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

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  (863) 500-8591

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

  

  Jon McCall PA

  Dalton Wade Inc

  (863) 250-1507

  3180 Country Club Cir, Winter Haven, FL 33881
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  /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

  

  Yamile Albornoz

  EXP REALTY LLC

  (863) 694-0827

  6204 Botticella Blvd, Winter Haven, FL 33884
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  /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
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  /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

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 264-3239

  687 Century Ln, Winter Haven, FL 33881
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  /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
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  /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.

  

  Beena Kokeram

  AGILE GROUP REALTY

  (863) 694-1013

  3363 Livingston Way, Winter Haven, FL 33884
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  /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

  

  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
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  /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
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  /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

  

  Luis Perez Garcia

  EXP REALTY LLC

  (863) 264-6395

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

  

  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

  

  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

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 343-2779

  340 Vail Dr, Winter Haven, FL 33884
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  /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
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  /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

  

  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

  

  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.

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  (863) 431-8805

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

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 343-2190

  645 Century Ln, Winter Haven, FL 33881
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  /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

  

  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