48,348

Winter Haven, FL Homes

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  • /43

    $329,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    216 Shelley Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. This classic brick ranch offers space, character, and unbeatable flexibility in the popular Winter Haven community of Garden Grove—with NO HOA and no deed restrictions. Situated on a .23-acre corner lot just two blocks from Lake Ned and the public boat ramp and picnic area, this 3-bedroom, 2-bath home delivers roughly 2,268 square foot of thoughtfully

    Lynne Halleran COLDWELL BANKER REALTY

    216 Shelley Dr, Winter Haven, FL 33884
  • /12

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • House for Rent

    137 Woodland Dr, Winter Haven, FL 33881

    Like-new 3 bedroom, 2 bathroom home with only one previous tenant. No carpet throughout—easy-care flooring in every room. Open and functional layout with modern finishes, well-maintained and move-in ready.

    Mindy Hunley TRIBUTE REALTY LLC

    137 Woodland Dr, Winter Haven, FL 33881
  • /2

    $287,000 Sold Apr 04, 2025

    2227 Howard Ave W, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $206/SF
    • 37 Days On Market

    Current Estimated Value $286,303

    Last Listing Agent Kathy Agner REMAX EXPERTS

    2227 Howard Ave W, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      225 Sweet Cir, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1986
      225 Sweet Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $114/SF
      • 64 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Hank Petty KELLER WILLIAMS REALTY SMART 1

  • /10

    $334,990 New Construction

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

    3331 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
    3331 Twilight Rd, Winter Haven, FL 33881
  • /16

    $1,955 per month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • House for Rent

    92 Lake Daisy Blvd, 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

    92 Lake Daisy Blvd, Winter Haven, FL 33884
  • /69

    $394,000 Sold May 10, 2025

    1409 Berkley Ct, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 1 Day On Market

    Current Estimated Value $394,141

    Last Listing Agent Justino Zoppe KELLER WILLIAMS REALTY SMART 1

    1409 Berkley Ct, Winter Haven, FL 33880
    • /56

      Est $267,452 Not Listed For Sale

      6130 Grey Heron Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,698 Sq Ft
      • Built 2017
      6130 Grey Heron Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Below List Price
      • $162/SF
      • 75 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Jamar Brown SELL & BUY HOMES REALTY INC

  • /38

    $199,999 Pending

    • 2 Beds
    • 1 Bath
    • 1,208 Sq Ft

    3121 Avenue M NW, Winter Haven, FL 33881

    Under contract-accepting backup offers. This updated 2-bedroom, 1-bath block home is situated on an oversized 0.28-acre lot and offers a spacious living room with abundant natural light from newer windows and updated flooring throughout. The home features an updated bathroom with contemporary finishes and a covered brick patio ideal for outdoor enjoyment. A detached carport and workshop provide

    Steve Donahue LIVE FLORIDA REALTY

    3121 Avenue M NW, Winter Haven, FL 33881
  • /22

    $1,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • House for Rent

    263 Hayley St, Winter Haven, FL 33884

    Welcome home beautifully appointed Home Features The chef will love the beautifully appointed Kitchen Complete with large center Breakfast Bar and beautiful Stainless steele appliances and oversized closet Pantry. The 4 Bedrooms are all Very private and situated upstairs In addition upstairs has 2 full Bathrooms with an additional .5 bath with vanity downstairs for guests In Addition upstairs you

    Bob Paulson COLDWELL BANKER REALTY

    263 Hayley St, Winter Haven, FL 33884
  • /2

    $460,000 Sold Jun 27, 2025

    1876 Eloise Cove Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3.5 Baths
    • 3,368 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $137/SF
    • 356 Days On Market

    Current Estimated Value $469,516

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    1876 Eloise Cove Dr, Winter Haven, FL 33884
    • /16

      Est $235,721 Not Listed For Sale

      108 4th St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2023
      108 4th St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 6% Below List Price
      • $188/SF
      • 80 Days On Market

      Last Sold Price $252,000

      Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

  • /20

    $349,999 Pending

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    5544 Taverna Loop, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. 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

    Dale Human CASA FRESCA REALTY

    5544 Taverna Loop, Winter Haven, FL 33884
  • /30

    $2,195 per month

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • House for Rent

    572 Adriel Ave, Winter Haven, FL 33880

    Welcome to 572 Adriel Ave in Winter Haven! This newly updated 3-bedroom, 2-bathroom home offers modern finishes throughout and a bright, open layout designed for comfortable living. A washer and dryer is provided for added convenience. Situated on 1+ acres, the oversized yard provides plenty of space to relax, entertain, or enjoy added privacy. Cats and dogs are welcome, 2 pet maximum. Move-in

    572 Adriel Ave, Winter Haven, FL 33880
  • /2

    $275,000 Sold Oct 15, 2025

    701 Reflections Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 2001

    Last Sold Summary

    • $185/SF
    • 13 Days On Market

    Current Estimated Value $272,680

    Last Listing Agent Hailey Cornell WATERS REAL ESTATE GROUP

    701 Reflections Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      208 Maple St, Winter Haven, FL 33880

      208 Maple St, Winter Haven, FL 33880

      Last Sold Summary

      • 0 Days On Market

      Last Sold Price $23,000

      Last Listing Agent Mabel Vega Negron LA ROSA REALTY CW PROPERTIES L

  • /33

    $382,990 New Construction

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

    LAKESIDE Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202793, Winter Haven, FL 33880
  • /20

    $2,150 per month

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • House for Rent

    3904 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease April 1, 2026! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3904 Osprey Pointe Cir, Winter Haven, FL 33884
  • /2

    $250,000 Sold Mar 03, 2025

    735 Avenue R NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $209/SF
    • 20 Days On Market

    Current Estimated Value $244,709

    Last Listing Agent Krystel Williams REAL BROKER, LLC

    735 Avenue R NE, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      30 Flamingo Blvd, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1976
      30 Flamingo Blvd, Winter Haven, FL 33880

      Last Sold Summary

      • $81/SF
      • 28 Days On Market

      Last Sold Price $78,000

      Last Listing Agent Ashley Parkinson KELLER WILLIAMS REALTY SMART 1

  • /23

    $304,990 New Construction

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

    Magenta Plan at VillaMar, Winter Haven, FL 33884

    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 countertops, new stainless-steel appliances and ample storage overlooks the dining and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787202, Winter Haven, FL 33884
  • /11

    $1,635 per month

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • House for Rent

    335 Lake Daisy Loop, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1779.90. That covers your base rent, $1635.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    335 Lake Daisy Loop, Winter Haven, FL 33884
  • /11

    $259,490 Sold Aug 20, 2025

    2199 Chris Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $182/SF
    • 19 Days On Market

    Current Estimated Value $268,951

    Lennar Peace Creek Reserve - Manor Key Collection

    2199 Chris Dr, Winter Haven, FL 33884
    • /43

      Not Listed For Sale

      235 6th St NW Unit 207, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 857 Sq Ft
      • Built 1982
      235 6th St NW Unit 207, Winter Haven, FL 33881

      Last Sold Summary

      • $176/SF
      • 97 Days On Market

      Last Sold Price $151,000

      Last Listing Agent April Spaulding LPT REALTY, LLC

  • /32

    $150,000

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    404 Country Ln NE Unit 404, Winter Haven, FL 33881

    Welcome to 404 Country Lane NE, a thoughtfully updated first-floor condo offering comfort, convenience, and modern style in Winter Haven. This move-in-ready unit features a beautifully refreshed kitchen with stainless steel appliances, ample cabinet space, sleek backsplash, and warm wood accents that create an inviting atmosphere for everyday living. Durable flooring flows throughout, providing a

    Leira Wilkerson AGILE GROUP REALTY

    404 Country Ln NE Unit 404, Winter Haven, FL 33881
  • /15

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • House for Rent

    319 Avenue P NE, Winter Haven, FL 33881

    Welcome home to this beautifully updated, move-in-ready residence that blends modern finishes with easy, everyday living. Inside, you’ll find a bright, refreshed interior featuring durable new flooring, fresh paint throughout, and a thoughtfully updated kitchen with sleek quartz countertops, new cabinetry, and stainless steel appliances—perfect for both daily use and entertaining. The open,

    Veronica Castro Ramos RODRIGUEZ PROPERTY MANAGEMENT

    319 Avenue P NE, Winter Haven, FL 33881
  • /7

    $234,990 Sold Jan 30, 2026

    223 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $147/SF
    • 7 Days On Market

    Current Estimated Value $122,000

    Highland Homes Harbor at Lake Henry - Harbor at Lake Henry - Townhomes

    223 Turtle Bay Ave, Winter Haven, FL 33881
    • /36

      Est $341,850 Not Listed For Sale

      6087 Grey Heron Dr, Winter Haven, FL 33881

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2017
      6087 Grey Heron Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $130/SF
      • 289 Days On Market

      Last Sold Price $338,000

      Last Listing Agent Oscar Medina Garcia LA ROSA REALTY KISSIMMEE

  • /63

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    525 Squires Grove Dr, Winter Haven, FL 33880

    Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously

    Erica Burgos ALIGN RIGHT REALTY LLC

    525 Squires Grove Dr, Winter Haven, FL 33880
  • /18

    $2,160 per month

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • House for Rent

    3634 Queens Cove Blvd, Winter Haven, FL 33880

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    3634 Queens Cove Blvd, Winter Haven, FL 33880
  • /2

    $370,000 Sold Jan 05, 2026

    2004 Leisure Dr, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft
    • Built 1978

    Last Sold Summary

    • $160/SF
    • 5 Days On Market

    Current Estimated Value $365,202

    Last Listing Agent Jill Aubin RE/MAX REALTY UNLIMITED

    2004 Leisure Dr, Winter Haven, FL 33881
    • /25

      Not Listed For Sale

      3000 Thornhill Rd, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1999
      3000 Thornhill Rd, Winter Haven, FL 33880

      Last Sold Summary

      • $159/SF
      • 50 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Melissa Minck LPT REALTY, LLC

  • /26

    $399,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,892 Sq Ft

    Catalina Plan at VillaMar, Winter Haven, FL 33884

    Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787352, Winter Haven, FL 33884
  • /14

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    2040 San Marcos Dr SE Unit 105, Winter Haven, FL 33880

    Enjoy this comfortable and well-located apartment in the heart of Winter Haven. This property offers spacious and well-lit living areas, ideal for those seeking comfort, tranquility, and easy access to essential services. The apartment features a functional layout with inviting living spaces, a practical kitchen, generously sized bedrooms with ample storage, and an ideal environment for small

    Alexander Cotrino ACRE TERRA GROUP LLC

    2040 San Marcos Dr SE Unit 105, Winter Haven, FL 33880
  • /2

    $380,000 Sold Feb 27, 2026

    168 Morning Glory Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 64 Days On Market

    Current Estimated Value $378,396

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    168 Morning Glory Cir, Winter Haven, FL 33884
    • /37

      Not Listed For Sale

      503 Village Cir SW, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,314 Sq Ft
      • Built 1988
      503 Village Cir SW, Winter Haven, FL 33880

      Last Sold Summary

      • $129/SF
      • 40 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Carolyn Christian DALTON WADE INC

  • 1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880

    $287,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    BALDWIN Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880
  • /15

    $1,475 per month

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • House for Rent

    3222 Timberline Rd, Winter Haven, FL 33880

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    3222 Timberline Rd, Winter Haven, FL 33880
  • /2

    $425,000 Sold Oct 29, 2025

    232 Terranova Blvd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,327 Sq Ft
    • Built 2004

    Last Sold Summary

    • $183/SF
    • 2 Days On Market

    Current Estimated Value $422,558

    Last Listing Agent Deanna Stone THE STONES REAL ESTATE FIRM

    232 Terranova Blvd, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      6459 Hollyberry Ln NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft
      • Built 1987
      6459 Hollyberry Ln NE, Winter Haven, FL 33881

      Last Sold Summary

      • $133/SF
      • 120 Days On Market

      Last Sold Price $134,800

      Last Listing Agent Larry Hilton COLDWELL BANKER REALTY

Showing Results 481 - 520, Page 13 of 18

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