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$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.

$425,000
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.

$299,000
2 Beds ⋅ 3 Baths

5048 Fifth Avenue Unit 101, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$445,000
2 Beds ⋅ 2 Baths
This two-story brick townhouse, built in 1900, offers a blend of historic Shadyside character and modern updates. The bright interior features contemporary laminate flooring throughout the main living space and recessed lighting throughout the home. The kitchen is equipped with high-end appliances, a full-length pantry, and premium cabinets and fixtures. The interior layout features a master suite with a spacious wardrobe closet, two bathrooms, and a main living area centered around a cozy fireplace. The home is equipped with central air conditioning and forced-air gas heating. A finished basement provides versatile extra space, dedicated storage, and includes a front-load washer and dryer.Outside, a covered back patio offers a private outdoor retreat with low-maintenance landscaping. The property is situated in an established neighborhood, providing convenient access to public transit, local dining, and retail options.

5847 Pierce St, Shadyside

Listing courtesy of FSBO BROKER LLC.

$1,195,000
6 Beds ⋅ 4 Baths
A rare Shadyside masterpiece where timeless architecture, modern luxury, and an unbeatable city lifestyle come together in unforgettable fashion. Perfectly positioned on a prominent corner lot, this Luxury residence makes a statement from the moment you arrive, offering the character buyers dream of, the updates they demand, and the outdoor living that is nearly impossible to find in the heart of the city. Step inside and prepare to be captivated by the original woodwork, rich architectural details, soaring ceilings, hardwood floors, and stunning stained-glass windows that fill the home with warmth, charm, and history. Every room tells a story, yet the home lives beautifully for today. The main level is designed to impress, with gracious living spaces, incredible scale, and a grand kitchen that serves as the heart of the home. French doors open to a screened-in porch, creating an effortless connection between indoor and outdoor living. Beyond that, enjoy a perfectly sized yard and one of the most extraordinary features in Shadyside, an unbelievable rooftop deck above the 2-car garage. Private, elevated, and completely unexpected, this outdoor space is ideal for entertaining, relaxing, dining under the stars, or enjoying a quiet city escape. The second floor offers a gorgeous primary suite that feels refined, private, and luxurious. The newly renovated primary bath is spectacular, featuring a soaking tub, oversized shower, and a spa-like design that elevates everyday living. Second-floor laundry adds convenience exactly where you want it. With 6 bedrooms total, this home offers incredible flexibility for family, guests, offices, fitness, creative space, or extended stays. The third floor includes 4 additional bedrooms and a full bath, creating a rare level of space and function. The finished lower level adds even more lifestyle appeal with a game room and TV/movie room, perfect for movie nights, entertaining, or casual everyday living. The location is simply unmatched. Live minutes from Pittsburgh’s major universities, hospitals, technology centers, Bakery Square, East Liberty, Oakland, and Downtown, while enjoying the walkable charm that makes Shadyside one of the city’s most sought-after neighborhoods. Stroll to Walnut Street for boutique shopping, coffee, dining, and neighborhood favorites, then return home to a property that feels private, gracious, and truly special. This is not just a beautiful Shadyside home. This is the one buyers wait for with historic character, modern luxury, rare outdoor living, a 2-car garage, and an address that delivers the very best of Pittsburgh living.

601 Emerson St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$3,800,000
7 Beds ⋅ 5 Baths
Welcome to Pittsburgh's "Garden House," an iconic Shadyside estate where timeless architecture and storybook gardens converge in one of Pittsburgh’s most coveted neighborhoods. Designed in 1913 by renowned Pittsburgh architect Edward J. Weber, this classic English Cottage Revival home boasts stucco walls, half-timber gables, and a sweeping slate roof. Tucked behind a charming gate, natural stone walls, and a picket fence draped in rambling roses are lush perennial gardens that surround the peaceful outdoor living spaces. As you enter this exceptional 7-bedroom, 4.5 bath residence, you are welcomed by a gracious foyer anchored by a grand staircase that makes an unforgettable first impression. The rich original craftsmanship has been beautifully preserved throughout, offering a rare blend of grandeur, warmth, and enduring elegance. From the moment you arrive, this meticulously restored home captivates with its distinctive hand-carved woodwork, period fireplaces, and original hardwood floors that span the homes expansive living spaces. To the rear of the residence, just beyond the serene stone patio, is a four-car carriage house, with an unfinished chauffeur’s quarters above which offers exceptional potential as a guest cottage or artist's studio. Thoughtfully designed for elegant entertaining and refined everyday living, this remarkable residence offers scale, character, and sophistication which is rarely found today. This distinguished property places you moments from Pittsburgh's finest dining, boutiques, universities, hospitals, and cultural institutions, while still offering the privacy and serenity of a true urban oasis. Iconic. Timeless. Unforgettable. "The Garden House" is more than a home — it is a cherished piece of Pittsburgh history.

704 Amberson Avenue, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$2,725,000
8 Beds ⋅ 6 Baths
This remarkable Queen Anne Victorian is more than a home—it is a legacy property, offering historic significance, architectural beauty, and a rare opportunity to own a treasured piece of Pittsburgh's past. Prominently situated on a coveted corner lot in the heart of West Shadyside, this distinguished residence features eight bedrooms, four full bathrooms, and approximately 4,751 square feet of living space on an expansive 0.30-acre lot. Built in 1885 and designed by renowned Pittsburgh architect George Orth, the home stands as one of the neighborhood's finest and best-preserved examples of late-19th-century Queen Anne Victorian architecture. Hallmark design elements include a complex roofline, decorative gables, bay windows, intricate masonry, multiple chimneys, and a striking asymmetrical façade. Steeped in Pittsburgh history, the property was the longtime residence of the Spencer family, whose life within the home was later immortalized in the book The Spencers of Amberson Avenue. Beginning in 1968, the home entered a new chapter with the Fairman family, continuing its enduring role in the evolving story of Shadyside. A gracious vestibule adorned with encaustic tile opens to an elegant foyer, while a grand staircase set the tone. Expansive, light-filled rooms unfold throughout the main level, including a spacious living room with a floor-length side door and a distinctive diagonal bay, an elegant formal dining room, and a stately library lined with floor-to-ceiling bookshelves. Rich architectural details abound, from oak hardwood floors and operational pocket doors to classic wainscoting, custom built-ins, multiple hand-painted slate mantel fireplaces, and soaring 11-foot ceilings. Beautifully preserved leaded and stained-glass windows fill the home with natural light, while charming hideaway shutters provide exceptional craftsmanship. The bright and inviting kitchen features a sunny breakfast nook and offers direct access to the backyard garden. The second floor offers four spacious bedrooms and three full bathrooms, including a remarkable library and art studio. The third floor—once the servants' quarters—has been thoughtfully reimagined as a private retreat, featuring two comfortable bedrooms, a living room with a cozy nook, and a dedicated wellness space complete with a massage area, yoga space, and a beautifully preserved vintage world map wall that adds charm and peaceful vibes. Outside, the level backyard provides a rare sense of privacy and space, with a beautifully landscaped mature garden and a patio for outdoor entertaining and relaxing. A detached three-car garage is discreetly positioned at the rear of the property. Located on one of Shadyside’s most picturesque tree-lined streets, this exceptional residence offers convenient access to renowned schools, boutique shopping, acclaimed restaurants, major universities, world-class medical centers, and everything Pittsburgh’s vibrant East End has to offer.

719 Amberson Ave, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$900,000
3 Beds ⋅ 5 Baths
Unique Mixed-Use Opportunity in the Heart of Shadyside Welcome to 5884 Ellsworth Avenue, a truly unique and iconic Shadyside property offering endless possibilities for investors, entrepreneurs, artists, and owner-occupants alike. Home to the renowned Photo Forum since 1986, this one-of-a-kind property consists of three distinct units: a commercial café space, a residential apartment/art gallery, and a separate two-bedroom house. The main building features a charming 30-seat café on the first floor, currently configured for food and beverage service. Rich in local history, the space once housed the beloved Con Alma before its move downtown. Guests can enjoy a beautifully landscaped 35-seat outdoor patio complete with a tranquil koi pond and mature gardens, creating an inviting urban oasis. The upper levels of the main building offer exceptional live/work flexibility. The second floor is currently home to the Photo Forum photography gallery and includes a kitchen with access to a private deck. The residential space extends to the third floor, offering a spacious one-to-two-bedroom apartment highlighted by a stunning solarium. Above it all, a rooftop deck provides breathtaking panoramic views of Shadyside and the surrounding neighborhoods. Adding even more value, the property includes a separate two-bedroom house located at the rear of the lot with alley access, creating additional rental income potential, guest accommodations, or owner occupancy options. Outdoor living and entertaining spaces abound, from the café patio to the private residential deck and expansive rooftop terrace. Situated in one of Pittsburgh's most walkable neighborhoods, the property enjoys constant foot traffic and is just steps from the shopping, dining, and entertainment districts of Shadyside and East Liberty. Major universities, hospitals, and employment centers are only a short drive away. Whether you're seeking an investment opportunity, a live/work environment, or a landmark property with character and history, 5884 Ellsworth Avenue is a rare offering unlike anything else on the market.

5884 Ellsworth Ave, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$489,000
3 Beds ⋅ 1 Baths
Charming 3-bedroom Victorian in the heart of Shadyside with garage parking. Features 10-foot ceilings on the first floor, hardwood floors throughout, and an updated galley kitchen with granite countertops, Miele wall ovens, and a Miele warming drawer. Space available to add a first-floor powder room. Second floor offers two bedrooms, a den, and a renovated full bath. Expansive walkout basement with 10-foot ceilings provides excellent storage or future finishing potential. Enjoy a private rear courtyard, newer front porch, and fenced yard. A wonderful blend of classic character and modern updates in a prime location.

5733 Kentucky Ave, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$3,900,000
6 Beds ⋅ 6 Baths
Welcome to 1101 Shady Avenue—where effortless luxury meets the best of the East End. Set on lush, manicured grounds, this estate delivers true country club living at home, complete with a private pool, sport court, and putting green—an everyday escape designed for both play and entertaining. Inside, timeless architecture meets a fresh, elevated feel. Expansive, light-filled spaces flow seamlessly from room to room, creating a layout that lives as beautifully as it entertains. The kitchen anchors the home, opening to inviting gathering spaces that strike the perfect balance between relaxed and refined. With 6 bedrooms and 5.5 baths, the home offers exceptional flexibility for family and guests alike. The primary suite is its own retreat, featuring a custom dressing room and a spa-level, marble-clad bath designed for total unwind. Tucked in one of Pittsburgh’s most coveted neighborhoods, just moments from Shadyside’s best dining, boutiques, hospitals, and universities, this is a rare offering—private, polished, and effortlessly cool.

1101 Shady Avenue, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,299,000
5 Beds ⋅ 4 Baths
Major price improvement! Seller is relocating and highly motivated to make a deal. An incredible opportunity to own a unique Victorian loft. 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, minimalist sanctuary that harmonizes historical grandeur with modern simplicity. The Dance of Light At the heart of the home lies a breathtaking two-story Loft. As the sun begins its descent, the space is flooded with golden, warm hues, seamlessly bringing the outdoors in. The shimmering sunlight creates a rhythmic vitality throughout the room, turning the interior into a living canvas of light and shadow. The Cloud Room: A Sanctuary of Silence In stark contrast to the sun-drenched loft, tucked between the kitchen and the dining area, lies "The Cloud Room." This windowless, secret chamber offers total tranquility. With its built-in bookshelves and private bar, it serves as a quiet retreat for contemplation, reading, or an evening glass of wine. An Urban Oasis The garden and courtyard have been designed with a philosophy of "Sui Yuan" (ease and serenity), creating an extraordinarily quiet atmosphere in the heart of the bustling city. It is a rare urban hideaway that invites you to linger and never want to leave. Key Features: Designed by a distinguished Professor of Architecture. Dramatic two-story Loft with exceptional western exposure. The "Cloud Room": A unique, windowless library and bar. Serene private courtyard and minimalist landscaping. A thoughtful blend of 1900 Victorian character and 1980s minimalism.

5820 Howe St, Shadyside

Listing courtesy of THE GREENE REALTY GROUP.

$2,950,000
8 Beds ⋅ 6 Baths
Homes of this caliber are increasingly rare—not simply because of their architecture, but because they continue to live so beautifully. Carefully preserved, thoughtfully updated, and remarkably adaptable, 400 Devonshire is equally suited for elegant entertaining, multigenerational living, working from home, or simply enjoying the comfort and character of a residence that feels both established and timeless. The main residence offers seven bedrooms, three full bathrooms, and two half bathrooms. Above the detached two-car garage, the fully renovated carriage house provides exceptional flexibility with a private guest suite, full bathroom, eat-in kitchen, and laundry—ideal for extended family, long-term guests, a home office, or a creative studio. Ideally located just blocks from Shadyside's boutiques, cafés, acclaimed restaurants, parks, and Pittsburgh's premier cultural and academic institutions—including Carnegie Mellon University and the University of Pittsburgh—the home offers a lifestyle defined by walkability, convenience, and enduring neighborhood charm. A gracious entry welcomes you into a thoughtfully designed first floor featuring two spacious living areas, a formal dining room, an eat-in kitchen, and a dedicated office. Throughout the home, original architectural details—including soaring ceilings, generous room proportions, rich millwork, and abundant natural light—blend seamlessly with a floor plan that adapts effortlessly to modern living. Several bedrooms have been thoughtfully reimagined as home offices, lounge spaces, and entertainment rooms, demonstrating the home's remarkable versatility. Outside, mature gardens create a private urban retreat, highlighted by tranquil landscaping and a picturesque koi pond. The outdoor spaces feel as inviting as the interiors, offering peaceful settings for entertaining or quiet relaxation. Thoughtfully integrated modern improvements, including discreet solar panels, enhance efficiency while preserving the home's historic character and architectural integrity. The result is a residence that honors its past while meeting the expectations of contemporary living—a truly exceptional offering in one of Pittsburgh's most sought-after neighborhoods.

400 Devonshire St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$594,900
2 Beds ⋅ 3 Baths
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 Built Ins, Crown Molding, wainscoting and a Fireplace. Powder Room with a Pedestal Sink and a built in closet. A Living Room with Tasteful Crown Molding, Accented Woodwork, Built ins and a Fireplace, an Easy Access into the Fenced In Courtyard where You can Relax and Entertain with a Bliss. The Upper Level Offers Hardwood Floors and Plenty of Light. An En-Suite with a Walk-in Shower, a Beautiful Vanity witha Marble Countertop, Wainscoting, Crown Moldings, a Walk-in Closet and a Laundry Room. The Second Generously Sized Bedroom also Offers an En-Suite Bathroom with a Tub/Shower Combo. The 1 Car Garage Conveniently Located Right off Of the Kitchen where Unloading your Groceries is at Ease. A walking Distance to Frick Park, Colleges, Shopping and Entertainment.

1 Schoolhouse Ln, Shadyside

Listing courtesy of RE/MAX SELECT REALTY.

$1,190,000
5 Beds ⋅ 4 Baths
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, and stainless steel appliances, creating a stylish and highly functional centerpiece of the home. The second floor includes three bedrooms, highlighted by a spacious primary suite featuring a fireplace, custom closet, and updated en suite bath. A conveniently located washer and dryer are also located on the second floor. The third floor offers two additional bedrooms along with a large open living space that provides flexibility for a family room, guest retreat, playroom, or home office. A full basement provides additional storage and potential. The property also features a two-car garage and additional off-street parking—an exceptional convenience in the city. All just minutes from Shadyside’s shopping, dining, and neighborhood amenities. Amazing location, amazing home! MUST SEE!

416 Denniston St, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,955,000
7 Beds ⋅ 4 Baths
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 reflects the scale and elegance of a bygone era. A rare highlight is the large, flat, and exceptionally private fenced backyard, offering estate-like grounds seldom found in this location—ideal for outdoor entertaining, gardens, or a quiet retreat. The carriage house/garage provides additional flexibility and long-term potential, allowing for thoughtful enhancements tailored to modern luxury living. With gracious proportions, strong architectural integrity, and an irreplaceable setting, this is a unique opportunity to steward and elevate a historic Shadyside estate for the next generation.

4916 Wallingford St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$2,100,000
3 Beds ⋅ 4 Baths
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 a fourth 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, surrounded by green space and steps from Walnut shopping and dining. This special residence has everything.

800 Amberson, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$590,000
3 Beds ⋅ 4 Baths
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 and elegant staircases add architectural interest throughout. Enjoy the luxury of a two-car off-street parking pad—a true rarity in this prime location! Just steps from Walnut Street’s boutiques and dining, and less than a mile from Pittsburgh's universities and major medical centers, this property offers the ultimate in convenience and city living. An added bonus of the location also allows for business or mixed-use possibilities, making it a standout opportunity for those seeking a home with both style and purpose.

627 S Aiken Ave, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

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