Southeast Winterhaven Homes for Sale

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  /24

  $350,900 New Construction

  • 4 - 5 Beds
  • 3.5 Baths
  • 2,587 Sq Ft

  Wesley II Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Wesley II by Highland Homes, a two-story Florida home that lives large with an open living area on the first story and a flexible second-story layout! Downstairs, enjoy a fully open living area with: A large gathering room. An open kitchen with a counter-height buttery island or optional galley island, a walk-in pantry, and a sunny dining cafe. A convenient powder room. An

  Highland Homes Builder

  521 Vittorio Dr Unit 37316138, Winter Haven, FL 33884
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  /15

  $335,900 New Construction

  • 4 - 5 Beds
  • 3.5 Baths
  • 2,227 Sq Ft

  Seabrooke II Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Say hello to easy living in the Seabrooke II by Highland Homes, a two-story Florida home that features an open living area downstairs, with upstairs bedrooms, and desirable outdoor living space! Downstairs, you will find an open living area with: An open kitchen with a counter-height butterfly island, walk-in pantry, and a sunny dining cafe. A gathering room for daily living. A convenient powder

  Highland Homes Builder

  521 Vittorio Dr Unit 37316105, Winter Haven, FL 33884
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  /28

  $333,900 New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  Shelby Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Shelby by Highland Homes! This sunny, spacious, open-layout home features large bedrooms, a beautifully designed kitchen, and desirable outdoor living space! The Shelby features: A sunny kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe. 4 bedrooms standard, with options for 3 bedrooms plus an open or French-door enclosed den. A spacious

  Highland Homes Builder

  521 Vittorio Dr Unit 37316036, Winter Haven, FL 33884
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  /22

  $326,900 New Construction

  • 3 - 4 Beds
  • 2 Baths
  • 2,005 Sq Ft

  Serendipity Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Serendipity by Highland Homes! This sunny, spacious, open-layout home features large bedrooms, flexible plan options, and desirable outdoor living space! The Serendipity features: A bright and open kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe. A flex-use den or optional 4th bedroom. A spacious owner's suite with an elegant tray ceiling,

  Highland Homes Builder

  521 Vittorio Dr Unit 37316008, Winter Haven, FL 33884
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  /18

  $322,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  Remy Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Remy by Highland Homes, featuring beautifully designed spaces including a spacious, open living area and spacious owner's suite! The Remy features: A spacious gathering room and kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe, all under an airy volume ceiling. A spacious owner's suite with a walk-in wardrobe and dual-vanity en-suite bath

  Highland Homes Builder

  521 Vittorio Dr Unit 37315964, Winter Haven, FL 33884
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  /20

  $317,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,754 Sq Ft

  Paisley Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Paisley by Highland Homes, a sunny, open-layout new home with a Craftsman-style front porch, a fully open living area, and large bedrooms! The Paisley features: A sunny, open living area and kitchen with a counter-height island, walk-in pantry, and adjacent dining cafe, all under an airy volume ceiling. A private owner's suite complete with a walk-in wardrobe and a large

  Highland Homes Builder

  521 Vittorio Dr Unit 37315921, Winter Haven, FL 33884
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  /19

  $322,900 New Construction

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

  Sophia Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Say hello to style in the Sophia by Highland Homes, featuring an inviting and open living area, spacious owner's suite, and desirable outdoor living space! The Sophia features: An open kitchen with a counter height island, walk-in pantry, and sunny dining cafe. A spacious owner's suite with two closets and a private en-suite bath including dual vanities, a linen closet, a closeted toilet, and a

  Highland Homes Builder

  521 Vittorio Dr Unit 37315885, Winter Haven, FL 33884
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  /14

  $318,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  Ashlyn Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Ashlyn by Highland Homes, an airy, open-layout home filled with thoughtful and convenient features! The Ashlyn features: A sunny, open living area with volume ceilings. An open kitchen with a counter-height island, pantry, and adjacent dining cafe. A large owner's suite with a walk-in wardrobe and a private en-suite bath including dual vanities, a tiled shower, and a closeted

  Highland Homes Builder

  521 Vittorio Dr Unit 37315856, Winter Haven, FL 33884
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  /15

  $295,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  Blakely Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Welcome home to the Blakely by Highland Homes, a two-story home with an open layout and optional outdoor living space! Downstairs, you will find an open living area with: An open kitchen with a counter-height island, pantry, and sunny dining cafe. A gathering room for daily living. A convenient powder room. Patio (or optional screened lanai) . . Upstairs, enjoy private bedrooms and flexible

  Highland Homes Builder

  521 Vittorio Dr Unit 37315786, Winter Haven, FL 33884
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  /16

  $275,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  Aurora Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

  Introducing the Aurora by Highland Homes, featuring desirable details from the Craftsman-style exterior through the inviting interior! The Aurora features: A bright, open living area including a gathering room and kitchen with a pantry and eating space at the breakfast bar, under an airy volume ceiling. An owner's suite with volume ceilings, two wardrobe closets, a linen closet, and a private

  Highland Homes Builder

  521 Vittorio Dr Unit 37315717, Winter Haven, FL 33884
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  /23

  $338,000

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  2638 San Marco Way, Winter Haven, FL 33884

  Welcome to this stunning 4-bedroom, 2-bathroom home featuring an open-concept layout perfect for modern living.Enjoy a spacious living room with a ceiling fan and decorative lighting, seamlessly flowing into the open kitchen equipped with shaker-style stone cabinets, Silestone countertops, stainless steel appliances, a large island, walk-in pantry, and an inviting dining area. The home boasts

  Shirley Beckford LOKATION

  2638 San Marco Way, Winter Haven, FL 33884
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  /95

  $438,888

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  5332 Hogan Ln, Winter Haven, FL 33884

  Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community. This immaculate oasis with its extraordinary salt-water pool offers a perfect blend of tasteful style, elegance, and Florida charm. And the CDD debt is paid in full, saving you near $10,000! With 2 spacious bedrooms, 2 full baths and a bedroom/den, this open-concept floor

  Brad Kirwan GLOBAL LIFESTYLE LLC

  5332 Hogan Ln, Winter Haven, FL 33884
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  /49

  $1,100,000

  • 4 Beds
  • 4 Baths
  • 3,197 Sq Ft

  4741 Emerald Palms Ct, Winter Haven, FL 33884

  EXQUISITE LAKEFRONT PROPERTY SITUATED IN GATED EMERALD PALMS COMMUNITY, CUSTOM HOME "BUILT BY WATERS" with every award-winning detail, making this exceptional property a true 4bedroom 4bath plus office dream home!!! Thoughtfully designed, this home is perfect for entertaining & enjoying the sunny Florida lifestyle! Custom grand-scale windows allow for glimmering natural light. The Chefs kitchen

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  4741 Emerald Palms Ct, Winter Haven, FL 33884
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  $303,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  The Cambridge Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37276033, Winter Haven, FL 33884
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  $302,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,807 Sq Ft

  The Belmont II Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37275878, Winter Haven, FL 33884
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  $294,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,787 Sq Ft

  The Westminster II Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37275852, Winter Haven, FL 33884
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  $286,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  The Bristol II Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37275824, Winter Haven, FL 33884
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  $277,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft

  The Newport II Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37275805, Winter Haven, FL 33884
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  $273,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  The Charlotte II Plan at Crescent Pointe, Winter Haven, FL 33884

  Southern Homes Builder

  7623 State Highway 653 Hwy Unit 37275765, Winter Haven, FL 33884
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  /56

  $369,900

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

  3337 Costello Cir, Winter Haven, FL 33884

  Welcome to your dream home in the heart of Winter Haven! This spacious 5-bedroom, 3-bathroom residence offers the perfect blend of comfort, functionality, and modern style. With a bright open-concept floor plan, the home features a large living area, a well-appointed kitchen with granite countertops and stainless steel appliances, and a convenient bedroom and full bathroom on the first floor —

  Carla Braga LA ROSA REALTY LLC

  3337 Costello Cir, Winter Haven, FL 33884
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  /71

  $489,000

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft

  5357 Hogan Ln, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton. Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 431-8559

  5357 Hogan Ln, Winter Haven, FL 33884
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  /39

  $374,000

  • 3 Beds
  • 2.5 Baths
  • 2,210 Sq Ft

  4305 Sea Pines Run, Winter Haven, FL 33884

  Welcome to this beautiful 3-bedroom, 2.5-bath home nestled on an oversized corner lot in a well-established SE Winter Haven neighborhood. Offering a perfect blend of comfort, functionality, and unique features, this property is ideal for families, hobbyists, or anyone seeking extra space to entertain and relax.Step inside to find a spacious floor plan with plenty of natural light. Two of the

  Michelle Armbruster LOCKHART & ASSOCIATES INC

  4305 Sea Pines Run, Winter Haven, FL 33884
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  /42

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  2877 Attwater Loop, Winter Haven, FL 33884

  Welcome to this charming 2-bedroom, 2-bathroom villa, nestled in a serene 55+ community. Enjoy a low-maintenance lifestyle with plenty of amenities and services included in your HOA fees. The spacious floor plan offers a cozy sitting area at the kitchen counter, perfect for casual meals or entertaining guests. The master bedroom boasts a generous walk-in closet and an ensuite bathroom featuring

  Natalie Rivera VESTI LLC

  2877 Attwater Loop, Winter Haven, FL 33884
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  /98

  $479,900

  • 3 Beds
  • 2 Baths
  • 2,512 Sq Ft

  4433 Ventana Ln, Lake Wales, FL 33859

  Welcome to the next chapter of your life in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community. This immaculate 2,512 sq. ft. residence perfectly blends tasteful style, timeless elegance, and the easygoing charm of Florida living, and the CDD debt is PAID IN FULL. And the list price has been reduced by $10,000! With 3 generous bedrooms, 2 full baths, and a versatile

  Brad Kirwan GLOBAL LIFESTYLE LLC

  4433 Ventana Ln, Lake Wales, FL 33859
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  /45

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  4128 Aberdeen Ln, Lake Wales, FL 33859

  MOTIVATED SELLER!!! NEW Luxury Vinyl Flooring (Oct 2025). 4128 Aberdeen Lane, Lake Wales, Florida is a 2 Bedroom/2 Bath move-in ready ESSEX floor plan home. This home is located on a lot that abuts a pond. Upon arrival the curb appeal is evident. Quality landscaping and various plantings, and awnings on the side of the home. The welcoming foyer is bathed in natural light from the

  Lori Raath LAKE ASHTON REALTY INC.

  4128 Aberdeen Ln, Lake Wales, FL 33859
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  /25

  $69,900

  • 2 Beds
  • 2 Baths

  235 Hummingbird Ln, Winter Haven, FL 33884

  ON THE CHAIN OF LAKES!! Completely Updated 2-Bedroom/2-Bath Oasis awaits your arrival! Welcome to your DREAM HOME located in the esteemed 55+ Winterset Shores Community in Central Florida! This peaceful LAKESIDE community is the perfect home for water enthusiasts, situated between Lake Winterset and Lake Ruby and within reach of all Chain of Lakes in the heart of Central Florida! It is the BEST

  Teresa Gago Sunset Home Sales

  235 Hummingbird Ln, Winter Haven, FL 33884
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  /30

  $419,000

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  357 Ruby Lake Loop, Winter Haven, FL 33884

  Located in the gated community of Ruby Lake, this stunning 3-bedroom, 2-bath Cassidy Ox floor plan offers a perfect blend of style and functionality. The home features a spacious layout with a formal living room, formal dining room, and a large family room, all designed for comfortable living. The updated kitchen serves as the heart of the home, boasting quartz countertops, a breakfast bar, a

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 328-0549

  357 Ruby Lake Loop, Winter Haven, FL 33884
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  /10

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  2748 San Marco Way, Winter Haven, FL 33884

  Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and

  Osvaldo Junior WRA BUSINESS & REAL ESTATE

  2748 San Marco Way, Winter Haven, FL 33884
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  /35

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  3923 Baldwin Ln, Winter Haven, FL 33884

  WELCOME TO 3923 BALDWIN LANE, NEW ROOF 2023, NEW A/C 2025, FRESHLY PAINTED 2024. LOCATED IN THE HIGHLY SOUGHT-AFTER TRADITIONS GATED COMMUNITY IN WINTER HAVEN! THIS BEAUTIFULLY MAINTAINED HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND LOW-MAINTENANCE LIVING. FEATURING SPACIOUS LIVING AREAS, A WELL-APPOINTED KITCHEN, AND A SERENE SCREENED-IN LANAI, IT'S IDEAL FOR RELAXING OR ENTERTAINING.

  Brian Reeves LPT REALTY, LLC

  3923 Baldwin Ln, Winter Haven, FL 33884
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  /57

  $320,000

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

  3614 Plymouth Dr, Winter Haven, FL 33884

  Located in the premier active adult gated community of Traditions at Lake Ruby, this exceptional home sits on a premium lot with picturesque pond views. Featuring a desirable split-bedroom floor plan with 3 bedrooms and 2 baths, this property offers the perfect blend of luxury, functionality, and tranquil living. Upon arrival, you’re welcomed by a large covered entrance enhanced with a leaded

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3614 Plymouth Dr, Winter Haven, FL 33884
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  /30

  $244,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  Pearson (t20b) Plan at Annabelle Estates, Lake Wales, FL 33859

  Annabelle Estates presents the Pearson, available to build in Winter Haven, Florida. This spacious all block construction townhome features 3 bedrooms and 2.5 bathrooms. When entering you are greeted with a long foyer and powder room or the option to go right upstairs. This home was designed with an open concept living feel. Enjoy the spacious kitchen with bar seating, and dining and living space

  D.R. Horton Builder

  4019 Penelope Ave Unit 37141600, Lake Wales, FL 33859
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  /51

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  221 Golf Aire Blvd, Winter Haven, FL 33884

  Golfer’s Paradise in Gated Lake Bess Country Club!Nestled in a desireable golf course community, this beautifully crafted 3-bedroom, 2-bathroom home offers the perfect blend of comfort, elegance, and leisure. Designed with a split bedroom plan, it’s ideal for entertaining while offering privacy for guests.Step inside to discover vaulted ceilings in the spacious living room and exquisite

  Julie Seay COLDWELL BANKER REALTY

  221 Golf Aire Blvd, Winter Haven, FL 33884
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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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  /96

  $474,900

  • 3 Beds
  • 2 Baths
  • 2,057 Sq Ft

  1142 Sawgrass Dr, Winter Haven, FL 33884

  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 tasteful style, elegance, and Florida charm. With 3 spacious bedrooms and 2 full baths, this open-concept floor plan, with 10’ ceilings and 8’ doors, feels spacious, yet warm and comfortable. It is ideal for

  Brad Kirwan GLOBAL LIFESTYLE LLC

  1142 Sawgrass Dr, 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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  /10

  $351,990 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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  /15

  $303,990 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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  /8

  $331,990 New Construction

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

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

  Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. 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 37076787, Winter Haven, FL 33884
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  /9

  $314,795 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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  /9

  $264,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft

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

  Prepare dinner while catching up on the days events from this homes chef-inspired kitchen which overlooks a great room and dining area. Well appointed primary suite provides a restful retreat at the end of the day and has a spacious walk-in closet.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076780, Winter Haven, FL 33884

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