48,348

Winter Haven, FL Homes

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  • /27

    $69,999

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

    645 Century Ln, Winter Haven, FL 33881

    Experience comfortable living in this beautifully updated two-bedroom, two-bath home. Enjoy brand-new flooring installed in 2022, enhancing the modern feel throughout. The spacious bonus room offers versatile options for your lifestyle needs, while the large shed provides ample storage. Relax in the inviting Florida room, equipped with an efficient HVAC system for year-round comfort. The primary

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 431-1518

    645 Century Ln, Winter Haven, FL 33881
  • /7

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft
    • House for Rent

    1422 Austin St Unit B, Bartow, FL 33830

    This private attached in-law suite offers a comfortable 1 bedroom / 1 bathroom layout with its own kitchenette, living area, washer and dryer, and independent entrance, providing privacy and functionality within a residential setting. The suite is attached to a single-family home, which is occupied separately. The unit has its own private access and does not share interior living spaces.

    Agent Photo

    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 592-0597

    1422 Austin St Unit B, Bartow, FL 33830
  • /2

    $305,000 Sold Dec 29, 2025

    435 Lanham Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,847 Sq Ft
    • Built 2021

    Last Sold Summary

    • 12% Below List Price
    • $165/SF
    • 64 Days On Market

    Current Estimated Value $316,517

    Last Listing Agent Angie Poole HIGGENBOTHAM AUCTIONEERS

    435 Lanham Dr, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      1986 Sarah St, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1986 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • $175/SF
      • 33 Days On Market

      Last Sold Price $259,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /52

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    703 Magnolia Place, Winter Haven, FL 33884

    Priced to Sell — Lakefront Living Starts Here!Welcome to this beautifully updated first-floor condo with a private 1-car garage, featuring gorgeous sunset views over Lake Winterset. Now offered with a recent price improvement, this spacious 2-bedroom, 2-bath residence delivers exceptional value, modern upgrades, and resort-style amenities in a highly desirable guard-gated, lakefront

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 766-2177

    703 Magnolia Place, Winter Haven, FL 33884
  • /35

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE Unit D4, Winter Haven, FL 33881

    Ground-floor condo overlooking the community pool and scenic Lake Buckeye seeking a new long-term resident! Thoughtfully designed for comfort and easy living, this unit offers a 5x7 balcony off the dining area and a 9x12 screened-in lanai off the living room, both providing relaxing views of the pool and lake. Ceramic tile and vinyl flooring run throughout, combining durability with

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 456-7245

    1550 11th St NE Unit D4, Winter Haven, FL 33881
  • /2

    $200,000 Sold Jun 26, 2025

    520 Avenue L SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1961

    Last Sold Summary

    • 32% Below List Price
    • $149/SF
    • 247 Days On Market

    Current Estimated Value $207,893

    Last Listing Agent Trinh Le SOGO REAL ESTATE SERVICES LLC

    520 Avenue L SE, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      1713 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1713 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • $182/SF
      • 30 Days On Market

      Last Sold Price $269,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /49

    $289,000 Pending

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

    31 Lake Link Cir SE, Winter Haven, FL 33884

    Under contract-accepting backup offers. Short Sale. 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 conservation views behind you, this spacious 4-bedroom, 2-bath home offers room to breathe, grow, and truly settle in. Inside, you’ll find more than 2,200 square feet of comfortable living space—plus a

    Agent Photo

    Katie Sweet

    WATSON REALTY CORP.

    (863) 265-5379

    31 Lake Link Cir SE, Winter Haven, FL 33884
  • /88

    $2,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • House for Rent

    6408 Domizio Dr, Winter Haven, FL 33884

    This 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. Step in from the

    Agent Photo

    Sushama Sharma

    CROWN INVESTMENT BROKERS

    (863) 880-2473

    6408 Domizio Dr, Winter Haven, FL 33884
  • /2

    $138,000 Sold Jul 29, 2025

    109 2nd Jpv St, Winter Haven, FL 33880

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $119/SF
    • 7 Days On Market

    Current Estimated Value $157,477

    Last Listing Agent Nick Whitehouse RE/MAX PRIME PROPERTIES

    109 2nd Jpv St, Winter Haven, FL 33880
    • /2

      Est $280,642 Not Listed For Sale

      1689 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1689 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Above List Price
      • $182/SF
      • 31 Days On Market

      Last Sold Price $269,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /63

    $199,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    2769 Attwater Loop, Winter Haven, FL 33884

    Under contract-accepting backup offers. **Price Improvement** Welcome home to comfort, quality, and tranquility! This move-in ready, beautifully maintained villa sits on a premium waterfront lot, offering peaceful views and a serene ambience. Enjoy quiet mornings and relaxing evenings from the covered, screened lanai overlooking the picturesque setting—your own private outdoor retreat. Inside,

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 341-0428

    2769 Attwater Loop, Winter Haven, FL 33884
  • /25

    $1,480 - $2,175 per month

    The Waverly at Winter Haven

    1 - 3 Beds

    1015 Lake Forest Blvd, Winter Haven, FL 33884

    Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

    1015 Lake Forest Blvd, Winter Haven, FL 33884
  • /2

    $325,000 Sold Nov 04, 2025

    3828 Eloise Estates Ct, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 2014

    Last Sold Summary

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

    Current Estimated Value $315,816

    Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

    3828 Eloise Estates Ct, Winter Haven, FL 33881
    • /2

      Est $288,146 Not Listed For Sale

      1725 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1725 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $195/SF
      • 12 Days On Market

      Last Sold Price $290,190

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /100

    $279,900

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

    5325 Nicklaus Dr, Winter Haven, FL 33884

    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 the new owners. The roof was replaced in

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 663-6182

    5325 Nicklaus Dr, Winter Haven, FL 33884
  • /24

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
  • /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 $522,617

    Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

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

      Not Listed For Sale

      1994 Sarah St, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1994 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • $175/SF
      • 25 Days On Market

      Last Sold Price $259,990

      Last Listing Agent Jonathan Robinson RESZI MANAGEMENT I, LLC

  • /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
  • /22

    $1,299 - $1,845 per month

    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
  • /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 $277,130

    Last Listing Agent Natalie Rivera VESTI LLC

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

      Est $289,207 Not Listed For Sale

      1622 Teagan Ln, Winter Haven, FL 33884

      • 5 Beds
      • 2.5 Baths
      • 2,112 Sq Ft
      • Built 2024
      1622 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 10% Below List Price
      • $152/SF
      • 42 Days On Market

      Last Sold Price $319,990

      Last Listing Agent Adriana Sanchez WF REALTY CORP.

  • /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
  • /15

    $1,689 per month

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,264 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
  • /18

    $309,909 Sold Mar 10, 2025

    296 Krenson Bay Loop, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2021

    Last Sold Summary

    • $168/SF
    • 122 Days On Market

    Current Estimated Value $310,908

    Last Listing Agent Cassandre Martin GLOBAL FLORIDA REALTY

    296 Krenson Bay Loop, Winter Haven, FL 33881
    • /2

      Est $271,636 Not Listed For Sale

      1000 Harold Pass, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 2024
      1000 Harold Pass, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $185/SF
      • 11 Days On Market

      Last Sold Price $266,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /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
  • /55

    $1,257 - $2,035 per month

    The Carlton at Lake Dexter

    1 - 2 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
  • /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 $314,205 Not Listed For Sale

      4937 Kaia Ave, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,168 Sq Ft
      • Built 2024
      4937 Kaia Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $143/SF
      • 49 Days On Market

      Last Sold Price $311,080

      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
  • /33

    $1,795 per month

    • 3 Beds
    • 2.5 Baths
    • 1,625 Sq Ft
    • House for Rent

    2606 Tanoak Terrace, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Modern Comfort Meets Prime Location – Stylish 3-Bed, 2.5-Bath Home in Winter Haven! Marketing DescriptionWelcome to 2606 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bath home that blends modern living with everyday convenience in the heart of Winter Haven. Step into a bright, open-concept layout perfect for both relaxing and entertaining.

    Jacob Hara TRANSCEND REALTY

    2606 Tanoak Terrace, Winter Haven, FL 33881
  • /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

      Not Listed For Sale

      1628 Marksman St, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 2024
      1628 Marksman St, Winter Haven, FL 33884

      Last Sold Summary

      • $189/SF
      • 37 Days On Market

      Last Sold Price $269,990

      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
  • /65

    $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

    $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 $256,847

    Last Listing Agent Cheryl Brewer COLDWELL BANKER REALTY

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

      Est $332,753 Not Listed For Sale

      1800 Teagan Ln, Winter Haven, FL 33884

      • 5 Beds
      • 2.5 Baths
      • 2,326 Sq Ft
      • Built 2024
      1800 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $144/SF
      • 56 Days On Market

      Last Sold Price $335,590

      Last Listing Agent Ben Goldstein LENNAR REALTY

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