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

39 Windsor Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$675,000

What a trip in time. Original Log Cabin circa 1780 has been added onto over time. Three bedrooms, 2.5 baths, family room, living room, huge eat in kitchen, and a sunroom allow for lots of space for gathering of friends and family. Patio in the rear is surrounded by mature trees while pavers allow for walking to other areas of the property. The barn is massive and has three doors, allowing for vehicle parking and storage for garden tools and such. Hardwood floors throughout. Built on a slab, presumabley, there is a laundry on the main floor that houses the mechanics and room for storage. Good closet space on both floors. A retreat, to say the least.

3 Beds ⋅ 3 Baths

What a trip in time. Original Log Cabin circa 1780 has been added onto over time. Three bedrooms, 2.5 baths, family room, living room, huge eat in kitchen, and a sunroom allow for lots of space for gathering of friends and family. Patio in the rear is surrounded by mature trees while pavers allow for walking to other areas of the property. The barn is massive and has three doors, allowing for vehicle parking and storage for garden tools and such. Hardwood floors throughout. Built on a slab, presumabley, there is a laundry on the main floor that houses the mechanics and room for storage. Good closet space on both floors. A retreat, to say the least.

580 Old Mill Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Perched above the Fox Chapel Golf Club, this architecturally distinctive home blends privacy, natural light, and thoughtful design. The main level is bright and open, featuring a spacious living room with a fireplace, a separate family room with a second fireplace, an elegant dining room, and a dedicated home office.The kitchen is equipped with a high-end JennAir gas range, granite island and countertops, and custom wood cabinetry with convenient pull-out shelving. Full-length windows and French doors throughout the first floor frame sweeping views of the surrounding landscape. There are four generously sized bedrooms on main level each include an en-suite bath. The primary suite stands out with its cathedral ceiling, walk-in closet, and private bath.The lower level adds exceptional flexibility with a full bath, abundant storage, and an open area ideal for work out space. A first-floor laundry with utility sink enhances everyday convenience. Long tandem integral garage can fit 3 cars Located in the top-rated Fox Chapel Area School District and minutes from parks, dining, and Downtown Pittsburgh.

$950,000

Perched above the Fox Chapel Golf Club, this architecturally distinctive home blends privacy, natural light, and thoughtful design. The main level is bright and open, featuring a spacious living room with a fireplace, a separate family room with a second fireplace, an elegant dining room, and a dedicated home office.The kitchen is equipped with a high-end JennAir gas range, granite island and countertops, and custom wood cabinetry with convenient pull-out shelving. Full-length windows and French doors throughout the first floor frame sweeping views of the surrounding landscape. There are four generously sized bedrooms on main level each include an en-suite bath. The primary suite stands out with its cathedral ceiling, walk-in closet, and private bath.The lower level adds exceptional flexibility with a full bath, abundant storage, and an open area ideal for work out space. A first-floor laundry with utility sink enhances everyday convenience. Long tandem integral garage can fit 3 cars Located in the top-rated Fox Chapel Area School District and minutes from parks, dining, and Downtown Pittsburgh.

231 Fairview Rd, Fox Chapel

Listing courtesy of RE/MAX REAL ESTATE SOLUTIONS.

$930,600

621 Twin Pine Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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

$1,300,000

4 Beds ⋅ 4 Baths

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

104 Wynnwood Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

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.

$1,605,750

5 Beds ⋅ 4 Baths

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

470 Fairview Rd, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$755,000

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

3 Beds ⋅ 2 Baths

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

90 Dietrich Rd, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

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

$1,399,000

5 Beds ⋅ 4 Baths

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

90 Chapel Ridge Place, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$475,000

An exceptional opportunity to create your dream home in sought-after Fox Chapel. Offering true one-level living, this residence is filled with potential and ready for your personal vision, all while showcasing great bones and a thoughtfully designed layout. The main level features an attached garage, convenient first-floor laundry, and an open-concept kitchen that flows seamlessly into the living space—ideal for reimagining today’s modern lifestyle. A spacious living room is anchored by a charming double-sided fireplace that connects to the expansive owner’s suite, adding warmth and character throughout. The owner’s suite offers a generous footprint with a walk-in closet and an oversized en-suite bath, providing the perfect canvas for a stunning transformation. A versatile den, powder room, and access to the deck create additional flexible spaces for work, relaxation, or entertaining. The lower level significantly expands the living space, featuring two additional bedrooms, a full bath, and a large game room with sliding doors leading to the private backyard. An expansive unfinished storage area offers endless possibilities for customization. Set in a prime Fox Chapel location, this home presents a rare chance to renovate and make it truly your own while capitalizing on its solid structure, spacious layout, and incredible potential.

3 Beds ⋅ 3 Baths

An exceptional opportunity to create your dream home in sought-after Fox Chapel. Offering true one-level living, this residence is filled with potential and ready for your personal vision, all while showcasing great bones and a thoughtfully designed layout. The main level features an attached garage, convenient first-floor laundry, and an open-concept kitchen that flows seamlessly into the living space—ideal for reimagining today’s modern lifestyle. A spacious living room is anchored by a charming double-sided fireplace that connects to the expansive owner’s suite, adding warmth and character throughout. The owner’s suite offers a generous footprint with a walk-in closet and an oversized en-suite bath, providing the perfect canvas for a stunning transformation. A versatile den, powder room, and access to the deck create additional flexible spaces for work, relaxation, or entertaining. The lower level significantly expands the living space, featuring two additional bedrooms, a full bath, and a large game room with sliding doors leading to the private backyard. An expansive unfinished storage area offers endless possibilities for customization. Set in a prime Fox Chapel location, this home presents a rare chance to renovate and make it truly your own while capitalizing on its solid structure, spacious layout, and incredible potential.

327 Hidden Falls Court, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: BUY-N-SELL REAL ESTATE.

$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.

$1,300,000

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

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

100 Forest Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

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.

$880,000

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

119 Shadow Ridge Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Set on a beautifully maintained homesite along a private road in Fox Chapel, this expansive 4-bedroom, 5-bath residence offers timeless design, refined finishes, and a layout tailored for both elevated everyday living and seamless entertaining. Surrounded by established homes and mature landscaping, the setting offers a sense of privacy while remaining well positioned near parks, dining, and everyday amenities. Located within the Fox Chapel Area School District. A desirable 3-car attached garage and a private, usable backyard complete the offering. A grand two-story entry sets the tone, anchored by a formal stairwell and flanked by a well-proportioned livingroom and an elegant dining room featuring a tray ceiling. The home unfolds into a spacious kitchen that serves as the central gathering point, effortlessly connecting to the main living areas. Designed with both functionality and presentation in mind, the kitchen features abundant cabinetry, granite countertops, and a bright eat-in area that opens to the dramatic two-story great room. Soaring ceilings, skylights, and a wall of windows create an airy, light-filled atmosphere, while a built-in wet bar and direct access to the patio enhance the home’s entertaining potential. A private study provides a sophisticated work-from-home environment, complete with floor-to-ceiling judge’s paneling and access to its own deck overlooking the backyard. The main level also includes a full bath, along with a well-appointed laundry room and mudroom for everyday convenience. Upstairs, hardwood flooring continues throughout all bedrooms and extends across much of the main level. The primary suite is thoughtfully designed with vaulted ceilings, French doors, oak flooring, a generous walk-in closet, and a spacious bath featuring a soaking tub, separate shower, and skylight. Secondary bedrooms are all well-sized with excellent storage and hardwood flooring. The lower level expands the home’s versatility with a finished game room, an exercise or flex space, a full bathroom, and ample storage. Additional highlights include the three-car garage, a classic brick exterior, and a level rear yard with a large patio designed for outdoor living and entertaining, with convenient access to main roads and an easy commute to the city.

$1,206,250

Set on a beautifully maintained homesite along a private road in Fox Chapel, this expansive 4-bedroom, 5-bath residence offers timeless design, refined finishes, and a layout tailored for both elevated everyday living and seamless entertaining. Surrounded by established homes and mature landscaping, the setting offers a sense of privacy while remaining well positioned near parks, dining, and everyday amenities. Located within the Fox Chapel Area School District. A desirable 3-car attached garage and a private, usable backyard complete the offering. A grand two-story entry sets the tone, anchored by a formal stairwell and flanked by a well-proportioned livingroom and an elegant dining room featuring a tray ceiling. The home unfolds into a spacious kitchen that serves as the central gathering point, effortlessly connecting to the main living areas. Designed with both functionality and presentation in mind, the kitchen features abundant cabinetry, granite countertops, and a bright eat-in area that opens to the dramatic two-story great room. Soaring ceilings, skylights, and a wall of windows create an airy, light-filled atmosphere, while a built-in wet bar and direct access to the patio enhance the home’s entertaining potential. A private study provides a sophisticated work-from-home environment, complete with floor-to-ceiling judge’s paneling and access to its own deck overlooking the backyard. The main level also includes a full bath, along with a well-appointed laundry room and mudroom for everyday convenience. Upstairs, hardwood flooring continues throughout all bedrooms and extends across much of the main level. The primary suite is thoughtfully designed with vaulted ceilings, French doors, oak flooring, a generous walk-in closet, and a spacious bath featuring a soaking tub, separate shower, and skylight. Secondary bedrooms are all well-sized with excellent storage and hardwood flooring. The lower level expands the home’s versatility with a finished game room, an exercise or flex space, a full bathroom, and ample storage. Additional highlights include the three-car garage, a classic brick exterior, and a level rear yard with a large patio designed for outdoor living and entertaining, with convenient access to main roads and an easy commute to the city.

910 Settlers Ridge Road, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,800,000

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

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

321 Fairview, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$675,000

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.

5 Beds ⋅ 3 Baths

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

209 Grandview Drive S, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$975,000

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

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

131 Wilmar Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,325,000

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

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

76 Fair Oaks Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$750,000

Welcome to 210 Rutledge Drive, a home that offers exceptional curb appeal and a spacious, inviting layout designed for everyday living. This sprawling three-bedroom, four-bath residence features a flexible floor plan with generous room sizes, and an easy flow throughout. The updated kitchen is the heart of the home, showcasing abundant cabinetry, expansive counter space, and a large walk-in well designed pantry. The kitchen opens seamlessly to a comfortable family room with built ins and out to the covered side porch, creating the perfect setting for indoor-outdoor gatherings with family and friends, the patio extends in rear to a grilling area and side yard. The main living areas provide ample space for entertaining with a large classic living room, formal dining room and an eat in kitchen room. There is a fantastic sunny spacious hallway with walls of windows, perfect for indoor plants, and a sunroom area. Upstairs, the large bedrooms offer comfort and privacy, each with roomy closet space. The primary suite has a captive (4th) room that can be used as an office, library or sitting room or even a nursery. The lower level includes an office/game room, ideal for working from home. There is loads of storage, a mudroom off the 2 car garage and a dedicated laundry room. Set on a private lot, the rear patio provides a peaceful retreat with flowering trees. Located within walking distance to Aspinwall, this home combines convenience, charm, and space. It is a great location to all of Fox Chapel amenities, also easy access to schools, parks, and short commute times to the City, Shady side, Oakland, UPMC hospitals and more. Welcome Home!

4 Beds ⋅ 4 Baths

Welcome to 210 Rutledge Drive, a home that offers exceptional curb appeal and a spacious, inviting layout designed for everyday living. This sprawling three-bedroom, four-bath residence features a flexible floor plan with generous room sizes, and an easy flow throughout. The updated kitchen is the heart of the home, showcasing abundant cabinetry, expansive counter space, and a large walk-in well designed pantry. The kitchen opens seamlessly to a comfortable family room with built ins and out to the covered side porch, creating the perfect setting for indoor-outdoor gatherings with family and friends, the patio extends in rear to a grilling area and side yard. The main living areas provide ample space for entertaining with a large classic living room, formal dining room and an eat in kitchen room. There is a fantastic sunny spacious hallway with walls of windows, perfect for indoor plants, and a sunroom area. Upstairs, the large bedrooms offer comfort and privacy, each with roomy closet space. The primary suite has a captive (4th) room that can be used as an office, library or sitting room or even a nursery. The lower level includes an office/game room, ideal for working from home. There is loads of storage, a mudroom off the 2 car garage and a dedicated laundry room. Set on a private lot, the rear patio provides a peaceful retreat with flowering trees. Located within walking distance to Aspinwall, this home combines convenience, charm, and space. It is a great location to all of Fox Chapel amenities, also easy access to schools, parks, and short commute times to the City, Shady side, Oakland, UPMC hospitals and more. Welcome Home!

210 Rutledge Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: COLDWELL BANKER REALTY.

$1,790,000

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.

5 Beds ⋅ 6 Baths

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

1060 Fox Chapel Road, Fox Chapel

Listing courtesy of SIMPLIHOM.

$1,025,000

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

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.