Winter Haven, FL Homes for Sale under $400,000

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  /17

  $325,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  1122 Brimstone Cir, Winter Haven, FL 33884

  Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven!This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless

  Carolina Cruz Acedo EXP REALTY LLC

  1122 Brimstone Cir, Winter Haven, FL 33884
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  /37

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  720 Santa Maria Dr, Winter Haven, FL 33884

  IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment

  Erin Floyd COLDWELL BANKER REALTY

  720 Santa Maria Dr, Winter Haven, FL 33884
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  /4

  $338,967 New Construction

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

  2315 Brassie Ct, Winter Haven, FL 33884

  Under Construction. UNDER CONTRUCTION . 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

  2315 Brassie Ct, Winter Haven, FL 33884
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  /32

  $342,500

  • 3 Beds
  • 2 Baths
  • 2,466 Sq Ft

  132 Alachua Dr, Winter Haven, FL 33884

  Welcome to a home unlike any other in Winter Haven! Just minutes from LEGOLAND and local shopping, this stunning 3-bedroom, 2-bath home offers a unique, spacious floor plan perfect for entertaining, relaxing, and everyday living — all with NO HOA restrictions! Step inside to soaring high ceilings, large open rooms, and a flexible layout designed for fun and comfort. The bonus room features new

  Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

  132 Alachua Dr, Winter Haven, FL 33884
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  /20

  $350,000

  • 4 Beds
  • 3 Baths
  • 1,743 Sq Ft

  904 15th St NE, Winter Haven, FL 33881

  WELCOME TO YOUR NEXT GEN TURN KEY HOME. This MULTI FAMILY USE home sits in the beautiful town of Winter Haven. Just a few minutes from Lake Elbert, restaurants, stores, Downtown Winter Haven & 4 minutes from Polk College. This home will draw you in from the moment you enter it with its beautiful open space and high ceiling. It's modern kitchen with marble countertop and new appliances will

  Liz Polo LPT REALTY, LLC

  904 15th St NE, Winter Haven, FL 33881
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  /36

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft

  919 Avenue S SE, Winter Haven, FL 33880

  Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout.Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office,

  Emily Ward EXP REALTY LLC

  919 Avenue S SE, Winter Haven, FL 33880
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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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  /2

  $340,704 New Construction

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

  955 Lunar Ln, Winter Haven, FL 33884

  Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area,

  Keith Greene VANTAGE PROPERTY MANAGEMENT LLC

  955 Lunar Ln, Winter Haven, FL 33884
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  /23

  $301,900 New Construction

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

  Parsyn Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

  Welcome home to the Parsyn by Highland Homes, thoughtfully designed with an open living area, private owner's suite, and desirable outdoor living space! The Parsyn 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 large walk-in wardrobe and a large

  Highland Homes Builder

  612 Ituna Cir Unit 37319263, Winter Haven, FL 33881
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  /24

  $310,000

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft

  2169 Rose Blvd, Winter Haven, FL 33881

  Spacious 4-Bedroom Home with Fenced Yard & Downstairs Primary SuiteThis beautifully updated 4-bedroom, 2.5-bath home is move-in ready and full of space and charm. Step inside to find bright, open living areas perfect for everyday living and entertaining. The kitchen features an eat-in area and overlooks a spacious living room, with sliding doors that open to a patio — great for cookouts or

  Henry Linder XPERT REALTY GROUP

  2169 Rose Blvd, Winter Haven, FL 33881
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  /36

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  353 Mandolin Ln, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bath home with a den is located in the highly desirable gated community of Mandolin. From the moment you arrive, the charming front porch welcomes you—a perfect spot to sit and relax. Inside, the split bedroom floor plan ensures privacy for the entire family, while the spacious great room, filled with natural light, features a striking reclaimed wood accent wall that

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  353 Mandolin Ln, Winter Haven, FL 33884
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  /19

  $319,990 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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  /39

  $385,000

  • 4 Beds
  • 3.5 Baths
  • 2,194 Sq Ft

  1317 Avenue A SE, Winter Haven, FL 33880

  $10K PRICE REDUCTION!! A truly one-of-a-kind! This 4-bedroom, 3.5-bath home (including an en suite) is overflowing with charm, character, and endless potential! Step into your private outdoor oasis featuring an inviting inground pool and a spacious screened-in porch—perfect for relaxing, entertaining, or enjoying your morning coffee in comfort. Inside, the home offers a warm and versatile layout

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  1317 Avenue A SE, Winter Haven, FL 33880
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  $367,215 New Construction

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft

  2816 San Marco Way, Winter Haven, FL 33884

  Brand-new 2-story home for sale in Winter Haven, FL, with 4 bedrooms plus a loft! Downstairs, enjoy a sunny, open living area with luxury vinyl plank flooring, opening to a spacious covered lanai that spans the back of the home, extending your living space outdoors! Upstairs, you'll find a large flexible-use loft, spacious bedrooms, two shared baths, and your spacious owner's suite complete with

  Highland Homes Builder

  2816 San Marco Way, Winter Haven, FL 33884
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  /4

  $399,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,507 Sq Ft

  Maui Plan at Willowbrook North, Winter Haven, FL 33881

  MAUI: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Maui plan is available in Coastal, Farmhouse or Traditional exterior designs.

  DRB Homes Builder

  0 Fl-544 St Unit 36849122, Winter Haven, FL 33881
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  /35

  $313,740 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  2799 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2799 Adeline Ave WINTER HAVEN FL 33881 priced at 313740, the square foot and stories are 1328, 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

  2799 Adeline Ave, Winter Haven, FL 33881
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  /45

  $305,000

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

  4094 Great Egret Dr, Winter Haven, FL 33881

  Back on the market! This beautiful property is once again available for its new owner.A new opportunity to acquire this spectacular home. this beautiful and well-maintained 4-bedroom, 2-bathroom single-family home located in a quiet area of Winter Haven, Florida. The property offers an open layout that seamlessly connects the living and dining rooms, creating a perfect setting for family

  Gil Medina REALTY ONE GROUP MAGIC CITY

  4094 Great Egret Dr, Winter Haven, FL 33881
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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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  /2

  $335,740 New Construction

  • 5 Beds
  • 2 Baths
  • 1,708 Sq Ft

  2783 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2783 Adeline Ave WINTER HAVEN FL 33881 priced at 335740, the square foot and stories are 1708, 1.The number of bath is 2, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  2783 Adeline Ave, Winter Haven, FL 33881
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  /43

  $399,999

  • 3 Beds
  • 3 Baths
  • 2,149 Sq Ft

  35 S Lake Fox Rd, Winter Haven, FL 33884

  Lakefront living on nearly 2 acres! This 3 bedroom, 3 bath home sits on 1.74 acres along the private shores of Lake Fox. Offering over 2,100 sq ft of living space, the property features spacious common areas, vaulted ceilings, and large windows with serene lake views. The split floor plan includes a generous primary suite, two additional bedrooms, and multiple living and dining spaces. The

  Michele Rueff EXP REALTY LLC

  35 S Lake Fox Rd, Winter Haven, FL 33884
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  /26

  $330,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  2519 Avenue East SW, Winter Haven, FL 33880

  NO HOA or CDD — Brand-New Construction in Winter Haven! Welcome to this beautifully built 2025 single-family home offering 3 bedrooms, 2 bathrooms, and a 2-car garage with 1,675 sq ft of thoughtfully designed living space. This spacious residence features an open-concept floor plan with high ceilings and large windows that fill the home with natural light, creating a warm and inviting atmosphere

  Fanta Traore SIVEN PREMIER REAL ESTATE

  2519 Avenue East SW, Winter Haven, FL 33880
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  /22

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft

  1019 Robin Ln, Winter Haven, FL 33884

  Charming residence in Winter Haven featuring 3 bedrooms and 2 bathrooms. This home has a spacious living area with abundant natural light, a modern kitchen with ample storage, and a serene backyard appropriate for relaxation. Located in a peaceful neighborhood with convenient access to local amenities, this property provides a welcoming atmosphere and comfortable living. Don't miss this

  Steven Koleno BEYCOME OF FLORIDA LLC

  1019 Robin Ln, Winter Haven, FL 33884
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  /34

  $329,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,077 Sq Ft

  4422 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4422 Blackwell Avenue LAKE WALES FL 33859 priced at 329990, the square foot and stories are 2077, 1.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

  4422 Blackwell Ave, Lake Wales, FL 33859
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  /4

  $338,967 New Construction

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

  2323 Brassie Ct, Winter Haven, FL 33884

  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 large loft area. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional

  Claudia Gutierrez ADAMS HOMES REALTY

  2323 Brassie Ct, Winter Haven, FL 33884
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  /14

  $365,900 New Construction

  • 4 - 5 Beds
  • 3.5 Baths
  • 2,819 Sq Ft

  Westbrooke II Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

  Welcome home to the Westbrooke II by Highland Homes, a spacious two-story Florida home featuring an open living area on the first story and a flexible second-story layout! Downstairs, you will find a fully open living area including: A spacious gathering room. An open kitchen with a counter-height island, a large walk-in pantry, and a sunny dining cafe. A convenient powder room. The option to add

  Highland Homes Builder

  612 Ituna Cir Unit 37319444, Winter Haven, FL 33881
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  /5

  $302,900 New Construction

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

  4463 Rapallo Ave, Winter Haven, FL 33884

  Move-in ready 3-bedroom home for sale in Winter Haven, FL! Say hello to life in the Sophia, featuring an open living area with luxury vinyl plank flooring, under an airy volume ceiling! Unwind in your spacious owner's suite complete with a private en-suite bath including a decorative tiled shower, dual vanities, a convenient linen closet, and two walk-in wardrobes. Plus, enjoy outdoor living on

  Highland Homes Builder

  4463 Rapallo Ave, Winter Haven, FL 33884
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  /26

  $339,990

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

  3030 Laurel Oak Ln, Winter Haven, FL 33884

  Welcome to your dream home in the heart of Villamar, where modern living meets serene surroundings. This stunning four-bedroom, two-bathroom residence is perfectly situated on a desirable corner lot, offering privacy and tranquility with no backyard neighbors, as it backs up to a lush conservation area and a picturesque pond. Step inside to discover a bright and airy open-concept design,

  David Small KELLER WILLIAMS REALTY SMART 1

  3030 Laurel Oak Ln, Winter Haven, FL 33884
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  /45

  $377,500

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft

  312 Towhee Rd, Winter Haven, FL 33881

  Move-In Ready 4 Bedroom / 2 Bath Home on Nearly Half an Acre! Step into this beautifully updated 4-bedroom, 2-bath home featuring an open, split-bedroom floor plan perfect for comfortable living and entertaining. Built in 2005 and thoughtfully improved throughout, this home offers peace of mind with major updates already completed. Key Features & Updates: • New Roof (2025) • New AC (2025) • Water

  Judy Morgan FREEDOM REALTY

  312 Towhee Rd, Winter Haven, FL 33881
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  /36

  $340,000

  • 4 Beds
  • 2 Baths
  • 1,823 Sq Ft

  162 Andreas St, Winter Haven, FL 33881

  Back on the market! 1 year paid HOA!! Beautiful like new, energy efficient home for sale in the beautiful Winter Haven, FL. 42 Inch Upper Cabinets with Crown Molding, 15x15 Ceramic Tile Flooring, Extended Flooring throughout common and wet areas, Granite Countertops Kitchen and Bathrooms, fenced backyard, and Whirpool Stainless Steel Kitchen Appliances Included. Lucerne Park Reserve is located in

  Jessica Salvant Worthy Realty LLC

  162 Andreas St, Winter Haven, FL 33881
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  /20

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft

  341 Alexzander Way, Winter Haven, FL 33881

  With a full asking price offer of $335,000 the seller is offering $8,000 towards buyers closing costs, will also pay off the solar panels and water softener at closing! That means you’ll enjoy huge long-term savings on your electric bills. This beautifully maintained D.R. Horton Cali floor plan, built in 2021, offers the perfect combination of modern upgrades, energy efficiency, and prime

  Dori Estrada LPT REALTY, LLC

  341 Alexzander Way, Winter Haven, FL 33881
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  /24

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  4612 Reynosa Dr SW, Winter Haven, FL 33880

  Welcome home! Don’t miss the opportunity to own this one-of-a-kind, 3-bedroom, 2-bathroom, 2-car garage custom home. Upon arriving at the property, you are greeted by an oversized lot and mature trees in a quiet, well-established neighborhood. Inside, the home offers an open and split floor plan, cathedral ceilings, and an indoor/outdoor pool that flows from the back patio into the living room,

  Trent Shackelford CENTURY 21 MCBRIDE REALTY GROUP

  4612 Reynosa Dr SW, Winter Haven, FL 33880
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  /3

  $363,990 New Construction

  • 4 - 5 Beds
  • 3 Baths
  • 2,531 Sq Ft

  Winston Plan at Annabelle Estates, Winter Haven, FL 33859

  The Winston floorplan offers a spacious two-story layout with four bedrooms and three full bathrooms. This well-designed home includes a two-car garage and features a functional flex room on the main level, ideal for a home office or extra living space. The first floor includes a cozy great room adjacent to the cafe and covered patio, creating an inviting space for relaxation and entertaining.

  Dream Finders Homes Builder

  5043 Abigail Dr Unit 36493016, Winter Haven, FL 33859
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  /25

  $329,999 New Construction

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  6036 Navona Way, Winter Haven, FL 33884

  The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

  Casa Fresca Homes Builder

  6036 Navona Way, Winter Haven, FL 33884
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  /51

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,817 Sq Ft

  3987 Bedford Ave, Winter Haven, FL 33884

  Welcome to the premier 55+ maintenance-free gated community of Traditions, where this beautifully designed 2-bedroom, 2-bath home with a den offers both comfort and sophistication. Built as an eco-smart residence, this home combines modern efficiency with timeless style. Step into the spacious great room, highlighted by a stacked-stone feature wall, crown molding, and ceramic tile flooring,

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3987 Bedford Ave, Winter Haven, FL 33884
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  /4

  $325,046 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  2311 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

  2311 Brassie Ct, Winter Haven, FL 33884
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  /28

  $319,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  329 Meredith Blvd, Winter Haven, FL 33881

  Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Welcome to the Flagler floor plan, where timeless charm meets modern luxury. The home’s traditional elevation with a welcoming front porch sets the tone for elegance and comfort. Inside, a versatile flex space off the entry offers the perfect spot for a home office or cozy reading nook. The heart of the home

  DRB Homes Builder

  329 Meredith Blvd, Winter Haven, FL 33881
• 

  $315,740 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  2787 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2787 Adeline Ave WINTER HAVEN FL 33881 priced at 315740, the square foot and stories are 1328, 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

  2787 Adeline Ave, Winter Haven, FL 33881
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  /53

  $388,900

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft

  3686 Plymouth Dr, Winter Haven, FL 33884

  This spacious 4-bedroom, 3-bath home is located in the desirable 55+ gated community of Traditions at Ruby Lake. Upon entering, you’re greeted by a charming screened-in front porch. The open-concept floor plan features both a formal living room and a great room, with low-maintenance solid surface flooring throughout the main living areas. The great room showcases oversized glass sliding doors

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3686 Plymouth Dr, Winter Haven, FL 33884
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  /52

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  620 Jaxson Blvd, Winter Haven, FL 33880

  Short Sale. SHORT SALE This well-maintained residence offers a functional split floor plan, ideal for both everyday living and entertaining. The open-concept kitchen and living area provide a bright, welcoming atmosphere. Step outside to a large, fully fenced backyard—perfect for family gatherings, pets, or future outdoor projects. Located within a secure gated community, you'll enjoy peace of

  Marissa Hipp COLDWELL BANKER REALTY

  620 Jaxson Blvd, Winter Haven, FL 33880
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  /35

  $329,999

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  1211 Lake Loop, Winter Haven, FL 33880

  Welcome to this beautifully maintained 3-bed, 2-bath home on a spacious fenced corner lot. Pride of ownership shows throughout with a split floor plan, tile flooring in the main areas, and a bright dining space overlooking the landscaped front yard. The primary suite features a walk-in closet, upgraded tile, jacuzzi tub, and separate shower. French doors lead from the living room to a private

  Vanessa Armas LPT REALTY, LLC

  1211 Lake Loop, Winter Haven, FL 33880

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