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$1,590,000
6 Beds ⋅ 6 Baths
Timeless Shadyside character meets thoughtful modern luxury. Ideally situated on a quiet, tree-lined one-way street in Shadyside, this beautifully updated 1892 residence offers 6 bedrooms, 4 full and 2 half baths, and four finished levels connected by a stunning wood staircase. At the heart of the home is a show stopping designer kitchen by DB Designs featuring custom cabinetry, premium appliances, a 36” gas range, farmhouse sink, coffee/wine bar and generous island seating. The spacious primary suite features a custom walk-in closet, two additional closets, ensuite bath and private office. Two additional second-floor bedrooms offer exceptional proportions and private baths, while the upper level includes a bedroom with private balcony and views toward the Cathedral of Learning, plus flexible space ideal for a craft room or home office. The finished lower level adds a game room, spacious laundry and abundant storage. Outside, enjoy a professionally landscaped, fully fenced yard with powered aluminum gate, stone patio and firepit area, covered rear porch with privacy screens, and a welcoming front porch. Custom mahogany front doors imported from Poland, updated insulation, smart climate controls, custom window treatments and extensive improvements throughout reflect a home thoughtfully finished for long-term enjoyment. Convenient to Walnut Street, Oakland, Pitt, CMU, hospitals, dining and schools an exceptional combination of historic character, modern comfort and city convenience.

4724 Wallingford St, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$850,000
3 Beds ⋅ 4 Baths
Perfectly positioned in the heart of West Shadyside, just steps from the University of Pittsburgh and Carnegie Mellon University, this meticulously maintained 3-bedroom, 3.5-bath home offers an exceptional blend of comfort, character, and convenience. Inside, spacious and thoughtfully designed living spaces include a welcoming living room with a gas fireplace, a light-filled flex space overlooking the private garden that offers endless possibilities as a home office, library, sitting room, or creative studio, and a convenient powder room. The kitchen is designed for both everyday living and entertaining, featuring a charming built-in banquette in the bay window, wet bar, and Juliet balcony. The private outdoor oasis is truly special, with a beautifully landscaped garden, brick privacy wall, and built-in gas grill—perfect for relaxing or hosting friends. Upstairs, the luxurious primary suite is a peaceful retreat with its own private balcony overlooking the garden, a wood-burning fireplace, and an ensuite bath with a soaking tub and large walk-in shower. A spacious second bedroom sits adjacent to the beautifully updated full bath, while the second-floor laundry adds everyday convenience. The third floor offers a full bath and flexible living space ideal for an in-law suite, guest retreat, home office, or private studio. A two-car garage, abundant storage throughout, and meticulous care complete this truly turnkey home in one of Pittsburgh's most sought-after neighborhoods. Enjoy one of Pittsburgh's most coveted locations, with Schenley Park, world-class universities, UPMC hospitals, neighborhood cafés, restaurants, museums, and the best of both Shadyside and Oakland just moments from your front door.

4722 Bayard Street, Shadyside

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$419,000
3 Beds ⋅ 3 Baths
Less maintenance. More Shadyside. 3 Bedrooms | 2 Full + 1 Half Bath | $419,000 | HOA $350/month Live in Shadyside without having your weekends revolve around taking care of a house. 930 Bellefonte offers something increasingly hard to find in the East End: the character and space of a traditional home paired with the ease of low-maintenance living — all in a location that puts some of Pittsburgh’s best restaurants, shopping, universities and everyday conveniences close at hand. Inside, hardwood floors and a classic fireplace give the home the warmth and character you expect from Shadyside, while thoughtful updates make day-to-day living remarkably easy. The kitchen features granite countertops and stainless-steel appliances, and all three bathrooms were beautifully renovated in 2024. With two full baths and one half bath, this is the only unit in the development offering a third bathroom — a meaningful difference for owners, overnight guests or anyone working from home. The seller's disclosure confirms the three-bath renovation was completed in 2024. The major systems have also received attention. The home has newer central heating and air conditioning, along with an electrical update completed in 2023 that included the electrical panel, breakers and outlets. And one of the biggest future expenses has already been addressed: a new community roof is scheduled for this fall, with the seller's assessment already paid — giving the next owner the benefit without inheriting the cost. The $350 monthly HOA covers exterior maintenance, including landscaping and general maintenance, helping make this a true lock-the-door-and-go lifestyle. But the real appeal of 930 Bellefonte is what happens when you walk out the front door. Grab coffee, meet friends for dinner, walk to Walnut Street, head toward Bakery Square, or enjoy easy access to Pitt, CMU and UPMC. You can live in the middle of one of Pittsburgh's most desirable East End neighborhoods without giving up the comfort and privacy of a three-bedroom home.

930 Bellefonte St, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$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.

$1,199,900
Majestic home that was originally built for Sarah Negley. The main level of this home is exquisite for yourself and your family with two additional incomes. The main level features Unit #1 with a formal living room, gorgeous formal dining room and a kitchen to dream about with plenty of cabinets and high end updaded appliances and a full bath. The second floor of this unit includes 3 bedrooms plus an office, master with bath, laundry room, 2nd full bath and enough storage for everyone. Unit #2 is on the 3rd floor with its own entry and gorgeous stair case with 2 additional bedrooms, full bath and an open living room/kitchen area with an Island. Unit #3 features open living room, kitchen area, full bath, one bedroom. This floor also has an additional laundry room for all tenants. Beautiful fenced in yard with sitting areas and beautiful trees. You will never find anything like this one. Some updated features include H2O 2020, Rhino Shield 2016 (25 year warranty), 3rd floor mitsuibishi unit 2026, dormer painted 2026, Box gutter coating 2020, Roof coating 2024 (Main), Dining room triple window roof coated/wood replaced/repaired 2025, Main furnace newboard/controller 2021, Basement condenser 2016, Back deck & steps replaced 2025, Majority of 1st, 2nd floor windows 2014, Basement glass block window 2014. Attached to the home is a secure storage area for all your outdoor needs. This home offers everything you will need.

6016 Walnut 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.

$840,000
2 Beds ⋅ 3 Baths
Luxury, space, and an incredible Oakland location come together in this exceptional 3,000+ sq. ft. residence at 5000 Fifth Avenue! This expansive 2-bedroom condo features a beautiful den/office with custom built-ins, an elegant dining room, and a spacious living room with fireplace, all filled with an abundance of natural light. Large windows overlook the lush, wooded setting behind the building. The large eat-in kitchen is designed for both everyday living and entertaining, featuring an oversized island with a skylight above, granite countertops and backsplash, abundant cabinetry and counter space, and a double oven. A dedicated laundry room is conveniently located just off the kitchen and includes a wine refrigerator. Hardwood floors, generous closet space, and thoughtful details throughout add to the comfort and functionality of this remarkable home. A separate powder room off the main hallway is perfect for guests. The spacious primary suite offers an impressive dressing area between the bedroom and primary bath, with huge closet space and a dedicated sitting area with makeup vanity. The luxurious primary bathroom features both a walk-in shower and separate soaking tub. The second full bathroom also includes a walk-in shower, providing comfort and convenience for family and guests. Enjoy an impressive array of building amenities, including 24/7 concierge service, a state-of-the-art exercise room, guest suite, and private storage locker, all conveniently located on the mezzanine level. Two elevators serve the building, and the unit is conveniently located near an elevator providing direct access to the parking area. Two deeded tandem parking spaces convey with the unit, a rare convenience in this prime Oakland location. Building is owner-occupied only; rentals are not permitted. Just blocks from shopping, restaurants, major hospitals, museums, Phipps Conservatory, and Pittsburgh's renowned universities.

5000 Fifth Avenue Unit 308, Shadyside

Listing courtesy of COLDWELL BANKER REALTY.

$182,475
1 Beds ⋅ 1 Baths
Welcome to 5 Bayard Road, Unit 514, in the heart of Shadyside! This beautifully renovated one-bedroom, one-bath condo offers a spacious floor plan with everything brand new, including all-new flooring, a stunning new kitchen, and a completely updated bathroom. The bright, open living space is filled with natural sunlight and offers plenty of storage throughout. Enjoy the convenience of being within walking distance to Shadyside’s many shops, restaurants, and amenities. The monthly condo fee includes all utilities, along with 24-hour security and common laundry facilities on every floor. Residents also enjoy an impressive array of amenities, including a party room, exercise room, guest apartment, rooftop deck, and a large patio complete with a grill—everything you need for comfortable, convenient

5 Bayard Rd Unit 514, Shadyside

Listing courtesy of RE/MAX HOME CENTER.

$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.

$499,900
3 Beds ⋅ 2 Baths
Tucked away on a quiet, tree-lined terrace in the heart of Shadyside, this charming end-unit brick rowhouse offers a rare blend of peaceful, off-street living and unbeatable walkability. Just three blocks to Walnut Street and minutes to UPMC Shadyside, with easy access to Whole Foods, Giant Eagle Market District, the East Busway, and the restaurants and shops along Ellsworth. Step inside to find a beautifully updated kitchen with granite countertops, stainless appliances, and a tile backsplash — the true heart of the home. Refinished hardwood floors flow through the main living areas and bedrooms, while original details like a painted brick fireplace, classic trim, and vintage doors bring warmth and character throughout. The second level offers two bedrooms and a bonus room with custom built-in shelving — ideal as a home library, study, or office. A third bedroom occupies the finished third floor, offering a private retreat perfect for guests or a secondary suite. Out back, a private deck surrounded by lush, mature greenery creates a serene outdoor escape — perfect for morning coffee or evening relaxation. With central air, a full basement, and 2 full baths, comfort meets convenience at every turn. This is city living at its best — walkable, well-connected, and full of charm. A rare opportunity not to be missed!

5301 Saint James Ter, Shadyside

Listing courtesy of KELLER WILLIAMS EXCLUSIVE.

$300,000
3 Beds ⋅ 2 Baths
Rare opportunity for a beautifully updated 3BR/2BA condo in desirable Amberson Towers! This hard-to-find 3-bedroom floor plan offers spacious, flexible living. Fully renovated bathrooms, hardwood flooring throughout, ceiling lights in every room, and an updated kitchen featuring stainless steel appliances, real wood cabinetry, brand new backsplash and abundant storage. Large primary bedroom with generous closet space plus two additional well-sized bedrooms offer flexibility for guests, home office, study or hobby space. Bright, spacious living and dining areas with abundant natural light. Enjoy low-maintenance living with 24-hour security and on-site management. Amenities include fitness room, rooftop deck, patio, party room, guest accommodations, storage and laundry facilities. Monthly fee includes utilities. Prime Shadyside location near Pitt, CMU, UPMC, hospitals, museums, parks, Walnut St, dining and public transportation. A rare combination of space, updates, flexibility and location!

5 Bayard Rd Unit 412, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$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.

$339,000
2 Beds ⋅ 2 Baths
TOP-FLOOR living at Woodland Manor: enjoy quiet living with no residence above you! This spacious and updated 2-bedroom, 2-bath condo offers comfortable single-level living in the heart of Shadyside. The generous living and dining areas provide plenty of room to entertain, relax, or create a dedicated work-from-home space. Two well-sized bedrooms and two full baths offer a flexible layout for everyday living, guests, or an office. Unit 301's position on the building's highest floor provides added privacy and the distinct advantage of no upstairs neighbor. An included bonus storage closet is conveniently located just steps from the unit. Elevator access makes coming and going easy, and indoor garage parking is available for lease within the building. Woodland Manor puts you close to the best of Shadyside, including Walnut Street, shopping and dining along Highland and Ellsworth, Mellon Park, Chatham University, Carnegie Mellon, Pitt, UPMC, Bakery Square, and convenient Fifth Avenue public transportation. Beyond the unit, Woodland Manor offers attractive shared spaces, including a landscaped courtyard with patio seating and an inviting indoor lobby and sitting area. With its top-floor location, spacious layout, nearby storage, elevator access, and indoor parking available in the building, Unit 301 offers a combination that is hard to find in Shadyside condo living.

5903 5th Ave Unit 301B, Shadyside

Listing courtesy of WITHJOY.AI INC..

$235,000
2 Beds ⋅ 2 Baths
This corner unit has wonderful light with windows on 2 sides and large windows in the living room. It offers a bright and airy retreat. The interior features a clean, modern aesthetic with neutral walls throughout. It has an updated kitchen complete with granite countertops, stainless steel appliances, and a large pantry for ample storage. An expansive, living and dining area provides incredible versatility, offering plenty of space for a home office, a chair by the corner windows for reading, a full dining set for hosting game nights, and a large-screen media setup. This sense of space extends to the primary bedroom, which comfortably accommodates a king-sized bed, dressers, and a desk, all supported by generous closet space throughout the unit, and an updated ensuite bathroom with a walk-in shower. The second bedroom is also of generous size for bed and dressers. Life at Amberson comes with an impressive suite of amenities, highlighted by a massive, playing-field-sized patio perfect for setting up badminton nets or enjoying a cookout at the provided grills. For even more dramatic views, head to the rooftop deck to soak in the sun and enjoy a spectacular 360-degree panorama of the city. Residents also benefit from a workout room, a community room, and the convenience of laundry facilities on both the residential floor and the lower level. Assigned indoor and outdoor parking is available for a fee. Providing ultimate peace of mind and simplified budgeting, the comprehensive HOA fee covers all major utilities—gas, electric, water, and sewer—as well as common area maintenance and contributions to the reserve funds.

5 Bayard Rd Unit 618, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$182,000
1 Beds ⋅ 1 Baths
Welcome to Unit 910 at 5 Bayard Road, a rare oversized one-bedroom, one-bath condo, approximately 844 square feet, among the larger one-bedroom layouts in the building. Bright and inviting, the open living and dining area is filled with natural light from large windows with pleasant city views. The kitchen offers ample cabinetry and workspace, and the bedroom is generously sized with great closet space. The HOA fee covers water, sewage, gas, electric, heating, air conditioning, building insurance, common area and exterior maintenance, snow removal, trash, and professional management. Building amenities include secure entry, 24-hour front desk, fitness center, rooftop deck, party room, guest suites, and on-site management. Steps to Walnut Street shops and dining, and minutes to Pitt, CMU, UPMC, Bakery Square, and Downtown.

5 Bayard Rd Unit 910, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$539,900
3 Beds ⋅ 3 Baths
Prime City Location with Private Outdoor Oasis! Quick walk to Walnut street shopping and dining and quick commute to Bakery Square!! Located just minutes from universities, hospitals, Squirrel Hill, and Shadyside, this charming home offers hardwood flooring throughout and an inviting layout with plenty of character. The family room features a wood-burning brick fireplace and flows seamlessly into the dining area with built-in bookcases. The kitchen is conveniently located just off the dining room, with access to the private backyard and deck—an incredible outdoor oasis perfect for relaxing or entertaining in the city. Upstairs, you'll find two spacious bedrooms and a full bathroom, while the third floor offers a large private bedroom complete with its own ensuite bathroom. The basement provides additional versatile space with a laundry area, game room, and half bathroom. An integral garage provides convenient off-street parking. Ideally situated close to major universities, hospitals, shopping, dining, and all that Squirrel Hill and Shadyside have to offer!

342 Denniston St Unit 1, Shadyside

Listing courtesy of EXP REALTY LLC.

$275,000
1 Beds ⋅ 1 Baths
Charming and full of character, this spacious two-story, one-bedroom condo in the heart of Shadyside offers the perfect blend of style and convenience. Featuring hardwood floors throughout, soaring high ceilings, and stunning original woodwork and trim, the home is filled with warmth and tons of natural light. The generous living room showcases a beautiful decorative fireplace and opens to a private balcony—ideal for relaxing or entertaining. The updated kitchen is complete with white cabinetry and new sleek quartz countertops. Upstairs, you’ll find a versatile loft space perfect for additional living or a flex area, along with a large bedroom featuring a skylight and custom closet. A full bath and dedicated office space complete the upper level. Additional amenities include off-street parking, onsite laundry, and a private storage locker. Ideally located just steps from Walnut Street’s shops and restaurants, Mellon Park, and major hospitals and universities—this is city living at its best. **Second floor has exterior hallway access for moving/day to day purposes w/out using spiral staircase

5321 Fifth Avenue Unit 5, Shadyside

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$219,000
2 Beds ⋅ 2 Baths
Live Where Pittsburgh Comes Alive — Amberson Towers, Unit 309! In the heart of Shadyside, this spacious, one of a kind, 2-bed, 2-bath condo blends comfort, style, and unbeatable convenience. Recently refreshed for its next owner. Step into a warm, thoughtfully designed living space perfect for relaxing, entertaining, or working from home. Amberson Towers offers top-tier amenities: fitness center, rooftop terrace with city views, stylish lounge, laundry, 24/7 security and on-site maintenance, everything you need, right where you live! Outside, enjoy tree-lined streets, historic charm, and walkable access to top universities, hospitals, boutique shopping, parks, stadiums, and Downtown Pittsburgh. Shadyside’s vibrant energy and timeless appeal make this location truly special. Whether you're investing, downsizing, or finding your next home, Unit 309 is your chance to own in one of the city’s most dynamic, connected neighborhoods. Experience the best of Pittsburgh living!

5 Bayard Road Unit 309, 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.

$315,000
2 Beds ⋅ 2 Baths
There are places to live... and there are places that define the way you live. Welcome to Woodland Manor at 5825 Fifth Avenue, where the energy of Pittsburgh meets the elegance of Shadyside. Perfectly positioned in one of Pittsburgh's most distinguished and sought-after neighborhoods, this exceptional condominium offers a lifestyle that few locations can match. From your front door, you're moments from the prestigious campuses of Carnegie Mellon University, the University of Pittsburgh, and Carlow University, internationally recognized UPMC medical centers, the boutiques and cafés of Walnut Street, Bakery Square, East Liberty, museums, parks, theaters, award-winning restaurants, vibrant nightlife, public transportation, and every convenience that makes city living both effortless and exciting. Downtown Pittsburgh's Cultural District, world-class sporting venues, and riverfront attractions are only minutes away, placing the very best of the city within easy reach. Inside, you'll discover a residence designed for those who appreciate comfort without compromise. Rich hardwood flooring, oversized windows, and an airy open-concept floor plan create an inviting atmosphere filled with natural light. The beautifully appointed kitchen is both stylish and functional, featuring gleaming granite countertops, quality maple cabinetry with dovetailed construction, stainless steel appliances, and a spacious island that serves as the heart of the home—perfect for everything from morning coffee to evening gatherings. The expansive great room offers generous space for entertaining or relaxing after a day in the city, while the thoughtfully designed split-bedroom layout provides exceptional privacy. The owner's suite is a peaceful retreat featuring an updated ensuite bath and an oversized custom-organized closet. A second spacious bedroom with an equally generous closet and beautifully updated adjacent full bath is ideal for guests, family, or an executive home office. Woodland Manor extends the luxury beyond your front door. Residents enjoy the convenience of secure interior parking, a private storage area, laundry facilities conveniently located on every floor, and an elegant community gathering room complete with a full kitchen, expansive entertaining space, and additional restrooms—perfect for hosting celebrations without ever leaving the building. Perhaps the greatest luxury is the freedom this home provides. With the condominium association covering nearly every major utility, your only regular utility expense is electricity. That means less time managing a home and more time enjoying morning walks through Shadyside, dinner reservations on Walnut Street, performances in the Cultural District, afternoons at Phipps Conservatory or the Carnegie Museums, Steelers, Pirates, and Penguins games, and everything that has made Pittsburgh one of America's most vibrant and livable cities. Whether you're searching for a sophisticated full-time residence, an elegant university or medical center retreat, or a refined, low-maintenance home in an incomparable location, 5825 Fifth Avenue delivers the rare opportunity to enjoy luxury, convenience, and one of Pittsburgh's finest lifestyles—all from one extraordinary address. Simply arrive. Unpack. And start living the Shadyside lifestyle you've been waiting for.

5825 5th Ave Unit 107, Shadyside

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$899,000
5 Beds ⋅ 4 Baths
Historic Shadyside character meets the ease of condominium living at 703 Saint James Street. Set along one of the neighborhood’s most distinguished residential streets, this second-floor condominium residence offers two levels of private living space and the scale, warmth, and architectural presence of a classic Pittsburgh home. Built circa 1900, the residence showcases original Tiger’s Eye White Oak floors, substantial moldings, built-in cabinetry, high ceilings, and a wood-burning fireplace. The main living level features gracious gathering spaces, a Viking Professional 36-inch six-burner range, and a spacious primary suite with walk-in closet, additional closet space, and en-suite bath with smart toilet and bidet. The second level adds two large bedrooms and a full bath, with newly added interior stairs improving flow and functionality between the two levels. Two exceptional office spaces offer flexibility for modern living, including one with a private balcony and sound-dampening door, and another with built-ins and an attached half bath. Recent updates include new windows, carpet, blinds, re-grouted kitchen and bathroom tile, updated electrical panel, new second-level HVAC in 2023, new main-level HVAC in 2025, and a new patio door and private deck off the front office in 2024. Large additional basement storage and a one-car garage space are included. The HOA supports a more service-conscious ownership experience, with items that include lawn care, snow removal, window cleaning, gutter cleaning and clearing, and HOA insurance policy. Minutes from Walnut Street, Ellsworth Avenue, restaurants, boutiques, universities, hospitals, and downtown Pittsburgh, 703 Saint James offers historic architecture, generous interior space, condominium convenience, and a more manageable way to own in the heart of Shadyside.

703 Saint James Street, Shadyside

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$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.

$174,900
1 Beds ⋅ 1 Baths
Welcome to this beautifully updated 1-bedroom, 1-bath condominium in the iconic Amberson Towers, ideally located in the heart of Shadyside. At approximately900 sq. ft. this home offers one of the larger one-bedroom floor plans in the building. A rare open-concept kitchen—unlike the typical enclosed kitchens in other units—flows seamlessly into the spacious living and dining area, creating an open, inviting space perfect for everyday living and entertaining. Granite countertops, ample cabinetry, and updated appliances complete the modern kitchen. The living area is filled with natural light from two large windows, creating a bright and airy atmosphere that enhances the spacious feel of the home. The generously sized bedroom offers excellent closet space and comfort. The monthly HOA fee includes electricity, gas, heat, water, and sewer, providing exceptional value and truly low-maintenance living. Residents enjoy secure entry, 24/7 security, a fitness center, party room, guest suite, laundry facilities on every floor, a rooftop deck, outdoor patio, and additional storage. Garage parking is available for a monthly fee. Ideally situated just minutes from Carnegie Mellon University, the University of Pittsburgh, UPMC hospitals, Walnut Street shopping and dining, parks, and public transportation, this move-in-ready home offers the perfect combination of space, convenience, and maintenance-free living in one of Pittsburgh’s most desirable neighborhoods.

5 Bayard Rd Unit 706, Shadyside

Listing courtesy of YOUR TOWN REALTY LLC.

$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, 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.

$198,000
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.

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