Winter Haven FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,729
Status:
NEW LISTING
MLS#:
L4962907
Type:
Single Family
Subdivision:
Vienna Square Ph 01
Lot size:
0.23 Acres
Year built:
2009
A broker reciprocity listing Courtesy: AMPLIFY REAL ESTATE SERVICES FL 813-501-5473
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,395
Status:
NEW LISTING
MLS#:
P4939078
Type:
Townhouse
Subdivision:
Cypresswood Villas/green Bldg
Lot size:
0.04 Acres
Year built:
1981
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY LAKE WALES 863-676-4448
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,699
Status:
NEW LISTING
MLS#:
O6416706
Type:
Single Family
Subdivision:
Eloise Woods East Lake Mariam Unit
Lot size:
0.27 Acres
Year built:
1973
A broker reciprocity listing Courtesy: HOUWZER INC 267-765-2080
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,366
Status:
NEW LISTING
MLS#:
L4962851
Type:
Condo
Subdivision:
Orchid Spgs Vill 400 San Miguel
Lot size:
0.01 Acres
Year built:
1974
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to easy Florida living in the sought-after Orchid Springs 55+ community! This beautifully maintained 2-bedroom, 2-bath condominium is located in the desirable San Miguel Building and offers a peaceful second-floor setting with lovely views of the lush, landscaped grounds below. Step inside to find a spacious and comfortable floor plan designed for both everyday living and entertaining. The bright Florida room provides the perfect spot to enjoy your morning coffee, read a book, or simply relax while taking in the serene garden views. The primary suite offers a private retreat featuring an oversized walk-in closet and an updated bathroom with modern finishes, creating a comfortable and inviting space to start and end each day. One of the biggest advantages of this home is the exceptional value offered through the monthly HOA fee, which includes gas, water, sewer, trash, community pool, clubhouse, amenities, exterior maintenance, and grounds maintenance—allowing you to spend more time enjoying life and less time worrying about upkeep. Ideally located at 400 El Camino Drive, Unit 202, you’ll enjoy convenient access to shopping, dining, medical facilities, downtown Winter Haven, and the area’s many lakes and recreational opportunities. Whether you’re looking for a year-round residence, a winter getaway, or a low-maintenance lifestyle, this inviting condo offers the perfect combination of comfort, convenience, and affordability in one of Winter Haven’s most established 55+ communities. Come discover why so many residents love calling Orchid Springs home!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,112
Status:
NEW LISTING
MLS#:
O6417853
Type:
Single Family
Subdivision:
Villa Mar 40's
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,824
Status:
NEW LISTING
MLS#:
L4960912
Type:
Single Family
Subdivision:
Waterford Oaks
Lot size:
0.59 Acres
Year built:
2002
A broker reciprocity listing Courtesy: RED BIRD REALTY 850-201-8810
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,386
Status:
NEW LISTING
MLS#:
O6417834
Type:
Townhouse
Subdivision:
Serenity At Peace Creek Th
Lot size:
0.08 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,695
Status:
NEW LISTING
MLS#:
TB8520161
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.14 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MERITAGE HOMES OF FL REALTY 813-703-8860
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,775
Status:
NEW LISTING
MLS#:
L4962931
Type:
Single Family
Subdivision:
Cypress Landing Ph 02
Lot size:
0.13 Acres
Year built:
1993
A broker reciprocity listing Courtesy: SELLSTATE CENTRIC REALTY 863-225-2624
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ADDITIONAL INFORMATION

Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every day. This 2-bedroom, 2.5-bath home features a bonus Florida room overlooking the water—perfect for relaxing, entertaining, or enjoying your morning coffee in serene waterfront views, or unwind as you view the sunsets. While the home does need some updating, it’s priced accordingly and presents a wonderful opportunity to personalize and build equity in a desirable, resort-style community. Cypress Landing also provides fantastic amenities, including a community pool, community center, and a boat ramp with a dock for easy access to the lake—making this an ideal home for both peaceful living and weekend adventures.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,964
Status:
NEW LISTING
MLS#:
P4939067
Type:
Single Family
Subdivision:
Villamar Ph 2
Lot size:
0.16 Acres
Year built:
2020
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

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**

Beds:
3
Baths:
2.00
Sq.Ft.:
1,302
Status:
NEW LISTING
MLS#:
O6417447
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.11 Acres
Year built:
2026
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

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.*

Beds:
3
Baths:
2.00
Sq.Ft.:
1,369
Status:
NEW LISTING
MLS#:
S5151981
Type:
Single Family
Subdivision:
Fox Ridge Ph 02
Lot size:
0.15 Acres
Year built:
1986
A broker reciprocity listing Courtesy: REMAX PREMIER PROPERTIES 407-343-4245
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ADDITIONAL INFORMATION

If you want a property perfect for first time homeowners or investors that needs a bit of tender, love, and care this is the home for you! Located in Winter Haven, be near of several Florida’s major attractions and major cities! The home has a wooden fence that surrounds the back of the property, be filled with serenity thanks to having a private porch that can be access through wonderful French doors. Enter the home and be greeted by the open floor plan and the fireplace; with three bedrooms and two bathrooms there is room for everyone. With no HOA come use your imagination and make your future dream home!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,278
Status:
NEW LISTING
MLS#:
P4938978
Type:
Condo
Subdivision:
Cypresswood Villas On The Green
Lot size:
0.05 Acres
Year built:
1981
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY 863-875-5656
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ADDITIONAL INFORMATION

FLORIDA LIVING AT IT'S BEST!!! Don't miss out on this end unit, spacious 2 bedroom 2 bath townhome in a gated community. This unit is conveniently located right across the street from the clubhouse, pool, tennis courts and golf course!! Great for just starting out or ready to retire. Great Florida Room for relaxing when the weather is nice. Close to shopping and LegoLand!!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,326
Status:
NEW LISTING
MLS#:
O6417322
Type:
Single Family
Subdivision:
Villa Mar 40's
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,752
Status:
NEW LISTING
MLS#:
L4962810
Type:
Single Family
Subdivision:
Lake Link Estates
Lot size:
0.29 Acres
Year built:
1970
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,829
Status:
NEW LISTING
MLS#:
P4938883
Type:
Single Family
Subdivision:
Orleans
Lot size:
0.27 Acres
Year built:
2023
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY 863-875-5656
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ADDITIONAL INFORMATION

Welcome to 3060 Royal St, a beautiful 2023-built home located in the desirable Southeast Winter Haven area near the Chain of Lakes. This 4-bedroom, 2-bath home offers a comfortable open layout, modern finishes, and a 2-car garage. One of the standout features of this property is its canal location, with the canal connecting Lake Winterset and Lake Eloise, creating the perfect backdrop to enjoy the Winter Haven Chain of Lakes lifestyle. Situated on a desirable corner lot, this home also features a curved paver driveway, professional landscaping, and great curb appeal from the moment you arrive. Inside, the kitchen features granite countertops, stainless steel appliances, a center island with breakfast bar, and plenty of cabinet and counter space. Sliding glass doors bring in natural light and lead to the lanai, perfect for relaxing, or entertaining. Additional features include an irrigation system, indoor laundry closet, ceiling fans with lights, 2-inch faux wood blinds, and smart Wi-Fi enabled garage door opener and thermostat. Conveniently located near shopping, dining, schools, Legoland, and area lakes, this home is a great opportunity for buyers looking for comfort, newer construction, and a special waterfront setting in one of Winter Haven’s most loved areas.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,045
Status:
NEW LISTING
MLS#:
K4903563
Type:
Single Family
Subdivision:
Sand Hill Lane
Lot size:
0.19 Acres
Year built:
2002
A broker reciprocity listing Courtesy: GOLD HEART REALTY LLC 863-224-2419
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ADDITIONAL INFORMATION

Welcome to Cypresswood Golf & Country Club, a gated and guard-gated community offering resort-style living in a beautiful golf course setting. This well-maintained 3-bedroom, 2-bathroom home is ideally situated at the end of a quiet cul-de-sac, providing one of the most desirable locations on the street. Inside, you'll find a spacious open-concept floor plan designed for comfortable living and entertaining. The large kitchen features stainless steel appliances, abundant cabinetry, and a center island that serves as the heart of the home. The living and dining areas flow seamlessly to the expansive fully screened lanai, creating the perfect indoor-outdoor living space. The private primary suite offers direct access to the lanai, a massive walk-in closet, and an oversized walk-in shower complete with a built-in bench. Two additional bedrooms and a second full bath provide plenty of room for family and guests. Residents of Cypresswood Golf & Country Club enjoy access to exceptional community amenities, including a clubhouse, community pool, tennis courts, and beautifully maintained grounds. Don't miss this opportunity to enjoy Florida living at its finest in one of the area's most sought-after communities.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,262
Status:
NEW LISTING
MLS#:
TB8519660
Type:
Single Family
Subdivision:
Terranova Ph 04
Lot size:
0.24 Acres
Year built:
2005
A broker reciprocity listing Courtesy: AGENTWISE REALTY 813-380-5622
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the desirable gated community of Terranova in Winter Haven. With a newer roof installed in 2022 and HVAC system replaced in 2021, all of the major high-ticket items have already been taken care of, offering peace of mind for years to come. Pride of ownership is evident throughout the home, as it has been exceptionally cared for by its current owners. The spacious floor plan provides comfortable living areas, generous bedroom sizes, and a functional layout that accommodates both everyday living and entertaining. Offering a fantastic opportunity to personalize and modernize to your taste, this home provides a solid foundation with plenty of potential to enhance its style and value. The property has been thoughtfully priced to reflect this opportunity, allowing buyers to create their ideal living space while building equity from day one. Situated within a gated community, residents enjoy added privacy and security while being conveniently located near shopping, dining, schools, and everything Winter Haven can bring to a community. If you've been searching for a home with major system updates already completed, strong long-term value, and competitive pricing in today's market, this is an opportunity you won't want to miss. Schedule your private showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,607
Status:
NEW LISTING
MLS#:
TB8517611
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.11 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MERITAGE HOMES OF FL REALTY 813-703-8860
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,090
Status:
NEW LISTING
MLS#:
L4962492
Type:
Condo
Subdivision:
Winterset 01 A Condo 02 Amd
Lot size:
0.01 Acres
Year built:
1985
A broker reciprocity listing Courtesy: CROSBY & ASSOCIATES, INC. 863-293-5600
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,492
Status:
NEW LISTING
MLS#:
L4962744
Type:
Single Family
Subdivision:
Eloise Woods Lake Roy Unit
Lot size:
0.25 Acres
Year built:
1963
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

NO HOA + POOL HOME + MINUTES TO THE CHAIN OF LAKES! This updated 4-bedroom, 3-bath Winter Haven home delivers the Florida lifestyle buyers are searching for — a heated private pool, oversized fenced backyard, flexible living space, and quick access to the Lake Summit boat ramp and the Winter Haven Chain of Lakes. Bring the boat, jet skis, trailer, golf cart, pets, and weekend plans because this property gives you room to enjoy it all. Inside, the home offers nearly 2,500 sq ft of living space with a bright, open feel, luxury vinyl flooring, oversized living and dining areas, and a beautifully updated kitchen featuring quartz countertops, custom soft-close cabinetry, stainless steel appliances, and a premium Ruvati workstation sink. The layout includes two private ensuite bedrooms, making it ideal for multigenerational living, guests, teenagers, extended family, or a private work-from-home setup. The spacious primary suite feels like its own retreat with tray ceilings, a large walk-in closet, dual vanities, soaking tub, and walk-in shower. Step outside to the screened lanai overlooking the heated inground pool and large backyard — perfect for cookouts, pool days, entertaining, or quiet evenings after a day on the lakes. Boat ramp is only 2 blocks away. Major updates include roof 2019, whole-house replumb 2019, AC handler 2019, water heater 2019, remodeled kitchen 2021, luxury vinyl flooring 2021, Raypak pool heater 2022, variable-speed pool pump 2024, irrigation system 2024, and guest bathroom remodel 2025. Located in desirable SE Winter Haven near Legoland, shopping, dining, medical, schools, and less than 2 minutes from Lake Summit boat ramp with access to the Chain of Lakes for boating, fishing, skiing, and waterfront dining. This is the kind of home that checks the boxes: updated, spacious, no HOA, pool, fenced yard, and close to the water.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,819
Status:
Active
MLS#:
L4962574
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.13 Acres
Year built:
2023
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,858
Status:
Active
MLS#:
P4938985
Type:
Single Family
Subdivision:
Lake Ashton West Atlee Add
Lot size:
0.16 Acres
Year built:
2014
A broker reciprocity listing Courtesy: LAKE ASHTON REALTY INC. 863-409-6899
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ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,734
Status:
Active
MLS#:
O6413542
Type:
Single Family
Subdivision:
Villamar Ph 5
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: WRA BUSINESS & REAL ESTATE 407-512-1008
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ADDITIONAL INFORMATION

Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,464
Status:
Active
MLS#:
P4939016
Type:
Single Family
Subdivision:
Villamar Ph 3
Lot size:
0.12 Acres
Year built:
2022
A broker reciprocity listing Courtesy: BROKERS REALTY OF CENTRAL FLOR 863-294-6773
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ADDITIONAL INFORMATION

Short Sale. This home is located in Villamar Subdivision in Southeast Winter Haven. It was built in 2022, and it features a nice open concept with split bedroom plan, inside laundry room, and an open kitchen with a large island. The home has ceramic tile and wood flooring throughout for ease of living. The kitchen features stainless steel appliances package with granite countertops. Other features of this home include a two-car garage, vinyl fencing, and beautiful landscaping. The community features a community pool and playground to enjoy!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Winter Haven 33884 Real Estate

Winter Haven is located in Florida. Winter Haven, Florida 33884has a population of 48,707. Winter Haven 33884 is less family-centric than the surrounding county with 24.73% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida 33884 is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven 33884 is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $295,995
    25.4%
    change since last quarter
  • # Active listings

    355
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Davenport School of the Arts PK - 08 1,086 16 33837
Dundee Elementary Academy PK - 04 512 13.8 33838
Eagle Lake Elementary School PK - 05 473 15.8 33839
Eastside Elementary School PK - 05 1,040 16.3 33844
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Horizons Elementary School PK - 05 1,059 16.8 33837
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Loughman Oaks Elementary School PK - 05 1,027 15.1 33837
Pinewood Elementary School PK - 05 678 14.7 33839
South McKeel Academy PK - 08 1,167 16.7 33803
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Crystal Lake Middle School 06 - 08 942 15.4 33801
Denison Middle School 06 - 08 842 15.9 33880
Discovery Academy of Lake Alfred 06 - 08 1,040 18.3 33850
Dundee Ridge Middle Academy 05 - 08 677 15.4 33838
Jere L. Stambaugh Middle 06 - 08 851 17.7 33823
Lake Alfred-Addair Middle School 06 - 08 827 18.4 33850
Lake Gibson Middle School 06 - 08 1,130 16.6 33809
Lake Marion Creek Middle School 05 - 08 964 18.2 34759
Lakeland Highlands Middle School 06 - 08 1,217 18.4 33813
Mulberry Middle School 06 - 08 1,035 18.2 33860
Shelley S. Boone Middle School 06 - 08 923 17.4 33844
Southwest Middle School 06 - 08 852 16.4 33803

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Auburndale Senior High School 09 - 12 1,640 19.5 33823
Bartow Senior High School 09 - 12 2,039 17 33830
George W. Jenkins Senior High 09 - 12 2,319 20 33813
Haines City Senior High School 09 - 12 2,422 20.4 33844
Kathleen Senior High School 09 - 12 2,124 19.9 33815
Lake Gibson Senior High School 09 - 12 1,834 19.9 33809
Lake Region High School 09 - 12 1,892 19.9 33839
Lake Wales Senior High School 09 - 12 1,439 22.1 33853
Lakeland Senior High School 09 - 12 2,139 18.3 33801
Ridge Community High School 09 - 12 2,462 20.9 33837
Tenoroc High School 09 - 12 1,170 16.3 33801
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
* Davenport Community Campus 09 - 12 309 34.3 33837
* Highlands Youth Academy 09 - 12 80 7.3 33825
* Maynard A. Traviss Career Center 08 - 12 243 4 33803
* Polk County Sheriff's Central Center 07 - 12 32 16 33830
* Ridge Career Center 09 - 12 123 3.2 33881
* Transition School 11 - 12 59 33830
Bartow Youth Academy 06 - 12 22 11 33830
Bill Duncan Opportunity Center 06 - 12 169 12.1 33803
Davenport Adult and Career Education Center AE - AE 0 33837
Don E Woods Opportunity Center 06 - 12 127 9.1 33838
Doris A. Sanders Learning Center PK - 12 88 5.2 33801
East Area Adult School AE - AE 0 33823
ESE Countywide KG - 12 81 8.1 33801
Future School UG - UG 0 33830
Gause Academy of Leadership 06 - 12 240 12 33830
Jean O'Dell Learning Center PK - 12 77 7.7 33830
Karen M. Siegel Academy PK - 12 166 9.2 33850
McKeel Academy of Technology 06 - 12 1,166 16.2 33815
Mulberry Step Up Academy UG - UG 0 33860
New Horizons 06 - 12 16 16 33860
Pace Center for Girls 06 - 12 45 7.5 33815
Polk County Sheriffs Regional Detention Center 05 - 12 30 10 33830
Polk Full Time Eschool KG - 12 104 33801
Polk Halfway House 05 - 12 23 11.5 33830
Polk Pre-Collegiate Academy 09 - 10 109 33823
Polk Virtual Franchise 06 - 12 0 33801
Polk Virtual Instruction (Course Offerings) PK - 12 0 33801
Polk Virtual Instruction Program KG - 12 43 131 33801
Ridge Teen Parent Program 06 - 12 71 33881
Roosevelt Academy 06 - 12 290 11.6 33853
Sheriff's Youth Villa 05 - 12 7 3.5 33830
West Area Adult/Community School AE - AE 0 33815
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL 33884

Zip Code City
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven