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.
180 Brigham Road
Winter Haven, FL 33881
Hartridge Harbor Addition
Residential
MLS# O6293503 / Active
PRICE ADJUSTMENT | NOW OFFERED UNDER APPRAISED VALUE ~ Click on the virtual tour link for a tour of the property. No HOA and conveniently between T...
Reduced -$150,000
950 N Lake Otis Drive
Winter Haven, FL 33880
El Otis Park Sub
Residential
MLS# TB8407564 / Active
There was a time when homes were designed to lastand this is one of them. Designed by award-winning architect Gene Leedy, this south-facing lakefro...
3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential
MLS# P4934458 / Active
***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled o...
Reduced -$400,009
3001 Crystal Beach Road
Winter Haven, FL 33880
Bingham John A Jr Sub
Residential
MLS# P4933259 / Active
Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FLa masterpiece of luxury and sophistication. This breathtaking 8-bedroom, 7...
Reduced -$105,000
1441 S Lake Roy Drive
Winter Haven, FL 33884
South Roy Shores
Residential
MLS# P4931110 / Active
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...
1123 Cypress Point
Winter Haven, FL 33884
Cypress Point
Residential
MLS# P4934938 / Active
ELEGANT POOL HOME ON CHAIN OF LAKES! Paradise awaits you at this fabulous lakefront residence that offers the ultimate in comfort, space and sunset...
2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential
MLS# O6275048 / Active
PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift prov...
Reduced -$49,000
250 Brigham Road
Winter Haven, FL 33881
N/a
Residential
MLS# P4934742 / Active
Prepare to be utterly enchanted by this stunning lakefront retreat on Lake Hartridge, perfectly positioned on the coveted Winter Haven Chain of Lak...
121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential
MLS# P4931785 / Active
***The seller agrees to pay off the solar panels at closing.*** Step into a world of lakeside luxury with this majestic red-brick residence, where ...
Reduced -$100,000
1836 Woodpointe Drive
Winter Haven, FL 33884
Woodpointe Ph 02
Residential
MLS# P4935305 / Active
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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MLS IDX data last updated on 07-20-2025 3:53 PM 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.