David Shippey
863.521.4517

Winter Haven Luxury Homes for Sale

Your Winter Haven Luxury Home Search includes lakefront homes, large estate homes, executive homes in gated communities, and million dollar plus homes.

If you are looking to purchase luxury home in Winter Haven Florida, give David Shippey a call at 863-521-4517.

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Displaying results 51-60 of 69
62 Photos 328 Hamilton Shores Drive Winter Haven, FL 33881

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

MLS# P4935230 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3812 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Pointe

Discover refined Florida living in the sought-after Hamilton Pointe community, where 328 Hamilton Shores Drive is perfectly positioned on a beautif... 

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$765,000
Provided courtesy of THE STONES REAL ESTATE FIRM
66 Photos 10 Webb Road Winter Haven, FL 33881

10 Webb Road
Winter Haven, FL 33881
N/a
Residential

MLS# L4953791 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2001 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect ble... 

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$775,000
Provided courtesy of HIGGENBOTHAM AUCTIONEERS
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.
42 Photos 237 Manatee Road Winter Haven, FL 33884

237 Manatee Road
Winter Haven, FL 33884
Eloise Woods Lake Mariam Unit
Residential

MLS# P4935292 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 2880 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Unit

One or more photo(s) has been virtually staged. GORGEOUS LARGE FAMILY HOME!!! 5BR/4BA POOL HOME with 2 MASTER SUITES, MOTHER-IN-LAW OPTION & 3-CAR ... 

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$515,000
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY
42 Photos 21 Lake Avenue Winter Haven, FL 33880

21 Lake Avenue
Winter Haven, FL 33880
Aqualane Heights
Residential

MLS# L4953925 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2018 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Aqualane Heights

Wake up to glorious sunrises over the water with this fully renovated 3-bedroom, 3-bath home nestled on an expansive lot along the pristine shores ... 

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$695,000
Provided courtesy of BERRY REALTY & APPRAISAL SERVICES PA
23 Photos 1264 Buckeye Road Winter Haven, FL 33881

1264 Buckeye Road
Winter Haven, FL 33881
Breymans
Residential

MLS# P4935340 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Breymans

LAKEFRONT! NO HOA! NEW CONSTRUCTION! Welcome to 1264 Lake Buckeye Rd in Winter Haven, a beautiful, never-before-lived-in home home offering 2,675 s... 

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$525,000
Provided courtesy of HUT TEAM REALTY
72 Photos 5200 Pebble Beach Boulevard Winter Haven, FL 33884

5200 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935325 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites... 

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$555,000
Provided courtesy of LAKE ASHTON REALTY INC.
51 Photos 18 Aqualane Drive Winter Haven, FL 33880

18 Aqualane Drive
Winter Haven, FL 33880
Moores Eagle Lake Shores
Residential

MLS# L4953923 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2196 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Moores Eagle Lake Shores

Wake up to breathtaking morning sunrises over Eagle Lake from this stunning waterfront retreat. Tucked away on a peaceful dead-end street, this bea... 

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$579,000
Provided courtesy of BERRY REALTY & APPRAISAL SERVICES PA
38 Photos 803 Lake Jessie Drive Winter Haven, FL 33881

803 Lake Jessie Drive
Winter Haven, FL 33881
Lake Jessie Or Carrs J A
Residential

MLS# L4954114 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3050 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Jessie Or Carrs J A

Stunning Newly Built (2023) Modern hacienda with luxurious finishes and a beautiful view of Lake Jessieand best of all, no HOA! This spacious 4-bed... 

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$829,999
Provided courtesy of LA ROSA REALTY PRESTIGE
47 Photos 475 Archaic Drive Winter Haven, FL 33880

475 Archaic Drive
Winter Haven, FL 33880
Village Spirit Lake Ph 01
Residential

MLS# P4935399 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2643 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Village Spirit Lake Ph 01

Welcome to your perfect sanctuary in the heart of Central Florida! With a freshly repainted exterior, this one-level home offers rare and breathtak... 

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$725,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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David Shippey has been serving the Winter Haven Luxury Communities since 2005. If you are looking for the luxurious lakefront homes or one of Winter Haven’s Mansions, call David today to schedule a showing. 863-521-4517.

Specializing in; Lakefront Homes, Luxury Homes, Mansions, and Large Estates.