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$1,535,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • Updated 5 days ago
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Exceptional custom brick residence tucked on a quiet cul-de-sac, offering timeless elegance and generous living spaces across three finished levels. Enter through a dramatic foyer anchored by a sweeping curved wrought-iron staircase into gracious rooms designed for entertaining: a stately office and a well-sized dining room. The heart of the home is the gourmet kitchen-custom cabinetry, abundant granite counters, a large center island, stainless appliances, pot filler, and a bright breakfast area-opening to a cathedral-ceiling family room with an impressive stone fireplace. Multiple patio doors flow to an expansive, low-maintenance deck which is partially covered and overlooking a private, fully fenced landscaped yard-perfect for al fresco dining and relaxation. The second floor showcases an extraordinary primary suite, luxurious bath with oversized shower, two generous walk-in closets. There are three additional bedrooms each with walk-in closets and ensuite baths. A well-appointed laundry room on this level adds convenience. The outstanding lower level features a huge walkout game room with fireplace, full bath, fitness room, fifth bedroom, and abundant storage. Upscale finishes, thoughtful floorplan, and premier cul-de-sac location combine to create a truly special home-move-in ready and ideal for both everyday living and elegant entertaining.

Full Property Details for 1864 Winchester Dr

General

  • Price: $1,535,000
  • Taxes: $30,980
  • Status: Active
  • Type: Single Family
  • Source: West_Penn_MLS
  • MLS ID: 1750783
  • Updated: 4/30/2026
  • Added to Site: 6 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Jetted Tub, Kitchen Island, Pantry
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Family/Living/Great Room
  • Appliances: Some Gas Appliances, Convection Oven, Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Stove, Washer
  • Flooring: Ceramic Tile, Hardwood, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Security/Safety: Security System

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Total Spaces: 4
  • Parking Features: Attached, Garage, Garage Door Opener

Location

  • County: Allegheny-South
  • Subdivision: Fox Chase
  • Driving Directions: Rt 19 to McLauglin Run R McMillan L Cook School R Winchester

School Information

  • Elem School District: Upper St Clair
  • Midd School District: Upper St Clair
  • High School District: Upper St Clair

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: French Provincial, Two Story
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Finished, Walk-Out Access
  • Roof: Asphalt
  • Windows: Multi Pane
  • Stories/Levels: 2
  • Building Size: 5696
  • Year Built: 2009
  • Property Condition: Resale

Lot Features

  • Lot Size (Acres): 0.7589
  • Lot Dimensions: .7589

Financial Considerations

  • Assessment Amount: $741,600
  • Tax Amount: $30,980

Listing courtesy of Berkshire Hathaway The Preferred Realty

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Listing agent

— 1864 Winchester Dr —

  • Berkshire Hathaway The Preferred Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1864 Winchester Dr

School District:Upper Saint Clair School District
NameGradesDistance
Eisenhower El School
100 Warwick Dr, Pittsburgh, PA 15241
K-41 mi
Fort Couch Middle School
515 Fort Couch Rd, Pittsburgh, PA 15241
7-80.8 mi
Upper Saint Clair High School
1825 McLaughlin Run Rd, Pittsburgh, PA 15241
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1864 Winchester Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/29/2026
Listed
$1,535,000
13.7%
MLS
4/26/2022
Sold
$1,350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1864 Winchester Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$37,124
3%
$972,000
—
2023
$36,083
2%
$972,000
—
2022
$35,223
666%
$972,000
—
2021
$4,598
-45%
$972,000
—
2020
$8,320
-78%
$972,000
—
2018
$37,155
—
$972,000
-12%
2018
$37,155
3%
$1,102,000
—
2017
$36,248
7%
$1,102,000
—
2016
$33,962
—
$1,102,000
—
2015
$33,962
3%
$1,102,000
—
2014
$33,099
—
$1,102,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

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NMLS#: 1598647

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Listing courtesy of Berkshire Hathaway The Preferred Realty

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1864 Winchester Dr, Pittsburgh, PA 15241 (MLS# 1750783) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 1864 Winchester Dr is currently listed for $1,535,000 and was received on April 29, 2026. Want to learn more about 1864 Winchester Dr? Do you have questions about finding other Single Family real estate for sale in Upper Saint Clair? You can browse all Upper Saint Clair real estate or contact a Coldwell Banker agent to request more information.

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