Most Expensive Homes for Sale in Pittsburgh, PA Right Now
Last updated: September 14, 2025
Homes for sale in Pittsburgh have a median list price of $269K, 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
Experience ultimate luxury at Pittsburgh’s iconic Fairmont Residences. Floor 19 at 550 Market Street offers nearly 6,000 sq ft of elegance, featuring 3 bedrooms, 2.5 baths, a home office, and private gym. Enter via private elevators to marble floors, walnut paneling, and floor-to-ceiling windows showcasing stunning almost 360 degree city views. Ideal for entertaining, the open living/kitchen/dining area includes Crestron automation, motorized blinds, speakers, and security features. Enjoy exclusivity with 3 parking spaces and Fairmont amenities: fitness center, spa, concierge, and valet.
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
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
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.
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
Drink this one in, 316 Cola is like no other home on Mt. Washington or even in the Greater Pittsburgh area. It is yet ANOTHER Cipriani Studios banger! What is better, the STUNNING modern South Florida inspired design or the views from every room of Pittsburgh?! Imagine soaking in your infinity edge pool watching fireworks from downtown. Private & secluded, Cola is a secret dead end road that the city just completely rehabilitated with very few homes on it. Enjoy all Pittsburgh has to offer from either your rooftop deck or partially covered patio. The HUGE primary's suite is complete with an en-suite massive walk in closet, en-suite bathroom AND en-suite office. Close to 4,000 square feet with 3 garages adds to this one-of-a-kind structure AND. .. .you can pick your finishes & designs. A massive pro living on the mount is easy access to downtown(4 minutes) & all major highways N, S, E & W. Don't miss your opportunity to own a rare, sought after award winning Cipriani design TODAY!
About this home
Presently the home to AJ Warhola Recycling, this unique opportunity is now available for future development! Building and lots are being sold, The business is relocating, Offering over 7600 square ft of interior space. The large open interior is accessed by MANY loading dock garage doors. The second floor offers a one bedroom apartment with kitchen & full bath as well as 2 offices with another full bath, another office is located on the main floor as well as a two car tandem garage with private access from Chesbro St. A perfect location with river & downtown views just across the river is the fashionable Strip District! Steps away from all the excitement the city has to offer! LOT 9-B-118 also the same address, is included in sale, ( weight scale not included) zoned for industrial / light manufacturing, make a FABULOUS nightclub! could be converted to residential building lots, the potential is endless!
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