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.
1556 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential
MLS# W7874399 / Active
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect...
Increase +$4,000
952 N Heron Circle
Winter Haven, FL 33884
Garden Grove South Add
Residential
MLS# P4933451 / Active
PRICE REDUCED $61,000!!**Stunning Lakefront Home with Private Views, Pool, and Outdoor Living Spaces - Nestled in a serene lakeside setting, this b...
Reduced -$10,000
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...
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 ...
5200 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4935325 / Active
With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites...
900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# P4934787 / Active
Live the ultimate lakefront lifestyle on Lake Jessie. This beautifully maintained single-story home on a 189 acre lake on the South end of Winter H...
19 Meadowlake Court
Winter Haven, FL 33884
Cypresswood
Residential
MLS# O6279343 / Active
New Price Reduction - Priced to Sell! Step into luxury with this stunning ranch-style home in the gated Cypresswood golf community! Nestled on a pe...
Reduced -$40,100
1 Lake Eloise Lane
Winter Haven, FL 33884
Harbour Estates
Residential
MLS# L4951160 / Active
Don't miss out on this amazing 4/3 single-family home with a pool near Lake Eloise in winter Haven! This remarkable home features a newer roof, HVA...
1475 S Lake Howard Drive
Winter Haven, FL 33880
Hanna Sub
Residential
MLS# P4934004 / Active
LAKE FRONT PROPERTY FOR SALE ON THE CHAIN OF LAKES ON LAKE HOWARD!!! This chain of lakes has 20 connecting lakes. If you enjoy water sports, fishin...
800 W Lake Elbert Drive
Winter Haven, FL 33881
Graydon Hills
Residential
MLS# TB8382290 / Active
Historic Elegance with Modern Luxury - Built by Cypress Gardens Founder Dick Pope! Step into a piece of Winter Haven history with this stunning 4-b...
Reduced -$5,000
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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.