48,920

Winter Haven, FL Homes

Section Image Section Image Section Image
  • /32

    $274,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft

    726 17th St NE, Winter Haven, FL 33881

    Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home on a desirable corner lot and offers a 2-car garage along with a fully fenced backyard. Inside, tile flooring highlights the high-traffic areas, while wood laminate flooring runs through the living room and bedrooms. The kitchen features a stainless sink, refrigerator, and stove. Step outside to

    Agent Photo

    Austin Henry

    CENTURY 21 MYERS REALTY LAKE WALES

    (863) 264-1499

    726 17th St NE, Winter Haven, FL 33881
  • /7

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft
    • Apartment for Rent

    710 Avenue C SW Unit 4A, Winter Haven, FL 33880

    This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!

    Pedro Cartagena 1513 REALTY LLC

    710 Avenue C SW Unit 4A, Winter Haven, FL 33880
  • /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 $242,961

    Last Listing Agent Kim Reaves HELLO FLORIDA REAL ESTATE LLC

    620 Crystals Blvd, Winter Haven, FL 33884
    • /20

      Not Listed For Sale

      5978 Foxhollow Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 840 Sq Ft
      • Built 1983
      5978 Foxhollow Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

  • /30

    $250,000

    • 6 Beds
    • 4 Baths
    • 2,883 Sq Ft

    15 Lake Howard Dr NW, Winter Haven, FL 33880

    This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors

    Agent Photo

    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 356-7533

    15 Lake Howard Dr NW, Winter Haven, FL 33880
  • /32

    $1,399 Per Month

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft
    • House for Rent

    609 Ave G SE, Winter Haven, FL 33880

    Welcome to your new home!This 2-bedroom, 1-bathroom unit offers approximately 875 sq ft of living space, designed for practical and efficient living.Step inside to a functional layout with easy-to-maintain flooring throughout. The kitchen is equipped with a refrigerator, stove/oven, and microwave, along with adequate cabinet space. Washer and dryer hookups are included, with

    609 Ave G SE, Winter Haven, FL 33880
  • /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
    • /26

      Est $307,600

      Not Listed For Sale

      1410 17th St NW, Winter Haven, FL 33881

      • 3 Beds
      • Built 1955
      1410 17th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 17 Days On Market

  • /43

    $230,000

    $22K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    4009 Cypress Landing S, Winter Haven, FL 33884

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard

    Agent Photo

    Danielle Davis

    ELEVE REAL ESTATE LLC

    (863) 296-2516

    4009 Cypress Landing S, Winter Haven, FL 33884
  • /15

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • House for Rent

    295 Lake Smart Cir, Winter Haven, FL 33881

    295 Lake Smart Circle in Winter Haven offers comfortable Florida living with scenic water views in a peaceful lakeside setting. This well-maintained 3-bedroom, 2-bath home features a spacious open floor plan with plenty of natural light, creating a warm and inviting atmosphere throughout. The kitchen offers ample cabinet and counter space and opens to the main living and dining areas, making it

    Marquita Smith COLDWELL BANKER REALTY

    295 Lake Smart Cir, Winter Haven, FL 33881
  • /2

    $255,000

    Sold Jan 08, 2026

    6191 Grey Heron Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $149/SF
    • 16 Days On Market

    Current Estimated Value $256,724

    Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

    6191 Grey Heron Dr, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      6032 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,448 Sq Ft
      • Built 1982
      6032 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 2 Days On Market

  • /16

    $74,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    213 Lakeside Ranch Cir, Winter Haven, FL 33881

    Experience relaxed Florida living in this furnished 2-bedroom, 1-bath manufactured home located in the gated 55+ community of Lakeside Ranch, offering laminate flooring with carpeted bedrooms, central A/C, and a wide range of amenities including a heated pool, library, shuffleboard, horseshoes, billiards, scheduled community activities, trailer storage, and laundry facilities; this privately

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 285-3315

    213 Lakeside Ranch Cir, Winter Haven, FL 33881
  • /22

    $1,350 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    730 26th St NW, Winter Haven, FL 33881

    ONE MONTH FREE RENT AVAILABLE!* Welcome to this charming 2-bedroom, 1-bathroom property offering you the perfect blend of comfort and convenience, with a spacious layout and inviting living areas providing plenty of room to relax, an a well-equipped kitchen. Enjoy the serene, fenced backyard – perfect for outdoor gatherings or simply unwinding after a long day. Don't miss your chance to make this

    730 26th St NW, Winter Haven, FL 33881
  • /2

    $312,900

    Sold Dec 24, 2025

    737 Bayside Blvd, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $172/SF
    • 14 Days On Market

    Current Estimated Value $311,452

    Highland Homes Harbor at Lake Henry - Single-Family Homes

    737 Bayside Blvd, Winter Haven, FL 33881
    • /52

      Not Listed For Sale

      6332 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1984
      6332 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 91 Days On Market

  • /2

    $329,999

    New Construction $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,226 Sq Ft

    5444 San Pietro Dr, Winter Haven, FL 33884

    Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the

    Builder Photo

    Casa Fresca Homes

    Builder

    5444 San Pietro Dr, Winter Haven, FL 33884
  • /15

    $2,190 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    2154 Chris Dr, Winter Haven, FL 33884

    FOR RENT! Beautiful and move-in ready home located in the heart of Winter Haven! This charming property offers a bright and spacious floor plan with comfortable living areas, generously sized bedrooms, and a welcoming atmosphere perfect for everyday living. Enjoy a functional kitchen, plenty of natural light, and a peaceful neighborhood setting. Conveniently located near shopping, restaurants,

    Daniel Serpa NOSSA REALTY LLC

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

    $160,000

    Sold Dec 11, 2025

    505 Avenue G SE, Winter Haven, FL 33880

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft
    • Built 1955

    Last Sold Summary

    • 18% Below List Price
    • $90/SF
    • 73 Days On Market

    Current Estimated Value $196,522

    Last Listing Agent Reggie Ward PREMIER REALTY OF TAMPA

    505 Avenue G SE, Winter Haven, FL 33880
    • /2

      Est $153,866

      Not Listed For Sale

      2500 21st St NW Unit 77, Winter Haven, FL 33881

      • 2 Beds
      • 2.5 Baths
      • 1,184 Sq Ft
      • Built 1976
      2500 21st St NW Unit 77, Winter Haven, FL 33881

      Last Sold Summary

      • 34 Days On Market

  • /46

    $25,000

    $5K 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

    (863) 343-1757

    574 Century Dr, Winter Haven, FL 33881
  • /22

    $1,199 Per Month

    • 2 Beds
    • 1.5 Baths
    • 995 Sq Ft
    • Two-Bedroom Townhouse near Park

    1860 Ave Q SW, Winter Haven, FL 33880

    You will enjoy a quiet stroll around the park or some outdoor sporting activities with Sertoma Park immediately across the street!The home boasts a private patio in the rear of the home, a downstairs/half bath for guests, washer/dryer hookups, and a walk-in pantry. Pets allowed based on results. Fees/rents based on results.*Tenants are required to sign up for our Resident

    1860 Ave Q SW, Winter Haven, FL 33880
  • /2

    $110,000

    Sold Oct 13, 2025

    6501 Raintree Ln NE, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1985

    Last Sold Summary

    • $109/SF
    • 19 Days On Market

    Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

    6501 Raintree Ln NE, Winter Haven, FL 33881
    • /27

      Not Listed For Sale

      6339 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 2004
      6339 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

  • /48

    $295,000

    $59K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,944 Sq Ft

    108 Black Skimmer Ln, Winter Haven, FL 33880

    Short Sale. Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors

    Agent Photo

    Geraldine Anarumo

    FLORIDA REALTY MARKETPLACE

    (863) 313-1502

    108 Black Skimmer Ln, Winter Haven, FL 33880
  • /15

    $1,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • House for Rent

    168 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Beautiful home offers 3 bedroom and 2 bathroom with ceramic tile type flooring. Home has 2 attached car garage. This home offers a spacious kitchen, updated bathrooms and is located in a beautiful

    Ethel Gumaru FIRSTKEY HOMES LLC

    168 Southern Breeze Loop, Winter Haven, FL 33880
  • /2

    $78,000

    Sold Apr 13, 2026

    211 Sweet Cir, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1986

    Last Sold Summary

    • 29% Below List Price
    • $61/SF
    • 332 Days On Market

    Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

    211 Sweet Cir, Winter Haven, FL 33884
    • /65

      Not Listed For Sale

      6116 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,060 Sq Ft
      • Built 1989
      6116 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

  • /37

    $215,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft

    373 Lake Daisy Cir, Winter Haven, FL 33884

    MOTIVATED SELLERS...OPPORTUNITY KNOCKS ON THIS SPACIOUS & AFFORDABLE 3 Bedroom/2 Bath Home in the heart of SE Winter Haven located in Lake Daisy Estates is ready for you & your family!!! NO HOA or CDD in this established neighborhood that is within 3 miles of LEGOLAND and close to multiple restaurants, shopping, & parks. The natural light fills each room of the home. Open floor plan with split

    Agent Photo

    Cheryl Brewer

    COLDWELL BANKER REALTY

    (863) 302-2577

    373 Lake Daisy Cir, Winter Haven, FL 33884
  • /23

    $2,150 Per Month

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • Home for rent

    4019 Penelope Ave, Lake Wales, FL 33859

    Home for rent. 4 bedroom/2 bath home in Lake Wales. This home combines modern convenience with timeless elegance, showcasing vinyl-plank flooring in all common areas and carpet in bedrooms. Once inside, you are in the foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining

    4019 Penelope Ave, Lake Wales, FL 33859
  • /5

    $244,990

    Sold Jan 09, 2026

    207 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $153/SF
    • 30 Days On Market

    Current Estimated Value $240,114

    Highland Homes Harbor at Lake Henry - Townhomes

    207 Turtle Bay Ave, Winter Haven, FL 33881
    • /48

      Not Listed For Sale

      4537 Redwood St, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,446 Sq Ft
      • Built 1984
      4537 Redwood St, Winter Haven, FL 33880

      Last Sold Summary

      • 3 Days On Market

  • /14

    $59,900

    • 2 Beds
    • 2 Baths

    1082 Eagle Dr, Winter Haven, FL 33881

    Welcome home to this well maintained 2-bedroom, 2-bath residence offering 1,352 sq ft of comfortable and inviting living space, perfectly situated on a desirable corner lot. From the moment you arrive, you'll appreciate the pride of ownership and care that shines throughout the home. A new roof and new A/C have already been completed in 2025 for added peace of mind. Inside, you'll find a spacious

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 208-9400

    1082 Eagle Dr, Winter Haven, FL 33881
  • /15

    $1,800 Per Month

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

    108 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Charming 4 bedroom and 2 bathroom home updated with ceramic tile type flooring and neutral paint throughout. The inviting living room is spacious and great for entertaining. The modern kitchen

    Ethel Gumaru FIRSTKEY HOMES LLC

    108 Southern Breeze Loop, Winter Haven, FL 33880
  • /5

    $244,990

    Sold Sep 17, 2025

    222 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF
    • 30 Days On Market

    Highland Homes Harbor at Lake Henry - Townhomes

    222 Turtle Bay Ave, Winter Haven, FL 33881
    • /42

      Not Listed For Sale

      120 Pangola Dr, Winter Haven, FL 33880

      • 3 Beds
      • 2.5 Baths
      • 1,950 Sq Ft
      • Built 1985
      120 Pangola Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 12 Days On Market

  • /19

    $326,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    1739 Upland Ln, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 509-5563

    1739 Upland Ln, Winter Haven, FL 33884
  • /15

    $1,625 Per Month

    • 2 Beds
    • 2 Baths
    • 828 Sq Ft
    • House for Rent

    1902 Garden Lake Dr, Winter Haven, FL 33884

    GATED WATERFRONT COMMUNITY! This 2BR/2BA condo is move-in ready and features gorgeous views from a waterfront deck and screened lanai. Water view continues into master suite with 2 closets and walk-in shower! Luxury vinyl flooring throughout, NO CARPET, stainless steel appliances, granite countertops, and washer/dryer in the unit. Community offers lakefront pool and tennis courts with a fabulous

    1902 Garden Lake Dr, Winter Haven, FL 33884
  • /2

    $272,000

    Sold Mar 30, 2026

    5750 Harbor Isle Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Above List Price
    • $220/SF
    • 7 Days On Market

    Current Estimated Value $257,178

    Last Listing Agent Ryan Odenweller RE/MAX HERITAGE PROFESSIONALS

    5750 Harbor Isle Blvd, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      6210 Knotty Pine Dr SE, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1995
      6210 Knotty Pine Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 18 Days On Market

Showing Results 401 - 440, Page 11 of 18

How to Buy a Home How to Finance a Home How to Sell a Home