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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.

$875,000

Authentic mid-century modern in Fox Chapel, on more than two private acres. This multi-level home offers five bedrooms, three and a half baths, and a mid-century interior that was never remodeled away. The living room sits under vaulted wood-beam ceilings, with floor-to-ceiling windows and a stone fireplace anchoring the space. The dining room carries the same wall of glass, with French doors opening to the outdoor living area. Natural light and lush greenery reaches every level, truly honoring natures relationship with the home. Hardwood floors run throughout the upper level, where the bedrooms are generously sized. The primary bath has been updated and includes a custom closet. The finished lower level adds flexible living space and looks out over the level backyard through its own bank of windows. New carpet and fresh paint have been updated throughout most of the home. Outside, an enormous brick patio, partially covered, overlooks the wooded and private grounds. The rear yard is flat, open, and fenced. A three-car garage provides parking and storage. Much of the home is original, including the kitchen and several of the baths, and is ready for its next chapter. Original tile, original cabinetry, and period details that are increasingly hard to find unaltered are all still here, waiting for a buyer who wants to bring them back rather than start over. Two-plus private acres, minutes from shopping, dining, and downtown Pittsburgh. Mid century homes on acreage rarely come available in Fox Chapel. Restore it or reimagine it.

Authentic mid-century modern in Fox Chapel, on more than two private acres. This multi-level home offers five bedrooms, three and a half baths, and a mid-century interior that was never remodeled away. The living room sits under vaulted wood-beam ceilings, with floor-to-ceiling windows and a stone fireplace anchoring the space. The dining room carries the same wall of glass, with French doors opening to the outdoor living area. Natural light and lush greenery reaches every level, truly honoring natures relationship with the home. Hardwood floors run throughout the upper level, where the bedrooms are generously sized. The primary bath has been updated and includes a custom closet. The finished lower level adds flexible living space and looks out over the level backyard through its own bank of windows. New carpet and fresh paint have been updated throughout most of the home. Outside, an enormous brick patio, partially covered, overlooks the wooded and private grounds. The rear yard is flat, open, and fenced. A three-car garage provides parking and storage. Much of the home is original, including the kitchen and several of the baths, and is ready for its next chapter. Original tile, original cabinetry, and period details that are increasingly hard to find unaltered are all still here, waiting for a buyer who wants to bring them back rather than start over. Two-plus private acres, minutes from shopping, dining, and downtown Pittsburgh. Mid century homes on acreage rarely come available in Fox Chapel. Restore it or reimagine it.

101 Tomahawk Drive, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$929,000

Outstanding Fox Chapel home invites you to tour. This home offers 5 bedrooms w/2 ensuites, formal living room w/fireplace, formal dinning room w/direct access to a flagstone patio w/fire pit and retractable awning in a spacious back yard. There is a first floor office w/wood shelving and cabinets. There are many improvements that have been made in the past 7 years. New roof, new gutters, new siding, all new windows and casings, new window treatments, stain outside, concrete driveway, concrete sidewalks, flagstone patio, storm water facility, 2 furnaces,2 AC units, garage door and opener, finished basement, dry wall flooring, recessed lights, House rewired and all new bathrooms. Also there is an invisible fence for the pets. 116 Wilmar is just minutes away from school, shopping, dinning, Fox Chapel parks and trails and route 28.

Outstanding Fox Chapel home invites you to tour. This home offers 5 bedrooms w/2 ensuites, formal living room w/fireplace, formal dinning room w/direct access to a flagstone patio w/fire pit and retractable awning in a spacious back yard. There is a first floor office w/wood shelving and cabinets. There are many improvements that have been made in the past 7 years. New roof, new gutters, new siding, all new windows and casings, new window treatments, stain outside, concrete driveway, concrete sidewalks, flagstone patio, storm water facility, 2 furnaces,2 AC units, garage door and opener, finished basement, dry wall flooring, recessed lights, House rewired and all new bathrooms. Also there is an invisible fence for the pets. 116 Wilmar is just minutes away from school, shopping, dinning, Fox Chapel parks and trails and route 28.

116 Wilmar Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,190,000

Welcome to your private, meticulously maintained oasis in Fox Chapel. Nestled among stunning mature trees, this time-less 5 bedroom, all brick home perfectly blends classic elegance with modern versatility. The heart of the home flows seamlessly into a beautiful sunroom with skylights. Just off the kitchen, you will also find a spacious screened-in porch with premium Trex flooring, skylights, a built-in professional grill, fridge, exhaust fan and a 65" TV -- the ultimate setup for entertaining or dining al fresco. Both spaces lead out to a gorgeous brick patio, where you will find your own peaceful, completely private sanctuary, complete with a tranquil water feature/pond and propane firepit. *Exceptional bonus spaces: Lower level/basement Suite boasts 780 sq. ft. of finished living space featuring a beautiful kitchen with newer appliances, Samsung 8K QLED 75" TV, and luxury bathroom with a steam shower. Perfect for guests or an in-law suite! *He shed/she shed: Tucked into the yard, this fully equipped bonus structure comes with A/C and Wi-Fi for comfortable use as a home office, or creative studio. Nestled among the stunning mature trees within the prestigious Fox Chapel School District, O'Hara Elementary, this property offers a rare combination of secluded privacy and effortless accessibility. Enjoy an incredibly easy commute to: *Downtown Pittsburgh (minutes away via nearby main corridors) * The Region's Top Hospitals & Medical Centers * World Class Universities (Pitt, CMU, and more. * Premium Local Shopping and Dining. In addition to the many special features of this home: *The master bath shower has a Kohler thermostat digital control system. *Hardwood flooring in kitchen, sunroom and all bedrooms. *All counter tops are Cambria quartz except powder room and porch which are granite. *Attic is finished with plywood and fully accessible with 800 ft. for storage. *A/C new 2025 *New roof 2026 *Generac Generator 24 kw whole-house gas.

Welcome to your private, meticulously maintained oasis in Fox Chapel. Nestled among stunning mature trees, this time-less 5 bedroom, all brick home perfectly blends classic elegance with modern versatility. The heart of the home flows seamlessly into a beautiful sunroom with skylights. Just off the kitchen, you will also find a spacious screened-in porch with premium Trex flooring, skylights, a built-in professional grill, fridge, exhaust fan and a 65" TV -- the ultimate setup for entertaining or dining al fresco. Both spaces lead out to a gorgeous brick patio, where you will find your own peaceful, completely private sanctuary, complete with a tranquil water feature/pond and propane firepit. *Exceptional bonus spaces: Lower level/basement Suite boasts 780 sq. ft. of finished living space featuring a beautiful kitchen with newer appliances, Samsung 8K QLED 75" TV, and luxury bathroom with a steam shower. Perfect for guests or an in-law suite! *He shed/she shed: Tucked into the yard, this fully equipped bonus structure comes with A/C and Wi-Fi for comfortable use as a home office, or creative studio. Nestled among the stunning mature trees within the prestigious Fox Chapel School District, O'Hara Elementary, this property offers a rare combination of secluded privacy and effortless accessibility. Enjoy an incredibly easy commute to: *Downtown Pittsburgh (minutes away via nearby main corridors) * The Region's Top Hospitals & Medical Centers * World Class Universities (Pitt, CMU, and more. * Premium Local Shopping and Dining. In addition to the many special features of this home: *The master bath shower has a Kohler thermostat digital control system. *Hardwood flooring in kitchen, sunroom and all bedrooms. *All counter tops are Cambria quartz except powder room and porch which are granite. *Attic is finished with plywood and fully accessible with 800 ft. for storage. *A/C new 2025 *New roof 2026 *Generac Generator 24 kw whole-house gas.

310 Wildberry Rd, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,106,124

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.

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.

Selling Office: NEIGHBORHOOD REALTY SERVICES.

$1,675,000

Welcome to 559 Normandy Court, a masterfully updated estate in the heart of Fox Chapel. This 6-bed, 5 full + 2 half bath home sits on 2.4 private acres and blends modern elegance with timeless prestige. Marble floors, two marble fireplaces, and floor-to-ceiling glass make a bold statement. The reimagined gourmet kitchen features a catwalk, stainless appliances, and Nantucket sinks. Spa-like remodeled baths. The walk-out lower level includes a full second kitchen and bar—ideal for entertaining or extended living. Thoughtful updates throughout, including a whole-house generator and energy-efficient systems: tankless hot water, HVAC, roof, lighting, and appliances. Heated 3-car garage, custom landscaping, and automated lighting complete the exterior. Minutes to Fox Chapel schools, Shadyside Academy, and the Fox Chapel Golf Club. Luxury, privacy, and prestige—wrapped in one exceptional address.

6 Beds ⋅ 7 Baths

Welcome to 559 Normandy Court, a masterfully updated estate in the heart of Fox Chapel. This 6-bed, 5 full + 2 half bath home sits on 2.4 private acres and blends modern elegance with timeless prestige. Marble floors, two marble fireplaces, and floor-to-ceiling glass make a bold statement. The reimagined gourmet kitchen features a catwalk, stainless appliances, and Nantucket sinks. Spa-like remodeled baths. The walk-out lower level includes a full second kitchen and bar—ideal for entertaining or extended living. Thoughtful updates throughout, including a whole-house generator and energy-efficient systems: tankless hot water, HVAC, roof, lighting, and appliances. Heated 3-car garage, custom landscaping, and automated lighting complete the exterior. Minutes to Fox Chapel schools, Shadyside Academy, and the Fox Chapel Golf Club. Luxury, privacy, and prestige—wrapped in one exceptional address.

559 Normandy Court, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: EXP REALTY LLC.

$1,675,000

Situated on a beautifully landscaped 1.14-acre cul-de-sac lot in Fox Chapel, this exceptional residence offers over 5,500 square feet of refined living space. A newly refinished governor's driveway and grand marble-floored foyer create a striking first impression, welcoming you into a home that seamlessly blends timeless elegance with modern convenience. Inside, soaring ceilings, hardwood flooring, and updated lighting establish a warm yet sophisticated atmosphere. The large formal living room is both elegant and inviting, anchored by six dramatic floor-to-ceiling multi-pane arched windows and a gas fireplace with custom built-ins. The formal dining room features generous proportions, classic architectural detailing, a crystal chandelier, and a striking three-panel bay window. At the heart of the home, the family room, with its vaulted ceiling and skylights, window seat, wood-burning fireplace insert, and wet bar, serves as the perfect centerpiece for everyday living. Designed for both gathering and functionality, the large eat-in kitchen features granite countertops, a center island, double ovens, updated refrigerator, wine fridge, dishwasher and a large walk-in pantry. Adjacent to the kitchen, the spacious mudroom and laundry room connect directly to the attached three-car garage and offer custom cubbies, extensive storage, new smart washer and dryer and a conveniently located powder room, one of two on the main level. A private office with its own exterior entrance provides tremendous flexibility for remote work, creative pursuits, or a home-based business. On the second level, the updated owner's suite is a true retreat. Separate walk-in closets, an electric fireplace, and a private wet bar create a space designed for comfort and relaxation. A cozy sitting area overlooks mature trees, providing a peaceful setting to enjoy a morning coffee, read a book, or unwind at the end of the day. The spa-inspired ensuite bath with large glass enclosed shower and dual shower heads completes the experience. Three additional bedrooms, one with an ensuite, a fully updated hall bath, and multiple linen closets offer plenty of space and storage. The fully finished lower level serves as an incredible extension of the home. This expansive level features a dedicated media room, a fitness area, and a game room that comes complete with a convertible pool/ping pong table. A kitchenette, a fifth bedroom, and a full bathroom make this floor perfect for guests or an au-pair. With seamless walk-out access to the beautifully landscaped backyard, this versatile retreat effortlessly blends indoor relaxation with outdoor enjoyment. The outdoor living here rivals that of an exclusive resort. Accessible from the kitchen, family room, and lower level, the multi-tiered outdoor spaces were designed for both large gatherings and quiet evenings at home. The upper patio features a fully equipped outdoor kitchen with custom poured-concrete countertops, generous dining and seating areas, and a cedar pergola outfitted with both a ceiling fan and heater for extended seasonal enjoyment. Below, the heated saltwater pool, Bullfrog hot tub, wood-burning firepit, enhanced landscape lighting, and a fully fenced backyard create a private outdoor retreat surrounded by mature trees and tranquility. Beautifully maintained and thoughtfully updated, 900 Settler Ridge Road offers a rare opportunity to enjoy elegant living, exceptional outdoor amenities, and a layout perfectly designed for both everyday comfort and memorable entertaining, all while remaining just minutes from local dining and shopping with easy access to Route 28, the PA Turnpike, Oakland, and Downtown Pittsburgh.

Situated on a beautifully landscaped 1.14-acre cul-de-sac lot in Fox Chapel, this exceptional residence offers over 5,500 square feet of refined living space. A newly refinished governor's driveway and grand marble-floored foyer create a striking first impression, welcoming you into a home that seamlessly blends timeless elegance with modern convenience. Inside, soaring ceilings, hardwood flooring, and updated lighting establish a warm yet sophisticated atmosphere. The large formal living room is both elegant and inviting, anchored by six dramatic floor-to-ceiling multi-pane arched windows and a gas fireplace with custom built-ins. The formal dining room features generous proportions, classic architectural detailing, a crystal chandelier, and a striking three-panel bay window. At the heart of the home, the family room, with its vaulted ceiling and skylights, window seat, wood-burning fireplace insert, and wet bar, serves as the perfect centerpiece for everyday living. Designed for both gathering and functionality, the large eat-in kitchen features granite countertops, a center island, double ovens, updated refrigerator, wine fridge, dishwasher and a large walk-in pantry. Adjacent to the kitchen, the spacious mudroom and laundry room connect directly to the attached three-car garage and offer custom cubbies, extensive storage, new smart washer and dryer and a conveniently located powder room, one of two on the main level. A private office with its own exterior entrance provides tremendous flexibility for remote work, creative pursuits, or a home-based business. On the second level, the updated owner's suite is a true retreat. Separate walk-in closets, an electric fireplace, and a private wet bar create a space designed for comfort and relaxation. A cozy sitting area overlooks mature trees, providing a peaceful setting to enjoy a morning coffee, read a book, or unwind at the end of the day. The spa-inspired ensuite bath with large glass enclosed shower and dual shower heads completes the experience. Three additional bedrooms, one with an ensuite, a fully updated hall bath, and multiple linen closets offer plenty of space and storage. The fully finished lower level serves as an incredible extension of the home. This expansive level features a dedicated media room, a fitness area, and a game room that comes complete with a convertible pool/ping pong table. A kitchenette, a fifth bedroom, and a full bathroom make this floor perfect for guests or an au-pair. With seamless walk-out access to the beautifully landscaped backyard, this versatile retreat effortlessly blends indoor relaxation with outdoor enjoyment. The outdoor living here rivals that of an exclusive resort. Accessible from the kitchen, family room, and lower level, the multi-tiered outdoor spaces were designed for both large gatherings and quiet evenings at home. The upper patio features a fully equipped outdoor kitchen with custom poured-concrete countertops, generous dining and seating areas, and a cedar pergola outfitted with both a ceiling fan and heater for extended seasonal enjoyment. Below, the heated saltwater pool, Bullfrog hot tub, wood-burning firepit, enhanced landscape lighting, and a fully fenced backyard create a private outdoor retreat surrounded by mature trees and tranquility. Beautifully maintained and thoughtfully updated, 900 Settler Ridge Road offers a rare opportunity to enjoy elegant living, exceptional outdoor amenities, and a layout perfectly designed for both everyday comfort and memorable entertaining, all while remaining just minutes from local dining and shopping with easy access to Route 28, the PA Turnpike, Oakland, and Downtown Pittsburgh.

900 Settlers Ridge Rd, Fox Chapel

Listing courtesy of RE/MAX REAL ESTATE SOLUTIONS.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,507,500

Welcome to 125 Riding Trail — a truly exceptional residence nestled in a spectacular private setting in the heart of Fox Chapel. Surrounded by mature trees and picturesque natural beauty, this home offers the perfect balance of luxury, comfort, and tranquility while remaining just minutes from Route 28, premier shopping, renowned hospitals, and private clubs.From the moment you enter the dramatic two-story foyer, you are greeted by soaring ceilings, expansive windows, and an abundance of natural light that flows throughout the home. Designed with both everyday living and entertaining in mind, the floor plan seamlessly connects the main living spaces while showcasing stunning views of the surrounding landscape from nearly every room.The spacious family room is the heart of the home, featuring oversized windows and sliding glass doors that open to incredible outdoor living spaces, creating the perfect indoor-outdoor lifestyle. The gourmet kitchen is thoughtfully designed with a large center island, generous cabinetry, stainless steel appliances, stone countertops, ample workspace, and a sunny breakfast nook ideal for casual dining. A standout feature of the home is the luxurious modern designed first-floor primary suite, offering privacy, comfort, and convenience all on the main level. This elegant retreat features spacious shower, counter space, and walk in closet. Nearby, the first-floor den provides the perfect flex space for a home office, or library.room. Adding architectural charm and character, the stunning fireplace creates a dramatic focal point in the living area, while the loft space above overlooks the main level and offers additional flexible living space. The upper level features three generously sized bedrooms and well-appointed full bathrooms, providing comfortable accommodations for family and guests alike. Second level loft-style bonus room could be 5th BR. Additional highlights include a convenient first-floor laundry room, oversized windows throughout, exceptional storage, and beautiful sight lines from every angle of the home. Outside, the property transforms into a private haven. The picturesque outdoor living areas provide the perfect backdrop for relaxing mornings, outdoor dining, entertaining guests, or simply enjoying the peaceful surroundings and unmatched privacy. This home combines timeless design, a functional floor plan, and a serene setting with convenient access to everything Fox Chapel has to offer. 125 Riding Trail is a rare opportunity to enjoy luxury living, privacy at its finest, and an unbeatable location all in one extraordinary property.

Welcome to 125 Riding Trail — a truly exceptional residence nestled in a spectacular private setting in the heart of Fox Chapel. Surrounded by mature trees and picturesque natural beauty, this home offers the perfect balance of luxury, comfort, and tranquility while remaining just minutes from Route 28, premier shopping, renowned hospitals, and private clubs.From the moment you enter the dramatic two-story foyer, you are greeted by soaring ceilings, expansive windows, and an abundance of natural light that flows throughout the home. Designed with both everyday living and entertaining in mind, the floor plan seamlessly connects the main living spaces while showcasing stunning views of the surrounding landscape from nearly every room.The spacious family room is the heart of the home, featuring oversized windows and sliding glass doors that open to incredible outdoor living spaces, creating the perfect indoor-outdoor lifestyle. The gourmet kitchen is thoughtfully designed with a large center island, generous cabinetry, stainless steel appliances, stone countertops, ample workspace, and a sunny breakfast nook ideal for casual dining. A standout feature of the home is the luxurious modern designed first-floor primary suite, offering privacy, comfort, and convenience all on the main level. This elegant retreat features spacious shower, counter space, and walk in closet. Nearby, the first-floor den provides the perfect flex space for a home office, or library.room. Adding architectural charm and character, the stunning fireplace creates a dramatic focal point in the living area, while the loft space above overlooks the main level and offers additional flexible living space. The upper level features three generously sized bedrooms and well-appointed full bathrooms, providing comfortable accommodations for family and guests alike. Second level loft-style bonus room could be 5th BR. Additional highlights include a convenient first-floor laundry room, oversized windows throughout, exceptional storage, and beautiful sight lines from every angle of the home. Outside, the property transforms into a private haven. The picturesque outdoor living areas provide the perfect backdrop for relaxing mornings, outdoor dining, entertaining guests, or simply enjoying the peaceful surroundings and unmatched privacy. This home combines timeless design, a functional floor plan, and a serene setting with convenient access to everything Fox Chapel has to offer. 125 Riding Trail is a rare opportunity to enjoy luxury living, privacy at its finest, and an unbeatable location all in one extraordinary property.

125 Riding Trail, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,605,750

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.

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.

$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.

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

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.

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.

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.

$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

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

76 Fair Oaks Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

$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.

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.

$1,915,000

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.

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

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

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.

$1,850,000

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

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

918 W Waldheim Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

$780,000

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.

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.

Discover the perfect canvas for your dream home on a premier 3-acre vacant lot. This prime piece of land offers an unmatched opportunity to build a custom residence tailored to your vision, surrounded by stunning natural beauty. Partner with Wade Weissman Architecture and Phillip Wentzel Custom Homes to bring your ideas to life, blending innovative design with superior craftsmanship. The lot is construction-ready, allowing you to take advantage of the endless possibilities it offers. Draft floor plans are available as a starting point, but you have the freedom to adapt and modify every aspect to suit your taste. This lot is more than just land; it's a chance to create a legacy that reflects your unique style and dreams. Don’t miss out on this rare opportunity to craft a one-of-a-kind residence on a premier Fox Chapel property, where luxury and limitless potential await.

$1,600,000

5 Beds

Discover the perfect canvas for your dream home on a premier 3-acre vacant lot. This prime piece of land offers an unmatched opportunity to build a custom residence tailored to your vision, surrounded by stunning natural beauty. Partner with Wade Weissman Architecture and Phillip Wentzel Custom Homes to bring your ideas to life, blending innovative design with superior craftsmanship. The lot is construction-ready, allowing you to take advantage of the endless possibilities it offers. Draft floor plans are available as a starting point, but you have the freedom to adapt and modify every aspect to suit your taste. This lot is more than just land; it's a chance to create a legacy that reflects your unique style and dreams. Don’t miss out on this rare opportunity to craft a one-of-a-kind residence on a premier Fox Chapel property, where luxury and limitless potential await.

280 Glen Laurel Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$4,950,000

Welcome to your dream home opportunity nestled on a premier 3-acre lot. This custom residence offers an unparalleled chance to fully customize your ideal living space amidst breathtaking natural surroundings. Collaborate with Wade Weissman Architecture and Phillip Wentzel Custom Homes, where the fusion of innovative design and masterful craftsmanship brings your vision to life. With a site ready for construction, the possibilities are as endless as the panoramic views that surround you. Draft floor plans are prepared, offering a starting point for your creativity. Whether you choose to embrace these plans or prefer to tweak them to perfection, the power to shape every detail is in your hands. This is more than a home; it’s a legacy, a reflection of your unique style and aspirations. Don't miss this chance to turn your dreams into reality. Your future begins here, on this premier Fox Chapel lot, where luxury meets limitless potential.

Welcome to your dream home opportunity nestled on a premier 3-acre lot. This custom residence offers an unparalleled chance to fully customize your ideal living space amidst breathtaking natural surroundings. Collaborate with Wade Weissman Architecture and Phillip Wentzel Custom Homes, where the fusion of innovative design and masterful craftsmanship brings your vision to life. With a site ready for construction, the possibilities are as endless as the panoramic views that surround you. Draft floor plans are prepared, offering a starting point for your creativity. Whether you choose to embrace these plans or prefer to tweak them to perfection, the power to shape every detail is in your hands. This is more than a home; it’s a legacy, a reflection of your unique style and aspirations. Don't miss this chance to turn your dreams into reality. Your future begins here, on this premier Fox Chapel lot, where luxury meets limitless potential.

280 Glen Laurel Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$2,800,000

5 Beds ⋅ 7 Baths

407 Rhodora Lane, 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

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.

590 Old Mill 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

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.

$1,138,000

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!

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

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!

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.

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.

$1,381,250

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

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.

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.

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.

$2,800,000

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

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!

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

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.