Winter Haven Florida Homes for Sale
Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.
Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.
Create a Free Profile - By creating a profile, you will be able to save your favorite listings, save search criteria, subscribe to daily listings based on your saved search criteria, and have access to more features!
2813 Wingfoot Ct
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential
MLS# L4959887 / Active
Welcome to 2813 Wingfoot Court now one of the best values in Cypresswood Golf & Country Club!Perfectly positioned along the 8th fairway inside this...
Reduced -$15,000
2817 Wingfoot Court
Winter Haven, FL 33884
Cypresswood Golf Villas Gc-2
Residential
MLS# P4935798 / Active
Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the ...
2270 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas Gi-4
Residential
MLS# TB8440562 / Active
Welcome to this spacious and well-maintained villa in Cypresswood Golf and Country Club, offering comfortable living in one of Winter Havens establ...
Reduced -$15,000
419 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential
MLS# TB8513442 / Active
Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, b...
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...
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
665 Broadmoor Circle
Winter Haven, FL 33884
Cypresswood Tennis Villas
Residential
MLS# TB8496998 / Active
Discover how easy life can feel in this beautifully maintained 2-bedroom, 2-bath villa offering over 1,100 square feet of comfortable, thoughtfully...
Reduced -$10,000
1004 Medinah Drive
Winter Haven, FL 33884
Cypresswood Tennis Vls
Residential
MLS# P4938711 / Active
Dont miss this incredible opportunity to own a villa in one of Winter Havens most sought-after gated golf communities at an unbeatable price! This ...
Reduced -$5,000
1026 Medinah Drive
Winter Haven, FL 33884
Cypresswood Villas/green
Residential
MLS# L4962495 / Active
Enjoy the Florida Country Club Lifestyle in this affordable and updated 2 bedroom 2 bath villa.Recent updates include new luxury vinyl flooring, ne...
3821 Avenue J
Winter Haven, FL 33881
Deerwood
Residential
MLS# TB8508879 / Active
Welcome Home to your 3 bedroom/2 bath home! NEW luxury vinyl plank flooring and freshly painted throughout, granite in the kitchen and baths, new l...
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 06-07-2026 11:32 AM EST.
Specific Searches of Winter Haven Florida
55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL