Winter Haven FL Homes for Sale


Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 321-330 of 785
57 Photos 961 Drexel Avenue Winter Haven, FL 33881

961 Drexel Avenue
Winter Haven, FL 33881
Anna Mar
Residential

MLS# L4959592 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1856 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Anna Mar

***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elber... 

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$305,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
39 Photos 5445 Chandler Drive Winter Haven, FL 33884

5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential

MLS# S5146003 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3010 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bentley Place

Welcome to 5445 Chandler in Winter Havena great opportunity for buyers looking to add their own personal touch! This home offers generous square fo... 

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$305,000
Reduced -$9,500
Provided courtesy of TRANSCEND REALTY
15 Photos 621 Vittorio Drive Winter Haven, FL 33884

621 Vittorio Drive
Winter Haven, FL 33884
Villamar Ph 2a
Residential

MLS# S5129960 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1857 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 2a

Beautiful, spacious, and cozy house, practically new, with an open feel that gives it a pleasant and welcoming feeling of family togetherness. All ... 

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$305,000
Provided courtesy of MY REALTY GROUP, LLC.
34 Photos 129 Morning Glory Circle Winter Haven, FL 33884

129 Morning Glory Circle
Winter Haven, FL 33884
Morningside Ph 02
Residential

MLS# P4938153 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1888 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Morningside Ph 02

New price adjustment creates an excellent opportunity to own in this sought-after community. Designed for the way you live today, this beautifully ... 

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$304,999
Reduced -$12,001
Provided courtesy of LPT REALTY, LLC
5 Photos 1533 Leamington Lane Winter Haven, FL 33884

1533 Leamington Lane
Winter Haven, FL 33884
Villa Mar Phase 3
Residential

MLS# L4954446 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2200 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villa Mar Phase 3

Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, ... 

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$304,366
Reduced -$5,000
Provided courtesy of ADAMS HOMES REALTY
53 Photos 3905 Osprey Pointe Circle Winter Haven, FL 33884

3905 Osprey Pointe Circle
Winter Haven, FL 33884
Osprey Pointe
Residential

MLS# P4938216 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1729 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Osprey Pointe

**SELLER IS OFFERING UP TO $2500 TO ASSIST BUYER WITH CLOSING COSTS** Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything y... 

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$304,000
Reduced -$2,500
Provided courtesy of STRAIGHT UP REALTY & PM LLC
19 Photos 1629 Nantucket Way Winter Haven, FL 33884

1629 Nantucket Way
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8490344 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1526 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern livin... 

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$303,900
Provided courtesy of LGI REALTY- FLORIDA, LLC
18 Photos 757 Reggie Road Winter Haven, FL 33884

757 Reggie Road
Winter Haven, FL 33884
Peace Crk Reserve
Residential

MLS# S5136830 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1432 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Crk Reserve

Beautiful modern single-family home located in a quiet and highly desirable area of Winter Haven. Currently rented at $1,900 a month, this property... 

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$303,000
Provided courtesy of LPT REALTY, LLC
23 Photos 29 Golf View Circle Winter Haven, FL 33881

29 Golf View Circle
Winter Haven, FL 33881
North Lake Elbert Heights
Residential

MLS# TB8453876 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1604 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: North Lake Elbert Heights

Short Sale. We are in the process of getting a short sale approved. So expect delays.Welcome to 29 Golfview Circle NE, a beautifully modernized Win... 

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$300,000
Provided courtesy of MARK SPAIN REAL ESTATE
21 Photos 715 Grove Street Winter Haven, FL 33881

715 Grove Street
Winter Haven, FL 33881
Inman Grvs Ph 2
Residential

MLS# O6383497 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inman Grvs Ph 2

***This home can be yours for 4.75% Interest rate on a assumable loan*** Located in the desirable Inman Grove solar community in Winter Haven, this... 

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$300,000
Reduced -$5,000
Provided courtesy of NORKIS & CO REALTY

Broker Reciprocity 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 06-22-2026 2:00 AM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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