Shadyside Homes for Sale

Shadyside Homes for Sale

Welcome to Shadyside, a vibrant neighborhood nestled in the heart of Pittsburgh, Pennsylvania, within Allegheny County. Known for its charming tree-lined streets and eclectic mix of boutiques, cafes, and cultural attractions, Shadyside is a delightful blend of urban sophistication and suburban tranquility. With its rich history and a strong sense of community, it’s no wonder that Shadyside is one of the most sought-after areas in the Pittsburgh region.

As you explore the neighborhood, you’ll discover a variety of architectural styles, from historic Victorian homes to modern condominiums, each exuding unique character and charm. The homes for sale in Shadyside offer a diverse range of options, catering to every lifestyle and budget. Whether you’re looking for a cozy single-family home with a quaint garden or a contemporary apartment with stunning city views, Shadyside has something for everyone.

The area is also known for its excellent schools, lush parks, and easy access to public transportation, making it an ideal choice for families, young professionals, and retirees alike. Enjoy leisurely strolls through the picturesque streets, indulge in the local dining scene, or take advantage of the nearby cultural institutions, including art galleries and theaters.

With a strong real estate market and a welcoming community, Shadyside is not just a place to live; it’s a place to thrive. Explore the homes for sale in this charming neighborhood and discover the perfect backdrop for your next chapter. Welcome home to Shadyside!

Newest Shadyside Homes for Sale

$1,590,000
6 Beds ⋅ 6 Baths
Timeless Shadyside character meets thoughtful modern luxury. Ideally situated on a quiet, tree-lined one-way street in Shadyside, this beautifully updated 1892 residence offers 6 bedrooms, 4 full and 2 half baths, and four finished levels connected by a stunning wood staircase. At the heart of the home is a show stopping designer kitchen by DB Designs featuring custom cabinetry, premium appliances, a 36” gas range, farmhouse sink, coffee/wine bar and generous island seating. The spacious primary suite features a custom walk-in closet, two additional closets, ensuite bath and private office. Two additional second-floor bedrooms offer exceptional proportions and private baths, while the upper level includes a bedroom with private balcony and views toward the Cathedral of Learning, plus flexible space ideal for a craft room or home office. The finished lower level adds a game room, spacious laundry and abundant storage. Outside, enjoy a professionally landscaped, fully fenced yard with powered aluminum gate, stone patio and firepit area, covered rear porch with privacy screens, and a welcoming front porch. Custom mahogany front doors imported from Poland, updated insulation, smart climate controls, custom window treatments and extensive improvements throughout reflect a home thoughtfully finished for long-term enjoyment. Convenient to Walnut Street, Oakland, Pitt, CMU, hospitals, dining and schools an exceptional combination of historic character, modern comfort and city convenience.

4724 Wallingford St, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$850,000
3 Beds ⋅ 4 Baths
Perfectly positioned in the heart of West Shadyside, just steps from the University of Pittsburgh and Carnegie Mellon University, this meticulously maintained 3-bedroom, 3.5-bath home offers an exceptional blend of comfort, character, and convenience. Inside, spacious and thoughtfully designed living spaces include a welcoming living room with a gas fireplace, a light-filled flex space overlooking the private garden that offers endless possibilities as a home office, library, sitting room, or creative studio, and a convenient powder room. The kitchen is designed for both everyday living and entertaining, featuring a charming built-in banquette in the bay window, wet bar, and Juliet balcony. The private outdoor oasis is truly special, with a beautifully landscaped garden, brick privacy wall, and built-in gas grill—perfect for relaxing or hosting friends. Upstairs, the luxurious primary suite is a peaceful retreat with its own private balcony overlooking the garden, a wood-burning fireplace, and an ensuite bath with a soaking tub and large walk-in shower. A spacious second bedroom sits adjacent to the beautifully updated full bath, while the second-floor laundry adds everyday convenience. The third floor offers a full bath and flexible living space ideal for an in-law suite, guest retreat, home office, or private studio. A two-car garage, abundant storage throughout, and meticulous care complete this truly turnkey home in one of Pittsburgh's most sought-after neighborhoods. Enjoy one of Pittsburgh's most coveted locations, with Schenley Park, world-class universities, UPMC hospitals, neighborhood cafés, restaurants, museums, and the best of both Shadyside and Oakland just moments from your front door.

4722 Bayard Street, Shadyside

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$599,900
4 Beds ⋅ 2 Baths
Welcome to this spacious 4-bedroom home located in the heart of Shadyside! Enter from the covered front porch to the Foyer. Main floor consists of Livingroom, Formal dining room and a large kitchen with stainless steel appliances and ceramic flooring. Luxury Vinal Flooring through out. With plenty of space and convenience for comfortable living. The generously sized bedrooms provide ample room for everyone, while the large bathroom adds to the functionality of the home. The basement offers loads of storage space for all your needs. Situated on a desirable corner lot, the property also includes a 2 car, detached garage and off-street parking—an added bonus in this sought-after location. Enjoy an unbeatable location just minutes from Pitt Campus, Carnegie Mellon University, Downtown Pittsburgh, and Oakland. Walk to an incredible selection of restaurants, coffee shops, boutiques, stores, and neighborhood amenities. Whether you're looking for a primary residence or an investment opportunity, this Shadyside home offers space, convenience, and a fantastic location!

5429 Potter St, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$899,000
6 Beds ⋅ 3 Baths
4754 Wallingford St presents a truly special opportunity to restore one of Shadyside’s grand historic homes. With more than 6,300 square feet of living space, exceptional original woodwork, beautiful stained glass, soaring ceilings, and a commanding presence, this distinctive property offers the scale and architectural character that is increasingly difficult to find. This is a home for the buyer who appreciates historic architecture and has the vision to restore it. While the property requires substantial renovation, many of its most beautiful original features remain, providing an extraordinary foundation for a thoughtful restoration. The expansive interior offers generously proportioned rooms, multiple bedrooms and baths, and an impressive third floor with additional living space and bedrooms. Much of the second floor and the entire third floor require renovation, offering an opportunity to reimagine the home while preserving its original character. A detached 3-car garage adds valuable off-street parking and flexibility—an uncommon feature in this highly sought-after Shadyside location. Ideally situated near universities, major hospitals, parks, dining, and shopping, 4754 Wallingford St is an uncommon opportunity to bring new life to a grand home with exceptional architectural character and tremendous potential.

4754 Wallingford Street, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$755,000
4 Beds ⋅ 3 Baths
Welcome to this stunning 14-year-young home located in one of Pittsburgh's most sought-after areas. Blending modern amenities with timeless style, this spacious residence offers exceptional comfort and functionality across three finished levels. Relax and unwind on the inviting covered front porch before stepping inside to discover an open and welcoming main floor featuring attractive laminate flooring and recessed lighting. The thoughtfully designed kitchen boasts solid maple cabinetry, granite countertops, stainless steel appliances, a gas stove, and a convection oven, creating the ideal space for both everyday living and special gatherings. The spacious dining room is perfect for hosting family and friends and features sliding glass doors that open to a beautiful paver stone patio, seamlessly extending your living and entertaining space outdoors. The upper levels offer four generously sized bedrooms, with two located on the second floor and two on the third floor. Ceiling fans in every bedroom provide year-round comfort. Hardwood flooring accents the second-floor hallway, while comfortable carpeting enhances each bedroom. Convenient second-floor laundry makes household chores a breeze. Both the second and third-floor bathrooms feature granite countertops, double sinks, and beautiful tile surrounds around the bathtubs, adding a touch of luxury to everyday living. Additional highlights include a newer furnace, abundant natural light throughout, quality finishes, and a floor plan designed for today's lifestyle. Located just minutes from Shadyside's vibrant shopping, dining, universities, hospitals, and parks, this move-in-ready home offers the perfect combination of location, style, and convenience. Don't miss this exceptional opportunity to own a newer home in one of Pittsburgh's premier neighborhoods!

5516 Claybourne St, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$2,500,000
7 Beds ⋅ 5 Baths
Welcome to 617 Saint James Street, located on the very sought after Saint James Street in the heart of Shadyside. This restored Victorian masterpiece seamlessly combines over a hundred years of historic elegance with modern amenities. From the recently restored wrap-around porch where one can easily sit for hours watching the hustle and bustle of Shadyside to the Parisian inspired chef's kitchen with dual dishwashers, 48 inch commercial stove and gleaming stone counter tops. This historic home also features a large formal dining room with original wainscoting and ornate crown moulding adjacent to a large living room adorned with more original wood work. Enjoy the outdoors in a more private setting in the homes grand solarium with, “Frank Lloyd Wright” designed leaded glass windows. The perfect spot for sipping your morning coffee while overlooking the back patio, private yard and garden. The upper floors of the house are just as impressive with an entire wing of the house, used as the owners’ suite with his and hers private bathrooms and a dressing room with floor to ceiling custom built in closets. The remaining 6 bedrooms of the house are just as grand, neutral tones and generous natural light. Truly a must see property.

617 Saint James Street, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$995,000
4 Beds ⋅ 4 Baths
Just one block from the shops, cafes, and dining of Walnut St, this beautifully updated Shadyside residence combines timeless character with thoughtful modern updates. A welcoming front porch leads into the foyer and spacious living/dining rooms highlighted by hardwood floors, high ceilings, and two decorative fireplaces. French doors open to a bright sunroom, perfect as a home office or reading nook. The granite kitchen with stainless appliances flows seamlessly into a comfortable family room, creating the heart of the home. A rare 2-car garage provides ease and convenience. Upstairs, the primary suite offers a generous sitting area, walk-in closet, and private bath, along with direct access to an expansive sun deck ideal for entertaining or relaxing. The third floor serves as a private retreat with a bedroom, full bath, sitting room, large closet, and its own HVAC system. Elegant, versatile, and perfectly located, this home is Shadyside living at its finest.

702 Bellefonte St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$399,900
5 Beds ⋅ 3 Baths
Space, location, and opportunity come together at 411 Noble Street. Situated in a convenient Shadyside location near Walnut Street, Market District, area hospitals, public transportation, and the shopping, dining, and entertainment of several neighboring business districts, this distinctive home offers more than 2,200 square feet to make your own. Inside are five bedrooms, three full baths, generously sized living and dining areas, abundant natural light, hardwood flooring, and charming turn-of-the-century details. The flexible upper level provides additional space for bedrooms, a home office, creative studio, or guest accommodations. Enjoy a covered front porch, rear deck, and the everyday convenience of valuable off-street parking. The home needs TLC and updating, but its size, versatile layout, architectural character, and highly accessible location create an exciting opportunity for a buyer ready to personalize a home over time.

411 Noble St, Shadyside

Listing courtesy of LIFESPACE REAL ESTATE.

$1,750,000
4 Beds ⋅ 5 Baths
This remarkable 1885 Victorian offers four beds, three full and two half baths, and over 4,498 square feet, combining extraordinary original character with distinctive modern design. Featured on HGTV’s Restored by the Fords, the home’s garden level was reimagined to create a one-of-a-kind balance of classic and contemporary style. Their transformation included bold design elements and thoughtfully updated entertaining spaces that complement the home’s Victorian architecture. Beyond the gated entrance, the home immediately makes an impression with a grand entry, beautiful hardwood floors throughout, substantial room sizes, and exceptional architectural details. Gas fireplaces in the front entry, dining room, and library bring warmth and character. The garden level kitchen and dining room create an incredible setting for entertaining. The showstopping kitchen features heated floors, a large island with double sinks, and an eat-in breakfast nook. The spacious primary suite offers a retreat of its own. The primary bath features heated floors, double sinks, a clawfoot soaking tub, and a walk-in glass shower. Three additional bedrooms provide plenty of flexibility for family, guests, office space, or additional living needs. Upstairs laundry adds everyday convenience. An additional bedroom upstairs was converted into a large dressing room/closet. Additional amenities include a whole-house water filtration system, private large flat outdoor space, and a carport with three off-street parking spaces. Ideally situated near the shops, dining and amenities of Shadyside and convenient to Pittsburgh’s universities, hospitals and East End neighborhoods, 5131 Ellsworth is far more than a beautiful home. It is a distinctive HGTV-featured Victorian offering nearly 4,500 square feet, designer pedigree, historic character, private outdoor space, and three-car off-street parking in one of Pittsburgh’s most sought-after neighborhoods.

5131 Ellsworth Avenue, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$1,449,000
5 Beds ⋅ 4 Baths
Exceptional opportunity on prestigious Westminster Pl in the heart of Shadyside, walking distance to CMU and Walnut St! Renovated just 3 years ago, this expansive home features a grand entrance, bright living/dining areas, an updated granite/stainless kitchen w/ center island, a sunroom, and a powder room. Features premium Oak hardwood floors and triple-pane windows throughout. The 2nd level hosts a primary suite plus 2 bedrooms and a full bath. The 3rd floor offers a 2nd living room, 2 more spacious bedrooms, and a 3rd full bath. Includes 2 furnaces, 1 AC condenser, 2 complete sets of washers/dryers, and 2-car tandem parking off St. James St. Don't miss this incredible home!

5236 Westminster Pl, Shadyside

Listing courtesy of RE/MAX SELECT REALTY.

$570,000
4 Beds ⋅ 3 Baths
Nestled in the heart of Pittsburgh's coveted Shadyside neighborhood, this beautiful home built in the 1900's offers the rare combination of historic charm, generous living space, and endless potential. For buyers who appreciate craftsmanship you simply can't replicate today, this home showcases an impressive collection of original architectural details, including four decorative fireplaces, intricate wood moldings, pocket doors, stained and leaded glass windows, beautifully preserved hardwood floors, and original polished door hardware. The welcoming main level features a spacious, flowing floor plan that's ideal for everyday living or entertaining, highlighted by custom built-in bookshelves and abundant natural light. Step onto the inviting covered front porch to enjoy the neighborhood's tree-lined streets, or retreat to the private rear courtyard, an intimate outdoor space ready for gardening, relaxing, or hosting friends. Upstairs, the expansive third floor offers incredible flexibility as a future primary suite, guest retreat, home office, or multi-generational living space. While the home presents an opportunity for thoughtful updates, its exceptional bones and preserved character provide the perfect canvas for those looking to blend historic elegance with modern design. Located just blocks from Walnut Street, Ellsworth Avenue, and the East Liberty Pedestrian Bridge, you'll enjoy easy access to some of Pittsburgh's best restaurants, boutiques, coffee shops, parks, and cultural attractions. This is more than a home, it's an opportunity to own a piece of Shadyside history and create a space that reflects your personal style while honoring its timeless character. If you've been searching for a historic Shadyside home with original woodwork, classic Victorian architecture, walkability, and room to make it your own, this exceptional property is one you won't want to miss.

5920 Alder St, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$849,000
3 Beds ⋅ 4 Baths
Outstanding location, in the heart of Shadyside, this sophisticated beautifully renovated two story home offers the perfect blend of timeless character and sophisticated modern design. Ideally located within walking distance to a major Medical Center, Universities, boutique shopping, and an outstanding selection of restaurants andcafes. Premier coeducational school Winchester Thurston is directly across the street. Lovingly maintained by the same owners for 48 years, this home features beautiful oak hardwood floors, an inviting living room with mirrored glass shelving, decorative marble fireplace and a cozy first-floor family room. The renovated kitchen features maple cabinetry, stainless steel appliances, including electric stove plus separate wall oven, French door refrigerator, microwave oven and breakfast nook with built-in seating. Upstairs are three bedrooms, including a primary suite with a private bath and walk-in shower, plus a second full bath. The finished lower level includes a gameroom which is ideal for a home office or gym, half bath, laundry, storage, and an integral garage. Beautiful landscaping, an automatic irrigation system, and a private side yard complete this exceptional home. All mechanical systems are in top condition, ring door bell, and the new roof has a 50 year warranty. YOU can move right into this home and be proud to call it HOME!

4940 Ellsworth Ave, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

Start Your Search

INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.