Winter Haven, FL Homes

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  $155,000

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

  Whether you’re starting your morning with coffee and calm lake views or winding down to a glowing sunset over Lake Conine, this home offers a peaceful retreat you’ll love coming back to. Perfectly situated in the waterfront community of Winter Ridge, this 2-bedroom, 2-bath home combines low-maintenance living with direct access to the Chain of Lakes (Lake Smart). Inside, laminate floors connect

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 375-8052

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
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  $1,350 per month

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Condo for Rent

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

  Welcome to this charming 2-bedroom, 2-bathroom upstairs condo nestled in the serene Lake Buckeye Condo community. Step inside to discover laminate and ceramic tile flooring throughout, enhancing both style and easy maintenance. The open living and dining area seamlessly flow onto the balcony, offering a perfect spot for unwinding. The kitchen, complete with appliances, showcases beautiful granite

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 356-7488

  1550 11th St NE Unit D7, Winter Haven, FL 33881
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  $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 $326,009

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

  205 Loma Dr, Winter Haven, FL 33881
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  Est $237,649 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  1978 Sarah St, Winter Haven, FL 33884

  1978 Sarah St, Winter Haven, FL 33884
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  $350,000

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft

  3136 Langdon Ln, Winter Haven, FL 33884

  3136 Langdon Lane, Winter Haven, FL — nestled in the highly sought-after Traditions 55+ gated community, this beautifully maintained home offers the perfect blend of comfort, style, and resort-style living. Featuring 3 bedrooms and 2 bathrooms sitting on a over-sized lot, this light and bright home boasts an open-concept layout, ideal for both relaxing and entertaining. The spacious kitchen flows

  

  Sam Daniels

  KELLER WILLIAMS REALTY SMART 1

  (863) 323-8798

  3136 Langdon Ln, Winter Haven, FL 33884
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  $2,150 per month

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • House for Rent

  373 Kayden Cove, Winter Haven, FL 33884

  Welcome to the Edison, a stunning two-story home featuring 5 bedrooms and 2.5 bathrooms. The first floor offers a bright, open-concept design that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for gatherings and everyday living. From the main living area, step out onto a spacious outdoor patio, ideal for relaxing or entertaining. Upstairs, a versatile loft

  Wenyu Wang

  ANTS REALTY LLC

  (863) 334-3589

  373 Kayden Cove, Winter Haven, FL 33884
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  $340,000 Sold Nov 05, 2025

  912 Avenue F NE, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,859 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $183/SF
  • 6 Days On Market

  Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

  912 Avenue F NE, Winter Haven, FL 33881
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  Est $293,224 Not Listed For Sale

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

  2591 Sage Valley Way, Winter Haven, FL 33884

  2591 Sage Valley Way, Winter Haven, FL 33884
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  $320,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,434 Sq Ft

  4525 Ashford Dr, Winter Haven, FL 33880

  Under contract-accepting backup offers. This charming home offers the perfect blend of comfort and Florida lifestyle with 3 good size bedrooms and 2 full bathrooms. Featuring a bright open floor plan, spacious kitchen, and a relaxing backyard ideal for family gatherings or quiet evenings, it’s a place where memories are made. Located in a friendly neighborhood close to shopping, dining, and

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  (863) 300-0327

  4525 Ashford Dr, Winter Haven, FL 33880
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  $1,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft
  • House for Rent

  1195 Tyler Loop, Winter Haven, FL 33884

  The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor

  

  Omar Andreasen

  EXP REALTY LLC

  (863) 310-1918

  1195 Tyler Loop, Winter Haven, FL 33884
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  $210,000 Sold Dec 22, 2025

  319 Avenue P NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1946

  Last Sold Summary

  • 2% Below List Price
  • $176/SF
  • 13 Days On Market

  Last Listing Agent Carol Felix NONA LEGACY POWERED BY LA ROSA

  319 Avenue P NE, Winter Haven, FL 33881
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  Est $372,490 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1544 Hummingbird Rd, Winter Haven, FL 33884

  1544 Hummingbird Rd, Winter Haven, FL 33884
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  $85,000

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

  33 Marina Dr, Winter Haven, FL 33881

  Beautifully maintained 2-bedroom, 2-bath home offering comfort, style, and incredible golf course views. This spacious residence features a 2019 roof, granite countertops, and fresh 2025 interior paint including ceilings, giving the home a clean, modern feel. The primary suite boasts an updated bath with an extra-large walk-in shower, new double-sink vanity, attractive lighting, mirrors, and a

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 218-7291

  33 Marina Dr, Winter Haven, FL 33881
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • House for Rent

  1543 Jessica Blvd, Winter Haven, FL 33884

  Be the first to live in this beautiful brand-new single-family home located in the peaceful and growing community of Peace Creek Reserve in Winter Haven! 3 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining. Oversized backyard. SS appliances included (fridge, stove, microwave, dishwasher) W&D included. Window blinds will be

  

  Evelyn Sanchez

  PFS Realty LLC

  (863) 251-5157

  1543 Jessica Blvd, Winter Haven, FL 33884
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  $410,000 Sold Aug 27, 2025

  364 Fish Hawk Dr, Winter Haven, FL 33884

  • 6 Beds
  • 4.5 Baths
  • 3,920 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $105/SF
  • 35 Days On Market

  Current Estimated Value $410,639

  Last Listing Agent Robert Michael ROBERT MICHAEL & COMPANY INC.

  364 Fish Hawk Dr, Winter Haven, FL 33884
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  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,106 Sq Ft

  1306 Diego Terrace, Winter Haven, FL 33884

  1306 Diego Terrace, Winter Haven, FL 33884
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  $65,000

  • 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) 250-7593

  369 Putter Cir, Winter Haven, FL 33881
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  $1,600 per month

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

  1756 2nd St NE, Winter Haven, FL 33881

  VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the

  

  Daniel Hut

  HUT REALTY, LLC

  (863) 887-8920

  1756 2nd St NE, Winter Haven, FL 33881
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  $365,000 Sold Dec 19, 2025

  2813 Winterset Park, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $197/SF
  • 20 Days On Market

  Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

  2813 Winterset Park, Winter Haven, FL 33884
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  Est $335,097 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,005 Sq Ft

  3175 Laurel Oak Ln, Winter Haven, FL 33884

  3175 Laurel Oak Ln, Winter Haven, FL 33884
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  $99,900

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

  92 Greenview Dr, Winter Haven, FL 33881

  This beautifully maintained 2-bedroom, 2-bathroom Homes of Merit (1988) offers 1,680 sq. ft. of comfortable living space with a bright, open layout and serene golf course views. A 2023 membrane roof covers the home, shed, and Florida room for added peace of mind. Enjoy the welcoming living room featuring bay windows overlooking the golf course, and a den with a wet bar that opens to the kitchen -

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 264-5309

  92 Greenview Dr, Winter Haven, FL 33881
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  $1,329 per month

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

  3110 Gowan Dr Unit A1, Winter Haven, FL 33884

  Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 312-0563

  3110 Gowan Dr Unit A1, Winter Haven, FL 33884
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  $257,000 Sold Dec 02, 2025

  409 Lake Ned Rd, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $116/SF
  • 22 Days On Market

  Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

  409 Lake Ned Rd, Winter Haven, FL 33884
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  Est $257,046 Not Listed For Sale

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

  3724 Giorgio Dr, Winter Haven, FL 33884

  3724 Giorgio Dr, Winter Haven, FL 33884
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  $419,990

  • 5 Beds
  • 4 Baths
  • 3,040 Sq Ft

  205 Tifton St, Winter Haven, FL 33880

  Honey, stop the car! This home truly has it all. Featuring 5 bedrooms, 4 full baths, a spacious loft, and a 3-car garage, this property offers room for everyone.Your 68,132 sq. ft. homesite (1.56 acres) is a little piece of heaven—flat, open space with no rear neighbor, perfect for privacy and endless possibilities.Inside, you’ll find an entertainer’s paradise: a double oven, a kitchen

  

  Paul Shearn

  FUTURE HOME REALTY INC

  (863) 431-8695

  205 Tifton St, Winter Haven, FL 33880
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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Apartment for Rent

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884

  Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 694-0332

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884
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  $250,500 Sold Apr 29, 2025

  3416 Grenville Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $190/SF
  • 34 Days On Market

  Current Estimated Value $246,105

  Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3416 Grenville Dr, Winter Haven, FL 33884
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  Est $345,466 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  2044 Marigold Aly, Winter Haven, FL 33884

  2044 Marigold Aly, Winter Haven, FL 33884
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  $87,000

  • 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) 869-2719

  1011 Eagle Dr, Winter Haven, FL 33881
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  $1,350 per month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Property for Rent

  6332 Bayberry Blvd NE, Winter Haven, FL 33881

  Beautiful 55 + community .Spacious 2 Bedrooms,2 bathrooms,1 car carport . Large screened in enclosure with view to an open field . Easy access to everything.

  

  Jannette Pena

  JMP REALTY, INC.

  (863) 880-1241

  6332 Bayberry Blvd NE, Winter Haven, FL 33881
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  $308,750 Sold Feb 17, 2025

  716 Avenue A SW, Winter Haven, FL 33880

  • 6 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1925

  Last Sold Summary

  • 12% Below List Price
  • $126/SF
  • 68 Days On Market

  Current Estimated Value $310,704

  Last Listing Agent Jake Schmidt CAPSTAR REAL ESTATE LLC

  716 Avenue A SW, Winter Haven, FL 33880
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  Est $280,504 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  3777 Giorgio Dr, Winter Haven, FL 33884

  3777 Giorgio Dr, Winter Haven, FL 33884
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  $165,000

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

  104 Mayfair Place SW, Winter Haven, FL 33880

  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 a peaceful back patio, the perfect spot

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 343-3020

  104 Mayfair Place SW, Winter Haven, FL 33880
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  $1,450 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  513 Winter Terrace Unit 513, Winter Haven, FL 33881

  2 (TWO) Months FREE rent with a move in date before December 31st!! This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 722-1224

  513 Winter Terrace Unit 513, Winter Haven, FL 33881
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  $200,000 Sold Jun 26, 2025

  520 Avenue L SE, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Built 1961

  Last Sold Summary

  • 32% Below List Price
  • $149/SF
  • 247 Days On Market

  Current Estimated Value $204,733

  Last Listing Agent Trinh Le SOGO REAL ESTATE SERVICES LLC

  520 Avenue L SE, Winter Haven, FL 33880
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  Est $273,423 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft

  4913 Kaia Ave, Winter Haven, FL 33884

  4913 Kaia Ave, Winter Haven, FL 33884
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  $315,000

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  1085 Brenton Manor Dr, Winter Haven, FL 33881

  Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA and X flood zone. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  (863) 900-9378

  1085 Brenton Manor Dr, Winter Haven, FL 33881
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  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 2,109 Sq Ft
  • House for Rent

  1453 Austin St Unit B, Winter Haven, FL 33884

  Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.

  

  Isabel Melin Mora

  MELIN REALTY LLC

  (863) 208-5449

  1453 Austin St Unit B, Winter Haven, FL 33884
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  $138,000 Sold Jul 29, 2025

  109 2nd Jpv St, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Below List Price
  • $119/SF
  • 7 Days On Market

  Current Estimated Value $150,727

  Last Listing Agent Nick Whitehouse RE/MAX PRIME PROPERTIES

  109 2nd Jpv St, Winter Haven, FL 33880
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  Est $271,120 Not Listed For Sale

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

  3708 Giorgio Dr, Winter Haven, FL 33884

  3708 Giorgio Dr, Winter Haven, FL 33884

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