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$574,900
New Listing

2814 SHERIFF WAY
WINTER PARK, FL 32792

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
1,948
SqFt
$295
/SqFt
1965
Built
Subdivision:
WINTER PARK PINES
County:
Orange
Call Now: +1 (407) 456-4820
Is this the listing for you? We can help make it yours.
+1 (407) 456-4820
Upcoming Open Houses
Sun, Mar 8, 2:00 PM - 4:00 PM
2814 SHERIFF WAY2814 SHERIFF WAY2814 SHERIFF WAY2814 SHERIFF WAY
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Monthly Payment (Est.)

$2,623
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$574,900
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
1,948 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.18 Acres
Year Built 
1965
MLS® Number 
O6383098
Status 
Active
Property Tax 
$7,417.27
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Acres 
0.18
Carport 
2
Direction Faces 
North
Foundation 
Block
Levels 
One
Number Of Stories 
1
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
1948
Style 
Florida
Utilities 
Cable AvailableElectricity ConnectedSewer Connected
Water Source 
None
Zoning 
R-1A
Interior Features
Appliances 
DisposalRangeRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Flooring 
Ceramic TileLaminate
Furnished 
Unfurnished
Heating 
Central
Laundry Features 
In Garage
Bedroom 2 
Dimensions - 10x12Level - First
Bedroom 3 
Dimensions - 11x13Level - First
Bedroom 4 
Dimensions - 10x12Level - First
Dinette 
Dimensions - 9x12Level - First
Dining Room 
Dimensions - 10x10Level - First
Family Room 
Dimensions - 12x19Level - First
Kitchen 
Dimensions - 11x14Level - First
Living Room 
Dimensions - 13x17Level - First
Master Bedroom 
Dimensions - 11x15Level - First
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Exterior Features
Construction Details 
Block
Exterior 
Rain Gutters
Patio And Porch 
EnclosedRear PorchScreened
Pool Features 
GunitePrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
32792 - Winter Park/Aloma
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Aloma Elem
Middle School
Glenridge Middle
High School
Winter Park High
Listing courtesy of CORCORAN PREMIER REALTY (407) 760-9822

stellar logo - Jen Dantas

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-04 10:23 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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