49,154

Winter Haven, FL Homes

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  • /31

    $90,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths

    355 Putter Cir, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 2 bedroom, 2 bath residence offering approximately 1,300 sq ft of comfortable living space and sold fully furnished with an updated kitchen, a bonus room perfect for an office, craft space, or hobbies, and French doors that open into a roomy, front-facing Florida room, ideal for morning coffee or relaxing evenings. Thoughtful details include raised

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    355 Putter Cir, 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
  • /2

    $280,000

    Sold May 15, 2026

    207 24th Ct SW, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $216/SF
    • 81 Days On Market

    Current Estimated Value $282,767

    Last Listing Agent Melissa Mottern KELLER WILLIAMS REALTY

    207 24th Ct SW, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      4065 Rolling Oaks Dr, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1983
      4065 Rolling Oaks Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Ann Heaton CHARLES RUTENBERG REALTY ORLANDO

  • /36

    $385,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    4519 Ashford Dr, Winter Haven, FL 33880

    Under contract-accepting backup offers. Beautifully maintained 3-bedroom, 2.5-bath home on a spacious 0.30-acre lot in the desirable Lake Thomas Woods community with NO HOA! This inviting two-story home features an open floor plan with soaring 17-foot ceilings in the living room, abundant natural light, and a cozy wood-burning fireplace. The remodeled kitchen is designed for both style and

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    4519 Ashford Dr, Winter Haven, FL 33880
  • /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
  • /6

    $244,990

    Sold Dec 30, 2025

    235 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $244,901

    Highland Homes Harbor at Lake Henry - Townhomes

    235 Turtle Bay Ave, Winter Haven, FL 33881
    • /24

      Not Listed For Sale

      6328 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 2002
      6328 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Nicole Ash BHHS FLORIDA PROPERTIES GROUP

  • /36

    $49,990

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    5297 Laurel Oak Dr, Winter Haven, FL 33880

    Florida flavor starts in the backyard at 5297 Laurel Oak Drive, where fruit-bearing plantings add character to this newly listed two-bedroom, two-bathroom manufactured home in Winter Haven Oaks. A split-bedroom floor plan places the sleeping areas apart for added privacy, while the home's setting supports an easygoing indoor-outdoor lifestyle. Step outside to find a fig tree, orange tree,

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    5297 Laurel Oak Dr, Winter Haven, FL 33880
  • /19

    $1,875 Per Month

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

    409 Kensington View Dr, Winter Haven, FL 33880

    Welcome to 409 Kensington View Drive, a newer 3-bedroom, 2-bath home offering 1,541 square feet in the Kensington View community of Winter Haven. Inside, a bright, open-concept layout gives the living area an easy, welcoming flow into a kitchen with a range and oven and room for casual dining. The thoughtfully designed floor plan pairs comfortable bedrooms with two full baths for functional,

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

    $238,000

    Sold Apr 01, 2026

    1002 Spirit Lake Rd, Winter Haven, FL 33880

    • 3 Beds
    • 1.5 Baths
    • 1,111 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $214/SF
    • 6 Days On Market

    Current Estimated Value $233,113

    Last Listing Agent Matthew Hughes CHARLES RUTENBERG REALTY ORLANDO

    1002 Spirit Lake Rd, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      12 Robin Ln, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1976
      12 Robin Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Dee Newell S & D REAL ESTATE SERVICE LLC

  • /22

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1404 Axel Cir, Winter Haven, FL 33880

    Virtually Staged. Newly constructed stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest suite with an adjacent full

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    1404 Axel Cir, Winter Haven, FL 33880
  • /3

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Condo for Rent

    1734 Carnostie Rd, Winter Haven, FL 33884

    Welcome to your new home in the charming district of Winter Haven, Florida! This inviting property is situated in a vibrant area, surrounded by delightful restaurants and popular department stores. Plus, the convenience of Winter Haven Hospital is just a short 20-minute drive away. This property features comfortable living with essential amenities to ensure a pleasant atmosphere. The home

    1734 Carnostie Rd, Winter Haven, FL 33884
  • /2

    $110,000

    Sold Aug 31, 2026

    6644 Princeton Dr NE, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Below List Price
    • $85/SF
    • 193 Days On Market

    Last Listing Agent Jason Troyan LIVE FLORIDA REALTY

    6644 Princeton Dr NE, Winter Haven, FL 33881
    • /33

      Not Listed For Sale

      6132 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1994
      6132 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Michelle Armbruster LOCKHART & ASSOCIATES INC

  • /59

    $257,000

    Open Sun 12PM - 2PM $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    542 Eagle Landing Blvd, Winter Haven, FL 33880

    Welcome to Eagle Landing Community in Winter Haven. This move-in-ready home offers an open living area, a split floor plan for privacy, and a spacious primary suite with a walk-in closet. The kitchen features granite countertops and stainless-steel appliances, with added conveniences like a laundry room, two-car garage, and low HOA dues.SOLAR PANELS WILL BE PAID OFF AT CLOSING, giving the

    Agent Photo

    Carla Miro

    CENTURY 21 WATSON & MYERS REALTY

    542 Eagle Landing Blvd, Winter Haven, FL 33880
  • /17

    $2,099 Per Month

    • 4 Beds
    • 3 Baths
    • 2,827 Sq Ft
    • House for Rent

    849 Sunset Cove Dr, Winter Haven, FL 33880

    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 $2243.90. That covers your base rent, $2099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    849 Sunset Cove Dr, Winter Haven, FL 33880
  • /2

    $105,000

    Sold Jun 30, 2026

    2040 San Marcos Dr SE Unit 202, Winter Haven, FL 33880

    • 1 Bed
    • 1 Bath
    • 666 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $158/SF
    • 30 Days On Market

    Last Listing Agent Robert W. Lamond LAMOND REALTY INC.

    2040 San Marcos Dr SE Unit 202, Winter Haven, FL 33880
    • /15

      Not Listed For Sale

      712 Byni Ridge, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1979
      712 Byni Ridge, Winter Haven, FL 33880

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Duy Nguyen EXP REALTY LLC

  • /48

    $470,000

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft

    4123 Island Lakes Dr, Winter Haven, FL 33881

    CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard.This 4-bedroom, 2-bath home is designed for both comfort and

    Agent Photo

    Michelle Howard

    KELLER WILLIAMS REALTY SMART 1

    4123 Island Lakes Dr, Winter Haven, FL 33881
  • /18

    $1,945 Per Month

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • House for Rent

    631 Heather Glen 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 $2129.90. That covers your base rent, $1945.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    631 Heather Glen Loop, Winter Haven, FL 33884
  • /2

    $96,000

    Sold May 08, 2026

    2065 Isle Royale Ct SE Unit 141, Winter Haven, FL 33880

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $148/SF
    • 87 Days On Market

    Current Estimated Value $96,359

    Last Listing Agent Andrew Fearn BHHS FLORIDA PROPERTIES GROUP

    2065 Isle Royale Ct SE Unit 141, Winter Haven, FL 33880
    • /2

      Est $234,760

      Not Listed For Sale

      2423 3rd St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,173 Sq Ft
      • Built 2024
      2423 3rd St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

  • /21

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,065 Sq Ft

    1716 Terry Cir NE, Winter Haven, FL 33881

    Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    1716 Terry Cir NE, Winter Haven, FL 33881
  • /15

    $1,925 Per Month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    349 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

    349 S Haven Ct, Winter Haven, FL 33880
  • /2

    $265,000

    Sold Oct 24, 2025

    1568 S Lake Shipp Dr, Winter Haven, FL 33880

    • 5 Beds
    • 3 Baths
    • 1,824 Sq Ft
    • Built 1955

    Last Sold Summary

    • 24% Below List Price
    • $145/SF
    • 174 Days On Market

    Current Estimated Value $245,904

    Last Listing Agent Jordan Prais 54 REALTY LLC

    1568 S Lake Shipp Dr, Winter Haven, FL 33880
    • /2

      Est $252,418

      Not Listed For Sale

      127 Florida Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 2024
      127 Florida Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

  • /62

    $359,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    131 Ruby Lake Dr, Winter Haven, FL 33884

    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 overlooking the family room. A

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    131 Ruby Lake Dr, Winter Haven, FL 33884
  • /16

    $1,740 Per Month

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • House for Rent

    144 Shelley 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. Rent this home by September 30, 2026 and receive $500 Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart

    144 Shelley Dr, Winter Haven, FL 33884
  • /2

    $315,000

    Sold Jun 01, 2026

    689 Vittorio Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,053 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $153/SF
    • 83 Days On Market

    Current Estimated Value $313,340

    Last Listing Agent Kelly Martinez CORCORAN CONNECT LLC

    689 Vittorio Dr, Winter Haven, FL 33884
    • /2

      Est $280,714

      Not Listed For Sale

      256 Ruby Lake Ln, Winter Haven, FL 33884

      256 Ruby Lake Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  • /25

    $119,000

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    Available for immediate occupancy, this lovely condo is updated and features low maintenance lifestyle with superb location. Located close to golf, fishing and water sports, close to LegoLand and shopping. The location is private and off the beaten path, ideal for a starter home or winter retreat. Upon entering the unit, you will note the fresh interior, open living area, and updated kitchen

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /17

    $1,899 Per Month

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

    393 Kensington View Dr, Winter Haven, FL 33880

    SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.** MOVE IN SPECIAL! Get 4 Weeks FREE off 1st Full Month with Deposit Paid by 9/19/2026**This 3-bedroom, 2-bath home offers 1,678 square feet of living space with a layout designed for easy everyday living. The main living areas provide plenty of room

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

    $235,000

    Sold Jul 20, 2026

    1645 Avenue C NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $195/SF
    • 102 Days On Market

    Current Estimated Value $230,611

    Last Listing Agent Cliff Glansen FLATFEE.COM

    1645 Avenue C NE, Winter Haven, FL 33881
    • /32

      Est $141,889

      Not Listed For Sale

      2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 845 Sq Ft
      • Built 1987
      2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881

      Last Sold Summary

      • 159 Days On Market

      Last Listing Agent Eduardo Mualim IRG CORPORATION

  • /40

    $235,000

    $20K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Under contract-accepting backup offers. Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years

    Agent Photo

    Beena Kokeram

    VREELAND REAL ESTATE LLC

    3363 Livingston Way, Winter Haven, FL 33884
  • /18

    $1,735 Per Month

    • 4 Beds
    • 3 Baths
    • 2,101 Sq Ft
    • House for Rent

    3638 Queens Cove Blvd, Winter Haven, FL 33880

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 3-bathroom rental home in Winter Haven, FL, could be just what you’re looking for. See the

    3638 Queens Cove Blvd, Winter Haven, FL 33880
  • /2

    $179,000

    Sold Jun 26, 2026

    3015 Avenue I NW, Winter Haven, FL 33881

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1959

    Last Sold Summary

    • 10% Below List Price
    • $170/SF
    • 392 Days On Market

    Current Estimated Value $177,160

    Last Listing Agent Maritza Cruz MIRANDA LANDA REALTY GROUP LLC

    3015 Avenue I NW, Winter Haven, FL 33881
    • /46

      Est $233,437

      Not Listed For Sale

      3389 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,295 Sq Ft
      • Built 2017
      3389 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

Showing Results 241 - 280, Page 7 of 18

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