WaterFront Homes For Sale Winter Haven FL


Winter Haven FL WaterFront Real Estate
listings are included below. These homes for sale in Winter Haven Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL waterfront homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "More Info" button on any property detail pages.

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Displaying results 11-20 of 57
51 Photos 226 Ruby Lake Lane Winter Haven, FL 33884

226 Ruby Lake Lane
Winter Haven, FL 33884
Ruby Lake Ph 04
Residential

MLS# P4936048 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2295 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 04

Feature highlight The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to t... 

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$679,999
Reduced -$19,901
Provided courtesy of THE STONES REAL ESTATE FIRM
32 Photos 1210 W Lake Hamilton Drive Winter Haven, FL 33881

1210 W Lake Hamilton Drive
Winter Haven, FL 33881
Pollard Shores
Residential

MLS# L4962611 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2701 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Pollard Shores

Welcome home to this stunning lakefront 4-bedroom, 2-bath retreat on Lake Hamilton featuring a courtyard outside along with lake views from both th... 

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$620,000
Provided courtesy of COLDWELL BANKER REALTY
70 Photos 5457 Hogan Lane Winter Haven, FL 33884

5457 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# P4938326 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2676 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Atlee Add

Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community wit... 

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$589,000
Provided courtesy of LAKE ASHTON REALTY INC.
56 Photos 247 S Lake Pansy Drive Winter Haven, FL 33881

247 S Lake Pansy Drive
Winter Haven, FL 33881
Hartridge Hills
Residential

MLS# TB8496517 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2247 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Hills

OWNER FINANCING AVAILABLE ~ LAKEFRONT 3 BEDROOM / 2 BATH HOME WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! Located directly on Lake Pa... 

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$469,900
Reduced -$10,000
Provided courtesy of EXP REALTY LLC
52 Photos 183 Lake Thomas Winter Haven, FL 33880

183 Lake Thomas
Winter Haven, FL 33880
Lake Thomas Woods Eight Add
Residential

MLS# P4937839 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2385 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Thomas Woods Eight Add

RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas - No HOADiscover the perfect blend of comfortable family living a... 

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$460,000
Reduced -$5,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
38 Photos 3971 Island Lakes Drive Winter Haven, FL 33881

3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4936971 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2023 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Let's make a deal!! Bring them an OFFER!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully m... 

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$459,900
Reduced -$6,000
Provided courtesy of LA ROSA REALTY PRESTIGE
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
38 Photos 2734 Rochelle Drive Winter Haven, FL 33881

2734 Rochelle Drive
Winter Haven, FL 33881
Lake Rochelle Estates
Residential

MLS# G5109004 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2829 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Rochelle Estates

Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Havens famous Chain O Lakes! This beautiful two-story, 4-bedro... 

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$450,000
Provided courtesy of GATAP REALTY
50 Photos 900 Lake Jessie Drive Winter Haven, FL 33881

900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# S5146723 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Havens ... 

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$450,000
Reduced -$19,900
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
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.

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 06-14-2026 8:04 PM EST.

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The waterfront homes above are brought to you by David Shippey REALTOR®.