Fox Chapel Contemporary Style for Sale - The Michael Pastor Group

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.

$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.

$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.

$1,300,000

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.

$1,345,000

5 Beds ⋅ 6 Baths

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

241 W Chapel Ridge Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,381,250

5 Beds ⋅ 6 Baths

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

230 Foxhurst Dr, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$795,000

4 Beds ⋅ 5 Baths

Set on a serene 3-acre lot, this striking contemporary residence offers expansive living space and unique amenities, including a private tennis court and in-ground pool—all being sold as-is. Floor-to-ceiling windows flood the home with natural light, creating a seamless connection to the surrounding landscape. The spacious finished lower level is perfect for entertaining, featuring a large game room with fireplace, a kitchenette, full bathroom, and direct walk-out access to the pool and tennis court. The generous owner’s suite includes an open-concept bathroom and ample space for relaxation. Three additional bedrooms, two full baths, and a versatile bonus area accessible via a spiral staircase provide flexible living options for family or guests. With its modern layout, recreational features, and expansive grounds, this home presents an exceptional opportunity for customization in a private, resort-style setting.

99 Haverford Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: PIATT SOTHEBY'S INTERNATIONAL REALTY.

$2,025,000

4 Beds ⋅ 4 Baths

Welcome to 114 Hillcrest Road - an architecturally stunning home privately nestled on nearly 2 acres in Fox Chapel Boro. Illuminated w/ natural light from skylights & full-length windows, it features a dramatic sunken living room w/ soaring ceilings & a dual-sided brick fireplace. The gourmet kitchen impresses w/ sleek Eggersmann cabinetry, Thermador fridge & oven (steam oven, warming drawer/lights, 6 burners, griddle/grill), & an extra-large island w/ crystallized glass countertop & refrigerator drawers. The owner’s suite is luxurious w/ an office, sitting room w/ deck access, & spa-like bath w/ heated floors, soaking tub, glass shower, & dual walk-in closets. The lower level is equally impressive w/ 3 generously sized bedrooms, 2 full baths, a bonus room w/ Murphy bed, & game room that includes a convenient wet bar & direct access to the spectacular outdoor oasis! Outside, enjoy a saltwater pool w/ integrated hot tub, & grassy, fenced in yard - all set in a serene, tree-lined oasis.

114 Hillcrest Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

$1,300,000

4 Beds ⋅ 5 Baths

This stunning contemporary home in Fox Chapel offers privacy and community, set on a cul-de-sac yet surrounded by nature. The main level features three bedrooms, including one of two primary suites, plus an updated hall bath. Enjoy morning coffee on the expansive wraparound deck overlooking the yard and nature trail. Inside, a gas or wood-burning fireplace connects the chef’s kitchen—with an oversized island, Sub-Zero fridge, and luxury appliances—to the living room. Entertain in the spacious living areas and dining room. The oversized primary suite on 2nd floor boasts a walk-in closet and marble en-suite bath. A loft with built-ins serves as a home office. High ceilings, new windows, and doors bring in natural light. The ground level includes an office, Murphy bed, full bath, second kitchen, storage, and a three-car garage. A private gated entrance leads to a serene pond and trails. Near Beechwood Farms and Fairview Elementary, just 20 minutes to Bakery Square, Downtown, and Oakland.

210 Millview Drive, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$2,900,000

5 Beds ⋅ 5 Baths

This award-winning Lindal cedar home, set on a prime corner lot in Fox Chapel Borough, blends sustainability with modern luxury. Awarded multiple honors by the Builders Association of Metropolitan Pittsburgh (BAMP), it features geothermal heating, solar panels, a Superior Wall System, and 10 zones of radiant heating. Exquisite craftsmanship includes mahogany doors, cedar ceilings, and Villeroy & Boch tiles. The gourmet CUVVE kitchen boasts Miele appliances and a Wolf induction cooktop. The first-floor primary suite offers spa-like elegance with a steam shower and expansive dressing room. Additional highlights include a lower-level great room with a built-in bar, a heated three-bay garage with EV charging, and a custom insulated greenhouse. Impeccable grounds feature Corten steel fencing and extensive landscaping. This fantastic location offers easy access to downtown, Shadyside, Shadyside Academy, Fox Chapel High School, The Pittsburgh Field Club, and Fox Chapel Golf Club.

999 Elmhurst Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,150,000

5 Beds ⋅ 5 Baths

Wonderful floor plan that has space for every generation. Close in location. Fenced in rear yard surrounded by mature trees and beautiful plantings. Hardwood throughout the light and bright decor. An at home office that accommodates more that one individual. Abundant storage on all levels. Primary suite is on its own level, a half flight from the other bedrooms. Bonus space on all floors for flexibility to use as you wish.

200 Guyasuta Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$780,000

4 Beds ⋅ 4 Baths

This charming single-family home located at 3 Shirl Drive in Fox Chapel ,Pa built by John Miller. It boasts 3 and one half bath rooms, 4 bedrooms. An equipped kitchen a formal living room a formal dining room a vaulted ceiling great room with a fire place and sky light featuring an spectacular open stair case and balcony to the upper level rooms. It has a first floor laundry / mud room leading to the four car heated garages. The lower walk out basement level is fully finished with a wet bar and bath room with a jacuzzi tub and heat lamp. The home sits on a generous 1 plus acre lot, providing ample outdoor space for recreation and relaxation. With its timeless design and convenient location, this property offers a perfect blend of comfort and convenience for its future owners.

3 Shirl Dr, Fox Chapel

Listing courtesy of SELL YOUR HOME SERVICES.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,375,000

4 Beds ⋅ 4 Baths

Welcome to this joyful opportunity to reside where the 'relief of mother nature' exists from all rooms in a contemporary style, no maintenance home. Enter to an open floor plan of formal, casual, eat in kitchen, and dining rooms. Access to patio and deck from numerous rooms. Principal suite on the first floor, along with another ensuite bedroom and laundry. Abundant storage that caters to shelving and hanging needs. Two additional bedrooms flank a landing area, full hall bath, and a large bonus room complete the second floor. All rooms on second enjoy skylights and lots of closet space. There is more....Finished lower level includes game area, dual home office spaces, half bath, temp controlled wine room, large room used for billiards, exercise, or movie watching. Plus storage area that could be finished! All of this surrounded by gardens, flat grass areas in rear and sides, along with a pond. All this close in and walkable to township park.

118 Rockwood Dr, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,300,000

5 Beds ⋅ 5 Baths

Come home to your own private retreat. 3+ acres of resort-like living in the heart of Fox Chapel. 5000+sf mini estate hidden from view. Coveted private flat lot. Multiple versatile open & private areas. Pool w/water feature. Perfect for entertaining day & night. Open & shaded dining areas, concrete tables & seating, serving stations. Walking paths to secluded shaded hideaways. Nature-lovers dream. Stroll thru colorful perennials on carefully planted low maintenance grounds. Tennis court (potential for pickle ball courts?) situated at distance from the house to buffer sound. Architect-designed & built with focus on natural light & views of the private grounds. Main fl. Office & Laundry; 2nd fl: Guest/flex space w/full bath; secret hide outs; LL: Expansive fin. 15 course fndtn; mirrored dance fl. Governor’s Dr., 3-car att'd garage + extensive guest parking, fort, shed. Inv. Fence. Prime location near SS Acad, shopping, dining, major arteries. Fairview Elem. MUST EXPERIENCE TO APPRECIATE.

208 Fairview Rd, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

Selling Office: COLDWELL BANKER REALTY.

$2,639,736

5 Beds ⋅ 8 Baths

Experience architectural excellence as you step into this extraordinary space. The moment you walk in, you're greeted by a display of design brilliance. The open living area seamlessly integrates the great room, ideal for various activities, formal dining, playful nook, and kitchen that caters to daily life and any culinary requirements offering not only functionality but also a touch of luxury that extends outdoors where you can relish grilling delights right from the kitchen's eat-in section. Indulge in leisure at the heated pavilion and immerse in your favorite media or simply unwind. Custom lighting casts a captivating aura while the gas fireplace elevates the experience. The ambiance is enriched by a serene waterfall and a Koi pond, contributing to the tranquil atmosphere of the expertly landscaped gardens. It's not just a living space; it's a canvas where architecture meets artistry and every corner has been meticulously crafted for a life that's as grand as it is comfortable.

3 Westmoreland Farms Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: ENGEL & VOLKERS SEWICKLEY.

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