1,295 properties for sale in Shadyside, Pittsburgh city Allegheny County Pennsylvania

Welcome to this beautifully crafted two-story condo located in Pittsburgh's Shadyside neighborhood. This unique residence blends timeless architectural charm with modern convenience, featuring gorgeous original woodworking, coffered ceilings, and abundant natural light throughout. Step into the stunning sunroom, perfect for a morning coffee or a cozy reading nook. The updated kitchen boasts stainless steel appliances, a breakfast bar, and plenty of storage-ideal for both everyday living and entertaining. Upstairs, you'll find two spacious bedrooms and a spacious full bath, while a convenient half bath is located on the main floor. Enjoy the ease of in-unit, full-size laundry, and the rare benefit of a private one-stall garage with additional off-street parking-a true luxury in Shadyside. Situated close to major hospitals, universities, shops, and restaurants, this condo offers the perfect combination of location, character, and convenience

Welcome to this beautifully crafted two-story condo located in Pittsburgh's Shadyside neighborhood. This unique residence blends timeless architectural charm with modern convenience, featuring gorgeous original woodworking, coffered ceilings, and abundant natural light throughout. Step into the stunning sunroom, perfect for a morning coffee or a cozy reading nook. The updated kitchen boasts stainless steel appliances, a breakfast bar, and plenty of storage-ideal for both everyday living and entertaining. Upstairs, you'll find two spacious bedrooms and a spacious full bath, while a convenient half bath is located on the main floor. Enjoy the ease of in-unit, full-size laundry, and the rare benefit of a private one-stall garage with additional off-street parking-a true luxury in Shadyside. Situated close to major hospitals, universities, shops, and restaurants, this condo offers the perfect combination of location, character, and convenience

Exceptional investment opportunity in desirable Shadyside location, this well-maintained duplex offers a versatile unit mix and strong income potential. Featuring a 1-bedroom, 1-bath unit alongside a spacious 3-bedroom, 2-bath unit, the property is ideal for both investors and owner-occupants seeking flexibility and long-term value. This unique property could also be converted to a single family residence. Unit one provides a comfortable and efficient layout, perfect for tenants seeking low-maintenance living, while unit two offers a larger footprint with multiple bedrooms and baths-ideal for families or higher rental income potential. Both units feature bright living spaces, functional layouts, and room for customization or value-add improvements over time. The property includes separate living areas, ample storage, and additional space that can be optimized to further enhance usability and appeal. Whether you're looking to live in one unit while renting the other, or fully lease the

Exceptional investment opportunity in desirable Shadyside location, this well-maintained duplex offers a versatile unit mix and strong income potential. Featuring a 1-bedroom, 1-bath unit alongside a spacious 3-bedroom, 2-bath unit, the property is ideal for both investors and owner-occupants seeking flexibility and long-term value. This unique property could also be converted to a single family residence. Unit one provides a comfortable and efficient layout, perfect for tenants seeking low-maintenance living, while unit two offers a larger footprint with multiple bedrooms and baths-ideal for families or higher rental income potential. Both units feature bright living spaces, functional layouts, and room for customization or value-add improvements over time. The property includes separate living areas, ample storage, and additional space that can be optimized to further enhance usability and appeal. Whether you're looking to live in one unit while renting the other, or fully lease the

Exceptional investment opportunity in desirable Shadyside location, this well-maintained duplex offers a versatile unit mix and strong income potential. Featuring a 1-bedroom, 1-bath unit alongside a spacious 3-bedroom, 2-bath unit, the property is ideal for both investors and owner-occupants seeking flexibility and long-term value. This unique property could also be converted to a single family residence. Unit one provides a comfortable and efficient layout, perfect for tenants seeking low-maintenance living, while unit two offers a larger footprint with multiple bedrooms and baths-ideal for families or higher rental income potential. Both units feature bright living spaces, functional layouts, and room for customization or value-add improvements over time. The property includes separate living areas, ample storage, and additional space that can be optimized to further enhance usability and appeal. Whether you're looking to live in one unit while renting the other, or fully lease the

Welcome to this beautifully crafted two-story condo located in Pittsburgh's Shadyside neighborhood. This unique residence blends timeless architectural charm with modern convenience, featuring gorgeous original woodworking, coffered ceilings, and abundant natural light throughout. Step into the stunning sunroom, perfect for a morning coffee or a cozy reading nook. The updated kitchen boasts stainless steel appliances, a breakfast bar, and plenty of storage-ideal for both everyday living and entertaining. Upstairs, you'll find two spacious bedrooms and a spacious full bath, while a convenient half bath is located on the main floor. Enjoy the ease of in-unit, full-size laundry, and the rare benefit of a private one-stall garage with additional off-street parking-a true luxury in Shadyside. Situated close to major hospitals, universities, shops, and restaurants, this condo offers the perfect combination of location, character, and convenience

Pull around back and park in one of two off-street parking spots! Notice the newer stamped concrete that runs from the front sidewalk to the back providing a great space for picnics and private lounging! Inside, entering through the front, you’ll love the HIGH ceilings and millwork. Entering from the back, you’ll embrace the large mudroom with an adjacent full bathroom or use the other door for direct access to the kitchen! The first floor has gorgeous hardwood flooring, French doors between the living and dining room, and a well-equipped kitchen. The second floor has a convenient laundry area, large bathroom, a guest room and primary bedroom. The third floor has two more bedrooms that double as great spaces for an office or TV room! Roof, gutters, facia and ridge vent were replaced in 2024 along with a tankless water heater! 2024 also welcomed a new house trap and sewer lateral liner! The location cannot be beat – so close to the Shadyside shops, Bloomfield markets, East Liberty and F

Completely updated and lovingly maintained house in the heart of Shadyside! So charming with original character and fresh modern updates throughout. Gorgeous entry welcomes you with arched windows, slate floors & natural light! Ten-foot ceilings, gleaming hardwoods, and pretty moldings. Gourmet kitchen with breakfast book, great cabinet and counter space, SubZero, and high-end appliances. Spacious living room with built-ins and a fireplace. Stunning dining room with fireplace and bay window. Hard to find a first-floor family room has flexible layout options. The second floor has two suites, including a primary suite with a fireplace, sitting room & dressing area. The third floor has two more bedrooms and an updated hall bath. Fabulous newly finished lower level with wet bar, sleek cabinetry, and perfect space to entertain! Great outdoor space with flat side yard and pretty patio. Amazing location near Walnut and Highland shops & restaurants, easy access to hospitals, universities, and

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

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 ad

Experience city living at its finest in this spacious top-floor 2-bedroom, 2-bath condo offering unmatched views and a thoughtfully designed layout. A unique floorplan creates an expanded open-concept living and dining area, while the second bedroom—currently used as a den—features charming French-style bi-fold doors for flexibility and style. Perfectly situated just blocks from universities, major medical centers, restaurants, museums, and parks, this home offers some of Oakland’s best walkable convenience. Enjoy peace of mind with 24-hour security and take advantage of premium amenities, including a stunning rooftop patio with a grilling station, a well-equipped fitness center, indoor parking, and two laundry rooms on each floor. Located on the 9th floor, this residence is filled with natural light from expansive windows showcasing beautiful views of the Cathedral—and even fireworks during Pitt’s Homecoming. The generous open living space comfortably accommodates multiple seating are

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

This beautifully updated 8th-floor unit features a versatile two-bedroom layout, offering flexibility for guests, a home office, or additional living space. Filled with natural light, the home enjoys expansive views and refreshing cross-breezes from its elevated position. Updated flooring runs throughout, creating a stylish and low-maintenance living environment, while two-zone climate control provides added comfort and convenience. Residents of Amberson Towers enjoy a wide range of amenities, including a fitness center, updated party room, rooftop terrace, outdoor patio, laundry facilities, and 24-hour security. An assigned indoor parking space is available for rent. Ideally located in the heart of Shadyside, this home is just minutes from the University of Pittsburgh, Carnegie Mellon University, UPMC medical centers, Walnut Street shopping and dining, Mellon Park, and public transportation. The monthly HOA fee covers water, gas, electric, HVAC, maintenance of common areas, building a

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 contr

Welcome to Wallingford Street — one of the most storied blocks in Pittsburgh’s historic Shadyside neighborhood, where timeless architecture & tree-lined boulevards frame a world of elegance, grace, & cultural charm. Amid this distinguished enclave stands 4749 Wallingford Street, a stately Tudor Revival masterpiece. Lovingly updated from the leaded glass windows to its grand sweeping staircase, to the refinished fireplaces, woodwork, new roof, and windows, every detail offers modern comfort and refined sophistication while preserving its historic soul. Generous rooms, warm light, and architectural integrity along with all new baths create a space that feels majestic. Perfectly situated just minutes from the University of Pittsburgh, Carnegie Mellon University, & UPMC’s world-class hospitals. This is more than a home — it’s a living chapter in Pittsburgh’s architectural legacy. Experience history, craftsmanship, and elegance coming beautifully together in the heart of Shadyside

Situated in a quiet residential setting while still being close to everything, located on the border of Oakland and Shadyside! Rare opportunity to purchase a spacious one bedroom, one bath condominium just a few minutes walk from public transport, Pitt, CMU, UPMC hospitals, museums, restaurants, and anything else you could need. Included with the unit is one indoor garage parking spot and an available additional outside spot for guests or a second vehicle. Inside, the spacious layout includes a versatile bonus room. Beautiful classic herringbone hardwood floors add timeless charm and are easy to maintain. This condo offers comfort, flexibility, and exceptional location value. HOA includes water, sewer, trash, basic cable, snow removal, landscaping, indoor parking and storage unit in garage

Just steps from the shops, cafes, and dining of Walnut St, this beautifully updated Shadyside residence combines timeless character with thoughtful modern updates. A welcoming front porch leads into the foyer and spacious livingu002Fdining 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

Welcome home to this newly painted one-bedroom, one-bathroom condominium in the Historic Highwood Condominiums located in Shadyside. This first floor condominium offers hardwood floors in the living room and bedroom with title in the kitchen and bathroom. Condo offers a large living room and spacious bedroom with eat-in kitchen that is bright and airy. Enjoy the rooftop deck and the panoramic views. There is storage in the unit plus additional locked storage in the basement. Laundry and bike storage are in the basement. Enjoy walking to various restaurants, Ellsworth Avenue, S. Highland, and Walnut business districts. Transportation to Pitt, CMU and Chatham is across the street

Walnut Street in Shadyside is best known for its upscale shopping, fine dining, private boutiques & now, you can live only a few minutes from all of it! This condo conversion does not only have the most sought after location in Shadyside but also has to offer it's new owner 3 bedrooms of considerable size, 2 full bathrooms, 2 car detached garage, log burning fireplace, in unit laundry & has been completely updated including a new roof!

Welcome to 5 Bayard Road, Unit 810—a standout one-bedroom residence in the most desirable East End location, perfectly positioned in the heart of Shadyside and Oakland. This beautifully updated condo shines with its stylish finishes, spacious layout, and sweeping views that fill the home with natural light. Step inside to an inviting open-concept living and dining space where rich flooring, modern lighting, and oversized windows create a bright, contemporary atmosphere. The expansive living room offers plenty of room to relax or entertain, while the large picture window frames a stunning outlook over the neighborhood and beyond. Whether enjoying your morning coffee or winding down at the end of the day, the view is a daily highlight. The kitchen is both sleek and functional, featuring warm wood cabinetry, granite countertops, stainless steel appliances, gas stove, and a designer tile backsplash. It flows seamlessly into the main living area, making everyday living and hosting effortles

Welcome to stylish city living in the heart of Shadyside, where vibrant shops, acclaimed restaurants, and cultural institutions are just a short stroll from your door. This move-in ready residence blends comfort and modern design with thoughtfully upgraded designer features throughout. Step inside to discover an airy living space highlighted by dramatic double-story windows that flood the home with natural light. Textured plaster walls and curated designer light fixtures add warmth and sophistication, creating a refined yet inviting atmosphere. The home offers two well-appointed bedrooms and an updated full bath featuring custom tile, along with a convenient half bath on the main level—perfect for guests. Everyday living is made easy with the added convenience of an in-unit washer and dryer. Outside, a charming brick walkway with elegant planters leads to the building’s attractive lobby with a soaring ceiling, offering a welcoming first impression. The property also includes a designat

A Home that includes a carriage house rental! Unique opportunity for home and income. 2 historic buildings just half a block from Walnut St shops. The 3 story brick front building could be a 5 bedroom single family home or a duplex. Wood floors, high ceilings, lots of natural light. 2 full baths. The rear carriage house is an architectural standout. It is setup as a 2 bedroom single family home aka the Urban Barn. This amazing space is 3 ½ floors, entered from quiet cobble stone court yard. Double story high space in living area, 16' ft high doors that open to south. Some built in furniture, partly furnished. 1st floor is living, dining, kitchen all in one open space with a powder room, quarry tile floor throughout. Second floor is master bedroom and two smaller private rooms, an office nook and a full bathroom, wood floors throughout. A third floor extra sleeping loft higher up accessed by ladder. Basement studio opens to alley-a great for workshop or car storage at alley level. Incre

Welcome to effortless city living in the iconic Amberson Towers, nestled in the heart of Pittsburgh’s highly sought-after Shadyside neighborhood, super close to universities and tons of shopping. This beautifully updated 1-bedroom, 1-bath condo blends timeless character with modern convenience, offering a turnkey opportunity in one of the city’s most prestigious addresses. Step inside to discover a thoughtfully designed open-concept layout, where the fully renovated kitchen flows seamlessly into the living and dining space—perfect for both everyday living and entertaining. The kitchen features contemporary finishes, sleek cabinetry, and upgraded appliances, creating a stylish and functional centerpiece of the home. The spacious bedroom offers comfort and tranquility, while the updated bathroom showcases clean, modern design. Throughout the unit, you’ll find quality upgrades and finishes that elevate the space with a fresh, move-in-ready feel. Amberson Towers is known for its historic c

Welcome to this beautifully updated 1-bedroom, 1-bath condo offering a fresh, modern feel and thoughtful upgrades throughout. Renovated in 2024, the home features all-new flooring, cabinetry, countertops, interior doors, and appliances, creating a clean and cohesive design from top to bottom. The bright and inviting living space is enhanced by newly installed recessed lighting, adding warmth and functionality throughout. The kitchen has been fully refreshed with contemporary finishes and efficient use of space, making it both stylish and practical for everyday living. Additional shelving in the closet provides enhanced storage and organization. The bedroom offers a comfortable retreat, while the updated bathroom reflects the same attention to detail found throughout the home. Laundry facilities are conveniently located in the basement of the building, along with access to a large private storage closet. The monthly HOA fee includes water, sewer, gas, as well as exterior and common area

3 legal units in 2 buildings. Rare opportunity in Shadyside. Half a block from Walnut St businesses. The front brick building has 2 apartments. Unit 1 It has tall ceilings, exposed brick and one bedroom. The 2nd and 3rd floor apartment has 4 bedrooms. It also has an enclosed porch balcony on the front of the house. The 3rd unit is a carriage house that is a large one bedroom with a lot of natural light, slate and wood floors, skylights, & in-suite laundry as well as an integral garage. Could be sold with 712 Filbert St or separately. Great location close to Universities, hospitals, Bakery Square, etc. Pre-inspected