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 281-290 of 789
22 Photos 2720 NW Avenue V Winter Haven, FL 33881

2720 NW Avenue V
Winter Haven, FL 33881
Inwood Unit 3
Residential

MLS# P4936014 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1333 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood Unit 3

One or more photo(s) has been virtually staged. Welcome Home to Your Cozy Retreat! Step into this charming two-bedroom, two-bath home, perfectly ne... 

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$235,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
28 Photos 2128 34th Street Winter Haven, FL 33881

2128 34th Street
Winter Haven, FL 33881
Inwood Unit 4
Residential

MLS# TB8498110 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1437 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood Unit 4

Filled with potential and flexibility, this home is perfect for buyers looking to add their own style and create value. ""A great opportunity for b... 

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$190,000
Reduced -$15,000
Provided courtesy of MARK SPAIN REAL ESTATE
27 Photos 1303 37th Street Winter Haven, FL 33881

1303 37th Street
Winter Haven, FL 33881
Inwood Unit 6
Residential

MLS# TB8506143 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 640 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood Unit 6

Welcome to this beautifully renovated 3-bedroom, 2-bath home located in the heart of Winter Haven. Thoughtfully updated with modern finishes while ... 

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$215,000
Provided courtesy of MARK SPAIN REAL ESTATE
51 Photos 4111 Island Lakes Drive Winter Haven, FL 33881

4111 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# O6411190 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1998 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence com... 

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$399,900
Provided courtesy of EXP REALTY LLC
37 Photos 4099 Island Lakes Drive Winter Haven, FL 33881

4099 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4934266 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1603 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26!Now offered at another improved price, this water... 

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$389,000
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
38 Photos 3971 Island Lakes Drive Winter Haven, FL 33881

3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4936971 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2023 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Let's make a deal!! Bring them an OFFER!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully m... 

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$457,400
Reduced -$2,500
Provided courtesy of LA ROSA REALTY PRESTIGE
36 Photos 344 Alexzander Way Winter Haven, FL 33881

344 Alexzander Way
Winter Haven, FL 33881
Jace Lndg
Residential

MLS# P4936876 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2696 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Jace Lndg

Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residen... 

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$389,000
Reduced -$1,000
Provided courtesy of DALTON WADE INC
34 Photos 603 Maggie Circle Winter Haven, FL 33880

603 Maggie Circle
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# O6410507 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1482 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and ... 

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$255,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
9 Photos 119 Allen Avenue Winter Haven, FL 33880

119 Allen Avenue
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# TB8399712 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1520 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Short Sale. Requires a some TLC & Refresh. Pool Home. 

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$250,000
Reduced -$20,000
Provided courtesy of WESTBAY REAL ESTATE
26 Photos 614 Sidney Circle Winter Haven, FL 33880

614 Sidney Circle
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# O6413011 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1908 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfo... 

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$399,990
Provided courtesy of SERHANT

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 06-20-2026 5:46 PM EST.

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


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