About This Home

This 3-bedroom, 2-bathroom single family at 257 LINCOLNSHIRE Road in Winter Park, FL is listed for $550,000 ($342 per sqft). Built in 1963, the home offers 1,610 sqft of living space on a 0.58 acres lot.

Key Features

  • Built in 1963
  • 0.58 acre lot
  • Fireplace

Property Details

1 story
2 full
2-car garage
1963

Amenities

FireplaceA/C
Listing Description

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.

Monthly Cost Estimate

$2,942/mo

20% down · 6.5% · 30 years

Principal$398
Interest$2,383
Insurance$160

Estimates only. Actual payments may vary.

Location

257 LINCOLNSHIRE Road

Winter Park, FL 32792

WINTER PARK PINES

Features & Amenities

Interior Features

Ceiling Fans(s)Living Room/Dining Room Combo

Exterior Features

Sidewalk

Property Details

Flooring

CarpetTileTerrazzo

Construction

Concrete

Heating

Central

Cooling

Central Air

Appliances

Built-In OvenDishwasherRangeRange HoodRefrigerator

Questions & Answers

This 3-bedroom, 2-bathroom single family at 257 LINCOLNSHIRE Road is listed at $550,000 ($342/sqft). The estimated monthly payment is $2,941 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1963, 0.58 acre lot, Fireplace. Interior Features: Ceiling Fans(s), Living Room/Dining Room Combo. Exterior Features: Sidewalk.

This property is listed by Nick McKee.

NM

Nick McKee

Agent at Keller Williams Winter Park

Listed by Keller Williams Winter Park · Broker phone: (407) 545-6430 · View on Broker Site

MLS# O6453656· Source: Stellar MLS· 4 days on PropertySimple

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

257 LINCOLNSHIRE Road, Winter Park, FL 32792

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