Home in 2814 Sheriff Way Winter Park for sale with MLS# O6383098

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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Days on the market

2814 Sheriff Way, Winter Park, FL 32792

Price
Price:
$574,900.00
Original List Price:
$574,900.00
List Price per Sq Ft (Calculated, Approx.):
$295.12
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Contract Status:
No Contingency
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6383098
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
2
Full Bath:
2
Measures
Living Area:
1,948 Sqft
Built-Up Area:
1,948 Sqft
Lot Area:
7,797 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.18
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite
Furnished:
Unfurnished
Appliances:
Disposal, Refrigerator, Range
Interior:
Ceiling Fans(s), Primary Bedroom Main Floor
Exterior:
Sidewalk, Sliding Doors, Rain Gutters
Patio and Porch:
Screened, Rear Porch, Enclosed
Laundry:
In Garage
Fireplace
Fireplace:
Family Room
Air Conditioning System:
Central Air
Heating System:
Central
Vegetation and Trees:
Mature Landscaping
Property Entrance Faces:
North
Construction
Year Built:
1965
Roof:
Shingle
Architectural Style:
Florida
Levels:
One
Construction Materials:
Block
Flooring:
Laminate, Ceramic Tile
Number of stories:
1
Foundation Details:
Block
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$7,417.27
Tax Year:
2024
Parking
Carport Spaces:
2
Carport
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Sewer Connected
Community
Minimum Lease Term:
8-12 Months
Subdivision Name:
WINTER PARK PINES
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINTER PARK PINES UNIT FOUR Z/55 LOT 5 BLK C
Real Estate Folio Number (Parcel Number):
09-22-30-9427-03-050
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Heritage-hb
High School:
Winter Park High
Middle Or Junior School:
Glenridge Middle
Listing History
Originally published on:
March 4, 2026 12:27 pm
Active on the market since:
March 4, 2026
Listing Agreement executed on:
March 4, 2026
Purchase Contract Date:
March 13, 2026
Listing Status Last Changed On:
March 14, 2026 12:18 am
Photos updated on:
March 6, 2026 8:07 pm
Last Modified:
April 17, 2026 7:43 pm
Additional Information
Courtesy of:
CORCORAN PREMIER REALTY
Attribution:
407-965-1155
Road Surface Type:
Asphalt
Location
Street Name:
SHERIFF
Street Number:
2814
City:
WINTER PARK
State:
Florida
Zip Code:
32792
County:
Orange
Latitude:
N28° 35' 38.5''
Longitude:
W82° 41' 12.5''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $66,176
Median Home Value $343,500
Median Rent $1,612/mo
Median Age 34
Population 52,794

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 17, 2026, 7:43 PM.