Winter Haven, FL Homes

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  $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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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • House for Rent

  1500 Ave E NE, Winter Haven, FL 33881

  Property Id: 2116536Welcome home to this beautifully renovated 3-bedroom, 2-bathroom house featuring a versatile bonus room perfect for an office, playroom, or guest space. Situated on a corner lot in a quiet neighborhood, this home offers both privacy and convenience.Enjoy a fully fenced yard, ideal for outdoor entertaining, pets, or simply relaxing in your own space. Inside, you'll

  1500 Ave E NE, Winter Haven, FL 33881
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  $364,000 Sold Feb 18, 2025

  422 22nd St SW, Winter Haven, FL 33880

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1961

  Last Sold Summary

  • 27% Below List Price
  • $410/SF
  • 216 Days On Market

  Current Estimated Value $297,373

  Last Listing Agent Jack Keller JACK KELLER INC

  422 22nd St SW, Winter Haven, FL 33880
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  /26

  Est $290,296 Not Listed For Sale

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

  237 Haines Blvd, Winter Haven, FL 33881

  237 Haines Blvd, Winter Haven, FL 33881
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  /31

  $309,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  Atlantic Plan at Willowbrook North, Winter Haven, FL 33881

  ATLANTIC: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atlantic plan is available in Coastal, Farmhouse or Traditional exterior designs. The front entry and the private garage entry open to the foyer with an optional drop zone. A well-appointed island kitchen is centered between the cafe and the family room with access to the lanai. The primary suite

  DRB Homes Builder

  0 Fl-544 St Unit 36849119, Winter Haven, FL 33881
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • House for Rent

  269 Saint Georges Cir, Eagle Lake, FL 33839

  3BR/2BA HOME AVAILABLE IN NORMANY HEIGHTS, WINTER HAVEN This beautifully updated 3-bedroom, 2-bath home in the sought-after Normandy Heights community offers comfort and convenience. Enjoy an open living area, modern kitchen, and spacious primary suite. Luxury vinyl plank flooring is installed throughout the house. Relax year-round in the screened-in lanai which looks over a large backyard. A

  Raj Sukhram CHARLES RUTENBERG REALTY ORLANDO

  269 Saint Georges Cir, Eagle Lake, FL 33839
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  $310,000 Sold May 14, 2025

  1802 Emily Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $141/SF
  • 137 Days On Market

  Current Estimated Value $305,527

  Last Listing Agent Johany Utrera AVID REALTY LLC

  1802 Emily Dr, Winter Haven, FL 33884
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  /16

  Est $287,680 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  4174 Roberta Dr, Winter Haven, FL 33881

  4174 Roberta Dr, Winter Haven, FL 33881
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  $309,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft

  FREEPORT II Plan at Willowbrook South, Winter Haven, FL 33881

  The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with

  D.R. Horton Builder

  2815 Adeline Ave Unit 38507574, Winter Haven, FL 33881
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  /16

  $1,899 per month

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  523 Terranova Cir, Winter Haven, FL 33884

  SPECIAL :ONE MONTH (1) rent concession with upon execution of THIRTEEN-MONTH (13) lease OR a TWO MONTH (2) rent concession upon execution of a minimum SIXTEEN-MONTH (16) lease. THIS WILL BE APPLIED ON THE 3RD AND 4TH MONTHUPON lease execution, fee(s) up to TWO HUNDRED AND FIFTY DOLLARS ($250), will be credited to the tenant in the form of rent.Discover this delightful 4-bedroom,

  523 Terranova Cir, Winter Haven, FL 33884
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  /2

  $332,990 Sold Apr 23, 2025

  3432 Costello Cir, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2024

  Last Sold Summary

  • $136/SF
  • 62 Days On Market

  Current Estimated Value $334,137

  Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3432 Costello Cir, Winter Haven, FL 33884
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  Est $224,000 Not Listed For Sale

  2404 Lucerne Park Rd, Winter Haven, FL 33881

  2404 Lucerne Park Rd, Winter Haven, FL 33881
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  $334,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  Atwood Plan at Willowbrook North, Winter Haven, FL 33881

  ATWOOD: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atwood plan is available in Coastal, Farmhouse or Traditional exterior designs. Adjacent the gracious foyer you'll find 2 secondary bedrooms and a full bathroom. The well-appointed, island kitchen overlooks to the cafe and adjacent family room. The primary suite boasts a large walk-in closet and an en

  DRB Homes Builder

  0 Fl-544 St Unit 36849132, Winter Haven, FL 33881
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  /7

  $1,475 per month

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Townhouse for Rent

  1582 Marshall Rd SW, Winter Haven, FL 33880

  HOME HAS RECENTLY BEEN PAINTED. THEIR IS A LARGE SCREEN PATIO & HAS A BACK YARD SHED.

  William Beasley STAR REALTY OF WINTER HAVEN

  1582 Marshall Rd SW, Winter Haven, FL 33880
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  $244,990 Sold Sep 17, 2025

  • 1,604 Sq Ft
  • $153/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  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, closeted toilet, and

  Highland Homes

  222 Turtle Bay Ave, Winter Haven, FL 33881
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  Est $297,906 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  3604 Julius Estates Blvd, Winter Haven, FL 33881

  3604 Julius Estates Blvd, Winter Haven, FL 33881
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  $345,900

  • 4 Beds
  • 3 Baths
  • 2,357 Sq Ft

  1037 Brenton Manor Dr, Winter Haven, FL 33881

  Welcome home! This spacious 4-bedroom, 3-bath, two-story home has been beautifully updated and is ready for you to move right in. The open floor plan is perfect for gathering with family and friends, and the new laminate flooring on the first floor gives the space a fresh, modern feel. You’ll love cooking in the updated kitchen featuring new granite countertops, newly painted cabinets, a new

  Beverly Amerman LPT REALTY, LLC

  1037 Brenton Manor Dr, Winter Haven, FL 33881
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  /15

  $1,940 per month

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • House for Rent

  152 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

  152 Southern Breeze Lp, Winter Haven, FL 33880
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  $185,000 Sold Oct 23, 2025

  6509 Oak Hammock Ct, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $117/SF
  • 78 Days On Market

  Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  6509 Oak Hammock Ct, Winter Haven, FL 33884
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  /25

  Est $358,043 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  124 Waterside Cir, Winter Haven, FL 33880

  124 Waterside Cir, Winter Haven, FL 33880
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  $424,990 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  Gabriela Plan at VillaMar, Winter Haven, FL 33884

  Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 37807417, Winter Haven, FL 33884
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  /15

  $1,970 per month

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft
  • House for Rent

  114 Majestic Gardens Ct, Winter Haven, FL 33880

  Discover this inviting 3-bedroom, 2-bathroom pet-friendly home, offering 1,951 square feet of living space. This residence provides ample room to accommodate your lifestyle needs.

  JESSICA ENNIS DARWIN HOMES, LLC.

  114 Majestic Gardens Ct, Winter Haven, FL 33880
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  $260,000 Sold Jul 16, 2025

  4422 Glenns Landing, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $191/SF
  • 122 Days On Market

  Current Estimated Value $255,403

  Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  4422 Glenns Landing, Winter Haven, FL 33884
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  /22

  $297,499 New Construction

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  6028 Navona Way, Winter Haven, FL 33884

  Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Minimalist vibes, maximum style—this home has everything you need to live effortlessly. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area set on luxury vinyl plank flooring. A covered lanai, accessible through sliding glass doors,

  Dale Human CASA FRESCA REALTY

  6028 Navona Way, Winter Haven, FL 33884
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  /16

  $1,590 per month

  • 2 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • House for Rent

  705 Canberra Rd, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  705 Canberra Rd, Winter Haven, FL 33884
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  $35,000 Sold Feb 13, 2025

  119 Pine Island Dr, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft
  • Built 1953

  Last Sold Summary

  • 53% Below List Price
  • $46/SF
  • 147 Days On Market

  Current Estimated Value $39,923

  Last Listing Agent Raymond Epps REAL ESTATE SALES AND CONSULTANTS LLC

  119 Pine Island Dr, Winter Haven, FL 33881
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  Est $331,264 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,923 Sq Ft

  495 Terranova Cir, Winter Haven, FL 33884

  495 Terranova Cir, Winter Haven, FL 33884
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  $309,999 New Construction

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  5461 San Pietro Dr, Winter Haven, FL 33884

  Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

  Casa Fresca Homes Builder

  5461 San Pietro Dr, Winter Haven, FL 33884
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  $1,995 per month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • House for Rent

  2541 Pine Place, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Discover the perfect blend of comfort, style, and serene water views at 2541 Pine Place in beautiful Winter Haven, FL! This spacious 3-bedroom, 2.5-bath home is nestled in a peaceful community and offers stunning vistas of tranquil waters right from your backyard. Enjoy a modern open-concept layout, a bright and airy kitchen with stainless steel

  Jacob Hara TRANSCEND REALTY

  2541 Pine Place, Winter Haven, FL 33881
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  $388,000 Sold Dec 02, 2025

  302 Ruby Lake Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,587 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $150/SF
  • 128 Days On Market

  Last Listing Agent Alan Harmon COLDWELL BANKER HIGHLANDS PROPERTIES-SEBRING

  302 Ruby Lake Ln, Winter Haven, FL 33884
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  Est $428,481 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,763 Sq Ft

  2118 Edgewater Cir, Winter Haven, FL 33880

  2118 Edgewater Cir, Winter Haven, FL 33880
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  $276,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  6032 Navona Way, Winter Haven, FL 33884

  Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz

  Dale Human CASA FRESCA REALTY

  6032 Navona Way, Winter Haven, FL 33884
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  /18

  $2,049 per month

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  429 Kensington View Dr, Winter Haven, FL 33880

  Lease by Dec. 24th and receive a $500 Gift Card! Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

  429 Kensington View Dr, Winter Haven, FL 33880
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  $390,000 Sold Dec 22, 2025

  5029 River Lake Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • Built 1995

  Last Sold Summary

  • $227/SF
  • 13 Days On Market

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  5029 River Lake Rd, Winter Haven, FL 33884
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  /30

  Est $240,209 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft

  1621 Vienna Square Dr, Winter Haven, FL 33884

  1621 Vienna Square Dr, Winter Haven, FL 33884
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  $374,558 Open Sat 1PM - 5PM

  • 4 Beds
  • 3 Baths
  • 2,110 Sq Ft

  276 Meredith Blvd, Winter Haven, FL 33881

  Under Construction. Welcome to this stunning Dream Finders Poinciana floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2,110 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  276 Meredith Blvd, Winter Haven, FL 33881
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  $2,495 per month

  • 4 Beds
  • 2 Baths
  • 2,223 Sq Ft
  • House for Rent

  4127 Island Lakes Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Experience exceptional lakefront living in this beautifully renovated 4-bedroom, 2-bath single-family home, perfectly positioned on the Winter Haven Chain of Lakes. Located on a peaceful no-through-road with no front or rear neighbors, this property offers rare privacy and a serene environment ideal for relaxation and lakeside enjoyment.Inside,

  David Small KELLER WILLIAMS REALTY SMART 1

  4127 Island Lakes Dr, Winter Haven, FL 33881
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  $464,900 Sold Feb 28, 2025

  24 Lake Ave, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 2,464 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $189/SF
  • 80 Days On Market

  Current Estimated Value $445,384

  Last Listing Agent Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  24 Lake Ave, Winter Haven, FL 33880
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,681 Sq Ft

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

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