48,327

Winter Haven, FL Homes

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  • /32

    $319,000

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

    107 Mandolin Dr, Winter Haven, FL 33884

    NEW PRICE ADJUSTMENT! New Roof and Move-In Ready in Mandolin, a Gated SE Winter Haven Community. Step into this well-maintained, move-in ready, single-story 4-bedroom, 2-bath home tucked inside the Mandolin gated community of SE Winter Haven. With a brand-new roof, and an open, airy layout with cathedral ceilings, this home has been thoughtfully cared for and is ready for its next owners. The

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 270-2960

    107 Mandolin Dr, Winter Haven, FL 33884
  • /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 $317,694 Not Listed For Sale

      3825 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2024
      3825 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $168/SF
      • 22 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /29

    $69,500

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

    398 Tennis Ln, Winter Haven, FL 33881

    This 2-bedroom, 2-bath home offers 1,296 sq ft of comfortable living with spacious hallways, an open kitchen, and a separate dining area perfect for entertaining. The large living room is filled with natural light and features remote-controlled window shades for effortless comfort. Enjoy Florida living year-round in the oversized screened room with durable polyaspartic flooring (2023)-ideal for

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 250-4362

    398 Tennis Ln, Winter Haven, FL 33881
  • /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
  • /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 $334,497 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

      • 2% Below List Price
      • $157/SF
      • 50 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /31

    $129,000

    • 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.

    (863) 329-5683

    355 Putter Cir, 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 $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

  • /14

    $115,000

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gas is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

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

  • /20

    $169,500 Pending

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880

    Welcome to this charming first-floor condominium in the heart of Winter Haven! Offering several upgrades such as hardwood floors, granite countertops and crown molding. Conveniently located on the renowned Chain of Lakes, this spacious 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Step inside to enjoy an open and inviting floorplan with plenty of natural light

    Agent Photo

    Tony Insua Jr.

    CRAIG BURKE REAL ESTATE GROUP, LLC

    (863) 310-1224

    2050 San Marcos Dr SE Unit 113, 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 $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

    $255,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    3305 Fox Ridge Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. Welcome home to Fox Ridge—a place where everyday life feels easy, comfortable, and connected. This well-cared-for 3-bedroom, 2-bath home sits in a quiet, family-friendly neighborhood and puts you right where you want to be: less than a mile from Garden Grove Elementary, just minutes from LEGOLAND, and a short drive to downtown Winter Haven for dining,

    Agent Photo

    Katie Sweet

    WATSON REALTY CORP.

    (863) 343-0790

    3305 Fox Ridge Dr, Winter Haven, FL 33884
  • /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
  • /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 $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

  • /25

    $47,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    706 Century Ln, Winter Haven, FL 33881

    Beautifully furnished 2 bedroom, 2 bath home featuring a desirable split floorplan with bedrooms on each end for added privacy. The primary bath renovation, including a brand-new shower, will be completed by 2/1/26. Comfortable living is ensured with a 2023 AC system and an inside laundry room for convenience. Enjoy the added living space in the bright Florida Room, fully equipped with heat and

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 663-2543

    706 Century Ln, Winter Haven, FL 33881
  • /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

      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

  • /85

    $740,000

    • 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

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (863) 264-6395

    237 Mclean Point, Winter Haven, FL 33884
  • /15

    $1,032 - $1,495 per month

    Briarcrest at Winter Haven

    1 - 3 Beds

    200 Avenue K SE, Winter Haven, FL 33880

    Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

    200 Avenue K SE, Winter Haven, FL 33880
  • /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

      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

  • /42

    $365,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    340 Vail Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, 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

      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

  • /65

    $116,900

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

    700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881

    LAKEFRONT! MUST SEE! Charming FURNISHED 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen,

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 356-1216

    700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881
  • /12

    $1,205 - $1,598 per month

    Barrington Place At Winter Haven

    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

    1101 Cambridge Square, 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 $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

Showing Results 81 - 120, Page 3 of 18

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