David Shippey
863.521.4517

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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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64 Photos 2683 Wyndsor Oaks Way Winter Haven, FL 33884

2683 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# P4933374 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3440 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL - an extraordinary residence in the highly sought-after gated Wyndsor at Lake Winterset communit... 

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$849,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
28 Photos 1002 Lake Elbert Drive Winter Haven, FL 33880

1002 Lake Elbert Drive
Winter Haven, FL 33880
Coker A B Sub
Residential

MLS# O6303365 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2844 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Coker A B Sub

LAKE/POOL HOME with 160' of Lake Elbert Frontage! This beautiful brick residence offers resort-style living right at your doorstep with a private s... 

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$849,900
Provided courtesy of EPIQUE REALTY, INC.
33 Photos 329 Hamilton Shores Drive Winter Haven, FL 33881

329 Hamilton Shores Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential

MLS# P4934289 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3161 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Pointe

This beautiful home overlooks Lake Hamilton being the largest lake on a chain of three, Lake Hamilton, Middle Lake Hamilton, and Little Lake Hamilt... 

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$849,900
Provided courtesy of COLDWELL BANKER REALTY
62 Photos 1 Brogden Court Winter Haven, FL 33880

1 Brogden Court
Winter Haven, FL 33880
Brogden Point Rep
Residential

MLS# L4952907 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3020 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Brogden Point Rep

Custom-Built by Hulbert Homes! Known for their exceptional quality and craftsmanship, Hulbert Homes delivers again with this thoughtfully designed ... 

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$849,900
Reduced -$25,100
Provided courtesy of EXP REALTY LLC
61 Photos 124 Pangola Drive Winter Haven, FL 33880

124 Pangola Drive
Winter Haven, FL 33880
Lakewood Acres
Residential

MLS# TB8394080 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2790 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lakewood Acres

Beautifully Remodeled Lakefront Home with Bonus Spaces -Located on Grassy Lake, Winter Haven, FLWelcome to this stunning 3-bedroom, 2-bathroom lake... 

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$849,999
Provided courtesy of KELLER WILLIAMS RLTY NEW TAMPA
56 Photos 1006 W Lake Hamilton Drive Winter Haven, FL 33881

1006 W Lake Hamilton Drive
Winter Haven, FL 33881
Pollard Shores
Residential

MLS# P4933594 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3068 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Pollard Shores

PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed re... 

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$855,000
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
59 Photos 5671 Cypress Gardens Road Winter Haven, FL 33884

5671 Cypress Gardens Road
Winter Haven, FL 33884
N/a
Residential

MLS# O6312804 / Active
6 Beds, 6.00 Total Baths, 4 Full Bath, 2 Half Bath, 4335 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: N/a

Experience luxurious lakefront living with unmatched privacy and modern upgrades at 5671 Cypress Gardens Road in Winter Haven, FL. Situated on 4.53... 

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$900,000
Reduced -$50,000
Provided courtesy of EXP REALTY LLC
57 Photos 1955 W Lake Hamilton Drive Winter Haven, FL 33881

1955 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Meadows
Residential

MLS# P4931088 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2814 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Meadows

This stunning, custom-built 4-bedroom, 2-bathroom home spans 2000 sq ft on 9.75 well-maintained and cleared acres! Situated just off Lake Hamilton ... 

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$950,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
67 Photos 200 Island Way Winter Haven, FL 33884

200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential

MLS# P4935447 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3555 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Unrecorded

Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta... 

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$975,000
Provided courtesy of LOCKHART & ASSOCIATES INC
79 Photos 1836 Woodpointe Drive Winter Haven, FL 33884

1836 Woodpointe Drive
Winter Haven, FL 33884
Woodpointe Ph 02
Residential

MLS# P4935305 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 4021 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Ph 02

Tucked inside one of Winter Havens most sought-after gated communities, this custom-built lakefront estate on the sparkling, spring-fed Lake Daisy ... 

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$1,050,000
Provided courtesy of JOHN WOOD REALTY, INC.

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 07-21-2025 11:53 AM EST.

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


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