48,527

Winter Haven, FL Homes

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  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    357 Ruby Lake Loop, Winter Haven, FL 33884

    Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 265-1959

    357 Ruby Lake Loop, Winter Haven, FL 33884
  • /7

    $700 per month

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

    720 6th St NW Unit 3, Winter Haven, FL 33881

    Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

    Erich Spivey ALABAMA LLC

    720 6th St NW Unit 3, Winter Haven, FL 33881
  • /2

    $275,000 Sold Jul 11, 2025

    555 Heather Glen Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 2001

    Last Sold Summary

    • $182/SF
    • 14 Days On Market

    Current Estimated Value $273,300

    Last Listing Agent Lindsey Thibodeau COMPASS FLORIDA LLC

    555 Heather Glen Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      3842 Avenue O NW, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 754 Sq Ft
      • Built 1985
      3842 Avenue O NW, Winter Haven, FL 33881

      Last Sold Summary

      • $139/SF
      • 49 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Lisa Miller MILLSHIRE REALTY

  • /42

    $365,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    340 Vail Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, Winter Haven, FL 33884
  • /35

    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • House for Rent

    330 Royal Palm Way, Winter Haven, FL 33881

    Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100%

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

    $279,000 Sold Jun 10, 2025

    1721 Teagan Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 2025

    Last Sold Summary

    • $153/SF
    • 55 Days On Market

    Current Estimated Value $294,110

    Last Listing Agent Sammi Li TOPSKY REALTY INC

    1721 Teagan Ln, Winter Haven, FL 33884
    • /2

      Est $333,410 Not Listed For Sale

      212 Krenson Bay Loop, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,202 Sq Ft
      • Built 2023
      212 Krenson Bay Loop, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $151/SF
      • 908 Days On Market

      Last Sold Price $331,545

      Last Listing Agent Cassandre Martin KELLER WILLIAMS REALTY AT THE LAKES

  • /56

    $518,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,987 Sq Ft

    210 Nassau Rd, Winter Haven, FL 33884

    Under contract-accepting backup offers. This beautifully updated split floor plan home in the desirable Eloise Woods subdivision offers the perfect blend of comfort, quality upgrades, and incredible outdoor living. Nearly every part of this home has been improved, making it truly move-in ready.Inside, the home features updated flooring throughout, renovated bathrooms, redone ceilings, updated

    Agent Photo

    Sam Daniels

    KELLER WILLIAMS REALTY SMART 1

    (863) 695-2487

    210 Nassau Rd, Winter Haven, FL 33884
  • /18

    $800 per month

    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884

    1 Bed, 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if

    Daniel Gonzalez AT YOUR SERVICE REALTY, LLC

    1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884
  • /2

    $355,000 Sold Apr 17, 2026

    1929 Gerber Dairy Rd, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Below List Price
    • $235/SF
    • 92 Days On Market

    Current Estimated Value $362,058

    Last Listing Agent Marissa Hipp COLDWELL BANKER REALTY

    1929 Gerber Dairy Rd, Winter Haven, FL 33880
    • /2

      Est $201,462 Not Listed For Sale

      100 Avenue K NE, Winter Haven, FL 33881

      • 3 Beds
      • 1 Bath
      • 1,059 Sq Ft
      • Built 1946
      100 Avenue K NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $198/SF
      • 13 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Maria Torres Beltran CENTURY 21 NEXT LEVEL REALTY

  • /31

    $305,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    2037 Lakeridge Dr, Winter Haven, FL 33881

    Under contract-accepting backup offers. Welcome to Lakeridge Estates—your gateway to carefree lake life living on the beautiful Winter Haven Chain of Lakes! This gated community on Lake Hartridge offers peace of mind, low HOA fees, no CDD, and a lifestyle centered around comfort and convenience.This well-maintained home sits on a exterior lot with no rear neighbors, offering privacy and quiet

    Agent Photo

    Michelle Howard

    KELLER WILLIAMS REALTY SMART 1

    (863) 343-0124

    2037 Lakeridge Dr, Winter Haven, FL 33881
  • /31

    $1,800 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    3960 Avenue U NW, Winter Haven, FL 33881

    Don't miss out on this 4 bedroom home, at an amazing price. This home has been freshly painted and has ceramic tile throughout. The French doors lead to a paver patio that provides access to a huge backyard. The uncovered gazebo/patio area is perfect for those fire pit evenings. Your front covered patio gives you a Waterview of Lake Blue.

    3960 Avenue U NW, Winter Haven, FL 33881
  • /2

    $290,000 Sold Mar 19, 2026

    2005 Spirit Lake Rd, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $170/SF
    • 25 Days On Market

    Current Estimated Value $296,394

    Last Listing Agent Becky Sigler VINTAGE REAL ESTATE SERVICES

    2005 Spirit Lake Rd, Winter Haven, FL 33880
    • /2

      Est $326,917 Not Listed For Sale

      2554 Salzburg Loop, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft
      • Built 2015
      2554 Salzburg Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $200/SF
      • 182 Days On Market

      Last Sold Price $337,900

      Last Listing Agent Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  • /21

    $29,900

    • 2 Beds
    • 1.5 Baths
    • 728 Sq Ft

    678 Century Ln, Winter Haven, FL 33881

    This well-maintained 2-bedroom, 1.5-bath home offers 728 sq ft of comfortable living with thoughtful updates throughout. The eat-in kitchen opens to a screened lanai-perfect for enjoying morning coffee or relaxing evenings. Recent improvements include a 2024 roof, gutters, and downspouts, along with fresh interior paint and newer flooring, creating a bright, refreshed feel. The renovated full

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 343-3344

    678 Century Ln, Winter Haven, FL 33881
  • /13

    $700 per month

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

    720 6th St NW Unit 2, Winter Haven, FL 33881

    Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

    Erich Spivey ALABAMA LLC

    720 6th St NW Unit 2, Winter Haven, FL 33881
  • /14

    $317,000 Sold Sep 23, 2025

    3845 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,168 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $146/SF
    • 265 Days On Market

    Current Estimated Value $332,084

    Meritage Homes VillaMar - Classic Series

    3845 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $254,774 Not Listed For Sale

      1289 Normandy Heights Cir, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,233 Sq Ft
      • Built 2010
      1289 Normandy Heights Cir, Winter Haven, FL 33880

      Last Sold Summary

      • 4% Below List Price
      • $215/SF
      • 8 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

  • /31

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 2,921 Sq Ft

    184 Lake Otis Rd, Winter Haven, FL 33884

    Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 340-7440

    184 Lake Otis Rd, Winter Haven, FL 33884
  • /18

    $899 - $1,385 per month

    The Landings Apartment Homes

    1 - 2 Beds

    102 Landings Way, Winter Haven, FL 33880

    Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

    102 Landings Way, Winter Haven, FL 33880
  • /2

    $299,999 Sold Apr 03, 2026

    5528 Taverna Way, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $147/SF
    • 173 Days On Market

    Current Estimated Value $308,667

    Last Listing Agent Dale Human CASA FRESCA REALTY

    5528 Taverna Way, Winter Haven, FL 33884
    • /2

      Est $351,602 Not Listed For Sale

      1712 Lime Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 2,218 Sq Ft
      • Built 2008
      1712 Lime Dr, Winter Haven, FL 33881

      Last Sold Summary

      • $158/SF
      • 180 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Veronica Figueroa EXP REALTY LLC

  • /42

    $294,000

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    624 Honey Bell Rd, Winter Haven, FL 33880

    **$5000 towards closing costs with any reasonable offer. Seller will entertain any reasonable offer!!** Beautiful 3-bedroom, 2-bath ranch home built in 2022 offering modern design and easy one-level living. Open concept layout with spacious living areas, contemporary finishes, and abundant natural light. Well appointed kitchen and comfortable bedroom split for added privacy. Move-in ready and

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 431-8805

    624 Honey Bell Rd, Winter Haven, FL 33880
  • /14

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    1816 Galloway Terrace, Winter Haven, FL 33881

    This home offers 4 spacious bedrooms and 2 baths. The Master Bath is equipped with double vanity sinks and has been upgraded with a spacious 5ft shower! The home offers high ceilings with an open floor plan and a spacious kitchen overlooking the main living area. Both, formal dining area and a breakfast nook, provide plenty of space for the family and guests to enjoy their meals! The home has

    Pedro Cartagena 1513 REALTY LLC

    1816 Galloway Terrace, Winter Haven, FL 33881
  • /2

    $750,000 Sold Sep 26, 2025

    328 Hamilton Shores Dr NE, Winter Haven, FL 33881

    • 5 Beds
    • 3.5 Baths
    • 3,812 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $197/SF
    • 56 Days On Market

    Current Estimated Value $737,576

    Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

    328 Hamilton Shores Dr NE, Winter Haven, FL 33881
    • /2

      Est $321,280 Not Listed For Sale

      3828 Traditions Blvd N, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,823 Sq Ft
      • Built 2006
      3828 Traditions Blvd N, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $181/SF
      • 17 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  • /67

    $795,000

    • 4 Beds
    • 4 Baths
    • 3,555 Sq Ft

    200 Island Way, Winter Haven, FL 33884

    Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 343-1106

    200 Island Way, Winter Haven, FL 33884
  • /20

    $584 - $1,350 per month

    Lakeview Tower

    Studio - 1 Bed

    745 Avenue A SW, Winter Haven, FL 33880

    Lakeview Tower offers newly remodeled studio and one bedroom apartment homes. It is an exceptional senior living, 62+ and disabled Community. Lakeview Tower sits right on Lake Howard, allowing breath taking views from your window.

    745 Avenue A SW, Winter Haven, FL 33880
  • /2

    $292,500 Sold Apr 30, 2025

    441 Squires Grove Dr, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $158/SF
    • 50 Days On Market

    Current Estimated Value $292,828

    Last Listing Agent Blanca Pagan CHARLES RUTENBERG REALTY ORLANDO

    441 Squires Grove Dr, Winter Haven, FL 33880
    • /2

      Est $395,781 Not Listed For Sale

      518 Coleman Dr W, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,980 Sq Ft
      • Built 1974
      518 Coleman Dr W, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $205/SF
      • 77 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Steven Ray Burnett NUGGET REALTY

  • /35

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,874 Sq Ft

    4717 Magnolia Preserve Ave, Winter Haven, FL 33880

    Welcome to 4717 Magnolia Preserve Ave, a beautifully upgraded home nestled in the desirable Magnolia Preserve community of Winter Haven. Built in 2016, this thoughtfully designed home features 3 bedrooms, 2 bathrooms, and a versatile formal dining room that can easily serve as a home office or potential 4th bedroom. Inside, you’ll find an open and inviting floor plan with high ceilings and an

    Agent Photo

    Stephen Novak

    LIVE FLORIDA REALTY

    (863) 264-4541

    4717 Magnolia Preserve Ave, Winter Haven, FL 33880
  • /22

    $1,300 per month

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

    2025 San Marcos Dr SE Unit 29, Winter Haven, FL 33880

    Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are

    Avi Sela SAFETYNET REALTY

    2025 San Marcos Dr SE Unit 29, Winter Haven, FL 33880
  • /2

    $143,300 Sold Jul 22, 2025

    1740 Inman Dr NW, Winter Haven, FL 33881

    • 3 Beds
    • 1 Bath
    • 805 Sq Ft
    • Built 1961

    Last Sold Summary

    • 6% Above List Price
    • $178/SF
    • 6 Days On Market

    Current Estimated Value $145,504

    Last Listing Agent Carrissa Henshaw RE/MAX COLLECTIVE

    1740 Inman Dr NW, Winter Haven, FL 33881
    • /2

      Est $155,524 Not Listed For Sale

      260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1992
      260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881

      Last Sold Summary

      • 6% Below List Price
      • $154/SF
      • 47 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Lancey Lewis HOMELIFE REALTY COASTAL PROPERTIES LLC

  • /61

    $430,000

    • 3 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    236 W Lake Ina Dr, Winter Haven, FL 33884

    Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home

    Agent Photo

    Scott Loveridge

    RELENTLESS REAL ESTATE CO.

    (863) 343-1589

    236 W Lake Ina Dr, Winter Haven, FL 33884
  • /16

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • House for Rent

    546 Lake Dexter Blvd, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    546 Lake Dexter Blvd, Winter Haven, FL 33884
  • /12

    $334,499 Sold Feb 10, 2026

    6044 Navona Way, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $135/SF
    • 40 Days On Market

    Current Estimated Value $325,275

    Casa Fresca Homes VillaMar

    6044 Navona Way, Winter Haven, FL 33884
    • /2

      Est $375,931 Not Listed For Sale

      6002 Country Walk Ln, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,905 Sq Ft
      • Built 2004
      6002 Country Walk Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $199/SF
      • 79 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Justin Johnson THE MARKET REALTY COMPANY

Showing Results 201 - 240, Page 6 of 18

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