Winter Haven Florida Homes for Sale

Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.

Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.

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Displaying results 301-310 of 760
43 Photos 6308 Pinehurst Loop Winter Haven, FL 33884

6308 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# A4678252 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton ... 

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$459,900
Reduced -$5,000
Provided courtesy of FLATFEE.COM
69 Photos 6216 Pinehurst Loop Winter Haven, FL 33884

6216 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# P4937694 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

Stunning Sebastian Floor Plan Home in an Exclusive, Secure 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built i... 

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$459,000
Provided courtesy of LAKE ASHTON REALTY INC.
70 Photos 1209 Sawgrass Drive Winter Haven, FL 33884

1209 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# P4937555 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

Your Florida Dream Home Awaits in Lake Ashton, an exclusive gated 55+ community. A golf membership (expires Sept. 30, 2026) for a single golfer wil... 

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$439,000
Reduced -$11,000
Provided courtesy of LAKE ASHTON REALTY INC.
33 Photos 1108 Sawgrass Drive Winter Haven, FL 33884

1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# S5149437 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1533 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i... 

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$422,999
Reduced -$2,001
Provided courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
70 Photos 221 Golf Aire Boulevard Winter Haven, FL 33884

221 Golf Aire Boulevard
Winter Haven, FL 33884
Lake Bess Country Club
Residential

MLS# L4959992 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1645 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Bess Country Club

MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split f... 

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$315,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
70 Photos 239 Golf Aire Boulevard Winter Haven, FL 33884

239 Golf Aire Boulevard
Winter Haven, FL 33884
Lake Bess Country Club
Residential

MLS# P4936940 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2263 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Bess Country Club

PRICE IMPROVEMENT OF $5K MOTIVATED SELLERBEAUTIFUL GATED GOLF COURSE COMMUNITYAn exceptional opportunity to own a beautiful 3brm/2.5 bath home nest... 

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$394,000
Reduced -$5,000
Provided courtesy of DALTON WADE INC
25 Photos 1550 11th Street UNIT F2 Winter Haven, FL 33881

1550 11th Street UNIT F2
Winter Haven, FL 33881
Lake Buckeye Condo
Residential

MLS# L4956165 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1148 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Buckeye Condo

Welcome to this 2-bedroom, 2-bathroom ground-floor condo in the desirable Lake Buckeye community. This home features a bonus room and includes the ... 

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$119,000
Reduced -$1,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
49 Photos 1550 11th Street UNIT D7 Winter Haven, FL 33881

1550 11th Street UNIT D7
Winter Haven, FL 33881
Lake Buckeye Condo
Residential

MLS# P4937703 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1148 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Buckeye Condo

Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living com... 

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$130,000
Reduced -$5,000
Provided courtesy of STAR REALTY OF WINTER HAVEN
26 Photos 329 Lake Daisy Loop Winter Haven, FL 33884

329 Lake Daisy Loop
Winter Haven, FL 33884
Lake Daisy Estates
Residential

MLS# G5112198 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1563 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Daisy Estates

329 Lake Daisy Loop | NO HOAWelcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space o... 

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$320,000
Reduced -$10,000
Provided courtesy of LA ROSA RTY WINTER GARDEN LLC
25 Photos 94 W Lake Daisy Boulevard Winter Haven, FL 33884

94 W Lake Daisy Boulevard
Winter Haven, FL 33884
Lake Daisywood
Residential

MLS# P4936428 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1375 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Daisywood

Welcome to this charming three-bedroom, two-bath home nestled in the desirable Lake Daisy Wood neighborhood. Featuring a practical open concept flo... 

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$275,000
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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Specific Searches of Winter Haven Florida

55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL