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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1097 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential
MLS# L4959736 / Active
Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positione...
5225 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4936039 / Active
HUGE PRICE ADJUSTMENT MOTIVATED SELLER! Welcome to this beautifully, open-concept Sebastian model FULLY FURNISHED and TURNKEY, allowing you to sett...
5110 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential
MLS# S5150452 / Active
Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an addit...
1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# S5149437 / Active
This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i...
Reduced -$2,001
1757 Hummingbird Road
Winter Haven, FL 33884
Harmony On Lake Eloise Phase 4
Residential
MLS# O6406366 / Active
Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in...
207 Avenue E
Winter Haven, FL 33880
Twin Oaks Add Pb 12 Pg 16
Residential
MLS# L4961631 / Active
This is the ONE! Great location centrally located in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air B...
840 Piedmont Drive
Winter Haven, FL 33880
Cooper Estates
Residential
MLS# L4962339 / Active
Welcome to your own private backyard retreat in the heart of Winter Haven! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacio...
108 Lake Region Boulevard
Winter Haven, FL 33881
Gates of Lake Region
Residential
MLS# L4957549 / Active
Located within the highly desirable gated community of The Gates of Lake Region, this beautifully maintained neighborhood is known for its pictures...
Reduced -$14,000
461 Fish Hawk Drive
Winter Haven, FL 33884
Hart Lake Cove Ph 02
Residential
MLS# O6376115 / Active
COMPLETE REMODELING * PRIME LOCATION * HOUSE & INVESTMENT * NEW ROOF 2026Complete remodeling house6/5 near 4,000 square feet of living area. Short ...
Reduced -$10,000
1151 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# TB8450979 / Active
Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter H...
Reduced -$10,000
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MLS IDX data last updated on 06-06-2026 5:27 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