48,350

Winter Haven, FL Homes

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  • /24

    $480,000

    • 4 Beds
    • 3 Baths
    • 1,985 Sq Ft

    1075 8th St NW, Winter Haven, FL 33881

    Stunning renovated 4 bedroom 3 bathroom property is move-in ready with a new roof, upgraded plumbing and electrical, new gutters, impact windows and doors. Giving you peace of mind from the start. The layout includes two in-law suites, offering flexible options for family, guests, or rental income. The home also features an attached garage, a backyard shed, and space where you can add an ADU

    Agent Photo

    Jim Knetsch

    LPT REALTY, LLC

    (863) 591-0805

    1075 8th St NW, Winter Haven, FL 33881
  • /41

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1606 Eagle Pond Dr, Winter Haven, FL 33884

    Affordability meets Comfort. Second Floor unit for privacy in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area, trash service, exterior pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, swimming pool, tennis courts,

    Lienyvette Grimaldo MAZELG REALTY

    1606 Eagle Pond Dr, Winter Haven, FL 33884
  • /68

    $52,500 Sold May 08, 2025

    280 Putter Cir, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    Last Sold Summary

    • 34% Below List Price
    • $42/SF
    • 243 Days On Market

    Last Listing Agent Cynthia Cole Sunset Home Sales

    280 Putter Cir, Winter Haven, FL 33881
    • /2

      Est $270,188 Not Listed For Sale

      204 Kipling Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,837 Sq Ft
      • Built 1970
      204 Kipling Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Above List Price
      • $142/SF
      • 90 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Odette Hitti ORCHARD BROKERAGE, LLC

  • /29

    $289,000

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    880 Oleander Dr SE, Winter Haven, FL 33880

    Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 591-6496

    880 Oleander Dr SE, Winter Haven, FL 33880
  • /5

    $950 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2800 Ave S NW, Winter Haven, FL 33881

    Property Id: 2352145The room rents for $950 and includes all utilities, internet, TV in the room, a refrigerator in the room, a double closet, access to the pool and patio, shared laundry, shared kitchen, a shared bathroom that is typically only used by you, and a private entry. The bathroom includes both a shower and bathtub, along with a separate refrigerator and freezer for your

    2800 Ave S NW, Winter Haven, FL 33881
  • /21

    $7,500 Sold Jul 03, 2025

    729 Jenny Wren Rd, Winter Haven, FL 33881

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1967

    Last Sold Summary

    • 46% Below List Price
    • $10/SF
    • 63 Days On Market

    Last Listing Agent Lillian Lunsford TEAM SHERROD MOBILE HOME SALES, LLC.

    729 Jenny Wren Rd, Winter Haven, FL 33881
    • /2

      Est $379,379 Not Listed For Sale

      2024 Kapree Ct, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft
      • Built 1980
      2024 Kapree Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 5% Below List Price
      • $231/SF
      • 30 Days On Market

      Last Sold Price $400,000

      Last Listing Agent John Rodgers STAR REALTY OF WINTER HAVEN

  • /43

    $412,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,054 Sq Ft

    418 Smiley Ct, Winter Haven, FL 33884

    Paradise awaits in this beautifully maintained home tucked away on a quiet cul-de-sac in the gated and desirable Lake Mariam community. Enjoy serene Florida living with low HOA fees, private lake access, and a dedicated boat slip on the pristine waters of Lake Mariam. Inside, the home features new flooring throughout (2023), including tile, carpet, and hardwoods, creating a warm and inviting

    Agent Photo

    Beatriz Zuccaro

    ZUCCARO REALTY GROUP INC

    (863) 656-0442

    418 Smiley Ct, Winter Haven, FL 33884
  • /16

    $2,449 per month

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 2,2240 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,

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /29

    $325,990 Sold Aug 13, 2025

    4944 Kaia Ave, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $133/SF
    • 8 Days On Market

    Current Estimated Value $327,186

    D.R. Horton VillaMar

    4944 Kaia Ave, Winter Haven, FL 33884
    • /2

      Est $680,436 Not Listed For Sale

      2609 Wyndsor Oaks Ct, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 3,322 Sq Ft
      • Built 2004
      2609 Wyndsor Oaks Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $211/SF
      • 104 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  • /20

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    1109 5th St SW, Winter Haven, FL 33880

    Short Sale. Discover the exceptional potential of this 3-bedroom, 2-bathroom home ideally located in the heart of Winter Haven, offering unbeatable access and flexibility with no HOA restrictions. Positioned just minutes from major highways, shopping centers, dining, and local amenities, this property delivers convenience that’s hard to match. Inside, the home features a spacious living area, an

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 267-9625

    1109 5th St SW, Winter Haven, FL 33880
  • /36

    $1,695 per month

    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • House for Rent

    2372 Isle Royal Ct SE, Winter Haven, FL 33880

    2 Rental in Park Lake Community of Winter Haven! Experience comfortable waterfront living in this two-story townhome on Lake Lulu where you can enjoy peaceful lake and sunset views from both the screened porch and private upstairs balcony.The interior offers a move-in-ready feel, featuring a kitchen with updated countertops and cabinets. The living room opens to the screened porch through

    2372 Isle Royal Ct SE, Winter Haven, FL 33880
  • /2

    $232,000 Sold Aug 04, 2025

    1674 Linz Ct, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $172/SF
    • 59 Days On Market

    Current Estimated Value $229,568

    Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1674 Linz Ct, Winter Haven, FL 33884
    • /2

      Est $243,628 Not Listed For Sale

      84 Saint Kitts Cir, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,483 Sq Ft
      • Built 1993
      84 Saint Kitts Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $165/SF
      • 38 Days On Market

      Last Sold Price $244,000

      Last Listing Agent Drew Wilson AMPLIFY REAL ESTATE SERVICES FL

  • /24

    $369,000

    • 5 Beds
    • 3 Baths
    • 2,696 Sq Ft

    814 Turner Ln, Winter Haven, FL 33881

    Welcome to 814 Turner Lane, a beautifully upgraded Hayden model by D.R. Horton located in the heart of Winter Haven! ?? This spacious two-story home offers 5 bedrooms, 3 full bathrooms, and over 2,500 sq. ft. of living space, making it the perfect choice for families or anyone seeking extra room to spread out. Built with quality craftsmanship and thoughtful design, the Hayden model is known for

    Agent Photo

    Rafael Ortiz

    KELLER WILLIAMS LEGACY REALTY

    (863) 375-8538

    814 Turner Ln, Winter Haven, FL 33881
  • /11

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • House for Rent

    724 Grove St, Winter Haven, FL 33884

    Modern 4-Bedroom Home for Rent – Winter Haven, FLWelcome to 724 Grove Street, Winter Haven, FL 33881, a beautiful single-story home built in 2023 and located in the desirable Inman Groves Phase 2 community. This spacious residence offers 4 bedrooms, 2 bathrooms, and 1,848 sq ft of comfortable living space with a modern, open layout designed for everyday convenience. Property

    Maria Carolina Lopez LOKATION

    724 Grove St, Winter Haven, FL 33884
  • /2

    $299,990 Sold Nov 24, 2025

    3239 Nightfall Rd, Winter Haven, FL 33881

    • 3 Beds
    • 3 Baths
    • 1,426 Sq Ft
    • Built 2025

    Last Sold Summary

    • $210/SF

    Current Estimated Value $299,655

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    3239 Nightfall Rd, Winter Haven, FL 33881
    • /2

      Est $94,356 Not Listed For Sale

      2597 Palm Dr NE, Winter Haven, FL 33881

      • 3 Beds
      • 1 Bath
      • 1,108 Sq Ft
      • Built 1962
      2597 Palm Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $86/SF
      • 2 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Clarisa Moody MARZUCCO REAL ESTATE

  • /65

    $314,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    315 Cloverdale Rd, Winter Haven, FL 33884

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ORIGINAL OWNER *** UPGRADED *** IMMACULATE HOME FOR SALE. This residence is located in Savanna Pointe in SE Winter Haven, Florida. The three bedroom two bath property is in move-in condition. The interior has fresh paint and the gutters and trim on the exterior has been done as well. The kitchen has been

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 456-7324

    315 Cloverdale Rd, Winter Haven, FL 33884
  • /20

    $1,250 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    115 5th St NE, Winter Haven, FL 33881

    Property Id: 1220874** NO Application Fees **This two story Apartment is conveniently located close to downtown Winter Haven, Hospitals, Clinics, Restaurants, bars, Comedy Club, Banks and Legoland.With recently remodeled shower with shower valve.Shaded Outside Balcony providing privacy, Amenities:Water, Sewer, Trash, Gas for Hot Water is Included on the monthly

    115 5th St NE, Winter Haven, FL 33881
  • /2

    $370,000 Sold Jan 02, 2026

    905 Hillside Ct S, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,077 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $178/SF
    • 27 Days On Market

    Current Estimated Value $384,135

    Last Listing Agent Tisha Talbot CENTURY 21 MYERS REALTY

    905 Hillside Ct S, Winter Haven, FL 33881
    • /2

      Est $362,879 Not Listed For Sale

      128 Lake Sears Dr, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,629 Sq Ft
      • Built 1958
      128 Lake Sears Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $224/SF
      • 53 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Lindsey Haubner RE/MAX

  • /26

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 1,527 Sq Ft

    940 Oleander Dr SE, Winter Haven, FL 33880

    Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 264-5970

    940 Oleander Dr SE, Winter Haven, FL 33880
  • /35

    $2,350 per month

    • 4 Beds
    • 2 Baths
    • 2,335 Sq Ft
    • House for Rent

    4302 Mandolin Blvd, Winter Haven, FL 33884

    Welcome to 4302 Mandolin Blvd — a beautifully maintained and spacious 4-bed, 2-bath home nestled in the desirable Mandolin gated community of Winter Haven. This property features an open and inviting floor plan with multiple living areas, perfect for both everyday living and entertaining guests.Step inside to discover tile flooring throughout, abundant natural light, and a versatile layout

    Hanan Qaqi SWFL Realty Group Corp

    4302 Mandolin Blvd, Winter Haven, FL 33884
  • 3861 Giorgio Dr, Winter Haven, FL 33884

    $301,805 Sold Feb 25, 2026

    3861 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $164/SF
    • 208 Days On Market

    Current Estimated Value $297,953

    Meritage Homes VillaMar - Signature Series

    3861 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $303,481 Not Listed For Sale

      422 22nd St SW, Winter Haven, FL 33880

      • 3 Beds
      • 1 Bath
      • 888 Sq Ft
      • Built 1961
      422 22nd St SW, Winter Haven, FL 33880

      Last Sold Summary

      • 17% Below List Price
      • $410/SF
      • 216 Days On Market

      Last Sold Price $364,000

      Last Listing Agent Linda Andre COLDWELL BANKER REALTY

  • /38

    $329,000

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    718 Eagle Landing Blvd, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Discover refined living at 718 Eagle Landing Blvd, a beautifully crafted 2023 two-story residence offering 3 bedrooms, 2.5 bathrooms, and an exceptional blend of modern elegance and natural serenity. Located in the quiet and meticulously maintained community of Eagle Landing, this home provides a peaceful retreat surrounded by lush landscapes,

    Agent Photo

    Micaela Navarra

    M2M REALTY

    (863) 877-4562

    718 Eagle Landing Blvd, Winter Haven, FL 33880
  • /15

    $1,795 per month

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • House for Rent

    135 Southern Breeze Lp, Winter Haven, FL 33880

    From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

    135 Southern Breeze Lp, Winter Haven, FL 33880
  • /2

    $260,000 Sold Dec 11, 2025

    1032 Cambridge Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2021

    Last Sold Summary

    • 863% Above List Price
    • $173/SF
    • 57 Days On Market

    Current Estimated Value $259,213

    Last Listing Agent Fredy Plazas FLORIDA REALTY INVESTMENTS

    1032 Cambridge Dr, Winter Haven, FL 33881
    • /2

      Est $271,082 Not Listed For Sale

      105 24th St SW, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,681 Sq Ft
      • Built 1973
      105 24th St SW, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $164/SF
      • 123 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Elba Gonzalez DALTON WADE INC

  • /60

    $159,900

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    200 El Camino Dr Unit 101, Winter Haven, FL 33884

    CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 282-7384

    200 El Camino Dr Unit 101, Winter Haven, FL 33884
  • /18

    $1,425 per month

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

    1550 11th St NE Unit B6, Winter Haven, FL 33881

    Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.

    Mindy Hunley TRIBUTE REALTY LLC

    1550 11th St NE Unit B6, Winter Haven, FL 33881
  • /2

    $269,000 Sold Sep 30, 2025

    122 Majestic Gardens Ct, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 2012

    Last Sold Summary

    • $159/SF
    • 6 Days On Market

    Current Estimated Value $270,690

    Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

    122 Majestic Gardens Ct, Winter Haven, FL 33880
    • /2

      Est $314,605 Not Listed For Sale

      716 Avenue A SW, Winter Haven, FL 33880

      • 6 Beds
      • 2.5 Baths
      • 2,460 Sq Ft
      • Built 1925
      716 Avenue A SW, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Above List Price
      • $126/SF
      • 68 Days On Market

      Last Sold Price $308,750

      Last Listing Agent Jake Schmidt CAPSTAR REAL ESTATE LLC

  • /63

    $259,000

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

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880

    BIG HOUSE, BIG YARD, BIG OPPORTUNITY!! This solid block and brick 5-bedroom, 2-bath home sits on nearly an acre and offers incredible flexibility — whether you're looking to invest or create your own spacious homestead. With a newer roof and two newer central A/C units already in place, several major components have been updated, giving you a strong head start on improvements and long-term value.

    Agent Photo

    Kimberly Gay

    COLDWELL BANKER REALTY

    (863) 277-6984

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880
  • /15

    $2,080 per month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    241 Southern Breeze Lp, Winter Haven, FL 33880

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    241 Southern Breeze Lp, Winter Haven, FL 33880
  • /2

    $340,000 Sold May 30, 2025

    5043 Abigail Dr, Winter Haven, FL 33859

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $213/SF
    • 3 Days On Market

    Current Estimated Value $608,830

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5043 Abigail Dr, Winter Haven, FL 33859
    • /2

      Est $542,039 Not Listed For Sale

      1516 17th St NW, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,557 Sq Ft
      • Built 1939
      1516 17th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Below List Price
      • $360/SF
      • 4 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Michael Ellingson NEARBY REALTY

Showing Results 281 - 320, Page 8 of 18

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