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.

Welcome to this charming 3-bedroom home in the highly desirable Observatory Hill neighborhood, where classic Pittsburgh character meets modern-day convenience. From the moment you step inside, you'll appreciate the beautiful original hardwood floors that tell the story of the home's rich history while adding warmth and timeless appeal throughout. Natural light pours into every room, creating a bright and inviting atmosphere that makes this home feel comfortable year-round. The recently updated kitchen offers the perfect blend of style and functionality, making everyday living and entertaining a breeze. Major updates provide peace of mind, including a newer roof and water heater, allowing you to move in with confidence. Whether you're enjoying a quiet evening at home or hosting friends and family, this home offers the space and charm you've been looking for. Located just minutes from Downtown Pittsburgh, you'll enjoy quick access to restaurants, sporting events, entertainment, and major highways while still benefiting from the welcoming neighborhood feel that makes Observatory Hill such a sought-after place to call home. This is Pittsburgh living at its best—full of character, natural light, modern updates, and unbeatable convenience.

Charming Ranch Corner Lot Living at 303 Kingston
Welcome to 303 Kingston, ideally situated on a convenient corner lot offering both accessibility and privacy. This home delivers the ease of one-level living combined with a smart and spacious layout.
The main level features three comfortable bedrooms, a full bathroom, and inviting living spaces including a bright living room and a functional kitchen—perfect for both everyday living and entertaining.
Downstairs, you’ll find an expansive family room that provides additional living space, along with a dedicated laundry area and ample storage to keep everything organized.
Step outside to enjoy the generous backyard, ideal for hosting gatherings, relaxing, or creating your own outdoor oasis. The property also offers multiple off-street parking options for added convenience.
Located just minutes from Route 376, this home provides easy access to shopping, dining, and nearby hospitals—making it perfect for commuters and those seeking a well-connected lifestyle.

Spacious , 3 Story Home with a Finished Attic ! Beautiful Decorative Fireplaces , High Ceilings , Updated Flooring and New Carpeting Throughout ! This Property has Curb Appeal , Generous Room Sizes , Freshly Painted Top to Bottom , Level Yard , Storage Shed , Spacious Kitchen , Brand New Appliances including Washer and Dryer , Covered Front and Side Porches , Storage Shed , and more ! The Finished 3rd Floor can serve as Additional Bedrooms , Home Office or Flex Space. This Home has an Excellent Location and is minutes to The Carnegie Library of Homestead , Waterfront Shopping and Entertainment , Costco , The Homestead Grays Bridge , Squirrel Hill , Route 837 and Parkway 376 !

MUST SEE VIDEO TOUR AT VIRTUAL TOUR LINK. Welcome to 2500 Country Club Drive — a once-in-a-generation estate offering a level of privacy, scale, and resort-style living rarely found in the Pittsburgh region. Potential for private in-law quarters and nestled within the picturesque setting of Chartiers Country Club. Making its debut to the market for the very first time, this meticulously maintained residence spans nearly two acres across two separately deeded parcels, both included in the sale, while enjoying an unparalleled location just 15 minutes from Downtown Pittsburgh and 15 minutes from Pittsburgh International Airport.

Designed for grand-scale entertaining and luxurious everyday living, the estate unfolds through two distinct wings connected by a breathtaking glass-lined colonnade. Guests arrive via the South Drive through a stately governor's circle anchored by a magnificent full-scale fountain, creating an arrival experience reminiscent of a world-class luxury resort. The North Drive leads to a separate integral garage and access to the rear of the property.

Inside, soaring spaces are balanced by warmth and comfort - the estate lives grand yet still feels very homey. The spectacular chef's kitchen serves as the heart of the home, featuring expansive bayed windows that frame stunning views of the grounds and resort-style pool. The kitchen flows seamlessly to a full-width porch, one of the property's most captivating vantage points, overlooking lush landscaping and complete privacy with no neighboring homes in sight.

The inviting family room offers hardwood floors, a detailed fireplace and direct access to the North Courtyard, where a second grand fountain and cascading waterfall create a remarkable outdoor setting. A dramatic tiered landscape connects the Upper and Lower Lawns, enhancing the estate's park-like atmosphere. The impressive North Wing showcases a stunning executive office wrapped in floor-to-ceiling glass and views of the courtyard. This wing also features an exceptional first-floor primary retreat that functions as a private residence within the home. Complete with its own great room, luxurious spa-inspired bath, and an extraordinary 17' x 15' custom walk-in closet with built-ins. It offers an ideal in-law or multigenerational living arrangement. A second primary suite on the upper level provides additional flexibility and luxury accommodations.

Connecting each wing is the magnificent colonnade, a signature architectural feature highlighted by walls of windows and multiple skylights that flood the home with natural light while offering beautiful views of the surrounding grounds. The fully finished lower level rivals private club amenities, featuring a large fitness center, billiards room, game room, mudroom, two half baths, a spacious full bath convenient to the pool, access to the lower covered veranda, and an exceptional poolside kitchen and dining area designed for effortless indoor-outdoor entertaining.

Additional highlights include a five-car garage, a 25' x 16' integral garden room/workshop, two laundry rooms including a dedicated poolside laundry, and four additional storage rooms providing exceptional organization for each season/holiday to have it's own dedicated space. Other improvements such as newer roof and mechanicals, zoned heating/cooling, full yard sprinkler system that also connects to flower pots & boxes.

A true legacy property, 2500 Country Club Drive delivers a rare combination of architectural presence, resort-inspired amenities, extraordinary privacy, and a location that places the very best of Pittsburgh within easy reach. You will not find another residence like this.

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.