Most Expensive Homes for Sale in Pittsburgh, PA Right Now
Last updated: July 15, 2025
Homes for sale in Pittsburgh have a median list price of $270K, 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
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
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 the epitome of sophisticated urban living in this unparalleled city residence, where modern luxury seamlessly merges with classic architectural elegance. Bathed in natural light from expansive windows & soaring ceilings, this home exudes grandeur & warmth. The open-concept layout showcases expansive living spaces & stunning details throughout. The gourmet eat-in kitchen is a chef's masterpiece, featuring top-tier stainless steel appliances & double doors that open to an extraordinary outdoor sanctuary. The outdoor space boasts a sprawling patio, impressive deck, & large in-ground pool. The 2nd floor features 3 bedrooms including the primary suite with a renovated spa-like bath & dual walk-in closets. The 3rd floor hosts 2 additional bedrooms, a full bath & game room. The lower level is complete with a gym & wine cellar. Additional features include central air, 3 car garage, & carriage house. Ideal location just blocks from Shadyside shopping district, Universities, & Hospitals.
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
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!
About this home
An extraordinary offering in Upper St. Clair, this English Manor Tudor estate pairs timeless architecture with refined modern living. Privately set on nearly an acre beside historic Gilfillan Farm, the 4+ bed, 3.5 bath home exudes quiet sophistication. Rich in character and craftsmanship, it features artisan millwork, stained glass windows, arched doorways, and a graceful layout ideal for both everyday living and elegant entertaining. A chef’s kitchen with Subzero/Thermador appliances and walnut and quartzite counters, first-floor owner’s suite with den and custom closets, and an elevator enhance comfort and convenience. Professionally designed gardens envelop the home with year-round beauty, offering serene outdoor spaces and a rare sense of privacy. Just minutes from schools, parks, and amenities, this is a rare opportunity to own a legacy property where heritage, design, and natural beauty converge in perfect harmony. A truly distinguished home for the discerning buyer.
About this home
The impeccably restored Babcock Mansion famously hosted presidents, celebrities, royalty and a nobel prize winner all in the heart of walkable West Shadyside! Through hand-forged automatic iron gates exclusively commissioned for this property are 5 garage spaces, secure outdoor parking, professionally landscaped, fully-fenced expansive front gardens, rear yards, and a wrap-around porch supported by original sandstone columns. Highlights across the 8,000+ sq ft home and carriage house: Grand 3-story foyer w/ open staircase; chef’s kitchen w/ high-end appliances; breakfast room; dining hall; handsome lower-level ballroom with bar/prep area; owner’s suite w/ steam shower, soaking tub, gallery-style closets; 3rd floor guest suite w/ full kitchen and private or integrated entry; separately-deeded spacious 900 sq ft 2BR/1BA carriage house apt. Recently installed Central A/C throughout. Generous investments have been made to upgrade and preserve this irreplaceable architectural masterpiece!
About this home
Original 1928 VA Manor model home, beautifully maintained & thoughtfully updated. This estate style home blends historic charm w/ modern luxury. Features include pegged HW, plaster walls & moldings, 7 fireplaces, custom wood trim, pocket doors & 5 staircases. Grand entry, formal LR & DR, chef’s kitchen w/ 2 islands, hi-end appliances & 18’ bowed window seat. Dream butler's pantry. 2-story library w/ spiral staircase, floor to ceiling windows, 19' ceiling. Addl private den/office off kitchen. Wall of glass doors & windows from expansive family room w/ 2-sided kitchen fireplace to 67’ European-style patio w/ fountain. 4 2nd level ensuite bedrms. Primary w/ balcony & library access. Easily accessible 3rd floor offers 2 beds, lounge, full bath. Lower-level is a home to itself w/ bedroom, kitchen, gameroom, bath, 19x17 wine room. 4-car garage. 43' front porch. 2 blocks to Beverly Rd. A truly rare find in a central location. One-of-a-kind opportunity to become a part of Mt. Lebanon history.