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 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 571-580 of 831
20 Photos 1802 White Elephant Loop Winter Haven, FL 33884

1802 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8364884 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Under Construction. Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an in... 

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$359,900
Reduced -$20,000
Provided courtesy of LGI REALTY- FLORIDA, LLC
20 Photos 1769 White Elephant Loop Winter Haven, FL 33884

1769 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8364927 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Under Construction. Welcome to the Summit model in Peach Crossings, a stunning brand-new home featuring four bedrooms and two bathrooms with an ope... 

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$364,900
Reduced -$24,000
Provided courtesy of LGI REALTY- FLORIDA, LLC
25 Photos 1783 White Elephant Loop Winter Haven, FL 33884

1783 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8364963 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2244 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no ... 

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$405,900
Reduced -$15,000
Provided courtesy of LGI REALTY- FLORIDA, LLC
46 Photos 312 Inman Boulevard Winter Haven, FL 33881

312 Inman Boulevard
Winter Haven, FL 33881
Inman Grvs Ph 2
Residential

MLS# O6292243 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inman Grvs Ph 2

Welcome to the home you've been waiting for! This charming, energy-efficient gem is barely two years old and has been meticulously maintained, maki... 

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$319,900
Reduced -$5,100
Provided courtesy of HOGAN REALTY GROUP INC
20 Photos 1645 Nantucket Way Winter Haven, FL 33884

1645 Nantucket Way
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8364813 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an inviting open-concept ... 

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$354,900
Reduced -$19,000
Provided courtesy of LGI REALTY- FLORIDA, LLC
28 Photos 980 Oleander Drive Winter Haven, FL 33880

980 Oleander Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# O6282071 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1673 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

Charming Red Brick Ranch in Winter Haven - No HOA!Nestled in a peaceful, non-HOA community in Winter Haven, this beautifully maintained red brick r... 

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$344,997
Provided courtesy of LPT REALTY, LLC
21 Photos 14 Casarena Court Winter Haven, FL 33881

14 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential

MLS# L4951457 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2085 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lakes

Beautiful Condo featuring 2-Bedroom, 2.5-Bath in Gated Casarena on the Lakes! Located in a small community, this contemporary Mediterranean-style t... 

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$249,500
Reduced -$20,500
Provided courtesy of EXP REALTY LLC
40 Photos 2010 Overlook Drive Winter Haven, FL 33884

2010 Overlook Drive
Winter Haven, FL 33884
Anderson Estates 6
Residential

MLS# O6291581 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1922 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Anderson Estates 6

One or more photo(s) has been virtually staged. Charming Starter Home in Desirable Winter Haven Neighborhood with no HOA! This spacious and invitin... 

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$318,000
Provided courtesy of RE/MAX 200 REALTY
63 Photos 2107 Cartgate Lane Winter Haven, FL 33884

2107 Cartgate Lane
Winter Haven, FL 33884
Villamar Phase 3
Residential

MLS# O6290561 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2200 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Phase 3

FOR SALE in the desirable community of VILLAMAR! This is the 2200 model, consisting of 4 bedrooms and 3 full bathrooms, on a corner lot with a wate... 

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$344,900
Reduced -$5,100
Provided courtesy of EMPIRE NETWORK REALTY
23 Photos 845 Orchid Springs Drive Winter Haven, FL 33884

845 Orchid Springs Drive
Winter Haven, FL 33884
Dogwood-Holly Condominium (amended)
Residential

MLS# S5122879 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 888 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Dogwood-Holly Condominium (amended)

MOTIVATED SELLER!!!! Unique Opportunity Near LEGOLAND and Shopping Area Excellent condo in a prime location, ideal for living or investing. Just mi... 

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$155,000
Provided courtesy of PROPERTY OUTLET INTERNATIONAL

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 08-04-2025 11:57 AM EST.

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


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