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

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  /15

  $305,000

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

  621 Vittorio Dr, Winter Haven, FL 33884

  Beautiful, spacious, and cozy house, practically new, with an open feel that gives it a pleasant and welcoming feeling of family togetherness. All appliances included. Beautiful laminate flooring throughout the house's social areas. The house has a screen in the front and back. Solar panels. Pleasant and spacious backyard. The community has a pool, playground, dog park, and walkways.Location:

  Jesus Nessy MY REALTY GROUP, LLC.

  621 Vittorio Dr, Winter Haven, FL 33884
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  /52

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  2800 Sunset Dr NW, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is located in Idylwild Heights a charming residential subdivision nestled in Winter Haven, Florida. Winter Haven is a picturesque city celebrated for its chain of lakes and friendly community atmosphere. Known for its welcoming ambiance and established neighborhood feel, Idylwild Heights offers residents an appealing

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  2800 Sunset Dr NW, Winter Haven, FL 33881
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  /34

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  439 Lake Daisy Dr, Winter Haven, FL 33884

  ***AMAZING PRICE ADJUSTMENT***NO HOA or CDD***HOME WARRANTY*** Welcome to this stunning 3-bedroom, 2-bathroom home in the desirable community of Winter Haven! This modern, energy-efficient property was built in 2021 and offers a perfect blend of comfort, style, and functionality. As you step inside, you'll immediately notice the open-concept design with soaring cathedral ceilings that create a

  Estelle Tobin-laurin WATSON REALTY CORP

  439 Lake Daisy Dr, Winter Haven, FL 33884
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  /42

  $359,999

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft

  6006 Country Walk Ln, Winter Haven, FL 33880

  Motivated seller alert! USDA financing eligible for qualified buyers! Welcome to 6006 Country Walk Lane in Winter Haven, where space, privacy, and value come together. This beautifully maintained 4-bedroom, 2-bath home offers 1,809 square feet of comfortable living on an expansive 0.36-acre fully fenced lot in the established Country Walk community with low HOA dues of just $29 a month. Major

  Anna Impiduglia RE/MAX HERITAGE PROFESSIONALS

  6006 Country Walk Ln, Winter Haven, FL 33880
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  /18

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  1919 19th St NW, Winter Haven, FL 33881

  It's a renovated 4-bedroom block home beauty in upscale neighborhood. No HOA. Park your trailers or vehicles in back yard or side yard with gate. Boat ramp in neighborhood. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are

  Kimberly Saddler LA ROSA REALTY PRESTIGE

  1919 19th St NW, Winter Haven, FL 33881
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  /49

  $379,000

  • 3 Beds
  • 2 Baths
  • 2,218 Sq Ft

  104 Woden Way, Winter Haven, FL 33884

  Valhalla - A GATED subdivision with pool, club house and more! 3-bedroom, 2-bath villa home with a connecting property but considered a single family home. This special villa has a functional layout with updated features throughout. A screened entry with leaded glass doors opens to vaulted ceilings and custom architectural touches. The open concept kitchen includes granite countertops, custom

  Karen Myers CENTURY 21 MYERS REALTY

  104 Woden Way, Winter Haven, FL 33884
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  /85

  $360,000

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  1124 Sawgrass Dr, Winter Haven, FL 33884

  Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible

  Brad Kirwan GLOBAL LIFESTYLE LLC

  1124 Sawgrass Dr, Winter Haven, FL 33884
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  /37

  $394,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  4099 Island Lakes Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $45,000 PRICE IMPROVEMENT! Lakefront living on the Chain of Lakes just became an incredible opportunity. Welcome to 4099 Island Lakes Dr — a well-maintained 3 bedroom, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes. Major updates already handled with a brand new roof installed

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  4099 Island Lakes Dr, Winter Haven, FL 33881
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  /38

  $325,000

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  126 Bermuda Ct, Winter Haven, FL 33880

  The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

  Renee Butler BROKERS REALTY OF CENTRAL FLOR

  126 Bermuda Ct, Winter Haven, FL 33880
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  /10

  $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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  /29

  $305,000

  • 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. Experience refined living at 142 Morning Glory Circle, an elegant residence nestled within the prestigious gated community of Winterset. From its freshly painted stucco exterior to its manicured landscaping and stately palms, this home offers an immediate sense of sophistication and care. Step through the covered front porch and brick-accented

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  142 Morning Glory Cir, Winter Haven, FL 33884
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  /86

  $360,000

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

  821 Sun Burst Rd, Winter Haven, FL 33880

  Minutes from Legoland and Peppa Pig Theme Park, this 5-bedroom, 3-bath home offers comfort and functionality in a quiet cul-de-sac. The open-concept layout features a spacious kitchen, main-floor den, and a first-floor guest suite with full bath. Upstairs includes a versatile loft and a primary suite with walk-in closet and dual vanity. Additional highlights include second-floor laundry, tile in

  Gigi Sevilla NEWBERRY REALTY & DEV GRP INC.

  821 Sun Burst Rd, Winter Haven, FL 33880
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  /40

  $310,000

  • 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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  /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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  /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

  $390,000

  • 5 Beds
  • 3 Baths
  • 2,284 Sq Ft

  2062 Canton Park Dr, Winter Haven, FL 33881

  Beautiful two-story single-family home built in 2023. Featuring a modern and functional design, this home offers 5 bedrooms and 3 full bathrooms, spread across 2,284 square feet of living space. The ground floor includes a spacious living room, a kitchen equipped with modern appliances (refrigerator, washer, dryer, dishwasher, and more), and a bedroom with a full bathroom, ideal for guests or as

  Brigida Lopez LA ROSA REALTY ORLANDO LLC

  2062 Canton Park Dr, Winter Haven, FL 33881
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  /2

  $324,532

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

  959 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

  959 Lunar Ln, Winter Haven, FL 33884
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  /5

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft

  1040 Cambridge Dr, Winter Haven, FL 33881

  Tiffany Myrilyn Gutherie Kratos Realty Group INC

  1040 Cambridge Dr, Winter Haven, FL 33881
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  /17

  $314,999 New Construction

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  5135 Kinsley Dr, Lake Wales, FL 33859

  Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42 white cabinets, a walk-in pantry and a center island; an elegant dining room; a spacious great room; a lavish primary suite showcasing a generous walk-in closet and a private bath; a laundry and a covered patio. This could be your dream home!

  Richmond American Homes Builder

  5135 Kinsley Dr, Lake Wales, FL 33859
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  /19

  $339,999 New Construction

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

  5163 Kinsley Dr, Winter Haven, FL 33859

  This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

  Richmond American Homes Builder

  5163 Kinsley Dr, Winter Haven, FL 33859
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  /20

  $339,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  5171 Kinsley Dr, Lake Wales, FL 33859

  An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks, the lavish primary suite offers

  Richmond American Homes Builder

  5171 Kinsley Dr, Lake Wales, FL 33859
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  /20

  $329,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  5323 Mickey Ave, Lake Wales, FL 33859

  Discover this must-see Tarragon home. Included features: an inviting covered entry; an expansive great room; a quiet study; a well-appointed kitchen offering quartz countertops, stainless-steel appliances, 42 cabinets, a walk-in pantry, a center island and an adjacent dining area; a convenient laundry; an impressive primary suite showcasing a spacious walk-in closet and a private bath; a mudroom

  Richmond American Homes Builder

  5323 Mickey Ave, Lake Wales, FL 33859
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  /17

  $314,999 New Construction

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  5147 Kinsley Dr, Lake Wales, FL 33859

  Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and

  Richmond American Homes Builder

  5147 Kinsley Dr, Lake Wales, FL 33859
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  /21

  $344,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,670 Sq Ft

  5331 Mickey Ave, Lake Wales, FL 33859

  Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42 cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This

  Richmond American Homes Builder

  5331 Mickey Ave, Lake Wales, FL 33859
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  /9

  $336,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,802 Sq Ft

  3322 Twilight Rd, Winter Haven, FL 33881

  You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

  Starlight Homes Builder

  3322 Twilight Rd, Winter Haven, FL 33881
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  /9

  $336,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,802 Sq Ft

  3215 Nightfall Rd, Winter Haven, FL 33881

  You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

  Starlight Homes Builder

  3215 Nightfall Rd, Winter Haven, FL 33881
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  /9

  $336,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,802 Sq Ft

  3302 Twilight Rd, Winter Haven, FL 33881

  You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

  Starlight Homes Builder

  3302 Twilight Rd, Winter Haven, FL 33881
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  /14

  $333,690 New Construction

  • 4 Beds
  • 2 Baths
  • 1,909 Sq Ft

  3203 Nightfall Rd, Winter Haven, FL 33881

  As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

  Starlight Homes Builder

  3203 Nightfall Rd, Winter Haven, FL 33881
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  /9

  $336,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,802 Sq Ft

  3332 Twilight Rd, Winter Haven, FL 33881

  You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

  Starlight Homes Builder

  3332 Twilight Rd, Winter Haven, FL 33881
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  $346,555 New Construction

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  3151 Laurel Oak Ln, Winter Haven, FL 33884

  Brand-new, open-layout, 4-bedroom home for sale in Winter Haven, Florida! A homeowner favorite, the Shelby features a welcoming, open living area, a covered lanai, and a luxurious owner's suite complete with an elegant tray ceiling, a walk-in wardrobe, and an en-suite bath including a decorative tiled shower with glass enclosure, dual vanities, a linen closet, and a closeted toilet. This home

  Highland Homes Builder

  3151 Laurel Oak Ln, Winter Haven, FL 33884
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  /12

  $372,490 New Construction

  • 5 Beds
  • 3 Baths
  • 2,471 Sq Ft

  5453 San Pietro Dr, Winter Haven, FL 33884

  Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

  Casa Fresca Homes Builder

  5453 San Pietro Dr, Winter Haven, FL 33884
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  /7

  $326,900 New Construction

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

  3147 Laurel Oak Ln, Winter Haven, FL 33884

  Move-in ready home for sale in Winter Haven, FL, with 3 bedrooms and a den! Designed for your lifestyle, the Serendipity features an open living area with luxury vinyl plank flooring under volume ceilings. Relax in your luxurious owner's suite with an elegant tray ceiling, and a spacious en-suite bath with dual vanities, a decorative tiled shower with glass enclosure, and two walk-in wardrobes.

  Highland Homes Builder

  3147 Laurel Oak Ln, Winter Haven, FL 33884
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  /9

  $308,170 New Construction

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

  5121 Sylas Jax Ave, Winter Haven, FL 33884

  Brand-new, open layout, 2-story home for sale in Winter Haven, Florida, with 3 bedrooms plus a loft! Downstairs, you'll enjoy a desirable open living area with luxury vinyl plank flooring. Upstairs, you'll find privacy in your owner's suite complete with an en-suite bath with dual vanities, a decorative tiled shower with glass enclosure, a closeted toilet, and a walk-in wardrobe. Two spacious

  Highland Homes Builder

  5121 Sylas Jax Ave, Winter Haven, FL 33884
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  $335,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  3318 Twilight Rd, Winter Haven, FL 33881

  Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

  Starlight Homes Builder

  3318 Twilight Rd, Winter Haven, FL 33881
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  /14

  $342,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,909 Sq Ft

  3442 Evening Star Dr, Winter Haven, FL 33881

  As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

  Starlight Homes Builder

  3442 Evening Star Dr, Winter Haven, FL 33881
• 

  $334,999 New Construction

  • 4 Beds
  • 2 Baths
  • 2,226 Sq Ft

  5444 San Pietro Dr, Winter Haven, FL 33884

  Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the

  Casa Fresca Homes Builder

  5444 San Pietro Dr, Winter Haven, FL 33884
• 

  

  /17

  $320,690 New Construction

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  2527 Sage Valley Way, Winter Haven, FL 33884

  The property is located at 2527 Sage Valley Way WINTER HAVEN FL 33884 priced at 320690, the square foot and stories are 1672, 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

  2527 Sage Valley Way, Winter Haven, FL 33884
• 

  

  /17

  $303,390 New Construction

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  3740 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 3740 Giorgio Drive WINTER HAVEN FL 33884 priced at 303390, the square foot and stories are 1672, 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

  3740 Giorgio Dr, Winter Haven, FL 33884
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  /29

  $335,999 New Construction

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

  2531 Sage Valley Way, Winter Haven, FL 33884

  The property is located at 2531 Sage Valley Way WINTER HAVEN FL 33884 priced at 335999, 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

  2531 Sage Valley Way, Winter Haven, FL 33884

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