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 11-20 of 756
70 Photos 3050 Crump Road Winter Haven, FL 33881

3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# L4959091 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2397 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce... 

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$769,000
Reduced -$10,000
Provided courtesy of ENGEL & VOELKERS LAKELAND
48 Photos 601 Lake Pansy Drive Winter Haven, FL 33881

601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential

MLS# P4937480 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2140 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Not In Subdivision

Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home of... 

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$765,900
Reduced -$30,000
Provided courtesy of DALTON WADE INC
70 Photos 7 Lake Arrowhead Drive Winter Haven, FL 33880

7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential

MLS# P4938946 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: None

EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack r... 

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$750,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
33 Photos 2656 Wyndsor Oaks Way Winter Haven, FL 33884

2656 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# TB8501985 / Active
5 Beds, 5.00 Total Baths, 5 Full Bath, 3703 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

Discover refined living in Wyndsor at Lake Winterset, one of Winter Havens premier gated communities. Set on a half-acre lot, this beautifully main... 

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$750,000
Provided courtesy of HOMECOIN.COM
70 Photos 1095 W Lake Hamilton Drive Winter Haven, FL 33881

1095 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Ridge
Residential

MLS# L4961524 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2363 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Ridge

Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, comple... 

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$749,900
Reduced -$27,800
Provided courtesy of PROPERTY SHOPPE OF CENTRAL FL
47 Photos 124 Pangola Drive Winter Haven, FL 33880

124 Pangola Drive
Winter Haven, FL 33880
Lakewood Acres
Residential

MLS# L4959175 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2790 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lakewood Acres

Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greete... 

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$699,900
Provided courtesy of COLDWELL BANKER REALTY
57 Photos 226 Ruby Lake Lane Winter Haven, FL 33884

226 Ruby Lake Lane
Winter Haven, FL 33884
Ruby Lake Ph 04
Residential

MLS# P4936048 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2295 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 04

Feature highlight The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to t... 

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$699,900
Reduced -$45,000
Provided courtesy of THE STONES REAL ESTATE FIRM
40 Photos 803 Lake Jessie Dr Drive Winter Haven, FL 33881

803 Lake Jessie Dr Drive
Winter Haven, FL 33881
Lake Jessie Or Carrs J A
Residential

MLS# TB8503132 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3050 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Jessie Or Carrs J A

Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedro... 

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$669,000
Provided courtesy of LANTES REAL ESTATE LLC
67 Photos 815 Lake Jessie Drive Winter Haven, FL 33881

815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# S5149974 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4128 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Discover this unique Spanish/Mediterranean-inspired estate on an oversized lot across from Lake Jessie on the Chain of Lakes. Featuring a 3BR/2BA m... 

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$650,000
Provided courtesy of META ONE REALTY GROUP LLC
51 Photos 530 Sanctuary Boulevard Winter Haven, FL 33881

530 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph One
Residential

MLS# S5144344 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3619 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph One

Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, ... 

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$639,900
Reduced -$10,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS

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 06-12-2026 3:28 PM EST.

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


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