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.
115 N Lake Florence Drive
Winter Haven, FL 33884
Eloise Woods Resub
Residential
MLS# O6276866 / Active
Easy to Show! Price Reduced - Motivated Sellers! Lakefront Retreat - Perfect Primary Home, Short-Term Rental, or Multi-Family Investment!Don't miss...
Reduced -$6,000
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
5521 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential
MLS# O6272702 / Active
Welcome to your Florida dream home! Nestled in a serene neighborhood with breathtaking water views, this stunning 3-bedroom, 2-bath property in Win...
803 Lake Jessie Drive
Winter Haven, FL 33881
Lake Jessie Or Carrs J A
Residential
MLS# L4954114 / Active
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...
21 Lake Avenue
Winter Haven, FL 33880
Aqualane Heights
Residential
MLS# L4953925 / Active
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 ...
18 Aqualane Drive
Winter Haven, FL 33880
Moores Eagle Lake Shores
Residential
MLS# L4953923 / Active
Wake up to breathtaking morning sunrises over Eagle Lake from this stunning waterfront retreat. Tucked away on a peaceful dead-end street, this bea...
10 Webb Road
Winter Haven, FL 33881
N/a
Residential
MLS# L4953791 / Active
Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect ble...
1 Brogden Court
Winter Haven, FL 33880
Brogden Point Rep
Residential
MLS# L4952907 / Active
Custom-Built by Hulbert Homes! Known for their exceptional quality and craftsmanship, Hulbert Homes delivers again with this thoughtfully designed ...
Reduced -$25,100
1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential
MLS# L4952569 / Active
Back on market! Buyer(s) contingency fell through. Discover an exceptional home for sale in the beautiful Lake Ashton Golf course community, which ...
3805 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential
MLS# L4952454 / Active
Seller motivated and will review all offers! Welcome to this stunning 4-bedroom, 3-bathroom ranch-style home located in the highly sought-after nei...
Reduced -$16,000
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MLS IDX data last updated on 07-21-2025 2:01 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.