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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.

$2,395,000
6 Beds 6 Baths
Set on nearly one level acre in the heart of Fox Chapel, this exceptional residence combines luxury, comfort, and convenience with breathtaking panoramic views and an ideal close-in location. Designed with a modern flair for both everyday living and grand-scale entertaining, the home features an expansive open floor plan filled with natural light, seamlessly connecting elegant living spaces to spectacular outdoor areas. This home offers one floor living walking in from the 3-car garage. There is a possibility of an elevator if desired- space is allocated. The chef's kitchen serves as the centerpiece of the home, complemented by a fully equipped prep kitchen that makes entertaining effortless. Multiple spaces flow onto an expansive deck overlooking the beautifully landscaped grounds and scenic vistas beyond. The main deck has all new materials and can accommodate table seating for 12 plus a lounge area. On the other side of the home, the quaint covered side porch is perfect for cozy nights in. With six spacious bedrooms, including four private ensuite retreats, and five full baths, the home offers exceptional flexibility for family and guests alike. A dedicated theater and recreation area provides the ultimate entertainment experience, while the private basketball and sports court offers year-round opportunities for play and fitness. Skip the commute to the gym and enjoy the dedicated finished fitness space right at home. The large unfinished lower level room (currently used as a teen rec room) could be easily finished to any specifications. Thoughtfully designed with abundant storage throughout. This is a rare opportunity to own a luxury estate that delivers stunning views, unique and inviting floor plan, and an unmatched lifestyle.

218 Grandview Drive N., Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$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.

$1,605,750
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.

$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.

$575,000
5 Beds 5 Baths
Located in the desirable Fox Chapel Borough and in the O’Hara Elementary school zone, this spacious 5 bedroom, 4.5 bath home offers the perfect blend of charm, functionality and a flexible floor plan in a sought after close in neighborhood. Set on a level lot this home is filled with natural light and designed for both everyday living and entertaining, with a fenced level yard and multiple decks. The kitchen flows seamlessly into the family room and dining room and sun room creating an ideal open concept. The main level has a charming living room and also features a unique and highly desirable first floor bedroom suite complete with a large sitting room and a private ensuite bathroom, perfect for guests, extended family or flexible living needs. Upstairs you will find four additional bedrooms including a spacious primary suite with a fantastic bonus room above, ideal for a private sitting area or home office. The bedrooms offer generous closet space and the home provides an abundance of storage throughout. Additional highlights include a large level driveway and a tremendous oversized two car garage with a dedicated workshop and even more storage. Enjoy an exceptional location in the borough, you'll enjoy a walkable neighborhood, easy access to schools, parks, trails, and amenities of Fox Chapel area plus quick access to Rt. 28, the East End, UPMC hospitals, universities and downtown.

116 S Pasadena Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: COLDWELL BANKER REALTY.

$880,000
5 Beds 5 Baths
Beautifully reimagined with a focus on style and livability, this five-bedroom Fox Chapel residence offers three full and two half baths, set on a quaint lot in one of Pittsburgh's most desirable areas. The home showcases a refined, modern aesthetic with spacious interiors, elegant lighting, updated fixtures, and fresh, neutral finishes that create a bright and cohesive feel throughout. The main level is both inviting and visually striking, beginning with a warm living room highlighted by rich hardwood floors and flowing seamlessly into a beautifully updated kitchen. Designed with both function and style in mind, the kitchen features a gas range, abundant cabinetry, and a tasteful backsplash that adds texture and sophistication. Entertaining is effortless with a comfortable family room featuring a fireplace and wet bar, a sun-drenched sunroom (also serves as a great playroom), and a formal dining room perfect for hosting. An updated powder room adds a polished touch to the main floor. Upstairs, the spacious owner’s suite offers a serene retreat, complemented by four additional bedrooms, three well-appointed full bathrooms, and generous closet space throughout. Each room is thoughtfully designed with comfort and flexibility in mind. The finished lower level extends the living space with a large game room, ideal for relaxing, working out or entertaining, along with a half bath, laundry area, and convenient access to the garage with an EV charging station. Extensive recent improvements further enhance the home’s appeal and functionality. Between 2024 and 2025, updates include remodeled basement and living room spaces, along with key infrastructure upgrades such as a basement and garage waterproofing system, foundation reinforcement, updated venting, and improved exterior drainage through patio trenching, tree removal, and side yard regrading. In 2026, continued enhancements include a fully replaced gas line, garage wall stabilization, sealed venting, professional mold remediation, and a radon system, along with additional updates such as a repaired retaining wall, a new lamp post, and more. With its thoughtful updates, stylish finishes, and move-in ready condition, this home offers an exceptional blend of comfort, design, and everyday elegance all within Fairview Elementary district. Opportunities like this are rare, where thoughtful design, extensive updates, and true move-in-ready condition come together so seamlessly. Buyers won’t want to miss the chance to own a beautifully finished home in a prime Fox Chapel location that offers both immediate enjoyment and long-term peace of mind.

119 Shadow Ridge Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$675,000
5 Beds 3 Baths
Welcome home to this well maintained property in the heart of Fox Chapel Borough offering an exceptional blend of classic charm and thoughtful modern updates. Neutral decor and lovely light throughout! This spacious 5 bedroom, 2.5 bath home showcases a gourmet kitchen that is truly a cook’s dream, featuring high end appliances, abundant cabinetry, excellent counter space and a highly functional layout ideal for both everyday living and entertaining. The open floor plan flows seamlessly from the kitchen into the inviting family room with fireplace, creating a warm and connected gathering space. From here, doors lead to a spacious deck with awning, perfect for outdoor dining, relaxing evenings or hosting guests, all overlooking a private yard with lovely views. Hardwood flooring runs throughout much of the home, adding warmth, character and continuity. The living room and dining room provide timeless spaces for more comfortable living areas and entertaining. Upstairs, you will find generously sized bedrooms with excellent closet space along with updated full bathrooms that blend style and function. The home offers abundant storage throughout, making organization easy and practical. Additional features enhance both comfort and livability, making this home truly move in ready. Ideally located in Fox Chapel Borough, this property offers the perfect balance of privacy and convenience with close proximity to parks, walking trails and local amenities,shopping, restaurants, schools, along with an easy commute to downtown Pittsburgh, the East End, Oakland and major medical centers including UPMC. A wonderful opportunity to own a spacious, well cared for home in one of the area’s most desirable communities, served by O’Hara Elementary.

209 Grandview Drive S, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,325,000
5 Beds 5 Baths
Tucked within one of Fox Chapel’s most desirable neighborhoods, 76 Fair Oaks Dr offers a refined blend of classic architecture and comfortable everyday living. A striking marble entry with a sweeping curved staircase creates an impressive first impression, leading into well-appointed living spaces designed for both entertaining and relaxation. The formal living room showcases custom built-ins and a timeless fireplace, while the richly detailed library—complete with floor-to-ceiling shelving and a granite-accented fireplace—provides a warm, inviting retreat. Natural light pours through elegant Palladian windows, brightening the spacious family room anchored by a brick fireplace. The eat-in kitchen is thoughtfully equipped with quartz countertops, a new cooktop, double ovens, and abundant cabinetry, seamlessly connecting to the home’s main living areas. A first-floor laundry room adds everyday ease. Upstairs, the primary suite offers a true retreat with its own fireplace and dual walk-in closets. The finished lower level expands the home’s versatility with a generous game room, additional flex space ideal for a home office or guest room, and extensive storage including a cedar-lined closet. Set in a private, sought-after location, this home delivers timeless character, functional space, and lasting appeal.

76 Fair Oaks Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$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.

$3,250,000
5 Beds 7 Baths
Perfectly positioned in prestigious Fox Chapel—just minutes from Fox Chapel Golf Club, Pittsburgh Field Club, and Rt. 28—this extraordinary estate pairs timeless Georgian elegance with refined modern luxury. A gated courtyard introduces a stately façade and a breathtaking interior defined by soaring ceilings, inlaid marble, intricate millwork, and dramatic architectural columns. Truly a rare find. A grand entry and a striking floating staircase—enhanced by a rear staircase and private elevator—anchors the home. Designed for effortless entertaining, elegant formal spaces transition seamlessly, while a richly appointed library offers a quiet retreat. The chef’s kitchen showcases marble surfaces, premium appliances, and a fully equipped butler’s pantry in the center of the home. Great laundry room and full bath which services the pool area...idea for guests using the swimming pool. Upstairs, four spacious bedroom suites each feature their own fireplace. The stunning primary suite includes an incredible dressing room and spa-inspired marble bath with double vanities. A private apartment with separate entrance, kitchen, living area, bedroom, bath, and laundry provide ideal guest, in-law, or extended-stay accommodations. Four car tandem garage. Manicured grounds, multiple outdoor living areas, and a sparkling pool complete this rare opportunity to own one of Fox Chapel’s most distinguished estates

418 Fox Chapel Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

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