Winter Haven, FL Homes under $400,000

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  $400,000

  • Land
  • 0.39 Acre
  • $1,025,641 per Acre

  152 & 148 Avenue D SW, Winter Haven, FL 33880

  Two previously residential lots combined to make .39 Acres of land in heart of Downtown Winter Haven. The lots are leveled and ready to build. The current zoning on the property is MX within the Primary Urban Core which allows for multi-family, various commercial and mixed-use opportunities. Combined frontage on Ave D and 2nd Street with an alley off the south end of the property allowing

  Erik Polumbo POLK REALTY ADVISORS LLC

  152 & 148 Avenue D SW, Winter Haven, FL 33880
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  /6

  $310,000

  • Land
  • 0.44 Acre
  • $704,545 per Acre

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881

  Prime .44 vacant lot for sale near Downtown Winter Haven! MX Zoning allows for Mixed-Use, Residential, Multifamily, or Commercial. Two separate lots have been assembled to create a highly developable property in the Central Business District. This property has an incredible location with 126’ of frontage on Pope Ave and 133’ of frontage along Ave B NW. With visibility from Highway 17, this almost

  Zack Strang POLK REALTY ADVISORS LLC

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881
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  /39

  $394,900

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft

  109 Odin Dr, Winter Haven, FL 33884

  Lots of work being done right now and a great new price on this Fabulous villa in Beautiful Valhalla with sweeping side yard for privacy and view. New Barrell Tile Roof in 2024!! Home has 4 bedrooms 2.5 baths, Open floor plan with large living room, fireplace, dining room and sun room all in view of kitchen. Hardwood floors, matching laminate, cathedral ceilings, skylights, kitchen with granite,

  Rick Hemenway CROSBY & ASSOCIATES, INC.

  109 Odin Dr, Winter Haven, FL 33884
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  $379,999

  • 4 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  411 Sunfish Dr, Winter Haven, FL 33881

  ***MAJOR PRICE DROP - MOTIVATED SELLERS - BRING OFFERS - NO CDD*** Welcome to your ideal family home! Located in the desirable community of Lake Lucerne, this home shows like a model home and checks all your upgraded boxes. With 4 bedrooms with an office/den, 2.5 bathrooms, a large loft and an upstairs laundry room. The downstairs living area boasts a gourmet kitchen with quartz countertops and

  Tony Insua Jr. CRAIG BURKE REAL ESTATE GROUP, LLC

  411 Sunfish Dr, Winter Haven, FL 33881
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  /57

  $310,000

  • 3 Beds
  • 2 Baths
  • 2,109 Sq Ft

  3832 Traditions Blvd N, Winter Haven, FL 33884

  BEST PRICED HOME IN TRADITIONS $147.00 per sqft as of July 31st 2025!!! Welcome to this lovely well-maintained home with a tranquil water view, located in the active community Traditions. Home is a split floor plan, with plenty floor space for versatile furniture placement. Master Bedroom features an en-suite reading area, or you can use as an office. Hers & his walk-in closets, master bath with

  Michael Brenner CENTURY 21 MYERS REALTY

  3832 Traditions Blvd N, Winter Haven, FL 33884
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  $332,500

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  708 Canberra Rd, Winter Haven, FL 33884

  Welcome to your dream retreat! This stunning 3-bedroom, 2-bathroom home is perfectly nestled in a tranquil cul-de-sac within a highly sought-after gated golfing neighborhood, just minutes from the excitement of Legoland. This property offers an ideal blend of an active lifestyle and serene living, making it perfect for families and those seeking relaxation.As you step inside, you'll be

  David Small KELLER WILLIAMS REALTY SMART 1

  708 Canberra Rd, Winter Haven, FL 33884
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  /39

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft

  751 Avenue B SW, Winter Haven, FL 33880

  Charming property with plenty of desirable features! This 3 bedrooms 2 baths remodeled home features a spacious kitchen with quartz countertops, Oversized cabinets, stainless steel appliances, tankless water heater. Come and enjoy the formal dinning room and living room, . Completely remodeled home, near shopping centers, schools, churches and hospitals offers convenience, while amazing views of

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  751 Avenue B SW, Winter Haven, FL 33880
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  /48

  $389,990

  • 4 Beds
  • 2 Baths
  • 2,273 Sq Ft

  2233 20th St NW, Winter Haven, FL 33881

  *Seller Concessions Available* Step into lakeside luxury with this rare gem offering exclusive access to 17 interconnected lakes! ThiS 4 bedroom 2 bath home is MOVE IN READY-TURN KEY! Whether you love fishing, boating, or simply relaxing by the water, this home has it all. Cruise to your favorite restaurants, explore the local marina, or make a splash at Legoland without even leaving your boat!

  Sejida Self OPULENT REALTY INTERNATIONAL

  2233 20th St NW, Winter Haven, FL 33881
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  /37

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  142 Morning Glory Cir, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to 142 Morning Glory Circle, a bright and cheerful home in the sought-after Winterset, gated community. This immaculate residence features a newly painted stucco exterior, framed by manicured landscaping and beautiful palms in the front yard. Key Features: 3 Bedrooms, 2 Bathrooms. 2-Car Garage, 1,808 Sq. Ft. Step into this stunning sunlit

  Dee Norris NEXTHOME NORRIS & COMPANY REALTY

  142 Morning Glory Cir, Winter Haven, FL 33884
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  $315,000

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft

  6048 Forest Ridge Ln, Winter Haven, FL 33881

  This is a great opportunity to own a comfortable home in the beautiful community of Forest Ridge. Built in 2016, this home features 4 bedrooms and 2 bathrooms as well as a nice backyard for family activities. This property is centrally located within minutes from schools and close to major highways, amenities, shopping, and entertainment. Come see and fall in love with this beautiful home.

  Atiya Noble LPT REALTY, LLC

  6048 Forest Ridge Ln, Winter Haven, FL 33881
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  /45

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  4070 Island Lakes Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to this beautiful 4-bedroom, 2-bathroom home situated on a desirable corner lot in the lakeside community of Island Lakes. The roof was replaced in 2022 and exterior paint was done 2023. Featuring an open concept layout, this home includes its own dining area, perfect for entertaining. The spacious master suite offers a walk-in closet, dual

  Natalie Rivera VESTI LLC

  4070 Island Lakes Dr, Winter Haven, FL 33881
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  /40

  $379,990

  • 3 Beds
  • 2 Baths
  • 2,617 Sq Ft

  1500 8th St SE, Winter Haven, FL 33880

  Beautiful Renovated 3Bed/2Bath Pool Home with 2,617 square feet of living area, this home boasts a spacious floor plan with oversized rooms and a desirable layout. New Roof, AC, Windows, Water Heater, New Pool heater, light & fan fixtures. The entry foyer features gorgeous stone floors and invites guests into the 24x21 great room Highlighted by a beautiful Electric Fireplace, tiled flooring,

  Michael Suazo PREFERRED REAL ESTATE BROKERS

  1500 8th St SE, Winter Haven, FL 33880
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  /86

  $370,000

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  821 Sun Burst Rd, Winter Haven, FL 33880

  POLK COUNTY OFFERING UP TO $7,500 OF DOWNPAYMENT ASSISTANCE!!! HOME IS MINUTES FROM LEGOLAND!! This modern 5 bedroom, 3 bathroom home, just two years old, is perfect for those seeking both comfort and functionality. Located in a peaceful cul-de-sac, the home features an inviting open floor plan that seamlessly connects the living room, kitchen and dining area. The kitchen is spacious, offering

  Gigi Sevilla WYNNMORE REALTY LLC

  821 Sun Burst Rd, Winter Haven, FL 33880
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  /48

  $309,990

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  1475 Haines Dr, Winter Haven, FL 33881

  Perfectly located in the center of Winter Haven's Chain of Lakes, The Lakes at Lucerne Park has no CDD fees. This property has a smooth-top electric cooktop, oven, microwave, dishwasher, washer, and dryer made by GE. Along with these features, there is a WiFi-enabled garage opener, a NEST smart thermostat, recessed LED puck lighting throughout, and a smart garage door opener. 4 bedrooms and 2

  Karia Ortiz FORTEZA REALTY LLC

  1475 Haines Dr, Winter Haven, FL 33881
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  $387,900

  • 4 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  2370 Brassie Ct, Winter Haven, FL 33884

  BUYER'S CONCECION AVAILIABLE!! Don't miss the opportunity to own this beautiful home, just 2 years old! With a contemporary design and high-quality finishes, this property is perfect for families seeking comfort and style.The house features 4 spacious bedrooms, ideal for rest and privacy for every family member. It has 2.5, modern bathrooms equipped with top-of-the-line fixtures and

  Wanda Matos Arroyo LPT REALTY, LLC

  2370 Brassie Ct, Winter Haven, FL 33884
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  /40

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  1004 Avenue G NE, Winter Haven, FL 33881

  Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range.Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

  Austin Towns STACEY TOWNS REALTY LLC

  1004 Avenue G NE, Winter Haven, FL 33881
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  /41

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  680 Augusta Rd, Winter Haven, FL 33884

  NEW PRICE REDUCTION. Beautiful home in Cypresswood gated community. Twenty four hour manned gate. Home has newly installed ADT system. This is a golf community with club house, restaurant, bar, pool and tennis/pickle ball courts. THIS HOME COMES FULLY FURNISHED!!! Home could be sold unfurnished. Upgrades include remodeled kitchen and appliances, remodeled bathroom, remote blinds

  Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  680 Augusta Rd, Winter Haven, FL 33884
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  $375,900

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  4577 Back Nine Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. This home features 3 bedrooms and 2 full baths and is located in Lake Ashton, a Florida Retirement 55+ community in sunny Central Florida. Offering excellent curb appeal, this home has a screened entry at the front door. The glass leaded front door with large eye brow window above leads you into a home that is warm, inviting and spacious. The

  Lori Raath LAKE ASHTON REALTY INC.

  4577 Back Nine Dr, Winter Haven, FL 33884
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  /30

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  416 Sandestin Dr, Winter Haven, FL 33884

  UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. Beautifully remodeled and ready for the discerning buyer. Large 3 BR/2BA patio home located in beautiful Cypresswood Golf Community. This home features updated gourmet kitchen, remodeled baths, newer roof, whole house Generac generator, natural gas instant hot water heater, new refrigerator 2022, new gas range, Bosch dishwasher, real wood/bamboo

  Sharon Watson CENTURY 21 WATSON & MYERS REALTY

  416 Sandestin Dr, Winter Haven, FL 33884
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  /22

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  140 Morning Glory Cir, Winter Haven, FL 33884

  WINTER HAVEN CHAIN OF LAKES ACCESS...Immaculate Winterset home with direct access to Lake Winterset and the Winter Haven Chain of Lakes via a community boat ramp. This beautiful 3 bedroom 2 bath home features an open floor plan, beautiful manicured landscaping. Easily launch your boat for a day of fishing, skiing or boating any of the 20+ canal-connected lakes or stop for a bite to eat at one of

  Angel Sepulveda LPT REALTY, LLC

  140 Morning Glory Cir, Winter Haven, FL 33884
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  /27

  $369,900

  • 5 Beds
  • 3 Baths
  • 2,616 Sq Ft

  3181 Royal Tern Dr, Winter Haven, FL 33881

  Welcome to this huge 5 Bed 3 Bath home, built in 2020! This 2-story home is in excellent condition and comes equipped with modern features that are sure to impress. The HOA has a low fee, and provides access to the community pools and park! The home has stainless-steel appliances, such as a refrigerator, microwave, dishwasher, and range. With a washer and dryer also in place, you have nothing to

  Luceyda Rodriguez Otero AGENT TRUST REALTY CORPORATION

  3181 Royal Tern Dr, Winter Haven, FL 33881
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  /15

  $346,500

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1138 Yumuri St, Winter Haven, FL 33884

  Beautiful property located in the Villamar PH 2 community. This home has so much to offer a 3 bedroom - 2 bath with an additional room to be use as a Den/office or simply a guest room. Enjoy cooking a meal while being able to conversate with your family and friends in this open floor plan, since you enter this cozy home, you fill the charm and brightness of this property. The backyard is perfect

  Mayra Santos SOUTHERN DUNES REALTY

  1138 Yumuri St, Winter Haven, FL 33884
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  /61

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  1670 17th St NW, Winter Haven, FL 33881

  BACK ON THE MARKET!! Winter Haven Chain of Lakes Home! Needs updating and repairs but this could be your paradise on Lake Mirror! This charming 2-bedroom, 1-bathroom home offers a unique blend of tranquility and recreation, creating a haven for those seeking the perfect retreat. Nestled on the shores of the picturesque Lake Mirror, this property is a true gem. Imagine waking up to breathtaking

  Lori Edwards COLDWELL BANKER REALTY

  1670 17th St NW, Winter Haven, FL 33881
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  /13

  $349,920

  • Land
  • 3.69 Acres
  • $94,829 per Acre

  0 Cypress Gardens Rd Unit MFRP4927123, Winter Haven, FL 33884

  Oh, the possibilities! Enjoy this great, waterfront commercial location. This 4.0+/- acre gem, including the additional parcel #262901663500000160. It offers waterfront access and is ideally situated just a mile or so from Legoland Florida. Located approximately 1 to 1.5 hours from Tampa and Orlando International Airports and popular beaches, this versatile property combines commercial

  Kevin Tison LPT REALTY, LLC

  0 Cypress Gardens Rd Unit MFRP4927123, Winter Haven, FL 33884
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  /2

  $308,000

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft

  496 Mckenna Dr, Winter Haven, FL 33881

  Welcome to this beautiful 4-bedroom, 3 full bathroom home with a 2-car garage. This spacious home is perfect for families or anyone who loves to entertain. Upon entering, you'll be greeted by a stunning open-concept layout adorned with high ceilings. Natural light pours in through numerous windows, creating a warm and welcoming atmosphere. A large living room and dining area that flow seamlessly

  Jennifer Cardona CAISSA REALTY INVESTMENT INC

  496 Mckenna Dr, Winter Haven, FL 33881
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  /38

  $358,500

  • 4 Beds
  • 3 Baths
  • 2,257 Sq Ft

  896 Vienna Dr, Winter Haven, FL 33884

  PRICE ADJUSTMENT LOWERED BY $11,500...YOU DON'T WANT TO MISS THIS OPPORTUNIY!!!LOOK AT THIS AMAZING MOVE IN READY HOME. Owner is ready to sell! This beautiful high-end Adams built home is located in SE Winter Haven. It is a stunning one story 4/3 move in ready home that was built in April 2022, less than a year old! When you enter the home, you will feel the magnitude of the open floor plan with

  Sherry Sapp COLDWELL BANKER REALTY

  896 Vienna Dr, Winter Haven, FL 33884
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  /2

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  1811 5th St SE, Winter Haven, FL 33880

  Very nice and beautiful home located in the heart of Winter Haven FL surrounded by all major stores and restaurants. Three beds and two baths with a bonus room.

  Othner Stfleurose OSF REAL ESTATE SERVICE

  1811 5th St SE, Winter Haven, FL 33880
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  /2

  $369,127

  • 8 Beds
  • 6 Baths
  • 3,304 Sq Ft

  2007 40th St NW, Winter Haven, FL 33881

  MULTI-FAMILY SPECIAL! THIS WILL NOT LAST. 8 BEDROOMS AND 6 BATHS.1 BLOCK SINGLE FAMILY HOME, 2/12 MOVIL HOMES 2/2 AND 3/21 ADDITIONAL STUDIO 1/1ALL INCLUDED IN ONE PRICE.

  Ada Molina RE/MAX REALTEC GROUP

  2007 40th St NW, Winter Haven, FL 33881
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  /14

  $338,967 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2339 Brassie Ct, Winter Haven, FL 33884

  Under Construction. UNDER CONSTRUCTION. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew

  Claudia Gutierrez ADAMS HOMES REALTY

  2339 Brassie Ct, Winter Haven, FL 33884
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  /29

  $325,490 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4418 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4418 Blackwell Avenue LAKE WALES FL 33859 priced at 325490, the square foot and stories are 1828, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  

  D.R. Horton

  Builder

  4418 Blackwell Ave, Lake Wales, FL 33859
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  $300,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1692 Hummingbird Rd, Winter Haven, FL 33884

  The property is located at 1692 Hummingbird Road WINTER HAVEN FL 33884 priced at 300990, the square foot and stories are 1593, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  

  D.R. Horton

  Builder

  1692 Hummingbird Rd, Winter Haven, FL 33884
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  /29

  $325,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft

  4944 Kaia Ave, Winter Haven, FL 33884

  The property is located at 4944 Kaia Avenue WINTER HAVEN FL 33884 priced at 325990, the square foot and stories are 2447, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  

  D.R. Horton

  Builder

  4944 Kaia Ave, Winter Haven, FL 33884
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  /24

  $337,490 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4141 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4141 Giorgio Drive WINTER HAVEN FL 33884 priced at 337490, the square foot and stories are 1828, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  

  D.R. Horton

  Builder

  4141 Giorgio Dr, Winter Haven, FL 33884
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  /15

  $301,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  467 Ituna Cir, Winter Haven, FL 33881

  Under Construction. New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining cafe and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with

  George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  467 Ituna Cir, Winter Haven, FL 33881
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  /19

  $335,240 New Construction

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  Foxglove Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076786, Winter Haven, FL 33884
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  /9

  $362,702 New Construction

  • 4 Beds
  • 3 Baths
  • 2,387 Sq Ft

  Zion Plan at VillaMar - Classic Series, Winter Haven, FL 33884

  Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076783, Winter Haven, FL 33884
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  /9

  $316,795 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  Yellowstone Plan at VillaMar - Classic Series, Winter Haven, FL 33884

  First-floor primary suite ensures everyone has their own private space. Second floor offers a spacious loft that can be used to best fit your family's needs. Enjoy preparing meals with your family in the open kitchen with spacious work island.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076782, Winter Haven, FL 33884
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  /15

  $300,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,607 Sq Ft

  Acadia Plan at VillaMar - Classic Series, Winter Haven, FL 33884

  An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076778, Winter Haven, FL 33884
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  /17

  $367,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,631 Sq Ft

  Primrose Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076789, Winter Haven, FL 33884
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  /15

  $315,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  Marigold Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain with ease in your spacious, new kitchen with adjoining dining and great room. Escape to the private primary suite to relax and unwind after a long day. Upstairs loft can be used to best fit your family's needs.

  

  Meritage Homes

  Builder

  3745 Giorgio Dr Unit 37076788, Winter Haven, FL 33884

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