49,155

Winter Haven, FL Homes

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  • /10

    $179,000

    • Land
    • 8,712 Sq Ft
    • $895,000 per Acre

    702 Avenue A E, Winter Haven, FL 33880

    Rare development opportunity in the heart of Winter Haven's Urban Core. This corner parcel is zoned R-4 and designated Primary Mixed Use Hub (PMUH), placing it within one of the city's most flexible and growth-oriented future land use districts. According to the City of Winter Haven zoning and future land use maps, the property allows for a variety of residential development opportunities

    Agent Photo

    Veronica Bard

    LA ROSA REALTY PRESTIGE

    702 Avenue A E, Winter Haven, FL 33880
  • /17

    $995 Per Month

    • 2 Beds
    • 1 Bath
    • 761 Sq Ft
    • Condo for Rent

    3058 St Paul Dr, Jan Phyl Village, FL 33880

    Apply now for free! Don’t miss out on this incredible deal—reach out today to learn more and schedule a tour! Enjoy a comfortable living space with 2 bedrooms and 1 bathroom. Perfect for those seeking convenience and style. - Includes appliances: Refrigerator and Electric Range - Cooling and heating: Central, Heat Pump - Off-street parking available - Flooring: Tile and

    3058 St Paul Dr, Jan Phyl Village, FL 33880
  • /2

    $31,000

    Sold Apr 13, 2026

    125 5th St NE, Winter Haven, FL 33881

    • Land
    • 6,534 Sq Ft
    • $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

      Not Listed For Sale

      6762 Brentwood Dr NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1994
      6762 Brentwood Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • 231 Days On Market

      Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  • /2

    $50,000

    • Land
    • 10,018 Sq Ft
    • $217,391 per Acre

    138 1st Eloise St, Winter Haven, FL 33880

    Really nice residential lot for sale close to all major attractions. A must see to appreciate value and area. All utilities are next door.

    Agent Photo

    Franc Marrero

    FREEDOM PROPERTY AGENT LLC

    138 1st Eloise St, Winter Haven, FL 33880
  • /12

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • House for Rent

    1336 Axel Cir, Winter Haven, FL 33880

    Property Id: 836169 4 bedroom 2 Bathroom Single Family Home Easy commute to either Tampa or Orlando. Large kitchen granite countertops, large pantry, stainless steel appliances, Washer and Dryer included, vaulted ceiling, 2-car garage. Security deposit due at signing. $2000 1st and Last and security due at move in. Well qualified applicants may be

    1336 Axel Cir, Winter Haven, FL 33880
  • /2

    $191,000

    Sold Jul 21, 2026

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $149/SF
    • 503 Days On Market

    Current Estimated Value $192,914

    Last Listing Agent Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
    • /2

      Est $143,648

      Not Listed For Sale

      2500 21st St NW Unit 77, Winter Haven, FL 33881

      • 2 Beds
      • 2.5 Baths
      • 1,184 Sq Ft
      • Built 1976
      2500 21st St NW Unit 77, Winter Haven, FL 33881

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Michele Elchin DALTON WADE INC

  • /36

    $326,900

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft

    2610 San Marco Way, Winter Haven, FL 33884

    2610 San Marco Way is a beautifully maintained Highland Homes Raychel floor plan in the Villamar community of Winter Haven, offering 4 bedrooms, 2 bathrooms, an open layout, and several upgrades that have already been completed for the next owner.One feature that makes this home especially worth a look is the CDD. When the current owner purchased the home, the builder paid off the debt

    Agent Photo

    Veronica Bard

    LA ROSA REALTY PRESTIGE

    2610 San Marco Way, Winter Haven, FL 33884
  • /17

    $1,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    4651 Magnolia Ave, Winter Haven, FL 33880

    Property Id: 2816201 AVAILABLE NOW - Beautiful 3-Bedroom, 2-Bath Home with 2-Car Garage Welcome home to this beautiful and well-maintained 3-bedroom, 2-bath single-family home in Winter Haven offering 1,393 sq. ft. of comfortable living space. Enjoy beautiful flooring throughout with no carpet, a bright and open living/dining area, and a desirable split-bedroom floor plan for added

    4651 Magnolia Ave, Winter Haven, FL 33880
  • /2

    $360,000

    Sold May 07, 2026

    232 College Grove Cir NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $172/SF
    • 2 Days On Market

    Current Estimated Value $357,393

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    232 College Grove Cir NE, Winter Haven, FL 33881
    • /27

      Not Listed For Sale

      6339 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 2004
      6339 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Malak Benbachir KELLER WILLIAMS REALTY SMART 1

  • /5

    $980,000

    $130K PRICE INCREASE
    • 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

    0 Brigham Rd NW, Winter Haven, FL 33881
  • /20

    $1,800 Per Month

    • 4 Beds
    • 2 Baths
    • House for Rent

    1108 Carefree Cove Dr, Winter Haven, FL 33881

    Property Id: 1524046 Large House for a family with fenced in large yard, tiles floors, updated kitchen and bathrooms with lots of extras. Available July 2025. Please call both contact numbers to get more information on property and terms of rental.

    1108 Carefree Cove Dr, Winter Haven, FL 33881
  • /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 $284,748

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1112 Tyler Loop, Winter Haven, FL 33884
    • /48

      Not Listed For Sale

      4537 Redwood St, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,446 Sq Ft
      • Built 1984
      4537 Redwood St, Winter Haven, FL 33880

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Leslie Yokshas KELLER WILLIAMS REALTY SMART 1

  • /67

    $269,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    106 Saint Kitts Cir, Winter Haven, FL 33884

    Under contract-accepting backup offers. THIS WELL-KEPT HOME LOCATED ON A CUL-DE-SAC HAS A HUGE (ONE THIRD ACRE) LOT. THIS IS A SPLIT BEDROOM PLAN WITH THREE BEDROOMS AND TWO BATHS. KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. THE PRIMARY BEDROOM HAS AN UPDATED EN SUITE WITH WALK-IN CLOSET. THE GREAT ROOM IS LARGE AND HAS A VAULTED CEILING. THERE IS AN EAT-IN AREA IN THE KITCHEN AS WELL AS A DINING

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    106 Saint Kitts Cir, Winter Haven, FL 33884
  • /17

    $2,466

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Condo for Rent

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881

    The advertised rate of $2,466/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
  • /2

    $349,000

    Sold Apr 24, 2026

    5392 Chandler Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 3,034 Sq Ft
    • Built 2006

    Last Sold Summary

    • 18% Below List Price
    • $115/SF
    • 211 Days On Market

    Current Estimated Value $354,777

    Last Listing Agent Jenni Thompson KELLER WILLIAMS REALTY

    5392 Chandler Dr, Winter Haven, FL 33884
    • /42

      Not Listed For Sale

      120 Pangola Dr, Winter Haven, FL 33880

      • 3 Beds
      • 2.5 Baths
      • 1,950 Sq Ft
      • Built 1985
      120 Pangola Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Scott Kline KLINE REAL ESTATE SERVICES

  • /24

    $160,000

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    1903 3rd St NE, Winter Haven, FL 33881

    Investor Alert! This solid 3-bedroom, 1-bathroom block home sits on a spacious lot in an established neighborhood with NO HOA. Fully fenced from front to back, the property offers a massive backyard and a generous front yard, complete with a charming enclosed front porch. Capitalize on excellent bones and recent big-ticket upgrade-brand-new roof installed in 2025. While the interior needs some

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1903 3rd St NE, Winter Haven, FL 33881
  • /15

    $1,885 Per Month

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

    324 Kensington View Dr, Winter Haven, FL 33880

    Welcome to 324 Kensington View Drive, a spacious 1,678-square-foot home featuring 3 bedrooms and 2 bathrooms in the Kensington View community. The heart of the home is an open-concept kitchen equipped with stainless steel appliances and a center island that flows seamlessly into the main living area. Additional conveniences include in-home washer and dryer hookups, an attached 2-car garage for

    324 Kensington View Dr, 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 $252,607

    Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

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

      Not Listed For Sale

      6210 Knotty Pine Dr SE, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1995
      6210 Knotty Pine Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Brenda J. Quinn QUINN & COMPANY REALTORS, LLC

  • /26

    $76,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    1029 Hook Ln, Winter Haven, FL 33881

    Welcome to this charming and beautifully furnished 2-bedroom, 2-bath home in the desirable Swiss Golf & Tennis community in Winter Haven. Offering approximately 1,352 square feet of living space, this well-maintained home combines comfortable living with Florida charm and plenty of updates. Step inside to a bright and inviting interior featuring vinyl flooring throughout the main living areas and

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    1029 Hook Ln, Winter Haven, FL 33881
  • /20

    $1,650 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    1423-1426 26th St NW, Winter Haven, FL 33881

    Property Id: 999583 Upcoming for middle of November. 2 Bedroom 1 Bathroom house, large fenced yard, Carport for rent. Taking applications. House will not be available until middle of November. Asking $1750 can leave it at $1650* per month. Outside showing and Driving at the moment. New floors planned to be installed. Area of Lake Cannon Winter Haven. If interested and for more information

    1423-1426 26th St NW, Winter Haven, FL 33881
  • /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 $300,464

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

    3239 Nightfall Rd, Winter Haven, FL 33881
    • /17

      Not Listed For Sale

      6453 Hollyberry Ln NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1985
      6453 Hollyberry Ln NE, Winter Haven, FL 33881

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

  • /2

    $449,489

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft

    464 Fish Hawk Dr, Winter Haven, FL 33884

    "Looking for a large home at a reasonable price? This spacious 6-bedroom home in Hart Lake Cove could be the one for you! Freshly painted with new carpet throughout most of the home, this property offers an impressive amount of living space and flexibility.The first floor features a living room, family room, dining area, eat-in kitchen, half bath, and a generously sized bedroom with its own

    Agent Photo

    John Dannel

    CFRP REALTY LLC

    464 Fish Hawk Dr, Winter Haven, FL 33884
  • /3

    $1,550 Per Month

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Condo for Rent

    2007 9th St NE, Winter Haven, FL 33881

    Welcome to your perfect rental in Winter Haven, Florida! This charming property offers a comfortable living space in a vibrant community, just minutes away from delightful dining options and major department stores. The Winter Haven Hospital is also conveniently located just six minutes from your doorstep, ensuring your peace of mind. Key property features include central heating and

    2007 9th St NE, Winter Haven, FL 33881
  • /2

    $290,640

    Sold Aug 11, 2026

    533 Ituna Cir, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $196/SF
    • 49 Days On Market

    Current Estimated Value $281,000

    Highland Homes Harbor at Lake Henry - Single-Family Homes

    533 Ituna Cir, Winter Haven, FL 33881
    • /8

      Not Listed For Sale

      311 Donald Ln, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1991
      311 Donald Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Ron Denney LAND SOUTH REALTY, LLC

  • /46

    $22,000

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath

    574 Century Dr, Winter Haven, FL 33881

    Welcome to your slice of paradise! This charming 2-bedroom, 1-bath home is nestled in a beautiful Florida resort-style park, offering the perfect blend of comfort and relaxation. Enjoy a bright, open living space, a functional kitchen, and cozy bedrooms ideal for full-time living or a seasonal getaway. This home comes partially furnished, making your move-in even easier. Conveniently located

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    574 Century Dr, Winter Haven, FL 33881
  • /15

    $1,775 Per Month

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • House for Rent

    308 S Haven Ct, 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. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience come together

    308 S Haven Ct, Winter Haven, FL 33880
  • /12

    $354,999

    Sold Jun 02, 2026

    5389 San Pietro Dr, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $144/SF
    • 32 Days On Market

    Current Estimated Value $352,199

    Casa Fresca Homes Villa Mar

    5389 San Pietro Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      316 Donald Ln, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1995
      316 Donald Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Ron Denney LAND SOUTH REALTY, LLC

  • /12

    $367,445

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

    5361 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...

    Builder Photo

    Casa Fresca Homes

    Builder

    5361 San Pietro Dr, Winter Haven, FL 33884
  • /16

    $1,880 Per Month

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • House for Rent

    7172 Summit Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    7172 Summit Dr, Winter Haven, FL 33884
  • /2

    $28,000

    Sold Jun 30, 2026

    839 Sears Ave NE, Winter Haven, FL 33881

    • Land
    • 4,791 Sq Ft
    • $254,545 per Acre

    Last Sold Summary

    • 38% Below List Price
    • 18 Days On Market

    Current Estimated Value $38,500

    Last Listing Agent Kalanda Scarvers SPANN & ASSOCIATES REAL ESTATE

    839 Sears Ave NE, Winter Haven, FL 33881
    • /16

      Est $138,502

      Not Listed For Sale

      2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 845 Sq Ft
      • Built 1985
      2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

      Last Sold Summary

      • 215 Days On Market

      Last Listing Agent Eduardo Mualim IRG CORPORATION

Showing Results 361 - 400, Page 10 of 18

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