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.
Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, v...
Reduced -$50,100
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 -$5,000
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 -$17,000
611 Morgan Road
Winter Haven, FL 33880
Peace River Dev
Residential
MLS# L4963328 / Active
Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quie...
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 Haven’s premier gated communities. Set on a half-acre lot, this beautifully mai...
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...
328 Hamilton Shores Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential
MLS# L4963026 / Active
Discover over 3,800 square feet of beautifully designed living space featuring 5 bedrooms, 3.5 baths, formal living and dining rooms, a spacious fa...
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
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 stun...
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
The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's
personal, non-commercial use and may not be used for any purpose other than to
identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 07-17-2026 2:00 AM EST.
For a fresh updated list of Luxury Homes for sale in Winter Haven Florida, visit our website daily.
The luxury homes above are brought to you by David Shippey REALTOR®.