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$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.

$755,000
3 Beds 2 Baths
Escape to this authentic mid-century modern stone ranch, tucked away on two parcels at the end of a tranquil road in Fox Chapel. Perfectly situated on 2.5 peaceful acres, this home harmoniously pairs vintage character with modern sustainability.   The MCM charm shines through large bay windows, two stone fireplaces, original hardwood floors, and preserved vintage tilework that beautifully accent the open floor plan—perfect for daily life or entertaining.    Recent high-efficiency upgrades include a brand-new solar roof (2025), Mitsubishi heat pump (2025), and comprehensive whole-house insulation ensure modern energy efficiency without compromising the home's original aesthetic.    The expansive, professionally waterproofed and reinforced lower level offers a large finished recreation room—perfect for a home theater or private gym. Adjacent to this living space is a versatile walk-out workshop providing ample storage and utility.  The large attached two car garage provides additional space for potential expansion.   Outside, the property is a living gallery of Pennsylvania’s natural beauty. From the established orchard to the certified backyard habitat and native woodlands, the landscaping has been thoughtfully curated over decades.   Located just minutes from Fairview Elementary and a short 20-minute drive to downtown Pittsburgh, this Fox Chapel gem offers a rare blend of secluded retreat, modern efficiency, and suburban convenience.

90 Dietrich Rd, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,399,000
5 Beds 4 Baths
Completely reimagined from top to bottom, this exceptional property blends refined luxury with thoughtful design and architectural character. Offering 5 bedrooms, 3.5 baths, and a 2-car garage, every inch of this home has been meticulously remodeled with high-end materials and custom craftsmanship throughout. A stunning main-level owner’s suite serves as a true retreat, featuring vaulted ceilings, a dramatic two-story stone fireplace, and direct access to a private deck, creating a seamless indoor-outdoor connection. The suite is complemented by a spa-inspired bath with heated floors, Carrera marble surfaces, handcrafted Zellige tile, champagne bronze fixtures, and beautifully designed inset cabinetry. The heart of the home is the architecturally designed kitchen, showcasing Taj Mahal natural stone countertops, European-style Rift Sawn white oak cabinetry, and a Fisher & Paykel appliance package with integrated refrigerator and dishwasher. A workstation sink and designer fixtures elevate both everyday living and entertaining. Throughout the main level, wide-plank European white oak flooring, solid wood interior doors, and curated lighting create a warm yet sophisticated aesthetic. A custom white oak staircase adds to the architectural detail, while the atrium space blends modern design with character through exposed brick and steel elements. Multiple living areas, including a living room with a secondary fireplace, offer both comfort and flexibility. The renovation extends far beyond the visible finishes, with all new aluminum-clad windows and doors, a new architectural roof with standing seam metal accents, two new HVAC systems, updated insulation, and enhanced mechanical systems including a recirculating hot water system for near-instant hot water. Additional highlights include beautifully updated secondary bathrooms with marble finishes, a stylish powder room with herringbone marble flooring, and thoughtful touches throughout that reflect both quality and intention. Set on professionally landscaped grounds with mature plantings, architectural urns, and designer exterior lighting, this home offers a rare combination of luxury, comfort, and craftsmanship - truly move-in ready and designed to stand apart.

90 Chapel Ridge Place, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,800,000
4 Beds 5 Baths
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.

$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.

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