Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 301-310 of 782
70 Photos 5365 Hogan Lane Winter Haven, FL 33884

5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4938226 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main... 

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$599,900
Provided courtesy of GLOBAL LIFESTYLE LLC
70 Photos 5264 Green Drive Winter Haven, FL 33884

5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937885 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2011 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with res... 

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$335,000
Provided courtesy of LAKE ASHTON REALTY INC.
54 Photos 4048 Phoenician Way Winter Haven, FL 33884

4048 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# O6361389 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This hig... 

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$435,000
Reduced -$10,000
Provided courtesy of HEROES REAL ESTATE GROUP LLC
65 Photos 4577 Back Nine Drive Winter Haven, FL 33884

4577 Back Nine Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937386 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1918 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Virtually Staged. Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclu... 

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$349,600
Reduced -$10,300
Provided courtesy of LAKE ASHTON REALTY INC.
54 Photos 5197 Pebble Beach Boulevard Winter Haven, FL 33884

5197 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937220 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1677 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WAS... 

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$340,000
Reduced -$5,000
Provided courtesy of LAKE ASHTON REALTY INC.
60 Photos 5312 Nicklaus Drive Winter Haven, FL 33884

5312 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# O6411968 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1700 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet an... 

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$334,900
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE
70 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4961930 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amen... 

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$549,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
47 Photos 1347 Oakmont Drive Winter Haven, FL 33884

1347 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential

MLS# L4960249 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1712 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2 South

Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful li... 

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$384,900
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
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
70 Photos 6261 Pinehurst Loop Winter Haven, FL 33884

6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# L4959857 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2512 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

Live the lifestyle youve been dreaming about in Lake Ashton, Winter Havens premier 55+ gated community. This beautifully cared-for Ashton floor pla... 

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$585,000
Provided courtesy of LOCKHART & ASSOCIATES INC

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-17-2026 7:58 PM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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