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$500,000
4 Beds 3 Baths
Spacious 4-bedroom, 3-bath brick ranch on a private acre in the Fox Chapel school district. Nestled at the end of a quiet dead-end street, this home offers a wooded private backyard. It features original hardwood floors throughout, and generous living areas. The attached garage leads to a backyard retreat complete with a gazebo at the center of the patio, a small greenhouse, and a chicken coop. A six-person sauna and hot tub provide year-round enjoyment, while the basement offers an additional bathroom, ample storage, and flexible space ready to be finished as a laundry area, recreation room, or additional living space. With its serene wooded setting, solid brick construction, and unique outdoor amenities, this property presents endless opportunities for upgrades and personalization conveniently located near shopping, dining, and parks.

230 Woodland Farms, Fox Chapel

Listing courtesy of EXP REALTY LLC.

Selling Office: COLDWELL BANKER REALTY.

$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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,020,000
4 Beds 5 Baths
Farmhouse-style home on 3+ acres, privately set in Fox Chapel away from the main road. Enjoy nature, privacy, and community. Main level features 2-car garage, family room with gas fireplace & sunny breakfast nook, chef’s kitchen with dual islands, concrete counters, Sub-Zero fridge, Wolf range, and ample cabinetry. Hardwood flooring throughout the home. Formal dining, spacious living room with fireplace, and all-season room—each with French doors to the outdoors. Ideal for entertaining! Large patio with hot tub, fenced yard, and space for a future pool in the larger upper flat yard. Upstairs: oversized primary suite with walk-in closets, dual-vanity bath, and private deck. Three more bedrooms and two updated baths. Lower level includes guest suite with en-suite bath, game room, and storage. Near Beechwood Farms & Fairview Elementary. ~20 mins to Bakery Square, Downtown, and Oakland. A rare blend of tranquility and convenience—perfect for nature lovers, and entertainers alike.

1258 Fox Chapel Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$580,000
3 Beds 4 Baths
Welcome to this charming home nestled in the heart of Fox Chapel Borough, offering the perfect blend of space, privacy, and natural beauty. Situated on a 1.9 acre wooded lot, this sweet home is surrounded by mature trees and lush greenery, creating a serene retreat. Inside, you’ll find a warm and inviting layout with generous living spaces, abundant natural light, and timeless character throughout. LARGE primary suite with walk-in closet and full bath. The property offers plenty of potential for both everyday living and entertaining, with seamless indoor-outdoor flow to enjoy the picturesque setting. Located in the Fox Chapel Area School District, Fairview Elem. and just moments from parks, trails, , library, schools, and local amenities.

164 Woodland Farms Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: KELLY M.J. REALTY CORP.

$4,770,000
4 Beds 6 Baths
Introducing The Oberoi—Fox Chapel’s last great estate opportunity. Set on approximately 5 acres of untouched woodland in one of Pittsburgh’s most prestigious communities, this rare property offers unparalleled privacy and the chance to create a lasting legacy. Nestled within this extraordinary setting, Walden is a modern cottage-inspired residence blending timeless elegance with contemporary comfort. From the arched windows and stone-accented façade to the 2-story great room and gourmet kitchen, every detail exudes thoughtful luxury. A grand main-floor primary suite, formal dining, hearth room, and private guest apartment above the porte cochere add sophistication and flexibility. With space for extended family, work-from-home ease, and seamless indoor-outdoor living, The Oberoi is a unique opportunity to own what cannot be replicated—by private appointment only.

Walden The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$3,585,000
3 Beds 3 Baths
Introducing The Oberoi—Fox Chapel’s last great estate opportunity. This rare offering includes approximately 5 acres of old-growth woodland in one of Pittsburgh’s most private, prestigious communities. A setting of extraordinary seclusion, yet just moments from the cultural, academic, and country club life that define Fox Chapel. Nestled within this legacy property, the Easton is a modern cottage-style home that blends classic charm with today’s functionality. A brick and shuttered façade opens to an airy, open layout perfect for entertaining, anchored by a cozy hearth room and fireplace. The main-level primary suite includes dual closets, while the upper level offers additional bedrooms and a dedicated storage room. Two spacious garages on either side of the home add balance and convenience. A timeless estate in the making—now available by private appointment. Own what cannot be replicated.

Easton The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$2,400,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Hawthorne The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,750,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Walden The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,600,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Easton The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,250,000
4 Beds 4 Baths
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.

Selling Office: COLDWELL BANKER REALTY.

$1,825,000
5 Beds 6 Baths
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.

143 North Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$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.

Selling Office: COLDWELL BANKER REALTY.

$890,000
4 Beds 3 Baths
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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,138,000
5 Beds 4 Baths
Nestled on 1.7 scenic acres in Fox Chapel Borough, this reimagined luxury residence blends timeless design with modern sophistication. Consisting of 5 great sized bedrooms and 3.5 full baths. A striking addition anchors the home with a vaulted sun-drenched great room,  sunroom, and chef’s kitchen featuring Wolf and True appliances, custom Omega cabinetry, Galloway quartz counters, and a spacious walk-in pantry. The expanded primary suite boasts 3 cedar-lined walk-in closets and a spa-inspired bath with a Thermasol steam shower. A private guest suite on the walk-out lower level offers comfort and seclusion. Stone patios, an outdoor kitchen, and tranquil wooded views complete this refined retreat—crafted for everyday living and elegant entertaining. Located in an established, mature tree-lined neighborhood, and has quick access to all schools, golf courses, restaurants, and more! Large home perfect for entertaining or big families!

38 Easton Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$1,345,000
5 Beds 6 Baths
Be impressed by this sprawling contemporary ranch, over 5000 SF of versatile living space, all set on a level lot with 2 patios & a expansive backyard. Dramatic vaulted ceilings in the living&diningrms create a dramatic 1st impression, while a wall of glass brings in natural light offering picturesque views of the yard.The kitchen is sunkissed, boasting abundant white cabinetry, sleek black granite countertops, seating at the island, vaulted ceilings, skylight, walk in panty & comfortable breakfast area all open to the 1st flr familyroom, a gas fireplace creates a warm & cozy space. Glass doors lead to the patio. Room for everyone with 4 bedrms & 4.5 baths on the main level! Luxurious primary suite with huge walk in closet & spa-inspired bath. 1 of the guest bedrooms will surprise you with a loft space, a great teen retreat! Finished LowerLevel offers more space with a 5th bedrm, full bath, office, gamerm & 2nd familyrm complete with a brick fireplace & built in shelving. 3 car garage!

241 W Chapel Ridge Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$917,400
3 Beds 3 Baths
Stunning whole-house renovation of this classic light-filled Fox Chapel home featuring gleaming hardwood floors. Open-plan living leads to an expansive chef's kitchen, with stainless appliances and an island with seating space for friends or family, making this space ideal for gatherings large or small. Enjoy the cozy conversation area in front of the fireplace and relish that special time to reflect. There is a wonderful family room on the main level and a full bath. The timeless design and builtins all make use of melding modern touches for seamless functionality. The second floor offers a primary bedroom suite with a luxurious bath, 2 additional bedrooms and another full bath. The basement is finished and features a game room, exercise area, and storage room. Welcome home to this timeless retreat in Fox Chapel convenient to area hospitals, private and public schools, Hillman Center for the Performing Arts, Beechwood Farms Nature Reserve, Trillium Trails, and stellar restaurants.

306 Wildberry Rd, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$785,000
4 Beds 4 Baths
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.

$1,381,250
5 Beds 6 Baths
Stunning fully renovated home nestled on a cul de sac in a neighborhood within the Fox Chapel Borough. This 5 bedroom 5 1/2 bath home has been thoughtfully renovated with a first floor bedroom and space for future elevator. Welcoming entryway leads to a large dining room with a fireplace, large well appointed kitchen with granite counters, 2 dishwashers, 2 sinks , 2 ovens and stainless appliances which is open to the family room with large stone fireplace. A 1/2 bath, first floor laundry, office area and sun room complete the main floor. The 2nd floor includes another primary bedroom with ensuite bathroom with soaking tub & glass shower, another bedroom with ensuite bathroom and 2 more bedrooms which share a jack and jill bath.The finished basement includes a large game room, full bath, and locker area before entering the 3 car garage. Beautifully landscaped yard includes a stone patio and built in grill. Convenient location which is close to hospitals, stores and access to downtown.

230 Foxhurst Dr, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$1,250,000
6 Beds 5 Baths
Welcome to location, location, location. Classic 1928 Tudor on a 1.4 acre lot in the heart of Fox Chapel Boro. Enter along the sweeping front lawn to a spacious driveway. Once you walk in the entry you will appreciate the large living room with granite fireplace and sconce lighting, a sunroom with tile flooring and access to rear yard, a dining room fit for formal or informal gatherings, a breakfast room, den/office and kitchen with a back staircase and door to the rear gardens. Four spacious bedrooms, two classic tile floor baths, and numerous closets complete the second floor. A third floor has two bedrooms with a shared hall bath and a walk in attic. The lower level is partially finished with a half bath and laundry. Bring your own ideas to create a lifestyle that defies the ordinary.

634 W Waldheim Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$2,800,000
5 Beds 5 Baths
Newly built and never lived in architectural standout Inspired by the visionary principles of Frank Lloyd Wright. This custom built masterpiece in Pittsburgh, Pennsylvania utilizes western red cedar transported from Washington state to express architectural ingenuity & timeless design. Stepping into the grand foyer, guests are greeted by a sense of awe-inspiring spaciousness, enhanced by the open floor plan & flowing layouts that exude a sense of tranquility & balance. Rich materials & meticulous craftsmanship elevate the ambiance with understated luxury. Situated within a half mile of both the private Shady Side Academy & the Fox Chapel Area High School, this home sits between Oakmont Country Club, the Pittsburgh Field Club, and the Fox Chapel Golf Club. Additionally, the seamless commute to the nearby Google and Duolingo Offices ensures that residents can effortlessly navigate between work & leisure, further enhancing the allure of this sanctuary in the heart of Fox Chapel.

409 Fox Chapel Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

$1,410,000
5 Beds 5 Baths
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.

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