Nearly 10 private acres. A carriage home. A resort-style backyard.
This is the kind of property that rarely comes to market.

Set behind a gated entry, this estate offers a level of privacy and presence that feels worlds away, yet remains minutes from Wexford, Cranberry, and major routes. From the moment you arrive, the setting speaks for itself. Expansive, quiet, and designed for both everyday living and exceptional entertaining.

Inside, the home opens with light, scale, and thoughtful detail throughout. Hardwood floors, plantation shutters, and elevated ceiling heights create a warm yet refined feel. The main living spaces flow seamlessly, anchored by a spacious kitchen with casual seating and a dedicated prep kitchen that makes hosting effortless. A sunroom lined with windows overlooks the grounds, while multiple gathering spaces offer flexibility for both intimate evenings and larger-scale entertaining.

The outdoor experience is where this property truly stands apart. A heated pool, sunken hot tub, and cabana with full bath are complemented by an expansive patio and outdoor fireplace. Every element has been designed to create a setting that feels more like a private retreat than a backyard.

Upstairs, the primary suite is a retreat of its own. Privately positioned, it offers dual walk-in closets, a cedar closet, built-in storage, and a spacious bedroom with a cozy fireplace. The ensuite bath features separate vanities, a soaking tub, walk-in shower, skylights, and a private water closet. Additional bedrooms are generously sized with ample storage, while a Jack and Jill bath and second-floor laundry add convenience and functionality.

The finished lower level expands the home even further, featuring a full wet bar, additional bedroom and bath, fitness room with mirrored wall, and flexible space for media, recreation, or entertaining.

Adding to the property’s versatility is a private 2-bedroom carriage home with its own living area, kitchen, laundry, fireplace, and patio, offering ideal flexibility for guests or extended stays. A total of 6 garage bays between attached and detached garages, along with extensive storage throughout, ensures the home functions as beautifully as it lives.

A natural slate roof, mature landscaping, and carefully considered details throughout reinforce the quality and longevity of the home.

This is more than a home. It is a private estate designed for those who value space, privacy, and a setting that truly stands apart.

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.

Welcome to 114 Hillcrest Road - an architecturally stunning home privately nestled on nearly 2 acres in Fox Chapel Boro. Illuminated w/ natural light from skylights & full-length windows, it features a dramatic sunken living room w/ soaring ceilings & a dual-sided brick fireplace. The gourmet kitchen impresses w/ sleek Eggersmann cabinetry, Thermador fridge & oven (steam oven, warming drawer/lights, 6 burners, griddle/grill), & an extra-large island w/ crystallized glass countertop & refrigerator drawers. The owner’s suite is luxurious w/ an office, sitting room w/ deck access, & spa-like bath w/ heated floors, soaking tub, glass shower, & dual walk-in closets. The lower level is equally impressive w/ 3 generously sized bedrooms, 2 full baths, a bonus room w/ Murphy bed, & game room that includes a convenient wet bar & direct access to the spectacular outdoor oasis! Outside, enjoy a saltwater pool w/ integrated hot tub, & grassy, fenced in yard - all set in a serene, tree-lined oasis.

Luxury, location and lifestyle converge in this immaculate, move-in ready Estate home on the most prestigious street in Summerset at Frick Park. With 5 spacious bedrooms, 4.5 luxurious baths and breathtaking park and river views, this home offers a seamless blend of elegance and functionality. Rich hardwood floors, statement coffered ceilings and oversized windows fill the space with natural light. The gourmet kitchen impresses with pristine white cabinetry, professional-grade stainless appliances, striking stone surfaces & a double-door pantry. Indoor & outdoor spaces flow effortlessly—ideal for entertaining—with a covered porch, balcony, deck, patio & a fenced-in yard. Custom walk-in closets, spa-inspired baths, and a walk-out lower level featuring a game room, wine bar, guest suite, full bath, mudroom and an oversized 2-car garage. Every inch of this home is designed to impress & ensure privacy. Located in an amenity-filled, sidewalk community close to Shadyside, Oakland & Downtown!

Once you see this home – nothing else will compare! Located on a quiet cul-de-sac in sought-after Langdon Farms of Pine Twp, this custom Barrington-built masterpiece will take your breath away! From its timeless brick and stone exterior accented with bold architectural details to an amazing 1.2 acre homesite offering an incredible yard with a private wooded backdrop and space for a future pool – it is not one to pass up. Step inside and experience a home like no other - the kind you’ve been waiting for all along! It’s an entertainer’s dream - featuring a bright open layout with 10 ft ceilings, massive Pella windows, exquisite millwork, and beautiful stone accents throughout. Attention to detail is truly out of this world with a stunning one-of-a-kind wine room and private study! At the heart is a chef’s kitchen fit for royalty, one of two in this home, showcasing gorgeous custom glazed cabinetry with striking granite countertops, large hidden walk-in pantry with a 2nd refrigerator, elegant lighting, and sleek Thermador appliances! Fall in love with the vaulted breakfast area offering scenic views of the back yard and direct access out to one of two custom stamped concrete patios with a built-in Coyote gas grill and firepit for outdoor entertaining! With five private bedroom en-suites, there’s plenty of room for your entire family & friends from out-of-town. The luxurious master retreat boasts one of three beautiful stone fireplaces in the home along with expansive his & her custom walk-in closets, and a magazine-worthy full bath with separate vanities, free-standing soaking tub, and a beautiful custom tiled shower with multiple fixtures! A large finished walk-out basement with 9 ft ceilings provides additional versatile living / entertaining space featuring an open game room, gorgeous fully-equipped 2nd kitchen, fitness room, 2nd laundry room, and 5th bedroom with a full bath – would make a great in-law suite! You’ll have plenty of parking space with an oversized 4-car attached garage and expanded driveway. Integrated Control-4 smart home automation system for built-in sound throughout the home with additional capabilities to control thermostats, lighting, and garage vehicle doors. Built-in lawn sprinkler system, central-vacuum, dual-zone HVAC, security system, and much more… Close proximity to Pine / Richland middle & high school campus!

Live in the heart of Fox Chapel on 6 acres. Coming from the city, feel free to walk to Aspinwall for delights in coffee shops, restaurants, a Spa, boutiques, and more.Get to downtown, Shadyside,Sq Hill, Cranberry, & the Turnpike with ease.History awaits you on all levels with light that streams trough all the day long.Updates to kitchen and bathrooms along with hardwood floors, side and rear patios, grilling porch off the kitchen, two staircases, mud rm, & a 12x5 temp controlled wine cellar. Bonus rm is used as an office, but can be a bedroom, if needed.Architecture of the 1920's defies the ordinary and has an appreciative value. Closet space is abundant on all levels. Bonus 8x7 nook in the kitchen is used as an office area for organizing the family acivities. A huge walk up top floor for gaming space and storage.Lower level has a walk in safe, bathroom, work room, storage, and a game room with a decorative fireplace. Enjoy the expansive lawn areas that surround the home, while the rear affords you privacy with specacular views and mature trees. Classic Tudor with todays floorplan and lifestyle needs in the award winning Fox Chapel School District. Welcome to what you have waited to find.