48,923

Winter Haven, FL Homes

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  • /14

    $115,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gas is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /65

    Starting at $959 Per Month

    • Studio - 3 Beds

    7676 Carlton Arms Blvd, Winter Haven, FL 33884

    Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

    Carlton Arms Of Winter Haven

    (863) 251-6034

    7676 Carlton Arms Blvd, Winter Haven, FL 33884
  • /2

    $325,000

    Sold Nov 04, 2025

    3828 Eloise Estates Ct, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 132 Days On Market

    Current Estimated Value $322,798

    Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

    3828 Eloise Estates Ct, Winter Haven, FL 33881
    • /2

      Est $354,731

      Not Listed For Sale

      5105 Sylas Jax Ave, Winter Haven, FL 33884

      • 4 Beds
      • 3.5 Baths
      • 2,587 Sq Ft
      • Built 2024
      5105 Sylas Jax Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 134 Days On Market

  • /15

    $260,000

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    3180 Country Club Cir, Winter Haven, FL 33881

    APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional Kitchen

    Agent Photo

    Jon McCall PA

    Dalton Wade Inc

    (863) 250-1507

    3180 Country Club Cir, Winter Haven, FL 33881
  • /15

    $2,350 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • House for Rent

    6204 Botticella Blvd, Winter Haven, FL 33884

    Pre-Construction. To be built. Brand-New Corner Lakeview Home for Rent in Winter Haven$2,350/Month | Available June 9Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities.This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square

    Agent Photo

    Yamile Albornoz

    EXP REALTY LLC

    (863) 694-0827

    6204 Botticella Blvd, Winter Haven, FL 33884
  • /3

    $23,000

    Sold Apr 17, 2026

    0 Sunset Dr E, Winter Haven, FL 33881

    • Land
    • 1.77 Acres
    • $13,023 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 107 Days On Market

    Last Listing Agent Silvio Islamaj ELIS Realty Advisors, LLC.

    0 Sunset Dr E, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      596 Ituna Cir, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 2,005 Sq Ft
      • Built 2025
      596 Ituna Cir, Winter Haven, FL 33881

      Last Sold Summary

      • 144 Days On Market

  • /22

    $33,500

    • 2 Beds
    • 2 Baths

    687 Century Ln, Winter Haven, FL 33881

    Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 264-3239

    687 Century Ln, Winter Haven, FL 33881
  • /38

    Starting at $1,349 Per Month

    • 1 - 2 Beds

    5004 Dream Dr, Winter Haven, FL 33880

    Embrace the art of living fully at Dream Winter Haven, where each day is a masterpiece waiting to be painted. Here, life is about more than just a home—it's about thriving in a community designed to enrich your every experience. Discover the charm of brand-new luxury 1, 2, and 3-bedroom apartments, complemented by resort-style amenities that encourage you to live fully. Set in the heart of Winter

    Dream Winter Haven

    (863) 312-1112

    5004 Dream Dr, Winter Haven, FL 33880
  • /2

    $349,999

    Sold Mar 06, 2026

    5544 Taverna Loop, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $142/SF
    • 10 Days On Market

    Current Estimated Value $349,841

    Last Listing Agent Dale Human CASA FRESCA REALTY

    5544 Taverna Loop, Winter Haven, FL 33884
    • /2

      Est $309,294

      Not Listed For Sale

      1576 Leamington Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,970 Sq Ft
      • Built 2025
      1576 Leamington Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 163 Days On Market

  • /40

    $245,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

    Agent Photo

    Beena Kokeram

    AGILE GROUP REALTY

    (863) 694-1013

    3363 Livingston Way, Winter Haven, FL 33884
  • /30

    $1,350 Per Month

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft
    • Townhouse for Rent

    5667 Struthers Ct, Winter Haven, FL 33884

    Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 265-1579

    5667 Struthers Ct, Winter Haven, FL 33884
  • /2

    $525,000

    Sold Dec 16, 2025

    1301 Hidden Creek Ct, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft
    • Built 1998

    Last Sold Summary

    • $230/SF
    • 13 Days On Market

    Current Estimated Value $519,969

    Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

    1301 Hidden Creek Ct, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      428 Garrett Ridge Ct, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1989
      428 Garrett Ridge Ct, Winter Haven, FL 33880

      Last Sold Summary

      • 40 Days On Market

  • /85

    $699,000

    $41K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,961 Sq Ft

    237 Mclean Point, Winter Haven, FL 33884

    MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision!Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area.Key Features:• Prime Location: Enjoy boat access to

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (863) 264-6395

    237 Mclean Point, Winter Haven, FL 33884
  • /35

    Starting at $995 Per Month

    • Studio - 2 Beds

    350 24th St NW, Winter Haven, FL 33880

    Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

    Haven at Lake Deer

    (863) 356-1158

    350 24th St NW, Winter Haven, FL 33880
  • /2

    $273,000

    Sold Dec 03, 2025

    4070 Island Lakes Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 2011

    Last Sold Summary

    • 28% Below List Price
    • $147/SF
    • 400 Days On Market

    Current Estimated Value $275,204

    Last Listing Agent Natalie Rivera VESTI LLC

    4070 Island Lakes Dr, Winter Haven, FL 33881
    • /2

      Est $264,039

      Not Listed For Sale

      205 Avenue U NW, Winter Haven, FL 33881

      • 4 Beds
      • 3 Baths
      • 1,588 Sq Ft
      • Built 1978
      205 Avenue U NW, Winter Haven, FL 33881

      Last Sold Summary

      • 251 Days On Market

  • /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
  • /15

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Apartment for Rent

    711 Lake Jessie Dr, Winter Haven, FL 33881

    Well maintained 2BR 2BA apartment (part of triplex). Vaulted ceilings, granite countertops, Washer/Dryer hookups

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 624-3356

    711 Lake Jessie Dr, Winter Haven, FL 33881
  • /21

    $299,490

    Sold May 28, 2026

    6216 Botticella Blvd, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,326 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $129/SF
    • 7 Days On Market

    Lennar Villa Mar

    6216 Botticella Blvd, Winter Haven, FL 33884
    • /2

      Est $299,380

      Not Listed For Sale

      717 Squires Grove Dr, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 2022
      717 Squires Grove Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 62 Days On Market

  • /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. 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 room that can

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, Winter Haven, FL 33884
  • /47

    Starting at $1,200 Per Month

    • 1 - 2 Beds

    1150 3rd St SW, Winter Haven, FL 33880

    The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

    The Jade

    (863) 837-4924

    1150 3rd St SW, Winter Haven, FL 33880
  • /28

    $279,490

    Sold Sep 24, 2025

    4144 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $168/SF
    • 13 Days On Market

    D.R. Horton VillaMar

    4144 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $184,295

      Not Listed For Sale

      620 Oleander Dr SE, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,608 Sq Ft
      • Built 1965
      620 Oleander Dr SE, Winter Haven, FL 33880

      Last Sold Summary

      • 6 Days On Market

  • /31

    $489,000

    $36K PRICE DROP
    • 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
  • /16

    $2,600 Per Month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

    Agent Photo

    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /2

    $179,000

    Sold Mar 17, 2026

    710 Byni Ridge, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1986

    Last Sold Summary

    • 18% Below List Price
    • $170/SF
    • 146 Days On Market

    Last Listing Agent Jorge Castorani CENTRAL REALTY GROUP AND PROPERTIES

    710 Byni Ridge, Winter Haven, FL 33880
    • /2

      Est $295,840

      Not Listed For Sale

      748 Terranova Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,659 Sq Ft
      • Built 2006
      748 Terranova Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 12 Days On Market

  • /42

    $292,000

    Open Sat 11AM - 1PM $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    624 Honey Bell Rd, Winter Haven, FL 33880

    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 perfect for today's lifestyle.

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 431-8805

    624 Honey Bell Rd, Winter Haven, FL 33880
  • /77

    Starting at $1,510 Per Month

    • 1 - 3 Beds

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881

    Welcome Home to Magnolia at Lake Hamilton!

    Magnolia at Lake Hamilton

    (863) 588-7216

    2850 W Lake Hamilton Dr, Winter Haven, FL 33881
  • /71

    $44,900

    Sold Aug 29, 2025

    654 Century Ln, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 1988

    Last Sold Summary

    • 44% Below List Price
    • $39/SF
    • 225 Days On Market

    Last Listing Agent Cynthia Cole Sunset Home Sales

    654 Century Ln, Winter Haven, FL 33881
    • /2

      Est $203,052

      Not Listed For Sale

      108 Prospect Ave, Winter Haven, FL 33880

      • 3 Beds
      • 1 Bath
      • 1,002 Sq Ft
      • Built 1949
      108 Prospect Ave, Winter Haven, FL 33880

      Last Sold Summary

      • 77 Days On Market

  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 343-2190

    645 Century Ln, Winter Haven, FL 33881
  • /56

    $2,599 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,942 Sq Ft
    • House for Rent

    1504 Hummingbird Rd, Winter Haven, FL 33884

    Welcome to your slice of Florida paradise! This almost-new, fully furnished 4-bedroom, 2.5-bath home sits beautifully on a spacious corner lot with a lush yard—perfect for relaxing or entertaining. Designed with modern finishes throughout, every room feels fresh and inviting. The home boasts a large 2-car garage equipped with a Tesla charger, making it ideal for eco-conscious residents. Enjoy the

    Agent Photo

    Matthew Stanley

    The Keyes Company

    (863) 281-6200

    1504 Hummingbird Rd, Winter Haven, FL 33884
  • /2

    $249,490

    Sold May 14, 2026

    6473 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 2026

    Last Sold Summary

    • 7% Below List Price
    • $133/SF
    • 5 Days On Market

    Current Estimated Value $260,150

    Last Listing Agent Ben Goldstein LENNAR REALTY

    6473 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $379,561

      Not Listed For Sale

      117 Belmont Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,164 Sq Ft
      • Built 2001
      117 Belmont Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 68 Days On Market

Showing Results 41 - 80, Page 2 of 18

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