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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  $1,600 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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  $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 $328,022

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

  205 Loma Dr, Winter Haven, FL 33881
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  6471 Peppertree Path NE, Winter Haven, FL 33881

  6471 Peppertree Path NE, Winter Haven, FL 33881
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  $345,000

  • 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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  $1,330 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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  $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 $291,593 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft

  5801 Forest Ridge Dr, Winter Haven, FL 33881

  5801 Forest Ridge Dr, Winter Haven, FL 33881
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  $417,900

  • 4 Beds
  • 4 Baths
  • 2,613 Sq Ft

  1995 Avenue F SW, Winter Haven, FL 33880

  Custom Design abounds in this beautiful single family residence located steps away from lovely Lake Howard in Winter Haven. This 4/4 pool home built in 2013, located in a NO HOA, NO CDD, no restriction community, steps away from the park/playground, walking trails, and the water sports of Winter Haven's chain of lakes, minutes from golfing, eateries in the downtown area, shopping, and Spring

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  (863) 329-5484

  1995 Avenue F SW, Winter Haven, FL 33880
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  $1,599 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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  $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 $298,191 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  337 Kayden Cove, Winter Haven, FL 33884

  337 Kayden Cove, 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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  $1,300 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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  $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 $411,552

  Last Listing Agent Robert Michael ROBERT MICHAEL & COMPANY INC.

  364 Fish Hawk Dr, Winter Haven, FL 33884
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  Est $336,408 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  3122 Laurel Oak Ln, Winter Haven, FL 33884

  3122 Laurel Oak Ln, Winter Haven, FL 33884
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  $79,000

  • 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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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • House for Rent

  4652 Magnolia Preserve Loop, Winter Haven, FL 33880

  Welcome home to this well-maintained 3 bedroom, 2 bathroom rental located in the desirable Magnolia Preserve community of Winter Haven. This spacious home offers 1,608 square feet of comfortable living space with a 2-car garage and a functional open floor plan that’s perfect for everyday living and entertaining. The large kitchen features plenty of counter and cabinet space, and all appliances

  

  Tony Insua Jr.

  CRAIG BURKE REAL ESTATE GROUP, LLC

  (863) 264-3723

  4652 Magnolia Preserve Loop, Winter Haven, FL 33880
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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 $522,684 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  1340 Oakmont Dr, Winter Haven, FL 33884

  1340 Oakmont Dr, 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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  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  7903 Waterview Way, Winter Haven, FL 33884

  2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 375-7146

  7903 Waterview Way, 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 $487,284 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,216 Sq Ft

  1896 Eloise Loop Rd, Winter Haven, FL 33884

  1896 Eloise Loop Rd, Winter Haven, FL 33884
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  $84,900

  • 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) 264-5309

  92 Greenview Dr, Winter Haven, FL 33881
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  140 Mandolin Dr, Winter Haven, FL 33884

  Welcome to this clean and large 3 bedroom 2 bath Cassidy Home in the gated community of Mandolin. Kitchen features granite counter tops, stainless steel appliances, breakfast bar and eating nook area. Work station with built in desk off kitchen and inside utility room. Formal dining room with plant shelves. Living room with cathedral/vaulted ceilings, plant shelves and sliding glass doors to the

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 341-8694

  140 Mandolin Dr, 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 $244,654

  Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3416 Grenville Dr, Winter Haven, FL 33884
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  Est $248,942 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft

  708 Reflections Dr, Winter Haven, FL 33884

  708 Reflections 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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  $1,350 per month

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

  1550 11th St NE Unit E2, Winter Haven, FL 33881

  Welcome to this inviting 2-bedroom, 2-bathroom ground-floor condo nestled in the serene Lake Buckeye Condo community. This well-designed unit features ceramic tile and vinyl flooring throughout, offering both durability and easy maintenance. The open living and dining area creates a bright, comfortable space for everyday living and entertaining. The dining area opens to a 7x5 balcony, while the

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 624-5857

  1550 11th St NE Unit E2, Winter Haven, FL 33881
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  $325,000 Sold Dec 26, 2025

  2438 5th St NE, Winter Haven, FL 33881

  • 6 Beds
  • 3 Baths
  • 1,950 Sq Ft
  • Built 1969

  Last Sold Summary

  • $167/SF
  • 6 Days On Market

  Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

  2438 5th St NE, Winter Haven, FL 33881
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  /2

  Est $256,176 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  3978 Warbler Dr, Winter Haven, FL 33880

  3978 Warbler Dr, Winter Haven, FL 33880
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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
  • 1,148 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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  $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 $312,022

  Last Listing Agent Jake Schmidt CAPSTAR REAL ESTATE LLC

  716 Avenue A SW, Winter Haven, FL 33880
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  Est $903,867 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,732 Sq Ft

  902 W Lake Otis Dr, Winter Haven, FL 33880

  902 W Lake Otis Dr, Winter Haven, FL 33880
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  $150,000

  • 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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  $2,100 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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  $305,000 Sold Dec 29, 2025

  435 Lanham Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,847 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $165/SF
  • 64 Days On Market

  Last Listing Agent Angie Poole HIGGENBOTHAM AUCTIONEERS

  435 Lanham Dr, Winter Haven, FL 33881
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  Est $125,834 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  645 26th St NW, Winter Haven, FL 33880

  645 26th St NW, Winter Haven, FL 33880

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