Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
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Winter Haven - 311 properties found
1059 MICHELANGELO LN, WINTER HAVEN, FL 33884
$364,500147 Days on yellowkey MLS ID: S5142551
REDUCED by $500 (0.1%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2024Monthly Fee: $55 Tax: $3,878 (2025)Community: Estates/Lk FlorenceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,878
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Discover your dream home without the hassle! This stunning two-year old construction features all the modern upgrades you desire. Why buy new when you can purchase this like-new home with so many stylish finishes and energy efficient appliances. Welcome home to this immaculate 4 bedroom / 2 bathroom / 2 car garage home in Winter Haven! Shows like a model! No CDD! Low HOA fees, and lower taxes. GREAT OPEN FLOORPLAN with lots of living space, this home was BUILT IN 2024 and has plenty of features throughout. The home has upgraded tiled flooring throughout the main living areas and a huge great room, perfect for entertaining! The kitchen features a spacious center island, granite countertops, stainless steel appliances, tiled backsplash, and plenty of cabinetry space. There are 4 spacious bedrooms. The owner's suite boasts an en suite bathroom with dual sinks. The backyard is generously sized and is FULLY FENCED and includes a screened patio and a shed for a perfect outside living experience whether you are relaxing, entertaining or hosting family gatherings. Lots of upgrades! Close to shopping, dining, and Legoland. Perfectly situated between Orlando and Tampa .
Listing is courtesy of: RIGHT TRACK REALTY (953-437-4747)
Listing Agent: Phyllis Haigler (804-641-9763)
4948 KAIA, WINTER HAVEN, FL 33884
$281,900168 Days on yellowkey MLS ID: O6370131
REDUCED by $2,000 (0.7%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $203 Tax: $3,396 (2025)Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225Single Family
Taxes:$3,396
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Under Construction. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. 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 (407-250-7299)
Listing Agent: Paul King (407-519-3940)
221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884
$299,999108 Days on yellowkey MLS ID: L4959992
REDUCED by $15,001 (4.8%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1999Monthly Fee: $500 Tax: $2,554 (2025)Community: Lake Bess Country ClubSingle Family
Taxes:$2,554
Elementary School: None
High School: None
Middle School: None
Remarks: Hurry! Won't last long with this Price Drop! MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. FLORIDA ROOM with windows that lock delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. Oversized Garage (28X25) will fit the LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! New Septic Drainfield to be installed 7/2026, Roof/house/front walk/driveway just pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. YOU WILL LOVE THIS HOME!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Jenni Thompson (863-899-5255)
4463 RAPALLO AVE, WINTER HAVEN, FL 33884
$294,900187 Days on yellowkey MLS ID: L4958024
0 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2025Monthly Fee: $19Community: VillamarSingle Family
Taxes:$0
Remarks: New construction home with 1744 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881
$290,00020 Days on yellowkey MLS ID: L4961900
REDUCED by $10,000 (3.3%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2018Monthly Fee: $30 Tax: $3,839 (2025)Community: Country Walk/Winter HavenSingle Family
Taxes:$3,839
Remarks: Welcome to a home that makes everyday living simple and enjoyable. Located in the established Country Club community, this property offers a practical layout, comfortable spaces, and a setting that supports an easy Florida lifestyle. Inside, you’ll find well-proportioned living areas with plenty of natural light, creating an open and functional feel. The kitchen connects seamlessly to the main living space, ideal for daily routines and casual gatherings. Bedrooms are arranged for privacy, with a primary suite that provides a comfortable place to recharge. The interior bedrooms also feature NEW CARPETS and a double primary bedroom closet space for his and hers. Outdoors, enjoy an above-ground pool with a screened enclosure—perfect for Florida afternoons, weekend gatherings, or low-maintenance relaxation year-round. The yard still offers space for outdoor seating, play, or gardening without excessive upkeep. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to everything Winter Haven has to offer, including local lakes and recreation. A solid choice for buyers seeking comfort, convenience, and value in a well-located neighborhood.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Jeremy Ortiz (863-944-5754)
3986 JACLYNS JETTY, WINTER HAVEN, FL 33884
$300,000Listed 06/24/2026 9:57AM MLS ID: L4962993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2001Monthly Fee: $440 Tax: $1,767 (2025)Community: Cypress Landing Ph 02Single Family
Taxes:$1,767
Remarks: LAKEFRONT LIVING in Winter Haven! Welcome to 3986 Jaclyns Jetty, a beautifully maintained 3-bedroom 2-bathroom, split bedroom floor plan with a large and open living area, waterfront home offering the perfect blend of comfort, convenience, and breathtaking views of Lake Dexter. Nestled within the desirable Cypress Landing community, this residence is ideally positioned to capture stunning lake views and Florida sunsets from the comfort of your own backyard. Whether you're enjoying your morning coffee, unwinding after a long day, or entertaining family and friends, the tranquil waterfront setting creates a lifestyle many only dream of. Inside, you'll find a bright and inviting floor plan with spacious living areas designed for everyday living and effortless entertaining. Large windows and sliding glass doors allow natural light to pour inside while showcasing picturesque views of the lake beyond. The kitchen offers ample cabinetry, generous counter space, and a functional layout that flows seamlessly into the dining and living areas. The primary suite provides a peaceful retreat with water views, an en-suite bathroom, and ample closet space. Additional bedrooms offer flexibility for guests, family members, or a home office. Step outside and experience what makes this property truly special. The backyard overlooks beautiful Lake Dexter, providing a picturesque backdrop for everyday living and outdoor enjoyment. Whether you enjoy fishing, boating, kayaking, or simply soaking in the peaceful waterfront scenery, you'll appreciate having lakefront living right outside your door. Residents of Cypress Landing enjoy an outstanding array of amenities, including a heated community pool, tennis courts, private lake access, and a community boat ramp providing convenient access to Lake Dexter. These amenities create the perfect opportunity to embrace the Florida lifestyle and enjoy year-round recreation close to home. Conveniently located near shopping, dining, medical facilities, LEGOLAND Florida, and major roadways, this property offers the ideal balance of waterfront tranquility and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or waterfront escape, this move-in ready lakefront property presents a rare opportunity to enjoy the best of Winter Haven's lake lifestyle.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Christine Hubbert (863-370-4915)
1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880
$267,00075 Days on yellowkey MLS ID: O6398045
REDUCED by $5,000 (1.8%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2006Monthly Fee: $28 Tax: $1,607 (2025)Community: Coventry CoveSingle Family
Taxes:$1,607
Remarks: Welcome to this beautiful 3-bedroom, 2-bath home in the desirable Coventry neighborhood— where comfort, style, and convenience come together seamlessly. Step inside to a bright, open layout designed for both everyday living and effortless entertaining. The modern kitchen is equipped with sleek stainless steel appliances, offering both functionality and a contemporary feel. Retreat to the spacious primary suite, featuring a walk-in closet and a spa-inspired ensuite bath complete with a relaxing soaking tub and a separate walk-in shower—your own private oasis. Enjoy Florida living year-round on the covered, screened-in patio, perfect for morning coffee, evening relaxation, or hosting guests in comfort. Additional highlights include a two-car garage and a thoughtfully designed floor plan. Located in Winter Haven, this home offers easy access to shopping, dining, and local attractions while being nestled in a welcoming community. With its move-in ready condition, desirable features, and prime location, this home is an incredible opportunity.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$305,000121 Days on yellowkey MLS ID: L4959592
REDUCED by $10,000 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Taxes:$3,409
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: ***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing Agent: Lisa Ford (863-510-3890)
3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$285,00024 Days on yellowkey MLS ID: O6411657
3 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2006Monthly Fee: $210 Tax: $3,700 (2026)Community: Osprey PointeSingle Family
Taxes:$3,700
Elementary School: Garden Grove Elem
Tax Year: 2026
Remarks: Under contract-accepting backup offers. This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver driveway and walkway, an attached 2-car garage, and inviting curb appeal. Built for quality and peace of mind, the home features precast concrete walls designed to withstand 140+ MPH winds, rounded corners, additional wall insulation, security system prewire, and a leaded/beveled glass upper front door insert. Recent updates include all new windows installed approximately 5 years ago by Window World, a new roof approximately 3 years ago, and a gas hot water heater replaced approximately 2 years ago. Inside, you’ll find Mannington Jamestown oak flooring in the foyer, kitchen, and breakfast nook, with ceramic tile in the bathrooms and laundry room. The spacious living room offers vaulted ceilings, abundant natural light, and a comfortable open layout ideal for everyday living and entertaining. The kitchen features raised-panel cabinetry, granite countertops, stainless steel appliances, range is pre plumbed with gas and a bright dining area with plantation shutters. A French door out the back adds charm and convenient access to the outdoor living space. The primary suite provides a relaxing retreat with generous space, natural light, and a private bath featuring dual vanities, granite countertops, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, family, or a home office, and the indoor laundry room adds extra convenience also pre plumbed for gas. Washer and dryer included. Step outside and enjoy the screened lanai, paver patio, and spacious backyard, all contributing to the easy Florida lifestyle this home offers. With strong construction, thoughtful upgrades, recent big-ticket improvements, and desirable community amenities near Lake Ned, this is a standout opportunity in Winter Haven.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$340,000191 Days on yellowkey MLS ID: P4937220
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 2016Monthly Fee: $5 Tax: $2,785 (2024)Community: Lake Ashton West Ph 01Single Family
Taxes:$2,785
Tax Year: 2024
Remarks: Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WASHER/DRYER INCLUDED! This Callaway Floor plan with NEW A/C (December 2025) is a "Green" home with 2 Bedrooms, 2 Baths, Plus a FLEX ROOM. This home has over 1,660 sq. ft. of living space. Located on the 17th Fairway of the West Golf Course in Lake Ashton, a guard-gated Florida 55+ community, this home offers a Split Plan. The kitchen package features a spacious dinette area, granite counter tops, stainless steel appliances, 42" cabinets and breakfast bar. The foyer with high ceiling is welcoming and is a passage to the laundry room and 2nd bedroom. The laundry room is directly to your left and to your right is a hallway with 2 linen closets that leads to the 2nd bedroom and Guest Bath. The laundry room is accessible from the foyer and the garage. The living room, kitchen and dinette are centrally located in this home- OPEN & SPACIOUS. The Den/Office is directly off the living room and is currently being used as a bedroom. There are triple sliders in the living room that separate the screened and covered lanai with tile floor. The primary suite with large walk in closet includes a master bath with dual sinks and a comfort height vanity, walk in shower and separate water closet with window. Other upgrades in this home include tile flooring in the Living Areas (Bedrooms are carpeted), water softener, ceiling fans, screened entryway, automatic screen on the garage door. Lake Ashton offers a Main Clubhouse with a theater, bowling lanes, card, craft and billiard rooms, fitness center, restaurant (Charm City), and outdoor heated pool. Residents also enjoy tennis courts, shuffleboard courts, Bocce and planned activities in the community. There is a Health and Fitness Center with an indoor heated lap pool, 1/2 basketball, indoor racquetball, pickle ball courts and MORE... Make an appointment to tour this home and Lake Ashton TODAY!
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
443 ITUNA CIR, WINTER HAVEN, FL 33881
$308,90063 Days on yellowkey MLS ID: L4961315
REDUCED by $10,220 (3.2%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1644 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Remarks: Under Construction. Brand-new 3-bedroom 2-bath home! The Ashlyn features an inviting and open living area under an airy volume ceiling. Relax in your private owner's suite featuring a large en-suite bath with a decorative tiled shower with glass enclosure, dual vanities, a closeted toilet, and walk-in wardrobe .Two secondary bedrooms share a hall bath. Plus, enjoy outdoor living on your covered 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: Beautifully designed kitchen with: Breakfast bar. Quartz countertops. 36-in. espresso birch wood cabinets with decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Convenient 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)side-by-side refrigerator. . . Low-maintenance luxury vinyl plank flooring throughout the living areas, kitchen, laundry room, and bathrooms. Mohawk stain-resistant carpet in the bedrooms. 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 limited-lifetime warranty. Fully sodded homesite with Florida friendly landscaping and 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 more information about this beautiful, professionally designed move-in ready home in Winter Haven, FL, call or email us today!
4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$389,000449 Days on yellowkey MLS ID: P4934266
REDUCED by $5,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $17 Tax: $5,194 (2024)Community: Island LakesSingle Family
Taxes:$5,194
Remarks: Virtually Staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
4049 GIORGIO DR, WINTER HAVEN, FL 33884
$287,9901 Day on yellowkey MLS ID: O6419242
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Monthly Fee: $18 Tax: $3,147 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Taxes:$3,147
Remarks: Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*
4045 GIORGIO DR, WINTER HAVEN, FL 33884
$300,9901 Day on yellowkey MLS ID: O6419297
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2026Monthly Fee: $18 Tax: $3,147 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Remarks: Under Construction. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*
4663 OSTERO ST, WINTER HAVEN, FL 33884
$279,9001 Day on yellowkey MLS ID: O6415737
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2026Monthly Fee: $18 Tax: $3,035 (2025)Community: VillamarSingle Family
Taxes:$3,035
Remarks: Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & ensuite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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. *
374 TROON CT, WINTER HAVEN, FL 33884
$249,9001 Day on yellowkey MLS ID: L4962639
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1978Monthly Fee: $129 Tax: $3,099 (2024)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,099
Remarks: BRAND NEW ROOF INSTALLED NOVEMBER, 2025. New flooring May 2026. Enjoy the Florida Country Club Lifestyle in this 2 bedroom patio home featuring a foyer with wet bar, spacious living room, dining area, kitchen with wood cabinets and converted Florida room, ideal as a den, office or play room. Additional amenities include an expansive master bedroom, 2 car garage with door opener and front courtyard wall. The home is in move-in condition but does have some original features and it's priced accordingly. This is an ideal opportunity to make this home your own with some contemporary updates.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
450 AVENUE B NE, WINTER HAVEN, FL 33881
$259,000220 Days on yellowkey MLS ID: TB8448756
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1946 Tax: $3,747 (2024)Community: Revised Map Of Fernwood AddSingle Family
Taxes:$3,747
Elementary School: Fred G. Garnier Elem
Remarks: Virtually Staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish finishes throughout. Each bedroom is generously sized, with the master suite boasting a luxurious walk in Closet. The home also includes a cozy backyard, perfect for relaxation and large shed. Located in a quiet neighborhood, this home combines comfort, convenience, and contemporary charm, making it the perfect place to settle down.
Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)
Listing Agent: Austin Williams (516-782-1553)
119 ALLEN AVE, WINTER HAVEN, FL 33880
$250,000367 Days on yellowkey MLS ID: TB8399712
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1961 Tax: $3,776 (2024)Community: Jan Phyl VillageSpa: NoSingle Family
Taxes:$3,776
Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.
Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)
Listing Agent: Randy Patrick (813-833-2045)
528 MCKENNA DR, WINTER HAVEN, FL 33881
$375,00050 Days on yellowkey MLS ID: TB8505250
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2021Monthly Fee: $17 Tax: $7,508 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$7,508
Remarks: This thoughtfully designed home, built in 2021 and located on a quiet cul-de-sac in the heart of Winter Haven, offers four bedrooms, three bathrooms, and a modern open-concept layout ideal for everyday living and entertaining. The kitchen features stainless steel appliances, a breakfast bar, custom added storage, and a water filtration system, all overlooking a spacious living area complete with a built-in television and electric fireplace. The primary suite provides a private retreat with a large walk-in closet and dual vanities, while the additional bedrooms offer comfortable layouts with ample storage. Please note: The home is currently undergoing light cosmetic improvements to further enhance its presentation. The photos reflect its current condition; updated finishes and final touches will be completed prior to showings, offering an even more polished look in person. Residents enjoy resort-style amenities including pools and playgrounds, with convenient access to LEGOLAND Florida Resort, shopping, dining, and major corridors like Highway 27 and the Polk Parkway.
Listing is courtesy of: THE ELITE REALTY EXPERIENCE (813-493-1297)
Listing Agent: Marc Jeune (305-985-8556)
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$290,000202 Days on yellowkey MLS ID: TB8453876
REDUCED by $10,000 (3.3%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $4,496 (2024)Community: North Lake Elbert HeightsSingle Family
Taxes:$4,496
Remarks: Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!
Listing Agent: Chris Sakamoto (904-200-7535)
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