399 Upper Rd, Pittsburgh, PA 15228
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Property image
OFF MARKET

399 Upper Rd
Pittsburgh, PA 15228

  • 4 Beds
  • 4.5 Baths
  • 4,780 sqft (on 1.62 acres)

$914,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,974/mo*
Refinance Your Home

$914,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,974/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,780 sqft
(on 1.62 acres)

Local Information

  • Map ViewExplore the area around 399 Upper Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
1.62 acres
Living Area
4,780 sqft
Price/Sqft
$191

About this House

The masterpiece at 399 Upper Road is complete. Situated on a secluded 1.6-acre lot in Upper St. Clair 399 Upper Rd comes in at just under 5,000 sq ft of finished living space, and features 4 beds and 4.5 baths. Engineered hardwood floors greet you at the front door and continue throughout. 399 Upper affords the luxury of a 1st or 2nd-floor primary bedroom. The chef's kitchen with custom finishes comes equipped with quartz counters and a high-end appliance package. A 40-foot Trex patio can be accessed from the kitchen or family room. The lower level has 1,000 sq ft. of finished space, a full bath, and another 1,800 sq ft of customizable space perfect for a workshop, gym, or car collection. Two brand new smart electrical panels, with room for expansion to add an electric car charger or generator. Brand new plumbing, HVAC, sewer, gas, and water lines. Finally, a 2-car garage and a rear 1-car garage (with space for multiple cars). 399 Upper Rd. is minutes from The Galleria and SHVM.
399 Upper Rd, Pittsburgh, PA 15228 is a 4 bedroom, 5 bathroom, 4,780 sqft single-family home built in 1958. It last sold for $770,000 on May 4, 2023. It is currently off market. The Trulia Estimate is $914,300, with a rent estimate of $5,053/month.

Home Details for 399 Upper Rd

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Brick

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.62 acres

Price History for 399 Upper Rd

DatePriceEventSource
05/04/2023$770,000Sold
WPMLS #1594195
03/20/2023$799,000ContingentWPMLS #1594195
03/14/2023$799,000PriceChange
WPMLS #1594195
02/24/2023$815,000Listed For SaleWPMLS #1594195
02/14/2023ListingRemovedRE/MAX International
01/11/2023$825,000PriceChange
RE/MAX International #1589706
11/04/2022$849,900PriceChange
RE/MAX International #1582485
10/14/2022$884,900PriceChange
RE/MAX International #1577517
09/24/2022$899,900Listed For SaleRE/MAX International #1577517
08/23/2022ListingRemovedRE/MAX International
08/05/2022$884,900Listed For SaleRE/MAX International #1569472
04/15/2022$280,000Sold
WPMLS #1534306
02/21/2022$325,000ContingentWPMLS #1534306
01/21/2022$325,000PriceChange
WPMLS #1534306
12/27/2021$347,000Listed For SaleWPMLS #1534306
10/30/2020$190,000Sold
N/A
06/12/2015$142,500Sold
WPMLS #1052667
04/22/2015$174,900Listed For SaleAgent Provided

Market trends in Pittsburgh

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$256K
$20.33KMoM
Sale-to-List Price
98.9%
0.9%MoM
Price per sq ft
$182
$12MoM
Available listings
2458
4MoM
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Property Tax and Assessment

Year2025
Tax$16,161
Assessment$396,800
Home facts updated by county records

Comparable Sales for 399 Upper Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
343 Inglewood Dr, Pittsburgh, PA
0.16
Single-Family Home
$585,000
06/23/26
3
2.5
2,022
216 Trotwood West Dr, Pittsburgh, PA
0.58
Single-Family Home
$825,000
09/15/25
4
4
3,678
557 Harrogate Rd, Pittsburgh, PA
0.49
Single-Family Home
$695,000
12/19/25
5
3
2,816
161 Longuevue Dr, Pittsburgh, PA
0.50
Single-Family Home
$750,032
05/22/26
4
3
3,462
217 Trotwood West Dr, Pittsburgh, PA
0.61
Single-Family Home
$680,000
08/08/25
4
3
3,034
185 Inglewood Dr, Pittsburgh, PA
0.50
Single-Family Home
$815,385
05/04/26
4
3.5
2,406
250 Woodhaven Dr, Pittsburgh, PA
0.33
Single-Family Home
$584,000
04/15/26
5
2.5
2,555
200 Warwick Dr, Pittsburgh, PA
0.88
Single-Family Home
$1,100,000
08/15/25
5
5.5
4,454
584 Harrogate Rd, Pittsburgh, PA
0.43
Single-Family Home
$530,000
10/16/25
4
3
2,040
568 Aljo Dr, Pittsburgh, PA
0.17
Single-Family Home
$400,000
09/25/25
5
2.5
1,825

Nearby homes

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Assigned Schools

These are the assigned schools for 399 Upper Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Pittsburgh

At least 6007 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
    "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
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  • 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
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  • 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
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  • 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
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  • Aemglenn
    "Friendly people with diverse population and rich in history. Many local restaurants and attractions. "
    0
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  • 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…"
    2
    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
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  • 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
  • Brian Darby Ii
    "Pittsburgh is 30 minute delay times to work. Depending on the day 7-9 o’clock am or 5-7 o’clock is rush hour."
    0
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  • 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! "
    0
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  • 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
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  • 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
  • Claire Moro
    "I don’t live here. I’m just visiting here, but I think that all of this city is very unique. Every single neighborhood is amazing."
    0
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  • Noorzendani
    "Good nighbehood And beautiful county I love it and I will look for a house around here I will see what "
    0
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  • 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
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  • 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
  • Beatrice Lewis
    "I used to live here with my mom it a great place nice neighborhood nice neighbors I would love to come back up there to live with my family "
    0
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Homes for sale near 399 Upper Rd

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Off Market Homes Near 399 Upper Rd

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