Shadyside Homes for Sale

Shadyside Homes for Sale

Welcome to Shadyside, a charming neighborhood nestled in the heart of Pittsburgh, Pennsylvania, within Allegheny County. Known for its vibrant atmosphere and rich history, Shadyside is a delightful blend of urban sophistication and suburban tranquility. Tree-lined streets are adorned with stunning Victorian and contemporary homes, making it a picturesque setting for families, young professionals, and retirees alike.

Shadyside is celebrated for its eclectic mix of boutiques, cafes, and restaurants, offering a culinary scene that caters to every palate. Whether you're in the mood for a cozy coffee shop, a trendy bistro, or an upscale dining experience, you'll find it all just a stone's throw away. The area is also home to beautiful parks and green spaces, perfect for leisurely strolls, picnics, or outdoor activities.

For those considering a move, Shadyside boasts a diverse array of homes for sale. From charming historic residences that exude character to modern condominiums featuring state-of-the-art amenities, there’s something here for everyone. The real estate market in Shadyside is dynamic, with properties that often reflect the unique architectural styles of the neighborhood, ensuring you find a home that truly feels like yours.

With its blend of culture, convenience, and community spirit, Shadyside is more than just a place to live—it's a lifestyle. Explore the homes for sale today and discover why so many are proud to call this vibrant neighborhood their home. Embrace the charm of Shadyside, where every street tells a story and every home is a gateway to a fulfilling life.

Newest Shadyside Homes for Sale

$650,000
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.

$650,000
5 Beds ⋅ 3 Baths
Built in 1902, this three story Shadyside Victorian surprises at every turn. Larger than it appears from the street, the home unfolds across five bedrooms and two and a half bathrooms, with a level of original architectural detail that stops people in their tracks. From the moment you step inside, the craftsmanship is extraordinary. Original Eastlake millwork graces the principal doorways with intricate fretwork transoms, ornate spindlework, and geometric latticework that speak to a level of artistry rarely seen in modern construction. Richly carved newel posts, turned balusters, bracketed stair stringers, and substantial wood casings run throughout in remarkably preserved condition. Decorative fireplaces anchor nearly every room, and large windows flood the interiors with natural light. Art glass windows add quiet elegance in select rooms, while a colorful stained glass transom as you enter the sunroom is a genuine showstopper. Period-appropriate brass and frosted glass light fixtures cast a warm glow throughout, from the scrollwork chandelier in the living room to the delicate globe pendants in the dining room and the etched glass fixture gracing the upper hallway. This is a home that rewards every glance. The floor plan flows naturally and graciously. A welcoming living room opens to a formal dining room, creating an ideal space for gathering and entertaining, both graced with beautiful hardwood floors. A light-filled sunroom off the living room, modernized with skylights, is an irresistible retreat for morning coffee, reading, or tending to a flourishing plant collection. A substantial family room, currently staged as a home office, features built-in shelves, glass door cabinets, and richly toned woodwork that make it one of the home's most compelling spaces. The thoughtfully modernized kitchen is both beautiful and functional, with upgraded cabinetry, quartz counters, stainless steel appliances, and a peninsula for casual seating. A side door off the kitchen opens to a covered stoop, a convenient everyday entrance and exit. A rare intact rear staircase connects the kitchen directly to the second floor, a charming and practical feature original to homes of this era. The five large bedrooms are thoughtfully distributed across two floors. The second floor offers three bedrooms and a full bathroom, while the entire third floor provides two additional bedrooms, a full bathroom, and a large walk-in closet, a private and flexible retreat with endless possibilities. A powder room on the main level adds everyday practicality, and the massive basement provides laundry facilities and exceptional storage. Shadyside is one of Pittsburgh's most walkable and sought-after neighborhoods, and this address puts the very best of it within easy reach. Centrally located between Highland Park, Frick Park, and Schenley Park, and walkable to Mellon Park, with some of Pittsburgh's finest cultural amenities and recreational opportunities nearby, the setting is as appealing as the home itself. Trader Joe's, Whole Foods, and Target are all a short walk away, as is the new Meridian development. Walnut Street, Ellsworth Avenue, South Highland Avenue, and Bakery Square offer some of Pittsburgh's best dining, shopping, and everyday conveniences, all within easy reach. Add Carnegie Mellon University, the University of Pittsburgh, UPMC, and Pittsburgh's booming tech corridor to the mix, and the location speaks for itself. A stroll through the neighborhood is a walk through Pittsburgh history, where tree-lined streets and beautifully preserved historic homes reflect a community that has always taken pride in where it lives. This is Shadyside living the way it was meant to be.

6313 Kentucky Ave, Shadyside

Listing courtesy of RE/MAX REAL ESTATE SOLUTIONS.

$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.

$469,000
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.

$375,000
3 Beds ⋅ 2 Baths
Hidden in one of Pittsburgh's best-kept pockets, this distinctive home offers the perfect blend of privacy, space, and unbeatable convenience. Tucked away just off S. Negley Avenue and Centre Avenue, you'll enjoy being just moments from Shadyside and West Penn Hospitals, Market District, Walnut Street, Bloomfield, and some of the city's best dining, shopping, and entertainment. Whether you're a physician, nurse, hospital employee, or simply someone who loves living close to everything, this location is hard to beat. Step inside and you'll immediately be drawn to the dramatic two-story living room, where soaring ceilings and abundant natural light create an inviting, open atmosphere. The living room flows seamlessly into the dining area, while hardwood floors add warmth and character throughout the main level. The spacious eat-in kitchen offers plenty of room for everyday living and entertaining, with the opportunity to update it to reflect your own style. Outside, enjoy a brand-new front porch or unwind on the private rear porch and patio, tucked beneath a beautiful canopy of mature trees. Upstairs, the unique primary suite overlooks the living room below and features a cozy sitting area, an oversized bath, and a generous dressing area. The third floor offers two additional large bedrooms, providing flexibility for family, guests, a home office, or creative space. Move right in and update over time, or transform this home into something truly spectacular. With its exceptional location, distinctive architecture, generous living spaces, and attractive price, this is a rare opportunity to create lasting value in one of Pittsburgh's most sought-after neighborhoods.

412 Noble Street, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$715,000
3 Beds ⋅ 3 Baths
Welcome to 704 Ivy Street, ideally situated on a picturesque tree-lined street in the heart of Shadyside! Just a few minutes walk to vibrant Walnut Street with its popular coffee shops, boutiques, and restaurants, this home also offers an easy commute to Pittsburgh's renowned hospitals, universities, and downtown. Full of timeless character and ready for your personal touch, this spacious home offers endless potential to make it your own. A charming covered front porch welcomes you inside, where you'll find high ceilings, hardwood floors, and generously sized rooms throughout. The inviting living room features a fireplace, while the dining room opens through patio doors to a covered rear porch—perfect for relaxing or entertaining. The large eat-in kitchen offers abundant cabinetry, pantry space, and there is also a convenient first-floor laundry room with lots of storage too! Upstairs, the generous primary suite features an abundance of closet space and a private ensuite bathroom. Two additional spacious bedrooms with roomy closets and a full hall bathroom complete the second floor. The third floor has a finished attic space with built ins for plenty more storage. Enjoy the private fenced rear patio and deck, ideal for outdoor dining, gardening, or entertaining. A detached two-car garage provides excellent parking and storage. The home also has new roof which is an added bonus. A wonderful opportunity to create your dream home in one of Pittsburgh's most sought-after neighborhoods!

704 Ivy Street, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$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.

$4,450,000
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.

$1,000,000
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.

$789,000
3 Beds ⋅ 3 Baths
Welcome to The Revival - a masterful blend of historic soul and modern sophistication in the heart of the city. This beautifully reimagined residence seamlessly combines timeless architectural character with sleek contemporary upgrades, creating a home that feels both warm and elevated from the moment you step inside. Original exposed brick and striking wood beams pay homage to the home’s history, while thoughtful renovations bring it firmly into today’s luxury lifestyle. The centerpiece living space is anchored by a stunning modern fireplace that contrasts perfectly against the home’s rich textures and industrial-inspired details. The fully renovated kitchen delivers clean lines, sleek finishes, updated cabinetry, and modern functionality designed for both daily living and entertaining. Contemporary bathroom fixtures and stylish upgrades throughout the home create a polished, designer feel without sacrificing charm or authenticity. Rare for a home with this level of character, The Revival also features a coveted two-car garage, offering convenience that perfectly complements the home’s urban appeal. Perfectly positioned in one of Pittsburgh’s most vibrant and walkable neighborhoods, you’re just moments from Walnut Street, neighborhood bakeries, cafés, restaurants, boutiques, and everything that makes city living exciting. Whether grabbing coffee on a quiet morning or enjoying a night out steps from your front door, this location captures the very best of Pittsburgh living. This is not simply a renovation…it’s a rebirth. A home where old-world craftsmanship and modern design collide in all the right ways.

357 Lehigh Avenue, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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