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Shadyside

Shadyside, where boutiques, shops and galleries mingle with national retailers in a neighborhood of tree-lined streets, historic homes, hip events and distinctive restaurants. And most everything is within walking distance. The large residential area includes beautifully restored Victorian mansions alongside modern homes and condos. This East End neighborhood, with three separate business districts – Ellsworth Avenue, Walnut Street and S. Highland Avenue – is one of Pittsburgh's toniest, and is conveniently located about six miles from Downtown.

View The Market Report

Available Homes in Shadyside

516 Roslyn Pl, Shadyside, PA 15232
Open 3/1 1PM-3PM
50

$850,000

4 Beds 4 Baths 1,860 SqFt

516 Roslyn Pl, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
702 Bellefonte St, Shadyside, PA 15232
Open 3/1 1PM-3PM
41

$1,025,000

4 Beds 4 Baths 2,596 SqFt

702 Bellefonte St, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
420 Denniston, Shadyside, PA 15206
Open 3/1 12PM-2PM
38

$1,195,000

5 Beds 4 Baths 3,607 SqFt

420 Denniston, Shadyside, PA 15206

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
159 Morewood Avenue, Shadyside, PA 15213
Open 3/1 2PM-4PM
48

$549,900

5 Beds 3 Baths

159 Morewood Avenue, Shadyside, PA 15213

Listed by NEIGHBORHOOD REALTY SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
918 S Aiken Ave, Shadyside, PA 15232
New
49

$1,800,000

4 Beds 4 Baths 3,537 SqFt

918 S Aiken Ave, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5030 5th Ave #213, Shadyside, PA 15232
New
50

$425,000

2 Beds 2 Baths 1,362 SqFt

5030 5th Ave #213, Shadyside, PA 15232

Listed by KELLER WILLIAMS STEEL CITY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5 Bayard Rd #621, Shadyside, PA 15213
New
38

$185,000

1 Bed 1 Bath 709 SqFt

5 Bayard Rd #621, Shadyside, PA 15213

Listed by RE/MAX SELECT REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5827 Pierce St, Shadyside, PA 15232
New
20

$2,645

2 Beds 2 Baths 1,256 SqFt

5827 Pierce St, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
717 Filbert St, Shadyside, PA 15232
New
46

$1,295,000

3 Beds 3 Baths 2,257 SqFt

717 Filbert St, Shadyside, PA 15232

Listed by COMPASS PENNSYLVANIA, LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5921 Alder St, Shadyside, PA 15232
Active
42

$869,900

5 Beds 4 Baths 3,097 SqFt

5921 Alder St, Shadyside, PA 15232

Listed by EXP REALTY LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5730 Howe St #2, Shadyside, PA 15232
Active
21

$1,850

2 Beds 1 Baths

5730 Howe St #2, Shadyside, PA 15232

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5219 Pembroke Place, Shadyside, PA 15232
Active
50

$3,350,000

5 Beds 6 Baths 5,235 SqFt

5219 Pembroke Place, Shadyside, PA 15232

Listed by COLDWELL BANKER REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
100 Denniston St #304, Shadyside, PA 15206
Active
27

$670,000

2 Beds 2 Baths 1,360 SqFt

100 Denniston St #304, Shadyside, PA 15206

Listed by COLDWELL BANKER REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
541 S Aiken Ave #539, Shadyside, PA 15232
Active
6

$2,495

3 Beds 1 Baths 2,910 SqFt

541 S Aiken Ave #539, Shadyside, PA 15232

Listed by NULF MANAGEMENT SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
600 Shady Ave #C, Shadyside, PA 15206
Active Under Contract
47

$625,000

2 Beds 2 Baths 1,761 SqFt

600 Shady Ave #C, Shadyside, PA 15206

Listed by PIATT SOTHEBY'S INTERNATIONAL REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
401 Shady Ave #C-707, Shadyside, PA 15206
Active
12

$2,665

3 Beds 2 Baths

401 Shady Ave #C-707, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
401 Shady Ave #C-401, Shadyside, PA 15206
Active
12

$1,915

2 Beds 2 Baths

401 Shady Ave #C-401, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
401 Shady Ave #C-204, Shadyside, PA 15206
Active
12

$1,440

1 Bed 1 Bath

401 Shady Ave #C-204, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5726 Howe St #1, Shadyside, PA 15232
Active
16

$1,850

2 Beds 1 Baths

5726 Howe St #1, Shadyside, PA 15232

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5928 Kentucky Ave, Shadyside, PA 15232
Pending
40

$475,000

3 Beds 2 Baths 1,655 SqFt

5928 Kentucky Ave, Shadyside, PA 15232

Listed by PIATT SOTHEBY'S INTERNATIONAL REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5025 5th Ave #3F, Shadyside, PA 15232
Active
22

$245,000

1 Bed 1 Bath 742 SqFt

5025 5th Ave #3F, Shadyside, PA 15232

Listed by RIVER POINT REALTY, LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5130 Pembroke Pl, Shadyside, PA 15232
Active
26

$2,250,000

7 Beds 5 Baths 4,768 SqFt

5130 Pembroke Pl, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
6 Hemingway St, Shadyside, PA 15213
Active
14

$2,600

3 Beds 2 Baths 1,400 SqFt

6 Hemingway St, Shadyside, PA 15213

Listed by COMPASS PENNSYLVANIA, LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
501 S HIGHLAND AVENUE #3, Shadyside, PA 15206
Active
43

$264,850

2 Beds 1 Baths 1,018 SqFt

501 S HIGHLAND AVENUE #3, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY THE PREFERRED REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)

© 2026 West Penn Multi-List, Inc. All Rights Reserved. INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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    © 2026 Barnick Merrell Team | LIC #RS320039 | Compass RE - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    The Barnick Merrell Team is a team of real estate agents affiliated with Compass RE, a licensed real estate broker and abides by Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions.

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