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$595,000
3 Beds 3 Baths
Experience the ease and convenience of having everything you need for daily living on the main floor. Enjoy true main floor living in this spacious 3 bedroom, 2 full and 1 half bath home in Fox Chapel’s Hidden Falls community. Hardwood floors flow throughout the open main living areas, where vaulted ceilings and abundant natural light create a bright, inviting atmosphere. The living room features a gas fireplace flanked by built-in shelving and cabinetry, while multiple glass doors open to an expansive rear deck overlooking the peaceful wooded setting. An adjoining dining area provides additional space for entertaining. The kitchen features generous cabinetry, ample counter space, tile flooring and an adjacent breakfast area filled with natural light. The main-level primary suite includes a spacious bedroom and en-suite bath with dual vanities, a jetted tub and separate shower. First-floor laundry, a powder room and an attached two-car garage complete the true one-level-living experience. The walk-out lower level offers two additional bedrooms, a full bath and a large family or recreation room—ideal for guests, a home office or additional living space. A sizable utility and storage room provides plenty of space for seasonal items and household essentials. Conveniently located near shopping, dining, parks, trails and major roadways, this Fox Chapel home combines a flexible floor plan, wooded surroundings and close proximity to everything.

Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,785,000
4 Beds 6 Baths
Welcome home to this fabulous two-story colonial nestled in the heart of Fox Chapel, set on a private, sprawling 2.25-acre lot. Fully renovated with high-end updates throughout, this home offers inviting spaces perfect for both everyday living and elevated entertaining. A gracious entry with open staircases sets an impressive tone from the moment you arrive. The top-of-the-line kitchen is a true showstopper, featuring a fireplace, cozy seating area, and a generously proportioned island, complemented by a convenient butler's pantry for effortless hosting. The large dining room boasts its own fireplace, while the living room impresses with soaring vaulted ceilings and abundant natural light. A large, covered deck off the family room and kitchen extends the living space outdoors. With 4 bedrooms, 3 full baths, and 3 half baths, there is space for everyone. The private primary suite is a retreat unto itself, complete with an oversized walk-in closet, a sitting room with fireplace, and a dedicated exercise room, plus convenient stacked laundry nearby. The lower level offers a large game room with fireplace opening to a private patio, along with an oversized laundry room. Outside, the expansive grounds offer endless possibilities for outdoor enjoyment and privacy, all just minutes from Pittsburgh's finest shopping, dining, and parks. A rare opportunity to own a beautifully updated estate on one of Fox Chapel's premier lots. Schedule your private showing today!

1256 Fox Chapel Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,385,000
4 Beds 4 Baths
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
4 Beds 4 Baths
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
3 Beds 4 Baths
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.

$1,790,000
5 Beds 6 Baths
Situated in one of Fox Chapel’s most coveted locations—just 1.3 miles to Shadyside Academy & Fox Chapel Golf Club—this exceptional property features two residences on 3.2 acres. The primary all-brick estate, custom built in 2000 by Madia Homes, offers approximately 7,000+ sq ft of finished space with soaring 10' first-floor ceilings, 5 bedrooms, 4.5 baths, 4 fireplaces, and a grand entrance split staircase with a two-story open foyer. The home includes a main-level 4-car garage, two private offices, marble flooring throughout the main level, and hardwood flooring throughout the second floor. Expansive unfinished areas present a rare opportunity to customize and expand living space. The basement is framed with heating, cooling, and electrical rough-ins in place, while the third floor remains open for future finishing. The attached original 1950s ranch includes 3 bedrooms, 2 full baths, a 2-car integral garage, and its own private driveway. While in need of renovation, it offers exceptional potential as a guest residence, au pair suite, extended family quarters, or additional living space. Situated on 3.2 acres, the property offers remarkable flexibility to create a private outdoor retreat with room for amenities such as an inground pool, sport courts, or outdoor entertaining spaces. The scale and layout of the estate offer exceptional flexibility for multi-generational living, extended family, or long-term guests. A rare opportunity to create a true legacy estate in one of Pittsburgh’s most sought-after neighborhoods.

1060 Fox Chapel Road, Fox Chapel

Listing courtesy of SIMPLIHOM.

$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
4 Beds 5 Baths
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.

$875,000
5 Beds 4 Baths
Authentic mid-century modern in Fox Chapel, on more than two private acres. This multi-level home offers five bedrooms, three and a half baths, and a mid-century interior that was never remodeled away. The living room sits under vaulted wood-beam ceilings, with floor-to-ceiling windows and a stone fireplace anchoring the space. The dining room carries the same wall of glass, with French doors opening to the outdoor living area. Natural light and lush greenery reaches every level, truly honoring natures relationship with the home. Hardwood floors run throughout the upper level, where the bedrooms are generously sized. The primary bath has been updated and includes a custom closet. The finished lower level adds flexible living space and looks out over the level backyard through its own bank of windows. New carpet and fresh paint have been updated throughout most of the home. Outside, an enormous brick patio, partially covered, overlooks the wooded and private grounds. The rear yard is flat, open, and fenced. A three-car garage provides parking and storage. Much of the home is original, including the kitchen and several of the baths, and is ready for its next chapter. Original tile, original cabinetry, and period details that are increasingly hard to find unaltered are all still here, waiting for a buyer who wants to bring them back rather than start over. Two-plus private acres, minutes from shopping, dining, and downtown Pittsburgh. Mid century homes on acreage rarely come available in Fox Chapel. Restore it or reimagine it.

101 Tomahawk Drive, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

$850,000
3 Beds 3 Baths
Move-In Ready Ranch-Style Home with Main-Level Living in Fox Chapel Borough! This beautifully maintained Hobart Miller-built home offers the perfect combination of quality craftsmanship, timeless finishes and the ease of true ranch-style living. Ideally located in the highly desirable Fox Chapel Borough within the Fox Chapel Area School District, this move-in ready residence features an open floor plan, soaring 10-foot ceilings, hardwood floors and an abundance of natural light throughout the main level. Designed with today's lifestyle in mind, the spacious kitchen is the heart of the home, offering granite countertops, JennAir appliances, a gas range with built-in microwave, abundant cabinetry and generous prep space. The kitchen flows effortlessly into the inviting living area, creating an ideal setting for entertaining or everyday living. The sought-after main-level primary suite offers privacy and comfort with a spacious en suite bath and an oversized, deep walk-in closet. A conveniently located powder room and first-floor laundry room with tile flooring further enhance the home's functional ranch-style floor plan, making daily living effortless. Step outside to enjoy the low-maintenance Trex deck with wood-capped railings and classic wood balusters—perfect for morning coffee, outdoor dining or simply relaxing in a peaceful setting. The finished lower level dramatically expands the living space, offering a large family room, two generously sized bedrooms, a full bath and a versatile bonus room ideal for a home office, fitness room, hobby room or guest retreat. Extensive storage areas provide exceptional space for seasonal items and organization. Whether you're looking to downsize without giving up space, desire the convenience of a first-floor primary suite, or simply want a move-in ready home with flexible living areas, this exceptional property delivers. Ideally located just minutes from Route 28, this home offers quick and convenient access to Downtown Pittsburgh, making commuting simple and efficient. Its central location also places you within easy reach of the region's renowned universities, world-class hospitals, premier shopping, dining and recreational amenities.

445 Dorseyville Rd, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$929,000
5 Beds 4 Baths
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
4 Beds 4 Baths
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
5 Beds 4 Baths
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
5 Beds 5 Baths
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.

$424,310
3 Beds 3 Baths
Welcome home to 906 Glenover Place, a charming 3-bedroom, 3-bath Ranch ideally located in a walkable neighborhood in the heart of Fox Chapel Borough. This inviting home features hardwood floors, a spacious living room, a dining room, and a well-equipped kitchen with a patio door leading to the rear deck overlooking the lovely backyard and a newer roof (2020). The large driveway provides ample off-street parking and added convenience of ability to park an extra car under the deck. The lower level offers excellent additional living space with a spacious game room featuring a door to the outside, a laundry room, abundant storage areas, and direct access to the garage. Enjoy one-level living with easy access to schools, parks and all the amenities of the Fox Chapel area plus conveniently located near the VA Healthcare System, and quick access to times to Route 28 , the East End, Universities, UPMC hospitals, downtown Pittsburgh, making commute to work and daily errands a breeze. A wonderful opportunity to enjoy comfort, convenience, and a great location.

906 Glenover Place, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: HOWARD HANNA REAL ESTATE 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.

$724,900
3 Beds 4 Baths
Unmatched location meets spectacular mid-century potential in the heart of Fox Chapel. Tucked away near a quiet cul-de-sac on prestigious Wynnwood Drive, this unique mid-century brick ranch sits on a sprawling, ultra-rare 2.06-acre lot featuring an expansive flat yard—a true luxury for the area. Inside, the main level instantly captivates with soaring ceilings and magnificent floor-to-ceiling windows framing panoramic views of your private nature sanctuary. Designed for versatile living, the footprint includes a massive full basement boasting two additional bedrooms and plenty of flexible space to create a game room, gym, or guest suite, complemented by a rare, oversized 3-car garage. Nature enthusiasts will be awestruck by the location: the property borders the 175-acre protected trails, wilderness, and beautiful waterfall of Camp Guyasuta offering a tranquil back country escape right out your backdoor. The bones are here, the character is undeniable this isn't just a home—it's an opportunity to move into an architectural gem and with your vision & creativity make it your own. Bring your contractor along with your vision to capitalize on a million-dollar location to create an architectural masterpiece in the Fox Chapel Area School District.

109 Wynnwood Drive, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$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
4 Beds 4 Baths
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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$950,500
4 Beds 4 Baths
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
5 Beds 4 Baths
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
4 Beds 5 Baths
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.

$950,000
4 Beds 5 Baths
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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$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.

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