Most Expensive Homes for Sale in Pittsburgh, PA Right Now
Last updated: April 23, 2025
Homes for sale in Pittsburgh have a median list price of $263K, 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
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
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
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
Exquisite million dollar views of 3 Rivers from all levels. This home is amazing - always has been and always will be. Perfect for entertaining - plenty of parking. Walk to town-dinner-incline-Cultural District & sporting events (or watch them from your porches). Primary suite with his and her baths and study=den. Lower level bedrooms with Jack & Jill. Let's talk about the primary living spaces - wow ! The pictures tell it all - a backdrop for living that never disappoints. Two semi-curved outdoor decks. Floor to ceiling fireplace. Integral garage. Updated kitchen. Floor to ceiling fireplace. Raised eating area. Breakfast bar overlooks this amazing, pretty city we call home. Lower level game room and workroom - perfect for a theater. Right in the heart of it all but private! A true respite with picture perfect views. So many amenities living here - city lovers don't miss one. Our own "behind the gates". Over 3,300 square feet of living space.
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
PRESTIGIOUS Fred Becker built Grand Georgian Colonial estate on Hollow Tree Dr~ Meticulously maintained~ Exceptional craftsmanship & millwork & thruout~ Rare 1 acre, double lot~ Gleaming HW floors, soaring ceilings, front & back staircases, tons of natural light from oversized windows & French doors~ Direct sightline from front door to backyard~2 flagstone patios~ Breathtaking formal office w/ floor to ceiling custom cherry cabinetry & wetbar~ Grand sized Kitchen w/ 2 islands, floor to ceiling cabinets, Subzero/Wolf/Thermador appliances & large dining area~4 oversized 2nd floor bedrooms w/ private baths~ Primary has a large marble ensuite w/ 2 vanity areas, 2 walk in closets, fireplace & adjoining study~ Amazing 2nd fl laundry~ Finished 3rd Fl is being used as a fantastic home gym~ Finished LL has guest quarters, FB, 2nd laundry, wine room, gameroom, sauna & pool table room~3 car garage is enormous w/ many amenities~ They don't build houses like this anymore~ It is a TRUE MASTERPIECE!
About this home
Nestled in the heart of West Shadyside, this beautifully updated Tudor exudes charm and timeless appeal. Impeccably maintained, the home boasts impressive curb appeal, spacious rooms, stunning hardwood floors, and exceptional details, all bathed in natural light. The chef’s kitchen is a true highlight, featuring top-tier stainless steel appliances, granite countertops, a generous eat-in area, and French doors that open to a sprawling outdoor space—perfect for hosting gatherings. Additional amenities include 2 car garage, central air, updated mechanics, & more. Located just blocks from Shadyside’s vibrant shops and restaurants, as well as the universities and hospitals, this home offers both convenience and luxury.
About this home
EXTRAORDINARY CONTEMPORARY TOWNHOUSE IN SHADYSIDE. ONE OF A KIND, 8200 SQ FEET OF LIVING SPACE WITH 4 GARAGES AND 2 UNDERCOVER CARPORTS TO PARK 8 CARS. 2,300 SQ FEET OF ROOFTOP DECK WITH AN OUTDOOR KITCHEN. 2 INTERIOR ELEVATORS , HUGE GYM, HOME THEATER WITH A PROJECTION TELEVISION, CUSTOM DESIGNER KITCHEN ON MAIN AND UPPER LEVEL, CENTRAL BURGLAR ALARM AND FIRE ALARM SYSTEMS. BUILT-IN STEREO SPEAKER SYSTEM, 2 FIREPLACES, WET BAR, AND WINE CELLAR. HUGE (4) BEDROOMS, 5 FULL BATHS, 3 POWDER ROOMS, CUSTOMIZED DINING AREAS AND ENTERTAINMENT SPACES . THE VIEWS ARE AMAZING THROUGH WALLS OF OVERSIZED WINDOWS. THIS PROPERTY PROVIDES A LIFESTYLE NOT OFTEN SEEN IN THE CITY!!!!!!
About this home
Introducing The Hayden Flats at The Cascades—an exclusive opportunity in the Fox Chapel School District. This 2,643 sq ft Modern Cottage pairs dark board-and-batten siding with stone accents for striking curb appeal. Inside, a 12-foot entryway opens to a great room with fireplace and built-ins, a chef’s kitchen with servery and walk-in pantry, and a main-level owner’s suite with 10-foot ceilings, spa-style bath, and direct laundry access. Two additional bedrooms feature walk-in closets and share a private bath. A sunroom, covered porch, and patio extend the living space outdoors. Just minutes from Downtown Pittsburgh, the Strip District, and top medical and academic institutions, The Hayden Flats offers timeless design with everyday convenience.
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