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$550,000

257 Lincolnshire RoadWinter Park, FL 32792

Listing updated: October 29, 2026 at 5:34 PM ET

Active

Listing courtesy of Keller Williams Winter Park · Nick McKee · MLS #O6453656 · Active · 407-545-6430

Beds

Baths

1,610

Sq Ft

0.58

Acres

1963

Built

◆Fireplace◆$342/sqft

Single Family Residence

Property type

1963

Year built

25,285 sqft

Lot size

$342

Price / sq ft

No HOA

HOA dues

Days on market

Garage spaces

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$2,781

Property taxes$206

Home insurance (est.)$252

Down payment

20%

$110,000 downRate

6.5%

Term

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

Status: Active
Oct 29, 2026
Listed$550,000
Oct 29, 2026

Facts & features

Property type: Residential
Sub type: Single Family Residence
Status: Active
Days on market: 0
Subdivision: Winter Park Pines
County: Orange
Year built: 1963
Living area: 1,610 sq ft
Price/sq ft: $342
Building area: 2,533 sq ft (Public Records)
Lot size: 25,285 sq ft
Lot category: 1/2 to less than 1
Flood zone: X
Garage: 2 spaces
Annual taxes: $2,477 (2025)
Parcel #: 03-22-30-9426-02-080
Zoning: R-1A
MLS #: O6453656

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Interior Details

Bedrooms: 3
Full bathrooms: 2
Flooring: Carpet, Terrazzo, Tile
Appliances: Built-In Oven, Dishwasher, Range, Range Hood, Refrigerator
Interior features: Ceiling Fans(s), Living Room/Dining Room Combo
Laundry: In Garage
Stories / Levels: One
Direction faces: South
Fireplace: Yes

Heating & Cooling

Heating: Central
Cooling: Central Air

Parking

Garage spaces: 2
Attached garage: Yes

HOA & Financial

Total monthly fees: None
Total annual fees: None
CDD: No
Homestead exemption: Yes
Min lease term: No Minimum
Listing terms: Cash, Conventional, FHA, VA Loan
Ownership: Fee Simple
Available for lease: Yes
Lease restrictions: No

Exterior & Construction

Exterior features: Other, Sidewalk
Construction materials: Concrete
Roof: Shingle
Foundation: Slab
Road surface: Asphalt

Utilities

Sewer: Public Sewer
Water source: Public
Utilities: Electricity Connected, Public, Water Connected

Community

Pets allowed: Yes

Schools

MiddleAGlenridge MiddleGreatSchools ↗

High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

Room	Level	Dimensions
Kitchen		13x7
Dining Room		12x8
Great Room		32x14
Primary Bedroom		14x10
Bedroom 2		12x11
Bedroom 3		13x12

Listing Details

Listing date: 2026-10-29
On market date: 2026-10-29
Original list price: $550,000
Occupant type: Vacant
MLS area: 32792 - Winter Park/Aloma
Listing AOR: Orlando Regional
Status changed: 2026-10-29
Tax 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)

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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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.

Based on information submitted to the MLS GRID as of October 29, 2026 at 5:34 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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