Preload Spinner
  • (727) 512-8918
  • mary.dowd@compass.com
  • Login/Register
FacebookInstagramLinkedInZillow
Mary Dowd logo
Mobile Menu
  • Listings
  • Past Sales
  • Featured Portfolio
  • Meet Mary
  • Home Search
    • Map Search
    • Featured Listings
    • Featured Neighborhoods
    • Market Reports
  • Buyers
    • The Buying Process
    • Tools for Buyers
    • Bridge Loan Services
    • Mortgage Calculator
  • Sellers
    • Selling Your Home
    • Staging Checklist
    • Compass Concierge
    • What's My Home Worth?
  • Testimonials
  • Contact

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 3/15 11AM-12:30PM
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)
420 Denniston, Shadyside, PA 15206
Active Under Contract
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 3/15 1PM-3PM
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)
100 DENNISTON ST #53, Shadyside, PA 15206
Open 3/15 1PM-3PM
36

$645,000

3 Beds 3 Baths

100 DENNISTON ST #53, Shadyside, PA 15206

Listed by RE/MAX SELECT REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5 Bayard Rd #317, Shadyside, PA 15213
New
40

$167,500

1 Bed 1 Bath 856 SqFt

5 Bayard Rd #317, Shadyside, PA 15213

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
708 S Negley #5, Shadyside, PA 15232
New
16

$1,350

1 Bed 1 Bath

708 S Negley #5, Shadyside, PA 15232

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
708 S Negley #4, Shadyside, PA 15232
New
9

$750

1 Baths

708 S Negley #4, Shadyside, PA 15232

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
115 Woodland Road, Shadyside, PA 15232
New
50

$1,995,000

6 Beds 5 Baths 6,196 SqFt

115 Woodland Road, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
416 Denniston St, Shadyside, PA 15206
New
45

$1,250,000

5 Beds 4 Baths 2,952 SqFt

416 Denniston St, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY THE PREFERRED REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5972 Alder St #2, Shadyside, PA 15232
New
7

$2,195

3 Beds 2 Baths

5972 Alder St #2, Shadyside, PA 15232

Listed by NULF MANAGEMENT SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5 Bayard Rd #717, Shadyside, PA 15213
New
46

$189,900

1 Bed 1 Bath 856 SqFt

5 Bayard Rd #717, Shadyside, PA 15213

Listed by YOUR TOWN REALTY LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
222 Morewood Ave #3, Shadyside, PA 15213
New
8

$1,495

2 Beds 2 Baths

222 Morewood Ave #3, Shadyside, PA 15213

Listed by NULF MANAGEMENT SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5728 Elwood St #9, Shadyside, PA 15232
New
12

$1,450

1 Bed 1 Bath 747 SqFt

5728 Elwood St #9, Shadyside, PA 15232

Listed by BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
4916 Wallingford St, Shadyside, PA 15213
New
48

$1,999,999

7 Beds 4 Baths 4,901 SqFt

4916 Wallingford St, Shadyside, PA 15213

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5850 Centre Ave #302, Shadyside, PA 15206
New
32

$283,000

2 Beds 1 Baths 1,007 SqFt

5850 Centre Ave #302, Shadyside, PA 15206

Listed by ACHIEVE REALTY, INC.

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
6 Ellsworth Ter, Shadyside, PA 15213
Active Under Contract
43

$550,000

3 Beds 2 Baths 1,608 SqFt

6 Ellsworth Ter, Shadyside, PA 15213

Listed by COMPASS PENNSYLVANIA, LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5519 Howe St, Shadyside, PA 15232
New
26

$797,500

3 Beds 3 Baths

5519 Howe St, Shadyside, PA 15232

Listed by HOWARD HANNA REAL ESTATE SERVICES

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
4815 Bayard St, Shadyside, PA 15213
Pending
41

$799,900

4 Beds 4 Baths 2,370 SqFt

4815 Bayard St, Shadyside, PA 15213

Listed by COLDWELL BANKER REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5523 Ellsworth Ave #6C, Shadyside, PA 15232
Active
15

$1,840

2 Beds 2 Baths 1,045 SqFt

5523 Ellsworth Ave #6C, Shadyside, PA 15232

Listed by DEACON & HOOVER REAL ESTATE ADVISORS LLC

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5100 Fifth Avenue #506, Shadyside, PA 15232
Active
23

$225,000

1 Bed 1 Bath 988 SqFt

5100 Fifth Avenue #506, Shadyside, PA 15232

Listed by COLDWELL BANKER REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5850 Centre Ave #503, Shadyside, PA 15206
Active
36

$274,900

1 Bed 1 Bath 717 SqFt

5850 Centre Ave #503, Shadyside, PA 15206

Listed by RE/MAX SELECT REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
325 S Highland Ave #103, Shadyside, PA 15206
Active
35

$345,000

2 Beds 2 Baths 669 SqFt

325 S Highland Ave #103, Shadyside, PA 15206

Listed by BERKSHIRE HATHAWAY THE PREFERRED REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
5 Bayard Road #100, Shadyside, PA 15213
Active
42

$217,000

2 Beds 2 Baths 1,270 SqFt

5 Bayard Road #100, Shadyside, PA 15213

Listed by COLDWELL BANKER REALTY

West Penn MLS (WPMLS)
West Penn MLS (WPMLS)
100 Denniston St #422, Shadyside, PA 15206
Active
11

$1,900

1 Bed 1 Bath 1,086 SqFt

100 Denniston St #422, Shadyside, PA 15206

Listed by COLDWELL BANKER 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.

 Logo
 Brokerage LogoBrokerage Logo
    Contact
    • (727) 512-8918
    • Email Me
    FacebookInstagramLinkedInZillow
    Compass RE
    • 6425 Living Pl Suite 105
      Pittsburgh, PA 15206
    • (412) 307-7394
    Resources
    • Home Search
    • Featured Neighborhoods
    • Featured Listings
    • Market Reports
    • What's My Home Worth?
    • Compass Concierge
    • Calculate My Payments
    • Bridge Loan Services
    Explore
    • Meet Mary
    • Past Sales
    • Featured Portfolio
    • Testimonials
    • Sell Your Home
    • Buying A Home
    • Login/Register
    • Contact
    Equal Housing Opportunity

    © 2026 Mary Dowd, REALTOR® | LIC# RS332086 | Compass RE - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    Mary Dowd is a licensed real estate agent 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.

    Notice: We and our partners use cookies to give you the best online experience. Many cookies are essential to operate the website and its functions, others help keep the website secure, and some are used for statistical or marketing purposes. By clicking "I Accept", you consent to our use of cookies.

    I Accept
    • What Are Cookies?
    • Essential Cookies
    • Functional Cookies
    • Analytics Cookies
    • Advertising Cookies
    • Social Cookies

    What Are Cookies?

    Cookies are small data files placed on your computer or mobile device when you visit a website. Website owners widely use cookies to make their websites work (or to work more efficiently) and provide reporting information.

    Essential Cookies

    Essential cookies are strictly necessary to provide you with the website and to use the features, such as access to secure, member-only, and private areas. Without these cookies the website will not operate properly.

    Functional Cookies

    Functional Cookies cookies are used to enhance the performance or functionality of the website but are non-essential. Without these cookies, however, certain functionality may become unavailable.

    Analytics Cookies

    Analytics Cookies cookies collect information in aggregate form either (1) to help us understand how the website is being used or how effective marketing campaigns are, or (2) to help us customize the website for you.

    Advertising Cookies

    Advertising cookies are used to ensure advertising messages are relevant to you, for instance, by preventing the same ad from reappearing continuously, ensuring that ads are correctly displayed, or, in some cases, selecting advertisements based on your interests.

    Social Cookies

    Social Cookies are used to enable you to share pages and content you find interesting throughout the website through third-party social networking or other websites (including, potentially for advertising purposes related to social networking).