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.
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413 Winter Ridge Boulevard UNIT #413
Winter Haven, FL 33881
Winter Ridge Condo
Residential
MLS# P4936697 / Active
PRICE REDUCED on this wonderful opportunity! Welcome to Winter Ridge Condominiums Lakeside Living on the Winter Haven Chain of Lakes. Discover the ...
Reduced -$5,000
3334 Fox Ridge Drive
Winter Haven, FL 33884
Fox Ridge Ph 01
Residential
MLS# P4936715 / Active
LAKEFRONT LIVING WITH NO HOAWelcome to 3334 Fox Ridge Drive a beautifully maintained 3-bedroom, 3-bath pool home perfectly situated on over half an...
Reduced -$12,600
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
126 Lake Region Circle
Winter Haven, FL 33881
Gates of Lake Region
Residential
MLS# P4936583 / Active
ALMOST PARADISE! Enjoy the peaceful surroundings and relaxing environment from this 2142 SF executive style home located in The Gates of Lake Regio...
649 Broadmoor Circle
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential
MLS# O6352259 / Active
UNDER MARKET VALUE!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throu...
Reduced -$1,800
3112 St Charles Place
Winter Haven, FL 33884
Orleans
Residential
MLS# O6351027 / Active
Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community...
Reduced -$25,000
1740 2nd Street
Winter Haven, FL 33881
Maud Meadows
Residential
MLS# L4956531 / Active
One or more photo(s) has been virtually staged. Price reduced to $240,000. This newer construction 3-bedroom, 2-bath home offers a compelling oppor...
3843 Eloise Estates Court
Winter Haven, FL 33881
Lake Smart Estates
Residential
MLS# P4936639 / Active
HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) a...
Reduced -$16,000
548 Martin Luther King Boulevard
Winter Haven, FL 33881
Campbell & Henry Sub
Residential
MLS# L4956442 / Active
** Back to market and reviewing multiple offers: submit all offers by Monday 5:00 pm 5/25/26** Spacious 3-bedroom, 2-bathroom home in Winter Haven ...
602 Taylor Boulevard
Winter Haven, FL 33880
Jan Phyl Village
Residential
MLS# P4936558 / Active
Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout ...
Reduced -$45,000
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MLS IDX data last updated on 06-06-2026 6:07 PM 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