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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1095 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Ridge
Residential
MLS# L4961524 / Active
Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, comple...
Reduced -$27,800
7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential
MLS# P4938946 / Active
EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack r...
2656 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential
MLS# TB8501985 / Active
Discover refined living in Wyndsor at Lake Winterset, one of Winter Havens premier gated communities. Set on a half-acre lot, this beautifully main...
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
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
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
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 -$9,900
1028 S Lake Mariam Drive
Winter Haven, FL 33884
Waters Lake Mariam
Residential
MLS# P4938222 / Active
Welcome to your slice of LAKEFRONT, LAKE VIEW, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-b...
83 Jenni Ashley Court
Winter Haven, FL 33884
Skidmore
Residential
MLS# TB8506932 / Active
Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise...
Reduced -$24,000
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MLS IDX data last updated on 06-19-2026 8:02 PM EST.
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