2814 SHERIFF WAY Winter Park, FL $ 574,900
2814 SHERIFF WAY
$ 574,900
Recently Listed
Open House 3/8 1pm - 3pm
Share Save

2814 SHERIFF WAY

Winter Park, FL, 32792
$ 574,900
Bedrooms4 Baths2.0 Sq 1,948

Monthly Estimate*

$ 3,540

2814 SHERIFF WAY, Winter Park, FL 32792 - Image 1
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 2
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 3
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 4
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 5
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 6
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 7
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 8
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 9
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 10
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 11
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 12
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 13
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 14
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 15
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 16
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 17
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 18
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 19
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 20
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 21
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 22
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 23
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 24
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 25
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 26
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 27
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 28
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 29
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 30
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 31
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 32
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 33
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 34
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 35
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 36
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 37
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 38
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 39
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 40
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 41
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 42
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 43
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 44
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 45
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 46
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 47
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 48
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 49
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 50
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 51
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 52
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 53
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 54
2814 SHERIFF WAY, Winter Park, FL 32792 - Image 55
View a Virtual Tour

Single Family Home for sale in Winter Park, FL

for $574,900 with 4 bedrooms and 2 full baths. This 1,948 square foot home was built in 1965 on a lot size of 0.18.

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.

See more

Open House

3/8/2026 1:00 PM - 3:00 PM
2814 SHERIFF WAY Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 574,900

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 7,417

Style

Florida

Lot Size

0.18

Year Built

1965

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6383098

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Electricity Connected Sewer Connected
Possession Close Of Escrow
Roof Shingle
Appliances Disposal Range Refrigerator
Zoning R-1A
Patio/Porch Features Enclosed Rear Porch Screened
Architectural Style Florida
Pool Features Gunite
Construction Materials Block
Year Built 1965
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name WINTER PARK PINES
Facing Direction North
Garage Y/N false
Total Rooms 9
Full Baths 2
Status Active
Directions From the intersection of Aloma Ave and Ranger Blvd head south on Ranger. Continue .64 miles to Ranger and Sheriff Way. Turn right on Sheriff Way. Property is .12 miles down on the left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32792 - Winter Park/Aloma
Lot Size Units Square Feet
Lot Size Square Feet 7797
Carport Spaces 2
Carport Y/N true
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N false
Tax Annual Amount 7417.27
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6383098
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 5
Legal Description WINTER PARK PINES UNIT FOUR Z/55 LOT 5 BLK C
Minimum Lease 8-12 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Ceiling Fan(s) Primary Bedroom Main Floor
Flooring Ceramic Tile Laminate
Furnished Y/N Unfurnished
Fireplace Features Family Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features In Garage
Total Bedrooms 4
Total Baths 2
See more
Exterior
Exterior Amenities Rain Gutters Sidewalk Sliding Doors
Vegetation Mature Landscaping
Water Source None
Lot Size Area 7797
Foundation Details Block
Building Area Total 1948
Lot Size Acres 0.18
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
See more
* Excluded Features
List By
Corcoran Premier Realty

Broker

angela.carney@corcoranpremier.com

Email

Affordability Calculator

$4,158
Per Month
85%
15%
0%
Monthly Principal & Interest
$3,540
Monthly Property Taxes
$618
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
3/4/2026$574,900 Listed Price

Map


See all

2814 SHERIFF WAY, Winter Park, FL, 32792 is a Single Family Home for sale at $574,900 with 1,948 sqft and a lot size of 0.18. 2814 SHERIFF WAY has 4 bedrooms, 2.0 baths, and was built in 1965. The property's zip code is 32792 which is in Winter Park, FL