49,346

Winter Haven, FL Homes

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  • /54

    $159,750

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

    Agent Photo

    Sanda Andrews

    GOOD COMPANY REALTY INC.

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /54

    Starting at $2,050 Per Month

    • 1 - 3 Beds

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881

    Experience a fresh take on apartment living at Magnolia at Lake Hamilton, a thoughtfully designed community offering modern garden-style apartments and charming cottage residences in Winter Haven, FL. Blending contemporary finishes with inviting outdoor spaces, Magnolia is designed to support the way you live, work, and unwind. From spacious floor plans to resort-inspired amenities, every

    Magnolia at Lake Hamilton

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881
  • /2

    $109,900

    Sold Jul 01, 2026

    700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Built 1970

    Last Sold Summary

    • 21% Below List Price
    • $92/SF
    • 224 Days On Market

    Current Estimated Value $128,695

    Last Listing Agent Victoria Bollea CHARLES RUTENBERG REALTY INC

    700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881
    • /2

      Est $298,097

      Not Listed For Sale

      3166 Laurel Oak Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,646 Sq Ft
      • Built 2024
      3166 Laurel Oak Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 195 Days On Market

  • /30

    $58,000

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

    398 Tennis Ln, Winter Haven, FL 33881

    SPECIAL OFFER - 3 MONTHS FREE LOT RENT! Welcome to 398 Tennis Lane, a spacious 2-bedroom, 2-bath furnished home offering approximately 1,296 sq. ft. of comfortable Florida living. As an added bonus, a 2024 E-Z-GO golf cart is included! Step inside to a large, inviting living room that flows openly into the dining room, creating a wonderful space for entertaining family and friends. Extra-wide

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    398 Tennis Ln, Winter Haven, FL 33881
  • /26

    Starting at $1,160 Per Month

    • 1 - 3 Beds

    4200 Mahogany Run, Winter Haven, FL 33884

    Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

    Della Vita Apartments

    4200 Mahogany Run, Winter Haven, FL 33884
  • /2

    $249,490

    Sold May 14, 2026

    6473 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 2026

    Last Sold Summary

    • 7% Below List Price
    • $133/SF
    • 5 Days On Market

    Current Estimated Value $255,060

    Last Listing Agent Ben Goldstein LENNAR REALTY

    6473 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $257,086

      Not Listed For Sale

      5108 Sylas Jax Ave, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,358 Sq Ft
      • Built 2025
      5108 Sylas Jax Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 162 Days On Market

  • /82

    $59,980

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    31 Alpine Dr, Winter Haven, FL 33881

    Discover a retirement retreat in the heart of sunny Central Florida! This 2-bedroom, 2-bathroom manufactured home is nestled within Swiss Village, a 55+ active community on Lake Henry. Step inside to find laminate flooring throughout and a spacious main bedroom. Major updates have already been handled - there is a rubber roof and is approximately 10 years old, the HVAC system is just 3 years

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    31 Alpine Dr, Winter Haven, FL 33881
  • /32

    Starting at $1,475 Per Month

    • 1 - 3 Beds

    1300 Lake Howard Dr SW, Winter Haven, FL 33880

    Welcome to luxury living in Winter Haven. Lakeshore Club is located on the Chain of Lakes between Lake Howard and Lake Mary minutes from downtown Winter Haven.

    Lakeshore Club

    1300 Lake Howard Dr SW, Winter Haven, FL 33880
  • /34

    $329,990

    Sold Apr 30, 2026

    4422 Blackwell Ave, Lake Wales, FL 33859

    • 5 Beds
    • 3 Baths
    • 2,077 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 7% Below List Price
    • $159/SF
    • 71 Days On Market

    Current Estimated Value $326,000

    D.R. Horton Annabelle Estates

    4422 Blackwell Ave, Lake Wales, FL 33859
    • /2

      Est $273,990

      Not Listed For Sale

      481 Kensington View Dr, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,746 Sq Ft
      • Built 2019
      481 Kensington View Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 20 Days On Market

  • /30

    $65,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    385 Tennis Ln, Winter Haven, FL 33881
  • /12

    Starting at $1,124 Per Month

    • 1 - 2 Beds

    1101 Cambridge Square, Winter Haven, FL 33880

    Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

    Barrington Place At Winter Haven

    1101 Cambridge Square, Winter Haven, FL 33880
  • /2

    $258,000

    Sold Jul 10, 2026

    916 Orleans Dr, Eagle Lake, FL 33839

    • 3 Beds
    • 2 Baths
    • 1,301 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $198/SF
    • 13 Days On Market

    Current Estimated Value $262,937

    Last Listing Agent Jennifer Abadi ABADI REALTY LLC

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

      Est $253,928

      Not Listed For Sale

      369 St Georges Cir, Eagle Lake, FL 33839

      • 3 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 2019
      369 St Georges Cir, Eagle Lake, FL 33839

      Last Sold Summary

      • 49 Days On Market

  • /39

    $44,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    369 Putter Cir, Winter Haven, FL 33881

    This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    369 Putter Cir, Winter Haven, FL 33881
  • /50

    Starting at $1,303 Per Month

    • 1 - 3 Beds

    4025 Lake Ned Village Cir, Winter Haven, FL 33884

    Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

    Vista Lake Ned

    4025 Lake Ned Village Cir, Winter Haven, FL 33884
  • /2

    $219,500

    Sold May 25, 2026

    1620 Linz Ct, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $165/SF
    • 110 Days On Market

    Current Estimated Value $219,800

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    1620 Linz Ct, Winter Haven, FL 33884
    • /2

      Est $274,628

      Not Listed For Sale

      3205 Royal Tern Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 2020
      3205 Royal Tern Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 51 Days On Market

  • /22

    $69,000

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft

    508 Century Dr, Winter Haven, FL 33881

    Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    508 Century Dr, Winter Haven, FL 33881
  • /14

    Starting at $1,310 Per Month

    • 1 - 3 Beds

    4900 Cypress Gardens Rd, Winter Haven, FL 33884

    A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

    The Arbours at Garden Grove

    4900 Cypress Gardens Rd, Winter Haven, FL 33884
  • /2

    $330,000

    Sold Jul 07, 2026

    3322 Oak Hill Place, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,109 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $156/SF
    • 38 Days On Market

    Current Estimated Value $334,185

    Last Listing Agent Michelle Keohane INFINITE REAL ESTATE POWERED BY ILIST

    3322 Oak Hill Place, Winter Haven, FL 33884
    • /2

      Est $517,840

      Not Listed For Sale

      5436 Hogan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,532 Sq Ft
      • Built 2014
      5436 Hogan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 66 Days On Market

  • /49

    $199,900

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    Virtually Staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /35

    $2,375 Per Month

    • 4 Beds
    • 2 Baths
    • 1,790 Sq Ft
    • House for Rent

    217 Newcastle Ct, Winter Haven, FL 33881

    Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100%

    217 Newcastle Ct, Winter Haven, FL 33881
  • /2

    $259,000

    Sold Mar 16, 2026

    3674 Queens Cove Blvd, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 2005

    Last Sold Summary

    • $148/SF
    • 51 Days On Market

    Current Estimated Value $259,458

    Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

    3674 Queens Cove Blvd, Winter Haven, FL 33880
    • /2

      Est $251,619

      Not Listed For Sale

      663 Lucerne Blvd, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,317 Sq Ft
      • Built 2019
      663 Lucerne Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 121 Days On Market

  • /32

    $399,999

    $20K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 3,040 Sq Ft

    205 Tifton St, Winter Haven, FL 33880

    Honey, stop the car! This home truly has it all. Featuring 5 bedrooms, 4 full baths, a spacious loft, and a 3-car garage, this property offers room for everyone.Your 68,132 sq. ft. homesite (1.56 acres) is a little piece of heaven—flat, open space with no rear neighbor, perfect for privacy and endless possibilities.Inside, you’ll find an entertainer’s paradise: a double oven, a kitchen

    Agent Photo

    Paul Shearn

    FUTURE HOME REALTY INC

    205 Tifton St, Winter Haven, FL 33880
  • /23

    Starting at $993 Per Month

    • 2 - 3 Beds

    4225 Vista Del Lago Dr, Winter Haven, FL 33881

    You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

    Villas at Lake Smart Apartments

    4225 Vista Del Lago Dr, Winter Haven, FL 33881
  • /12

    $265,000

    Sold Sep 23, 2025

    4981 Kaia Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $209/SF
    • 145 Days On Market

    Current Estimated Value $239,161

    Meritage Homes VillaMar - Classic Series

    4981 Kaia Ave, Winter Haven, FL 33884
    • /2

      Est $301,827

      Not Listed For Sale

      1274 Zambrana Ct, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,961 Sq Ft
      • Built 2021
      1274 Zambrana Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 231 Days On Market

  • /63

    $54,990

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    104 Rigi Slope Dr, Winter Haven, FL 33881

    Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    104 Rigi Slope Dr, Winter Haven, FL 33881
  • /11

    Starting at $1,250 Per Month

    • 1 - 2 Beds

    101 Parker Ln NE, Winter Haven, FL 33881

    Call for availability! Our apartment complex is nestled back in a residential housing lakeside community, away from busy traffic. Quiet surroundings for families and single professionals to relax in their home. We provide high tech security cameras throughout the whole complex to assure your safety. Lake Buckeye owners want to provide a drug-free and safe environment for your family to call

    Lake Buckeye Apartments

    101 Parker Ln NE, Winter Haven, FL 33881
  • /2

    $235,000

    Sold Jul 17, 2026

    852 Cinnamon Dr, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Built 1981

    Last Sold Summary

    • $219/SF
    • 3 Days On Market

    Current Estimated Value $203,664

    Last Listing Agent Gregory Buckley LOKATION

    852 Cinnamon Dr, Winter Haven, FL 33880
    • /2

      Est $208,626

      Not Listed For Sale

      3418 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,118 Sq Ft
      • Built 2008
      3418 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 126 Days On Market

  • /30

    $240,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2634 Rutledge Ct, Winter Haven, FL 33884

    Under contract-accepting backup offers. Welcome to easy, maintenance-free living in the highly sought-after Verandahs at Traditions on Lake Reeves! This beautifully maintained one-story corner unit townhouse offers 2 bedrooms, 2 bathrooms plus a versatile bonus room, perfect for a home office, fitness, or guest space.Enjoy an open floorplan filled with natural light, enhanced by high ceilings

    Agent Photo

    Michelle Howard

    KELLER WILLIAMS REALTY SMART 1

    2634 Rutledge Ct, Winter Haven, FL 33884
  • /35

    $2,400 Per Month

    • 4 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • House for Rent

    317 Royal Palm Way, Winter Haven, FL 33881

    **THIS ADDRESS WAS FORMALLY KNOWN AS 317 OXFORD DRIVE. STREET NAME WAS CHANGED TO ROYAL PALM WAY. THE NEW ADDRESS WILL NOT PULL UP ON THE MAP**Private community, energy efficient homes, LOADED with the best finishes. With three different elevations to choose from, you will notice a completely different look and feel. If you have pets, not only do we allow them. Home available that

    317 Royal Palm Way, Winter Haven, FL 33881
  • /2

    $245,000

    Sold Jan 13, 2026

    4710 Osprey Way, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 2019

    Last Sold Summary

    • 18% Below List Price
    • $123/SF
    • 150 Days On Market

    Current Estimated Value $256,745

    Last Listing Agent Stuart Hurry NU HOME FINDERS, INC

    4710 Osprey Way, Winter Haven, FL 33881
    • /2

      Est $195,096

      Not Listed For Sale

      213 5th Jpv St, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,084 Sq Ft
      • Built 1958
      213 5th Jpv St, Winter Haven, FL 33880

      Last Sold Summary

      • 92 Days On Market

Showing Results 81 - 120, Page 3 of 18

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