View All Fox Chapel PA 2 Story Home Listings

Set on over 2 acres in desirable Fox Chapel Borough, this contemporary home offers a private wooded setting, dramatic architectural details and exceptional indoor-outdoor living. Soaring ceilings, walls of windows, skylights and multiple fireplaces create light-filled spaces throughout. The inviting living room features a stone fireplace, beamed ceiling and French doors opening to a balcony, while the step-down family room is surrounded by windows and features vaulted ceilings, wood floors, two gas fireplaces and access to the expansive wraparound deck and stone patio. The eat-in kitchen is appointed with walnut cabinetry, granite countertops, a Wolf gas range with grill, stainless appliances, built-in sideboard and pantry. Upstairs, the spacious primary suite features a vaulted ceiling, fireplace, private balcony, walk-in closet and en-suite bath with jetted tub and double vanity. Two additional bedrooms, a newly renovated hall bath and convenient laundry complete the second floor. The upper-level bonus suite offers incredible flexibility with high beamed ceilings, wood floors, a stone fireplace, full bath, walk-in closet and beautiful views of the wooded grounds. The finished lower level provides additional living space, a den with full bath, patio access, generous storage and a private sauna. An exceptional contemporary retreat offering privacy, space and a connection to nature in the heart of Fox Chapel. All just minutes from Fox Chapel parks and trails, local dining and shopping, and convenient access to Route 28.

142 Riding Trail Ln, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$950,000

Situated on a private 1-acre lot in Fox Chapel, 111 Wilmar Drive offers the comfort and livability of a Colonial style home tucked away in a serene setting. The inviting flagstone entryway opens to a spacious living area with gas starter fireplace alongside a traditional dining room with french doors. Perfect for either entertaining or relaxing on those slower mornings, the renovated kitchen comes outfitted with a large granite island, stainless steel appliances, and an oversized window offering sight lines to the picturesque rear yard. Off the kitchen, the sunroom addition is a perfect extension of living space, also giving access to an expansive stone and slate patio--ideal for summer cookouts and friendly gatherings. Just beyond the flat rear yard, a peaceful pond setting surrounded by gorgeous flagstone creates the perfect spot to unwind on those late-summer nights. Upstairs, the primary bedroom is complete with full en suite bathroom and massive walk-in closet. Additionally, three generously sized bedrooms and updated hall bath round out the second floor. An added bonus, the finished basement with gleaming Brazilian cherry floors and direct vent fireplace makes for a cozy option on movie nights or game-day lounging. Other notable highlights throughout the home are the large laundry room with loads of storage and convenient laundry chute, two additional half bathrooms, two-car garage with EV charger, and dedicated study/office. Located in an award-winning school district, close to the Beechwood Farms Nature Preserve, and easy access to all that Fox Chapel has to offer, 111 Wilmar Drive is a true hidden gem!

111 Wilmar Dr, Fox Chapel

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

$1,250,000

Located within the exclusive gated community of The Trillium in Fox Chapel AND WITH A PRIVATE WOOD PANELED ELEVATOR TO ALL LEVELS, this spacious three-bedroom, three-and-one-half-bath residence offers three beautifully designed levels with exceptional storage. A large tiled entry welcomes you into the home, where parquet hardwood flooring and plantation shutters add warmth and character throughout the main living spaces. The elegant dining room is filled with natural light from large front-facing windows, while the expansive living room extends from the front of the home to the back. A gas fireplace, built-in shelving and cabinetry, and walls of windows create an inviting space for both everyday living and entertaining. Accessible from the living and dining rooms, the generously sized kitchen features an island with a double sink, double ovens, abundant cabinetry, two pantries, and a full complement of appliances. The eat-in and sitting areas are surrounded by windows overlooking the private backyard and peaceful wooded setting. Glass doors open to a secluded rear patio—the perfect place to enjoy morning coffee or unwind at the end of the day. A private office and convenient powder room complete the main level. Upstairs are two spacious bedrooms, each with a private en suite bath. The primary suite offers a comfortable sitting area with built-in shelving and cabinetry, windows overlooking both the front and rear grounds, a large walk-in closet, and an en suite bath with a walk-in shower. The second bedroom enjoys lovely wooded views and an en suite bath with a tub and shower. Multiple walk-in, linen, and utility closets provide exceptional storage throughout the upper level. The finished lower level includes a spacious third bedroom, full hall bath, and a separate office with a large walk-in file or storage closet. The well-appointed laundry room features tile flooring, a double utility sink, an oversized folding counter, and plentiful cabinetry. A large unfinished utility and storage area provides even more room for seasonal items and everyday organization. Additional highlights include a two-car garage with high ceilings, two furnaces and central air-conditioning systems, and a generator. Offering privacy, generous living space, and exceptional convenience, this distinctive home is just minutes from shopping, dining, and Route 28, with nearby trails within walking distance.

26 The Trillium, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$7,750,000

4 Beds ⋅ 8 Baths

Welcome to a residence that redefines modern living, pairing timeless Tudor architecture with a minimalist, fully reimagined interior. Set on nearly 8 acres of rolling grounds in Fox Chapel Borough, the estate offers approximately 7,000 square feet of unsurpassed living space with every detail carefully crafted to perfection. From the slate roof and classic brick exterior, meticulously restored and preserved, to the new Kolbe windows and doors throughout, this residence showcases uncompromising quality. The all-new flooring, French oak, limestone, and antique terracotta, was sourced from François & Co. All of the interior paint is exclusively either Bauwerk Limewash Paint, an all-natural lime/plaster paint that acts as an air filter, or from Farrow & Ball. Completely remodeled, the lighting includes fixtures by Rose Uniacke, Jamb London, and Roman and Williams Guild. The interior doors are solid natural character oak with Classic Brass hardware. The mantels, all new, were custom made for this house, and the baths, also new, feature hardware by Waterworks. Filled with natural light, the main level benefits from expansive windows and numerous glass doors that allow easy access to the patios and grounds. Overlooked by a Juliet balcony, the spectacular great room is crowned by a magnificent new chandelier and exposed beams that have been painstakingly restored. Double doors reveal a generously sized den/office that opens to a brick patio. An extensive wet bar elevates the ample dining room. Anchoring the home with an ambiance both sophisticated and serene, the chef’s kitchen is appointed with white Olympia marble countertops and an 11-foot-long, solid walnut island. A Lacanche range with industrial-level Best hood and Gaggenau appliances— microwave, combi-steam oven, vacuum sealing drawer, and refrigerator—provide an unparalleled blend of performance and artistry. Fitted with walnut cabinetry, the butler’s pantry includes refrigerator and freezer drawers and an extra dishwasher. The side entry area has been reconfigured to create a dog grooming station and a second powder room. Upstairs, four bedrooms and four full baths include the sumptuous primary suite. A new double shower complements the soaking tub and towel warmer imported from Catchpole & Rye and the extensive walnut vanity with dual sinks. Dual walk-in closets are appointed with wicker caning and interior lighting, a theme carried through to a second suite with private bath. A third suite currently serves as a family room, while a luggage closet and a laundry room, consisting of two washers and two dryers, add convenience. The finished lower level features a luxury gym, a fifth full bath, and a separate entrance. The layout of the home ensures flexibility for everyday living and exceptional entertaining. Framed by rare 360-degree privacy, the outdoor terraces and gathering spaces invite seamless indoor-outdoor living. The property also includes a carriage home at the rear of the estate—currently uninhabitable, but rich in potential. With existing utility connections, it holds the possibility of becoming a guest house, studio, or destination for entertaining—an opportunity nearly impossible to replicate under current Borough approvals. This is more than a home—it is a once-in-a-lifetime offering for those who demand rarity, privacy, and enduring elegance.

Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$649,900

Rare opportunity in Fox Chapel Area School District! Nestled on nearly 2.5 extremely private acres and accessed by a private road, 571 Flower Hill Lane offers endless potential in one of Pittsburgh's most sought-after communities. Located within the Fairview Elementary district, this property presents an exceptional opportunity for renovation, expansion, or new construction. The existing home requires significant updates and is being offered as a chance to create a custom residence tailored to your vision. FIRST FLOOW PRIMARY SUITE. Governors circle. Encompassed with mature trees, greenery and set well back from the road, the property provides privacy, tranquility, and a premier Fox Chapel location. Bring your architect, designer, and contractor and explore the possibilities this unique homesite has to offer.

571 Flower Hill Lane, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$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.

116 Wilmar Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$750,000

Tucked away on 1.16 private acres in the heart of Fox Chapel Borough, 935 Field Club Road offers something increasingly rare — the feeling of living in your own forest, just minutes from everything Pittsburgh has to offer. Mature trees frame every window and the wooded setting creates a natural sanctuary that changes beautifully with every season. This classic 4-bedroom, 3.5-bath Colonial spans 2,910 square feet across three finished levels, offering generous space for both everyday living and effortless entertaining. The main level flows graciously from room to room, anchored by hardwood floors and filled with natural light. Two wet bars make this home a natural gathering place, and the finished lower level extends your living and entertaining space well beyond what the main floors provide. Step outside to a beautiful back deck that overlooks the wooded grounds — the perfect spot for morning coffee, evening cocktails, or simply listening to the trees. A separate shed adds practical storage for all the tools that come with a property this special. Inside, the eat-in kitchen, formal dining room, and spacious living areas carry the warmth of a well-loved home. Four bedrooms including a primary suite offer comfortable retreats, each with the kind of quiet that only a setting like this can provide. Located in Fox Chapel Borough with easy access to Pittsburgh Field Club, Fox Chapel Golf Club, parks and trails, downtown Pittsburgh, Oakland, and UPMC — this is the rare opportunity to own your own private retreat without sacrificing convenience.

935 Field Club Rd, Fox Chapel

Listing courtesy of KELLER WILLIAMS EXCLUSIVE.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$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.

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.

111 Shannon Dr, Fox Chapel

Listing courtesy of KELLER WILLIAMS STEEL CITY.

Selling Office: NEIGHBORHOOD REALTY SERVICES.

$911,000

4 Beds ⋅ 3 Baths

Offered for the first time since its 2011 construction was completed, 110 Lakeside Drive boasts a beautiful spot by one of Fox Chapel's favorite locations, Campbell’s Lake. The current owner thoughtfully designed a gracious home filled with light and openness, along with a sought-after first floor primary suite, and even a first floor den. The welcoming front porch is perfect for evenings by the lake or a morning coffee on the weekends! When you walk in, there is a lovely wide staircase and gleaming hardwood floors throughout. The kitchen is large and opens up into a spacious family room filled with custom bookcases, and beautiful windows with plantation shutters. The dining room completes the space and is open to the kitchen. A light and bright first floor laundry room and powder room are also on this level. Upstairs, you will find three bedrooms a full bathroom as well as two unfinished storage areas that could be easily completed to be an in-law suite or media room, etc. The basement has a workout room or playroom area and a 3-car spacious attached garage. Unique to this home is an already-built elevator shaft with access to all 3 floors so that any buyer can add an elevator in the future for convenience. The house sits on a private lot just over 1 acre. The backyard has a lovely patio space perfect for entertaining. Not only is this home surrounded by a beautiful setting that is private and lovely, it’s also so convenient to downtown Pittsburgh, Shadyside, Oakland, and even areas in the North Hills. A gracious home in the Fox Chapel Area School District, with the perfect blend of a new-build feel but yet old world charm! Appointment Required.

110 Lakeside Drive, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$1,675,000

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.

$1,122,000

4 Beds ⋅ 6 Baths

This home defies the ordinary with the square feet for generations of enjoyment year round. Privacy along with location in a Fairview Elementary neighborhood, this home boasts improvements and upgrades not often seen. First floor inlaw apt has bedroom, desk area, full bath, laundry room and a walk in closet. Main floor has a formal sitting area, dining room, spectacular kitchen, family room with a wet bar and half bath, all with access to a large deck with views of mature trees. The second floor has 3 additiional bedrooms and two baths. A fourth bedroom has been converted into a walk in closet. Lower level is walkout and is finished to include another family room and full bath. Front terrace area allows for outdoor use to enjoy the expansive lawn area and governor drive. Believe it or not, the garage can manage 6-7 cars. What a unique opportunity. New roof in 2023. Meticulously maintained. Welcome to your new paradise.

110 Chapel Knoll Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,675,000

5 Beds ⋅ 6 Baths

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.

$875,000

Move right into this stylish updated 4 Bedroom, 4 bath home in a popular neighborhood of Fox Chapel Borough where extensive renovations and thoughtful improvements create a truly move-in-ready opportunity. Enjoy the spacious bright kitchen with island, coffee bar, 2 sinks, loads of cabinetry/counter space and tremendous views through wall-to-ceiling windows of the private yard, and there is a patio door to the deck and patio providing the perfect setting for summer entertaining, family fun and relaxation. Lovely light streams through the living areas, with a living room and dining room with hardwood floors too! There is a dedicated office, perfect for working from home (or a 5th bedroom), and a cozy family room with fireplace. The thoughtfully redesigned primary suite has the wow factor and offers a lovely bedroom and an exceptional spa-inspired bathroom with a double-sink vanity, custom cabinetry, lighting and fixtures, a soaking tub, oversized custom shower with dual shower heads, heated floors, and a large custom 8'x14' walk-in closet . The additional 3 bedrooms are spacious with roomy closet space, one featuring its own ensuite full bathroom and walk-in closet, creating a perfect guest suite. A full bathroom on the lower level serves the family room and entertaining areas, and an additional updated full bathroom completes the upper level. Recent upgrades include new flooring in the hallways, new carpet in all bedrooms, new Pella windows including a custom bay window, new interior/exterior doors, energy-efficient vinyl siding, a new garage door/opener, a new main electrical panel with additional sub-panel, and recessed lights and lighting fixtures installed throughout the home. The updated laundry/mudroom features new tile flooring, cabinetry, sink, washer, and dryer and a convenient door to the outside. Major mechanical updates and routine maintenance too. Level driveway and ideally located, minutes to Fairview Elementary, Beechwood Farms Nature Preserve, close to shopping, dining, and an easy commute to hospitals, universities, and downtown Pittsburgh. This well-maintained home combines quality, comfort, and an outstanding Fox Chapel location. Welcome Home!

117 Wilmar Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$950,500

Picture-perfect 4 bedroom, 3.5 bath home in Fox Chapel Borough’s desirable Fairview Elementary school zone, featuring the convenience of a first-floor bedroom suite. Brimming with character, charm, architectural details, gorgeous landscape/hardscape, and thoughtful updates, this timeless residence is truly a gem. Highlights include beautiful hardwood floors, a gracious living room with fireplace and large windows, and a classic dining room with lovely built-ins which is adjacent to the eat-in kitchen with a sunny dining area and built-in desk niche. Charming family room with a beamed ceiling, fireplace, and access to a sprawling stone patio, the picturesque fenced rear yard, gardens, and the detached 2-car garage with a bonus room above. Inviting first-floor bedroom suite with a vaulted ceiling, full bath, and door to the backyard offers comfortable first-floor living or ideal guest space. Seamless indoor-outdoor flow throughout the main living spaces makes entertaining and everyday living a delight. The second floor offers a primary suite with custom built-ins, window seat, ample closet space, and a bathroom with custom walk-in shower, plus two additional lovely bedrooms with hardwood floors, roomy closet space and there is a hall bath with a tub/shower. The lower-level game room offers additional recreation space, generous storage, closets, and laundry/utility area. The property has been meticulously cared for both inside and out with many updates, including a new rear asphalt shingle roof, new hot water heater and more. A large cement driveway for plenty of parking and a roomy garage. The bonus room above the garage provides endless possibilities for a studio, fitness room, private retreat or hobby space! Enjoy this ideal private setting on an acre of land in a popular Borough neighborhood. A rare opportunity to own a timeless Fox Chapel classic on a lovely lot. Welcome Home!

600 Foxhurst Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: RE/MAX REAL ESTATE SOLUTIONS.

$1,000,000

4 Beds ⋅ 7 Baths

Welcome to 39 Easton Road — a rare opportunity to own a timeless Tudor-style estate situated on over an acre of beautifully wooded property. Offered for the first time by its original owner, this 4-bedroom, 5 full and 2 half bath home is filled with character, space, and incredible potential. Surrounded by mature landscaping and tranquil wooded views, the property features an expanded primary suite, pool, pond with waterfall, and expansive outdoor entertaining areas that create a peaceful setting with exceptional privacy. Inside, spacious living areas and classic architectural details provide the perfect opportunity to restore, refresh, or reimagine this home to its full potential. Nestled within an established tree-lined neighborhood, the setting offers a serene atmosphere while remaining conveniently located near schools, golf courses, restaurants, and shopping. A truly special property ready for its next chapter.

39 Easton Road, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$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.

125 Riding Trail, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,103,000

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.

$930,600

621 Twin Pine Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,300,000

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.

$575,000

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

116 S Pasadena Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,300,000

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

100 Forest Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$880,000

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

119 Shadow Ridge Dr, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,206,250

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.

321 Fairview, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$675,000

5 Beds ⋅ 3 Baths

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

209 Grandview Drive S, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$970,000

The most prime central location in Fox Chapel, located in the Fairview Elementary school zone. Great opportunity! This expansive brick residence approximately 4700 Sq.Ft. blends timeless charm with exceptional everyday livability, set on a stunning 3 acre parcel with mature landscaping and endless potential for a pool, gardens or play areas including soccer, baseball, football or playing catch. The first floor primary suite offers a fireplace, custom built ins and a spacious walk in closet, providing comfort and convenience for today’s lifestyle. The spacious kitchen offers generous counter space, abundant cabinetry and an adjoining eat in area, seamlessly opening to the inviting family room with fireplace and custom built ins. From here, step out to the covered porch and impressive stone patio, perfectly designed for effortless indoor outdoor entertaining, all overlooking the private, expansive backyard. Entertain with ease in the gracious dining room featuring a wet bar and built ins, the classic living room with fireplace, a dramatic vaulted ceiling sunroom filled with natural light and off the entry area is an additional parlor offering flexible living space. A convenient first floor laundry and powder room add everyday ease. Upstairs, three additional bedrooms and two full baths are complemented by excellent closet space and storage throughout. Hardwood flooring extends across most of the first and second levels. The lower level offers a comfortable game room, half bath and dedicated utility area. A level governors driveway and three car garage enhance both function and curb appeal. Ideally located with easy commute times to the city, the East End and UPMC hospitals, and the Fox Chapel Area High School campus, Shady Side Academy, library, community center, parks, trails, Fox Chapel Golf Club, Pittsburgh Field Club, Racquet Club and swim clubs, and shopping.

1001 Fox Chapel Road, 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 updated en-suite bath, and the hall bath has been gorgeously 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 Dr, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,325,000

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

76 Fair Oaks Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

$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!

210 Rutledge Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,025,000

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

112 Hickory Hill Road, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$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.

135 Greenwood Road, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,600,000

A completely unique home beautifully poised among towering trees and lush perennial gardens with a water feature, offering indoor and outdoor living at it's absolute finest and defined by a mix of creative energy and vibrant atmosphere perfect for relaxing or entertaining. Seamlessly blending indoors and out, the home was intentionally designed to invite nature into everyday living while offering an atmosphere that is both inspiring and efforlessly welcoming. With a beautifully curated living space, the home offers 4 bedrooms, 4 full baths, and 4 garage spaces- perfectly balancing sophistication, comfort and flexibility for today's lifestyle. Expansive entertaining areas, intimate gathering spaces, and peaceful retreats throughout the property make every corner feel both functional and special. Ideally located just minutes from Shadyside Academy, Fox Chapel Area schools, the Lauri Ann West Community Center, Hillman Performing Arts, Cooper-Siegel Library, Beechwood Farms Nature Reserve, UPMC hospitals, multiple Fox Chapel hiking trails and Hartwood Acres, this home offers an unmatched lifestyle in one of Pittsburgh's most desirable communities. Designed for versatility, connection and everyday enjoyment, 337 Fox Chapel Road is more than a home- it's a destination unto itself.

337 Fox Chapel Road, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

$448,500

4 Beds ⋅ 3 Baths

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

202 West Dr, Fox Chapel

Listing courtesy of REDFIN CORPORATION.

Selling Office: COMPASS PENNSYLVANIA, LLC.

$3,250,000

5 Beds ⋅ 7 Baths

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

418 Fox Chapel Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$680,000

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

518 Farndale Rd, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$780,000

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.

Fantastic opportunity in the Fox Chapel School District! This solid 3-bedroom home offers great bones, timeless Craftsman-style character, and a layout designed for everyday living. The bright, open interior features spacious rooms, original hardwood floors on the main level, and new carpet upstairs, creating a warm and comfortable feel throughout. The family-friendly floor plan provides room to grow, gather, and make memories. Enjoy a large yard perfect for kids, pets, gardening, or weekend get-togethers. Conveniently located near schools, parks, and major routes, this home offers both charm and practicality in a sought-after community. Ideal for first-time buyers or families ready to put down roots and build equity while adding their own personal touches. Bring your vision and make this house your home!

$202,000

3 Beds ⋅ 2 Baths

1317 Old Freeport Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: RE/MAX SELECT REALTY.

$2,195,000

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

129 South Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$2,800,000

5 Beds ⋅ 7 Baths

407 Rhodora Lane, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,165,000

700 W Waldheim Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$704,018

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

308 S Pasadena Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: COMPASS PENNSYLVANIA, LLC.

$1,195,000

Stunning home situated on a large lot. Fenced in yard. Governers driveway. Large living room with plenty of natural light, fireplace and access to a side deck. Quaint family room with brick fireplace and sliding glass doors to the deck overlooking the backyard. Kitchen with updated appliances, island and breakfast nook. Oversized dining room with bay window and built in bookshelves. Also on the first floor is a spacious laundry room with access to the backyard, 2 half baths and lots of storage. Upstairs the owner's suite with 2 closets and large bath. Extra large bedroom over the garage with ensuite bath. Two nicely sized additional bedrooms and hall bath complete the 2nd floor. Finished walkout basement with media room, home office, half bath with rough in for shower and plenty of storage. Covered patio right outside the walkout basement.

907 Settlers Ridge Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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

$4,101,175

4 Beds ⋅ 8 Baths

134 South Dr, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$430,000

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

220 Guyasuta Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

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

$1,900,000

6 Beds ⋅ 7 Baths

590 Old Mill Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,020,000

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

1258 Fox Chapel Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$940,000

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

101 The Oaks, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

$580,000