David Shippey
863.521.4517

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 the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 781-790 of 829
69 Photos 5268 Pebble Beach Boulevard Winter Haven, FL 33884

5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4933937 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

CDD DEBT PAID IN FULL! Golf Course Frontage and Amazing Water Views! Welcome to luxury living at its finest in the sought-after Lake Ashton 55+ com... 

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$599,000
Provided courtesy of LAKE ASHTON REALTY INC.
69 Photos
Open House: Fri Jul 25th, 4:00pm - 6:00pm
3805 Gaines Drive Winter Haven, FL 33884

3805 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# L4952454 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3225 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

Seller motivated and will review all offers! Welcome to this stunning 4-bedroom, 3-bathroom ranch-style home located in the highly sought-after nei... 

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$599,000
Reduced -$16,000
Provided courtesy of PAIGE WAGNER HOMES REALTY
46 Photos 3991 Island Lakes Drive Winter Haven, FL 33881

3991 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# S5128469 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2640 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Welcome to your personal lakeside retreat! This stunning two-story home offers 4 spacious bedrooms, 2.5 bathrooms, and a versatile loft perfect for... 

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$600,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
74 Photos 3340 Crump Road Winter Haven, FL 33881

3340 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# P4933336 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2947 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

Welcome to 3340 Crump Road, an exquisite lakefront sanctuary in Winter Haven, Florida! Currently being used as a 3-bedroom, this 4-bedroom, 3-bathr... 

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$624,500
Reduced -$75,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
49 Photos 720 Lake Jessie Drive Winter Haven, FL 33881

720 Lake Jessie Drive
Winter Haven, FL 33881
Lewellen Bay
Residential

MLS# L4950601 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 2982 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lewellen Bay

Welcome to your Winter Haven Chain of Lakes Lakefront home, a stunning 5-bedroom, 4-bathroom estate offering the perfect blend of luxury, privacy, ... 

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$624,990
Reduced -$14,910
Provided courtesy of LA ROSA REALTY PRESTIGE
89 Photos 255 Lake Link Road Winter Haven, FL 33884

255 Lake Link Road
Winter Haven, FL 33884
Lakewood Add
Residential

MLS# P4934836 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2627 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lakewood Add

Welcome to your dream retreat on the shimmering shores of Lake Link in beautiful Winter Haven, Florida offering a 2-year paid Home Warranty! This s... 

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$625,000
Reduced -$25,000
Provided courtesy of DALTON WADE INC
21 Photos 1560 Covey Rise Terrace Winter Haven, FL 33884

1560 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7874370 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2551 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$632,990
Increase +$4,000
Provided courtesy of MALTBIE REALTY GROUP
49 Photos 4225 Shadow Wood Court Winter Haven, FL 33880

4225 Shadow Wood Court
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# L4950216 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3680 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

No HOA or CDD fees! This expansive 3,600 sq. ft. residence is perfectly designed for a multi generational family with a mother in-law suite! With 5... 

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$639,000
Reduced -$21,000
Provided courtesy of S & D REAL ESTATE SERVICE LLC
46 Photos 2428 Wildwood Court Winter Haven, FL 33884

2428 Wildwood Court
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# P4933270 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3001 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Pointe Estates

****Veterans: Take Advantage of a 4.875% Assumable VA Loan!****Welcome to the lifestyle youve been dreaming of. Nestled within the gated enclave of... 

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$640,000
Reduced -$10,000
Provided courtesy of EXP REALTY LLC
52 Photos 3206 Heron Cove Winter Haven, FL 33884

3206 Heron Cove
Winter Haven, FL 33884
Heron Cay
Residential

MLS# L4949141 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3050 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heron Cay

Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as w... 

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$645,000
Reduced -$4,900
Provided courtesy of THE MARKET REALTY COMPANY

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 07-21-2025 11:53 AM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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