48,524

Winter Haven, FL Homes

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  • /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
  • /19

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 2,093 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful newly built home (2024) for rent in Winter Haven! This single-story property features 3 spacious bedrooms, 2 full bathrooms, plus a versatile den—perfect for a home office, playroom, or additional living space.The home offers a modern open-concept layout with plenty of natural light, contemporary finishes, and a fully equipped kitchen with all appliances included for your

    CAROLINA BELA AGENT TRUST REALTY CORPORATION

    Unlisted Address
  • /2

    $53,000 Sold Mar 16, 2026

    100 El Camino Dr Unit 309, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 1971

    Last Sold Summary

    • 23% Below List Price
    • $34/SF
    • 66 Days On Market

    Current Estimated Value $85,333

    Last Listing Agent Chrissi Jasso ASSOCIATE REALTY

    100 El Camino Dr Unit 309, Winter Haven, FL 33884
    • /2

      Est $219,455 Not Listed For Sale

      300 Martinique Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1969
      300 Martinique Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $146/SF
      • 33 Days On Market

      Last Sold Price $222,375

      Last Listing Agent Julie Matthews JULIE MATTHEWS GROUP 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
  • /91

    $1,350 - $2,328 per month

    The Breeze

    Studio - 2 Beds

    265 Ave E SW, Winter Haven, FL 33880

    Welcome Home to The Breeze!

    265 Ave E SW, Winter Haven, FL 33880
  • /2

    $525,000 Sold Dec 16, 2025

    1301 Hidden Creek Ct, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft
    • Built 1998

    Last Sold Summary

    • $230/SF
    • 13 Days On Market

    Current Estimated Value $522,380

    Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

    1301 Hidden Creek Ct, Winter Haven, FL 33880
    • /2

      Est $294,034 Not Listed For Sale

      3797 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2024
      3797 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Above List Price
      • $154/SF
      • 11 Days On Market

      Last Sold Price $283,200

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /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
  • /21

    $2,200 per month

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    6481 Domizio Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained home in the sought-after Villa Mar community in Winter Haven. Designed for comfort and modern living, this home offers a bright, open layout that is both functional and inviting perfect for everyday living and entertaining. Interior Highlights: Open-concept floor plan filled with natural light Spacious living and dining areas with seamless flow

    Asher Chen AAA GLOBAL VENTURES PA

    6481 Domizio Dr, Winter Haven, FL 33884
  • /2

    $273,000 Sold Dec 03, 2025

    4070 Island Lakes Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 2011

    Last Sold Summary

    • 28% Below List Price
    • $147/SF
    • 400 Days On Market

    Current Estimated Value $277,183

    Last Listing Agent Natalie Rivera VESTI LLC

    4070 Island Lakes Dr, Winter Haven, FL 33881
    • /2

      Est $287,870 Not Listed For Sale

      3621 Conine Dr E, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,616 Sq Ft
      • Built 1959
      3621 Conine Dr E, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Above List Price
      • $170/SF
      • 7 Days On Market

      Last Sold Price $275,000

      Last Listing Agent James Mallo F I GREY & SON RESIDENTIAL

  • /39

    $309,000

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

    1799 Carnostie Rd, Winter Haven, FL 33884

    ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 624-3914

    1799 Carnostie Rd, Winter Haven, FL 33884
  • /22

    $1,441 - $1,841 total monthly price

    Prose Cypress Pointe

    1 - 2 Beds

    3110 Gowan Dr, Winter Haven, FL 33884

    Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

    3110 Gowan Dr, Winter Haven, FL 33884
  • /16

    $272,490 Sold Apr 08, 2026

    2154 Chris Dr, Winter Haven, FL 33884

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

    Move in Ready Sold Summary

    • 5% Below List Price
    • $145/SF
    • 38 Days On Market

    Current Estimated Value $294,707

    Lennar Peace Creek Reserve - Manor Key Collection

    2154 Chris Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      4189 Rolling Oaks Dr, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,225 Sq Ft
      • Built 1980
      4189 Rolling Oaks Dr, Winter Haven, FL 33880

      Last Sold Summary

      • $110/SF
      • 13 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

  • /32

    $299,000

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

    107 Mandolin Dr, Winter Haven, FL 33884

    SELLER MOTIVATED! | NEW ROOF | NO CDD| GATED COMMUNITY Welcome home to 107 Mandolin Drive, a move-in ready, single-story gem nestled inside the sought-after Mandolin gated community in SE Winter Haven. This beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and security, all with No CDD and a low HOA.A brand-new roof tops off a home that has been

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 270-2960

    107 Mandolin Dr, Winter Haven, FL 33884
  • /15

    $1,919 per month

    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /28

    $279,490 Sold Sep 24, 2025

    4144 Giorgio Dr, Winter Haven, FL 33884

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

    Move in Ready Sold Summary

    • $168/SF
    • 13 Days On Market

    D.R. Horton VillaMar

    4144 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $282,009 Not Listed For Sale

      2227 Howard Ave W, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,391 Sq Ft
      • Built 1999
      2227 Howard Ave W, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Below List Price
      • $206/SF
      • 37 Days On Market

      Last Sold Price $287,000

      Last Listing Agent Kathy Agner RE/MAX

  • /30

    $58,000

    • 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
  • /39

    $1,295 - $2,210 per month

    Raindance

    1 - 2 Beds

    200 Avenue C SW, Winter Haven, FL 33880

    Welcome Home to Raindance!

    200 Avenue C SW, Winter Haven, FL 33880
  • /2

    $179,000 Sold Mar 17, 2026

    710 Byni Ridge, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1986

    Last Sold Summary

    • 18% Below List Price
    • $170/SF
    • 146 Days On Market

    Last Listing Agent Jorge Castorani CENTRAL REALTY GROUP AND PROPERTIES

    710 Byni Ridge, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      3472 Avenue V NW, Winter Haven, FL 33881

      • 1 Bed
      • 1 Bath
      • 504 Sq Ft
      • Built 2006
      3472 Avenue V NW, Winter Haven, FL 33881

      Last Sold Summary

      • $228/SF
      • 34 Days On Market

      Last Sold Price $114,900

      Last Listing Agent Curtis Yopp HARPER REALTY FL, LLC

  • /31

    $99,000

    • 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
  • /22

    $2,800 per month

    • 4 Beds
    • 3 Baths
    • 1,875 Sq Ft
    • House for Rent

    116 Holmes Place, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional

    Christin Davis PROPERTY MANAGEMENT OF POLK

    116 Holmes Place, Winter Haven, FL 33884
  • /71

    $44,900 Sold Aug 29, 2025

    654 Century Ln, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 1988

    Last Sold Summary

    • 44% Below List Price
    • $39/SF
    • 225 Days On Market

    Last Listing Agent Cynthia Cole Sunset Home Sales

    654 Century Ln, Winter Haven, FL 33881
    • /2

      Est $298,653 Not Listed For Sale

      3864 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 2025
      3864 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • $187/SF
      • 8 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /32

    $329,989 New Construction

    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    292 Meredith Blvd, Winter Haven, FL 33881

    Welcome to this stunning Dream Finders Poinciana Floorplan, located in the highly sought-after community of Willowbrook near a beautiful Golf Course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2110 sq feet of living space and provides excellent curb appeal in its elevation. Inside, you will find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen,

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    292 Meredith Blvd, Winter Haven, FL 33881
  • /54

    $1,219 - $2,405 per month

    The Carlton at Lake Dexter

    1 - 3 Beds

    1015 Mahaffey Rd, Winter Haven, FL 33884

    A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

    1015 Mahaffey Rd, Winter Haven, FL 33884
  • /2

    $260,000 Sold Apr 17, 2025

    26 Casarena Ct, Winter Haven, FL 33881

    • 2 Beds
    • 3 Baths
    • 2,045 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $127/SF
    • 12 Days On Market

    Current Estimated Value $256,202

    Last Listing Agent Cheryl Brewer COLDWELL BANKER REALTY

    26 Casarena Ct, Winter Haven, FL 33881
    • /2

      Est $288,944 Not Listed For Sale

      3805 Giorgio Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,695 Sq Ft
      • Built 2025
      3805 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $169/SF
      • 6 Days On Market

      Last Sold Price $286,490

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /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
  • /3

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • House for Rent

    570 Eagle Landing Blvd, Winter Haven, FL 33880

    Modern Home, Bright, Open and Confortable Living Spaces, in excellent condition and move-in ready. SOLAR PANELS are included in the rent, enjoy very low electricity bills, making it extremely convenient and cost-effective and Water Softener. Three spacious bedrooms, two full bathrooms. Prime location, just minutes from Legoland, close to Schools, quiet and convenient neighborhood. Perfect for

    Claudia Saavedra FLORIDA LEGACY REALTY LLC

    570 Eagle Landing Blvd, 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 $402,842

    Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

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

      Est $305,447 Not Listed For Sale

      305 Corso Loop, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft
      • Built 2025
      305 Corso Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $165/SF
      • 45 Days On Market

      Last Sold Price $302,490

      Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA 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
  • /66

    $1,250 - $1,700 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

    $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 $362,423 Not Listed For Sale

      309 Corso Loop, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2025
      309 Corso Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $136/SF
      • 32 Days On Market

      Last Sold Price $354,490

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

Showing Results 41 - 80, Page 2 of 18

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