View All Fox Chapel PA Colonial Style Home Listings

This exceptional 4 bedroom Fox Chapel Borough home is ideally located on coveted Windsor Road, a quiet and charming street surrounded by one of the area’s most architecturally interesting neighborhoods. 39 Windsor Road enjoys a premier position with timeless curb appeal, a spacious turnkey interior, unforgettable character and unexpected surprises throughout. Gorgeous hardwood floors flow throughout the first floor featuring a classic living room and dining room. A lovely sitting room with built in bookshelves and doors leading to the private covered porch with awning. The sprawling eat in kitchen is truly a cook’s dream with loads of cabinetry, abundant counter space, a huge center island, double ovens, gas range and a built in desk area perfect for staying organized or for a convenient home work area! The kitchen is open to the inviting family room with a gas-log fireplace, builtin bookshelves and there are walls of windows with private views and doors leading to the deck and grilling area making entertaining effortless. The second floor offers a tremendous floor plan with four spacious bedrooms and three full bathrooms including the primary suite with a walk in closet. All bedrooms offer roomy closet space and wonderful natural light. A walk up third floor area provides excellent attic storage too. The finished lower level is a wonderful surprise with a large gameroom, extensive storage, a utility room and tool bench area. You'll love the bright and light dedicated laundry room and mudroom area. Also there is a full bathroom and direct access to the level driveway and the spacious two car garage. Beautiful professional landscaping and hardscape complete the property. An ideal location with quick access to Fox Chapel Area amenities, UPMC hospitals, Oakland, Downtown Pittsburgh, Fox Chapel area schools, Shadyside Academy, shopping, dining and more. Welcome Home!

39 Windsor Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$575,000

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.

$1,300,000

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.

$880,000

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.

$1,800,000

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.

$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.

$975,000

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.

$1,025,000

Welcome to 112 Hickory Hill Road in Fox Chapel Borough, ideally located on a cul de sac with scenic rear views and a large deck perfect for relaxing or entertaining. This classic five bedroom Colonial offers a wonderful floor plan with spacious rooms throughout. The first floor features a lovely living room and dining room, an eat in kitchen, an office and a family room with fireplace and doors out to the deck. A level driveway leads to the attached garage with entry into a convenient mudroom and first floor laundry. The home offers five spacious bedrooms with three full baths and abundant storage throughout. The lower level includes a bright game room with windows and door to outstide, an additional laundry room, a utility room and a half bath providing excellent space for recreation or guests. A level driveway leads to the attached garage with built in cabinetry for storage Great location close to all Fox Chapel amenities, schools and country clubs with convenient commute times to the city, UPMC hospitals, Oakland and more.

112 Hickory Hill Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$448,500

Welcome home to this beautifully updated single-family residence in Fox Chapel, offering timeless charm, thoughtful updates, and a peaceful natural setting. Enter through the new front door into the sun-drenched main level, where gleaming hardwood floors and abundant natural light create a warm and inviting atmosphere. The spacious living room is anchored by a classic wood-burning fireplace—perfect for cozy evenings. The dining room features sliding glass doors that open to the rear patio, seamlessly blending indoor and outdoor living. Enjoy your morning coffee or evening meals overlooking the quiet backyard, where birds and local wildlife provide a serene backdrop. The remodeled kitchen is both stylish and functional, complete with appliances less than two years old, offering modern convenience and peace of mind. Just off the main living areas, the den showcases stunning floor-to-ceiling built-in bookcases—an ideal space for a home office, study, or private library. A beautifully updated half bath completes the main level. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with an updated ensuite bath featuring a sleek glass-enclosed walk-in shower. Three additional large bedrooms share a tastefully renovated full hall bathroom. All bathrooms throughout the home have been recently updated, ensuring move-in ready comfort. The unfinished basement provides excellent storage and offers exciting potential to be finished for additional living space. It also provides convenient access to the two-car garage and new driveway. Ideally located just one mile from the community park and grocery store, this home combines tranquility with everyday convenience. A rare opportunity to enjoy space, updates, and natural beauty in a prime Fox Chapel location.

202 West Dr, Fox Chapel

Listing courtesy of REDFIN CORPORATION.

Selling Office: COMPASS PENNSYLVANIA, LLC.

$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.

$680,000

3 Beds ⋅ 4 Baths

Beautifully Appointed 2 Story Home in a Fox Chapel School District, Fox Hall Community. The Modern Style Home greets you with a 2 Story Foyer, an Office with a French Door, Beautifully designed Open Concept eat in Kitchen with an Island/ granite counters, tiled backsplash, stainless steel appliances, maple cabinets and two sided Gas fireplace that can be enjoyed from the Family Room/Kitchen. The bright and spacious Fam Rm has access to a deck and a Lovely Private Patio/Courtyard perfect for entertaining! New Roof. Home is Impeccably maintained! The House boasts with gleaming hardwood floors, plenty of light, Cathedral Ceilings, Spacious Loft and beautiful woodwork. Upper Level. Huge Master Suite with Tray ceiling, walk in closet, skylights, luxurious Jacuzzi and Tiled Shower. Large, Second Bdrm Upper Level has its own bathroom with a skylight. Finished Huge Lower Level with Walk out Game Room, Third Bedroom and a Full Bath plus Storage space. Laundry on Main level. 2 Car Gar. New Roof.

518 Farndale Rd, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$780,000

5 Beds ⋅ 4 Baths

This stunning contemporary ranch was built in 1974 by the Sellers and updated over the years. Brand new kitchen,huge laundry room on main,open floor plan, walls of windows,three bedrooms and two baths on main level, bedroom and bath and immense family room on lower, two car oversized integral garage, walk out from lower level to all of the acerage,curb appeal with frame and stone construction,freshly painted,outside arbor, Spring will bring total seclusion with a myriad of trees surrounding it.If you walk down hill there is another flat acre you access from Fox Chapel Road.

5 Foxwood, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$685,000

Sophisticated single-level living in sought-after close-in Fox Chapel. This beautifully updated ranch offers effortless elegance with three bedrooms and two full baths on the main level, including a fully accessible suite with roll-in shower. The expansive kitchen, featuring new premium appliances, island cooktop, and telescoping exhaust fan, flows seamlessly for entertaining. The lower level provides exceptional versatility with a stylish game room, full kitchen, bedroom, and bath—ideal for guests, in-laws, or an au pair. Every detail has been elevated: new roof, furnace, and A/C, refinished hardwood floors, upgraded gas lines and fireplaces, enhanced insulation, and refreshed window glazing. With dual laundry areas and reimagined perennial gardens, this residence combines comfort, convenience, and quiet sophistication in one of Fox Chapel’s most desirable settings.

101 Buckingham Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: REDFIN CORPORATION.

$2,195,000

Move right into this Fox Chapel home, set on a private, park-like lot that artfully blends modern luxury with timeless sophistication. Every element reflects exceptional craftsmanship and design. New Pella Reserve windows, French white oak floors, Italian marble, Restoration Hardware fixtures, and designer kitchen with custom cabinetry, Sub-Zero refrigerator, 48” Wolf range, and Bosch dishwasher. Additional highlights include a tankless water heater, Lennox HVAC with humidifier, two laundry areas, and a slate roof. A foyer with a sweeping staircase opens to light-filled living areas with a marble fireplace and exposed beams. The first floor offers an ensuite bedroom or office, the upper level features a primary suite with spa-inspired bath and guest rooms. The lower level includes a family room with fireplace and flex space. Enjoy outdoor living on the side porch and stone patio all in a prime location, minutes from local clubs, Shady Side Academy, the community center, and library.

129 South Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$2,800,000

5 Beds ⋅ 7 Baths

407 Rhodora Lane, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Welcome home to 308 South Pasadena Drive in the heart of Fox Chapel! This beautifully maintained residence features an updated, quality crafted kitchen with creative design touches, an abundance of cabinetry, countertops and thoughtful storage throughout. A Mudroom space with built ins provide practical elegance and convenient access in to the home from the driveway garage area, while a dedicated office offers the perfect work from home. Enjoy lovely hardwood floors, an open living/dining area, a cozy family room with a charming window seat, and a bright sunroom that opens to a private side patio. Upstairs there are 3 bedrooms plus a 9x8 dressing room. Great lower level game rooms, 1/2 bath and storage. The home sits on a generous lot with a huge drive and privacy. Ideally located within the borough, you'll enjoy a walkable neighborhood, easy access to schools, parks, and amenities of Fox Chapel area plus quick access to Rt 28, the East End, UPMC hospitals, universities and downtown.

$704,018

3 Beds ⋅ 4 Baths

308 S Pasadena Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: COMPASS PENNSYLVANIA, LLC.

$4,101,175

4 Beds ⋅ 8 Baths

Welcome to a luxury life style that is rare and defies the ordinary. Stone home situated on a spectacular 1+acre in the heart of Fox Chapel. Lovingly restored in a meticulous approach that is perfection. Access to the patios and professionally landscaped gardens from the dining room, great room, and kitchen make it perfect for gathering family, small groups or corporate style events. From work day needs, to fitness and fun, the space is there for it all. Craft room, billiard room, game room, and theatre make this all that one needs. Sought after location close to schools, shopping, golf, swim clubs, community center and library. Parks and trails throughout the community make life a vacation in all seasons.

134 South Dr, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$430,000

Spacious colonial located on over an acre in Fox Chapel. Hardwood floors, newer windows and brand-new roof. Including a smartly finished lower level where the third full bath and fourth bedroom are located. An added sliding door from the living area opens up to an expansive deck and pergola. Close proximity to shopping, hospitals, and amenities in FCASD and the City of Pittsburgh.

220 Guyasuta Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Enjoy year-round resort-style living with your own indoor pool, fully equipped fitness room, state-of-the-art movie theatre, and game room. The spacious layout offers multiple entertaining areas, elegant formal rooms, and a luxurious owner's suite retreat.

$1,900,000

6 Beds ⋅ 7 Baths

590 Old Mill Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$940,000

Located in the desirable “close in” section of Fox chapel, this stately 4-bedroom, 3.5 baths colonial home has amazing amenities. The 2-story elegant marble foyer opens to main level that boasts an open kitchen, breakfast area, family room, laundry room and adjacent main level study. Details include hardwood floors throughout the main level with gorgeous moldings, trim, cherry built-ins, and brick fireplace. The kitchen features an eat-in area, updated stainless steel appliances, granite counters, a pantry, planning desk, and a large sliding door that leads to the private flagstone patio, rear yard, lush landscaping, and stunning stone walls. Upstairs has 4 great sized bedrooms including a primary suite complete with vaulted ceilings, a walk-in closet, separate toilet room, and large soaking tub with views of the rear grounds. Other highlights include a lovely spacious lower-level game room with full bath, and walk-out direct access to the 3-car integral garage.

101 The Oaks, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

$1,870,000

240 Old Mill, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,250,000

Welcome to this stunning red brick estate, perfectly situated on a picturesque 3-acre lot in the Fox Chapel School District. This exceptional property offers space, serenity, and timeless elegance in a truly coveted location. Step inside to find a warm and inviting living room with rich character, flowing seamlessly onto a covered patio — ideal for indoor-outdoor living and entertaining. The heart of the home is the eat-in kitchen with its own cozy fireplace, connecting to a formal dining room that overlooks the breathtaking backyard. A handsome office with a fireplace provides the perfect work-from-home retreat or quiet library space. The finished lower level offers even more room to relax and unwind, featuring a light-filled game room, full bathroom, and abundant storage. Whether you’re hosting guests or enjoying peaceful evenings under the covered patio, this remarkable home blends comfort, style, and privacy — all just minutes from the City, schools and shopping.

231 Hunt Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

143 North Drive on Fox Chapel's premier street. Stunning 1920s colonial epitomizes sophisticated luxury with sprawling space. The central chef's kitchen boasts gas range, double ovens & granite counters. Charming breakfast/bar area with cabinetry flows seamlessly into spacious family room adorned with cathedral beamed ceilings and looking out into level backyard. Inviting living room with fireplace leads into sunroom, perfect for relaxation or game tables. Private office off of LR for serene workspace. 2nd floor 3 BR/3 BA layout includes laundry. Primary suite shines with a gorgeous, bright renovated bathroom featuring marble-clad shower, soaking tub & dressing area. 3rd level of 2 more BRs & updated hall bath. Finished lower level has convenient 5th full bath. Zoned HVAC. Exterior space is athlete’s & entertainer's dream! Sport Court. Stone patio & fireplace. Huge yard with space for pool. Close to downtown, Shadyside, Oakland & all major highways. Near FC parks, clubs, schools.

$1,825,000

5 Beds ⋅ 6 Baths

143 North Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$565,000

3 Beds ⋅ 3 Baths

Come experience the comfortable lifestyle of this boutique townhome neighborhood in Fox Chapel. This end unit has a gourmet kitchen, complete with a water purifier, under cabinetry lighting, pantry, center island, eat in area with access to the deck and patio, equipped with a gas line for a grill. Yard area is abundant and travels to the front of the unit with an invisible fence. Plantation shutters throughout make for lighting options, as well as privacy. The first floor primary is currently being used as additional common area/ family room. The living area in the front opens to the stairway entry with vaulted ceilings and a gas FP. Above is a flex loft space perfect for an in home office. with additional two bedrooms and two full baths. Lower level has a finished area for storage and also an exercise room. A well lit garage has plenty of storage. Mature trees allow for beautiful seasonal enjoyment. HOA covers grass, snow and special projects.

110 Millstone Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COMPASS PENNSYLVANIA, LLC.

$440,000

3 Beds ⋅ 2 Baths

Welcome to this thoughtfully updated 3-bedroom home in the Fox Chapel School District. You’ll love the warmth of the hardwood floors that run throughout much of the main living space. Living room with fireplace that add charm and comfort. A set of French doors opens into a bright and flexible den, perfect for a home office, playroom, or cozy reading nook. The newly renovated kitchen offers plenty of cabinet and counter space. Downstairs, the finished lower level is amazing bonus space, complete with a beautiful full bathroom featuring heated floors. And laundry room with utility tub. A large garage provides excellent storage and expanded driveway offers lots of off-street parking. This home offers the space, layout, and location you’ve been looking for!

507 Dorseyville, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$890,000

Tucked away on one of the most desirable cul-de-sac streets in the area, this spacious 4-bedroom home offers the perfect blend of comfort, style, and functionality. Step into a stunning, light-filled living room featuring a large bay window that invites in natural light and creates a warm, welcoming atmosphere. The eat-in kitchen offers direct access to the backyard—ideal for entertaining or simply enjoying your morning coffee. A generous formal dining room includes a cozy fireplace and convenient wet bar, perfect for hosting. Retreat to the vaulted-ceiling owner's suite complete with a makeup vanity, abundant closet space, and a serene, private feel. The home also boasts a finished basement, adding versatile additional living space—ideal for a family room, home office, or gym. Additional features include first-floor laundry for added convenience and incredible storage throughout. This is more than just a house—it’s a place to call home. Don’t miss your chance to live on Twin‌‌‌‌‌‌‌‌‌‌‌‌ Pine

609 Twin Pine Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$975,000

Absolutely beautiful home with updates galore!

115 Tree Farm Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Nestled on an exclusive, mature tree-lined street in a close-in Fox Chapel location, this charming Colonial blends timeless elegance with modern comfort. A classic slate roof, hardwood floors throughout, and rich architectural details showcase the home’s character and warmth. Charming wall coverings add personality and style to each room. The spacious layout offers 4 bedrooms and 4.5 bathrooms, with all 4 full baths conveniently located on the upper level. Ideal for both everyday living and entertaining, the home features inviting formal spaces and abundant natural light. Located in the Fox Chapel Area School District, this rare offering combines historic appeal with everyday functionality in one of the area’s most sought-after neighborhoods.

$1,000,000

4 Beds ⋅ 6 Baths

22 Windsor Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$989,000

Beautiful home with many updates

106 Shannon, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$785,000

Nestled on a serene 1-acre lot in sought-after Fox Chapel Borough, this spacious, well-maintained home blends timeless charm with thoughtful updates. A 5-minute walk to Fox Chapel High School and a 2-minute drive to O'Hara Elementary, it's ideal for families and professionals alike. The traditional layout features refinished hardwood floors, abundant natural light, and two fireplaces- one in the living room , another in the paneled family room with built-ins. The kitchen offers granite counters, SS appliances and a central island, opening to a large deck over-looking a wooded yard. A mudroom/laundry off of the breakfast room leads to the 2-car garage. Upstairs: 4 bedrooms and two full baths. The walkout basement includes a full bath, versatile space for a home office, gym, or recreation area. Major updates include roof, HVAC/AC, and water heater. Ideally located near schools, library, UPMC hospitals, parks, hiking trails and Hartwood Acres.

212 Field Club Road, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: NEIGHBORHOOD REALTY SERVICES.

$1,290,000

3 Beds ⋅ 5 Baths

Exceptionally maintained townhome in the desirable, gated Trillium neighborhood of Fox Chapel. Large entryway leads to a family room with grand 2 story fireplace, wet bar, desk area, 1/2 bath and a well appointed kitchen with stainless appliances, eat-in area overlooking lush gardens and a screened in porch. Formal dining room, living room, and large bedroom (possible primary) with ensuite bath and lots of closet space complete this level. Second level includes a large primary bedroom with ensuite bath, a home office/dressing room with attached bath and another bedroom and a bathroom. Second level also includes the laundry room, a cedar closet and additional storage areas. Spacious rooms, high ceilings, gleaming hardwood floors and crown molding throughout the home. Basement is unfinished but plumbed for an additional bathroom. 2 car garage as well as an additional parking spot. Home is surrounded by acres of woodlands & parkland, unique homes & gate house with onsite caretaker.

14 The Trillium, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$1,410,000

Welcome to 301 Hampton Road, a stunning 5-bedroom home nestled at the end of a quiet road in a highly sought-after close in location in Fox Chapel Borough. This distinctive residence offers unmatched charm, comfort, and privacy on a rare double lot. Surrounded by nature, it’s a peaceful retreat with lush greenery and a serene atmosphere. You'll love the updated kitchen with center island and walk in pantry space. Fantastic informal and formal living spaces to spread out and enjoy. A primary suite retreat with a study too, 4 additional bedrooms with roomy closets & 2nd floor laundry. The expansive flat driveway and large open lawn are perfect for outdoor fun—think ball games, tag, or future pool plans. Fantastic flagstone patio and gardening space. Come winter, enjoy the best sled-riding hill in the neighborhood! Whether you're relaxing in the tranquil setting or entertaining in style, this home blends timeless appeal with everyday livability. A true gem in Fox Chapel. Welcome Home!

301 Hampton Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: RE/MAX SELECT REALTY.

$820,000

5 Beds ⋅ 4 Baths

Nestled on 2 acres of prime Fox Chapel property, this classic 5 bedroom, 3.5 bath colonial offers instant curb appeal, timeless charm and limitless potential. Bring your Pinterest ideas to this "ready for your updates" gem. Brick walkway leads from driveway to front door. Sprawling first floor with spacious room dimensions and fabulous floorplan. Classic features like fireplaces, hardwood flooring under carpets, beamed ceiling, and beautiful built-in bookcases. Eat-in kitchen. 5 bedrooms on 2nd level: primary ensuite bedroom with fireplace! Four more large bedrooms + 2 full baths with hall access. Space for 2nd fl laundry. Potential for additional living space on unfinished lower level. 2-car integral garage. Deck overlooking backyard fit for a nature lover's paradise. Feeds to elementary school FAIRVIEW. Direct access to Fox Chapel's Parkland hiking trails.

200 Millview Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,795,000

Welcome to 251 Fairview Road, a 5 bedroom Colonial on 3 acres offering timeless charm, warmth and comfort.This spacious home features dual staircases, a classic living room that seamlessly flows to a serene porch and private patio, perfect for entertaining or relaxing.Enjoy breathtaking views from the rear of the property and a sprawling level lawn too.A gracious entry sets the tone for the expected well-appointed rooms with gorgeous floors, and doors outside from nearly every first-floor room.The kitchen is timeless with hand painted backsplash, lots of cabinetry, fine appliances and a gorgeous eat in area in the sunroom.Entertain in the exquisite dining room, the butlers pantry space and you will love the den with builtins and fireplace. Upstairs, there is a relaxing primary composed of a bedroom suite and an office. An additional 4 bedrooms, roomy closets and 3 full baths. Expansive level driveway for ample parking convenience and a 3car garage.Welcome home to this Fox Chapel Gem!

251 Fairview Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,275,000

29 Old Timber Trail: Stunning move-in-ready home in the heart of Fox Chapel! Beautifully updated, offering an ideal blend of modern luxury and timeless charm. Set in a peaceful, professionally landscaped setting. With 4 spacious bedrooms on the 2nd floor, this home is stylishly designed and decorated with comfort and functionality in mind. The heart of the home is the custom kitchen with high-end appliances, sleek cabinetry, plenty of counter space. Open floor plan flows seamlessly into eat-in area & welcoming family room with built-in cabinetry. Warm gas fireplace anchors elegant living room. Bright & inviting sunroom. Rich hardwood floors run throughout the entire home, adding warmth and continuity to the space. Primary suite is a true retreat, with a spa-like ensuite bath, dual vanities & his-and-her closets. 2nd and 3rd BRs connected by convenient Jack and Jill bathroom. 3rd full bath with hall access. Yard! Gardens! Driveway! Nothing to do except unpack and enjoy your new home!

29 Old Timber Trail, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,158,000

Welcome home to this spacious, updated home on a cul-de-sac in Fox Chapel Borough with a level governors driveway. Enjoy the well-equipped kitchen with island, loads of cabinetry and open to the casual dining area and generous family room with built-ins, perfect for family gatherings. Also a classic living room, lovely hardwood floors and a big laundry/mudroom. Easy access to outdoor space and a deck for relaxing with private views and a fenced yard. Upstairs there are four bedrooms including the Owner's suite with a vaulted ceiling, an updated luxurious bathroom with custom shower, soaking tub, and large vanity. Generous sized bedrooms with roomy closet space and two updated bathrooms.There are loads of storage closets throughout the home. The daylight lower level is a suite with a game room, exercise room, office or 5th bedroom, bathroom, storage area and door outside. Huge garage space! Great location to Fox Chapel amenities, shopping, restaurants, and more. Fairview Elementary!

114 Tree Farm Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$740,000

This 4 bedroom home is nestled in the highly sought after Fox Chapel Borough, offering a park-like acre lot on a cul-de-sac providing ultimate privacy and tranquility. Boasting a spacious deck, the home is ideal for gatherings.Inside, you'll find expansive living spaces that cater to both comfort and style, including a well appointed kitchen, family room, dining room/ living room perfect for family time and a first floor office space too.The bedrooms provide ample space for rest and personalization, with roomy closet space.The primary suite is lovely with vaulted ceiling and large walk in closets.The lowerlevel is finished with a walkout gameroom, exercise area, bathroom, garage access and ample storage space. Large, driveway for plenty of parking.The location couldn't be more desirable, with Fairview Elementary, Beechwood Farms, trails minutes away.With its combination of space, functionality, and an unbeatable location, this home is a true gem in the heart of Fox Chapel.Welcome Home.

113 Wesport Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,175,000

Move right in to this gorgeous 5 bedroom home in Fox Chapel on 1.4 acres in a desirable, level cul-de-sac neighborhood.You will love the updated eat-in kitchen with island and an abundance of counterspace/custom cabinetry, and the convenient laundry/mudroom leading to the attached garage.The family room features built-ins, fireplace, large windows with picturesque views of the private yard and flagstone patio, great for entertaining and play space.With hardwood floors throughout, this home also offers a stunning living room and dining room.A private study with built-ins is perfect for working at home.Upstairs is the Owner’s Suite with a vaulted ceiling and new spa-like bathroom with luxurious soaking tub.In addition, there are 4 more bedrooms, each with roomy closet space, and 2 fantastic bathrooms.You will also appreciate the finished walkout lower-level, with gamerm ,exercise area,s torage utility rooms, and 1/2 bath.Attractive landscaping and a large level drive.Fairview Elementary.

108 Tree Farm Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: ACHIEVE REALTY, INC..

$1,140,000

Welcome home to a distinctive lifestyle deserving of a distinctive experience..built with a passion for home. Nestled on 3 acres in Fox Chapel, this home offers gleaming hardwood floors throughout, artfully designed for all ages. Created for both quiet intimacy and gracious entertaining, this home offers beautiful garden views and unrivaled privacy. Experience light-filled rooms in this Classic Colonial located in a culdesac, defined by a mix of creative energy and vibrant atmosphere with thoughtfully renovated baths and kitchen. Envision relaxing on the expansive flagstone patio, enjoying a property surrounded by nature, with a water feature, towering trees, vibrant plantings, an outdoor firepit and beautifully landscaped gardens. Both the living and family rooms feature a cozy gas fireplace and the kitchen is truly a chef's kitchen complete with Sub-Zero refrigerator, Wolf gas 5-burner cooktop, beverage refrigerator, and Wolf double wall ovens.

3 Foxwood Drive, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$961,000

Welcome to 302 Hallsborough Drive in Fox Chapel. This meticulously maintained brick colonial on a picturesque acre lot offers unparalleled space and elegance. Featuring 4 bedrooms, 4.5 baths, gorgeous hardwood floors, mouldings, neutral decor, spacious bright rooms and incredible storage throughout will not disappoint! An expansive first floor provides a seamless flow with the formal dining, living room, family room, and eat-in kitchen. Truly an entertainers dream. Great first floor home office and also a convenient laundry/mudroom too off the 2 car garage. Upstairs indulge in a generous primary suite with ensuite bath, plus three additional large bedrooms all with hardwood floors, closets galore and two full baths. On the lower level a full bathroom, full finished game room with door to outside, also bonus flex spaces, perfect for a home gym, play room or 5th bedroom. Lovely outdoor spaces, backyard and patio. Close to schools, Beechwood farms and hiking trails. Fairview Elementary.

302 Hallsborough Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: RE/MAX SELECT REALTY.

$650,000

What a location! This spacious ranch-style home features 4 BRs, 3 Full BAs, privacy and endless possibilities! The Govenor's drive leads you to this gracious home's private setting. The living room with a wood-burning fireplace and large bay window offers a cozy yet bright space. The well-appointed kitchen boasts granite countertops, cherry cabinets/built-ins, SS appliances and a huge island for prep and gathering. The generous dining room is perfect for entertaining. The finished walk-out basement includes a family room, four-season porch, 4th BR, and 3rd BA with a private entrance—ideal for a home office or just coming in from the pool. Surrounded by nature, this property is a true gem, blending comfort with outdoor enjoyment, natural paths to the pool, trails, a creek, that leads to Camp Guyasuta. Ideally located for quick commutes to Downtown, Oakland, universities, and hospitals, this home offers both tranquility and convenience. Within the Fox Chapel School District.

205 Buckingham, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$655,000

3 Beds ⋅ 3 Baths

This beautifully refinished ranch-style SMART home is nestled on nearly 2.3 acres of lush greenery and trees, offering a perfect balance of privacy and natural beauty. The house has been updated from top to bottom with stone and brick accents. As you enter, you are greeted by an open floor plan, where large windows frame picturesque views of the yard and surrounding trees. The living room features a cozy fireplace, while the beautiful hardwood floors extend throughout the home. The custom-designed kitchen is a highlight, modern amenities, quartz counters, access to an enclosed porch. Master bedroom is an elegant sanctuary w/ vaulted ceilings, floor-to-ceiling window overlooking the serene backyard, a massive walk-in closet. Beautifully redone bathrooms add luxury and functionality. Game room perfect for entertainment, gas fireplace, a walkout to backyard for seamless indoor-outdoor living. Over sized one car garage, plenty of parking in the rear of the home.

461 Fairview, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

A governor's drive welcomes you to this charmer that is a mixture of nostalgia and quality resting on a private 2 acre lot with a backdrop of mature trees tucked away in a quaint neighborhood. The sweet unexpected bonus is the possible in law suite in the lower walk out level that would also be great for entertaining! As soon as you pass through the front door you'll quickly discover the sprawling living room that will accommodate even the largest furniture or that baby grand piano you've been wanting. The eat in kitchen is lined with tons of cabinetry and plenty of counter space. Down the hallway a set of double doors open to the to die for owners suite which includes a large sitting area, two closets and a full bath. The lower level sports a full kitchen, den, laundry room, bonus room and a game room with tons of natural sunlight and offers great views of the back yard! Enjoy the change of seasons from the back patio. Newly installed central air.

$560,000

3 Beds ⋅ 4 Baths

100 Chapel Knoll Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Classic Colonial in a beautiful private setting that sits on two acres in the Fox Chapel School District. The Gourmet kitchen has been updated with marble countertops, stainless steel Thermador appliances, a huge center island, and a log-burning fireplace. The kitchen French sliders opens the room to a spectacular 20x30 brick and limestone patio oasis. The first-floor primary suite with 2 walk-ins has its own laundry and French doors to a private veranda. A corner second-floor suite is spacious with its updated bath for ultimate flexibility in lifestyle. All bedrooms are of ample size and two offer en-suite bathrooms. The 26 X 25 spacious great room has a stacked stone fireplace that welcomes friends and family gatherings for easy entertaining! The three-car conditioned garage is a car enthusiast's dream. This 2-acre close-in sought-after borough location makes getting to all the schools, parks, shopping and roadways just minutes away! This is the one you have been waiting for!

$1,412,460

5 Beds ⋅ 6 Baths

1 Woodcliff Road, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$895,000

Move right into 118 Marvelwood Place nestled on a cul-de-sac street on a perfect lot in a desirable neighborhood of Fox Chapel. You will love this attractive 5 bedroom Colonial with character, charm, generous sized rooms, privacy, fantastic outdoor space and fenced in yard. Enjoy the well-equipped kitchen with a breakfast bar, an abundance of counter/cabinetry, double ovens, and adjacent to the family room with a gas fireplace, built-in bookshelves and wet bar. Also a lovely living room with fireplace, a spacious dining room and a fantastic covered porch, patio and private rear yard which is ideal entertaining space. Upstairs there are five bedrooms, closets galore and three full bathrooms. The primary bedroom is large and has a full ensuite.The lower level holds a game room, sauna, full bath and storage. Ideal home with a large drive, attached 2 car garage, shed, curb appeal and functionality. Easy commute to UPMC Hospitals, Universities, City, Schools, Shopping and more.Welcome Home!

118 Marvelwood Place, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: RE/MAX SELECT REALTY.

$385,000

This 4 bedroom, 2 1/2 bath home is located in the Fox Chapel School District. The property features mature landscaping that creates a charming exterior with vibrant foliage, nestled in a peaceful neighborhood. The interior of the home boasts hardwood flooring on the main floor providing a warm and inviting ambiance. The spacious layout allows for ample natural light to fill the rooms, creating a bright and airy atmosphere. The home provides ample storage solutions to meet the needs of the residents. Situated on a large corner lot, you'll have plenty of outdoor room for activities or relaxation. The home's well-proportioned rooms can accommodate a variety of living arrangements and furnishings.

301 N Rose Drive, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.