39 Windsor Rd, Pittsburgh, PA 15215
Property image
Property image
SOLD
JUL 15, 2026

$1,108,000

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 3,596 sqft

39 Windsor Rd, Pittsburgh, PA 15215

Est. Refi. Payment $7,288/mo*
Refinance Your Home
Currently Off Market - Sold Jul 15, 2026 for $1,103,000 (8% above list price)

Home Value

Trulia Estimate
$1.11M
Since last month
Increased$3K (+0.2%)
Since last year
Increased$410K (+58.8%)
Since last sale
Increased$5K (+0.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +139% in the last 10 years
MonthEstimated value
2026
August 2026$1.11M
July 2026$1.11M
June 2026$1.03M
May 2026$1.04M
April 2026$720K
March 2026$696K
February 2026$675K
January 2026$676K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 The Oaks, Pittsburgh, PA
0.38
Single-Family Home
$940,000
11/14/25
4
3.5
2,792
210 Rutledge Dr, Pittsburgh, PA
0.14
Single-Family Home
$750,000
04/30/26
4
4
3,278
223 7th St, Pittsburgh, PA
0.27
Single-Family Home
$630,000
12/22/25
3
3.5
2,584
116 S Pasadena Dr, Pittsburgh, PA
0.36
Single-Family Home
$575,000
06/29/26
5
4.5
3,504
202 West Dr, Pittsburgh, PA
0.15
Single-Family Home
$448,500
04/14/26
4
2.5
2,072
123 W 8th St, Aspinwall, PA
0.36
Single-Family Home
$560,000
05/11/26
4
3
1,936
101 Buckingham Rd, Pittsburgh, PA
0.25
Single-Family Home
$685,000
04/17/26
4
3
1,940
112 Woodshire Dr, Pittsburgh, PA
0.58
Single-Family Home
$806,000
06/29/26
4
2.5
3,014
218 10th St, Aspinwall, PA
0.22
Single-Family Home
$405,000
05/12/26
4
2
2,556

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4 Saint James Pl, Pittsburgh, PA 15215
0.08
$1,116,600
4
3
3,338
Off Market
22 Windsor Rd, Pittsburgh, PA 15215
0.07
$1,037,800
4
5
2,487
Off Market
620 W Waldheim Rd, Pittsburgh, PA 15215
0.11
$788,400
3
2.5
2,100
Off Market
621 W Waldheim Rd, Pittsburgh, PA 15215
0.13
$948,200
5
3
-
Off Market
614 W Waldheim Rd, Pittsburgh, PA 15215
0.14
$501,800
4
2.5
1,478
Off Market
190 Grandview Dr S, Pittsburgh, PA 15215
0.18
$1,007,900
4
3.5
2,830
Off Market
401 Valley Dr, Pittsburgh, PA 15215
0.14
$503,000
2
2
1,480
Recently Sold
210 Rutledge Dr, Pittsburgh, PA 15215
0.14
$750,000
4
4
3,278
Recently Sold
634 W Waldheim Rd, Pittsburgh, PA 15215
0.20
$1,294,300
6
4
4,150
Off Market
202 West Dr, Pittsburgh, PA 15215
0.15
$448,500
4
2.5
2,072
Recently Sold
918 W Waldheim Rd, Pittsburgh, PA 15215
0.17
$1,850,000
5
5
6,143
Recently Sold

Local Information

  • Map ViewExplore the area around 39 Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1930
3,596 sqft
$307/sqft
Attached Garage

About this House

This exceptional 4 bedroom Fox Chapel Borough home is ideally located on coveted Windsor Road, a quiet and charming street surrounded by one of the area’s most architecturally interesting neighborhoods. 39 Windsor Road enjoys a premier position with timeless curb appeal, a spacious turnkey interior, unforgettable character and unexpected surprises throughout. Gorgeous hardwood floors flow throughout the first floor featuring a classic living room and dining room. A lovely sitting room with built in bookshelves and doors leading to the private covered porch with awning. The sprawling eat in kitchen is truly a cook’s dream with loads of cabinetry, abundant counter space, a huge center island, double ovens, gas range and a built in desk area perfect for staying organized or for a convenient home work area! The kitchen is open to the inviting family room with a gas-log fireplace, builtin bookshelves and there are walls of windows with private views and doors leading to the deck and grilling area making entertaining effortless. The second floor offers a tremendous floor plan with four spacious bedrooms and three full bathrooms including the primary suite with a walk in closet. All bedrooms offer roomy closet space and wonderful natural light. A walk up third floor area provides excellent attic storage too. The finished lower level is a wonderful surprise with a large gameroom, extensive storage, a utility room and tool bench area. You'll love the bright and light dedicated laundry room and mudroom area. Also there is a full bathroom and direct access to the level driveway and the spacious two car garage. Beautiful professional landscaping and hardscape complete the property. An ideal location with quick access to Fox Chapel Area amenities, UPMC hospitals, Oakland, Downtown Pittsburgh, Fox Chapel area schools, Shadyside Academy, shopping, dining and more. Welcome Home!
39 Windsor Rd, Pittsburgh, PA 15215 is a 4 bedroom, 5 bathroom, 3,596 sqft single-family home built in 1930. It last sold for $1,103,000 on Jul 15, 2026 (8% above the $1,025,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,108,000, with a rent estimate of $4,215/month.
Last check for updates: about 8 hours ago
Listed by Jane Herrmann, (412) 782-3700
BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL
Bought with: Michael Brandon, (724) 776-3686, BERKSHIRE HATHAWAY THE PREFERRED REALTY
Originating MLS: West Penn Multi-List
Source: WPMLS, MLS#1753471

Home Details for 39 Windsor Rd

Interior Features

Interior Details
Basement: Full,Walk-Out AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Entry Foyer, Family Room, Game Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Some Gas Appliances, Cooktop, Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Stove, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Gas,Hot WaterHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Gas
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family/Living/Great RoomHas a Fireplace
Windows, Doors, Floors & Walls
Window: Screens, Window TreatmentsFlooring: Ceramic Tile, Hardwood, Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Ceramic Tile, Hardwood, Carpet

Exterior Features

Exterior Home Features
Roof: Slate
Parking & Garage
Has a GarageHas an Attached GarageParking Spaces: 2Parking: Built In,Garage Door Opener
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Two Story
Building
Construction Materials: Brick
Property Information
Condition: Resale

Price & Status

Price
List Price: $1,025,000Price Per Sqft: $307/sqft
Status Change & Dates
Off Market Date: Mon May 18 2026

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Pittsburgh
School Information
Elementary School District: Fox Chapel AreaJr High / Middle School District: Fox Chapel AreaHigh School District: Fox Chapel Area

Building

Building Area
Building Area: 3596 Square Feet

HOA

Association for this Listing: West Penn Multi-List

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 1753471Living Area Range Units: Square FeetAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Additional Information

Days On Market Replication: 5

Price and Tax history

DateEventPrice
Jul 15, 2026
Source: WPMLS #1753471
Sold
$1,103,000
Jul 15, 2026
Source: WPMLS #1753471
Pending
$1,025,000
May 18, 2026
Source: WPMLS #1753471
Contingent
$1,025,000
May 13, 2026
Source: WPMLS #1753471
Listed For Sale
$1,025,000
Oct 20, 1997
Source: N/A
Sold
$360,000

Market trends in Pittsburgh

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$265K
$11.67KMoM
Sale-to-List Price
99.6%
0.7%MoM
Price per sq ft
$188
$7MoM
Available listings
2574
110MoM

Around this home

What Locals Say about Pittsburgh

At least 6011 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 76 % Say there are sidewalks

  • 71 % Say yards are well-kept

  • 71 % Say parking is easy

  • 70 % Say there's holiday spirit

  • 68 % Say car is needed

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 59 % Say there's wildlife

  • 59 % Say streets are well-lit

  • 58 % Say neighbors are friendly

  • 53 % Say it's walkable to grocery stores

  • 50 % Say it's quiet

  • 49 % Say they plan to stay for at least 5 years

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Neighbors are friendly and most families have been here for many years. There is a strong sense of community. There are excellent schools and daycares nearby. You can walk to the community pool. Just a short drive from fun playgrounds, the library, parks, coffeeshops, grocery stores, restaurants and other major shopping."
    0
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  • Katidid5162
    "Great access to bus lines and easy access to 376 and William Penn Hwy!"
    0
    Flag
  • Katidid5162
    "Eastmont a safe"
    0
    Flag
  • Trulia User
    "Not the best commute. 376 west to Homestead"
    0
    Flag
  • Trulia User
    "Great neighborhood. Beautiful homes. Library close. Parks very close "
    0
    Flag
  • Tabby23
    "Neighborhood is great but this home is very overpriced compared to comps nearby. "
    1
    Flag
  • Trulia User
    "There are parks very near that allow dogs! And my neighborhood is walkable. "
    0
    Flag
  • Trulia User
    "Close proximity to several parks, and broadway is a nice walk with the dog in all seasons"
    0
    Flag
  • Trulia User
    "we have a place called the cat barn where neighbors are able to have movie night and get info about community events. "
    1
    Flag
  • Maisha Cherry
    "Halloween, frick museum, beautiful parks, jazz night and so many other things. Frick museum Bando "
    1
    Flag
  • Sheila Warner
    "the hazelwood community is close nit it is expanding with lots of new house and businesses . there’s a library bike routes and also a bus line.. where a steel mill sat years ago there are now buildings owned by college facilities and also a big area where movies are shown when the weather is nice.. the south side and Oakland are also close by… "
    0
    Flag
  • Abigail Mitzel
    "Events, concerts, markets, festivals, sports games, conventions, parades, etc in Pittsburgh are great. "
    0
    Flag
  • Rebecca Tomic
    "I live right across from south hills junction so the T is a dream, and plenty of bus routes, but the T should definitely have more routes going all throughout the entire city of Pittsburgh! "
    0
    Flag
  • Trinity Isaman
    "There are dogs everywhere and people are very responsible with their dogs. They help keep the community clean."
    0
    Flag
  • Robertgaw5
    "large number of dog owners of all sizes. Dogs are under the control of the owner. Dog owners pick up the stools of their dogs. Drivers off cars slow down to accommodate dogs and children."
    1
    Flag
  • Rayann Michalski
    "Can take them on walks and to the park even in there backyards to play or make a play date with other dogs. "
    0
    Flag
  • Londonne Butler
    "Amazing and calm. Very quick and easy to travel back and forth to the downtown area of Pittsburgh.Love It."
    0
    Flag
  • Ryusuke Watanabe
    "The neighbors are truly kind for families that have a children. It’s safety for taking a walk and play in the yard."
    0
    Flag
  • Josh Kelly
    "We just moved to the borough of Edgewood and we love it. The quiet and feels very safe. There’s never a shortage of things to do either. "
    1
    Flag
  • Valeril77
    "My Washington is a great neighborhood to live in. There are nice parks and trails, the people are friendly and helpful to others. It’s close to downtown, central to downtown and major highways for shopping, places to eat and entertainment."
    0
    Flag
  • Aemglenn
    "Friendly people with diverse population and rich in history. Many local restaurants and attractions. "
    0
    Flag
  • Nina
    "Best kept secret neighborhood in Pittsburgh! Quiet, private, and peaceful views of the city and surrounding neighborhoods. Just minutes to every major artery - north, south, east and west, and to the Strip and downtown. Working professionals, young families, couples and single people are buying here now. "
    0
    Flag
  • Nadine Miliner
    "Very nice area.. ppl are friendly and it is very clean… to me it’s a good place to stay… neighborhood and neighbors are great…"
    0
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  • Jpks2h4zw6
    "Safe at the night, full of street lights, house to house, street to street makes you feel like you’re safe, just comfortable. "
    0
    Flag
  • Nadine Miliner
    "Commute is all the way around great no issues with making it around buses main line around and great timing"
    0
    Flag
  • Sydur Rahman
    "Very drivable and walkable. Neighborhood is very scenic for anyone living there or just passing through."
    0
    Flag
  • Sandycrabbe222
    "This is a comparatively safe, friendly, caring neighborhood… Parks are available, sidewalks are kept clean and free of debris… great area for running and biking…"
    3
    Flag
  • Deanna.bowser
    "There’s transportation available in my area but I’m also looking to rent a small house or duplex in Allegheny county. "
    0
    Flag
  • Cortnie Howard
    "We are a mixed race community who get along with each other. They have plenty of restaurants to dine at. Also local grocery store and convenience store that are walking distance. They have plenty of daycare and community centers. There is also a police station in. Two areas so I feel safe"
    1
    Flag
  • Irisdswann
    "Parents should know the your middle schooler/high schooler can walk to school safely here! My kids can play in the yard with supervision! I enjoy how quiet the neighborhood is! "
    1
    Flag
  • Trulia User
    "Baldwin is quiet and peaceful, but some of the infrastructure is becoming worn down and not being replaced in a timely manner, if at all. "
    0
    Flag
  • Trulia User
    "The area is well maintained by the city and kids play in my neighborhood. My roommates and I feel safe walking to and from our home each night. "
    0
    Flag
  • Malcolm.df.williams
    " This neighborhood is made up of long-time residents, new transplants, and young families. I love it here. "
    0
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  • 4n9tgcc6xj
    "It’s dog friendly. It seems as though everyone has one. It’s a great place to walk your dog. People usually clean up after their furry friends. "
    0
    Flag
  • Shavonn Luckey
    "The neighborhood community event that make me feel like my neighborhood is special is the skating neighborhood block party "
    0
    Flag
  • Noorzendani
    "Good nighbehood And beautiful county I love it and I will look for a house around here I will see what "
    0
    Flag
  • Medmahmoudbedgui
    "I have been in this city for about three years. I live in New York, but I liked this city and decided to live there. I loved it and I would like to buy a property there."
    0
    Flag
  • Echo R
    "Goatfest! Also the baseball games up here. When I was younger, the neighborhood parents would have get togethers for the neighborhood kids."
    0
    Flag
  • Angela and Jerome
    "That cars still speed through here at times, no matter how many times we’ve told them to slow down or added speed zone signs. "
    1
    Flag
  • Corneil Jones
    "This is good peaceful,close-knit community. Ideal for transport to and from downtown and close areas "
    1
    Flag

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Listing information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 39 Windsor Rd

  • What is 39 Windsor Rd estimated to be worth?
    Trulia's estimated value for 39 Windsor Rd in Pittsburgh, PA is $1,108,000.
  • What is the price history for 39 Windsor Rd?
    39 Windsor Rd in Pittsburgh, PA last sold for $1,103,000 in July 2026.
  • Is Pittsburgh a buyer's or seller's market?
    Pittsburgh is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Pittsburgh?
    The median sale price in Pittsburgh is $265K. That is up $11.67K from the prior month.
  • Does 39 Windsor Rd have air conditioning?
    Yes, 39 Windsor Rd in Pittsburgh, PA has air conditioning.
  • Does 39 Windsor Rd have laundry facilities?
    Yes, 39 Windsor Rd in Pittsburgh, PA has in-unit laundry.

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