48,527

Winter Haven, FL Homes

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  • /41

    $333,998

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    718 Eagle Landing Blvd, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged.Welcome to 718 Eagle Landing Blvd, where location, privacy, and presentation come together beautifully. Built in 2023 and set on one of the most desirable lots in the community, this home offers the kind of peaceful, open views that are increasingly hard to find. Imagine waking up each morning and

    Agent Photo

    Micaela Navarra

    M2M REALTY

    (863) 877-4562

    718 Eagle Landing Blvd, Winter Haven, FL 33880
  • /36

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • House for Rent

    1174 Haines Dr, Winter Haven, FL 33881

    Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a

    Maria Cruz Vazquez ONE TEAM REALTY

    1174 Haines Dr, Winter Haven, FL 33881
  • /2

    $340,000 Sold May 30, 2025

    5043 Abigail Dr, Winter Haven, FL 33859

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $213/SF
    • 3 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5043 Abigail Dr, Winter Haven, FL 33859
    • /2

      Est $339,611 Not Listed For Sale

      346 Sterling Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,929 Sq Ft
      • Built 2000
      346 Sterling Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $179/SF
      • 92 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Jazzmen Bey PMI ARRICO REALTY AND PRTP MGT

  • /60

    $149,900

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    200 El Camino Dr Unit 101, Winter Haven, FL 33884

    CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 282-7384

    200 El Camino Dr Unit 101, Winter Haven, FL 33884
  • /11

    $2,299 per month

    • 4 Beds
    • 2 Baths
    • 2,138 Sq Ft
    • House for Rent

    608 Terranova Dr, 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 $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    608 Terranova Dr, Winter Haven, FL 33884
  • /2

    $299,999 Sold Apr 24, 2025

    1536 Hummingbird Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,794 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $167/SF
    • 255 Days On Market

    Current Estimated Value $308,600

    Last Listing Agent Dale Human CASA FRESCA REALTY

    1536 Hummingbird Rd, Winter Haven, FL 33884
    • /2

      Est $338,554 Not Listed For Sale

      1139 Carefree Cove Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,291 Sq Ft
      • Built 1979
      1139 Carefree Cove Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 7% Below List Price
      • $281/SF
      • 28 Days On Market

      Last Sold Price $362,500

      Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

  • /63

    $259,000 Pending

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880

    BIG HOUSE, BIG YARD, BIG OPPORTUNITY!! This solid block and brick 5-bedroom, 2-bath home sits on nearly an acre and offers incredible flexibility — whether you're looking to invest or create your own spacious homestead. With a newer roof and two newer central A/C units already in place, several major components have been updated, giving you a strong head start on improvements and long-term value.

    Agent Photo

    Kimberly Gay

    COLDWELL BANKER REALTY

    (863) 277-6984

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880
  • /40

    $1,550 per month

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Apartment for Rent

    2249 9th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2249 9th St SE, Winter Haven, FL 33880
  • /2

    $1,150,000 Sold May 14, 2025

    108 Campbell Dr, Winter Haven, FL 33884

    • 4 Beds
    • 4.5 Baths
    • 5,861 Sq Ft
    • Built 1998

    Last Sold Summary

    • 23% Below List Price
    • $196/SF
    • 230 Days On Market

    Current Estimated Value $1,188,772

    Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

    108 Campbell Dr, Winter Haven, FL 33884
    • /2

      Est $325,222 Not Listed For Sale

      345 Escambia Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,809 Sq Ft
      • Built 1974
      345 Escambia Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $178/SF
      • 151 Days On Market

      Last Sold Price $321,500

      Last Listing Agent Ralph Harvey LISTWITHFREEDOM.COM

  • /16

    $54,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    213 Lakeside Ranch Cir, Winter Haven, FL 33881

    MAJOR PRICE IMPROVEMENT! Experience relaxed Florida living in this furnished 2-bedroom, 1-bath manufactured home located in the gated 55+ community of Lakeside Ranch. The home features laminate flooring with carpeted bedrooms, central A/C, and a roof that is only 2 years old, offering added peace of mind for the next owner. Residents enjoy an impressive array of amenities, including a heated

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 285-3315

    213 Lakeside Ranch Cir, Winter Haven, FL 33881
  • /15

    $1,845 per month

    • 3 Beds
    • 2 Baths
    • 1,109 Sq Ft
    • House for Rent

    449 Red Hawk Loop, 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

    449 Red Hawk Loop, Winter Haven, FL 33880
  • /2

    $525,000 Sold Sep 04, 2025

    6112 Pebble Beach Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,535 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $207/SF
    • 9 Days On Market

    Current Estimated Value $512,845

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    6112 Pebble Beach Blvd, Winter Haven, FL 33884
    • /2

      Est $597,745 Not Listed For Sale

      1201 Grey Fox Hollow Dr, Winter Haven, FL 33880

      • 4 Beds
      • 2.5 Baths
      • 3,252 Sq Ft
      • Built 1995
      1201 Grey Fox Hollow Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $186/SF
      • 4 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Christine Ehlenbeck KELLER WILLIAMS REALTY SMART

  • /2

    $110,000 Pending

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    201 Richburg Rd, Winter Haven, FL 33880

    Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.

    Agent Photo

    Tonya Lockamy

    SUNSET LIVING REALTY

    (863) 260-8127

    201 Richburg Rd, Winter Haven, FL 33880
  • /34

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    616 Crystals Blvd, Winter Haven, FL 33884

    Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The

    Jeff Inman FHG REALTY, LLC

    616 Crystals Blvd, Winter Haven, FL 33884
  • /2

    $341,967 Sold May 28, 2025

    1405 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $142/SF
    • 309 Days On Market

    Current Estimated Value $347,652

    Last Listing Agent Delana Bender TRUE FLORIDA REALTY LLC

    1405 Leamington Ln, Winter Haven, FL 33884
    • /2

      Est $256,202 Not Listed For Sale

      26 Casarena Ct, Winter Haven, FL 33881

      • 2 Beds
      • 3 Baths
      • 2,045 Sq Ft
      • Built 1985
      26 Casarena Ct, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $127/SF
      • 12 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Cheryl Brewer COLDWELL BANKER REALTY

  • /42

    $625,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,491 Sq Ft

    10 Apple Tree Ln, Winter Haven, FL 33884

    Under contract-accepting backup offers. Discover the perfect blend of country living and modern convenience with this well-maintained property set on over 5 acres. This spacious home offers 3 bedrooms plus a dedicated office, 2 full baths, a welcoming living room, formal dining room, and a bright kitchen with a breakfast nook. Step outside to your own private retreat featuring a screened pool,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 473-8196

    10 Apple Tree Ln, Winter Haven, FL 33884
  • /15

    $2,375 per month

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    850 Terranova Rd, Winter Haven, FL 33884

    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

    850 Terranova Rd, Winter Haven, FL 33884
  • /2

    $365,000 Sold Oct 17, 2025

    236 Golf Aire Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 2,523 Sq Ft
    • Built 2000

    Last Sold Summary

    • 15% Below List Price
    • $145/SF
    • 27 Days On Market

    Current Estimated Value $373,680

    Last Listing Agent Amanda Harrison HARRISON REAL PROPERTY GROUP

    236 Golf Aire Blvd, Winter Haven, FL 33884
    • /2

      Est $246,857 Not Listed For Sale

      408 Patrick Ave, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,534 Sq Ft
      • Built 1971
      408 Patrick Ave, Winter Haven, FL 33880

      Last Sold Summary

      • 5% Below List Price
      • $169/SF
      • 49 Days On Market

      Last Sold Price $258,900

      Last Listing Agent Danny Christian RE/MAX

  • /5

    $980,000

    • Land
    • 9.8 Acres
    • $100,000 per Acre

    0 Brigham Rd NW, Winter Haven, FL 33881

    9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 270-8616

    0 Brigham Rd NW, Winter Haven, FL 33881
  • /10

    $1,975 per month

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft
    • House for Rent

    233 Kensington View Blvd, Winter Haven, FL 33880

    Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything

    Christopher Gallon, Pa EXP REALTY LLC

    233 Kensington View Blvd, Winter Haven, FL 33880
  • /2

    $205,000 Sold May 28, 2025

    3421 Grenville Dr, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Built 2006

    Last Sold Summary

    • 14% Below List Price
    • $161/SF
    • 124 Days On Market

    Current Estimated Value $213,922

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    3421 Grenville Dr, Winter Haven, FL 33884
    • /2

      Est $104,219 Not Listed For Sale

      2040 San Marcos Dr SE Unit 205, Winter Haven, FL 33880

      • 1 Bed
      • 1 Bath
      • 666 Sq Ft
      • Built 1985
      2040 San Marcos Dr SE Unit 205, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $158/SF
      • 216 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Maria Santillo RE/MAX

  • /32

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft

    726 17th St NE, Winter Haven, FL 33881

    Welcome to this well-maintained 3-bedroom, 2-bathroom home on a desirable corner lot and offers a 2-car garage along with a fully fenced backyard. Inside, tile flooring highlights the high-traffic areas, while wood laminate flooring runs through the living room and bedrooms. The kitchen features a stainless sink, refrigerator, and stove. Step outside to enjoy a screened back porch and a paver

    Agent Photo

    Austin Henry

    CENTURY 21 MYERS REALTY LAKE WALES

    (863) 264-1499

    726 17th St NE, Winter Haven, FL 33881
  • /15

    $2,090 per month

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • House for Rent

    437 Kensington View Dr, 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

    437 Kensington View Dr, Winter Haven, FL 33880
  • /2

    $152,250 Sold Apr 08, 2026

    350 Winter Ridge Blvd, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $142/SF
    • 8 Days On Market

    Current Estimated Value $146,236

    Last Listing Agent Nomar Rosa LPT REALTY, LLC

    350 Winter Ridge Blvd, Winter Haven, FL 33881
    • /2

      Est $365,202 Not Listed For Sale

      2062 Katie Ct, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1984
      2062 Katie Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $225/SF
      • 48 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Julianne Clark JULIE CLARK REAL ESTATE

  • /30

    $250,000 Pending

    • 6 Beds
    • 4 Baths
    • 2,883 Sq Ft

    15 Lake Howard Dr NW, Winter Haven, FL 33880

    Under contract-accepting backup offers. This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique

    Agent Photo

    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 356-7533

    15 Lake Howard Dr NW, Winter Haven, FL 33880
  • /34

    $2,200 per month

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft
    • House for Rent

    1116 Tyler Loop, Winter Haven, FL 33884

    Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen

    Julien Silva JOHN SILVA REALTY & ASSOCIATES

    1116 Tyler Loop, Winter Haven, FL 33884
  • /2

    $160,000 Sold Feb 20, 2026

    398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Above List Price
    • $129/SF
    • 106 Days On Market

    Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

    398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
    • /2

      Est $353,474 Not Listed For Sale

      2105 Normandy Heights Ln, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,843 Sq Ft
      • Built 2007
      2105 Normandy Heights Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $193/SF
      • 23 Days On Market

      Last Sold Price $356,000

      Last Listing Agent Mike Walker KELLER WILLIAMS REALTY SMART

  • /43

    $247,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    4009 Cypress Landing S, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat

    Agent Photo

    Danielle Davis

    ELEVE REAL ESTATE LLC

    (863) 296-2516

    4009 Cypress Landing S, Winter Haven, FL 33884
  • /15

    $1,765 per month

    • 4 Beds
    • 2 Baths
    • 1,786 Sq Ft
    • House for Rent

    107 Fall Glo 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

    107 Fall Glo Rd, Winter Haven, FL 33880
  • /2

    $250,000 Sold Feb 24, 2026

    509 Mckenna Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $166/SF
    • 191 Days On Market

    Current Estimated Value $255,100

    Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

    509 Mckenna Dr, Winter Haven, FL 33881
    • /2

      Est $204,207 Not Listed For Sale

      2007 9th St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,242 Sq Ft
      • Built 1967
      2007 9th St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $173/SF
      • 12 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Anne Greenhow AVERY PROPERTIES INC.

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