49,154

Winter Haven, FL Homes

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  • /10

    $179,000

    • Land
    • 8,712 Sq Ft
    • $895,000 per Acre

    702 Avenue A E, Winter Haven, FL 33880

    Rare development opportunity in the heart of Winter Haven's Urban Core. This corner parcel is zoned R-4 and designated Primary Mixed Use Hub (PMUH), placing it within one of the city's most flexible and growth-oriented future land use districts. According to the City of Winter Haven zoning and future land use maps, the property allows for a variety of residential development opportunities

    Agent Photo

    Veronica Bard

    LA ROSA REALTY PRESTIGE

    702 Avenue A E, Winter Haven, FL 33880
  • /2

    $1,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    1308 3rd St NE, Winter Haven, FL 33881

    Beautiful and spacious 2/1 for rent. Located at 1308 3rd st ne, Winter Haven, FL 33881.Freshly painted, newer kitchen cabinets, large backyard space.House is located across from an older community residence on a very quiet street.Requirements:-Show proof of income-First month and deposit to move in

    1308 3rd St NE, Winter Haven, FL 33881
  • /16

    $299,490

    Sold Apr 21, 2026

    6449 Domizio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Above List Price
    • $142/SF
    • 20 Days On Market

    Current Estimated Value $309,500

    Lennar Villa Mar

    6449 Domizio Dr, Winter Haven, FL 33884
    • /26

      Not Listed For Sale

      6135 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,386 Sq Ft
      • Built 1997
      6135 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 182 Days On Market

      Last Listing Agent Malak Benbachir KELLER WILLIAMS REALTY SMART 1

  • /2

    $50,000

    • Land
    • 10,018 Sq Ft
    • $217,391 per Acre

    138 1st Eloise St, Winter Haven, FL 33880

    Really nice residential lot for sale close to all major attractions. A must see to appreciate value and area. All utilities are next door.

    Agent Photo

    Franc Marrero

    FREEDOM PROPERTY AGENT LLC

    138 1st Eloise St, Winter Haven, FL 33880
  • /32

    $1,895 Per Month

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

    2753 Sycamore St, Winter Haven, FL 33881

    Virtually Staged. Spacious 3-Bedroom Winter Haven Home with 2.5 Baths – Comfort, Space & Convenience!Marketing DescriptionWelcome to 2753 Sycamore St, Winter Haven, FL 33881, a spacious 3-bedroom, 2.5-bathroom rental home offering the perfect combination of comfort and functionality. With plenty of room to spread out, this inviting home provides flexible living spaces ideal for relaxing,

    Jacob Hara TRANSCEND REALTY

    2753 Sycamore St, Winter Haven, FL 33881
  • /12

    $249,990

    Sold Apr 24, 2026

    5017 Kaia Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 6% Below List Price
    • $197/SF
    • 205 Days On Market

    Current Estimated Value $243,667

    Meritage Homes VillaMar - Classic Series

    5017 Kaia Ave, Winter Haven, FL 33884
    • /26

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1981
      Unlisted Address

      Last Sold Summary

      • 151 Days On Market

      Last Listing Agent Stephanie Mayo REGAL REAL ESTATE LLC

  • /36

    $326,900

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft

    2610 San Marco Way, Winter Haven, FL 33884

    2610 San Marco Way is a beautifully maintained Highland Homes Raychel floor plan in the Villamar community of Winter Haven, offering 4 bedrooms, 2 bathrooms, an open layout, and several upgrades that have already been completed for the next owner.One feature that makes this home especially worth a look is the CDD. When the current owner purchased the home, the builder paid off the debt

    Agent Photo

    Veronica Bard

    LA ROSA REALTY PRESTIGE

    2610 San Marco Way, Winter Haven, FL 33884
  • /2

    $2,500

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 8,624 Sq Ft
    • House for Rent

    558 Reddicks Cir, Winter Haven, FL 33884

    This is a single family property located in a quiet neighborhood but not too far from all necessesities and parks. LegoLand is about 10 minutes away, all shopping but not limited to Walmart and Publix is 5 minutes away. We have great schools in our neighborhood and the house has a lot of space. All new kitchen appliance were installed for our new tenants.

    558 Reddicks Cir, Winter Haven, FL 33884
  • /2

    $250,000

    Sold Feb 24, 2026

    509 Mckenna Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $166/SF
    • 191 Days On Market

    Current Estimated Value $264,158

    Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

    509 Mckenna Dr, Winter Haven, FL 33881
    • /6

      Not Listed For Sale

      6434 Jacaranda Ave NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 989 Sq Ft
      • Built 1983
      6434 Jacaranda Ave NE, Winter Haven, FL 33881

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Cliff Glansen FLATFEE.COM

  • /5

    $980,000

    $130K PRICE INCREASE
    • Land
    • 9.8 Acres
    • $100,000 per Acre

    0 Brigham Rd NW, Winter Haven, FL 33881

    9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    0 Brigham Rd NW, Winter Haven, FL 33881
  • /12

    $2,250 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    437 Fish Hawk Dr, Winter Haven, FL 33884

    Welcome to this beautiful 4 bedroom, 2.5 bath home. located in a highly desirable community. This spacious home offers a functional floor plan with generous living areas, modern kitchen, and comfortable bedroom, making perfect for families or professionals. Enjoy a private backyard and all the benefits of living in well maintained neighborhood close to school, shopping, dinning, parks and major

    Mike Coicou LA ROSA REALTY PRESTIGE

    437 Fish Hawk Dr, Winter Haven, FL 33884
  • /2

    $380,000

    Sold Jan 09, 2026

    204 S Lake Mariam Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $208/SF
    • 63 Days On Market

    Current Estimated Value $378,197

    Last Listing Agent Michael Brenner CENTURY 21 MYERS REALTY

    204 S Lake Mariam Dr, Winter Haven, FL 33884
    • /44

      Not Listed For Sale

      6613 Scenic Point Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1988
      6613 Scenic Point Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Kelly Jones KELLER WILLIAMS REALTY SMART 1

  • /67

    $269,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    106 Saint Kitts Cir, Winter Haven, FL 33884

    Under contract-accepting backup offers. THIS WELL-KEPT HOME LOCATED ON A CUL-DE-SAC HAS A HUGE (ONE THIRD ACRE) LOT. THIS IS A SPLIT BEDROOM PLAN WITH THREE BEDROOMS AND TWO BATHS. KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. THE PRIMARY BEDROOM HAS AN UPDATED EN SUITE WITH WALK-IN CLOSET. THE GREAT ROOM IS LARGE AND HAS A VAULTED CEILING. THERE IS AN EAT-IN AREA IN THE KITCHEN AS WELL AS A DINING

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    106 Saint Kitts Cir, Winter Haven, FL 33884
  • /27

    $1,600

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft
    • Condo for Rent

    690 Avenue C SE Unit 690, Winter Haven, FL 33880

    690 Avenue C SE Unit 690, Winter Haven, FL 33880
  • /2

    $230,000

    Sold Jun 23, 2026

    115 Grady Polk Rd, Winter Haven, FL 33880

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Above List Price
    • $182/SF
    • 2 Days On Market

    Current Estimated Value $224,260

    Last Listing Agent Bryan Czajkowski DALTON WADE INC

    115 Grady Polk Rd, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      689 Lake Howard Dr NW Unit 3B, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,077 Sq Ft
      • Built 1969
      689 Lake Howard Dr NW Unit 3B, Winter Haven, FL 33880

      Last Sold Summary

      • 180 Days On Market

      Last Listing Agent Jeff Meyer LPT REALTY, LLC.

  • /24

    $160,000

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    1903 3rd St NE, Winter Haven, FL 33881

    Investor Alert! This solid 3-bedroom, 1-bathroom block home sits on a spacious lot in an established neighborhood with NO HOA. Fully fenced from front to back, the property offers a massive backyard and a generous front yard, complete with a charming enclosed front porch. Capitalize on excellent bones and recent big-ticket upgrade-brand-new roof installed in 2025. While the interior needs some

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1903 3rd St NE, Winter Haven, FL 33881
  • /48

    $1,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft
    • House for Rent

    3939 Baldwin Ln, Winter Haven, FL 33884

    FOR RENT! Beautiful 3-bedroom, 2-bath home located in the gated 55+ community of Traditions at Ruby Lake. This well-maintained home features a spacious eat-in kitchen with maple wood cabinetry, breakfast bar, closet pantry, and breakfast nook with sliding glass doors leading to the screened lanai.The open and comfortable floor plan offers both a spacious Great Room and a Formal Living

    Ana Bejar NURI REALTY LLC

    3939 Baldwin Ln, Winter Haven, FL 33884
  • /2

    $389,000

    Sold Mar 23, 2026

    1507 Riviera Ct, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,983 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $196/SF
    • 21 Days On Market

    Current Estimated Value $391,976

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    1507 Riviera Ct, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      419 Garrett Ridge Ct, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 1995
      419 Garrett Ridge Ct, Winter Haven, FL 33880

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent TAMMY SCHNEIDER S & D REAL ESTATE SERVICE LLC

  • /26

    $76,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    1029 Hook Ln, Winter Haven, FL 33881

    Welcome to this charming and beautifully furnished 2-bedroom, 2-bath home in the desirable Swiss Golf & Tennis community in Winter Haven. Offering approximately 1,352 square feet of living space, this well-maintained home combines comfortable living with Florida charm and plenty of updates. Step inside to a bright and inviting interior featuring vinyl flooring throughout the main living areas and

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    1029 Hook Ln, Winter Haven, FL 33881
  • /24

    $2,050 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,386 Sq Ft
    • House for Rent

    3013 Sylas Jax Ave, Winter Haven, FL 33884

    Discover the epitome of modern living in this stunning 1,386 sq. ft. home built in 2026, nestled in the picturesque and vibrant community of Winter Haven, FL. This contemporary residence features a bright, open-concept design that seamlessly blends style, comfort, and functionality. With three spacious bedrooms and 2.5 well-appointed bathrooms, this home offers ample space for relaxation

    3013 Sylas Jax Ave, Winter Haven, FL 33884
  • /2

    $740,000

    Sold Jul 10, 2026

    1787 Lake Hill Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $251/SF
    • 32 Days On Market

    Current Estimated Value $744,142

    Last Listing Agent Kayly Malinas JOHN WOOD REALTY, INC.

    1787 Lake Hill Dr, Winter Haven, FL 33884
    • /27

      Not Listed For Sale

      24 Cactus Cir E, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1992
      24 Cactus Cir E, Winter Haven, FL 33880

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Natasha Loney EXP REALTY LLC

  • /46

    $22,000

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath

    574 Century Dr, Winter Haven, FL 33881

    Welcome to your slice of paradise! This charming 2-bedroom, 1-bath home is nestled in a beautiful Florida resort-style park, offering the perfect blend of comfort and relaxation. Enjoy a bright, open living space, a functional kitchen, and cozy bedrooms ideal for full-time living or a seasonal getaway. This home comes partially furnished, making your move-in even easier. Conveniently located

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    574 Century Dr, Winter Haven, FL 33881
  • /37

    $2,425 Per Month

    • 4 Beds
    • 2 Baths
    • 1,790 Sq Ft
    • House for Rent

    326 Royal Palm Way, Winter Haven, FL 33881

    Built in 2022, this 4-bedroom, 2-bath home features wood-look tile throughout, a modern kitchen with quartz countertops and stainless steel appliances, 100% LED lighting, LED-lit tray ceilings, ceiling fans in every room, 2" blinds, energy-efficient doors and windows, a covered porch, and a 2-car garage. A separate office sits off its own hallway and can serve as a fourth bedroom. All appliances

    Fernanda Da Silva MY NEW RENTAL

    326 Royal Palm Way, Winter Haven, FL 33881
  • /2

    $415,000

    Sold Dec 15, 2025

    2997 Plantation Rd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,603 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $159/SF
    • 88 Days On Market

    Current Estimated Value $436,096

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

    2997 Plantation Rd, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      6505 Raintree Ln NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft
      • Built 1985
      6505 Raintree Ln NE, Winter Haven, FL 33881

      Last Sold Summary

      • 255 Days On Market

      Last Listing Agent LaShawn Milton XCLUSIVE REALTY LLC

  • /12

    $367,445

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft

    5361 San Pietro Dr, Winter Haven, FL 33884

    Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate...

    Builder Photo

    Casa Fresca Homes

    Builder

    5361 San Pietro Dr, Winter Haven, FL 33884
  • /12

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • House for Rent

    1960 White Hawk Way, Winter Haven, FL 33881

    ABOUT THE HOMESpacious home in the gated Buckeye Trace community of Winter Haven! This nearly 2,000 sq. ft. property features TWO separate living areas, a formal dining room, high ceilings, an eat-in kitchen, indoor laundry, and a 2-car garage. The flexible layout offers plenty of room for entertaining, working from home, or simply spreading out. Enjoy a spacious lot and convenient location

    1960 White Hawk Way, Winter Haven, FL 33881
  • /2

    $235,000

    Sold Dec 12, 2025

    620 Crystals Blvd, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,606 Sq Ft
    • Built 1993

    Last Sold Summary

    • 6% Below List Price
    • $146/SF
    • 44 Days On Market

    Current Estimated Value $244,990

    Last Listing Agent Kim Reaves HELLO FLORIDA REAL ESTATE LLC

    620 Crystals Blvd, Winter Haven, FL 33884
    • /52

      Not Listed For Sale

      6681 Briarhill Dr NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,274 Sq Ft
      • Built 1986
      6681 Briarhill Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  • /22

    $39,900

    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft

    866 Century Dr, Winter Haven, FL 33881

    Welcome home to this well-maintained 2-bedroom, 11/2-bath home, ideally situated on a desirable corner lot with a convenient double driveway offering approximately 673 square feet of living space, this home is a great opportunity for anyone looking for a comfortable and easy-to-maintain Florida retreat. The home features an enclosed lanai with vinyl windows, creating additional living space that

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    866 Century Dr, Winter Haven, FL 33881
  • /9

    $1,420 Per Month

    • 3 Beds
    • 1 Bath
    • 819 Sq Ft
    • House for Rent

    619 Avenue S NE, Winter Haven, FL 33881

    Welcome to this beautiful 3-bedroom, 1-bathroom home, offering a comfortable and practical layout ideal for families, roommates, or anyone seeking an affordable rental in Polk County.Nestled in a residential pocket of Winter Haven, this home provides easy access to local schools, shopping, dining, and major roadways—making daily errands and commuting simple.This property delivers great

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    619 Avenue S NE, Winter Haven, FL 33881
  • /2

    $422,000

    Sold Sep 30, 2025

    235 Meredith Blvd, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $200/SF
    • 17 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    235 Meredith Blvd, Winter Haven, FL 33881
    • /42

      Est $220,097

      Not Listed For Sale

      1572 Vienna Square Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,391 Sq Ft
      • Built 2013
      1572 Vienna Square Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

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