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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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

Click on ""Virtual Tour"" for MUST SEE VIDEO https://www.youtube.com/watch?v=XCOwNpzTmAU&t=17s AGENTS PLEASE READ REALTOR REMARKS - OFFERED UNDER A... 

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$3,695,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
99 Photos 126 Wyndham Drive Winter Haven, FL 33884

126 Wyndham Drive
Winter Haven, FL 33884
Wyndham At Lake Winterset
Residential

MLS# P4928044 / Active
4 Beds, 6.00 Total Baths, 4 Full Bath, 2 Half Bath, 6882 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndham At Lake Winterset

SELLER FINANCING NOW AVAILABLE - MAJORITY OF FURNISHINGS INCLUDED: Experience ultimate luxury in this lakefront estate situated in Wyndham at Lake ... 

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$2,249,000
Reduced -$26,000
Provided courtesy of THE STONES REAL ESTATE FIRM
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
94 Photos 969 Deming Drive Winter Haven, FL 33880

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

MLS# T3512299 / 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

Prepare to be captivated by this enchanting 19-acre estate, a haven tailored for those with a passion for horses and nature! This expansive propert... 

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$1,799,000
Provided courtesy of RE/MAX COLLECTIVE
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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$1,700,000
Reduced -$100,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
94 Photos 3316 Eagles Trace Winter Haven, FL 33884

3316 Eagles Trace
Winter Haven, FL 33884
Heron Cay
Residential

MLS# P4926232 / Active
4 Beds, 6.00 Total Baths, 3 Full Bath, 3 Half Bath, 5772 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heron Cay

Discover the ultimate lakefront lifestyle in the waterski capital of the world, on Lake Eloise, part of the world-famous Winter Haven Chain of Lake... 

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$1,699,000
Reduced -$51,000
Provided courtesy of THE STONES REAL ESTATE FIRM
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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$1,499,000
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
73 Photos 2682 Wyndsor Oaks Place Winter Haven, FL 33884

2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# O6209347 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

With a new roof from 2023, this home offers its own private boathouse with direct water access via private canal to Lake Winterset and the chain of... 

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$1,350,000
Provided courtesy of EXP REALTY LLC
64 Photos 140 Brigham Road Winter Haven, FL 33881

140 Brigham Road
Winter Haven, FL 33881
Sanctuary Bay Ph 01
Residential

MLS# O6202863 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3328 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary Bay Ph 01

Nestled on Lake Hartridge on nearly one acre and on a quiet cul-de-sac this exquisite Victorian home stands as a timeless testament to elegance and... 

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$1,325,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY

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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.