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$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.

$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.

$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.

$1,850,000
5 Beds 6 Baths
Live in the heart of Fox Chapel on 6 acres. Coming from the city, feel free to walk to Aspinwall for delights in coffee shops, restaurants, a Spa, boutiques, and more.Get to downtown, Shadyside,Sq Hill, Cranberry, & the Turnpike with ease.History awaits you on all levels with light that streams trough all the day long.Updates to kitchen and bathrooms along with hardwood floors, side and rear patios, grilling porch off the kitchen, two staircases, mud rm, & a 12x5 temp controlled wine cellar. Bonus rm is used as an office, but can be a bedroom, if needed.Architecture of the 1920's defies the ordinary and has an appreciative value. Closet space is abundant on all levels. Bonus 8x7 nook in the kitchen is used as an office area for organizing the family acivities. A huge walk up top floor for gaming space and storage.Lower level has a walk in safe, bathroom, work room, storage, and a game room with a decorative fireplace. Enjoy the expansive lawn areas that surround the home, while the rear affords you privacy with specacular views and mature trees. Classic Tudor with todays floorplan and lifestyle needs in the award winning Fox Chapel School District. Welcome to what you have waited to find.

918 W Waldheim Rd, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

$1,600,000
5 Beds
Discover the perfect canvas for your dream home on a premier 3-acre vacant lot. This prime piece of land offers an unmatched opportunity to build a custom residence tailored to your vision, surrounded by stunning natural beauty. Partner with Wade Weissman Architecture and Phillip Wentzel Custom Homes to bring your ideas to life, blending innovative design with superior craftsmanship. The lot is construction-ready, allowing you to take advantage of the endless possibilities it offers. Draft floor plans are available as a starting point, but you have the freedom to adapt and modify every aspect to suit your taste. This lot is more than just land; it's a chance to create a legacy that reflects your unique style and dreams. Don’t miss out on this rare opportunity to craft a one-of-a-kind residence on a premier Fox Chapel property, where luxury and limitless potential await.

280 Glen Laurel Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$4,950,000
5 Beds 6 Baths
Welcome to your dream home opportunity nestled on a premier 3-acre lot. This custom residence offers an unparalleled chance to fully customize your ideal living space amidst breathtaking natural surroundings. Collaborate with Wade Weissman Architecture and Phillip Wentzel Custom Homes, where the fusion of innovative design and masterful craftsmanship brings your vision to life. With a site ready for construction, the possibilities are as endless as the panoramic views that surround you. Draft floor plans are prepared, offering a starting point for your creativity. Whether you choose to embrace these plans or prefer to tweak them to perfection, the power to shape every detail is in your hands. This is more than a home; it’s a legacy, a reflection of your unique style and aspirations. Don't miss this chance to turn your dreams into reality. Your future begins here, on this premier Fox Chapel lot, where luxury meets limitless potential.

280 Glen Laurel Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,020,000
4 Beds 5 Baths
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.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$4,770,000
4 Beds 6 Baths
Introducing The Oberoi—Fox Chapel’s last great estate opportunity. Set on approximately 5 acres of untouched woodland in one of Pittsburgh’s most prestigious communities, this rare property offers unparalleled privacy and the chance to create a lasting legacy. Nestled within this extraordinary setting, Walden is a modern cottage-inspired residence blending timeless elegance with contemporary comfort. From the arched windows and stone-accented façade to the 2-story great room and gourmet kitchen, every detail exudes thoughtful luxury. A grand main-floor primary suite, formal dining, hearth room, and private guest apartment above the porte cochere add sophistication and flexibility. With space for extended family, work-from-home ease, and seamless indoor-outdoor living, The Oberoi is a unique opportunity to own what cannot be replicated—by private appointment only.

Walden The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$2,400,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Hawthorne The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,750,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Walden The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,600,000
Introducing The Oberoi - Fox Chapel’s Last Great Estate Opportunity Tucked within the heart of Fox Chapel—one of Pittsburgh’s most prestigious and private communities—The Oberoi is a rare offering: approximately 20 acres of untouched, old-growth woodland. More than land, it’s the foundation for a lasting legacy. This is a singular opportunity to bring a personal vision to life—whether a residence of architectural significance, a retreat designed for generations, or an estate that quietly reflects permanence, beauty, and purpose. Set amid mature trees and gently rolling topography, The Oberoi offers extraordinary privacy and natural seclusion—just moments from the cultural institutions, country clubs, and academic life that define the Fox Chapel lifestyle. As one of the last large parcels available in this storied neighborhood, The Oberoi is a rare canvas for those with the vision to create something truly enduring. Now available by private appointment. Own what cannot be replicated.

Easton The Oberoi Fox Chapel, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$1,250,000
4 Beds 4 Baths
Welcome to this stunning red brick estate, perfectly situated on a picturesque 3-acre lot in the Fox Chapel School District. This exceptional property offers space, serenity, and timeless elegance in a truly coveted location. Step inside to find a warm and inviting living room with rich character, flowing seamlessly onto a covered patio — ideal for indoor-outdoor living and entertaining. The heart of the home is the eat-in kitchen with its own cozy fireplace, connecting to a formal dining room that overlooks the breathtaking backyard. A handsome office with a fireplace provides the perfect work-from-home retreat or quiet library space. The finished lower level offers even more room to relax and unwind, featuring a light-filled game room, full bathroom, and abundant storage. Whether you’re hosting guests or enjoying peaceful evenings under the covered patio, this remarkable home blends comfort, style, and privacy — all just minutes from the City, schools and shopping.

231 Hunt Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

$2,800,000
5 Beds 5 Baths
Newly built and never lived in architectural standout Inspired by the visionary principles of Frank Lloyd Wright. This custom built masterpiece in Pittsburgh, Pennsylvania utilizes western red cedar transported from Washington state to express architectural ingenuity & timeless design. Stepping into the grand foyer, guests are greeted by a sense of awe-inspiring spaciousness, enhanced by the open floor plan & flowing layouts that exude a sense of tranquility & balance. Rich materials & meticulous craftsmanship elevate the ambiance with understated luxury. Situated within a half mile of both the private Shady Side Academy & the Fox Chapel Area High School, this home sits between Oakmont Country Club, the Pittsburgh Field Club, and the Fox Chapel Golf Club. Additionally, the seamless commute to the nearby Google and Duolingo Offices ensures that residents can effortlessly navigate between work & leisure, further enhancing the allure of this sanctuary in the heart of Fox Chapel.

409 Fox Chapel Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: COLDWELL BANKER REALTY.

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