Location: Winter Haven , 33884
Do Not Show Listings
221 WHITMAN RD, WINTER HAVEN, FL 33884
$275,0003 Days on yellowkey MLS ID: L4960816
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1970 Tax: $2,444 (2025)Community: Fla Highlands Co SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,444
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home situated on a desirable corner lot in Winter Haven. Conveniently located in the heart of Central Florida, Winter Haven is known for its Chain of Lakes, Legoland, local parks, shopping, dining, and easy access to both Orlando and Tampa. This property offers a functional layout with thoughtful updates throughout. The updated kitchen features quartz countertops, ample dark wood cabinetry, and a convenient breakfast bar. Recent improvements include tile flooring and an upgraded electrical panel, adding both style and peace of mind. The primary bedroom includes a walk-in closet, while the additional bedrooms provide flexibility for a variety of uses. Step outside to enjoy the large screened-in porch, ideal for relaxing or entertaining, all within a fully fenced yard with durable PVC fencing. The irrigation system is controlled by a Hydrawise WiFi system, allowing for easy and efficient lawn maintenance. Additional highlights include a 2-car garage, a circular driveway for added parking and convenience, and a roof replaced in 2018. With no HOA or CDD fees, this property offers added flexibility and fewer restrictions. Located near Winter Haven’s popular Chain of Lakes, as well as nearby shopping, dining, and major roadways, this home provides both comfort and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
626 PAVARE CT #626, WINTER HAVEN, FL 33884
$145,900Listed 04/06/2026 6:18AM MLS ID: P4938351
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Monthly Fee: $284 Tax: $1,668 (2025)Community: BanyanSpa: NoCondo
Taxes:$1,668
Remarks: One or more photo(s) has been virtually staged. Pictures of plants are staged. LISTED BELOW APPRAISED VALUE!!! Welcome to 626 Pavare Ct, a charming completely remodeled 2-bedroom, 2-bath end unit condo located in the desirable Orchid Springs community. Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with luxury vinyl flooring and soothing neutral paint tones. The living room effortlessly flows into the dining area and kitchen, creating an ideal setting for daily living. The kitchen is well-equipped with a like new range, brand new refrigerator, and like new stackable washer/dryer, elegant tile backsplash, deep sink with island all and bar stools. The primary suite offers a walk-in closet and an ensuite bath with a brand new walk-in shower, while the secondary full guest bath features a brand new tub/shower combo both with sliding glass doors. Condo is elegantly equipped beautiful gold finished faucets, large head showers, and heated/lighted mirrors in both bathrooms. Step out onto the private balcony and enjoy relaxing views of the landscaped grounds. Residents have access to a sparkling community pool, perfect for hot summer days. An assigned parking spot is conveniently located near the condo, and a guest parking spot is also included. Orchid Springs offers a convenient location with easy access to nearby shopping, dining, entertainment, medical facilities, and major transportation routes to Tampa and Orlando. The monthly condo fees of $284 covers ground, exterior building maintenance, and community amenities. The community welcomes a pet and residents over the age of 14, with annual rentals allowed. Whether you're looking for a starter home, a retirement retreat, a secondary residence, or an investment property, this condo has it all. Don't miss out on this opportunity! There is a clubhouse that is available for rent for special events! Call today to schedule a private tour and make this condo your new home.
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Misty Mcteer (863-557-0641)
606 TURNBERRY CT, WINTER HAVEN, FL 33884
$280,00019 Days on yellowkey MLS ID: O6390721
4 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1980Monthly Fee: $17 Tax: $3,745 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,745
Remarks: Under contract-accepting backup offers. Looking for a gated community, 3 bedroom home with a bonus room? No need to look any further! Welcome to the highly sought-after Cypresswood Golf Community, where comfort, security, and convenience come together in this spacious 3-bedroom, 2-bath home with an added air conditioned Florida Room that offers a flexible bonus space perfect for anything your lifestyle calls for. Enjoy beautiful golf course views right from your backyard...a peaceful and scenic setting you won’t want to miss! From the moment you arrive, you’ll appreciate the private front patio, offering a peaceful outdoor space to relax or entertain. Step inside to a home that is completely carpet-free, featuring durable laminate and tile flooring throughout, including the garage which is designed for both easy maintenance and a clean, modern feel. The interior layout provides a generous and open living space, with natural flow between the living, dining, and kitchen areas, making it ideal for everyday living and gatherings. One of the standout features is the Florida Room (with A/C), offering incredible flexibility. Whether used as a playroom, home office, guest space, or private suite, this area can easily be adapted to fit your needs complete with the option for a separate private entrance. The garage has been thoughtfully enhanced with a full kitchen setup, creating a unique and functional space perfect for outdoor entertaining, hosting, or extended cooking needs..an efficient and valuable addition. Community features you’ll love living in Cypresswood Golf & Country Club means access to: 24-hour guarded and gated entry,Community pool,Tennis courts,18-hole championship golf course, Clubhouse and on-site restaurant.Prime location conveniently located near U.S. Highway 27, I-4, and the Polk Parkway. This home offers easy access to everything Central Florida has to offer, including:LEGOLAND, Pega Pig Theme Park, Walt Disney World, Orlando International Airport and Tampa International Airport,Gulf Coast beaches near St. Petersburg and Tampa! Surrounded by a growing area filled with shopping, dining, and everyday conveniences, this location supports both lifestyle and accessibility. This home offers versatility, unique features, and access to a lifestyle-rich community—a true opportunity to enjoy the best of Florida living. Don't miss this opportunity! Come see it today!
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
5351 MICKEY AVE, WINTER HAVEN, FL 33884
$289,950137 Days on yellowkey MLS ID: S5138935
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Taxes:$0
Tax Year: 2024
Remarks: This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment area that leads to a covered patio. Also included is a great sized primary bedroom with a primary bath and walk-in closet. Included features: 9"4' ceilings and 8' doors, 42' cabinets and white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
5147 KINSLEY DR, WINTER HAVEN, FL 33884
$314,999313 Days on yellowkey MLS ID: S5127810
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1919 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Remarks: Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and a comfortable covered patio. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
3204 HERON CV, WINTER HAVEN, FL 33884
$810,000216 Days on yellowkey MLS ID: P4936093
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3640 Built: 1999Monthly Fee: $214 Tax: $6,459 (2025)Community: Heron CaySingle Family
Taxes:$6,459
Remarks: Price Improvement. Offered for the first time, this stunning custom-built luxury home in SE Winter Haven in the gated community of Heron Cay. This exquisite Mediterranean style home features 3,640 square feet of living space with 4 bedrooms, plus a large flex room, 3 ½ baths plus a gorgeous pool and outside entertaining area on a lot measuring .61 acres. As you enter through the front double doors with custom decorative iron work and a soaring ceiling of over 21 feet, you are in a magnificent foyer. The living room has the first of two wood/gas fireplaces with views and access to your private pool via the oversized arched glass French doors on either side of the fireplace. The elegant dining room is oversized and perfect for large family gatherings or entertaining and is adjacent to your cook’s dream kitchen. In addition, off the entry foyer is a home office with a massive built in book case and desk with the flexibility to also be a 4th bedroom. The kitchen is a culinary dream with custom cabinetry, granite countertops, a spacious island, a walk-in pantry and upscale stainless appliances including a gas stove and double wall oven. The kitchen overlooks the great room, the breakfast nook and the pool. The great room ceiling beams are another architectural feature, and a second wood/gas fireplace is a focal point of this amazing room. Crown molding, columns, hurricane rated windows, and a neutral color palette are throughout this home. Next to the great room is a large bonus/ flex space with French doors that can be used as a playroom, a library or even a workout space. The oversized primary bedroom has access out to the pool and features a spa type ensuite complete with a soaking tub and dual vanities. Twin oversized, walk-in closets feature built in shelves for keeping everything organized with access being via barn doors with glass panels. The guest rooms on the other side of the house have separate toilet/vanity areas with a shared tub/shower and private hallway. These are the only two rooms with carpet and it is a low pile neutral Berber style. Both guest rooms have oversized, walk in closets and there is a large linen closet in the private hallway. An indoor laundry room with built ins is well-located next to the kitchen and includes a laundry tub. Outdoor entertaining is perfect for celebrations in the screened lanai with your heated pool and outdoor kitchen! It is also a tranquil space to enjoy your friends and family as the pool features both a fountain and an area for plants. A pool bathroom is off the covered lanai and features a shower making an after swim shower really convenient. All of this beauty is set on professionally landscaped grounds with a whole house natural gas generator (2023) fed from the street and hurricane rated windows. The attached 3 car garage is oversized and features 3 separate garage doors and a driveway complete with a paver turnaround area for easy access in and out of the home. The home features a tile roof and many exterior trim details including landscape lighting only found in a custom, luxury home like this. The irrigation system is from this home’s private well. Built by the original owners and meticulously maintained showing pride of ownership throughout. This home has a low HOA that includes cable tv and Wi-Fi and is convenient to shopping, doctors, hospitals and local state colleges. Centrally located for an easy commute to Orlando or Tampa. Enjoy the virtual tour via the link.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Susan Mayrant (863-255-2715)
2783 SAN MARCO WAY, WINTER HAVEN, FL 33884
$349,990368 Days on yellowkey MLS ID: O6296379
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2025Monthly Fee: $18 Tax: $3,035 (2024)Community: Villamar Ph 5Single Family
Taxes:$3,035
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Mclaughlin Middle
Remarks: READY NOW! The Lancaster, located in the highly sought-after Villamar community, is where timeless charm meets contemporary living. This exquisite two-story home from our Heritage Collection combines classic architectural elements with modern design, offering a perfect balance of style and functionality. As you step inside, you're greeted by a spacious foyer that leads into the expansive open-concept living spaces. The main floor features upgraded tile flooring throughout, creating a seamless and inviting atmosphere. This level also includes a versatile 4th bedroom and full bath, adding flexibility and convenience to the floor plan. The chef-inspired kitchen boasts stainless steel appliances, quartz countertops, and a side-by-side refrigerator. The kitchen opens to the dining area and great room, making it an ideal space for both everyday living and entertaining. Upstairs, a spacious loft area with wood railings offers the perfect setting for a home office, media room, or a place to unwind. The laundry room, ideally located near the secondary bedrooms, comes equipped with a washer and dryer. The second floor also includes a full bath with a shower/tub combo. The primary suite is a private retreat, featuring a spa-like ensuite bath and an expansive walk-in closet for ultimate convenience. Equipped with Smart Home features such as a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Switches, this home ensures enhanced security and convenience. The exterior of The Lancaster impresses with thoughtful architectural details, adding to its curb appeal. The 2-car garage and extended patio provide ample space for storage and outdoor living. Landscaping and an irrigation system enhance the home's beauty while keeping maintenance to a minimum. This home also comes with a full builder warranty, providing peace of mind for years to come. Situated in the Villamar community, you’ll enjoy top-tier amenities, including a resort-style swimming pool, clubhouse, playground, dog park, and more. Discover the perfect blend of elegance, convenience, and modern living in The Lancaster. Schedule your tour today!
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
307 EAGLE POND DR #307, WINTER HAVEN, FL 33884
$182,000248 Days on yellowkey MLS ID: P4935676
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2009Monthly Fee: $355 Tax: $2,199 (2024)Community: Eagle Pond CondoCondo
Taxes:$2,199
Remarks: PRICE ADJUSTMENT ALERT—the opportunity you've been waiting for! Welcome to easy, low-maintenance living in the 24/7 guard-gated Cypresswood Golf & Country Club. This charming condo offers peaceful POND VIEWS from the living room and both bedrooms, creating the perfect backdrop for relaxing mornings and quiet evenings. Inside, you'll love the bright, open layout with 10' ceilings, rich wood cabinetry, and a breakfast-bar kitchen—ideal for casual meals, morning coffee, or entertaining. Both bedrooms feature spacious walk-in closets, plus you'll appreciate the extra outdoor storage for bikes, golf gear, and more. Enjoy the benefits of a low HOA that covers exterior maintenance, landscaping, pest control, and trash, along with access to the community pool and tennis courts. Cypresswood residents also enjoy resort-style amenities, including an 18-hole Ron Garl-designed golf course, clubhouse, restaurant, and junior Olympic pool. Ideal for first-time buyers, families, professionals, golf enthusiasts, seasonal residents, or investors seeking a turnkey rental in a premier gated community. Prime location: Minutes to I-4 and Hwy 27 for easy commuting. Close to LEGOLAND, Bok Tower Gardens, shopping, dining, medical facilities, and entertainment. Centrally located between Tampa and Orlando—the best of Central Florida at your doorstep. Don't miss this opportunity! Pond-view units in Cypresswood are highly desirable and move quickly. Schedule your private showing today and see why Cypresswood is such a wonderful place to call home.
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Mabel Vassallo (863-604-0499)
2154 CHRIS DR, WINTER HAVEN, FL 33884
$272,49042 Days on yellowkey MLS ID: O6384811
3 Days Off yellowkey (back on 4/6/2026)
REDUCED by $13,000 (4.6%) on 04/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $32 (2024)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$32
Elementary School: Wahneta Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. Beautiful Corner Lot!! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
4040 CARTERET, WINTER HAVEN, FL 33884
$269,0001 Day on yellowkey MLS ID: B4902225
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 2006Monthly Fee: $484 Tax: $1,588 (2024)Community: Traditions Phase 1Single Family
Taxes:$1,588
Remarks: Here is Central Florida's retirement living at its best. Master planned community with most exterior maintenance included for easy living and full resort-like amenities. Well maintained and on-site managed lakefront community clubhouse for and active lifestyle. Very well maintained home priced below others and close to the side entrance gate for easy access. No rear neighbors provides for a more serene atmosphere and the north facing rear screened porch is pleasantly shady and backyard room to be expanded. Move-in ready.
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
1124 SAWGRASS DR, WINTER HAVEN, FL 33884
$360,000363 Days on yellowkey MLS ID: P4934195
REDUCED by $8,000 (2.2%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2022Monthly Fee: $5 Tax: $5,743 (2024)Community: Lake Ashton West Ph Ii SouthSingle Family
Taxes:$5,743
Remarks: Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible den/office that enjoys tranquil views of the tee box on the 10th fairway of Lake Ashton’s West Golf Course, this home is ideal for both relaxed living and entertaining. Certified as a Green Home by Environments for Living, it also comes with a like-new Onward model Club Car golf cart—featuring lithium batteries—which conveys with the purchase! As you arrive, you’ll be welcomed by elegant architectural details including glass block windows in the master bath, a transom window, sidelight by the front door, and a lovely dining room window, all contributing to the home’s bright, sunlit ambiance. Triple sliding glass doors open up to the veranda, blending indoor and outdoor living with ease. The heart of the home—the kitchen—is a chef’s delight, showcasing Skylar maple cabinetry in a rich Shale finish, beautifully complemented by Silver Frost granite countertops with a beveled edge and fingerprint-resistant stainless-steel appliances. The primary suite is a serene retreat with his-and-hers walk-in closets, while the ensuite bath features handicap-height fixtures and a spacious soaking tub for unwinding at the end of the day. A generous 2-car garage plus a separate golf cart bay adds convenience and storage. This thoughtfully designed home offers a gracious and tasteful setting for everyday enjoyment and entertaining alike. Lake Ashton is more than a neighborhood—it’s a lifestyle. Residents enjoy two 18-hole championship golf courses, a 26,000 sq ft clubhouse, a state-of-the-art Health & Fitness Center, pickleball courts, bowling alley, on-site restaurant, and a vibrant calendar of social events and clubs. Don’t miss this exceptional opportunity to own a home that truly has it all. Call today to schedule your private showing—your Florida dream awaits!
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884
$230,00039 Days on yellowkey MLS ID: P4937721
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1148 Built: 2006Monthly Fee: $96 Tax: $3,259 (2025)Community: Whispering Trails Ph 01Single Family
Taxes:$3,259
Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in a desirable HOA community in Winter Haven! This well-maintained residence offers 1,148 square feet of comfortable living space with a functional layout designed for everyday living. Enjoy the convenience of an interior laundry area and a spacious living room that flows into the dining and kitchen areas. The primary suite features a private bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and take advantage of the community amenities, including a refreshing community pool perfect for relaxing and enjoying Florida living year-round. Conveniently located near shopping, dining, schools, and major roadways. Great opportunity for homeowners or investors alike!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Marisela Quintero (863-605-1566)
3119 LAUREL OAK LN, WINTER HAVEN, FL 33884
$299,900152 Days on yellowkey MLS ID: L4957104
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1754 Built: 2025Monthly Fee: $17Community: VillamarSingle Family
Remarks: Move-in ready 4-bedroom home for sale in Winter Haven, Florida! A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. Plus, enjoy outdoor living on your front porch and screened-in lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Well-appointed kitchen with: A counter-height island. Quartz countertops. 36-in shaker-style cabinets with crown moulding and decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Walk-in pantry. Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls. Fingerprint-resistant microwave with ventilation system. ENERGY STAR(R) quiet-operation dishwasher. ENERGY STAR(R) large capacity side-by-side refrigerator. . Dining space at the island and the adjacent cafe. . Low-maintenance luxury vinyl plank flooring throughout the entire home. Convenient drop zone at the garage entry. Energy-efficient LED lighting in the kitchen and gathering room. Custom-fit 2-in. faux wood window blinds . Built-in pest control. Architectural shingles with a limited-lifetime warranty. Fully sodded homesite with Florida-friendly landscaping and an irrigation system. ... and much more!. Save on utilities with energy-efficient R-30 insulation, foam-injected block insulation, double-pane Low-E windows, and a programmable thermostat. For your VIP showing of this beautiful, professionally designed new home in Winter Haven, FL, call or email us today!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
2362 BRASSIE CT, WINTER HAVEN, FL 33884
$274,90045 Days on yellowkey MLS ID: O6384404
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2022Monthly Fee: $18 Tax: $5,003 (2025)Community: VillmarSingle Family
Taxes:$5,003
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Millie Brockmeyer (407-970-9782)
1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884
$272,0001 Day on yellowkey MLS ID: O6396319
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1366 Built: 1987Monthly Fee: $45 Tax: $2,901 (2025)Community: Lake Dexter MooringsSingle Family
Taxes:$2,901
Remarks: Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a community pool, private boat ramp, and dock on Lake Dexter. Major updates include a brand new roof installed February 2026 and fresh exterior paint, showcasing true pride of ownership. This well-cared-for home features a split bedroom plan with the primary suite in the rear and guest bedroom in the front. Spacious living/dining room combo flows into a bright kitchen with breakfast nook and ceiling fan. New laminate flooring throughout (tile in entry). Enjoy the large Florida room with sliding door access—perfect for entertaining. The primary suite offers a walk-in closet and en suite bath with a walk-in shower, and skylight. Guest bath is also updated with a skylight. Additional highlights include a fenced backyard, custom tile patio, and a 2-car garage with washer/dryer hookups, utility sink, and screened sliding door. A truly well-maintained home you don’t want to miss!
Listing is courtesy of: SUNSHINE INTERNATIONAL REALTY LLC (407-314-1827)
Listing Agent: Lizzie Zirillo (407-314-1827)
2118 CHRIS DR, WINTER HAVEN, FL 33884
$252,00047 Days on yellowkey MLS ID: O6383217
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1433 Built: 2025 Tax: $3,665 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Remarks: 2118 Chris Dr is a property that boasts a kitchen equipped with all stainless steel appliances, adding a modern touch to the culinary space. The kitchen island serves as a functional centerpiece, perfect for meal preparation or casual dining. The primary bedroom is a haven of comfort, complete with a walk-in closet that provides ample storage for your wardrobe. With these attributes, this property ensures a comfortable and convenient lifestyle. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
6457 DOMIZIO DR, WINTER HAVEN, FL 33884
$308,99018 Days on yellowkey MLS ID: O6392165
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2326 Built: 2025Monthly Fee: $320 Tax: $32 (2024)Community: Villa Mar 40'SSingle Family
Elementary School: Pinewood Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. 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.
1148 TYLER LOOP, WINTER HAVEN, FL 33884
$265,00018 Days on yellowkey MLS ID: L4960292
4 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Monthly Fee: $16 Tax: $7,039 (2025)Community: Peace River ReserveSingle Family
Taxes:$7,039
Remarks: Short Sale. SHORT SALE working on lender approval Rare opportunity to own a Next-Gen multigenerational home in Winter Haven’s Peace Creek Reserve. Built in 2023, this thoughtfully designed 4-bedroom, 3-bath residence offers over 2,100 square feet of living space and features a private in-law suite with its own entrance, kitchenette, living area, bedroom, and bathroom — ideal for extended family, guests, or potential income opportunities. The main home features an open-concept layout designed for modern living, while two covered lanais create seamless indoor-outdoor Florida lifestyle space. The property also includes a vinyl privacy fence, irrigation system, and a two-car garage. Located in a newer community in the heart of Winter Haven, residents enjoy convenient access to shopping, dining, and the Chain of Lakes lifestyle that makes Central Florida so desirable.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Sarah Armstrong (863-287-0252)
2813 WINGFOOT CT, WINTER HAVEN, FL 33884
$230,00034 Days on yellowkey MLS ID: L4959887
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1682 Built: 1990Monthly Fee: $295 Tax: $2,981 (2025)Community: Cypresswood Golf VillasVilla
Taxes:$2,981
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Welcome to 2813 Wingfoot Court in the sought-after Cypresswood Golf Villas! Perfectly positioned along the 8th fairway of Cypresswood Golf & Country Club, this guard-gated community offers peaceful golf course views and a relaxed Florida lifestyle.This beautifully maintained 2-bedroom, 2-bathroom villa is being sold fully furnished and truly turn-key — just bring your suitcase. The professionally designed interior gives the home a polished, cohesive feel that stands out from the moment you walk in. Vaulted ceilings highlight the spacious living and dining areas, creating a light and airy atmosphere. The kitchen features updated appliances, including a newer stove and microwave. With exception of the guest room, all windows throughout the home have been updated for improved efficiency and style. A tankless hot water heater adds modern convenience and energy savings. The primary suite offers a generous walk-in closet and private bath, while the guest bedroom also includes a walk-in closet and easy access to the second full bathroom — ideal for visitors. One of the standout features is the beautiful Florida room, perfect for morning coffee or evening relaxation. Step outside to enjoy the stained and stamped patio overlooking the fairway — a wonderful space for entertaining or simply soaking in the view. Major updates include a roof replacement in 2019 and a new A/C system in 2018, offering peace of mind. Covered parking adds everyday convenience. Residents enjoy access to community amenities including a pool, tennis courts, clubhouse, and on-site restaurant, all within minutes of shopping, dining, and major roadways. Whether you're looking for a full-time residence or a seasonal retreat, 2813 Wingfoot Court delivers comfort, style, and effortless golf course living.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
3927 PALAZZO PL, WINTER HAVEN, FL 33884
$305,00046 Days on yellowkey MLS ID: O6383833
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 2023Monthly Fee: $40 Tax: $4,716 (2025)Community: Villamar Ph 4Single Family
Taxes:$4,716
Remarks: Do you want to own a true one of a kind? A true one of one? This is truly a special opportunity to own a home that is as unique as it is inviting. This property is the FINAL Amarylis model available in the entire community — a rare find that offers both distinction and immediate availability. Unlike new construction opportunities that often involve lengthy build timelines, unexpected delays, and months of uncertainty, this home is completely MOVE-IN READY. No waiting, no construction process, no guesswork — just the ability to step inside and immediately begin enjoying your new home. From the moment you enter, the home creates a lasting impression. The soaring ceilings and welcoming walk-in foyer set the tone for a bright, open, and airy living experience. The elevated ceiling height dramatically enhances the feeling of space, giving the home a grand and expansive presence that feels far larger than expected. Natural light pours through the living areas, creating a warm and uplifting atmosphere throughout the day. Designed for modern living and meaningful moments, the open-concept floor plan encourages connection and comfort. The seamless flow between the kitchen, dining, and living spaces makes everyday life effortless while providing the perfect backdrop for gatherings, celebrations, and quiet evenings at home. Luxury vinyl flooring throughout the main living areas adds both style and durability, creating a cohesive and low-maintenance environment that complements any design aesthetic. Built in 2023, this residence offers the peace of mind that today’s buyers value most. Everything reflects newer construction standards, meaning you can enjoy your home without the typical concerns of replacing major components or tackling costly updates. Simply move in and focus on living. Adding even more value and convenience, the home includes a full security system with installed cameras that convey with the property, providing comfort and confidence from day one. With three bedrooms and two bathrooms, this home offers flexibility for a variety of lifestyles. Whether accommodating guests, creating a home office, or designing a playroom, the space adapts beautifully to your needs. The primary suite provides a relaxing retreat, complete with a spacious walk-in closet and a well-appointed bathroom featuring a dedicated vanity seating area — a small but meaningful touch that enhances everyday routines. Step outside and the lifestyle continues. A charming front porch offers a welcoming space to relax and unwind, while the backyard provides the perfect setting for entertaining, grilling, or enjoying peaceful outdoor moments. The included playground set adds both convenience and enjoyment. The location of the home is equally appealing, offering exceptional convenience with close proximity to a variety of shopping, dining, and everyday essentials. Residents also benefit from the community’s amenities, including a large resort-style pool with abundant seating and shaded cabana areas, as well as recreational spaces designed for enjoyment and leisure. This is more than just a home — it is an opportunity to skip the wait, avoid construction uncertainties, and immediately embrace a space designed for comfort, connection, and everyday living. Don’t miss your chance at beautiful, easy living!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Iliana Perez (407-990-7293)
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