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Winter Haven Senior - L4962931 - 3962 CYPRESS LNDG W, WINTER HAVEN, FL 33884 Just Added on 06/19/2026 4:03PM
$269,900 | Single Family Home | 2 beds | 2.5 baths | 2 gar
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.
Listing is courtesy of: SELLSTATE CENTRIC REALTY
Winter Haven Senior - P4939058 - 921 AVENUE E NE, WINTER HAVEN, FL 33881 Just Added on 06/19/2026 1:57PM
$189,000 | Single Family Home | 3 beds | 1.5 baths | 1 gar
Spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN
Winter Haven Senior - P4939078 - 664 CLUBHOUSE RD, WINTER HAVEN, FL 33884 Just Added on 06/19/2026 9:36AM
$235,000 | Townhouse | 2 beds | 2.0 baths
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.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES
Lake Region High - L4962867 - 410 AVENUE A WAHNETA E, WINTER HAVEN, FL 33880 1 Day on yellowkey
$154,900 | Manufactured Home | 3 beds | 2.0 baths
This charming 3 BEDROOM 2 BATH SPLIT PLAN DOUBLEWIDE MANUFACTURED HOME is ready for a new owner! Upon entering the home, you'll notice the SPACIOUS LIVING AREA with the primary suite to the right and the other bedrooms to the left. There's NO CARPETING in this home - NEW LAMINATE FLOORING was recently installed throughout. The kitchen has NEW LOWER CABINETS. Both bathrooms have NEW TOILETS AND VANITIES, and the guest bath has a NEW TUB/SHOWER UNIT. There is a LAUNDRY CLOSET that is conveniently located just off the kitchen. Enjoy your morning coffee on the COVERED BACK PORCH that overlooks the back yard. This home is located on a SPACIOUS CORNER LOT in the Wahneta area of Winter Haven where you don't have to worry about deed restrictions as there is NO HOA. The roof was replaced in 2017 and the AC in 2025.
Listing is courtesy of: SILCO REAL ESTATE EXCHANGE, IN
Winter Haven Senior - S5151706 - 1199 SOPHIA BLVD, WINTER HAVEN, FL 33881 1 Day on yellowkey
$279,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
**MLS PUBLIC REMARKS** Welcome to this beautiful 3-bedroom, 2-bathroom home with a 2-car garage located in the desirable Buckeye Ridge community of Winter Haven. This well-maintained home features an open and inviting layout, a spacious primary suite, and a covered rear patio perfect for relaxing or entertaining. Enjoy the convenience of community sidewalks and a location close to shopping, dining, schools, medical facilities, and major roadways. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this home offers comfort, convenience, and value. Schedule your private showing today!
Listing is courtesy of: DEAL MAKERS REALTY TEAM CORP
Winter Haven Senior - P4938872 - 400 EL CAMINO DR #114, WINTER HAVEN, FL 33884 2 Days on yellowkey
$62,500 | Condo | 1 beds | 1.0 baths
Welcome 55+ or investors! This well-maintained one-bedroom, one-bathroom condo with an additional bonus room is the perfect place to retire and take it easy, or a fantastic addition to your investment portfolio. Located in the heart of Winter Haven, this home is just a mile from Legoland, shopping, and dining. The community also features a sparkling pool for you to relax and enjoy year-round. Don't miss out on this prime opportunity!
Listing is courtesy of: LPT REALTY, LLC
Winter Haven Senior - O6417950 - 2018 MARILYN AVE, WINTER HAVEN, FL 33881 2 Days on yellowkey
$299,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Updated 3 bedroom / 2 bathroom home located at 2018 Marilyn Ave, Winter Haven, FL 33881. This 1968-built home has been personally improved and maintained, with many major updates already completed. The property features a 50-year metal roof installed in 2017, Trane XL20i high-SEER 2-stage A/C system with humidity control, 3.5-ton air handler, digital thermostat, tankless water heater, and under-sink reverse osmosis drinking water system. The plumbing under the home has been redone with a resin-coated pipe system and includes a lifetime warranty. A 200-foot well is also located on the property and is not currently connected. Inside, the home features hardwood flooring in multiple areas, floating hardwood floors in the living room and hallway, tile in the kitchen/dining area, and generous closet space throughout. The kitchen includes wood cabinets, stainless appliances, breakfast bar seating, reverse osmosis drinking water, convection microwave/oven, and good cabinet space. All appliances stay with the home, along with the living room TV and sound bar. The guest bathroom has been upgraded with travertine tile, glass shower doors, black fixtures, recessed lighting, and a clean updated look. Both bathrooms include Govee lighting, and additional Govee lighting is available for the front exterior of the home. Outside, the property includes a fenced backyard, patio area, garage, laundry area, and travertine firepit setup. The firepit can be used as a traditional firepit or converted to gas, with a sleeve already run for future gas use. The yard provides space for outdoor seating, landscaping, gardening, and other outdoor improvements. Additional exterior improvements are planned, including driveway paint, back porch paint, garage floor coating with flakes, pressure washing of the fence and house, front landscaping, and sand around the firepit area. Conveniently located near Downtown Winter Haven, Polk State College, shopping, dining, lakes, parks, medical offices, and major Winter Haven attractions. This property is a strong option for anyone seeking an updated home with major systems already improved and room to personalize the finishing touches.
Listing is courtesy of: BEYCOME OF FLORIDA LLC
Lake Region High - L4960912 - 9480 WATERFORD OAKS DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$1,200,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar
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.
Listing is courtesy of: RED BIRD REALTY
Winter Haven Senior - W7886749 - 937 CATTLEMAN ST, WINTER HAVEN, FL 33881 2 Days on yellowkey
$340,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP
Lake Region High - O6417853 - 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 2 Days on yellowkey
$289,490 Reduced | Single Family Home | 5 beds | 2.5 baths | 2 gar
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.
Listing is courtesy of: LENNAR REALTY
Bartow High - O6417849 - 3080 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 2 Days on yellowkey
$224,990 | Townhouse | 3 beds | 2.5 baths | 1 gar
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.
Bartow High - O6417834 - 3076 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 2 Days on yellowkey
Lake Region High - TB8520161 - 3932 GIORGIO DR, WINTER HAVEN, FL 33884 2 Days on yellowkey
$319,190 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY
Lake Region High - L4962830 - 628 REGGIE RD, WINTER HAVEN, FL 33884 3 Days on yellowkey
$2,600 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Virtually Staged. Caring for aging parents or have a young adult still at home? This one story, Next Gen home has four bedrooms, three baths and a two car garage. There is a separate entrance for a Next Gen Bedroom, living room and kitchenette, giving the sense of privacy and independence within proximity. This home comes fully equipped with Everything Included Features like new appliances, quartz countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, 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.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1
Lake Region High - O6417499 - 3436 COSTELLO CIR, WINTER HAVEN, FL 33884 3 Days on yellowkey
$1,750 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Virtually Staged. BEAUTIFUL HOME in Villamar, a new community located in Winter Haven, Florida. This stunning one-story, 3-bedroom, 2-bathroom single-family home features a spacious open-concept layout where the kitchen, living, and dining areas flow seamlessly together, creating the perfect space for everyday living and entertaining. Relax on the covered lanai overlooking your backyard. The kitchen is equipped with granite countertops, stainless-steel appliances, and a walk-in pantry, offering both style and functionality for easy meal preparation. The open living and dining area ensures you're always connected to family and guests. Each bedroom features carpeted flooring and its own closet, providing comfort and versatility for use as bedrooms, home offices, or bonus spaces. The primary bedroom, located at the rear of the home for added privacy, includes an attached bathroom with a double vanity, walk-in closet, and plenty of space to get ready each morning. The home also includes smart home technology, allowing you to control and monitor your home from anywhere using your smart device. Ideally located just 5 minutes from LEGOLAND, this home is also close to shopping, schools, dining, and major highways. WE SHOW PROPERTIES 7 DAYS A WEEK! An administrative fee of $75.00 will be charged at move-in.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY
Lake Region High - O6417447 - 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884 3 Days on yellowkey
$268,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC
Lake Region High - O6417322 - 6417 DOMIZIO DR, WINTER HAVEN, FL 33884 3 Days on yellowkey
$296,490 Reduced | Single Family Home | 5 beds | 2.5 baths | 2 gar
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.
Winter Haven Senior - S5151981 - 3430 FOX RIDGE ST, WINTER HAVEN, FL 33884 3 Days on yellowkey
$245,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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!
Listing is courtesy of: REMAX PREMIER PROPERTIES
Winter Haven Senior - L4962781 - 1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881 4 Days on yellowkey
$298,000 | Single Family Home | 3 beds | 2.0 baths | 2 car
Welcome to this beautifully refreshed 3-bedroom, 2-bath pool home in Winter Haven with NO HOA! Situated on a spacious lot in the established Stately Oaks community, this move-in ready property offers comfort, flexibility, and the Florida lifestyle buyers are looking for. Inside, you’ll find bright updated living spaces with fresh finishes, abundant natural light, and a functional layout designed for everyday living and entertaining. The kitchen features clean modern updates, ample cabinetry, and flows seamlessly into the main gathering areas. Step outside to your private backyard retreat featuring a sparkling pool, covered outdoor space, and plenty of room to relax, entertain, and enjoy year-round outdoor living. The oversized driveway offers additional parking and convenience. Additional features include public water and public sewer connections and no HOA restrictions. Conveniently located near shopping, dining, schools, recreation, and major roadways with easy access throughout Central Florida. Schedule your private showing today!
Listing is courtesy of: CENTURY 21 MYERS REALTY