Luxury Homes for Sale Winter Haven FL
Winter Haven FL Real Estate featuring Luxury Homes are listed below. These luxury homes for sale in Winter Haven Florida are updated everyday from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL luxury homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "More Info" button on any property detail pages.
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725 Heritage Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential
MLS# L4961718 / Active
One or more photo(s) has been virtually staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath...
1213 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential
MLS# O6408212 / Active
NO CDD Fees Low HOA *Lower Taxes Luxury Heated Pool Resort-style backyard Move-In Ready Home.Welcome to this beautifully maintained and gently live...
Reduced -$5,000
445 Talamone Drive
Winter Haven, FL 33884
Tuscany At Winterset
Residential
MLS# P4938949 / Active
Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 18 homes in Southeast Winter Haven, this 4 bedroom, 3 bath...
Reduced -$14,000
23 Oakwood Rd
Winter Haven, FL 33880
N/a
Residential
MLS# L4961490 / Active
Privacy, space, and freedom this gated 2.38-acre Winter Haven estate has it all, with no HOA to tell you what to do with it. Tucked well back from ...
1413 Hidden Creek Lane
Winter Haven, FL 33880
Grey Fox Hollow Ph Three
Residential
MLS# L4961757 / Active
Welcome to 1413 Hidden Creek Lanea beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .7...
Reduced -$5,000
2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential
MLS# O6352519 / Active
Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat...
Reduced -$20,000
5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# L4960893 / Active
DON""T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE...
6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# L4959857 / Active
Live the lifestyle youve been dreaming about in Lake Ashton, Winter Havens premier 55+ gated community. This beautifully cared-for Ashton floor pla...
2935 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantation
Residential
MLS# L4959891 / Active
Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800...
Reduced -$10,000
5457 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential
MLS# P4938326 / Active
Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community wit...
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MLS IDX data last updated on 06-19-2026 8:45 AM EST.
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