with Pull Out Drawers and Granite countertop. The inviting living and dining areas blend seamlessly together with carpet flooring, while the open-concept layout is beautifully enhanced by tile flooring in the kitchen, laundry, guest bathroom/hall, entry and Primary Suite bath. Two spacious guest bedrooms and a full bath are located near the front entry; a pocket door provides privacy and a Linen Closet provides storage. The guest bath has a comfort height vanity with Granite counter top, and glass block window is above the tiled shower/tub combo. The Primary Suite is a private retreat on the back of the home, complete with a generously sized bathroom with separate comfort height vanities, a tiled corner shower with glass block accent above and a separate walk in closet. Step outside and enjoy the screened and covered lanai that overlooks the seasonal pond, perfect for entertaining. Plumbing was added to the privacy wall at the time of build, should you desire to have a summer kitchen. The laundry room with wash sink is spacious and is accessible from the garage and kitchen. The exterior of the home has been well maintained with landscaped flower beds and the double car garage with separate golf cart entry is a bonus. A water filtration system is located in the garage. Don't miss the opportunity to explore this wonderful property! Lake Ashton is a Florida Retirement Community that offers a Florida Retirement Lifestyle with resort style amenities and activities for 55+ in Florida. The main clubhouse offers a movie theater, bowling lanes, grand ballroom, card, craft and billiards, outdoor temperature controlled swimming pool, Bocce Courts, tennis courts, 1/2 court basketball, shuffleboard courts and MORE. The Health and Fitness Center has a large indoor temperature controlled pool, fitness center, indoor 1/2 court basketball, indoor racquetball, large multi-purpose room, card, craft, billiards, pickle ball courts and tennis courts. 2 -18 hole golf courses are located in Lake Ashton (memberships are optional). Tour this well maintained home today! You'll be glad you did!

6240 Pinehurst Loop, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. This property is being sold furnished, and includes AirBNB bookings.

1568 S Lake Shipp Drive, Winter Haven

$286,490

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.*

2746 Adeline Avenue, Winter Haven

$345,000

4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 2& 3 SubDv. ⋅ 33881 Zip Code

Welcome to 226 Sunfish Drive in Winter Haven, FL! Built in 2019, this spacious two-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,746 square feet of living space. With a generous floor plan and plenty of room to spread out, this home provides flexibility for everyday living, entertaining, and relaxation. The two-story design offers ample space to accommodate a variety of lifestyles, while the backyard provides opportunities for outdoor enjoyment. Conveniently located in Winter Haven, with access to local shopping, dining, schools, and recreational activities. Whether you’re looking for additional living space or a place to make your own, this property offers plenty of potential. Don’t miss the opportunity to explore all this home has to offer. Schedule your showing today!

226 Sunfish Drive, Winter Haven

$280,000

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

Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining area. The spacious primary suite offers a peaceful retreat and includes a large walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3996 Giorgio Drive, Winter Haven

$389,650

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Jan 2027! Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3992 Giorgio Drive, Winter Haven

$340,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3980 Giorgio Drive, Winter Haven

$300,000

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

Under Construction. Brand new, energy-efficient home available by Dec 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3965 Giorgio Drive, Winter Haven

$335,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3984 Giorgio Drive, Winter Haven

$345,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3945 Giorgio Drive, Winter Haven

$465,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code

Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home features 4 bedrooms, 3 baths situated on a large, one-third acre lot and boasts 2,625 square feet of living area and offers the versatility of a triple-split floor plan. Fully equipped updated kitchen with granite countertops, island and maple wood cabinetry. The spacious floor plan includes a formal living and formal dining, family room with wood burning fireplace. Primary suite with crown molding and large primary bath, huge tiled shower, dual sinks, and granite countertops. Screened in lanai and whole house generator. Large two car side load garage. Enjoy the quiet, beautiful and peaceful views Cypresswood has to offer, along with a 24-hour manned gated entrance, golf community that features golf, tennis, fitness, community and clubhouse with restaurant and activities. Close to all Florida major attactions, shopping and medical facilities.

2991 Plantation Road, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3976 Giorgio Drive, Winter Haven

$259,000

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

Brand new, energy-efficient home available by Dec 2026! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3988 Giorgio Drive, Winter Haven

$316,900

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

525 Vittorio Drive, Winter Haven

$579,900

3 Beds ⋅ 2 Baths ⋅ Lake Link Estates SubDv. ⋅ 33884 Zip Code

Welcome to your own slice of Florida WATERFRONT LIVING! Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HOME offers a wonderful combination of indoor comfort, outdoor entertaining, and lakefront lifestyle. Accessed by crossing a private bridge, this unique community offers a distinctive setting, and the home is POSITIONED ON LAKE LINK, WHICH HAS A CANAL CONNECTING DIRECTLY TO LAKE OTIS. Enjoy skiing, fishing, or just hanging out on the lake! Inside, the thoughtfully designed split floorplan provides privacy and functionality, with the primary suite separated from the secondary bedrooms. The pool has recent updates including a new variable speed pool pump, new skimmer, new piping, new jets, and a new pool light. The pool also includes a robotic surface cleaner and robotic skimmer skimmer. Beautiful new luxury vinyl plank flooring flows throughout the home, creating a fresh, updated feel. The updated kitchen offers a modern touch and the window to the pool deck is perfect for cooking, entertaining, or an indoor-outdoor BBQ. The primary suite is spacious, and features an updated master bath, dual walk-in closets, and an oversized sliding glass door out to the pool deck. The additional bedrooms offer flexibility for guests, family, or a home office, and the guest bathroom offers a door straight to the pool deck so your guests can use the bathroom without tracking water in the main house. Step outside to discover one of the home's standout features: an oversized swimming pool surrounded by an expansive paver pool deck, offering plenty of room for lounging, entertaining, and enjoying the Florida sunshine. The large lot provides additional space to enjoy the outdoors and is a perfect place to host a party! Big-ticket improvements offer added peace of mind, including a NEW ROOF IN 2024, A NEW ELECTRICAL PANEL IN 2024, AND A NEW HVAC SYSTEM IN 2025. New insulation has also been added in the attic to improve efficiency. Desirable location, updated major appliances, lakefront living, what’s not to love! Schedule your private showing today!

251 Lake Link, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Haven SubDv. ⋅ 33881 Zip Code

MORE ROOM TO LIVE, A BACKYARD TO ENJOY, AND NO CDD—WELCOME HOME TO WINTER HAVEN! Located in the desirable COUNTRY WALK community, 3132 Country Club Cir offers 4 BEDROOMS, 2 BATHROOMS, AND LOW HOA DUES, combining comfort, convenience, and the Florida lifestyle. Step inside to an inviting OPEN-CONCEPT FLOOR PLAN connecting the living, dining, and kitchen areas, creating a welcoming setting for everyday living and entertaining. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and a breakfast bar, while the split-bedroom layout provides added privacy. Outside, imagine weekend cookouts, relaxing evenings on the patio, or creating your own outdoor retreat in the GENEROUSLY SIZED BACKYARD. A 2-CAR GARAGE and indoor laundry room add everyday convenience. Beyond the home, enjoy easy access to DOWNTOWN WINTER HAVEN, shopping, dining, scenic lakes, golf courses, and LEGOLAND FLORIDA, with major roadways connecting to Lakeland, Orlando, and Tampa. Whether you're looking for your next home or a place to add your personal touch, 3132 Country Club Cir offers an inviting opportunity to enjoy everything Winter Haven has to offer. SCHEDULE YOUR PRIVATE SHOWING TODAY!

3132 Country Club Circle, Winter Haven

$289,900

3 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a bathroom. Plus, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not

517 Vittorio Drive, Winter Haven

$259,900

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

New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

4490 Rapallo Avenue, Winter Haven

$303,640

3 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! This Flagler plan is available in a Traditional exterior design. The covered porch opens to a gracious foyer with adjacent flex space and leads to the open island kitchen, cafe and family room. The private garage opens to a hallway with 2 secondary bedrooms and full bathroom with dual sink vanity. The primary suite boasts a large walk-in closet and ensuite bathroom that includes a shower and private water closet.

345 Meredith Boulevard, Winter Haven

$100,000

3 Beds ⋅ 1 Baths ⋅ Smart Sub SubDv. ⋅ 33881 Zip Code

NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an investor, rehabber, or buyer looking for a project. Property is being sold AS-IS. No appliances are included. Buyer and buyer’s agent are responsible for verifying all property information, measurements, condition, utilities, and intended use. Cash only. Schedule your showing and explore the possibilities! Property must be physically seen before submitting offers.

2434 Edwin Street Ne, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Brenton Manor SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in 2015, this property features complete ceramic tile flooring throughout, a new roof installed in 2024, Paid Off Solar Panels and a fully fenced backyard for added privacy. The open living area highlights a custom 3D feature wall with a fireplace, creating a cozy and stylish focal point. Complete with a 2-car garage and all appliances included, this home offers modern comfort and key upgrades. Located in the vibrant Chain of Lakes region near boating and outdoor recreation, plus just 20 minutes from LEGOLAND Florida Resort and 30 miles from Walt Disney World. Schedule your showing today!

1085 Brenton Manor Drive, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features 4 bedrooms, 2 bathrooms, and a 2-car garage, with an open-concept layout that's ideal for everyday living and entertaining. Tile flooring extends throughout the main living areas, creating a seamless and durable finish, while the spacious great room flows effortlessly into the dining area and kitchen.

5007 Abigail Drive, Winter Haven

$309,000

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 01 SubDv. ⋅ 33884 Zip Code

BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in the desirable Cypress Landing community on Lake Dexter in Winter Haven! Featuring extensive recent updates, spacious living areas, and fantastic community amenities, this home offers the perfect blend of comfort, convenience, and Florida living. Extensive Recent Updates! Major improvements include a new roof and updated in 2022, along with numerous renovations completed this year. Updates include a renovated kitchen with new countertops, new bathroom vanities, updated flooring, new lighting and fans, plumbing fixtures, fresh paint and texture, new interior doors, updated trim, new electrical improvements and pluming, and new appliances, including a range, microwave, and dishwasher. A new DECA drainage system was also recently installed in the rear of the home. Upon entering, you are welcomed by an extended foyer that opens into a spacious living area. The generously sized primary suite offers sliding glass doors leading to the lanai, along with an attached primary bathroom featuring a walk-in shower and walk-in closet. Additional highlights include an impressive 26' x 11' sunroom overlooking the backyard—an ideal space for relaxing, entertaining, or enjoying your morning coffee. Enjoy the Cypress Landing Lifestyle! Community amenities include pickleball and tennis courts, a heated swimming pool, a clubhouse, a private boat ramp with water access, and a variety of social clubs and activities for residents to enjoy. Conveniently situated in the heart of Winter Haven, this home offers easy access to shopping, restaurants, entertainment, and local social events, with convenient commutes to Lakeland, Orlando, and Kissimmee. With its extensive updates, spacious floor plan, inviting living spaces, and desirable lake community amenities, this home is a wonderful opportunity to enjoy the best of Winter Haven living!

3947 Cypress Landing W, Winter Haven

718 Eagle Landing Boulevard, Winter Haven

$339,998

4 Beds ⋅ 3 Baths ⋅ Eagle Landing Phase Ii SubDv. ⋅ 33880 Zip Code

Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built just three years ago and barely lived in, this beautiful home has recently undergone fantastic upgrades, including brand-new luxury vinyl flooring throughout all bedrooms and the staircase, with absolutely NO CARPET anywhere in the home! Situated on one of the most desirable lots in the community, this home enjoys a beautiful, wide-open wooded backdrop with NO REAR NEIGHBORS, offering a rare sense of privacy and tranquility. Tucked away toward the quiet rear of the neighborhood, its peaceful setting makes it feel like your own private retreat. Step inside and immediately appreciate the sleek, modern interior, inviting living spaces, and abundance of natural light that fills the home. The thoughtfully designed layout offers four generously sized bedrooms, 2.5 bathrooms, and a spacious garage, providing plenty of room for comfortable everyday living. The oversized primary suite is a true highlight, featuring an exceptionally spacious bedroom, a generous walk-in closet, and an additional storage or closet area for even more convenience. Located in beautiful Winter Haven, famously known as the Chain of Lakes City, this home places you in one of Central Florida's most charming destinations, celebrated for its picturesque lakes, outdoor recreation, and relaxed Florida lifestyle. Enjoy convenient access to Chain of Lakes Park, a recreational destination near Lake Lulu offering sports facilities, open green spaces, and opportunities to enjoy the outdoors. Just a short drive away, discover the excitement of LEGOLAND Florida Resort and the new SEA LIFE Florida Aquarium, along with a wonderful variety of shopping, dining, and entertainment options. Whether you're drawn to lakeside adventures, outdoor activities, or local attractions, Winter Haven offers something for everyone! With its fresh upgrades, contemporary finishes, exceptional lot, and barely lived-in condition, this home offers the look and feel of new construction without the wait! Whether you're enjoying the bright, welcoming interior or the peaceful wooded views out back, every detail makes this property a wonderful place to call home. Homes with this combination of privacy, location, condition, and modern upgrades are hard to find! Don't miss your opportunity to make this exceptional home yours. Schedule your private showing today!

718 Eagle Landing Boulevard, Winter Haven

$408,888

5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code

Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated living space on a 0.17-acre corner lot. The living room and kitchen are located on the first floor, while the primary bedroom is upstairs. A two-car attached garage provides parking and storage space. With five bedrooms, there’s flexibility for guests, a home office, or hobbies. Enjoy no CDD fees and an HOA fee of $214 per quarter. Located in Central Florida between Tampa and Orlando, Pinnacle Point offers convenient access to shopping, dining, schools, parks, and medical facilities. Nearby LEGOLAND Florida Resort adds another option for recreation, while access to major highways connects you to destinations throughout the region.

1638 Seth Drive, Winter Haven

$359,000

3 Beds ⋅ 2 Baths ⋅ Terranova Ph 01a SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Terranova! Featuring an open floor plan, vaulted ceilings, and a private screened and heated pool, this home offers comfortable Florida living. Enjoy attractive landscaping with Naval orange and Clementine trees, a screened front porch, energy-efficient Pella windows, and a spacious living room with built-in shelving. The kitchen features ample counter space, appliances, and a breakfast bar overlooking the living area. A separate breakfast nook offers flexible space for dining or a home office. The split-bedroom floor plan provides privacy, with two guest bedrooms and a full bath on one side and a spacious primary suite on the other. The primary suite features dual vanities, a garden tub, a separate shower, and a walk-in closet with custom shelving. The fully fenced backyard features an enclosed lanai, heated screened pool, spacious pool deck, and storage shed. Recent updates include a 2017 roof, upgraded A/C (2014), replaced flooring, upgraded front door, French doors, new garage door opener, and brand-new pool screens. Additional features include a 2-car garage, washer and dryer, and select furnishings, including Sleep Number beds, recliners, and outdoor furniture. Meticulously maintained and ready to enjoy, this Terranova home is a must-see!

593 Terranova Circle, Winter Haven

$199,000

4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

**PRICED TO SELL! 4 BEDROOMS, 2 BATHROOMS, NO HOA, AND MAJOR UPDATES ALREADY COMPLETED! ** Don't miss this fantastic opportunity to own an affordable home in Winter Haven! This spacious 4-bedroom, 2-bathroom home offers plenty of potential with several major improvements already taken care of, including a **NEW ROOF IN 2022, COMPLETE REPIPE IN 2023, AND NEW WINDOWS IN 2023!** While the home could benefit from some cosmetic updating and personal touches, the big-ticket improvements have already been completed, giving the next owner a great head start. Enjoy the freedom of **NO HOA** and a convenient location near shopping, dining, schools, and major roadways. Whether you're a first-time homebuyer looking to build equity, a buyer wanting to make a home their own, or an investor searching for their next opportunity, this property checks all the boxes! **PRICED EXTREMELY COMPETITIVELY TO REFLECT THE COSMETIC UPDATES NEEDED AND SELL QUICKLY!** Opportunities like this don't come around often at this price point. Schedule your showing today and see the potential for yourself!

1096 Carefree Cove Drive, Winter Haven

$330,000

4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

LIKE NEW!!! Don't miss this 4 bedroom, 2 bath home centrally located in Winter Haven, FL in the GATED COMMUNITY OF MANDOLIN. So many NOTABLE UPDATES in 2026 including: NEW ROOF (TAMKO TITAN SHINGLES), NEW LEVEL 3 GRANITE IN KITCHEN AND BOTH BATHROOMS, NEW SINKS, NEW KOHLER TOILETS, NEW FIXTURES, NEW INTERIOR PAINT, NEW FANS, NEWLY FINISHED GARAGE FLOOR, AND NEWLY LANDSCAPED LAWN! This OPEN CONCEPT, SPLIT PLAN is light and bright and very inviting. The OVERSIZED LOT gives you plenty of room with a length of (125 ft deep and 92 feet in width). This neighborhood is COMPLETELY BUILT OUT and VERY ESTABLISHED. The kitchen features STAINLESS APPLIANCES and is perfect for entertaining guests with it's central location. The back area is COMPLETELY PRIVATE with vinyl fencing for all your friends/family gatherings. Shopping, medical, restaurants, and LEGOLAND, FL are within minutes of this centrally located home with so many updates!!!

221 Mandolin Drive, Winter Haven

$339,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

Timeless charm, exceptional living space and an established SE Winter Haven location! Welcome to 241 Volusia Drive, a beautifully maintained, one-owner, 3 bedroom, 2 bath residence offering 2,273 square feet of living area. From its undeniable curb appeal and mature landscaping to its classic traditional architecture, this home makes a wonderful first impression, with the added freedom of no HOA. Providing valuable peace of mind are several significant improvements, including a remodeled guest bath (2024), 5-ton A/C (2022), new roof (2019), tankless water heater (2017), remodeled kitchen, private 4" irrigation deep well for added efficiency. Beyond these thoughtful improvements, the inviting layout is equally impressive. The home opens to an expansive interior with room to comfortably accommodate both everyday living and entertaining. Just off the welcoming front entry, formal living and dining rooms provide inviting settings for holiday celebrations and memorable gatherings with family and friends. A spacious 16' x 27' family room features tile flooring, wraparound sliding windows and an abundance of natural light. With plenty of room for multiple seating arrangements, weekend sports or relaxing evenings, this is truly a space designed to be enjoyed. Convenient access to the backyard allows for an effortless transition between indoor and outdoor enjoyment. The beautifully updated kitchen features custom cabinetry with a rich wood finish, granite counters, a breakfast bar, double ovens, a flat-top range and pull-out cabinet drawers. A pantry offers additional storage, while the eat-in dinette provides a comfortable setting for casual dining. Designed with privacy in mind, the primary suite is thoughtfully separated from the guest bedrooms and features a generously sized walk-in closet and an ensuite bathroom with dual sinks and a tiled walk-in shower. Both guest bedrooms are comfortably sized with ample closet space and convenient access to the beautifully remodeled guest bathroom, updated with attractive tile finishes, a stunning vanity with a quartz counter, updated fixtures, new lighting and mirror. An interior laundry room with built-in ironing board, cabinetry and a utility sink adds everyday convenience. The oversized, side entry two car garage is another standout feature, offering abundant space for vehicles, hobbies and storage, along with built-in cabinetry and attic access. Step outside to discover a lush, fully fenced backyard framed by mature landscaping and majestic Oak trees. The fully fenced backyard offers plenty of room for family, pets and outdoor activities. A concrete patio is the perfect place for grilling or simply enjoying the peaceful surroundings. Additional highlights include double paned windows, crown molding, rain gutters and more. The location is equally appealing! Situated in an established neighborhood, this home enjoys the charm of a traditional Florida community, where mature trees nd spacious yards create a welcoming atmosphere reminiscent of years gone by. Enjoy convenient access to shopping, dining, medical facilities, schools, lakes and recreational opportunities that make Winter Haven such a wonderful place to call home. Lovingly maintained by its original owner, thoughtfully updated and ideally located, 241 Volusia Drive offers the kind of timeless appeal, comfortable living and neighborhood charm that never goes out of style. Schedule your private showing today.

241 Volusia Drive, Winter Haven

$355,000

4 Beds ⋅ 2 Baths ⋅ Sutton Preserve SubDv. ⋅ 33880 Zip Code

Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space with an open-concept layout and desirable upgrades throughout. The spacious kitchen features quartz countertops, stainless-steel appliances, a large center island, and pantry, opening seamlessly to the living and dining areas. Tile flooring enhances the main living spaces, with carpet in the bedrooms. Additional features include an epoxy-finished garage floor, rain gutters, security cameras that convey, and solar panels. Enjoy Florida living on the enclosed screened lanai, complete with roll-down shades and patio furniture that convey, overlooking a fully fenced backyard. Located just minutes from Lake McLeod and a public boat dock, with convenient access to shopping, dining, schools, and major roadways. No CDD, low HOA fees that include high-speed internet, and a seller-provided one-year home warranty! A wonderful opportunity to own a move-in-ready home with valuable upgrades already in place. Schedule your private showing today!

2303 Jagger Lane, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 SubDv. ⋅ 33884 Zip Code

Virtually Staged. This property is located in one of the best neighborhoods in Winter haven. A new roof will be installed soon.

2470 Salzburg Loop, Winter Haven

$535,000

4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 02 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street from Chain of Lakes Elementary School, the home is also just minutes from LEGOLAND® Florida Resort and approximately 10 minutes from U.S. Highway 27. The open-concept layout features elegant snow-color cabinetry and granite countertops throughout. The private primary suite is situated at the opposite end of the home and includes a spacious walk-in closet, a large walk-in shower, and a customized makeup vanity. A generous laundry room includes a built-in home office and is conveniently located between the kitchen and pantry. The lanai features an additional bonus room with double French doors while retaining space for outdoor living. The adjoining area offers potential to be enclosed and configured as an in-law suite, subject to buyer verification and any required approvals. Additional highlights include a three-car garage, ample parking, and finished attic space providing extra storage. **Pride of ownership is evident throughout this meticulously maintained home, with the owner’s thoughtful care and attention to detail reflected in every space. The owner is an active real estate agent.** Photo's coming soon.

915 Hart Lake Court, Winter Haven

$349,900

3 Beds ⋅ 2 Baths ⋅ Cypresswood Greenfield Village SubDv. ⋅ 33884 Zip Code

Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours.

260 Greenfield Road, Winter Haven

6125 Pebble Beach Boulevard, Winter Haven

$425,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code

Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath home combines exceptional quality, thoughtful design, and beautiful pond views to create an inviting place to call home. From the attractive quoin corners that enhance the front elevation and the fresh exterior paint, including the soffits and gutters, to the full-width paver driveway, the home makes an outstanding first impression. River stone accents in the flower beds add a crisp, polished appearance, while the impressive 32’ x 15’ bronze-screened veranda provides the perfect setting to relax, entertain, and enjoy tranquil views of the expansive pond. Step inside and discover a clean, bright, and welcoming interior designed for comfortable everyday living and gracious entertaining. Tasteful 18” x 18” tile flooring flows throughout the main living areas, complemented by comfortable carpeting in the bedrooms, and ceiling fans throughout the home add to its appeal. The beautifully appointed kitchen features attractive Chiffon-colored maple cabinetry with abundant storage, including a bank of drawers, rollout trays, distinctive cabinet bump-ups and bump-outs, a dedicated refrigerator cabinet, and decorative cove lighting. Granite countertops are beautifully complemented by pendant lighting above the island, while fingerprint-resistant stainless-steel appliances provide a stylish, modern touch. There is ample room at the kitchen counters for entertaining guests. A spacious walk-in pantry offers additional storage and convenience. The same quality maple cabinetry and granite countertops continue into both bathrooms and the laundry room, creating a cohesive, upscale look throughout the home. Five pocket doors enhance the flow between rooms while making excellent use of available space. The primary bedroom features black-out shades for a restful night’s sleep. The primary bathroom is a welcoming retreat, featuring dual vanities and a spacious, tiled walk-in shower with custom fixtures. Throughout the living room, kitchen, and expanded screened veranda, peaceful pond views provide a beautiful backdrop for everyday living. The two-car garage is complemented by a separate golf cart garage, making it easy to enjoy all that Lake Ashton has to offer. As an added benefit, this Green Home incorporates energy-efficient features designed to enhance comfort and help reduce energy costs. With more than $51,000 in custom builder upgrades, this exceptional property offers quality, convenience, and value that truly deserve an in-person visit. Beyond your front door, the remarkable Lake Ashton lifestyle awaits, with two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and an abundance of activities and amenities designed to make every day more enjoyable. Combining a beautifully maintained home, serene pond views, thoughtful upgrades, and an outstanding active-adult lifestyle, this is a wonderful opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover everything this special Lake Ashton home has to offer!

6125 Pebble Beach Boulevard, 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

$750,000

6 Beds ⋅ 3 Baths ⋅ Lake Link Estates SubDv. ⋅ 33884 Zip Code

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional architecture, rich natural wood flooring, detailed millwork and inviting living spaces, 11 Lake Link is one of those special places. Beautifully situated along the shores of Lake Link, this 6-bedroom, 3-bath lakefront pool home offers a wonderful balance of timeless character, everyday comfort and the relaxed elegance of waterfront living. A welcoming foyer introduces gracious formal living and dining rooms, beautiful settings for intimate dinner parties, holiday celebrations and special occasions. Thoughtful architectural details, warm wood finishes and generously proportioned rooms create an atmosphere both refined and comfortable. At the heart of the home, a spacious family room is anchored by a wood-burning fireplace, beautiful parquet flooring and picturesque lake views. It's easy to imagine quiet evenings beside the fire and conversations that linger long after dinner. The adjoining kitchen features rich hardwood cabinetry, granite countertops and a convenient closet pantry, while the adjacent dinette provides a comfortable setting for morning coffee and casual meals, all complemented by beautiful waterfront views. The thoughtfully arranged bedrooms offer privacy and flexibility. Overlooking the lake, the primary suite features a walk-in closet and private bath with granite countertops and a soaking tub with shower. Five guest bedrooms bring the home's total to six, offering a rare combination of space, comfort and versatility. As inviting as the interiors are, the lakefront setting is where this property truly comes into its own. A beautiful pool and a lushly landscaped, fenced backyard create a private retreat framed by mature greenery and graceful Florida cypress trees. Here, the pace of life naturally slows. Mornings begin with birdsong and reflections dancing across the water, afternoons are spent relaxing beside the pool, and evenings bring colorful Florida sunsets that transform the lake into a constantly changing landscape. A private composite dock offers an open sunning deck, a covered lounging area with TV connection, and the warm glow of market lighting that creates an inviting atmosphere for relaxing, entertaining or simply enjoying the peaceful lake views. With room to tie up a boat, the dock also provides convenient access for bass fishing, paddleboarding and leisurely sunset cruises. Significant improvements include a metal roof (2020), Pella replacement windows (2017–2019, excluding front bay window), replumbing (2015), two updated HVAC systems (2020/2024), water heater (2020), extensive attic insulation (2025), gutters (2021), new dock (2021), seawall reinforcement (2023) and refreshed backyard pavers. Ideally located near Winter Haven's medical campuses and thriving downtown, the home offers exceptional convenience for physicians, professionals and anyone seeking a peaceful waterfront retreat. Downtown Winter Haven features locally owned restaurants, boutiques, entertainment and community events, while its central location between Tampa and Orlando provides access to both metropolitan areas. A home filled with character, surrounded by natural beauty and designed for making memories. A wonderful place to experience lakefront living and an even more special place to call home.

11 Lake Link Drive Se, Winter Haven

$340,000

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

This charming and move-in-ready 4-bed, 2-bath, 2-car garage home offers a blend of modern upgrades and comfortable living spaces. The renovated kitchen features quartz countertops, an oversized copper sink, and abundant storage—perfect for cooking, hosting, or everyday convenience. Throughout the home, new light fixtures add a fresh, stylish touch, and with no carpet, the tile and laminate flooring make maintenance a breeze. The spacious primary bedroom includes direct access to the screened porch, creating a relaxing indoor-outdoor retreat. The remodeled primary bathroom showcases modern finishes and thoughtful design. Step outside to a fully fenced backyard with room for outdoor furniture, gardening, or a future shed. Major updates provide peace of mind, including a new roof (2024) and new plumbing. Located in a quiet neighborhood close to parks, lakes, dining, and everyday conveniences, this home offers comfort, style, and an ideal location for easy living.

128 Lagoon Road, Winter Haven

922 Martin Luther King Boulevard Ne, Winter Haven

$220,000

3 Beds ⋅ 2 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code

This property presents an excellent opportunity for those looking to combine location, space, and a beautiful view of Lake Idyl. Its open and inviting setting adds a special touch, offering great potential to enjoy and personalize the outdoor areas—whether creating a cozy courtyard, relaxing entertainment space, or fire pit area. The residence features 3 bedrooms, 1 full bathroom, and 1 half bathroom, along with the valuable advantage of NO HOA, providing greater flexibility to make the property your own, enhance the outdoor living areas, or explore future expansion possibilities. Conveniently located along a main road in Winter Haven, the property offers easy access to schools, shopping, services, and other local amenities. Whether you are looking for a place to call home or an investment property with potential, this home offers an attractive combination of location, flexibility, and lifestyle.

922 Martin Luther King Boulevard Ne, Winter Haven

$275,000

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

Welcome to 3789 Giorgio Dr, a beautifully maintained 2024-built home in the desirable Villamar community of Winter Haven. This 3-bedroom, 2-bath residence offers an open and functional floor plan with a spacious great room, dedicated dining area, and modern kitchen designed for easy everyday living and entertaining. A versatile flex room provides the perfect space for a home office, hobby room, or additional living area. The private primary suite offers a comfortable retreat, while the attached 2-car garage provides convenient parking and storage. Enjoy the benefits of Villamar living with resort-style amenities including a community pool, playgrounds, and parks. Conveniently located near Winter Haven's renowned chain of lakes, shopping, dining, and area attractions including LEGOLAND Florida. With its newer construction, energy-efficient features, modern layout, and community amenities, this home offers an excellent opportunity for buyers seeking a move-in-ready property in Central Florida.

3789 Giorgio Drive, Winter Haven

$299,900

3 Beds ⋅ 2 Baths ⋅ Waterside Village SubDv. ⋅ 33880 Zip Code

Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday convenience. This delightful home features a spacious living area of 1,714 square feet, thoughtfully designed to provide both comfort and functionality. The property includes three well-appointed bedrooms and two full bathrooms, making it a superb setting for relaxing and unwinding. The rear patio overlooks a fishing canal, an ideal spot for morning coffee, evening sunsets, or casting a line without leaving home. Supermarkets, shopping, and pharmacies are all within walking distance, and Legoland is nearby, so errands and family outings are easy. Inside, 9½-foot ceilings and rounded corners give the home an open, polished feel, with ceramic tile wall to wall for easy care. The kitchen comes equipped with a refrigerator, electric range/oven, dishwasher, microwave, trash compactor, and a kitchen reverse osmosis system, and a gas range hookup is available for the buyer who prefers to cook with flame. The washer and gas dryer are included, and a whole-house water filtration and softener system rounds out the package. Peace of mind comes built in with a standby gas generator, hurricane panels for the exterior windows and doors, and a gas tankless water heater for endless hot water. The garage features a professionally installed epoxy floor, giving you a clean, durable, showroom-ready space for parking, projects, or storage.

168 Waterside Circle, Winter Haven

Browse All Winter Haven FL Single Family Properties for Sale

Winter Haven Single Family Real Estate

How much is your home worth?

How much is your home worth?