Winter Haven Luxury Homes for Sale
Your Winter Haven Luxury Home Search includes lakefront homes, large estate homes, executive homes in gated communities, and million dollar plus homes.
If you are looking to purchase luxury home in Winter Haven Florida, give David Shippey a call at 863-521-4517.
475 Archaic Drive
Winter Haven, FL 33880
Village Spirit Lake Ph 01
Residential
MLS# P4935399 / Active
Welcome to your perfect sanctuary in the heart of Central Florida! With a freshly repainted exterior, this one-level home offers rare and breathtak...
2418 Berkshire Drive
Winter Haven, FL 33884
Eloise Pointe Estates
Residential
MLS# B4901738 / Active
Executive custom built home offered for the first time since it was built in 1991. As you enter through the upscale Eloise Pointe Estates community...
Reduced -$50,000
105 Wyndham Drive
Winter Haven, FL 33884
Wyndham At Lake Winterset
Residential
MLS# P4933716 / Active
Highly sought after guard-gated community of WYNDHAM AT LAKE WINTERSET, tree shaded private roads with a playground and tennis court. Enjoy the vie...
328 Hamilton Shores Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential
MLS# P4935230 / Active
Discover refined Florida living in the sought-after Hamilton Pointe community, where 328 Hamilton Shores Drive is perfectly positioned on a beautif...
1793 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential
MLS# P4931194 / Active
New custom home in established Woodpointe gated community. Quality construction and finishes. Floorplan attached. Seller will consider purchasing B...
Reduced -$20,000
10 Webb Road
Winter Haven, FL 33881
N/a
Residential
MLS# L4953791 / Active
Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect ble...
20 N Lake Idylwild Drive
Winter Haven, FL 33881
Not In A Subdivision
Residential
MLS# L4950326 / Active
Lakeside luxury on the coveted Chain of 24 Lakes! This spacious 3,911 sq ft two-story pool home sits on nearly an acre of land and has breathtaking...
Reduced -$3,000
1781 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential
MLS# P4934591 / Active
New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home...
Reduced -$20,000
1787 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential
MLS# P4934590 / Active
New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home...
Reduced -$20,000
803 Lake Jessie Drive
Winter Haven, FL 33881
Lake Jessie Or Carrs J A
Residential
MLS# L4954114 / Active
Stunning Newly Built (2023) Modern hacienda with luxurious finishes and a beautiful view of Lake Jessieand best of all, no HOA! This spacious 4-bed...
The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 07-21-2025 9:39 AM EST.
David Shippey has been serving the Winter Haven Luxury Communities since 2005. If you are looking for the luxurious lakefront homes or one of Winter Haven’s Mansions, call David today to schedule a showing. 863-521-4517.
Specializing in; Lakefront Homes, Luxury Homes, Mansions, and Large Estates.