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$299,900
3 Beds 2 Baths 33881 Zip Code
Welcome home to this charming pool home nestled in the heart of Winter Haven! Offering plenty of space for everyone, this home features a versatile bonus room perfect for a home office, playroom, media room, or additional living space to fit your needs. Step outside and dive into your own private in-ground pool, the perfect place to cool off and beat the Florida heat while entertaining family and friends. Conveniently located just minutes from shopping, dining, medical facilities, schools, and everything Winter Haven has to offer, you'll love the combination of comfort and convenience this property provides. Whether you're relaxing poolside, enjoying the flexible interior spaces, or taking advantage of the nearby amenities, this home offers the Florida lifestyle you've been looking for. Don't miss your opportunity to make this beautiful property your own—schedule your private showing today!

2095 W Hartridge Terrace, Winter Haven

$320,000
3 Beds 2 Baths Traditions Ph 01 SubDv. 33884 Zip Code
Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained residence offers the ideal blend of comfort, space, and carefree Florida living. With 3 bedrooms, 2 bathrooms, and 2,109 square feet of thoughtfully designed living space, the open split-bedroom floor plan is perfect for both everyday living and entertaining. From the moment you arrive, the paver driveway, carriage-style lighting, manicured landscaping, and covered entry create impressive curb appeal. Inside, soaring ceilings and solid-surface flooring enhance the bright, open feel of the home. The spacious kitchen overlooks the family room and features 42-inch maple cabinetry with decorative rain-glass accents, Corian countertops, a breakfast bar, closet pantry, and a charming dining nook. Designed for gathering, the expansive family room is framed by triple sliding glass doors that showcase tranquil pond views and seamlessly connect to the oversized Florida room. Whether you're hosting friends or enjoying a quiet morning coffee, this inviting space provides the perfect backdrop, complete with views of the soothing waterfront fountain. The generously sized primary suite is a true retreat, offering its own waterfront sitting area, direct access to the Florida room, dual walk-in closets, and a spacious en-suite bath featuring a comfort-height double vanity, garden tub, seated walk-in shower, linen closet, and private water closet. Two additional bedrooms provide flexibility for guests, hobbies, or a home office, while the interior utility room includes a washer, dryer, and utility sink for added convenience. Additional highlights include a 2021 roof, 2024 HVAC system, 2018 water heater, gutters, security system, and a two-car garage with an additional refrigerator. Life at Traditions at Lake Ruby feels like a year-round vacation. Residents enjoy an impressive collection of resort-style amenities, including a lakefront clubhouse, heated pool and spa, fitness center, ballroom, library, billiards room, craft and meeting rooms, tennis courts, pickleball courts, bocce ball, basketball, shuffleboard, dog park, private dock, boat ramp, and a full calendar of social activities. The HOA provides exceptional value with lawn maintenance, exterior house painting, cable, internet, and full access to community amenities included. Conveniently located near shopping, dining, medical facilities, major highways, and LEGOLAND, this waterfront gem offers the perfect opportunity to enjoy an active, low-maintenance lifestyle in one of Central Florida’s most desirable 55+ communities.

3614 Plymouth Drive, Winter Haven

$399,999
4 Beds 3 Baths Eloise Woods Lake Mariam Unit SubDv. 33884 Zip Code
Under contract-accepting backup offers. Welcome to the forever home you've been searching for, where timeless comfort, exceptional space, and endless possibilities come together. Offering an impressive open floor plan and abundant square footage, this residence has been lovingly cared for over the years and is ready for its next chapter. The expansive primary suite is a true retreat, featuring two oversized walk-in closets, private access to the pool, and a spacious en-suite bath complete with a large walk-in shower and ample storage. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. One bedroom is ideally situated just off the kitchen with its own private entrance through the garage, making it an excellent option for multigenerational living, extended guests, or added privacy. At the heart of the home, the inviting living spaces flow effortlessly into an incredible entertainment room unlike any other. Rich wood ceilings, custom wood accents, and a stunning built-in wooden bar create the ultimate gathering space for game days, celebrations, or relaxing evenings with family and friends. Step outside to your own private Florida oasis. Surrounded by lush tropical landscaping, the sparkling pool offers the perfect backdrop for year-round enjoyment, while the oversized driveway features a dedicated basketball shooting area, adding even more fun right at home. For added peace of mind, the home is equipped with a generator-ready electrical hookup, providing convenience and preparedness during Florida's storm season. Filled with warmth, character, and room to grow, this is a home where memories have been made for decades and new ones are waiting to begin. Offering an incredible combination of space, versatility, and lifestyle, this is a rare opportunity to make a truly special property your own. Come see all that this exceptional Winter Haven home has to offer.

419 Pinellas Road, Winter Haven

$140,000
2 Beds 2 Baths Oakwood Estates SubDv. 33880 Zip Code
You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.

4146 Sprucewood Street, Winter Haven

$369,000
3 Beds 2 Baths Eloise Woods East Lake Mariam Unit SubDv. 33884 Zip Code
Welcome to your private Central Florida oasis! This beautifully updated, 3-bedroom, 2-bathroom ranch-style home combines classic mid-century durability with modern, high-end updates. Step inside to an open-concept living and dining area featuring clean, carpet-free flooring and a striking brick, perfect for cozy evenings. The heart of the home is a fully remodeled, bright white kitchen equipped with sleek quartz countertops, premium stainless steel appliances, and a convenient breakfast bar for casual dining. Retreat to the spacious primary suite, which offers private sliding glass door access to your backyard paradise. Outside, Florida living truly shines within a massive, floor-to-ceiling screen enclosure. Host gatherings on the expansive 20x14 covered concrete lanai with updated patio pavers, or cool off in the sparkling, oversized in-ground pool. Complete with a versatile, insulated 2-car garage that can easily double as a bonus family room, a durable roof replaced in 2018, and a fully fenced-in yard with no restrictive HOA fees. Feel free to install a custom firepit so the whole family can hang around and catch up on those cool Florida nights. This Winter Haven gem is ready for you to move right in.

516 Alachua Drive, Winter Haven

$750,000
4 Beds 3 Baths Cypresswood Golf & Country Club SubDv. 33884 Zip Code
*Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.

440 Palma Ceia Road, Winter Haven

$398,000
4 Beds 3 Baths Lakewood Community Association SubDv. 33884 Zip Code
*Improved PRICE on this Beautiful Home!* *NEW ROOF 2026 * NEW INSULATION 2026 * NEW HOT WATER HEATER 2026* NEWER AIR CONDITIONER 2020* Welcome to the classic neighborhood of Lakewood, located in Southeast Winter Haven. This spacious 4 bedroom, 3 bath home, & with the additional 4th bedroom it offers versatility, including a closet, private sliding door access, making it ideal for a bedroom, office/flex room, guest space, or home office. The split floor plan provides comfortable living with over 2,300 square feet of living space, multiple living and entertaining areas, a convenient inside laundry room, and beautiful hard wood flooring in the living room, dining room, and family room, this home offers endless potential. Step outside to enjoy the large screened in-ground pool with heater, perfect for relaxing and entertaining year round. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this home is ready for its next owners to add their personal touches and make it their own. Schedule your private showing today!

136 Lake Mariam Road Se, Winter Haven

$300,000
2 Beds 2 Baths Vienna Square Ph 01 SubDv. 33884 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.

2452 Salzburg Loop, Winter Haven

$329,900
3 Beds 2 Baths Lake Link Estates SubDv. 33884 Zip Code
Enjoy the best of Florida living in this inviting 3-bedroom, 2-bathroom home located in the established Lake Link Estates community of Winter Haven. Positioned on a corner lot, this property offers a thoughtful floor plan with generous living spaces and plenty of room to make yourself at home. The interior features an open feel with a seamless flow between the main living areas, while the primary bedroom provides a comfortable retreat complete with a walk-in closet and private en-suite bath. Large windows throughout the home allow natural light to fill the space, creating a bright and welcoming environment. Out back, you'll find a true highlight of the property—a screened outdoor living area overlooking a refreshing pool and fenced backyard. Whether you're hosting friends, spending time with family, or simply enjoying a quiet evening outdoors, this space is designed to be enjoyed year-round. Conveniently located near everyday amenities, restaurants, parks, and Winter Haven's famous Chain of Lakes, this home offers a wonderful opportunity to enjoy both comfort and convenience in one of Central Florida's most desirable areas.

54 Lake Link Circle Se, Winter Haven

$235,000
2 Beds 2 Baths Cypresswood Villas/Green Bldg SubDv. 33884 Zip Code
Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.

664 Clubhouse Road, Winter Haven

$178,990
2 Beds 3 Baths Casa Del Sol Condo Village Ph 02 SubDv. 33881 Zip Code
PRICE DROP! Welcome to easy Florida living at this beautifully updated 2-bedroom, 2.5-bath townhome with a rare 2 CAR GARAGE in the desirable Casa Del Sol community of Winter Haven. Offering direct views of the community pool and multiple outdoor living spaces, this home combines comfort, convenience, and a low-maintenance lifestyle in one attractive package. As you enter, you'll find a versatile flex space that can easily serve as a dining room, home office, reading nook, or additional sitting area. This inviting space features access to a private front patio, creating the perfect setting to enjoy your morning coffee. The updated galley-style kitchen showcases modern white cabinetry, granite countertops, stainless steel appliances, and ample storage, providing both style and functionality. The spacious living room features attractive laminate flooring and sliding glass doors that lead to the screened rear patio, creating a seamless indoor-outdoor flow ideal for entertaining or everyday living. A convenient half bath and a full laundry room add functionality and convenience to the first floor. Upstairs, both bedrooms provide privacy and comfort. The spacious primary suite serves as a relaxing retreat, complete with a large walk-in closet, a private bathroom with a tub, and access to a PRIVATE BALCONY overlooking the sparkling community pool. Enjoy peaceful mornings or unwind in the evenings while taking in the tranquil pool views from your own bedroom. The second bedroom offers flexibility for guests, family members, or additional workspace. The screened rear patio provides another wonderful outdoor living area and is perfectly positioned just steps from the community pool. Whether you're entertaining guests or simply enjoying Florida's beautiful weather, this space offers the ideal place to relax. Additional peace of mind comes from the 2020 air conditioning system. Residents enjoy access to community amenities including a swimming pool, shuffleboard courts, exterior maintenance services, sewer, trash service, and beautifully maintained grounds. Conveniently located in the heart of Winter Haven, this home is just minutes from downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and LEGOLAND Florida Resort. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this move-in-ready townhome offers an exceptional combination of location, lifestyle, and value.

2500 21st Street Nw Unit 22, Winter Haven

$990,000
4 Beds 5 Baths Waterford Oaks SubDv. 33884 Zip Code
Under contract-accepting backup offers. Calling for best and final by Thursday, July 2nd, 2026 by 5pm. This sprawling two-story luxury pool residence showcases exceptional craftsmanship and timeless elegance, enhanced by extensive upgrades throughout and a Generac home generator. From the moment you enter, you'll be captivated by soaring tray and cathedral ceilings, rich crown molding, and refined architectural details that create an atmosphere of sophistication and grandeur. Designed to inspire culinary excellence, the chef’s kitchen is appointed with a professional-grade gas cooktop, custom solid wood cabinetry, a hidden walk-in pantry, farmhouse sink, and a picturesque window framing serene views of Lake Winterset. A convenient built-in workstation, located near the spacious laundry room and oversized three-car garage, provides added functionality for everyday living. The sumptuous primary suite serves as a private retreat, featuring beautiful custom built-ins, dual vanities, a chandelier-accented soaking tub, an expansive walk-in shower, and generous his-and-her custom closets. A tranquil sitting area offers the perfect space for reading and relaxation, while French doors provide direct access to the poolside lanai. Created for effortless entertaining, the grand great room seamlessly connects indoor and outdoor living through pocketing sliding glass doors that open to a spectacular pavered lanai complete with a summer kitchen, sparkling pool, and elegant water feature. Two additional en-suite bedrooms with walk-in closets are conveniently located on the main level, while a well-appointed powder bath serves guests. The upper level offers a private guest or in-law retreat featuring a spacious en-suite bedroom, full bath, media room, and a sizable studio or flex space overlooking the tranquil waters of Lake Winterset. Elegant formal living and dining rooms provide the perfect backdrop for memorable gatherings, enhanced by exquisite finishes and statement lighting. A distinguished library or executive home office, adorned with rich burled wood cabinetry and custom doors, delivers both privacy and sophistication.Situated on an oversized corner homesite, this exceptional residence is enveloped by lush, mature landscaping that creates a sense of privacy and exclusivity. Combining luxurious amenities, breathtaking lake views, and thoughtfully designed living spaces, this remarkable estate offers an unparalleled lifestyle in a truly spectacular setting.

9480 Waterford Oaks Drive, Winter Haven

$224,990
3 Beds 3 Baths Serenity At Peace Creek Th SubDv. 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3080 Captain Jax Way, Winter Haven

$224,990
3 Beds 3 Baths Serenity At Peace Creek Th SubDv. 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3076 Captain Jax Way, Winter Haven

$274,190
3 Beds 2 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. 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.

3932 Giorgio Drive, Winter Haven

$319,900
4 Beds 3 Baths Villamar Ph 2 SubDv. 33884 Zip Code
Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**

1355 Benevento Drive, Winter Haven

$266,900
3 Beds 2 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Discover the Downing floorplan at Villamar in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this home prioritizes efficient living without sacrificing an ounce of warmth. Step inside and be greeted by a thoughtfully arranged space, designed to maximize both comfort and flow. (Luxury vinyl) flooring guides you through the home, setting the stage for everyday living. The heart of the Downing is its open concept living area, where the living room and kitchen merge seamlessly, fostering connection and ease. This central space, bathed in natural light, is perfect for cozy evenings or casual gatherings. The kitchen, a model of efficiency, is equipped with modern appliances and well-organized storage, making meal preparation a breeze. Each of the three bedrooms provides a tranquil escape, with the primary suite offering a private bathroom for added convenience. The second bathroom, strategically located, serves the remaining bedrooms with ease. Like every (Community) home, the Downing is built with all concrete block construction and integrated smart home technology. This allows you to effortlessly manage your home's systems, from lighting to temperature, all from the palm of your hand, whether you're relaxing inside or out and about. The Downing floorplan is ideal for those seeking a streamlined, comfortable lifestyle. It's a place where thoughtful design meets modern convenience, creating a true sense of home. Experience the blend of simplicity and sophistication at Villamar. Contact us today and find your home at Villamar. *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.*

5560 Taverna Loop, Winter Haven

$345,000
3 Beds 2 Baths Sand Hill Lane SubDv. 33884 Zip Code
Virtually Staged. Welcome to one of the premier homesites in Cypresswood Golf & Country Club. Perfectly positioned on a rare cul-de-sac lot, this beautifully maintained residence enjoys exceptional water frontage wrapping around two sides of the property, creating panoramic water views, enhanced privacy, and a serene setting rarely found within the community. Offering approximately 2,045 square feet of living space, this 3-bedroom, 2-bath home features a spacious, light-filled floor plan designed to maximize its spectacular waterfront location. Large windows throughout invite abundant natural light while framing picturesque lake views from multiple living areas and bedrooms. The home has been meticulously maintained and offers outstanding peace of mind with several major recent improvements, including a new roof (2021), new HVAC system (2019), and a completely renovated irrigation system (2025). These significant updates allow the next owner to focus on making the home their own rather than replacing major mechanical components. Inside, the home is clean, well cared for, and move-in ready, offering an excellent opportunity for buyers who prefer to personalize finishes to match their own style. Thoughtfully priced to reflect an original interior, it provides the flexibility to update the kitchen, flooring, and décor according to your vision instead of paying a premium for renovations chosen by someone else—all while enjoying one of Cypresswood's finest waterfront locations and the benefit of substantial recent capital improvements. Whether you're sipping your morning coffee while overlooking the lake, entertaining family and friends, or taking advantage of the golf, clubhouse, and other community amenities, this home offers an exceptional Florida lifestyle in a setting that is increasingly difficult to find. Rarely does a property combine such an outstanding waterfront location, expansive lake views, quiet cul-de-sac setting, and the opportunity to create your own dream home. Don't miss your chance to own one of Cypresswood Golf & Country Club's most desirable lakefront properties.

1819 Sandhill Lane, Winter Haven

$299,000
3 Beds 2 Baths Peace Crk Reserve SubDv. 33884 Zip Code
Why wait to build when you can own this never-occupied former model home in the highly sought-after community of Peace Creek Reserve? Offering the ease of new construction without the wait, this beautifully designed single-story residence blends comfort, style, and functionality throughout. The spacious open-concept layout seamlessly connects the family room, dining area, and gourmet kitchen—perfect for both everyday living and entertaining. The kitchen showcases 42" upper cabinetry, stainless steel appliances, quartz countertops, and an island with seating. A sliding glass door extends the living space outdoors to the patio, providing the perfect opportunity to create your own private outdoor oasis. The owner’s suite is thoughtfully positioned at the rear of the home for added privacy and features a generous walk-in closet and a spa-inspired bath complete with dual vanities, a walk-in shower, and private water closet. Two additional bedrooms and a well-appointed guest bathroom offer ideal space for family or overnight guests. A two-car garage provides ample storage for vehicles and recreational items, while a dedicated laundry room enhances everyday convenience. Residents of Peace Creek Reserve enjoy resort-style amenities, including a community swimming pool and a family-friendly playground, all set within beautifully maintained natural surroundings. Ideally located in Winter Haven, the area offers a vibrant lifestyle surrounded by scenic lakes, parks, and recreation centers. Home to the world-renowned LEGOLAND® Florida Resort and a variety of dining, shopping, and outdoor experiences, Winter Haven delivers year-round activities for residents of all ages.

1104 Tyler Loop, Winter Haven

$313,780
4 Beds 2 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jul 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.

3960 Giorgio Drive, Winter Haven

$399,000
4 Beds 3 Baths Pine Terrace Rep SubDv. 33881 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home situated on a desirable corner lot in Winter Haven! Offering a flexible floor plan, the spacious 4th bedroom can easily serve as a bonus room, home office, playroom or guest suite to fit your lifestyle. Inside, you'll find a stylish luxury vinyl plan flooring throughout and an open-concept living area perfect for everyday living and entertaining. The kitchen features granite countertops, ample cabinetry and an eat-in dining area. Step outside to your private backyard oasis complete with a sparkling pool, ideal for enjoying Florida's year-round sunshine. With a low HOA and a convenient location between Tampa and Orlando, this home offers the perfect combination of comfort, flexibility, and value. Schedule your private showing today!

2925 E Lake Hartridge Drive, Winter Haven

$315,000
3 Beds 2 Baths Shadow Wood SubDv. 33880 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

4201 Shadow Wood Drive, Winter Haven

$210,000
2 Beds 2 Baths Winterset 01 A Condo 02 Amd SubDv. 33884 Zip Code
Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

Winter Haven

$177,000
2 Beds 3 Baths Casa Del Sol Condo Village Ph 01 SubDv. 33881 Zip Code
Nestled on beautiful Lake Hartridge, is this completely remodeled and move-in ready, stunning 2-bedroom, 2.5-bath condo in Casa Del Sol Village. This unit offers modern updates and a comfortable layout in the heart of Winter Haven. Every inch has been refreshed — featuring luxury vinyl flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living area and guest half bath downstairs make entertaining easy, while both upstairs bedrooms feature private ensuite baths for added convenience. Enjoy low-maintenance living with a 2-car attached garage, access to the community pools, and a location that’s close to shopping, dining, and the Chain of Lakes. Perfect as a primary home, seasonal retreat, or investment property — this move-in-ready condo combines style, comfort, and convenience in one incredible package.

2500 21st Street Nw Unit 47, Winter Haven

$240,000
2 Beds 2 Baths Traditions Ph 01 SubDv. 33884 Zip Code
Under contract-accepting backup offers. Welcome to easy, maintenance-free living in the highly sought-after Verandahs at Traditions on Lake Reeves! This beautifully maintained one-story corner unit townhouse offers 2 bedrooms, 2 bathrooms plus a versatile bonus room, perfect for a home office, fitness, or guest space. Enjoy an open floorplan filled with natural light, enhanced by high ceilings and impact resistant tinted windows. The spacious kitchen features stainless steel appliances, maple cabinetry, and Corian countertops, flowing seamlessly into the living and dining areas—ideal for everyday living and entertaining. The primary suite offers a relaxing retreat with a walk-in shower and dual sinks, while the screened-in lanai provides a peaceful space to unwind with no rear neighbors. Residents enjoy access to Lake Reeves with a community dock, plus resort-style amenities including a community pool. The $250/month HOA covers internet, cable TV, lawn care, exterior maintenance, and roof, making this perfect for season living, downsizing, or low-maintenance living.

2634 Rutledge Court, Winter Haven

$379,000
3 Beds 2 Baths Lake Ashton West Atlee Add SubDv. 33884 Zip Code
5553 Hogan Lane, Winter Haven, Fl. 33884 is located in Lake Ashton, a Gated and Guarded Premier 55+ community with Resort Style Amenities, Planned Activities, (2)-18 Hole Golf Courses, Pro Shop and Boat Slip Rentals. This St. Croix floor plan home with tile flooring throughout has a view of Lake Hart and has no backyard neighbors. You'll love the unobstructed view of the lake and the tranquil living this home offers. Upon entering you will love the Open and Spacious living area with cathedral ceilings, giving the home an expansive and airy feel. The focal point from the entrance of this home is the water view in the back of the home. Double French Doors open to the covered lanai and extended birdcage. This 2 Bedroom/2 Bath home with Flex Room offers over 1,858 sq. ft. living area. The expanded kitchen with additional cabinetry provides an abundance of storage and counter top space. Kitchen highlights include: granite countertops, tiled backsplash, maple cabinets, gas stove, breakfast bar and pendant lights. Initial Construction upgrades in this home include: pocket doors, 250 gallon propane tank buried to service stove & gas grill hook up, whole house water softener system, fans in all rooms, a whole house (except A/C) generator, the lanai is wired for hurricane shutters. The garage floors have epoxy finish, skeeter beater, wire shelving, attic above garage has flooring with pull down stairs for additional storage. Improvements since 2023 include: A/C Heat Pump and Air Handler have been replaced, Closets added to the Entry way, Guest Room and Flex Room, New Interior Paint, New Bosch Dishwasher, New Hardware on Cabinetry, Recessed Lighting in the Kitchen, New Chandelier, New Door Handles with Locks, New Toilets, Towel Fixtures, New Landscaping with Poured Curbing, New Plants and Rock. Residents in Lake Ashton enjoy a Main Clubhouse with Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Center and Outdoor Pool. There is also a Health and Fitness Center with Indoor Pool, Card, Craft and Billiard Rooms, Fitness Center with Sauna, Indoor 1/2 Court Basketball, Indoor Racquetball. Bocce Courts, Pickle Ball, and Tennis Courts are Enjoyed by Residents, Too. There is a great variety of clubs & activities available for residents. You can be as active as you like, or stay put & enjoy the serenity of your new home. Make an appointment to tour this home today!

5553 Hogan Lane, Winter Haven