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2814 Sheriff WayWinter Park, FL, 32792

4beds
2baths
1,948sqft
Single Family Residence
Built in 1965
$545,000
Sold
Price per sqft
$280
Sold on
Apr 22, 2026
MLS #O6383098Updated Apr 22, 2026

About this property

Under Contract. Backup offers welcome.Welcome to 2814 Sheriff Way, an exceptional residence nestled in the vibrant neighborhood of Winter Park Pines. This remarkable home combines comfort and elegance, offering a tranquil lifestyle with unparalleled convenience. Spanning 1,948 square feet, this property boasts four generously sized bedrooms and two bathrooms (both showers renovated 5/25) perfect for family living or entertaining guests.

As you step inside, you'll be welcomed by a spacious living area that effortlessly transitions into the dining space, creating a warm and inviting setting for gatherings and family meals. The kitchen is thoughtfully designed for both functionality and efficiency, ready to cater to all your culinary needs. Additional living areas include a sunroom back porch and a screened-in carport, providing versatile spaces for relaxation or entertainment.

The home is perfect for entertaining, with a rear sunroom/porch, pool, offering a personal oasis for unwinding or hosting friends and family. This outdoor retreat is destined to become a favorite spot for relaxation and enjoyment. The 2-car carport with a screen creates another space to entertain.

Located just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and the iconic Park Avenue, this home is perfectly positioned for both convenience and leisure.

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Property details

Property type
Single Family Residence
Street address
2814 Sheriff Way
City
Winter Park
State
FL
ZIP code
32792
Year built
1965
New construction
No
Faces
North
Rooms
9
Building stories
1
Living area
1,948 sqft
Total building area
1,948 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 2:15 AM EST

Price & sale history

EventPrice
SoldMLS #O6383098$545,000
Listed for saleMLS #O6383098$574,900
SoldMLS #O5947797$380,000
Listed for saleMLS #O5947797$350,000
History may be incomplete.
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Location

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