48,519

Winter Haven, FL Homes

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  • /47

    $485,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,221 Sq Ft

    404 Talamone Dr, Winter Haven, FL 33884

    BACK ON MARKET DUE TO BUYERS FAILED FINANCING!! MAGNIFICENT 4BR/3BA POOL HOME!! Located in the gated Winter Haven subdivision of Tuscanny, this exquisitely maintained one story home, with approx. 3,242 sqft including an air conditioned sunroom, has so much to offer; it showcases a full GUEST SUITE and a new roof as of April 2021! Fantastic Features include: crown molding, ceramic tile, laminate

    Marissa Taranto EXP REALTY LLC

    404 Talamone Dr, Winter Haven, FL 33884
  • /27

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,717 Sq Ft
    • House for Rent

    1019 Gotthard Pass Dr, Winter Haven, FL 33881

    Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience.Vacant and move-in ready. Easy to show. Exceptional value for the areaThis home won’t last long!Schedule your private showing today and secure this amazing rental before it’s gone!

    Maria Villacis AVANTI WAY REALTY LLC

    1019 Gotthard Pass Dr, Winter Haven, FL 33881
  • /2

    $275,000 Sold Oct 15, 2025

    701 Reflections Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 2001

    Last Sold Summary

    • $185/SF
    • 13 Days On Market

    Current Estimated Value $272,592

    Last Listing Agent Hailey Cornell REAL BROKER, LLC

    701 Reflections Dr, Winter Haven, FL 33884
    • /38

      Not Listed For Sale

      304 Temple Ct, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1986
      304 Temple Ct, Winter Haven, FL 33880

      Last Sold Summary

      • $151/SF
      • 9 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Kimberly Cabrera LA ROSA REALTY PRESTIGE

  • /33

    $299,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    244 Meredith Blvd, Winter Haven, FL 33881

    The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two and a half bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every

    Dream Finders Homes Builder
    244 Meredith Blvd, Winter Haven, FL 33881
  • /19

    $2,015 per month

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • House for Rent

    344 Sand Pine Trail, Winter Haven, FL 33880

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    344 Sand Pine Trail, Winter Haven, FL 33880
  • /2

    $251,962 Sold Mar 30, 2026

    1201 5th St NE, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft
    • Built 1945

    Last Sold Summary

    • 8% Below List Price
    • $124/SF
    • 10 Days On Market

    Last Listing Agent George Waller, JR BTW PROPERTIES OF LAKELAND

    1201 5th St NE, Winter Haven, FL 33881
    • /23

      Est $302,793 Not Listed For Sale

      213 Majestic Gardens Ln, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2017
      213 Majestic Gardens Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 5% Below List Price
      • $174/SF
      • 55 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Nikki Scudiero ATRIUM REALTY, LLC

  • /27

    $307,490 New Construction

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    CALI Plan at VillaMar, Winter Haven, FL 33884

    Introducing the Cali floorplan at Villamar, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside,

    D.R. Horton Builder
    3744 Giorgio Dr Unit 36202851, Winter Haven, FL 33884
  • /37

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • House for Rent

    44 Saint Kitts Cir, Winter Haven, FL 33884

    Now available for rent in desirable Planter’s Walk! This beautifully updated 3-bedroom, 2-bath home features ceramic tile flooring throughout, a remodeled kitchen with quartz countertops and new cabinets, vaulted ceilings, and a spacious open layout filled with natural light. Enjoy a large Florida room, screened porch, and a fully fenced backyard with shed—perfect for relaxing or entertaining.

    Manny Quiros RE/MAX HERITAGE PROFESSIONALS

    44 Saint Kitts Cir, Winter Haven, FL 33884
  • /21

    $319,990 Sold Dec 24, 2025

    6420 Domizio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,326 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $138/SF
    • 23 Days On Market

    Current Estimated Value $327,667

    Lennar VillaMar

    6420 Domizio Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      3008 Thornhill Rd, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1984
      3008 Thornhill Rd, Winter Haven, FL 33880

      Last Sold Summary

      • $156/SF
      • 19 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Dawn Justice CHARLES RUTENBERG REALTY INC

  • /20

    $394,999 Pending

    • 5 Beds
    • 3 Baths
    • 2,892 Sq Ft

    5429 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept

    Dale Human CASA FRESCA REALTY

    5429 San Pietro Dr, Winter Haven, FL 33884
  • /15

    $2,100 per month

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

    159 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

    159 Southern Breeze Lp, Winter Haven, FL 33880
  • /11

    $259,490 Sold Aug 20, 2025

    2199 Chris Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $182/SF
    • 19 Days On Market

    Current Estimated Value $285,813

    Lennar Peace Creek Reserve - Manor Key Collection

    2199 Chris Dr, Winter Haven, FL 33884
    • /2

      Est $279,695 Not Listed For Sale

      1429 Wallace Manor Pass, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2013
      1429 Wallace Manor Pass, Winter Haven, FL 33880

      Last Sold Summary

      • $160/SF
      • 55 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Kali Sikes PREMIER REALTY NETWORK, INC

  • /29

    $308,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    6024 Navona Way, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

    Dale Human CASA FRESCA REALTY

    6024 Navona Way, Winter Haven, FL 33884
  • /11

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • House for Rent

    1237 Denali Dr, Winter Haven, FL 33881

    Beautiful single-family home located in the desirable Lake Lucerne Community. This property offers an open-concept kitchen with luxury finishes, vinyl flooring in the main living areas, and fully carpeted bedrooms for added comfort.The kitchen comes fully equipped with stainless steel appliances, granite countertops, and ample cabinet space for storage.Enjoy the outdoors in the covered lanai

    ALFREDO BASTIDAS MY REALTY GROUP, LLC.

    1237 Denali Dr, Winter Haven, FL 33881
  • /7

    $234,990 Sold Jan 30, 2026

    223 Turtle Bay Ave, Winter Haven, FL 33881

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

    Move in Ready Sold Summary

    • $147/SF
    • 7 Days On Market

    Current Estimated Value $260,139

    Highland Homes Harbor at Lake Henry - Townhomes

    223 Turtle Bay Ave, Winter Haven, FL 33881
    • /23

      Est $330,619 Not Listed For Sale

      2972 Whispering Trails Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,770 Sq Ft
      • Built 2013
      2972 Whispering Trails Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 6% Above List Price
      • $113/SF
      • 159 Days On Market

      Last Sold Price $312,000

      Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

  • /34

    $209,000

    • 3 Beds
    • 1 Bath
    • 1,190 Sq Ft

    104 Avenue K NE, Winter Haven, FL 33881

    SELLER MOTIVATED. MAKE OFFER! Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen

    April Spaulding LPT REALTY, LLC

    104 Avenue K NE, Winter Haven, FL 33881
  • /20

    $2,010 per month

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • House for Rent

    104 Lake Daisy Terrace, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    104 Lake Daisy Terrace, Winter Haven, FL 33884
  • /2

    $370,000 Sold Jan 05, 2026

    2004 Leisure Dr, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft
    • Built 1978

    Last Sold Summary

    • $160/SF
    • 5 Days On Market

    Current Estimated Value $366,596

    Last Listing Agent Jill Aubin RE/MAX REALTY UNLIMITED

    2004 Leisure Dr, Winter Haven, FL 33881
    • /2

      Est $290,118 Not Listed For Sale

      1109 Normandy Heights Cir, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,582 Sq Ft
      • Built 2013
      1109 Normandy Heights Cir, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Below List Price
      • $187/SF
      • 27 Days On Market

      Last Sold Price $296,000

      Last Listing Agent Manny Quiros RE/MAX

  • /25

    $354,999 Pending

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    5389 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. 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 sense of openness. From the foyer, the home effortlessly

    Dale Human CASA FRESCA REALTY

    5389 San Pietro 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

    $380,000 Sold Feb 27, 2026

    168 Morning Glory Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 64 Days On Market

    Current Estimated Value $377,351

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    168 Morning Glory Cir, Winter Haven, FL 33884
    • /40

      Est $288,476 Not Listed For Sale

      5816 Marsh Landing Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,722 Sq Ft
      • Built 2017
      5816 Marsh Landing Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Above List Price
      • $163/SF
      • 4 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Nathan Meyer EXP REALTY LLC

  • /77

    $585,000

    • 3 Beds
    • 2 Baths
    • 2,512 Sq Ft

    6261 Pinehurst Loop, Winter Haven, FL 33884

    Live the lifestyle you’ve been dreaming about in Lake Ashton, Winter Haven’s premier 55+ gated community. This beautifully cared-for Ashton floor plan offers 3 bedrooms, 2 baths, a den, and 2,512 sq ft of thoughtfully designed space — but it’s the feeling of this home that truly stands out. From the manicured landscaping to the elegant leaded-glass French front doors, every detail reflects pride

    Anita Lowe LOCKHART & ASSOCIATES INC

    6261 Pinehurst Loop, Winter Haven, FL 33884
  • /17

    $1,745 per month

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • House for Rent

    1405 N Lake Shipp Dr SW, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    1405 N Lake Shipp Dr SW, Winter Haven, FL 33880
  • /2

    $425,000 Sold Oct 29, 2025

    232 Terranova Blvd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,327 Sq Ft
    • Built 2004

    Last Sold Summary

    • $183/SF
    • 2 Days On Market

    Current Estimated Value $418,140

    Last Listing Agent Deanna Stone THE STONES REAL ESTATE FIRM

    232 Terranova Blvd, Winter Haven, FL 33884
    • /25

      Est $321,322 Not Listed For Sale

      1557 Lemon Ave, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 2,035 Sq Ft
      • Built 2018
      1557 Lemon Ave, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $167/SF
      • 86 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Dawn Walls Mark Spain

  • /70

    $369,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    Ponte Vedra Plan at Willowbrook North, Winter Haven, FL 33881

    PONTE VEDRA: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Ponte Vedra plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

    DRB Homes Builder
    0 Fl-544 St Unit 36849126, Winter Haven, FL 33881
  • /24

    $2,200 per month

    • 5 Beds
    • 2.5 Baths
    • 2,254 Sq Ft
    • House for Rent

    1454 Austin St, Winter Haven, FL 33884

    Located in Peace Creek Reserve—one of Winter Haven’s most tranquil and appealing communities—this property offers the ideal balance between peace, comfort, and convenient access to everything a family needs for daily living. Surrounded by charming natural scenery and situated close to lakes, trails, recreational areas, shops, and major roadways, this neighborhood has become an excellent choice

    Carla Moreno Pineda EXP REALTY LLC

    1454 Austin St, Winter Haven, FL 33884
  • /2

    $98,000 Sold Jul 30, 2025

    4201 Cedarwood Dr, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1979

    Last Sold Summary

    • 25% Below List Price
    • $85/SF
    • 243 Days On Market

    Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

    4201 Cedarwood Dr, Winter Haven, FL 33880
    • /22

      Not Listed For Sale

      6776 Brentwood Dr NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1984
      6776 Brentwood Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • $142/SF
      • 33 Days On Market

      Last Sold Price $147,500

      Last Listing Agent Judy Morgan FREEDOM REALTY

  • /21

    $281,999 Open Sat 10AM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    6056 Navona Way, Winter Haven, FL 33884

    BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new

    Dale Human CASA FRESCA REALTY

    6056 Navona Way, Winter Haven, FL 33884
  • /2

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    329 Gretna Ln, Winter Haven, FL 33880

    All Bridge Homes listings are pet-friendly and offer easy self-toursschedule yours today! This home comes with high-speed internet at an exclusive group rate. This service includes 24/7 premium support and setup to help you get connected at move-in. Introducing 329 Gretna -This open-concept home features: Bright, modern kitchen with tiled floors, a breakfast nook,

    329 Gretna Ln, Winter Haven, FL 33880
  • /2

    $150,000 Sold Jun 06, 2025

    23 Kendra Ct, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $144/SF
    • 35 Days On Market

    Current Estimated Value $151,017

    Last Listing Agent Tiffany Ellis COLDWELL BANKER REALTY

    23 Kendra Ct, Winter Haven, FL 33880
    • /2

      Est $308,810 Not Listed For Sale

      257 Oleander St, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,195 Sq Ft
      • Built 2018
      257 Oleander St, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $147/SF
      • 78 Days On Market

      Last Sold Price $322,500

      Last Listing Agent Vilmari Caraballo RE/MAX

Showing Results 521 - 560, Page 14 of 18

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