48,523

Winter Haven, FL Homes

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  • /44

    $215,000

    • 4 Beds
    • 1 Bath
    • 2,078 Sq Ft

    111 Sunset Dr E, Winter Haven, FL 33881

    PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized,

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 457-2180

    111 Sunset Dr E, Winter Haven, FL 33881
  • /29

    $1,485 per month

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • House for Rent

    1018 Sunshine Way SW, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining.Enjoy the screened-in room overlooking a fully fenced backyard—ideal for

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    1018 Sunshine Way SW, Winter Haven, FL 33880
  • /2

    $369,900 Sold Feb 11, 2026

    7044 Summit Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft
    • Built 2005

    Last Sold Summary

    • $175/SF
    • 6 Days On Market

    Current Estimated Value $368,002

    Last Listing Agent Arturo Matamoros EXP REALTY LLC

    7044 Summit Cir, Winter Haven, FL 33884
    • /2

      Est $544,159 Not Listed For Sale

      1332 Oakmont Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,081 Sq Ft
      • Built 2017
      1332 Oakmont Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $272/SF
      • 13 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Anita Piasecki A+ REALTY LLC

  • /29

    $115,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    125 Lake Hazel Dr, Winter Haven, FL 33884

    NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater,

    Agent Photo

    Jenn Manzella

    FLORIDA REALTY MARKETPLACE

    (863) 328-3623

    125 Lake Hazel Dr, Winter Haven, FL 33884
  • /14

    $1,251 - $1,825 per month

    The Arbours at Garden Grove

    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

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

    $270,000 Sold Apr 25, 2025

    3272 Whispering Trails Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $176/SF
    • 35 Days On Market

    Current Estimated Value $262,200

    Last Listing Agent Troy Udit ENGEL & VOLKERS ORLANDO DR PHILLIPS

    3272 Whispering Trails Ave, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      171 Sweet Cir, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 1986
      171 Sweet Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $64/SF
      • 0 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  • /67

    $450,000 Open Sat 2AM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,888 Sq Ft

    1854 Eloise Cove Dr, Winter Haven, FL 33884

    PRICED REDUCED!! This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. Water heater 2021. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 296-2250

    1854 Eloise Cove Dr, Winter Haven, FL 33884
  • /7

    $700 per month

    • 2 Beds
    • 1 Bath
    • 740 Sq Ft
    • House for Rent

    720 6th St NW Unit 3, Winter Haven, FL 33881

    Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

    Erich Spivey ALABAMA LLC

    720 6th St NW Unit 3, Winter Haven, FL 33881
  • /2

    $300,000 Sold Apr 13, 2026

    561 Cody Caleb Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,773 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $108/SF
    • 61 Days On Market

    Current Estimated Value $300,001

    Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

    561 Cody Caleb Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      3842 Avenue O NW, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 754 Sq Ft
      • Built 1985
      3842 Avenue O NW, Winter Haven, FL 33881

      Last Sold Summary

      • $139/SF
      • 49 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Lisa Miller MILLSHIRE REALTY

  • /28

    $65,000

    • 2 Beds
    • 2 Baths

    1014 Eagle Dr, Winter Haven, FL 33881

    Tucked away at the end of the street, this charming 2-bedroom, 2-bath home offers privacy and peaceful living with no side or rear neighbors. The desirable split floor plan provides comfort and functionality, perfect for both everyday living and hosting guests. Enjoy a series of thoughtful updates, including stainless steel appliances (2022), A/C (2020), roof & leaf filter system (2023), new

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 329-5459

    1014 Eagle Dr, Winter Haven, FL 33881
  • /14

    $1,000 - $1,275 per month

    Central Haven Apartments

    Studio - 2 Beds

    130 Avenue C SE, Winter Haven, FL 33880

    130 Avenue C SE, Winter Haven, FL 33880
  • /2

    $290,000 Sold Nov 26, 2025

    1480 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2024

    Last Sold Summary

    • 17% Below List Price
    • $132/SF
    • 402 Days On Market

    Current Estimated Value $291,179

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    1480 Leamington Ln, Winter Haven, FL 33884
    • /2

      Est $333,410 Not Listed For Sale

      212 Krenson Bay Loop, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,202 Sq Ft
      • Built 2023
      212 Krenson Bay Loop, Winter Haven, FL 33881

      Last Sold Summary

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

      Last Sold Price $331,545

      Last Listing Agent Cassandre Martin KELLER WILLIAMS REALTY AT THE LAKES

  • /49

    $285,000

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft

    31 Lake Link Cir SE, Winter Haven, FL 33884

    Short Sale. Lender has provided preliminary net guidance based on a recent appraisal. Offers will be reviewed in accordance with lender and VA guidelines. Buyer is encouraged to submit highest and best offer. Final approval subject to lender review.This is the kind of home that just feels right the moment you pull in. Set on an oversized .29-acre lot with no rear neighbors and peaceful

    Agent Photo

    Katie Sweet

    WATSON REALTY CORP.

    (863) 265-5379

    31 Lake Link Cir SE, Winter Haven, FL 33884
  • /18

    $800 per month

    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884

    1 Bed, 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if

    Daniel Gonzalez AT YOUR SERVICE REALTY, LLC

    1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884
  • /2

    $299,800 Sold Aug 15, 2025

    2159 Greenway Dr, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $148/SF
    • 15 Days On Market

    Current Estimated Value $299,028

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    2159 Greenway Dr, Winter Haven, FL 33881
    • /2

      Est $201,462 Not Listed For Sale

      100 Avenue K NE, Winter Haven, FL 33881

      • 3 Beds
      • 1 Bath
      • 1,059 Sq Ft
      • Built 1946
      100 Avenue K NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $198/SF
      • 13 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Maria Torres Beltran CENTURY 21 NEXT LEVEL REALTY

  • /38

    $374,989 New Construction

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

    280 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Dream Finders Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen,

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    280 Meredith Blvd, Winter Haven, FL 33881
  • /23

    $993 - $1,144 per month

    Villas at Lake Smart Apartments

    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

    4225 Vista Del Lago Dr, Winter Haven, FL 33881
  • /2

    $282,990 Sold Jun 18, 2025

    3479 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2024

    Last Sold Summary

    • $170/SF
    • 4 Days On Market

    Current Estimated Value $293,807

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3479 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $326,917 Not Listed For Sale

      2554 Salzburg Loop, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft
      • Built 2015
      2554 Salzburg Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $200/SF
      • 182 Days On Market

      Last Sold Price $337,900

      Last Listing Agent Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  • /42

    $359,000

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    1063 Brimstone Cir, Winter Haven, FL 33884

    Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an

    Agent Photo

    Brad Martin

    BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    (863) 310-1889

    1063 Brimstone Cir, Winter Haven, FL 33884
  • /13

    $700 per month

    • 2 Beds
    • 1 Bath
    • 683 Sq Ft
    • House for Rent

    720 6th St NW Unit 2, Winter Haven, FL 33881

    Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

    Erich Spivey ALABAMA LLC

    720 6th St NW Unit 2, Winter Haven, FL 33881
  • /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 $245,419

    Highland Homes Harbor at Lake Henry - Townhomes

    235 Turtle Bay Ave, Winter Haven, FL 33881
    • /2

      Est $254,774 Not Listed For Sale

      1289 Normandy Heights Cir, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,233 Sq Ft
      • Built 2010
      1289 Normandy Heights Cir, Winter Haven, FL 33880

      Last Sold Summary

      • 4% Below List Price
      • $215/SF
      • 8 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

  • /100

    $279,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft

    5325 Nicklaus Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 663-6182

    5325 Nicklaus Dr, Winter Haven, FL 33884
  • /11

    $1,250 - $1,350 per month

    Lake Buckeye Apartments

    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

    101 Parker Ln NE, Winter Haven, FL 33881
  • /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 $205,661

    Last Listing Agent Matthew Hughes REAL BROKER, LLC

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

      Est $351,602 Not Listed For Sale

      1712 Lime Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 2,218 Sq Ft
      • Built 2008
      1712 Lime Dr, Winter Haven, FL 33881

      Last Sold Summary

      • $158/SF
      • 180 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Veronica Figueroa EXP REALTY LLC

  • /42

    $295,900

    • 3 Beds
    • 3 Baths
    • 1,792 Sq Ft

    104 11th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full

    Agent Photo

    Dave Westphal

    REAL BROKER, LLC

    (863) 340-7511

    104 11th St SE, Winter Haven, FL 33880
  • /14

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    1816 Galloway Terrace, Winter Haven, FL 33881

    This home offers 4 spacious bedrooms and 2 baths. The Master Bath is equipped with double vanity sinks and has been upgraded with a spacious 5ft shower! The home offers high ceilings with an open floor plan and a spacious kitchen overlooking the main living area. Both, formal dining area and a breakfast nook, provide plenty of space for the family and guests to enjoy their meals! The home has

    Pedro Cartagena 1513 REALTY LLC

    1816 Galloway Terrace, Winter Haven, FL 33881
  • /2

    $325,000 Sold Sep 12, 2025

    205 Loma Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,069 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $157/SF
    • 30 Days On Market

    Current Estimated Value $325,906

    Last Listing Agent Brad Martin BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    205 Loma Dr, Winter Haven, FL 33881
    • /2

      Est $321,280 Not Listed For Sale

      3828 Traditions Blvd N, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,823 Sq Ft
      • Built 2006
      3828 Traditions Blvd N, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $181/SF
      • 17 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  • /86

    $720,000

    • 4 Beds
    • 4 Baths
    • 2,961 Sq Ft

    237 Mclean Point, Winter Haven, FL 33884

    MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake

    Agent Photo

    Luis Perez Garcia

    EXP Realty LLC

    (863) 264-6395

    237 Mclean Point, Winter Haven, FL 33884
  • /35

    $2,300 per month

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

    300 Royal Palm Way, Winter Haven, FL 33881

    ***If you see this listing on CRAIGSLIST or FACEBOOK MARKETPLACE, it is fraud. Apply only on the My New Rental website***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

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

    $266,490 Sold Jul 28, 2025

    4904 Kaia Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $177/SF
    • 23 Days On Market

    Current Estimated Value $270,660

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4904 Kaia Ave, Winter Haven, FL 33884
    • /2

      Est $155,524 Not Listed For Sale

      260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1992
      260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881

      Last Sold Summary

      • 6% Below List Price
      • $154/SF
      • 47 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Lancey Lewis HOMELIFE REALTY COASTAL PROPERTIES LLC

Showing Results 161 - 200, Page 5 of 18

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