48,529

Winter Haven, FL Homes

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  • /18

    $119,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    220 King Rd, Winter Haven, FL 33880

    ***Invvestor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

    Agent Photo

    Tony Insua Jr.

    CRAIG BURKE REAL ESTATE GROUP, LLC

    (863) 296-3557

    220 King Rd, 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

    $232,000 Sold Aug 04, 2025

    1674 Linz Ct, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $172/SF
    • 59 Days On Market

    Current Estimated Value $228,792

    Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1674 Linz Ct, Winter Haven, FL 33884
    • /2

      Est $130,625 Not Listed For Sale

      963 26th St NW, Winter Haven, FL 33881

      • 3 Beds
      • 1 Bath
      • 1,166 Sq Ft
      • Built 1926
      963 26th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $113/SF
      • 11 Days On Market

      Last Sold Price $132,000

      Last Listing Agent Jorge Zea BLUE LIGHTHOUSE REALTY INC

  • /48

    $319,900 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 1,944 Sq Ft

    108 Black Skimmer Ln, Winter Haven, FL 33880

    Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors leading to a

    Agent Photo

    Geraldine Anarumo

    FLORIDA REALTY MARKETPLACE

    (863) 313-1502

    108 Black Skimmer Ln, Winter Haven, FL 33880
  • /18

    $1,899 per month

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • House for Rent

    497 Kensington View Dr, Winter Haven, FL 33880

    Move in by April 17, Get 2 Weeks Free! 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.

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

    $31,000 Sold Apr 13, 2026

    125 5th St NE, Winter Haven, FL 33881

    • Land
    • 0.15 Acre
    • $206,667 per Acre

    Last Sold Summary

    • 44% Below List Price
    • 7 Days On Market

    Last Listing Agent Milton De La Cruz LAKELAND HOMES AND REALTY, LLC

    125 5th St NE, Winter Haven, FL 33881
    • /2

      Est $250,038 Not Listed For Sale

      911 Kerry Blvd, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,918 Sq Ft
      • Built 1985
      911 Kerry Blvd, Winter Haven, FL 33880

      Last Sold Summary

      • 4% Above List Price
      • $125/SF
      • 6 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Rogelio & Lilly Rives LPT REALTY, LLC

  • /25

    $289,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    307 Ruby Lake Loop, Winter Haven, FL 33884

    Under contract-accepting backup offers. Discover this charming 4-bedroom, 2-bath home with 1,840 sqft of comfortable living space in the highly desirable Ruby Lake neighborhood in Southeast Winter Haven. Located near LEGOLAND®, this home offers both convenience and a great sense of community. Enjoy the generous bedrooms, including a comfortable primary suite, plus a backyard ready for play or

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 445-9098

    307 Ruby Lake Loop, Winter Haven, FL 33884
  • /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

    $283,990 Sold Apr 02, 2026

    1112 Tyler Loop, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 2025

    Last Sold Summary

    • $151/SF
    • 8 Days On Market

    Current Estimated Value $287,785

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1112 Tyler Loop, Winter Haven, FL 33884
    • /2

      Est $419,504 Not Listed For Sale

      801 13th Ct NE, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,417 Sq Ft
      • Built 1958
      801 13th Ct NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $180/SF
      • 10 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Angie Inzerillo BLUE SUN REALTY LLC

  • /69

    $249,900 Pending

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

    263 Mariposa, Winter Haven, FL 33884

    Under contract-accepting backup offers. VERY SPACIOUS AND A BEAUTIFUL HOME! 2 BONUS ROOMS, HAVE UPDATED JUST ABOUT ALL SYSTEMS INCLUDING: ROOF, DRYWALL, FLOORING, KITCHEN, BATHROOMS, BEDROOMS, A/C, TANKLESS WATER HEATER, ELECTRICAL SYSTEM, PLUMBING, CEILING, INSULATION, AND MORE. LOTS OF SPACIOUS, A LOT OF NATURAL LIGHT. DESIGNER DOORS. OWNER artistically INSPIRED, GIVING THE HOME A UNIQUE FLAIR.

    Agent Photo

    Tina Marie

    TINA MARIE LLC

    (863) 336-6205

    263 Mariposa, Winter Haven, FL 33884
  • /16

    $1,715 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    606 Patrick Ave, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    606 Patrick Ave, Winter Haven, FL 33880
  • /2

    $245,000 Sold Dec 08, 2025

    512 Mckenna Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $163/SF
    • 116 Days On Market

    Current Estimated Value $250,881

    Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

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

      Est $273,633 Not Listed For Sale

      405 Avenue M NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,131 Sq Ft
      • Built 1955
      405 Avenue M NE, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Below List Price
      • $248/SF
      • 147 Days On Market

      Last Sold Price $280,500

      Last Listing Agent Betsy Tinervin REAL BROKER, LLC

  • /24

    $189,900

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    305 Avenue B NE, Winter Haven, FL 33881

    INVESTORS! Take a look at this 1914 Crafstman Bungalow style home! This opportunity is located in the heart of the Winter Haven Heights Historic Residential District that was added to the National Register of Historic Places in 2000! Just 200 feet to the Kiwanis Park on the shores of Lake Martha! Spacious rooms with high ceilings waiting for your imagination are renovation! New Roof 2024! Call

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 264-6177

    305 Avenue B NE, Winter Haven, FL 33881
  • /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

    $299,990 Sold Nov 24, 2025

    3239 Nightfall Rd, Winter Haven, FL 33881

    • 3 Beds
    • 3 Baths
    • 1,426 Sq Ft
    • Built 2025

    Last Sold Summary

    • $210/SF

    Current Estimated Value $310,519

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    3239 Nightfall Rd, Winter Haven, FL 33881
    • /2

      Est $211,796 Not Listed For Sale

      909 Spirit Lake Rd, Winter Haven, FL 33880

      • 2 Beds
      • 1 Bath
      • 1,674 Sq Ft
      • Built 1970
      909 Spirit Lake Rd, Winter Haven, FL 33880

      Last Sold Summary

      • 8% Above List Price
      • $117/SF
      • 6 Days On Market

      Last Sold Price $196,000

      Last Listing Agent Sarah Garner COLDWELL BANKER REALTY

  • /12

    $359,999 New Construction

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

    5452 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

    Builder Photo

    Casa Fresca Homes

    Builder

    5452 San Pietro Dr, Winter Haven, FL 33884
  • /17

    $2,199 per month

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • House for Rent

    1008 Talon Ln, Winter Haven, FL 33880

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,240 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

    1008 Talon Ln, Winter Haven, FL 33880
  • /2

    $370,000 Sold Jan 02, 2026

    905 Hillside Ct S, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,077 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $178/SF
    • 27 Days On Market

    Current Estimated Value $373,920

    Last Listing Agent Tisha Talbot CENTURY 21 MYERS REALTY

    905 Hillside Ct S, Winter Haven, FL 33881
    • /2

      Est $432,938 Not Listed For Sale

      612 Wolf Run, Winter Haven, FL 33880

      • 7 Beds
      • 4 Baths
      • 3,966 Sq Ft
      • Built 1987
      612 Wolf Run, Winter Haven, FL 33880

      Last Sold Summary

      • 12% Above List Price
      • $97/SF
      • 15 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Karen MYERS UNITED REALTY GROUP INC

  • /62

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    131 Ruby Lake Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest.Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 340-7831

    131 Ruby Lake Dr, Winter Haven, FL 33884
  • /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
  • 3861 Giorgio Dr, Winter Haven, FL 33884

    $301,805 Sold Feb 25, 2026

    3861 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $164/SF
    • 208 Days On Market

    Current Estimated Value $300,326

    Meritage Homes VillaMar - Signature Series

    3861 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $176,129 Not Listed For Sale

      3396 Avenue R NW, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1961
      3396 Avenue R NW, Winter Haven, FL 33881

      Last Sold Summary

      • 7% Below List Price
      • $233/SF
      • 54 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Jason Stone BHHS FLORIDA PROPERTIES GROUP

  • /21

    $304,999 New Construction

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

    6006 Navona Way, 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

    Builder Photo

    Casa Fresca Homes

    Builder

    6006 Navona Way, Winter Haven, FL 33884
  • /18

    $1,955 per month

    • 4 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • House for Rent

    851 Orleans Dr, Eagle Lake, FL 33839

    Some photos may feature virtual furniture staging, which is intended to help visualize the space and potential designs. The rental home does not come with any furniture shown in the images and these virtual images do not represent actual furnishings. Residents must furnish their own home.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

    851 Orleans Dr, Eagle Lake, FL 33839
  • /2

    $260,000 Sold Dec 11, 2025

    1032 Cambridge Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2021

    Last Sold Summary

    • 863% Above List Price
    • $173/SF
    • 57 Days On Market

    Current Estimated Value $258,671

    Last Listing Agent Fredy Plazas FLORIDA REALTY INVESTMENTS

    1032 Cambridge Dr, Winter Haven, FL 33881
    • /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

  • /61

    $430,000

    • 3 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    236 W Lake Ina Dr, Winter Haven, FL 33884

    Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home

    Agent Photo

    Scott Loveridge

    RELENTLESS REAL ESTATE CO.

    (863) 343-1589

    236 W Lake Ina Dr, Winter Haven, FL 33884
  • /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

    $269,000 Sold Sep 30, 2025

    122 Majestic Gardens Ct, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 2012

    Last Sold Summary

    • $159/SF
    • 6 Days On Market

    Current Estimated Value $271,995

    Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

    122 Majestic Gardens Ct, Winter Haven, FL 33880
    • /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

  • /2

    $434,900

    • Land
    • 1.57 Acres
    • $277,006 per Acre

    1530 11th St NE, Winter Haven, FL 33881

    Entitled land! 14 Unit townhome development approved and ready for construction immediately! 1.57 acres consisting of 103 feet of lake frontage on Lake Buckeye in Winter Haven. Documents will be provided upon requests.

    Chandler Williams

    EXIT REALTY PREMIER LEGACY

    (863) 563-2453

    1530 11th St NE, Winter Haven, FL 33881
  • /16

    $1,740 per month

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • House for Rent

    3728 Imperial Dr, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    3728 Imperial Dr, Winter Haven, FL 33880
  • /2

    $65,000 Sold Mar 20, 2026

    200 El Camino Dr Unit 203, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • Built 1971

    Last Sold Summary

    • 34% Below List Price
    • $47/SF
    • 20 Days On Market

    Current Estimated Value $112,091

    Last Listing Agent Christina Ashley DALTON WADE INC

    200 El Camino Dr Unit 203, 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

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