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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58 Photos 180 Brigham Road Winter Haven, FL 33881

180 Brigham Road
Winter Haven, FL 33881
Acreage
Residential

MLS# T3421012 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3659 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Acreage

This sensational modern minimalist leans on the philosophy of the masterful Architect, Frank Lloyd Wright, and is inspired by designs and element c... 

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$4,250,000
Provided courtesy of DOUGLAS ELLIMAN
98 Photos 2199 Kendall Lane Winter Haven, FL 33881

2199 Kendall Lane
Winter Haven, FL 33881
N/a
Residential

MLS# P4921588 / Active
5 Beds, 7.00 Total Baths, 5 Full Bath, 2 Half Bath, 6848 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Stunning 30 acre estate quietly hidden in the heart of Central Florida. Welcome to 2199 Kendall Lane in the beautiful ""Chain of Lakes City"" of Wi... 

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$2,899,000
Reduced -$26,000
Provided courtesy of THE STONES REAL ESTATE FIRM
61 Photos 969 Deming Drive Winter Haven, FL 33880

969 Deming Drive
Winter Haven, FL 33880
N/a
Residential

MLS# P4924359 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3723 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: N/a

A stunning 18+ acre equestrian ranch quietly hidden in the heart of Central Florida. Welcome to 969 Deming Dr, a private gated residence designed w... 

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$1,900,000
Provided courtesy of THE STONES REAL ESTATE FIRM
58 Photos 3824 Gaines Drive Winter Haven, FL 33884

3824 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4922319 / Active
8 Beds, 7.00 Total Baths, 5 Full Bath, 2 Half Bath, 7448 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

One or more photo(s) has been virtually staged. LAKEFRONT living at its finest. This spectacular pool home is located directly on Lake Eloise where... 

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$1,250,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
49 Photos 3836 Gaines Court Winter Haven, FL 33884

3836 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4924791 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2931 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

Incredible lakefront home situated on .95 acre with approximately 100' of lakefront. The home overlooks the highly desirable and gorgeous Lake Eloi... 

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$1,199,000
Reduced -$50,000
Provided courtesy of SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC
12 Photos 1200 W Lake Otis Drive Winter Haven, FL 33880

1200 W Lake Otis Drive
Winter Haven, FL 33880
Lesnick Park
Residential

MLS# P4919411 / Active
5 Beds, 5.00 Total Baths, 5 Full Bath, 6100 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lesnick Park

THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED A HALF A CENTURY AGO. THE CURRENT OWNER HAS RECREATED TWO FULL SEPARATE LIVING SPACES. O... 

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$1,150,000
Provided courtesy of COLLANY PROPERTIES
100 Photos 1700 S Lake Mirror Drive Winter Haven, FL 33881

1700 S Lake Mirror Drive
Winter Haven, FL 33881
Hendersons Ext/kenil Worth Park
Residential

MLS# L4932555 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3288 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hendersons Ext/kenil Worth Park

New Price for this SPECTACULAR Chain of Lakes waterfront home on almost half an acre is now available! Enjoy all that lakefront living has to offe... 

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$929,000
Reduced -$20,000
Provided courtesy of EXP REALTY LLC
52 Photos 2691 Wyndsor Oaks Place Winter Haven, FL 33884

2691 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# P4924279 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3706 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

True luxury living in the heart of Central Florida! Located in Winter Haven's premier gated and guarded community of Wyndsor at Lake Winterset sits... 

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$894,900
Reduced -$5,000
Provided courtesy of THE STONES REAL ESTATE FIRM
80 Photos 1521 N Lake Howard Drive Winter Haven, FL 33881

1521 N Lake Howard Drive
Winter Haven, FL 33881
Interlaken
Residential

MLS# P4924615 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3873 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Interlaken

Beautiful Chain-of-Lake, Historic Lakefront Pool Home! With 2 rental apartments. Featuring Two Stories, 5 Bedrooms and 3 Baths (not including renta... 

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$875,000
Provided courtesy of LA ROSA REALTY PRESTIGE
97 Photos 1295 NW Howard Ter Winter Haven, FL 33881

1295 NW Howard Ter
Winter Haven, FL 33881
Interlaken
Residential

MLS# L4934343 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3829 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Interlaken

New Price! You must see this stunning traditional remodeled and totally updated luxury home with over 3800 sq ft situated on a quiet corner lot wi... 

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$859,000
Reduced -$40,000
Provided courtesy of EXP REALTY LLC

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MLS IDX data last updated on 03-21-2023 2:04 AM EST.

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.