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$339,000
2 Beds ⋅ 2 Baths
Welcome to "Fairytale City Living" in a STUNNINGLY LARGE 2Bed/2Full Bath, 1253ft.², MOVE-IN-READY and beautifully sophisticated Open-Floor-Plan with private balcony in coveted SHADYSIDE where you walk to universities, hospitals, offices, cultural centers, fitness/yoga , amazing restaurants & shopping where you will never need a car! You are greeted with expansive wall to wall windows (some floor to ceiling) drenching the huge living and dining room with natural light. The modern kitchen has been updated with granite, stainless steel appliances, richly finished cabinetry, stylish backsplash and bar area. This home offers an incredibly large owner's suite with a generously sized bath, exceptional walk-in closet, and more wall to wall windows to view the lush foliage that spans the entire home. The oversized light filled secondary bedroom has a nicely tiled full bathroom across the hall making it convenient for your guests. You will find abundant storage throughout this luxury condo. Maintenance Free City Living At It's Finest! Will Not Last Long! Schedule Your Tour Today:))

5619 Kentucky Ave Unit 202, Shadyside

Listing courtesy of KELLER WILLIAMS EXCLUSIVE.

$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 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.

$210,000
1 Beds ⋅ 1 Baths
All that Shadyside has to offer, literally at your doorstep. Welcome to Shady Court Condominiums. This nicely updated ground floor condo located in the heart of one of Pittsburgh's most desirable neighborhoods! This 1-bedroom, 1-bathroom home puts you minutes from the quintessential Shadyside experience. Enjoy the Main Street USA feel that offers easy access to Pitt, CMU and other area universities, as well as both UPMC and West Penn Hospital Systems. The inviting open layout is highlighted by sleek flooring throughout, creating a sense of flow between the spaces. The kitchen is fully equipped with stainless steel appliances, granite countertops and breakfast bar, making meal prep and casual dining a breeze. You'll also enjoy the added convenience of in building laundry and secure entry. The coffee shops, bars, restaurants and top notch retail experience that have defined Shadyside for decades begins just down the block to your left. Turn to your right and you'll find the newest Commonplace Coffee location. Whether you’re a first-time buyer, rightsizing, or looking for a city retreat, this property offers a wonderful combination of convenience and style. This is a rental friendly building. Don’t miss out on this fantastic opportunity—schedule your showing today!

5708 Walnut Street Unit G-1, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$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.

$200,000
1 Beds ⋅ 1 Baths
Beautifully renovated 1-bedroom, 1-bath condominium in the heart of Shadyside! This move-in-ready condo combines modern updates with low-maintenance living in one of Pittsburgh's most sought-after neighborhoods. The bright, inviting interior features stylish finishes and a functional layout designed for everyday comfort. Luxury vinyl plank flooring, renovated kitchen and bath. Ideally located just minutes from UPMC hospitals, the University of Pittsburgh, Carnegie Mellon University, and Chatham University. Perfect for medical professionals, faculty, students, or anyone seeking an exceptional location. Enjoy being just steps from Shadyside's boutique shopping, popular restaurants, cafés, parks, and public transportation, with easy access to Oakland, Downtown Pittsburgh, Bakery Square, and major roadways.

5825 5th Ave Avenue Unit 310, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$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.

$235,000
2 Beds ⋅ 2 Baths
Experience maintenance-free living in one of Pittsburgh's most sought-after condominium communities Amberson Towers—located in the heart of Shadyside. Unit 418 is where comfort, convenience, and timeless style come together. This beautifully maintained two-bedroom, two-bath residence offers the perfect blend of updated comfort, convenience, and an unbeatable location just moments from shopping, dining, universities, hospitals and entertainment. Updated flooring, fresh paint, a refreshed kitchen, and modern fixtures make this home truly move-in ready—offering a turnkey opportunity that's simply waiting for you to make it your own. Life at Amberson Towers extends well beyond your front door. 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 24-hour maintenance. Explore the photos, take in everything this exceptional home and the sought-after Amberson Towers community have to offer, and imagine yourself living in the heart of Shadyside. Opportunities like this don't come along often—schedule your private tour today and make your move before someone else does!

5 Bayard Road Unit 418, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$225,000
2 Beds ⋅ 1 Baths
**Exceptional Location in the Heart of Shadyside/East Liberty! This Beautifully updated 2-bedroom home just steps from Bakery Square and the Walnut Street shopping district, with popular restaurants, cafés, boutiques, and specialty shops right outside your door. Easy access to Pitt, CMU, UPMC, and downtown via nearby public transportation. **Inside, the thoughtfully renovated kitchen and bathroom showcase contemporary finishes and timeless design. The spacious living room provides a versatile layout with plenty of room for entertaining, relaxing, or working from home. Two generously sized bedrooms offer comfort and flexibility, while hardwood floors throughout add warmth, character, and easy maintenance. **A standout feature is the rooftop deck, where you can enjoy panoramic city views, sunshine, and beautifully maintained flower gardens—an inviting retreat for morning coffee, evening sunsets, or entertaining guests.

372 S Highland Ave Unit 102, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$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.

$599,900
3 Beds ⋅ 2 Baths
Welcome to 411 The Lofts at Shadyside, a double-unit condominium in one of Shadyside’s most sought-after neighborhoods. Filled with natural light, this residence showcases industrial-style ceilings, exposed brick walls, three spacious bedrooms, an open kitchen, two full baths, a laundry room, and new wall-to-wall carpeting. It also includes access to a two-car tandem garage space and storage in the building. The secure building is professionally managed on-site and offers a rooftop deck with incredible views.

5850 Centre Ave Unit 411, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP.

$219,900
1 Beds ⋅ 1 Baths
Welcome to Unit #104 at Amberson Towers Condominium in the heart of Shadyside. Beautifully updated throughout and move-in ready, this thoughtfully renovated residence offers the open floor plan, functionality, and modern finishes today’s buyers are seeking—all with the convenience of first floor living. Updates include flooring throughout, crown molding, replacement interior doors, a custom closet organization system, and a renovated bathroom with updated tile and vanity. Ideally located just minutes from Carnegie Mellon University, the University of Pittsburgh, renowned medical centers, and Shadyside’s premier dining and shopping destinations. Residents enjoy convenient parking options, while the monthly HOA fee covers all utilities, building maintenance, and security—providing exceptional value and truly low-maintenance living.

5 Bayard Rd Unit 104, Shadyside

Listing courtesy of CENTURY 21 FRONTIER REALTY.

$550,000
DUPLEX IN PRIME SHADYSIDE LOCATION! Endless opportunity with this home! You can keep it as a duplex and maintain a steady income from both units. You could owner occupy one unit and rent out the other. Or you could remove the wall separating the units and restore this home to a stunning single-family home. Unit #1 is a one bed and one full bath apartment with a fully equipped kitchen and roughly 815 sq. feet. Unit #2 boasts that Shadyside home charm. Mixing the old school charm with the modern updates supporting roughly 1,500 sq. feet and 3 bedrooms, 2 full bathrooms. Both units have their own laundry. To save the best for last, location, location, LOCATION! This home is walking distance to S. Highland St, Walnut St. & Bakery Square!

5972 Alder Street, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$209,000
1 Beds ⋅ 1 Baths
GREAT INVESTMENT OPPORTUNITY IN THE HEART OF SHADYSIDE WITH 2 OFF-STREET PARKING SPACES!! Blocks to CMU, PITT, Chatham University, Shadyside Hospital, Walnut Street Shops and Restaurants. On the main bus line for Public Transportation and Universities. Move in ready, SECURE BUILDING, Laundry Room in Basement. Lots of Natural Light. Vinyl Flooring throughout with Carpet in the Bedroom. This condo has a STORAGE UNIT! HOA fee covers Water, Sewage, Gas, Gas Heat, and Trash Removal. OWNER is RESPONSIBLE for ELECTRIC. Units in this building CAN BE RENTED.

5237 Fifth Avenue Unit B1, Shadyside

Listing courtesy of RE/MAX SELECT REALTY.

$184,900
1 Beds ⋅ 1 Baths
Welcome to Amberson Towers Condominium in the heart of Shadyside! This upscale high-rise offers the perfect blend of convenience, comfort, and flexibility—whether you're ready to move right in or add your own personal touch. Unit 215 boasts boats plenty of natural light, updated kitchen and bath and a bonus room with a murphy bed that can be used as an office, guest room or dining room. Ideally located, you’re just minutes away from Carnegie Mellon University, the University of Pittsburgh, and renowned local hospitals, as well as the popular dining spots and vibrant shopping that Shadyside has to offer. Amberson Towers delivers a full-service lifestyle with exceptional amenities, including 24/7 security, a fully staffed management office with an on-site property manager, a well-equipped fitness center with streaming TV, a spacious party room, a guest suite, and a library. Parking options include three levels of indoor garage spaces (available for a fee) along with limited outdoor parking. Plus, the monthly HOA fee provides outstanding value by covering all utilities, building maintenance, and security. Everything you need is right at your door!

5 Bayard Rd Unit 215, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,350,000
3 Beds ⋅ 4 Baths
Discover luxury newer construction at 5133 Fifth Avenue in Shadyside, Pittsburgh's most prestigious neighborhood. Completed in 2023, this approximately 3,099-square-foot townhome features a private elevator accessing all three floors, an open floor plan, and high-end finishes throughout. The gourmet kitchen boasts Miele appliances and custom cabinetry. The living space anchors around a built-in fireplace with custom tile surround. Sonos built in speakers and the TV create an elevated entertainment space. The primary suite offers a Juliet balcony, 110-square-foot custom walk-in closet, and spa-like bath with soaking tub and walk-in shower. A dedicated office with built-ins and two guest rooms occupy the third floor, providing complete separation from the primary suite. Additional features include Sonos sound system, two-car garage, and a prime Shadyside location steps from museums, restaurants, fine dining, shopping, parks, Carnegie Mellon University, and the University of Pittsburgh. One of the few new construction homes in this established neighborhood.

5133 5th Avenue, Shadyside

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$549,900
3 Beds ⋅ 3 Baths
Rare Opportunity: Stunning Townhouse on a Private Road in Shadyside Discover this exceptional townhouse, nestled in a private community in one of Shadyside’s most desirable pockets. Offering the perfect blend of privacy and convenience, it sits tucked away amid mature trees yet remains just steps from the neighborhood’s vibrant shops, dining, and amenities. Key Features Include: • Ground Level: An extra-long two-car garage with abundant storage space, plus a dedicated dry storage room. • Main Living Level: An inviting living room, elegant formal dining room, fully equipped kitchen, casual breakfast dining area, and a convenient powder room. • Second Floor: A spacious primary suite featuring an en-suite bathroom and generous walk-in closet, a secondary bedroom, a full hallway bathroom, and a laundry closet equipped with a washer and dryer. • Third Floor: A versatile third bedroom, ideal for guests, a home office, or additional living space. This beautifully designed home boasts abundant storage throughout—including multiple closets and pantry space—along with expansive windows that flood the interior with natural light. Surrounded by lush greenery, it delivers a serene, secluded atmosphere while maintaining effortless access to everything Shadyside has to offer. A truly rare find—schedule your private showing today!

9 Graham Pl, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED PROP.

$1,300,000
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.

$1,199,900
Rare opportunity to own a beautifully maintained and income-producing property in the heart of Shadyside. This charming Victorian-style property features high ceilings, timeless character, and numerous updates throughout. The property consists of three residential units, including two 2-bedroom, 1-bath apartments and one spacious 2-bedroom, 1.5-bath apartment and a finished Basement. All units are currently occupied, providing immediate rental income. Major improvements include updated furnaces, central air conditioning systems, roof, windows, doors, rear deck, and hot water tanks. Separate electric service is provided for each unit. A common laundry area is located in the basement for tenant convenience. Situated on a quiet street with ample off-street parking, this property offers an exceptional location just minutes from Shadyside's shopping, dining, entertainment, hospitals, and universities, as well as nearby Bloomfield's vibrant restaurant and nightlife scene. Whether you're expanding your investment portfolio or seeking a prime multifamily property in one of Pittsburgh's most desirable neighborhoods, this fully rented property is must-see.

191 Morewood Ave, Shadyside

Listing courtesy of REALTY ONE GROUP GOLD STANDARD.

$1,045,000
Rarely available and ideally located 5 unit in the heart of Shadyside. This 5-unit multifamily property presents an outstanding opportunity for investors seeking stable cash flow & long-term appreciation in one of Pittsburgh's most desirable neighborhoods. Two of the units extensively updated in the last two years. 8 bedrooms total, fully occupied. Positioned just minutes from Walnut Street's vibrant shopping and dining district, major employers, universities, hospitals, and public transportation, the property benefits from consistent tenant demand driven by professionals, graduate students, medical personnel, and long-term residents alike. 5 units total- two units are 1 bedrooms, three units are 2 bedrooms.

659 Maryland Ave, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$1,045,000
Rarely available and ideally located in the heart of Shadyside, this 5-unit multifamily property presents an outstanding opportunity for investors seeking stable cash flow & long-term appreciation in one of Pittsburgh's most desirable neighborhoods. Two of the units extensively updated in the last two years. 8 bedrooms total, fully occupied. Positioned just minutes from Walnut Street's vibrant shopping and dining district, major employers, universities, hospitals, and public transportation, the property benefits from consistent tenant demand driven by professionals, graduate students, medical personnel, and long-term residents alike. 5 units total- two units are 1 bedrooms, three units are 2 bedrooms.

659 Maryland Ave, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$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.

$1,000,000
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.

$1,000,000
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.

$1,050,000
Prime Shadyside investment opportunity located between Walnut Street and Elsworth Avenue, the heart of Shadyside's walk-able neighborhood and vibrant shopping/dining districts as well as close to universities, hospitals and entertainment venues in the East End, Oakland and Downtown areas. Fully rented, the building masterfully blends old-world character—featuring ornate decorative mantels and historic fireplaces—with modern amenities that modern renters demand. Dual covered front and side porches offer classic curb appeal, while the rare, detached 4-car garage adds value and creates a natural boundary in the rear. This setup forms a private, usable backyard and green space—a premium commodity that heavily drives tenant retention in dense urban neighborhoods which keep vacancy rates near zero. One -2Bbedroom ($1,350); three - 1Bedroom ($1,350, $1,250, $1,180); one Studio ($960); one Efficiency ($750). All tenant gas and electric are separated and tenants pays in addition to rent. The detached garage features a full length storage area above. The garage spaces are currently included in 4 of the tenant lease but have been leased to commercial owners on Walnut Street in the past. This property is ideal for investors or entrepreneurs looking to secure a presence in one of Pittsburgh’s most well established neighborhoods.

708 S Negley Avenue, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$2,800,000
Located in the Heart of Shadyside - 16,000 sqft FULLY RENOVATED facility at the signalized corner of Centre and S. Graham. This facility offers the rare blend of architectural character and flexible commercial functionality - ideal for office, creative retail or specialty-use occupiers seeking a distinctive presence in Pittsburgh's East End. With over $1.1 Million in capital improvement - roof, electrical, HVAC, exterior cleaning and repointing, parking lot (10 vehicles) with elevator that services all three floors. Easy access to UPMC and AHN Hospitals as well as CMU and University of Pittsburgh and retail located on Walnut Street.

486 S Graham St, Shadyside

Listing courtesy of HOWARD HANNA LANGHOLZ WILSON ELLIS.

$179,000
1 Beds ⋅ 1 Baths
Welcome to 400 S Highland Ave #10, a top-floor condo in the heart of Shadyside offering the perfect blend of convenience, comfort, and city living. Located just steps from some of Pittsburgh’s best shopping, dining, coffee shops, and nightlife, this home places you in one of the city’s most sought-after neighborhoods. Inside, you’ll find bright and inviting living spaces filled with natural light, a functional layout, and elevated views from the top floor that make the space feel open and airy. Designed for comfortable, low-maintenance living, the condo offers a practical flow ideal for both everyday living and entertaining. This prime location provides quick access to East Liberty, Bakery Square, downtown Pittsburgh, major hospitals, and nearby universities, making it an excellent option for professionals, students, or anyone seeking convenience and connectivity. If you’ve been searching for a condo in Shadyside with a great layout, top-floor views, and walkability to everything the neighborhood has to offer, 400 S Highland Ave #10 is an opportunity you won’t want to miss.

400 S Highland Ave Unit 10, Shadyside

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$649,000
3 Beds ⋅ 3 Baths
Welcome to 5445 Fifth Avenue — a fabulous two-story townhouse in the heart of highly sought-after Shadyside. Bathed in natural light from oversized windows, this beautifully renovated residence seamlessly blends timeless charm with modern updates, offering effortless city living in one of Pittsburgh’s most vibrant neighborhoods. The thoughtfully designed main level features an expansive living room, an adjacent dining room ideal for entertaining, and a stylish galley kitchen complete with crisp white cabinetry and stainless steel appliances. An additional flex space provides the perfect opportunity for a home office, den, or potential fourth bedroom. Upstairs, you will find three generously sized bedrooms, including a serene en-suite primary retreat. Ample closet space and storage throughout add to the home’s everyday functionality. The finished lower level offers incredible versatility — ideal as a game room, family room, fitness area, or media space. Perfectly positioned just blocks from bustling Walnut Street, this exceptional home places the very best of Shadyside right outside your door. Enjoy easy access to Bakery Square, Downtown Pittsburgh, the Strip District, world-class hospitals, and leading universities, making daily commutes and weekend outings a breeze. Beautifully updated and impeccably located, 5445 Fifth Avenue is truly move-in ready — offering the rare opportunity to become part of one of Pittsburgh’s most desirable neighborhoods.

5445 Fifth Avenue, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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