This estate was designed with privacy, connection, and space for the whole family to enjoy. Set on almost 40 acres in Pine-Richland SD, it's a home where mornings start quietly, kids have space and evenings naturally gather everyone back together. The main residence was thoughtfully designed to feel expansive yet grounded. Every room has a purpose. This home flows effortlessly with spaces that truly live well. The main residence has 6 bedrooms, 5.5 baths and a 600 sq ft gym. The primary suite is on the main level. What makes the property special isn't just the home, it's everything beyond it. Summers are meant to be spent outside. the pool was designed as a destination of its own with integrated hot tub, and a waterfall feature that becomes the backdrop to relaxing evenings outside. The 2000+ sq ft pool house, opens with NanaWall systems, creating an indoor-outdoor space that feels as comfortable for quiet mornings as it does for entertaining. Complete with a kitchen, laundry, bedroom, a sauna, gaming areas, and the most inviting 2 story family room with stone fireplace and dining area that you will never want to leave. For a family that values activity, there's your very own private baseball field on the grounds that you can gather, practice and enjoy. Beyond the field is a sports complex for indoor practice days and was built as a space where play and discipline came together. Featuring a pitching lane, basketball and advanced training technology. It's not just a structure, it's where time, effort and memories were invested daily. Live, work, play, entertain, gather and enjoy complete serenity in this exceptional estate like no other experience you will find in Pittsburgh. Located in Pine-Richalnd SD, mins to daily amenities, 5 mins from the schools and yet so quietly tucked away. An opportunity to own this experience, is one that you simply cannot replicate in Pine-Richland SD.

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 440 Owl Hollow Rd! 2,600+Sq ft home sold w/ 65 acres. 5 Bedrooms, 5 full baths. Lower level can be an in-law or teen suite w/ full kitchen, bedroom & full bath. Spacious, level entry mud room. Main level includes an open kitchen/dining area of considerable size, featuring wood beams & fire place; perfect for entertaining guests! Cozy family room w/ exposed brick wall & walls of windows. Main level laundry room/full bath. Covered porch off formal living area, overlooking pond for peaceful mornings or evening leisure. Upper level includes primary bedroom, en-suite bathroom, 2 additional bedrooms, 1 full bath & sitting area. Property includes XL 2 story barn w/ loft area & a shed in penned area. 44X28 Detached Garage w/ Studio apt attached. Large utility/storage tractor shed. Diesel fuel next to block shed. Well water w/ new pump & pressure tank; UV light, water softener. Zoned Agricultural Security. LEVEL LAND! Seller is willing to subdivide 32 acres with the house and barn.

Welcome to extraordinary luxury living in the prestigious Chamberlain Farms community of Jefferson Hills. Built by Costa Homebuilders and newly occupied in May 2025, this exceptional custom sprawling ranch blends sophisticated design, cutting-edge smart home technology, and thoughtfully designed ADA accessibility throughout. Situated on 1.28 professionally landscaped and fenced acres within the West Jefferson Hills School District, this 5 bedroom, 4.5 bathroom residence offers 4,732 sq ft of beautifully finished living space plus an additional 1,287 sq ft of unfinished space ready for storage, fitness, workshop, or future expansion.

Designed for both everyday living and grand-scale entertaining, the main level showcases soaring spaces filled with natural light, oversized Pella triple-pane patio doors with integrated adjustable blinds, skylights, Shaw Titan HD luxury vinyl flooring, and stunning indoor-outdoor flow. The gourmet kitchen is truly the heart of the home, featuring expansive 27” depth countertops, an impressive 5’x10’ island, Viking 6-burner induction cooktop with variable-speed LED exhaust hood, Viking double wall ovens, GE Monogram built-in side-by-side refrigerator/freezer, Panasonic One-Touch microwave, skylights, and opening side windows above the sink.

The luxurious owner’s suite was thoughtfully designed with accessibility and comfort in mind, offering a zero-threshold roll-in porcelain tiled shower, soaking tub, comfort-height fixtures, skylight, and spacious illuminated closets. All 36” doorways throughout the home further enhance accessibility and ease of living. Bedrooms 4 and 5 are currently utilized as private home offices, offering exceptional flexibility for remote work, creative space, guest accommodations, or multigenerational living.

The finished lower level expands the home’s entertaining possibilities with additional living space, kitchenette with Panasonic microwave, security system, and direct access to the resort-inspired outdoor amenities. Step outside to experience the professionally designed exterior retreat complete with a Sea Turtle Swim Exercise Pool featuring smart BADU swim jets, Sundance Spa hot tub, smart water fountain feature, expansive outdoor living areas, and integrated SONOS audio system servicing both the upper deck and lower patio. Oversized windows and expansive sliding glass doors were thoughtfully incorporated throughout the home, filling the interior with exceptional natural light and creating seamless connections to the surrounding landscape. Whether enjoying morning coffee from the elevated deck or relaxing beneath the covered lower patio, the property offers spectacular panoramic views and a peaceful outdoor experience that feels both private and resort-inspired.

Built with exceptional quality and extensive upgrades including a Grade Beam foundation, upgraded 2x6 construction, passive radon system, 400 amp electrical service, smart Rinnai tankless water heater with recirculation loop, smart Ecobee thermostats, smart fireplaces, smart irrigation system, and oversized heated 27’ deep x 35’ wide garage with oversized doors, this remarkable property represents luxury living at its finest.

Rarely does a newly constructed custom residence of this caliber, design, and thoughtful functionality become available in Jefferson Hills — an extraordinary opportunity to experience elevated everyday living without compromise.

Welcome to this masterpiece, nestled in 118 acres of bliss! The gated driveway leads to a gorgeous home just waiting for you! The 4 bedroom estate, with its elegance, has so much to offer: a stunning curved staircase upon entering home; hand carved flooring; a kitchen fit for a chef with the finest amenities; natural cherry wood cabinetry with high quality finishes; Wolf ovens; warming ovens; a subzero refrigerator; and a built in expresso machine. The first floor primary bedroom, large family room and living room, an elegant dining room, wine station and office comprise the first floor. Take the elevator upstairs to 3 spacious bedrooms with private bathrooms, a bonus room, and a large loft area. The huge attic space can be utilized as extra space. The game room-level is complete with a wet bar, a gym area, theater room, and vault. This is truly an amazing home!

Stately and architecturally significant home in Franklin Park on 11+ acres is now ready for its next owner. For those who seek a private residence with charm and character, this estate is ready for its next chapter. Enter onto the scenic Theodora Drive winding up to this prestigious 7,798 sq ft residence that has a strong European presence. The governors drive and professional landscaping greets you in the turn around. A bold statement and grand entry includes decorative tile flooring, iron balusters, wide staircase, chandelier and leaded beveled doors leading to the den and family room, and it is just the beginning. Expansive living spaces, lush outdoor areas and sweeping views of 11 acres offers many opportunities for continued customization. For those with agricultural or equestrian aspirations this property is for you! The interior boasts a private two story den off of the primary suite. Four beautiful fireplaces - all unique in nature add to the uniqueness of this lovely home. A formal yet relaxed living room and a stately family room shares the kitchen with a stone fireplace and a sun room, leading out onto the patio and a well landscaped yard with a koi pond feature. If you enjoy entertaining, you will appreciate the formal Dining Room for elegant gatherings and Holiday meals to be shared and create memories. On the second floor of refined living, you will find a large primary suite with a loft, elevated ceiling, chandelier, dual closets and spacious bath. There is a second wing with three additional bedrooms and a half court basketball court with skylights (21x46). This home has three staircases, first floor laundry, 4 car garage spaces and a huge unfinished level to customize. Much of the land would be easy to create an additional home or out door recreational facilities, the possibilities are endless to unleash your creativity. This estate is one-of-a-kind, and a rare opportunity to own 11+ acres in the Franklin Park area and North Allegheny School District.

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.

Nestled in one of Pittsburgh’s most desired neighborhoods, this extraordinary French Provincial estate showcases exceptional craftsmanship and timeless elegance throughout. Coffered ceilings, marble fireplaces, and exquisite granite finishes create an atmosphere of refined luxury. Set amid of privacy of mature trees, the property offers a serene setting while seamlessly connecting indoor and outdoor living spaces.
A grand two-story foyer welcomes guests with intricate millwork and stunning architectural details that continue throughout the home. Three expansive covered verandas provide ideal spaces for entertaining or relaxing while enjoying the lush surroundings.
The impressive lower level is designed for recreation and wellness, featuring a spacious game room with a wet bar and pool table area, a dedicated fitness room, sauna and a spectacular heated indoor pool. Rising two stories high, the pool room is a showpiece in itself, delivering a resort-style experience within the comfort of home. Every detail of this remarkable residence has been thoughtfully crafted to offer unparalleled luxury living.