Shadyside Houses for Sale

This stately, brick Victorian anchors one of the most sought-after locations in Shadyside, at 719 College Street. This classic home showcases timeless charm with its meticulous attention to detail, original trim, and thoughtfully integrated modern updates throughout. The main floor is an entertainer's dream, featuring a stunning foyer that highlights original woodwork, a full bath, and a

Cameron Logan RE/MAX SELECT REALTY

Sitting on the corner of Castleman and Amberson in the coveted West Shadyside area, this immaculate totally updated home is terrific in every way. Gleaming hardwood floors, large room sizes,master ensuite with seperate office that could be afourth bedroom,a few steps up to two bedrooms and bath, three zoned heating and cooling,finished basement,flat mansard roof with slate coving all around,

Roslyn Neiman HOWARD HANNA REAL ESTATE SERVICES

Nestled in the heart of West Shadyside, this beautifully updated Tudor exudes charm and timeless appeal. Impeccably maintained, the home boasts impressive curb appeal, spacious rooms, stunning hardwood floors, and exceptional details, all bathed in natural light. The chef’s kitchen is a true highlight, featuring top-tier stainless steel appliances, granite countertops, a generous eat-in area, and

Andrea Ehrenreich HOWARD HANNA REAL ESTATE SERVICES

Welcome to Wallingford Street — one of the most storied blocks in Pittsburgh’s historic Shadyside neighborhood, where timeless architecture & tree-lined boulevards frame a world of elegance, grace, & cultural charm. Amid this distinguished enclave stands 4749 Wallingford Street, a stately Tudor Revival masterpiece. Lovingly updated from the leaded glass windows to its grand sweeping staircase, to

Colleen Anthony HOWARD HANNA REAL ESTATE SERVICES

Timeless Grandeur Reimagined. Built in 1892 for one of Pittsburgh’s distinguished Gilded Age families, this 7 bedroom, 3.5 bathroom West Shadyside estate is set on one of the neighborhood’s most sought-after streets. Rich in history and architectural presence, the home offers grand, open entertaining spaces, highlighted by an extraordinary central dining room that anchors the first floor and

Robert Altimore HOWARD HANNA REAL ESTATE SERVICES

This Shadyside landmark combines the elegance and grace of historic 1920's architecture with the convenience and efficiency of updated mechanics, kitchen and baths. Prominently sited on a corner lot with walkability to all that Oakland and Shadyside neighborhoods have to offer. Grand center hall entrance foyer lit by huge leaded window on the staircase landing. Updated kitchen with adjoining

Jane Davis HOWARD HANNA REAL ESTATE SERVICES

A Masterpiece of Light and Silence: 1900 Victorian Reimagined. This is not just a house; it is a meticulously contemplated space designed to fulfill the deepest fantasies of the soul. Originally built in 1900, this classic three-story Victorian residence underwent a profound transformation in the 1980s under the visionary direction of a Professor of Architecture. The result is an introverted,

Derek Greene THE GREENE REALTY GROUP

Located in the heart of Shadyside, this stately brick Colonial blends timeless architecture with modern amenities. Exceptional curb appeal begins with manicured landscaping that includes hydrangeas which bloom all summer long, a two-car detached garage, a two-car pan driveway and a private fenced yard that offers a brick patio and grilling area. Inside, refined living spaces feature hardwood

Jonathan Minerick HOMECOIN.COM

Beautiful three-story brick home offering 5 bedrooms and 3.5 baths with abundant natural light throughout, ideally located in the heart of Shadyside. The open first floor features a seamless flow between the kitchen, living, and dining areas—perfect for both everyday living and entertaining. This modern style kitchen is equipped with custom cabinetry, soft-close drawers, generous cabinet space,

Julie Rost BERKSHIRE HATHAWAY THE PREFERRED REALTY

Welcome to 400 Devonshire, a rare and distinguished Federal style estate in the heart of Shadyside, where Pittsburgh’s Gilded Age elegance is beautifully reimagined for modern living. Set on a prominent corner lot, this remarkable residence offers approximately 5,000 square feet of refined living space, thoughtfully restored to honor its architectural heritage while seamlessly integrating today’s

Mary Anne Hanna Lang HOWARD HANNA REAL ESTATE SERVICES

Just steps 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

Brian Larson HOWARD HANNA REAL ESTATE SERVICES

Location, Location! An Elegant 2Bd, 2.5Ba, 1Car Garage Colonial Style Home with a Fenced in Backyard, Located in a Highly Desired SHADYSIDE area. Home Offers a Recently Renovated Kitchen with a Brand New Cabinets, Granite Countertops, Stainless Steel Appliances and a Beautiful Backsplash. Hardwood Floors All Throughout the House. The Main Level Offers a Large and Bright Dining Room with Charming

Katarzyna Sharbaugh RE/MAX SELECT REALTY

Just steps from Highland Ave and the popular Shadyside and Ellsworth Street walking bridge destinations, this home truly defines walkability. Thoughtful updates bring a fresh, modern feel while preserving the timeless character and charm throughout. The inviting foyer makes a striking first impression with its stained-glass front door, exposed stone accent wall, and rich wood detailing—creating a

Peter Hric EXP REALTY LLC

Elegant and timeless, this distinguished residence is ideally situated in the heart of Shadyside. Thoughtfully designed, the home offers a gracious open floor plan enhanced by rich hardwood floors, soaring ceilings, intricate moldings, and beautiful stained-glass accents, all bathed in abundant natural light. A striking foyer sets the tone, welcoming you into a refined living room anchored by a

Andrea Ehrenreich HOWARD HANNA REAL ESTATE SERVICES

A chance to own one of the largest lots in the heart of West Shadyside. Magnificient mini mansion on property along with 39,000 square foot adjacent lot that is possibly subdividable. The property also has a governers drive which leads up to this incredible dwelling infused with huge rooms,stained and leaded glass,ornate wood original moldings and built ins,gleaming hardwood floors,an indoor

Roslyn Neiman HOWARD HANNA REAL ESTATE SERVICES

In the heart of Shadyside, 627 S Aiken offers a rare blend of historic character and modern flexibility. This spacious three-story beauty features a bright open floor plan accented by exposed wood beams, intricate stained glass windows, and three cozy fireplaces. With 3 bedrooms, 3 baths, and a powder room, the home provides ample space for comfort and creativity. A private second-floor balcony

Sara Zambotti COMPASS PENNSYLVANIA, LLC

Pull around back and park in one of two off-street parking spots! Notice the newer stamped concrete that runs from the front sidewalk to the back providing a great space for picnics and private lounging! Inside, entering through the front, you’ll love the HIGH ceilings and millwork. Entering from the back, you’ll embrace the large mudroom with an adjacent full bathroom or use the other door for

Meg Alarcon HOWARD HANNA REAL ESTATE SERVICES