48,516

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
  • /29

    $1,485 per month

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • House for Rent

    1018 Sunshine Way SW, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining.Enjoy the screened-in room overlooking a fully fenced backyard—ideal for

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    1018 Sunshine Way SW, Winter Haven, FL 33880
  • /2

    $369,900 Sold Feb 11, 2026

    7044 Summit Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft
    • Built 2005

    Last Sold Summary

    • $175/SF
    • 6 Days On Market

    Current Estimated Value $368,002

    Last Listing Agent Arturo Matamoros EXP REALTY LLC

    7044 Summit Cir, Winter Haven, FL 33884
    • /2

      Est $96,595 Not Listed For Sale

      4543 Emerald Palms Dr, Winter Haven, FL 33884

      4543 Emerald Palms Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Above List Price
      • 10 Days On Market

      Last Sold Price $93,500

      Last Listing Agent Deana Lainhart KELLER WILLIAMS REALTY SMART

  • /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
  • /14

    $1,251 - $1,825 per month

    The Arbours at Garden Grove

    1 - 3 Beds

    4900 Cypress Gardens Rd, Winter Haven, FL 33884

    A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

    4900 Cypress Gardens Rd, Winter Haven, FL 33884
  • /2

    $270,000 Sold Apr 25, 2025

    3272 Whispering Trails Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $176/SF
    • 35 Days On Market

    Current Estimated Value $262,200

    Last Listing Agent Troy Udit ENGEL & VOLKERS ORLANDO DR PHILLIPS

    3272 Whispering Trails Ave, Winter Haven, FL 33884
    • /2

      Est $544,159 Not Listed For Sale

      1332 Oakmont Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,081 Sq Ft
      • Built 2017
      1332 Oakmont Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $272/SF
      • 13 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Anita Piasecki A+ REALTY LLC

  • /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
  • /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

    $300,000 Sold Apr 13, 2026

    561 Cody Caleb Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,773 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $108/SF
    • 61 Days On Market

    Current Estimated Value $300,001

    Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

    561 Cody Caleb Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      171 Sweet Cir, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 1986
      171 Sweet Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $64/SF
      • 0 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  • /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
  • /14

    $1,000 - $1,275 per month

    Central Haven Apartments

    Studio - 2 Beds

    130 Avenue C SE, Winter Haven, FL 33880

    130 Avenue C SE, Winter Haven, FL 33880
  • /2

    $290,000 Sold Nov 26, 2025

    1480 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2024

    Last Sold Summary

    • 17% Below List Price
    • $132/SF
    • 402 Days On Market

    Current Estimated Value $291,179

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    1480 Leamington Ln, 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

  • /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
  • /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

    $299,800 Sold Aug 15, 2025

    2159 Greenway Dr, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $148/SF
    • 15 Days On Market

    Current Estimated Value $299,028

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    2159 Greenway Dr, Winter Haven, FL 33881
    • /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

  • /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
  • /23

    $993 - $1,144 per month

    Villas at Lake Smart Apartments

    2 - 3 Beds

    4225 Vista Del Lago Dr, Winter Haven, FL 33881

    You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

    4225 Vista Del Lago Dr, Winter Haven, FL 33881
  • /2

    $282,990 Sold Jun 18, 2025

    3479 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2024

    Last Sold Summary

    • $170/SF
    • 4 Days On Market

    Current Estimated Value $293,807

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3479 Costello Cir, Winter Haven, FL 33884
    • /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

  • /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
  • /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
  • /6

    $244,990 Sold Dec 30, 2025

    235 Turtle Bay Ave, Winter Haven, FL 33881

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

    Move in Ready Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $245,419

    Highland Homes Harbor at Lake Henry - Townhomes

    235 Turtle Bay Ave, Winter Haven, FL 33881
    • /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

  • /72

    $850,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 3,255 Sq Ft

    1028 S Lake Mariam Dr, Winter Haven, FL 33884

    Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-0950

    1028 S Lake Mariam Dr, Winter Haven, FL 33884
  • /11

    $1,250 - $1,350 per month

    Lake Buckeye Apartments

    1 - 2 Beds

    101 Parker Ln NE, Winter Haven, FL 33881

    Call for availability! Our apartment complex is nestled back in a residential housing lakeside community, away from busy traffic. Quiet surroundings for families and single professionals to relax in their home. We provide high tech security cameras throughout the whole complex to assure your safety. Lake Buckeye owners want to provide a drug-free and safe environment for your family to call

    101 Parker Ln NE, Winter Haven, FL 33881
  • /2

    $238,000 Sold Apr 01, 2026

    1002 Spirit Lake Rd, Winter Haven, FL 33880

    • 3 Beds
    • 1.5 Baths
    • 1,111 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $214/SF
    • 6 Days On Market

    Current Estimated Value $205,661

    Last Listing Agent Matthew Hughes REAL BROKER, LLC

    1002 Spirit Lake Rd, Winter Haven, FL 33880
    • /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

  • /54

    $159,750

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

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

    Agent Photo

    Sanda Andrews

    GOOD COMPANY REALTY INC.

    (863) 343-1606

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /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

    $325,000 Sold Sep 12, 2025

    205 Loma Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,069 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $157/SF
    • 30 Days On Market

    Current Estimated Value $325,906

    Last Listing Agent Brad Martin BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    205 Loma Dr, Winter Haven, FL 33881
    • /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

  • /36

    $350,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft

    232 College Grove Cir NE, Winter Haven, FL 33881

    Under contract-accepting backup offers. Beautiful 3BR/2BA home in desirable College Grove, just off Lake Elbert with its new walking trail. Prime location (with NO HOA) close to downtown Winter Haven, shopping, hospitals, and Polk State College Open floor plan with separate living, dining, and family room featuring cathedral ceilings and a gas fireplace. Updated kitchen with island, breakfast

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-0841

    232 College Grove Cir NE, Winter Haven, FL 33881
  • /35

    $2,300 per month

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

    300 Royal Palm Way, Winter Haven, FL 33881

    ***If you see this listing on CRAIGSLIST or FACEBOOK MARKETPLACE, it is fraud. Apply only on the My New Rental website***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

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

    $266,490 Sold Jul 28, 2025

    4904 Kaia Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $177/SF
    • 23 Days On Market

    Current Estimated Value $270,660

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4904 Kaia Ave, Winter Haven, FL 33884
    • /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

Showing Results 161 - 200, Page 5 of 18

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