Winter Haven, FL Homes

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  /30

  $65,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  385 Tennis Ln, Winter Haven, FL 33881

  Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 431-9188

  385 Tennis Ln, Winter Haven, FL 33881
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  /26

  Starting at $1,160 Per Month

  • 1 - 3 Beds

  4200 Mahogany Run, Winter Haven, FL 33884

  Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

  Della Vita Apartments

  (863) 456-1985

  4200 Mahogany Run, Winter Haven, FL 33884
• 

  

  /2

  $219,500

  Sold May 25, 2026

  1620 Linz Ct, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 110 Days On Market

  Current Estimated Value $219,288

  Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

  1620 Linz Ct, Winter Haven, FL 33884
• 

  

  /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
• 

  

  

  /39

  $44,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  369 Putter Cir, Winter Haven, FL 33881

  This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 208-6761

  369 Putter Cir, Winter Haven, FL 33881
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  /32

  Starting at $1,475 Per Month

  • 1 - 3 Beds

  1300 Lake Howard Dr SW, Winter Haven, FL 33880

  Welcome to luxury living in Winter Haven. Lakeshore Club is located on the Chain of Lakes between Lake Howard and Lake Mary minutes from downtown Winter Haven.

  Lakeshore Club

  (863) 356-0860

  

  1300 Lake Howard Dr SW, Winter Haven, FL 33880
• 

  /2

  $289,990

  Sold Jul 15, 2025

  3452 Costello Cir, Winter Haven, FL 33884

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

  Last Sold Summary

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

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

  3452 Costello Cir, Winter Haven, FL 33884
• 

  /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
• 

  

  /22

  $69,000

  • 2 Beds
  • 2 Baths

  508 Century Ln, Winter Haven, FL 33881

  Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 281-5632

  508 Century Ln, Winter Haven, FL 33881
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  /15

  Starting at $997 Per Month

  • 1 - 3 Beds

  200 Avenue K SE, Winter Haven, FL 33880

  Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

  Briarcrest at Winter Haven

  (863) 356-1058

  

  200 Avenue K SE, Winter Haven, FL 33880
• 

  /2

  $259,000

  Sold Mar 16, 2026

  3674 Queens Cove Blvd, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2005

  Last Sold Summary

  • $148/SF
  • 51 Days On Market

  Current Estimated Value $260,681

  Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  3674 Queens Cove Blvd, Winter Haven, FL 33880
• 

  /2

  Est $215,026

  Not Listed For Sale

  2927 Walnut St, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1955

  2927 Walnut St, Winter Haven, FL 33881

  Last Sold Summary

  • 4 Days On Market
• 

  

  /40

  $374,000

  $5K PRICE DROP

  • 4 Beds
  • 4 Baths

  1215 26th St NW, Winter Haven, FL 33881

  Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features

  

  Vitania Villar Sanchez

  Lifestyle International Realty

  (863) 329-5612

  1215 26th St NW, Winter Haven, FL 33881
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  /12

  Starting at $1,130 Per Month

  • 1 - 2 Beds

  1101 Cambridge Square, Winter Haven, FL 33880

  Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

  Barrington Place At Winter Haven

  (863) 204-5542

  1101 Cambridge Square, Winter Haven, FL 33880
• 

  /2

  $245,000

  Sold Jan 13, 2026

  4710 Osprey Way, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 2019

  Last Sold Summary

  • 18% Below List Price
  • $123/SF
  • 150 Days On Market

  Current Estimated Value $256,035

  Last Listing Agent Stuart Hurry NU HOME FINDERS, INC

  4710 Osprey Way, Winter Haven, FL 33881
• 

  /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
• 

  

  /49

  $130,000

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  1550 11th St NE Unit D7, Winter Haven, FL 33881

  Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 267-8250

  1550 11th St NE Unit D7, Winter Haven, FL 33881
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  /50

  Starting at $1,275 Per Month

  • 1 - 3 Beds

  4025 Lake Ned Village Cir, Winter Haven, FL 33884

  Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

  Vista Lake Ned

  (863) 216-1915

  

  4025 Lake Ned Village Cir, Winter Haven, FL 33884
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  /5

  $244,990

  Sold Aug 29, 2025

  230 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $153/SF
  • 11 Days On Market

  Highland Homes Harbor at Lake Henry - Townhomes

  230 Turtle Bay Ave, Winter Haven, FL 33881
• 

  /2

  Est $637,392

  Not Listed For Sale

  664 Hart Lake Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3.5 Baths
  • 2,871 Sq Ft
  • Built 2006

  664 Hart Lake Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 8 Days On Market
• 

  

  /49

  $219,000

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 563-3579

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
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  /14

  Starting at $1,310 Per Month

  • 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

  The Arbours at Garden Grove

  (727) 205-8061

  

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
• 

  /2

  $369,999

  Sold Oct 20, 2025

  5465 San Pietro Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,292 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $161/SF
  • 10 Days On Market

  Current Estimated Value $353,891

  Casa Fresca Homes Villa Mar

  5465 San Pietro Dr, Winter Haven, FL 33884
• 

  /2

  Est $198,291

  Not Listed For Sale

  960 Drexel Ave NE, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft
  • Built 1951

  960 Drexel Ave NE, Winter Haven, FL 33881

  Last Sold Summary

  • 198 Days On Market
• 

  

  /37

  $84,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  92 Greenview Dr, Winter Haven, FL 33881

  This spacious 2-bedroom, 2-bath home offers 1,680 sq ft of comfortable living with beautiful golf course views. A 2023 membrane roof covers the home, Florida room, and shed, providing peace of mind and long-term value. Inside, you'll find newer windows, a generous den with a wet bar-perfect for entertaining-and an inviting layout ideal for everyday living. The kitchen boasts an island, walk-in

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 281-5994

  92 Greenview Dr, Winter Haven, FL 33881
• 

  

  /35

  $2,375 Per Month

  • 4 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • House for Rent

  217 Newcastle Ct, 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%

  (863) 825-7846

  217 Newcastle Ct, Winter Haven, FL 33881
• 

  /2

  $124,500

  Sold Apr 08, 2026

  4204 Cedarwood Dr, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $83/SF
  • 9 Days On Market

  Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

  4204 Cedarwood Dr, Winter Haven, FL 33880
• 

  /2

  Est $308,270

  Not Listed For Sale

  1706 Tressel Ct, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,181 Sq Ft
  • Built 2007

  1706 Tressel Ct, Winter Haven, FL 33881

  Last Sold Summary

  • 69 Days On Market
• 

  

  /35

  $129,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  409 Village Cir SW, Winter Haven, FL 33880

  Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees!This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or

  

  Michelle Armbruster

  LOCKHART & ASSOCIATES INC

  (863) 340-7516

  409 Village Cir SW, Winter Haven, FL 33880
• 

  

  /23

  Starting at $993 Per Month

  • 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

  Villas at Lake Smart Apartments

  (863) 269-3488

  

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

  /2

  $352,690

  Sold Sep 10, 2025

  2803 San Marco Way, Winter Haven, FL 33884

  • 3 Beds
  • 2.5 Baths
  • 2,298 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $153/SF

  Current Estimated Value $356,418

  Maronda Homes Villamar

  2803 San Marco Way, Winter Haven, FL 33884
• 

  /2

  Est $151,093

  Not Listed For Sale

  2470 Avenue E SW, Winter Haven, FL 33880

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft
  • Built 1962

  2470 Avenue E SW, Winter Haven, FL 33880

  Last Sold Summary

  • 286 Days On Market
• 

  

  /30

  $77,000

  $10K PRICE DROP

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

  1011 Eagle Dr, Winter Haven, FL 33881

  This stunning 2 bedroom, 2 bath home has been thoughtfully renovated throughout, featuring newer windows and stylish vinyl plank flooring. The updated kitchen offers plenty of cabinetry and a cozy eat-in area-perfect for morning coffee or casual meals. Both bathrooms have been tastefully updated for a clean, modern feel. You'll love the spacious Florida Room across the front of the home, finished

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 474-8383

  1011 Eagle Dr, Winter Haven, FL 33881
• 

  

  /11

  Starting at $1,250 Per Month

  • 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

  Lake Buckeye Apartments

  (863) 269-3501

  101 Parker Ln NE, Winter Haven, FL 33881
• 

  /2

  $55,000

  Sold Jul 11, 2025

  4151 Sprucewood St, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1982

  Last Sold Summary

  • 42% Below List Price
  • $64/SF
  • 107 Days On Market

  Last Listing Agent Brandy Duncan COLDWELL BANKER REALTY

  4151 Sprucewood St, Winter Haven, FL 33880
• 

  /2

  Est $194,922

  Not Listed For Sale

  2237 Avenue B NW, Winter Haven, FL 33880

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1947

  2237 Avenue B NW, Winter Haven, FL 33880

  Last Sold Summary

  • 62 Days On Market
• 

  

  /29

  $140,000

  $25K PRICE DROP Pending

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

  104 Mayfair Place SW, Winter Haven, FL 33880

  Under contract-accepting backup offers. Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 343-3020

  104 Mayfair Place SW, Winter Haven, FL 33880
• 

  

  /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

  (863) 250-5529

  300 Royal Palm Way, Winter Haven, FL 33881
• 

  /2

  $144,500

  Sold Jan 23, 2026

  1550 11th St NE Unit B6, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Below List Price
  • $126/SF
  • 7 Days On Market

  Current Estimated Value $144,493

  Last Listing Agent Laura Barnes CHAIN OF LAKES REALTY INC

  1550 11th St NE Unit B6, Winter Haven, FL 33881
• 

  /2

  Est $304,335

  Not Listed For Sale

  4615 Reynosa Dr SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1980

  4615 Reynosa Dr SW, Winter Haven, FL 33880

  Last Sold Summary

  • 34 Days On Market

Showing Results 81 - 120, Page 3 of 18