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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3831 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential
MLS# L4962328 / Active
Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning...
200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential
MLS# P4935447 / Active
Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta...
Reduced -$80,000
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
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
12 Cherry Blossom Lane
Winter Haven, FL 33884
Sundance Ranch Estates
Residential
MLS# O6401292 / Active
Welcome to Sundance Ranch Estates! This well-maintained 3-bedroom, 2-bath home sits on 5 acres and offers the ideal balance of country living with ...
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce...
Reduced -$100
1280 W Lake Hamilton Drive
Winter Haven, FL 33881
N/a
Residential
MLS# L4961525 / Active
Spanish-inspired architecture, artistic flair, and breathtaking lakefront scenery come together in this truly one-of-a-kind estate on the shores of...
601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential
MLS# P4937480 / Active
Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home of...
Reduced -$30,000
1000 Lena Run Court
Winter Haven, FL 33880
Hidden Creek
Residential
MLS# L4962371 / Active
Welcome to 1000 Lena Run Ct a thoughtfully designed 4-bed, 3-bath pool home offering space, privacy, and timeless appeal.The moment you step inside...
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 -$15,900
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MLS IDX data last updated on 06-19-2026 8:02 PM EST.
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