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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1 Brogden Court
Winter Haven, FL 33880
Brogden Point Rep
Residential
MLS# L4960380 / Active
Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearl...
Reduced -$25,100
4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential
MLS# P4938356 / Active
This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ...
Reduced -$5,000
1185 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential
MLS# L4963274 / Active
If you`ve been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and exte...
440 Palma Ceia Road
Winter Haven, FL 33884
Cypresswood Golf & Country Club
Residential
MLS# O6415193 / Active
*Special financing incentives may be available through the seller`s preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Coun...
Reduced -$25,000
4050 Palma Ceia Circle
Winter Haven, FL 33884
Cypresswood Palma Ceia
Residential
MLS# O6420265 / Active
Virtually Staged. *Special financing incentives may be available through the seller`s preferred lender* Brand New 2026 Custom Farmhouse Blends Mode...
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
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
815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5149974 / Active
Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living s...
Reduced -$5,000
1302 Lake Elbert Dr Se
Winter Haven, FL 33880
Elbert Hills
Residential
MLS# L4962421 / Active
Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the fr...
100 Alachua Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Unit
Residential
MLS# B4902232 / Active
Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on yo...
Reduced -$14,100
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MLS IDX data last updated on 07-16-2026 7:49 PM EST.
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