Most Expensive Homes for Sale in Pittsburgh, PA Right Now
Last updated: December 22, 2025
Homes for sale in Pittsburgh have a median list price of $253K, but luxury homes can be listed for much more. Here are the ten most expensive homes for sale in Pittsburgh right now.
About this home
One of Pittsburgh’s most iconic estates, 5563 Northumberland Street in Murdoch Farms, is a rare architectural jewel, completed in 1915 that showcases the timeless elegance of the French Eclectic style. Set on 1.1 gated, impeccably landscaped acres in the heart of Squirrel Hill, this landmark residence is renowned for its commanding presence and extraordinary craftsmanship. Richly paneled walls, intricate original woodwork, and soaring ceilings reflect a level of artistry rarely seen today. The grand formal rooms are bathed in natural light, flowing effortlessly from the entry hall to the sun-filled living spaces and refined entertaining areas. Every detail—from the hand-carved wood finishes to the sweeping staircase speaks to the home’s historic prestige and architectural significance. With expansive patios, an entertainer's dream, and gated private drive, this estate offers a lifestyle of peaceful elegance minutes from everything that Pittsburgh has to offer. PITT CMU AHN/UPMC nearby!
About this home
A chance to own an entire city block in the heart of West Shadyside. Magnificient mini mansion on property along with 39,000 square foot adjacent lot that is subdividable. The property also contains a carriage house with garage. A governers drive leads up to this incredible dwelling infused with huge rooms, stained and leaded glass, ornate wood original moldings and built ins, gleaming hardwood floors, an indoor swimming pool and newer addition with newer kitchen. One of Shadysides biggest properties. Blocks froim Shadyside shopping and dining. Close proximity to schools, universities and hospitals. .
About this home
Welcome to the pinnacle of luxury living at The Fairmont Pittsburgh Residences—an iconic, two-story penthouse redefining sophistication, privacy, and effortless downtown living. Perched across the 22nd and 23rd floors, this fully reimagined, turnkey residence offers a rare and expansive layout with 6 beautifully appointed bedrooms, 7 full baths, and 2 half baths. Arrive in style through two private elevators with direct access to both levels, or ascend the dramatic architectural staircase that serves as a sculptural centerpiece. Floor-to-ceiling glass frames sweeping 180-degree views of Pittsburgh’s skyline, bathing each space in natural light and showcasing the city in unforgettable fashion. Every detail has been carefully curated—modern updates, refined finishes, and exceptional craftsmanship throughout. This is penthouse living without compromise: secure, sophisticated, and truly one-of-a-kind. Experience a lifestyle unmatched in Pittsburgh’s urban market.
About this home
Discover timeless elegance at 5558 Aylesboro Avenue, a grand 7500+ sq ft estate nestled in coveted Murdoch Farms enclave of Squirrel Hill. Built in 1914 to exemplify Pittsburgh's distinguished architectural heritage, the stately brick Colonial spans 3 levels with 8+ bedrooms & 5+ baths - ideal for luxurious gatherings & generational events. Original splendor of soaring ceilings, leaded glass details, custom woodwork & 10 fireplaces anchor richly appointed spaces all renovated yet instilling intended character. Underfoot, a refined blend of gleaming hardwoods, plush carpets, and designer tile guide you through the home's thoughtful layout. Amazing Primary Suite. Chef's kitchen. Netflix-featured DR. Executive office. Three season side porch. Situated on over half an acre with lush grounds and a commanding street presence. Porte cochere, detached 2-level 4 car garage, in-ground trampoline, covered patio, plus sprawling level yard with gardens.
About this home
Be prepared to be WOWED! This meticulously appointed townhome is in the heart of the vibrant Strip District. This luxurious residence features 3 spacious bedrooms, each designed for comfort and privacy. With 3 full and 2 half baths, convenience and elegance are at your fingertips. The home boasts a 3 car garage and storage. Enjoy the warmth and ambiance created by 4 stunning fireplaces located throughout the home, perfect for cozy evenings. Each room showcases high-end finishes and luxurious upgrades, elevating your living experience to new heights. Step outside to discover beautifully designed balconies, ideal for savoring morning coffee or hosting evening gatherings while enjoying captivating views of the cityscape This townhome is the perfect blend of sophistication and urban living, offering an exceptional lifestyle in a prime location. Don't miss your chance to own this exquisite property. Schedule a viewing today and experience the allure of luxury living in the Strip District.
About this home
Discover Baywood, your next home in the heart of Highland Park, Pittsburgh. This inviting 7-bed, 4.5-bath residence offers a spacious 9,286 sq ft of living space, nestled within a 1.8-acre lush estate, complemented by 6 acres of scenic parkland. Once home to the Alexander King Estate and the Pittsburgh Art Museum, Baywood combines historical charm with the comfort of modern living. Thoughtfully restored to highlight its original features while incorporating today's conveniences, it features elegant hardwood floors, expansive windows, and updated systems for ease and efficiency. Perfect for those who cherish art and desire a harmonious blend of classic beauty and contemporary comfort in a sought-after locale. The opportunity to enjoy this wonderful home with its storied history and timeless future needs NO work to enjoy today. Your family will be ecstatic to create the next generation of positive memories while only minutes to all of Pittsburgh's rich cultural sports and dining venues!
About this home
This elegant French Country home at The Cascades offers timeless design and flexible living in the Fox Chapel School District. A grand foyer leads to a great room, formal dining room, and chef’s kitchen designed for effortless entertaining. The main-level owner’s suite includes a spa-style bath and private rear porch access. Upstairs, three bedrooms feature en-suite baths and walk-in closets. A dedicated home office and full apartment above the garage provide rare versatility—ideal for guests, in-laws, or private work-from-home space. Minutes from Downtown Pittsburgh, the Strip District, Bakery Square, and the region’s top hospitals and universities, this home blends beauty, comfort, and function in a premier location.
About this home
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.
About this home
Experience the elegance of a distinguished city estate where timeless architecture meets modern luxury in the heart of Squirrel Hill. Awash in natural light from soaring ceilings and expansive windows, this residence offers grand yet inviting living spaces adorned with exquisite details. The gourmet eat-in kitchen features premium appliances, a center island, and French doors opening to a private oasis with a sprawling patio, deck, and sparkling in-ground pool. Upstairs, the primary suite boasts a spa-inspired bath and dual walk-in closets, joined by additional bedrooms, a second suite, versatile office/den, and expansive third-floor quarters with bedrooms, full bath, and game room. The walk-out lower level is complete with a gym, wine cellar, and bath, while a charming carriage house and three-car garage add to the estate’s appeal. Just moments from Shadyside’s boutiques, universities, and world-class medical centers, this is urban living at its finest.
About this home
Perched above the Three Rivers with breathtaking, million-dollar views from every level, this remarkable home offers an unparalleled blend of city living and private retreat. Designed for entertaining, it boasts abundant parking, two semi-curved decks, and an open layout that brings the stunning skyline inside. The primary suite is a sanctuary with dual baths, a study, and generous closets. The updated kitchen features a raised dining area and breakfast bar overlooking Pittsburgh’s sparkling lights. Gather by the dramatic floor-to-ceiling fireplace or relax in the spacious lower-level game room, perfect for a theater or hobby space. With over 3,300 sq ft, integral garage, and walkable access to the city’s finest dining, cultural attractions, sporting events, and the incline, you truly have it all—right “behind the gates. ” This is your chance to own a unique city oasis where every day feels like a getaway and the iconic views are yours to savor forever.
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