Shadyside Real Estate

Shadyside is one of the city’s most vibrant and stylish neighborhoods, known for its tree-lined streets, historic Victorian homes, and upscale shopping districts along Walnut Street, Ellsworth Avenue, and Highland Avenue. A favorite among professionals, students, and long-time residents, Shadyside offers a perfect blend of culture, convenience, and charm. Housing options range from elegant single-family homes and classic brick townhouses to modern condos and luxury apartments. With nearby universities, top medical centers, and quick access to Downtown Pittsburgh, Shadyside real estate continues to be in high demand for buyers and investors seeking a walkable, lively urban lifestyle in one of Pittsburgh’s most desirable neighborhoods.

539 S Graham St

$515,000

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Listed by: PIATT SOTHEBY'S INTERNATIONAL REALTY

Most Expensive

1101 Shady Avenue

$3,900,000

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Listed by: HOWARD HANNA REAL ESTATE SERVICES

Least Expensive

506 Roslyn

$5900

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Shadyside Listings Summary

Shadyside - Town vs. County Stats

Avg Price in Shadyside: $787,900 / County Avg $320,400

246%

Avg Taxes in Shadyside: $8,400 / County Avg $4,000

210%

Avg Sq. Ft. in Shadyside: 2,414 / County Avg 1,680

144%

Avg Price per/sqft in Shadyside:$326 / County Avg $191

171%

Avg Year Built in Shadyside: 1925 / County Avg 1940

99%

Avg Days on Website in Shadyside: 81 / County Avg 94

86%

Shadyside Real Estate Market Health

New Listings

Reductions

Foreclosures

Short Sales

The Eli LaBelle Team

5807 Penn Ave
Pittsburgh, PA 15206

REMAX Select Realty

5807 Penn Ave
Pittsburgh, PA 15206

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Office Phone: (724) 933-6300 x401

MLS® Disclaimer

West Penn MLS, Inc. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than The Eli LaBelle Team may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. Copyright ©2026 All rights reserved. Last Updated: September 27, 2026 2:58 PM UTC Show More...