48,350

Winter Haven, FL Homes

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  • /37

    $84,900

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    92 Greenview Dr, Winter Haven, FL 33881

    This spacious 2-bedroom, 2-bath home offers 1,680 sq ft of comfortable living with beautiful golf course views. A 2023 membrane roof covers the home, Florida room, and shed, providing peace of mind and long-term value. Inside, you'll find newer windows, a generous den with a wet bar-perfect for entertaining-and an inviting layout ideal for everyday living. The kitchen boasts an island, walk-in

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 264-5309

    92 Greenview Dr, Winter Haven, FL 33881
  • /5

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    132 Miller Dr, Winter Haven, FL 33884

    Large remodeled modern home for rent. This home is conveniently located near restaurants, shopping and entertainment and also has a great functional floor plan.

    Ainsley Daux PA FLORIDA REALTY

    132 Miller Dr, Winter Haven, FL 33884
  • /2

    $245,000 Sold Mar 17, 2025

    1734 Avenue C NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $208/SF
    • 28 Days On Market

    Current Estimated Value $235,727

    Last Listing Agent Keith St. Onge LA ROSA REALTY PRESTIGE

    1734 Avenue C NE, Winter Haven, FL 33881
    • /2

      Est $344,441 Not Listed For Sale

      3817 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,168 Sq Ft
      • Built 2024
      3817 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $157/SF
      • 50 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /29

    $399,999

    • 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

    (863) 431-8695

    205 Tifton St, Winter Haven, FL 33880
  • /66

    $1,425 - $1,675 per month

    The Jade

    1 - 2 Beds

    1150 3rd St SW, Winter Haven, FL 33880

    The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

    1150 3rd St SW, Winter Haven, FL 33880
  • /2

    $400,000 Sold Apr 25, 2025

    1116 Cypress Point W, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft
    • Built 1978

    Last Sold Summary

    • $197/SF
    • 6 Days On Market

    Current Estimated Value $402,800

    Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

    1116 Cypress Point W, Winter Haven, FL 33884
    • /2

      Est $286,467 Not Listed For Sale

      3408 Costello Cir, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,665 Sq Ft
      • Built 2024
      3408 Costello Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $175/SF
      • 56 Days On Market

      Last Sold Price $290,990

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

  • /30

    $77,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1011 Eagle Dr, Winter Haven, FL 33881

    This stunning 2 bedroom, 2 bath home has been thoughtfully renovated throughout, featuring newer windows and stylish vinyl plank flooring. The updated kitchen offers plenty of cabinetry and a cozy eat-in area-perfect for morning coffee or casual meals. Both bathrooms have been tastefully updated for a clean, modern feel. You'll love the spacious Florida Room across the front of the home, finished

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 869-2719

    1011 Eagle Dr, Winter Haven, FL 33881
  • /16

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft
    • House for Rent

    165 Kings Pond Ave, Winter Haven, FL 33880

    SPECIAL!! $300 OFF THE 1ST MO RENT IF YOU MOVE IN BEFORE 2/28! Nestled in the desirable Kings Pond community, this impeccably maintained 3-bedroom home offers a serene retreat to live in! The property boasts a charming white vinyl fenced-in backyard, providing both privacy and a perfect space for outdoor activities.Inside, you'll find a full suite of appliances, including a washer and dryer,

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    165 Kings Pond Ave, Winter Haven, FL 33880
  • /2

    $289,990 Sold Jul 15, 2025

    3452 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 31 Days On Market

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

    3452 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $358,676 Not Listed For Sale

      1933 Sarah St, Winter Haven, FL 33884

      • 6 Beds
      • 3 Baths
      • 2,463 Sq Ft
      • Built 2024
      1933 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $145/SF
      • 65 Days On Market

      Last Sold Price $356,490

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /29

    $140,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    104 Mayfair Place SW, Winter Haven, FL 33880

    Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to a peaceful back patio, the perfect spot

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 343-3020

    104 Mayfair Place SW, Winter Haven, FL 33880
  • /2

    $1,350 - $2,050 per month

    Magnolia at Lake Hamilton

    1 - 3 Beds

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881

    Welcome Home to Magnolia at Lake Hamilton!

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881
  • /24

    $327,990 Sold Nov 03, 2025

    3450 Evening Star Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $186/SF
    • 10 Days On Market

    Current Estimated Value $326,194

    Starlight Homes Sunset Hills

    3450 Evening Star Dr, Winter Haven, FL 33881
    • /2

      Est $331,033 Not Listed For Sale

      4672 Ostero St, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,447 Sq Ft
      • Built 2024
      4672 Ostero St, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $134/SF
      • 69 Days On Market

      Last Sold Price $328,990

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

  • /28

    $185,000

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    1607 2nd St SE, Winter Haven, FL 33880

    PRIME LOCATION!! Prime Investment Opportunity with Commercial Zoning! Located in the Historic Pughsville neighborhood of Winter Haven. This property offers incredible versatility. Currently a cozy 2-bedroom, 1-bath residential wood framed home, the lot is zoned commercial, opening the door for various business uses. The property features a spacious, fenced-in yard with the added benefit of No HOA

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 532-7906

    1607 2nd St SE, Winter Haven, FL 33880
  • /22

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • House for Rent

    1193 Haines Dr, Winter Haven, FL 33881

    Welcome to this beautiful 4-bedroom, 2-bath home in desirable Winter Haven, Florida, offering serene pond views and the perfect blend of comfort and style. This thoughtfully designed residence features an open-concept layout with spacious living and dining areas filled with natural light. The kitchen overlooks the main living space, making it ideal for entertaining or everyday living. The private

    Koralyss Dominguez PMC OF CENTRAL FLORIDA LLC

    1193 Haines Dr, Winter Haven, FL 33881
  • /2

    $339,900 Sold Apr 07, 2025

    444 Ituna Cir, Winter Haven, FL 33881

    • 4 Beds
    • 2.5 Baths
    • 2,029 Sq Ft
    • Built 2024

    Last Sold Summary

    • 14% Below List Price
    • $168/SF
    • 103 Days On Market

    Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    444 Ituna Cir, Winter Haven, FL 33881
    • /2

      Est $283,638 Not Listed For Sale

      3119 Sunset Hills Rd, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,589 Sq Ft
      • Built 2024
      3119 Sunset Hills Rd, Winter Haven, FL 33881

      Last Sold Summary

      • $179/SF
      • 65 Days On Market

      Last Sold Price $284,990

      Last Listing Agent Gea Gomez LPT REALTY, LLC

  • /37

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    1085 Brenton Manor Dr, Winter Haven, FL 33881

    Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA and X flood zone. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle

    Agent Photo

    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 900-9378

    1085 Brenton Manor Dr, Winter Haven, FL 33881
  • /65

    $859 - $2,006 per month

    Carlton Arms of Winter Haven

    Studio - 3 Beds

    7676 Carlton Arms Blvd, Winter Haven, FL 33884

    *Call or email for today’s availabilityConveniently located on SR540/US27, Carlton Arms of Winter Haven offers 122 wooded lakefront acres with beautiful grounds, free amenities and great service! Country club living at great monthly rents.

    7676 Carlton Arms Blvd, Winter Haven, FL 33884
  • /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 $233,103

    Meritage Homes VillaMar - Classic Series

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

      Est $323,001 Not Listed For Sale

      2610 Sage Valley Way, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft
      • Built 2024
      2610 Sage Valley Way, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $175/SF
      • 79 Days On Market

      Last Sold Price $319,990

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

  • /46

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    10 Jimmy Lee Rd, Winter Haven, FL 33880

    Experience the best of both worlds — peaceful country living just minutes from town! Tucked away on a quiet street, this beautifully updated 3 bedroom plus a BONUS room home sits on over 2.3 fully fenced, irrigated acres, offering the perfect blend of space, privacy, and convenience. Whether you’re dreaming of a small hobby farm, a garden paradise, or simply room to roam, this property

    Agent Photo

    Michelle Howard

    KELLER WILLIAMS REALTY SMART 1

    (863) 450-1738

    10 Jimmy Lee Rd, Winter Haven, FL 33880
  • /10

    $1,797 per month

    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • House for Rent

    804 Ware Ave NE, Winter Haven, FL 33881

    NEW CONSTRUCTION!!! Discover this beautiful three-bedroom, two-bathroom house, perfect for families seeking comfort and style. Located in a quiet and friendly community, this property offers spacious and bright living areas, ideal for creating unforgettable memories. Call now!

    Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

    804 Ware Ave NE, 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 $270,051

    Last Listing Agent Stuart Hurry NU HOME FINDERS, INC

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

      Not Listed For Sale

      2583 Sage Valley Way, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,665 Sq Ft
      • Built 2024
      2583 Sage Valley Way, Winter Haven, FL 33884

      Last Sold Summary

      • $174/SF
      • 100 Days On Market

      Last Sold Price $289,990

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

  • /57

    $279,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft

    5751 Lakeside Landings Blvd, Winter Haven, FL 33881

    Under contract-accepting backup offers. LIKE NEW! Beautiful and well maintained 3 BR 2 BA single family home in Winter Haven, FL. This home features a wonderful open floor plan connecting the living and dining areas. The highlight of the kitchen is its island. The island contains a built-in sink, and the added surface area is perfect as an additional dining space or cooking area. Next to the

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 532-7380

    5751 Lakeside Landings Blvd, Winter Haven, FL 33881
  • /38

    $1,299 - $2,099 per month

    Dream Winter Haven

    1 - 3 Beds

    5004 Dream Dr, Winter Haven, FL 33881

    Embrace the art of living fully at Dream Winter Haven, where each day is a masterpiece waiting to be painted. Here, life is about more than just a home—it's about thriving in a community designed to enrich your every experience. Discover the charm of brand-new luxury 1, 2, and 3-bedroom apartments, complemented by resort-style amenities that encourage you to live fully. Set in the heart of Winter

    5004 Dream Dr, Winter Haven, FL 33881
  • /2

    $284,999 Sold Mar 28, 2025

    1954 Sarah Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $156/SF
    • 66 Days On Market

    Current Estimated Value $284,278

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1954 Sarah Ln, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      308 Kayden Cove, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 2024
      308 Kayden Cove, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $191/SF
      • 6 Days On Market

      Last Sold Price $275,545

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /16

    $119,000

    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

    Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

    Agent Photo

    Steven Perkins

    CLARK REALTY LLC

    (863) 434-8323

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /24

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,254 Sq Ft
    • House for Rent

    1454 Austin St, Winter Haven, FL 33884

    Located in Peace Creek Reserve, one of Winter Haven's most peaceful and well-connected residential areas, this property is back on the market and represents a rare opportunity. If you're looking for space, functionality, and quality of life in a natural setting with immediate access to lakes, trails, shopping, and major roads, this is your best option for your next home. This spacious 5-bedroom

    Carla Moreno Pineda EXP REALTY LLC

    1454 Austin St, Winter Haven, FL 33884
  • /5

    $244,990 Sold Aug 29, 2025

    230 Turtle Bay Ave, Winter Haven, FL 33881

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

    Move in Ready Sold Summary

    • $153/SF
    • 11 Days On Market

    Highland Homes Harbor at Lake Henry - Harbor at Lake Henry - Townhomes

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

      Est $375,733 Not Listed For Sale

      4113 Giorgio Dr, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2024
      4113 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $150/SF
      • 103 Days On Market

      Last Sold Price $391,085

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

  • /31

    $55,500

    • 2 Beds
    • 2 Baths
    • 1,920 Sq Ft

    488 Putter Cir, Winter Haven, FL 33881

    Welcome to this delightful 2-bedroom, 2-bath home where comfort meets convenience. Recent updates include a new AC (2025) and roof (2024), giving you peace of mind for years to come. A circular driveway and golf cart make life easy, while a large shed offers plenty of storage. Inside, you'll love the bonus room with a wet bar, perfect for entertaining, along with the convenience of indoor laundry

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 349-7230

    488 Putter Cir, Winter Haven, FL 33881
  • /35

    $1,099 - $1,549 per month

    Haven at Lake Deer

    Studio - 2 Beds

    350 24th St NW, Winter Haven, FL 33880

    Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

    350 24th St NW, Winter Haven, FL 33880
  • /2

    $352,690 Sold Sep 10, 2025

    2803 San Marco Way, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF

    Current Estimated Value $362,578

    Maronda Homes VillaMar

    2803 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $238,317 Not Listed For Sale

      1705 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,287 Sq Ft
      • Built 2024
      1705 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $191/SF
      • 141 Days On Market

      Last Sold Price $245,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

Showing Results 81 - 120, Page 3 of 18

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