Winter Haven, FL Homes for Sale under $300,000

• 

  

  

  /26

  $249,900

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

  35 Enclave Dr, Winter Haven, FL 33884

  REDUCED PRICE!!! SPACIOUS 3 BEDROOM ENCLAVE UNIT IN CYPRESSWOOD!!! VILLA WITH OVER 2,000 PLUS SQ. FT. LIVING 3 BEDROOM 3 BATH PLAN! YOU WILL ENJOY A TRUE FLORIDA LIFESTYLE WITH THE AMENITIES AT CYPRESSWOOD GOLF & COUNTRY CLUB!! This maintenance-free villa is pristine, the largest villa floor plan in the Cypresswood Enclave with over 2,000 sq. ft. of living area designed with an open floor plan,

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  35 Enclave Dr, Winter Haven, FL 33884
• 

  

  

  /51

  $295,000

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

  912 Avenue T SE, Winter Haven, FL 33880

  Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close toLEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  912 Avenue T SE, Winter Haven, FL 33880
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  /66

  $250,900

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  905 14th St NE, Winter Haven, FL 33881

  Discover this charming 3-bedroom, 2-bath home, thoughtfully updated to blend modern comfort with timeless appeal. Step inside to fresh interior and exterior paint, complemented by new flooring throughout. The kitchen shines with stainless steel appliances, perfect for culinary adventures. The primary bath has been beautifully updated, offering a serene retreat. Conveniently located near public

  Ron Denney LAND SOUTH REALTY, LLC

  905 14th St NE, Winter Haven, FL 33881
• 

  

  

  /18

  $225,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  2805 Avenue M NW, Winter Haven, FL 33881

  Nestled in a quiet neighborhood, this charming block home exudes warmth and character at every turn. Step inside to discover a recently remodeled kitchen, featuring a stylish butcher block countertop that effortlessly combines functionality with rustic charm. Currently operating as a successful Airbnb average monthly $2,000 monthly, this residence presents an exceptional opportunity for

  Steven Koleno BEYCOME OF FLORIDA LLC

  2805 Avenue M NW, Winter Haven, FL 33881
• 

  

  

  /11

  $267,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  3723 Imperial Dr, Winter Haven, FL 33880

  Stop looking now!This well kept home is waiting just for you.A nice 3/2 with title and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake.Price reduced for quick sale.Schedule your appointment today to see it.

  Louis Vincent PROPERTY WAREHOUSES OF AMERICA

  3723 Imperial Dr, Winter Haven, FL 33880
• 

  

  /41

  $295,000

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

  680 Augusta Rd, Winter Haven, FL 33884

  NEW $25,000 PRICE REDUCTION. Come see this 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. Upgrades include remodeled kitchen and appliances, remodeled bathroom, remote blinds and plantation shutters, ceramic tile roof, Generac

  Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  680 Augusta Rd, Winter Haven, FL 33884
• 

  

  /29

  $299,000

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

  751 Avenue B SW, Winter Haven, FL 33880

  This home is waiting just for you! Don’t lose the opportunity to come and see this remodeled house. Walking distance to Lake Howard where you can enjoy your leisure time. House is located just a few minutes from Publix, Walmart, CVS, and Winter Haven Hospital.

  Emina Vasquez CENTURY 21 WOLF'S CROSSING REALTY

  751 Avenue B SW, Winter Haven, FL 33880
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  /24

  $250,000

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  1027 31st St NW, Winter Haven, FL 33881

  Welcome to a meticulously maintained 4-bedroom, 2-bathroom residence spanning 1416 sqft. Situated on a .32-acre lot in a serene neighborhood, this property offers a harmonious blend of comfort and convenience.Step into an environment that exudes a sense of home from the moment you enter, combining warmth with a straightforward and welcoming ambiance. The property features spacious room

  Jomar Gonzalez LA ROSA REALTY LLC

  1027 31st St NW, Winter Haven, FL 33881
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  /82

  $247,900

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

  2865 Attwater Loop, Winter Haven, FL 33884

  Traditions at Lake Ruby is a resort-style 55+community with a lovely clubhouse, lake access, gated, and loads of activitiesThis stunning , freshly painted inside-unit villa has everything that you have been waiting for! The St Lucia is a popular open floorplan featuring 2 bedrooms, 2 bathrooms and a den/office Highly upgraded wood plank porcelain tile floors can be found throughout the living

  Madri Spoelstra DREAM REALTY GROUP

  2865 Attwater Loop, Winter Haven, FL 33884
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  /15

  $250,000

  • Land
  • 0.79 Acre
  • $316,456 per Acre

  0 Dundee Rd Unit P4924283, Winter Haven, FL 33881

  Just Reduced! Stop by and check on this vacant lot in an area that is growing with new expanded roads. More than 3/4-acre zone C3 lot on Dundee Rd Hwy 542 with approx. 143 feet of road frontage. Ideally positioned in front of the 16th St intersection. The Department of Transportation finished up the Dundee Rd expansion improvements further to the East. This project has given this lot multiple

  Michael Brenner CENTURY 21 MYERS REALTY

  0 Dundee Rd Unit P4924283, Winter Haven, FL 33881
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  /2

  $225,000

  • Land
  • 0.29 Acre
  • $775,862 per Acre

  0 Spirit Lake Rd Unit MFRP4934429, Winter Haven, FL 33880

  **Prime Commercial Lot for Sale – Spirit Lake Road, Winter Haven, FL****Location, Location, Location!**This is a rare opportunity to own a prime commercial lot in one of Winter Haven's highest-traffic areas. Located directly on Spirit Lake Road, this vacant parcel is surrounded by thriving businesses, making it an ideal spot for your next commercial venture. With McDonald's as

  James Barris EXP REALTY LLC

  0 Spirit Lake Rd Unit MFRP4934429, Winter Haven, FL 33880
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  /2

  $238,000

  • Land
  • 0.79 Acre
  • $301,266 per Acre

  0 3rd St SW, Winter Haven, FL 33880

  Amazing commercial property ready for a business. Backs up to CSX railroad tracks. Property is in the Elouise CRA so tax incentives are available.

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  0 3rd St SW, Winter Haven, FL 33880
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  /2

  $259,500

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft

  705 Glad Rd, Winter Haven, FL 33880

  Gloria Moody

  705 Glad Rd, Winter Haven, FL 33880
• 

  

  /16

  $285,090 New Construction

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  1554 Jessica Blvd, Winter Haven, FL 33884

  This expansive two-story home boasts a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient

  

  Lennar

  Builder

  1554 Jessica Blvd, Winter Haven, FL 33884
• 

  

  /16

  $286,740 New Construction

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft

  2126 Chris Dr, Winter Haven, FL 33884

  This new single-story home maximizes space and emphasizes convenience. The open-concept layout integrates the family room, dining room and kitchen with a central island, facilitating effortless transitions between rooms for easy entertaining during gatherings. On the opposite side of the home are all three bedrooms, including the peaceful owner’s suite with an attached bathroom and walk-in closet.

  

  Lennar

  Builder

  2126 Chris Dr, Winter Haven, FL 33884
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  /16

  $291,543 New Construction

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft

  1507 Jessica Blvd, Winter Haven, FL 33884

  This new single-story home is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms to offer

  

  Lennar

  Builder

  1507 Jessica Blvd, Winter Haven, FL 33884
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  /7

  $263,750 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  223 Turtle Bay Ave, Winter Haven, FL 33881

  Brand-new, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a den and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet,

  

  Highland Homes

  Builder

  223 Turtle Bay Ave, Winter Haven, FL 33881
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  /8

  $294,250 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  6524 Domizio Dr, Winter Haven, FL 33884

  Schedule your appointment and learn more about this quick move-in opportunity with an immediate move-in date! This home includes: - Stainless steel appliances - Pendant lights - Tile in main living areas - Washer and dryer included - Blinds - Covered lanai - No rear neighbors

  

  Ryan Homes

  Builder

  6524 Domizio Dr, Winter Haven, FL 33884
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  /4

  $299,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  2747 San Marco Way, Winter Haven, FL 33884

  Meet The Vista — A Modern Single-Story Home from Our Heritage Series Welcome to The Vista, a sleek and contemporary single-story floor plan offering 1,680 square feet of comfortable living space. This home features 3 bedrooms, 2 bathrooms, and a spacious two-car garage. Step inside to find a full laundry room immediately to your right, followed by two generously sized bedrooms and a full

  

  Maronda Homes

  Builder

  2747 San Marco Way, Winter Haven, FL 33884
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  /29

  $265,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  4044 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. This BEAUTIFUL ALLEX II Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The ALLEX II is3/2/2- 1504 S/F & newly upgraded! This new model has an open floor plan with a spacious DINING room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4044 Giorgio Dr, 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 Harbor at Lake Henry - Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

  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) . .

  

  Highland Homes

  Builder

  612 Ituna Cir Unit 37319269, Winter Haven, FL 33881
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  /24

  $281,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft

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

  Welcome home to the Begonia by Highland Homes, featuring a split plan layout and an open living area with airy volume ceilings!The Begonia features:An open living area including a large gathering room, a sunny dining cafe, and an open kitchen with a counter-height island and pantry. An owner's suite with a walk-in wardrobe and a large en-suite bath with dual vanities, a linen

  

  Highland Homes

  Builder

  612 Ituna Cir Unit 37319249, Winter Haven, FL 33881
• 

  

  /25

  $279,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

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

  Adore life in the Amaryllis by Highland Homes, an affordable, open-layout home designed for modern living!The Amaryllis features:A flowing, open living area including a gathering room, dining room, and kitchen with a pantry and counter-height breakfast bar, all under an airy volume ceiling. An owner's suite with a walk-in wardrobe and private en-suite bath including seated

  

  Highland Homes

  Builder

  612 Ituna Cir Unit 37319227, Winter Haven, FL 33881
• 

  

  /16

  $275,900 New Construction

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

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

  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

  

  Highland Homes

  Builder

  612 Ituna Cir Unit 37319199, Winter Haven, FL 33881
• 

  

  /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) . .

  

  Highland Homes

  Builder

  521 Vittorio Dr Unit 37315786, Winter Haven, FL 33884
• 

  

  /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

  

  Highland Homes

  Builder

  521 Vittorio Dr Unit 37315717, Winter Haven, FL 33884
• 

  

  /5

  $263,750 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  227 Turtle Bay Ave, Winter Haven, FL 33881

  Brand-new, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, den, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet,

  

  Highland Homes

  Builder

  227 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /6

  $244,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  226 Turtle Bay Ave, Winter Haven, FL 33881

  Move-in ready, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a den, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

  

  Highland Homes

  Builder

  226 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /7

  $263,750 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  231 Turtle Bay Ave, Winter Haven, FL 33881

  Brand-new, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a den and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet,

  

  Highland Homes

  Builder

  231 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /5

  $271,750 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  207 Turtle Bay Ave, Winter Haven, FL 33881

  3-bedroom, open layout, end-unit townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet,

  

  Highland Homes

  Builder

  207 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /7

  $244,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  210 Turtle Bay Ave, Winter Haven, FL 33881

  Move-in ready, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower,

  

  Highland Homes

  Builder

  210 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /6

  $269,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  235 Turtle Bay Ave, Winter Haven, FL 33881

  3-bedroom, open layout, end-unit townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet,

  

  Highland Homes

  Builder

  235 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /7

  $244,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  218 Turtle Bay Ave, Winter Haven, FL 33881

  Move-in ready, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a den, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

  

  Highland Homes

  Builder

  218 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /5

  $244,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  222 Turtle Bay Ave, Winter Haven, FL 33881

  Move-in ready, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower,

  

  Highland Homes

  Builder

  222 Turtle Bay Ave, Winter Haven, FL 33881
• 

  

  /5

  $244,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  214 Turtle Bay Ave, Winter Haven, FL 33881

  Move-in ready, 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower,

  

  Highland Homes

  Builder

  214 Turtle Bay Ave, Winter Haven, FL 33881
• 

  $275,900 New Construction

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

  5113 Sylas Jax Ave, Winter Haven, FL 33884

  Move-in ready 3-bedroom home for sale in Winter Haven, Florida! The Aurora features an inviting and open living area under an airy volume ceiling. Relax in your owner's suite with a private en-suite bath and dual closets. Plus, enjoy outdoor living on your covered lanai!This home includes features and finishes hand-selected by our professional designers to provide you with

  

  Highland Homes

  Builder

  5113 Sylas Jax Ave, Winter Haven, FL 33884
• 

  

  /8

  $275,900 New Construction

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

  4478 Rapallo Ave, Winter Haven, FL 33884

  Move-in ready 3-bedroom home for sale in Winter Haven, Florida! The Aurora features an inviting and open living area under an airy volume ceiling. Relax in your owner's suite with a private en-suite bath and dual closets. Plus, enjoy outdoor living on your covered lanai!This home includes features and finishes hand-selected by our professional designers to provide you with

  

  Highland Homes

  Builder

  4478 Rapallo Ave, Winter Haven, FL 33884
• 

  

  /11

  $263,790 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  1511 Jessica Blvd, Winter Haven, FL 33884

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  

  Lennar

  Builder

  1511 Jessica Blvd, Winter Haven, FL 33884
• 

  

  /7

  $272,380 New Construction

  • 3 Beds
  • 2 Baths
  • 1,501 Sq Ft

  6509 Domizio Dr, Winter Haven, FL 33884

  Contact us today to schedule your appointment and learn more about this quick move-in opportunity! This home includes: - Pendant lights - Tile flooring in main living areas - Covered lanai - Corner homesite - Can still choose interior design features

  

  Ryan Homes

  Builder

  6509 Domizio Dr, Winter Haven, FL 33884
• 

  

  /30

  $257,990 New Construction

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

  4607 Linda Dr, Lake Wales, FL 33859

  The property is located at 4607 Linda Drive LAKE WALES FL 33859 priced at 257990, the square foot and stories are 1464, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  

  D.R. Horton

  Builder

  4607 Linda Dr, Lake Wales, FL 33859

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