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$1,160,000
5 Beds 5 Baths
Tucked away on a quiet, tree-lined cul-de-sac in the heart of Fox Chapel, this stunning French Provincial residence blends timeless elegance with thoughtful modern updates and a warmth that instantly feels like home. Set on over an acre with a long private driveway, the property is surrounded by mature trees, flowering landscaping, and peaceful outdoor spaces that make every view feel picturesque. With views of nature from nearly every room, this home creates an atmosphere so comfortable and relaxing, you may never want to leave. A charming, walkway leads into the grand foyer, where classic honeycomb ceramic tile flooring and a sweeping staircase immediately set the tone. To the left, the formal living room is filled with natural light and anchored by a beautiful fireplace, creating an inviting space for gatherings. The adjacent dining room overlooks the tranquil backyard through expansive windows, making every meal feel special. Host or gather for cozy nights in the family room with rich wood-paneled walls, exposed beams, built-in bookshelves, a second fireplace, and a hidden wet bar with lighting and closing doors. A reading nook tucked beside the window adds even more warmth and character to the space. The updated kitchen blends luxury and functionality with quartz countertops, bright white cabinetry, and modern appliances including a gas dual-oven range with built-in air fryer and a sleek dishwasher. The breakfast area opens directly to the spacious, newly resurfaced deck with an awning, where serene nature views create the perfect setting for morning coffee or relaxing summer evenings. Steps lead down to the repainted patio and expansive backyard, extending the home’s outdoor living possibilities. The main level also features a private bedroom and full bathroom ideal for guests or in-law accommodations, along with a laundry room offering direct deck access. Beneath all of the freshly steam-cleaned carpeting lies red oak hardwood flooring, ready to be uncovered if desired. Upstairs, four generously sized bedrooms (freshly painted) with ample closet space provide a layout perfectly suited for family living. The spacious primary suite feels like a peaceful retreat with beautiful views and a walk-in closet with custom shelving, and an additional oversized closet. The en-suite bath offers dual sinks and a private bathing area for added comfort. A Jack and Jill bathroom connects two bedrooms, while an additional full bath serves the fourth bedroom. The finished lower level, accessible from both the foyer and garage, offers additional living flexibility with daylight windows, carpeting throughout, and a beautifully updated full bathroom complete with a walk-in jetted tub. Additional highlights include a repainted and reinsulated 2-car garage with an ultra-quiet new garage door, Smart Home security and monitoring features, an 11kW generator, a new sewer line, new roof, Travertine stone flooring in the kitchen and hallway, and timeless architectural details throughout. Private yet conveniently located, this exceptional Fox Chapel home offers the space, comfort, and lifestyle that families are searching for. Join us at the open house and experience its charm in person.

111 Shannon Dr, Fox Chapel

Listing courtesy of KELLER WILLIAMS STEEL CITY.

$1,895,000
5 Beds 7 Baths
Gracious 5-bedroom Colonial with a beautifully renovated guest house and 5-car garage, situated on a stunning, picturesque level cul-de-sac lot in one of Fox Chapel Borough's most desirable locations. Conveniently located near Fox Chapel Area schools, Shady Side Academy, the library, the Lauri Ann West Community Center, country clubs, shopping, and dining. This exceptional home offers spacious rooms, high ceilings, hardwood floors, and a wonderful floor plan designed for both everyday living and entertaining. The inviting living room with fireplace features a door to the outdoors, while the family room adjacent to the kitchen adds comfortable gathering space. A private office with built-in bookshelves provides an ideal work-from-home setting. The large eat-in kitchen is well-equipped with abundant cabinetry, extensive counter space, a center island, and is adjacent to a gracious dining room perfect for hosting family and guests. A first-floor laundry room and two powder rooms complete the main level. Upstairs, the spacious primary suite offers a walk-in closet and updated bathroom. Three additional generously sized bedrooms feature hardwood floors and ample closet space, including one with an ensuite bath and two connected by a Jack-and-Jill bathroom. The lower level includes a game room with fireplace, full bathroom, extensive storage, and direct access to the garages. The recently renovated guest house is a rare and special feature, complete with a bedroom, full bath, living room with a fireplace and kitchen—ideal for extended family, guests, an au pair suite, or private retreat. The spectacular rear grounds are truly an oasis, featuring a sprawling stone patio, level private yard, pond with waterfall, beautiful stone walls, and entire property has been professionally landscaped in the last few years. Well maintained and thoughtfully designed, this exceptional property offers the perfect blend of privacy, comfort, and an unbeatable Fox Chapel Borough location.Generator and water filtration sytem too! Easy commute to downtown, hospitals, universities and more. Welcome Home!

144 Springhouse Lane, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,300,000
4 Beds 4 Baths
Welcome to 104 Wynnwood—an exceptional contemporary residence set on two private acres in the heart of Fox Chapel. Privately positioned behind a gated entrance, this beautifully updated home blends modern design with warm, livable spaces and standout amenities throughout. Freshly painted and move-in ready, the home welcomes you with a grand, light-filled entry that opens to an expansive and thoughtfully designed main level. The large dining room is both elegant and inviting, featuring French doors that lead directly to the outdoor patio—creating effortless indoor-outdoor flow for entertaining. The patio itself is a true extension of the home, complete with a built-in grill and ample space to gather, dine, and relax. At the heart of the home is a stunning gourmet kitchen featuring heated floors and a suite of top-tier appliances, including Wolf, Miele, and Sub-Zero. Granite countertops, abundant cabinetry, and a built-in breakfast nook with custom storage make this space as functional as it is beautiful—perfect for both everyday living and hosting. The living room is anchored by rich wood floors and a striking fireplace, while a separate cozy family room with its own fireplace offers a more intimate setting to unwind. A first-floor guest suite provides flexibility for visitors or multigenerational living. Just inside the garage entry, a custom built-in cubbie system keeps daily life organized with ease. Upstairs, the primary suite is a true retreat—exceptionally spacious with room for a private sitting area or home office. The ensuite bathroom offers comfort and style, complemented by an impressive wall of built-in closets and a large walk-in closet featuring a center island for added storage and convenience. Two additional generously sized bedrooms share a well-appointed hall bathroom with heated floors, adding a touch of everyday luxury. Additional highlights include a heated garage with an epoxy floor, as well as a whole-house generator for peace of mind. The beautifully maintained two-acre setting enhances the home’s sense of privacy and tranquility while remaining just minutes from everything Fox Chapel has to offer. Offering a rare combination of contemporary style, high-end finishes, and exceptional indoor-outdoor living, 104 Wynnwood is a standout property in one of the region’s desirable communities.

104 Wynnwood Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,605,750
5 Beds 4 Baths
Privately set at the end of a long, winding driveway, this exceptional all-brick estate stands on two picturesque acres in the heart of Fox Chapel—one of Pittsburgh’s most prestigious and sought-after communities. Offered for the first time in more than 55 years, it is defined by privacy, presence, and enduring architectural elegance. Built in 1935, the residence showcases a richly detailed living space filled with original hardwood floors, custom millwork, decorative ironwork, and classic craftsmanship. A grand foyer welcomes guests with a sweeping curved staircase and wrought-iron railings, setting the stage for an impressive yet inviting entertaining atmosphere. Light-filled formal and casual rooms create an inviting flow throughout the main level, including a distinguished dining room framed by floor-to-ceiling French doors. Charming fireplaces, architectural nooks, and thoughtful design give each space warmth and character. Five spacious bedrooms and three-and-a-half baths provide comfort and flexibility across the upper levels, complemented by a finished lower level offering additional recreation and storage. A full third floor remains available for future personalization to suit modern needs. This estate has been meticulously maintained with significant investments in infrastructure, including updated electrical with the removal of knob and tube wiring, a new underground electrical service line, a new sewer line, slate roof restoration, added central air conditioning, and numerous plumbing enhancements. Exterior improvements include corrected foundation grading, repaired downspouts and sprinkler system, and a newer gravel driveway. Positioned within the top-rated Fox Chapel Area School District and just minutes from local amenities, parks, and Downtown Pittsburgh, this residence offers a rare blend of tranquility, heritage, and convenience. A truly generational property—ready to continue its legacy with its next proud steward.

470 Fairview Rd, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$755,000
3 Beds 2 Baths
Escape to this authentic mid-century modern stone ranch, tucked away on two parcels at the end of a tranquil road in Fox Chapel. Perfectly situated on 2.5 peaceful acres, this home harmoniously pairs vintage character with modern sustainability.   The MCM charm shines through large bay windows, two stone fireplaces, original hardwood floors, and preserved vintage tilework that beautifully accent the open floor plan—perfect for daily life or entertaining.    Recent high-efficiency upgrades include a brand-new solar roof (2025), Mitsubishi heat pump (2025), and comprehensive whole-house insulation ensure modern energy efficiency without compromising the home's original aesthetic.    The expansive, professionally waterproofed and reinforced lower level offers a large finished recreation room—perfect for a home theater or private gym. Adjacent to this living space is a versatile walk-out workshop providing ample storage and utility.  The large attached two car garage provides additional space for potential expansion.   Outside, the property is a living gallery of Pennsylvania’s natural beauty. From the established orchard to the certified backyard habitat and native woodlands, the landscaping has been thoughtfully curated over decades.   Located just minutes from Fairview Elementary and a short 20-minute drive to downtown Pittsburgh, this Fox Chapel gem offers a rare blend of secluded retreat, modern efficiency, and suburban convenience.

90 Dietrich Rd, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,399,000
5 Beds 4 Baths
Completely reimagined from top to bottom, this exceptional property blends refined luxury with thoughtful design and architectural character. Offering 5 bedrooms, 3.5 baths, and a 2-car garage, every inch of this home has been meticulously remodeled with high-end materials and custom craftsmanship throughout. A stunning main-level owner’s suite serves as a true retreat, featuring vaulted ceilings, a dramatic two-story stone fireplace, and direct access to a private deck, creating a seamless indoor-outdoor connection. The suite is complemented by a spa-inspired bath with heated floors, Carrera marble surfaces, handcrafted Zellige tile, champagne bronze fixtures, and beautifully designed inset cabinetry. The heart of the home is the architecturally designed kitchen, showcasing Taj Mahal natural stone countertops, European-style Rift Sawn white oak cabinetry, and a Fisher & Paykel appliance package with integrated refrigerator and dishwasher. A workstation sink and designer fixtures elevate both everyday living and entertaining. Throughout the main level, wide-plank European white oak flooring, solid wood interior doors, and curated lighting create a warm yet sophisticated aesthetic. A custom white oak staircase adds to the architectural detail, while the atrium space blends modern design with character through exposed brick and steel elements. Multiple living areas, including a living room with a secondary fireplace, offer both comfort and flexibility. The renovation extends far beyond the visible finishes, with all new aluminum-clad windows and doors, a new architectural roof with standing seam metal accents, two new HVAC systems, updated insulation, and enhanced mechanical systems including a recirculating hot water system for near-instant hot water. Additional highlights include beautifully updated secondary bathrooms with marble finishes, a stylish powder room with herringbone marble flooring, and thoughtful touches throughout that reflect both quality and intention. Set on professionally landscaped grounds with mature plantings, architectural urns, and designer exterior lighting, this home offers a rare combination of luxury, comfort, and craftsmanship - truly move-in ready and designed to stand apart.

90 Chapel Ridge Place, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,300,000
4 Beds 5 Baths
Welcome to 100 Forest Drive located on a lovely level cul de sac street in the highly desirable Fox Chapel Borough within the Fairview Elementary School zone. This beautifully maintained 4 bedroom, 4.5 bath home offers a wonderful blend of classic charm, comfortable living spaces and a picturesque setting with exceptional outdoor appeal. The inviting floor plan is designed for both everyday living and entertaining with a gracious flow between rooms and an abundance of natural light throughout. The kitchen is warm and welcoming with a spacious eat in area, generous counter space, abundant cabinetry and is open to the family room creating a seamless space for gathering. From here, step out to a private deck overlooking the scenic grounds, perfect for morning coffee, dining outdoors or relaxing in a peaceful setting. The main level also features a formal dining room ideal for hosting, multiple sitting areas for flexible living, a convenient first floor office and a desirable first floor bedroom offering excellent options for guests or additional work from home space. Upstairs you will find a spacious and impressive primary suite with a large walk in closet and incredible views of the grounds, creating a true retreat. The additional bedrooms are generously sized with roomy closet space and access to a well appointed full bathroom on the second floor. The exterior setting is truly special with mature landscaping, beautiful plantings, play areas, and a huge shed for storage Located in the heart of Fox Chapel with easy access to parks, trails, shopping and amenities as well as a convenient commute to downtown Pittsburgh, Oakland and major medical centers. A wonderful opportunity to own a move in ready home in a premier location.

100 Forest Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,800,000
4 Beds 5 Baths
Nestled on a charming, tree-lined road in one of Fox Chapel's most beloved neighborhoods, this beautifully appointed residence blends timeless architecture with modern, livable elegance. From the moment you arrive, the home’s character is undeniable—classic curb appeal, thoughtful landscaping, and a welcoming presence that sets the tone for what’s inside. Step through the front door to discover a light-filled interior where original details and tasteful updates exist in perfect harmony. Rich hardwood floors, graceful moldings, and well-proportioned rooms create an effortless flow, ideal for both everyday living and entertaining. The living room, located just off the entryway, features a distinctive sunken design with oak hardwood floors, a wood-burning fireplace with a convenient gas starter, and custom built-in shelves and cabinetry—all complemented by expansive windows that fill the space with abundant natural light. At the center of the home is a beautifully designed chef’s kitchen, featuring Cambria quartz countertops, a professional-grade Wolf gas range with double wall ovens, and a Sub-Zero refrigerator and freezer with custom panels that seamlessly blend with the cabinetry. A custom stainless steel hood with pot filler anchors the space, while a butcher block island with prep sink and hanging pot rack adds both warmth and function. A farmhouse sink overlooks the backyard, and the kitchen opens to a stunning vaulted dining area with built-in seating, a wood-burning fireplace, and a pizza oven—creating an inviting space with seamless access to the patio and garden. The formal dining room, ideally situated between the living room and kitchen, showcases original painted pine wood floors, a cozy gas fireplace, and custom built-in shelving, all enhanced by a large window that fills the space with natural light and offers serene views of the pond. Upstairs, 4 spacious bedrooms offer comfort and retreat, while the primary suite provides a serene escape with refined touches and generous storage, a guest suite and 2 additional bedrooms with an additional hall bath is updated with clean, classic finishes that stand the test of time. A well-appointed first-floor laundry room offers abundant storage, a second dishwasher, an ice machine, and direct outdoor access for everyday convenience. The unfinished lower level features high ceilings, a half bath, generous storage, and dedicated gym space, while three HVAC systems and an attic-mounted whole-house ventilation fan ensure year-round comfort. Outside, a private backyard oasis provides the perfect setting for quiet mornings or lively evenings—an extension of the home’s warm and inviting atmosphere. Whether hosting friends or enjoying a peaceful moment, this outdoor space is designed to be enjoyed. Located just minutes from Pittsburgh’s downtown area cultural destinations, Shadyside restaurants and hospitals, this home offers not only beauty and comfort, but also the convenience of city living with a true neighborhood feel.

321 Fairview, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$975,000
4 Beds 5 Baths
Flat Backyard! Located in the heart of Fox Chapel, near Fairview Elementary. This beautiful residence blends timeless architecture with thoughtful updates and refined living throughout. Rich hardwood floors span almost the entire home, complementing a well-designed layout that includes a formal living room, elegant dining room, and inviting family room with one of three wood-burning fireplaces. A pass-through wet bar enhances effortless entertaining, while the library and expansive sunroom offer versatile, light-filled spaces. The kitchen features quality appliances, including a JennAir electric stove and Bosch dishwasher. From the family room, step onto the brand new, impressive 53-foot composite deck, overlooking a flat backyard complete with raised garden beds, stacked stone wall (2020), and a covered patio below. Upstairs, the primary suite is a true retreat with a cathedral ceiling, multiple closets including two walk-ins, and a marble en-suite bath with jetted Jacuzzi tub and updated fixtures. Additional bedrooms feature hardwood flooring, another newly updated en-suite bath, and the hall bath has been updated with a double sink and walk-in shower. The finished lower level offers a game room with fireplace, full bath, walk-in pantry, and abundant storage. Additional highlights include laundry with chutes on every floor, three A/C units, a 2020 water heater, modular closet systems, 3-car garage! Mudroom, conditioned pantry, and an underground dog fence. Ideally located near the bus stop, this home offers a seamless blend of comfort, functionality, and understated luxury in one of Fox Chapel’s most sought-after settings.

131 Wilmar Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,790,000
5 Beds 6 Baths
Situated in one of Fox Chapel’s most coveted locations—just 1.3 miles to Shadyside Academy & Fox Chapel Golf Club—this exceptional property features two residences on 3.2 acres. The primary all-brick estate, custom built in 2000 by Madia Homes, offers approximately 7,000+ sq ft of finished space with soaring 10' first-floor ceilings, 5 bedrooms, 4.5 baths, 4 fireplaces, and a grand entrance split staircase with a two-story open foyer. The home includes a main-level 4-car garage, two private offices, marble flooring throughout the main level, and hardwood flooring throughout the second floor. Expansive unfinished areas present a rare opportunity to customize and expand living space. The basement is framed with heating, cooling, and electrical rough-ins in place, while the third floor remains open for future finishing. The attached original 1950s ranch includes 3 bedrooms, 2 full baths, a 2-car integral garage, and its own private driveway. While in need of renovation, it offers exceptional potential as a guest residence, au pair suite, extended family quarters, or additional living space. Situated on 3.2 acres, the property offers remarkable flexibility to create a private outdoor retreat with room for amenities such as an inground pool, sport courts, or outdoor entertaining spaces. The scale and layout of the estate offer exceptional flexibility for multi-generational living, extended family, or long-term guests. A rare opportunity to create a true legacy estate in one of Pittsburgh’s most sought-after neighborhoods.

1060 Fox Chapel Road, Fox Chapel

Listing courtesy of SIMPLIHOM.

$1,915,000
5 Beds 5 Baths
Set quietly back from the road on a private and well-manicured, tree-framed property in Fox Chapel, this 5-bedroom 4.5 bath luxury home blends timeless architecture with the kind of warmth that makes a house truly inviting! This home was built in 2009 by The Waldeck Group and is the perfect balance of being sophisticated but also expressive and well thought out. The primary suite is located on the main level and offers a sense of retreat with its vaulted ceiling, soft neutral tones, and large windows overlooking the grounds. The great room with its stone fireplace and gorgeous lighting is open and bright and walks out onto a beautiful terrace. The den is moody and classic with its custom cabinetry and gas fireplace and is a perfect cozy spot for a first-floor office or entertaining guests. The kitchen is spacious and light and offers a large granite island and rich hardwood flooring along with 2 dishwashers, 2 ovens and gas cooktop. A chef's dream. The laundry room finishes out the main level and is fantastic. Upstairs there are 3 bedrooms, one is currently used as an upstairs office space. There is even a huge secret storage space that could be finished as an additional bedroom or media room!  The basement measures over 2000 sq. feet and has a full bath and a bedroom in addition to a large living area and home gym. The house has an attached garage and also an additional 2 car detached garage which could have many uses! The house sits on 1.4 completely fenced acres and has been cared for meticulously by a local landscaper. The gardens, foliage and perennials are mature and stunning! Minutes away from Fox Chapel High School and Shadyside Academy, feeds to Fairview Elementary School. Quick access to Rt. 28 and I-279, downtown Pittsburgh, Shadyside/Squirrel Hill, and shopping. This home has quiet sophistication and peaceful surroundings. The current owners have thoughtfully designed every inch and have incredibly maintained this home. A true gem in Fox Chapel Borough.

135 Greenwood Road, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

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INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.