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 1-10 of 52
63 Photos 180 Brigham Road Winter Haven, FL 33881

180 Brigham Road
Winter Haven, FL 33881
Hartridge Harbor Addition
Residential

MLS# O6168875 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3659 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Harbor Addition

PRICE REDUCTION - Click on ""Virtual Tour"" for MUST SEE VIDEO https://www.youtube.com/watch?v=6C27G1Y6oOM OFFERED UNDER APPRAISED VALUE - NO HOA C... 

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$3,645,000
Reduced -$50,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
100 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 is it! Absolutely stunning 20-acre property! This unique estate includes two parcels, 1955 W Lake Hamilton Dr and 5713 Lucerne Park Rd. Featur... 

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$2,000,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 3001 Crystal Beach Road Winter Haven, FL 33880

3001 Crystal Beach Road
Winter Haven, FL 33880
Bingham John A Jr Sub
Residential

MLS# P4933259 / Active
8 Beds, 7.00 Total Baths, 7 Full Bath, 7810 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Bingham John A Jr Sub

Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FLa masterpiece of luxury and sophistication. This breathtaking 8-bedroom, 7... 

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$1,800,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 999 Oleander Drive Winter Haven, FL 33880

999 Oleander Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# P4932432 / Active
5 Beds, 8.00 Total Baths, 6 Full Bath, 2 Half Bath, 8505 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

This Magnificent Custom-Built Lakefront home is beautifully situated on 3.22 acres in Central Florida between Orlando and Tampa. A mid-century mode... 

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$1,650,000
Provided courtesy of COLDWELL BANKER REALTY
48 Photos 1957 Rifle Range Road Winter Haven, FL 33880

1957 Rifle Range Road
Winter Haven, FL 33880
Wahneta Farms
Residential

MLS# P4932639 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 5194 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wahneta Farms

One or more photo(s) has been virtually staged. Nestled on 14 acres of serene land, this expansive property offers a rare combination of space, pri... 

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$1,650,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 2841 Country Club Road Winter Haven, FL 33881

2841 Country Club Road
Winter Haven, FL 33881
Poinsettia Park
Residential

MLS# L4945839 / Active
5 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5448 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Poinsettia Park

Gorgeous lakefront estate home. Enjoy the quiet countryside, just minutes to all the conveniences of Winter Haven. This 5,000+ sq foot, one of a ki... 

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$1,499,995
Reduced -$4
Provided courtesy of KELLER WILLIAMS REALTY SMART
75 Photos 108 Campbell Drive Winter Haven, FL 33884

108 Campbell Drive
Winter Haven, FL 33884
Lake Rubywood
Residential

MLS# P4931279 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 5861 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Rubywood

Discover timeless charm in this stunning lakefront residence located in the quaint gated community of Lake Rubywood. This impressive property is si... 

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$1,399,000
Reduced -$51,000
Provided courtesy of THE STONES REAL ESTATE FIRM
48 Photos 1441 S Lake Roy Drive Winter Haven, FL 33884

1441 S Lake Roy Drive
Winter Haven, FL 33884
South Roy Shores
Residential

MLS# P4931110 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 4513 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: South Roy Shores

CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for - look no further. This incredible residenc... 

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$1,350,000
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
81 Photos 121 E Lake Summit Drive Winter Haven, FL 33884

121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential

MLS# P4931785 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 4591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods

Step into a world of lakeside luxury with this majestic red-brick residence, where modern updates meet timeless elegance. Enter through the brick-p... 

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$1,300,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
71 Photos 9 Skidmore Road Winter Haven, FL 33884

9 Skidmore Road
Winter Haven, FL 33884
Beach Haven
Residential

MLS# P4933073 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 5028 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Beach Haven

Rare Lakefront Investment Opportunity on the Iconic Winter Haven Chain of Lakes - Prime Lake Eloise Frontage! This is your chance to own a piece of... 

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$1,250,000
Provided courtesy of THE STONES REAL ESTATE FIRM

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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.