Shadyside, PA Homes

• 

  

  

  /30

  Est $216,185 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 993 Sq Ft

  372 S Highland Ave Unit 608, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 608, Pittsburgh, PA 15206
• 

  

  

  /28

  $849,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,605 Sq Ft

  591 Moorhead Place, Pittsburgh, PA 15232

  Classic Shadyside Beauty. Room shown as master bedroom was also used as a family room and den. It is a large room at the top of the stairs. There is another master bedroom which has an ensuite bath. Very flexible floor plan for use as bedrooms, office space, play room. Let the way you live dictate the space. Large updated kitchen with a charming courtyard located adjacent. Convenient

  Linda Boettcher COLDWELL BANKER REALTY

  

  591 Moorhead Place, Pittsburgh, PA 15232
• 

  

  

  /30

  $297,000 Sold Jun 30, 2025

  • 1,176 Sq Ft
  • $253/SF
  • 125 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1960

  825 Morewood Ave Unit G4, Pittsburgh, PA 15213

  Welcome to the Regency! This fully updated and spacious condo is located in the heart of beautiful Shadyside and is a stone's throw away from CMU, Pitt, Chatham, UPMC, Walnut Street, and more. Enjoy the charm of original built-ins and real parquet floors along with modernized kitchen, bathrooms, and appliances. The building itself is a testament to the beauty of old Pittsburgh architecture and is

  James Lanigan COMPASS PENNSYLVANIA, LLC

  

  825 Morewood Ave Unit G4, Pittsburgh, PA 15213
• 

  

  

  /26

  Est $221,927 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  372 S Highland Ave Unit 607, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 607, Pittsburgh, PA 15206
• 

  

  

  /30

  $630,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft

  100 Denniston Ave Unit 101, Pittsburgh, PA 15206

  1st Floor Corner Unit in The Gables Building Includes 1 indoor assigned parking spot & storage area, Private Balcony to grill & relax in privacy. Beautiful tile entryway & hardwood floors throughout, Kitchen has quality cabinets & has nice passthrough with stained glass in kitchen & bath, Pantry & washer/dryer in unit, Walk in closet in Largest Bedroom, Has lots of natural light. Community

  Bill Craig RE/MAX SELECT REALTY

  

  100 Denniston Ave Unit 101, Pittsburgh, PA 15206
• 

  

  /43

  $385,000 Sold Jun 30, 2025

  • 1,628 Sq Ft
  • $236/SF
  • 140 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1935

  938 Bellefonte St, Pittsburgh, PA 15232

  Welcome home to this pristine and charming brick colonial, three bedroom townhome in the desirable neighborhood of Shadyside. Conveniently located near Walnut Street with coffee shops, dinning, retail and unique boutiques. This move-in ready home features a log-burning fireplace to enjoy on a cold and snowy night, beautiful gleaming hardwood floors, and freshly painted in trendy and stylish

  Jeffrey Hrapla HOWARD HANNA REAL ESTATE SERVICES

  

  938 Bellefonte St, Pittsburgh, PA 15232
• 

  

  /25

  Est $270,433 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,106 Sq Ft

  372 S Highland Ave Unit 602, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 602, Pittsburgh, PA 15206
• 

  

  /50

  $1,850,000 Under Contract

  • 6 Beds
  • 4.5 Baths
  • 3,707 Sq Ft

  6324 Marchand St, Pittsburgh, PA 15206

  Impeccably renovated home in prime Shadyside location! Custom finishes, designer touches & upgrades at every turn. Entry has gleaming hardwoods, soaring ceilings & gorgeous staircase. Formal living room with dry bar, crown molding & new fireplace opens to family room w flexible layout options. Recently updated kitchen has sleek cabinetry to the ceiling, Thermador appliances. Separate butler's

  Molly Howard PIATT SOTHEBY'S INTERNATIONAL REALTY

  

  6324 Marchand St, Pittsburgh, PA 15206
• 

  

  /46

  $729,000 Sold Jun 26, 2025

  • 3,158 Sq Ft
  • $231/SF
  • 23 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1928

  127 Bayard Place, Pittsburgh, PA 15213

  Discover timeless elegance in this beautifully preserved 1928 Colonial, offering 6 bedrooms and 3 full bathrooms situated on a desirable cul de sac. Located in an established neighborhood and walking distance to Pitt, CMU, Central Catholic High School and UPMC Shadyside, this home blends classic character with modern-day functionality. The main level features a cozy, step-down living room, formal

  Bobbi Congdon COMPASS PENNSYLVANIA, LLC

  

  127 Bayard Place, Pittsburgh, PA 15213
• 

  

  /17

  Est $183,295 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  372 S Highland Ave Unit 406, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 406, Pittsburgh, PA 15206
• 

  

  /46

  $899,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  405 Morewood Ave, Pittsburgh, PA 15213

  405 Morewood Avenue blends Shadyside charm with modern convenience. Nearly 3,000 sq. ft. with 5 bedrooms, 3.5 baths, central A/C, and a 2-car garage with new roof, this brick home offers flexible living across three finished levels. The light-filled entry opens to a living room with fireplace and French doors leading to a fenced yard and brick patio, while the dining room connects seamlessly to

  Kathe Barge PIATT SOTHEBY'S INTERNATIONAL REALTY

  

  405 Morewood Ave, Pittsburgh, PA 15213
• 

  

  /20

  $2,657,317 Sold Jun 24, 2025

  • 8,000 Sq Ft
  • $332/SF
  • 97 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1900

  4929 Wallingford St, Pittsburgh, PA 15213

  Extraordinary 8,000 Sq. Ft. Residence on a Double Lot in Shadyside This stunning 6-bedroom, 5.5-bath home sits on a rare double lot in the heart of Shadyside, offering endless possibilities. Originally built with timeless elegance, this home was completely transformed in 2002, blending classic charm with modern luxury.Expansive windows flood the home with natural light, highlighting the

  Colleen Anthony HOWARD HANNA REAL ESTATE SERVICES

  

  4929 Wallingford St, Pittsburgh, PA 15213
• 

  

  /25

  Est $205,858 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 927 Sq Ft

  372 S Highland Ave Unit 303, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 303, Pittsburgh, PA 15206
• 

  

  /38

  $849,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 2,586 Sq Ft

  6014 Walnut St, Pittsburgh, PA 15206

  An extraordinary, fully renovated Victorian residence in the coveted Shadyside neighborhood, where timeless elegance meets modern luxury. Meticulous craftsmanship and premium materials preserve its original charm while elevating every detail. Enter through a classic vestibule with original tile and ascend a grand staircase highlighted by a restored stained-glass window. The chef’s kitchen is a

  Susan Silversmith COLDWELL BANKER REALTY

  

  6014 Walnut St, Pittsburgh, PA 15206
• 

  

  /46

  $1,150,000 Sold Jun 23, 2025

  • 3,427 Sq Ft
  • $336/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1951

  7 Shadyside Ln, Pittsburgh, PA 15232

  Behind a charming exterior emerges an expansive, low-maintenance, sophisticated home on a quiet cul-de-sac in the heart of West Shadyside. The versatile layout caters to modern single-level living: 1st floor features an owners’ suite w/ 1st floor primary BR, walk-in closet, adjacent full bath, and separate home office w/built-ins. The large open-concept kitchen features a sunny built-in breakfast

  Abby Wilson COMPASS PENNSYLVANIA, LLC

  

  7 Shadyside Ln, Pittsburgh, PA 15232
• 

  

  /18

  Est $213,330 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 993 Sq Ft

  372 S Highland Ave Unit 208, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 208, Pittsburgh, PA 15206
• 

  

  /48

  $700,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 2,592 Sq Ft

  6214 Kentucky Ave, Pittsburgh, PA 15206

  AWESOME HOME FOR SALE! Stately and full of character, this meticulously maintained brick home sits on a quiet, tree-lined street in the heart of Shadyside. Historic charm meets modern comfort with gleaming hardwood floors throughout, soaring ceilings, and timeless architectural details. A bright four-season sunroom brings in abundant natural light—perfect as a reading nook, office, den, or media

  Bob Cenk BROADVIEW REALTY

  

  6214 Kentucky Ave, Pittsburgh, PA 15206
• 

  

  /30

  $282,000 Sold Jun 18, 2025

  • 1,274 Sq Ft
  • $221/SF
  • 97 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  5619 Kentucky Ave Unit 108, Pittsburgh, PA 15232

  Ideal city living in the desirable heart of Shadyside! Tasso Katselas designed, this beautifully updated 2 BD, 2 BA condo offers a spacious open-concept living, dining, & kitchen area with island, perfect for entertaining. Owners suite features an enormous walk in closet and full bathroom. The large second bedroom has a double closet with a convenient full bathroom across the hall. Spanning

  Allison Mauro PIATT SOTHEBY'S INTERNATIONAL REALTY

  

  5619 Kentucky Ave Unit 108, Pittsburgh, PA 15232
• 

  

  /25

  Est $195,876 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  372 S Highland Ave Unit 207, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 207, Pittsburgh, PA 15206
• 

  

  /40

  $229,900 Under Contract

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  5903 5th Ave Unit 105, Pittsburgh, PA 15232

  Welcome home to Woodland Manor. This is a beautiful, and rare garden apartment, located in the heart of Shadyside. Close to all of the universities, medical centers, bus line and transportation, restaurants and pubs, retail shops, churches, parks and more! This condo boasts an extra large living room dining room combo, updated flooring, and an updated kitchen and bath. The HOA covers the AC,

  Caryn Rosenthal HOWARD HANNA REAL ESTATE SERVICES

  

  5903 5th Ave Unit 105, Pittsburgh, PA 15232
• 

  

  /27

  $1,060,000 Sold Jun 17, 2025

  • 2,480 Sq Ft
  • $427/SF
  • 40 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  124 Reizenstein Way, Pittsburgh, PA 15206

  Desirable Bakery Square Village is home to this 3 bedroom, 3 full and 1 half bath townhome. Experience the best in luxury urban living. Numerous oversized windows and beautiful hardwood floors give this space a stunning light and bright feel while the large open floor plan provides amazing opportunities for entertaining and easy living. The large kitchen features an abundance of counter and

  Cindy Ingram COLDWELL BANKER REALTY

  

  124 Reizenstein Way, Pittsburgh, PA 15206
• 

  

  /20

  Est $196,874 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  372 S Highland Ave Unit 206, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 206, Pittsburgh, PA 15206
• 

  

  /49

  $1,150,000 Sold Jun 17, 2025

  • 3,258 Sq Ft
  • $353/SF
  • 46 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1900

  912 Bellefonte St, Pittsburgh, PA 15232

  ?Nestled just three blocks from the vibrant shops and restaurants of Walnut Street, this beautifully maintained 3 story home offers the perfect blend of urban convenience and modern luxury. With 4 spacious bedrooms and 4.5 updated bathrooms, including a recently renovated primary suite, this residence is designed for both comfort and style. Enjoy cooking and entertaining in the updated kitchen

  Mary Anne Hanna Lang HOWARD HANNA REAL ESTATE SERVICES

  

  912 Bellefonte St, Pittsburgh, PA 15232
• 

  

  /25

  Est $246,985 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,106 Sq Ft

  372 S Highland Ave Unit 102, Pittsburgh, PA 15206

  

  372 S Highland Ave Unit 102, Pittsburgh, PA 15206
• 

  

  /21

  $180,000 Sold Jun 17, 2025

  • 709 Sq Ft
  • $254/SF
  • 85 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1969

  5 Bayard Rd Unit 502, Pittsburgh, PA 15213

  Most desirable condo in Shadyside – enjoy comfortable living! This well-maintained unit features a spacious bedroom. The kitchen and bathroom have tiled floors and stainless steel appliances. Each floor has a laundry room. The building offers amenities such as a fitness center, a party room with a kitchen, and storage on the lower level. A guest room is available for a fee. The HOA fee covers all

  Vicky Lung COLDWELL BANKER REALTY

  

  5 Bayard Rd Unit 502, Pittsburgh, PA 15213
• 

  

  /26

  Est $112,101 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft

  5927 Howe St Unit B3, Pittsburgh, PA 15232

  

  5927 Howe St Unit B3, Pittsburgh, PA 15232
• 

  

  /41

  $198,000 Sold Jun 17, 2025

  • 940 Sq Ft
  • $211/SF
  • 92 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1935

  372 S Highland Ave Unit 306, Pittsburgh, PA 15206

  Condo in the historic Highwood Building (Security Building), conveniently located near Shadyside shopping, dining, community hospitals, and colleges. Features an updated galley-style kitchen, a front-facing unit with a spacious living room and master bedroom, and ample closet space. Includes basement laundry and a storage room, plus access to a shared rooftop patio. HOA covers gas, water, sewage,

  Joy Lamars RE/MAX SELECT REALTY

  

  372 S Highland Ave Unit 306, Pittsburgh, PA 15206
• 

  

  /27

  Est $211,583 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 722 Sq Ft

  5927 Howe St Unit B1, Pittsburgh, PA 15232

  

  5927 Howe St Unit B1, Pittsburgh, PA 15232
• 

  

  /22

  $220,000 Sold Jun 16, 2025

  • 771 Sq Ft
  • $285/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1948

  5237 5th Ave Unit B3, Pittsburgh, PA 15232

  Welcome to 5237 Fifth Avenue, Apt B3 in one of Pittsburgh’s most sought-after neighborhoods! This beautifully maintained 1-bedroom, 1-bath apartment offers the perfect blend of classic charm and modern convenience. Located just steps from Walnut Street’s boutique shopping, vibrant dining scene, and cozy cafes, you’ll love the walkability and vibrant community feel of Shadyside. Inside, you'll

  Ashley Blair-Lightholder HOWARD HANNA REAL ESTATE SERVICES

  

  5237 5th Ave Unit B3, Pittsburgh, PA 15232
• 

  

  /33

  Est $189,880 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 559 Sq Ft

  5927 Howe St Unit 301, Pittsburgh, PA 15232

  

  5927 Howe St Unit 301, Pittsburgh, PA 15232
• 

  

  /13

  $690,000 Sold Jun 11, 2025

  • 3,312 Sq Ft
  • $208/SF
  • 84 Days On Market

  • Built 1955

  5926 Elwood St, Pittsburgh, PA 15232

  FABULOUS TRI-PLEX ideally situated in Shadyside - MINUTES from CMU/PITT, Walnut Street, UPMC, Parks, Shopping & Public Transportation. EXCELLENT INVESTMENT! FULLY RENTED w/ Each Spacious Unit Boasting 2 Bedrooms, Fully Equipped Kitchens w/ Dishwashers. Hardwood Floors + SUNROOMS in Each Unit. Sunrooms could be 3rd Bedroom, but Current Tenants use as Home Office/Living Space. WELL Maintained

  Lauren Klein COLDWELL BANKER REALTY

  

  5926 Elwood St, Pittsburgh, PA 15232
• 

  

  /14

  Est $185,942 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 501 Sq Ft

  5927 Howe St Unit 205, Pittsburgh, PA 15232

  

  5927 Howe St Unit 205, Pittsburgh, PA 15232
• 

  

  /33

  $217,500 Sold Jun 06, 2025

  • 1,270 Sq Ft
  • $171/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  5 Bayard Rd Unit 400, Pittsburgh, PA 15213

  Located in the heart of Shadyside, invest in your future within Amberson Towers. Residents of Amberson Towers enjoy access to a variety of on-site amenities, including a fitness center, community lounge, laundry and rooftop terrace, providing opportunities for relaxation and socialization. Additionally, the building offers convenient services such as 24hr maintenance and security. A spacious

  Jim Donahoe COLDWELL BANKER REALTY

  

  5 Bayard Rd Unit 400, Pittsburgh, PA 15213
• 

  

  /42

  Est $219,731 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  400 S Highland Ave Unit 4, Pittsburgh, PA 15206

  

  400 S Highland Ave Unit 4, Pittsburgh, PA 15206
• 

  

  /5

  $41,500 Sold Jun 06, 2025

  • Land
  • 0.04 Acre
  • $1,037,500 per Acre

  • 64 Days On Market

  0 Lamont Place, Pittsburgh, PA 15232

  LOT ONLY: HEART OF SHADYSIDE! Large Gated Concrete Lot! Perfect for Building your New Home! Ideal for Building Lot, Large Garage, or Keep as AS-IS! Great Shadyside Location. Close to Shops, Dining, Entertainment and Nature! All Utilities Available!

  Rhonda Strum WEINER REAL ESTATE

  

  0 Lamont Place, Pittsburgh, PA 15232
• 

  

  /13

  Est $147,628 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 428 Sq Ft

  400 S Highland Ave Unit 11, Pittsburgh, PA 15206

  

  400 S Highland Ave Unit 11, Pittsburgh, PA 15206
• 

  

  /22

  $197,000 Sold Jun 04, 2025

  • 594 Sq Ft
  • $332/SF
  • 117 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  5825 5th Ave Unit 210, Pittsburgh, PA 15232

  Centrally located in Shadyside, blocks from Walnut Street and on the bus line to Universities and Downtown, this lovely condo is move in ready. The one-bedroom unit has one full bathroom, kitchen, and dinging / living room. The bathroom features a clean, white aesthetic with a tub-shower combination, a vanity with storage, and a linen closet. The kitchen, is efficient, complete with all

  Justin Cummings RE/MAX SELECT REALTY

  

  5825 5th Ave Unit 210, Pittsburgh, PA 15232
• 

  

  /17

  Est $164,474 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 543 Sq Ft

  400 S Highland Ave Unit 10, Pittsburgh, PA 15206

  

  400 S Highland Ave Unit 10, Pittsburgh, PA 15206
• 

  

  /24

  $283,000 Sold Jun 04, 2025

  • 1,182 Sq Ft
  • $239/SF
  • 313 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1898

  6015 Walnut St Unit 302, Pittsburgh, PA 15206

  Welcome to 6015 Walnut Street Unit #302. Condo living in the heart of Shadyside! This top floor unit features an open entertaining space with high ceilings and hardwood flooring.Retreat to the Primary Suite with two built in closets, new updated bathroom with step in glass shower and a balcony for viewing sunsets. The spacious second bedroom with plenty of closet space. Second bathroom and

  Janet Barkley PIATT SOTHEBY'S INTERNATIONAL REALTY

  

  6015 Walnut St Unit 302, Pittsburgh, PA 15206
• 

  

  /39

  Est $866,821 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  621 S Negley Ave, Pittsburgh, PA 15232

  

  621 S Negley Ave, Pittsburgh, PA 15232

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