257 LINCOLNSHIRE ROAD Winter Park, FL $ 550,000
257 LINCOLNSHIRE ROAD
$ 550,000
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257 LINCOLNSHIRE ROAD

Winter Park, FL, 32792
$ 550,000
Bedrooms3 Baths2.0 Sq 1,610

Monthly Estimate*

$ 3,799

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Single Family Home for sale in Winter Park, FL

for $550,000 with 3 bedrooms and 2 full baths. This 1,610 square foot home was built in 1963 on a lot size of 0.58.

Welcome to 257 Lincolnshire Road, a 3-bedroom, 2-bath home offering 1,610 square feet of living space in the established Winter Park Pines neighborhood. Situated at the end of a cul-de-sac street, this single-story home sits on an expansive 0.58-acre lot, providing an inviting setting with room to bring your vision to life. Inside, a spacious living and dining layout features multiple gathering areas, large windows that welcome natural light, and a distinctive brick fireplace with wood-paneled detailing. The kitchen offers generous cabinet storage, a breakfast bar, and an open connection to the main living area. An attached two-car garage adds everyday convenience. Sliding glass doors open to a covered, screened-in patio overlooking the oversized backyard. With over 200 feet of rear property line, this expansive outdoor space offers remarkable flexibility for entertaining, gardening, recreation, or designing your own outdoor retreat. Mature trees and natural greenery create a welcoming backdrop with plenty of room to enjoy. Whether you envision renovating and personalizing the existing home or starting fresh by removing the current structure and building a new residence, this expansive property offers the flexibility to explore a variety of possibilities. Enjoy the appeal of an established neighborhood with the golf course just down the street and convenient access to Aloma Avenue. With its generous lot, cul-de-sac setting, and Winter Park location, this property is ready for your ideas.

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Single Family Active

Price

$ 550,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 2,477

Style

Single Family Residence

Lot Size

0.58

Year Built

1963

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6453656

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Public Water Connected
Roof Shingle
Appliances Built-In Oven Dishwasher Range Range Hood Refrigerator
Zoning R-1A
Garage Spaces 2
Construction Materials Concrete
Pets Allowed Yes
Year Built 1963
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WINTER PARK PINES
Facing Direction South
Garage Y/N true
Total Rooms 6
Full Baths 2
Status Active
Directions From Aloma Ave (SR 426) head south on N Ranger Blvd. Turn left onto Scarlet Rd then turn left onto Lincolnshire Rd. Continue toward the end of the street. Property will be on the left at 257 Lincolnshire Rd.
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 25285
Carport Spaces 0
Carport Y/N false
Listing Terms Cash Conventional FHA FHA / 203K VA Loan
Land Lease Y/N false
Tax Annual Amount 2477.38
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6453656
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 8
Legal Description WINTER PARK PINES UNIT 3 Z/40 LOT 8 BLKB & BEG NE COR OF LOT 8 RUN NWLY 40 FT TO C/L OF SCL RR R/W TH SWLY ALONG C/L OFR/W 229.93 FT M/L TH SELY 40 FT TO NW COR OF LOT 8 TH NELY 229.93 FT TO POB (LESS N 15 FT OF THAT PT OF 60 FT VAC CSX RR R/W LYING N OF SAID LOT 8 PER 6061/ 2283)
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities Ceiling Fan(s) Living Room/Dining Room Combo
Flooring Carpet Terrazzo Tile
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 3
Total Baths 2
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Exterior
Exterior Amenities Other Sidewalk
Lot Features Cul-De-Sac Oversized Lot
Water Source Public
Lot Size Area 25285
Foundation Details Slab
Building Area Total 2533
Lot Size Acres 0.58
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Keller Williams Winter Park

Broker

nickmckee@kw.com

Email

Affordability Calculator

$4,005
Per Month
95%
5%
0%
Monthly Principal & Interest
$3,799
Monthly Property Taxes
$206
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
10/29/2026$550,000 Listed Price

Map


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257 LINCOLNSHIRE ROAD, Winter Park, FL, 32792 is a Single Family Home for sale at $550,000 with 1,610 sqft and a lot size of 0.58. 257 LINCOLNSHIRE ROAD has 3 bedrooms, 2.0 baths, and was built in 1963. The property's zip code is 32792 which is in Winter Park, FL