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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.

$1,206,250
4 Beds 5 Baths
Set on a beautifully maintained homesite along a private road in Fox Chapel, this expansive 4-bedroom, 5-bath residence offers timeless design, refined finishes, and a layout tailored for both elevated everyday living and seamless entertaining. Surrounded by established homes and mature landscaping, the setting offers a sense of privacy while remaining well positioned near parks, dining, and everyday amenities. Located within the Fox Chapel Area School District. A desirable 3-car attached garage and a private, usable backyard complete the offering. A grand two-story entry sets the tone, anchored by a formal stairwell and flanked by a well-proportioned livingroom and an elegant dining room featuring a tray ceiling. The home unfolds into a spacious kitchen that serves as the central gathering point, effortlessly connecting to the main living areas. Designed with both functionality and presentation in mind, the kitchen features abundant cabinetry, granite countertops, and a bright eat-in area that opens to the dramatic two-story great room. Soaring ceilings, skylights, and a wall of windows create an airy, light-filled atmosphere, while a built-in wet bar and direct access to the patio enhance the home’s entertaining potential. A private study provides a sophisticated work-from-home environment, complete with floor-to-ceiling judge’s paneling and access to its own deck overlooking the backyard. The main level also includes a full bath, along with a well-appointed laundry room and mudroom for everyday convenience. Upstairs, hardwood flooring continues throughout all bedrooms and extends across much of the main level. The primary suite is thoughtfully designed with vaulted ceilings, French doors, oak flooring, a generous walk-in closet, and a spacious bath featuring a soaking tub, separate shower, and skylight. Secondary bedrooms are all well-sized with excellent storage and hardwood flooring. The lower level expands the home’s versatility with a finished game room, an exercise or flex space, a full bathroom, and ample storage. Additional highlights include the three-car garage, a classic brick exterior, and a level rear yard with a large patio designed for outdoor living and entertaining, with convenient access to main roads and an easy commute to the city.

910 Settlers Ridge Road, Fox Chapel

Listing courtesy of RE/MAX SELECT REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,325,000
5 Beds 5 Baths
Tucked within one of Fox Chapel’s most desirable neighborhoods, 76 Fair Oaks Dr offers a refined blend of classic architecture and comfortable everyday living. A striking marble entry with a sweeping curved staircase creates an impressive first impression, leading into well-appointed living spaces designed for both entertaining and relaxation. The formal living room showcases custom built-ins and a timeless fireplace, while the richly detailed library—complete with floor-to-ceiling shelving and a granite-accented fireplace—provides a warm, inviting retreat. Natural light pours through elegant Palladian windows, brightening the spacious family room anchored by a brick fireplace. The eat-in kitchen is thoughtfully equipped with quartz countertops, a new cooktop, double ovens, and abundant cabinetry, seamlessly connecting to the home’s main living areas. A first-floor laundry room adds everyday ease. Upstairs, the primary suite offers a true retreat with its own fireplace and dual walk-in closets. The finished lower level expands the home’s versatility with a generous game room, additional flex space ideal for a home office or guest room, and extensive storage including a cedar-lined closet. Set in a private, sought-after location, this home delivers timeless character, functional space, and lasting appeal.

76 Fair Oaks Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,915,000
5 Beds 5 Baths
Set quietly back from the road on a private and well-manicured, tree-framed property in Fox Chapel, this 5-bedroom 4.5 bath luxury home blends timeless architecture with the kind of warmth that makes a house truly inviting! This home was built in 2009 by The Waldeck Group and is the perfect balance of being sophisticated but also expressive and well thought out. The primary suite is located on the main level and offers a sense of retreat with its vaulted ceiling, soft neutral tones, and large windows overlooking the grounds. The great room with its stone fireplace and gorgeous lighting is open and bright and walks out onto a beautiful terrace. The den is moody and classic with its custom cabinetry and gas fireplace and is a perfect cozy spot for a first-floor office or entertaining guests. The kitchen is spacious and light and offers a large granite island and rich hardwood flooring along with 2 dishwashers, 2 ovens and gas cooktop. A chef's dream. The laundry room finishes out the main level and is fantastic. Upstairs there are 3 bedrooms, one is currently used as an upstairs office space. There is even a huge secret storage space that could be finished as an additional bedroom or media room!  The basement measures over 2000 sq. feet and has a full bath and a bedroom in addition to a large living area and home gym. The house has an attached garage and also an additional 2 car detached garage which could have many uses! The house sits on 1.4 completely fenced acres and has been cared for meticulously by a local landscaper. The gardens, foliage and perennials are mature and stunning! Minutes away from Fox Chapel High School and Shadyside Academy, feeds to Fairview Elementary School. Quick access to Rt. 28 and I-279, downtown Pittsburgh, Shadyside/Squirrel Hill, and shopping. This home has quiet sophistication and peaceful surroundings. The current owners have thoughtfully designed every inch and have incredibly maintained this home. A true gem in Fox Chapel Borough.

135 Greenwood Road, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: BERKSHIRE HATHAWAY HOMESERVICES THE PREFERRED REAL.

$1,993,000
5 Beds 9 Baths
A beautiful mini-estate awaits in Fox Chapel. This 5 bedroom 6 bath home is filled w/gorgeous touches & spaces. The first level includes a stunning 2-story entry w/marble flooring, marble fireplace, gorgeous warm wood first floor office, spacious & sleek kitchen, great room w/ceiling to floor windows & stone fireplace. Meticulously designed & landscaped yard is complete with 2 ponds, a waterfall & a fenced mature rose garden w/its own garden room. The large primary suite is located on the first floor w/an incredible finished closet w/plenty of light. The 2nd floor has 4 bedrooms each w/their own full bath & walk-in closet. There are 2 bonus rooms on each end of this level perfect for media room/office or workout areas. The basement is over 3,000 sq. feet w/many rooms-a billiard area, bar area, family room w/fireplace & gym. It could even be the perfect in-law suite. 2 laundry areas. A large deck is perfect spot to enjoy the outdoor space. Easy commute to downtown Pittsburgh & Oakland.

7 Meadowood Drive, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,450,000
5 Beds 6 Baths
Nestled at the top of a private lane on 3+ acres, this incredible 5 bedroom, 5.5 bath Fox Chapel residence offers both privacy and proximity. Its sprawling first floor footprint includes wine room, 2 car garage, vaulted ceiling mudroom, HUGE center island chef's kitchen overlooking sunken family room w/ built-ins, fireplace, dual work station desk area, private home office, & coveted first floor 5th bedroom for guest/mother-in-law/nanny. Living room gives off relaxing resort-like vibes & provides access to charming covered screened porch. Dining room is as prime for enjoyment as it is for annual entertaining. Natural light pours into the home through second floor hallway skylights. Enticing primary suite & new bathroom amenities, closet space & design features will leave no box unchecked. Lower level game room space. Yard space galore + gardens, stone walkways, gas fire pit, covered side porch all perfect for weekends spent at home. O'Hara Elementary. Adjacent to FC Park land.

22 Old Fox Hollow Lane, Fox Chapel

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,100,000
4 Beds 5 Baths
Discover a captivating home with luxurious outdoor amenities, including a serene patio and a mesmerizing water feature. Upon entry, a grand foyer leads to sunlit rooms adorned with elegant tile and hardwood flooring. The modern black & white kitchen serves as the heart of the home, complemented by a charming sun/sitting room and a spacious family room. The first-floor primary bedroom boasts dual closets and a generous bath, ensuring effortless comfort. Upstairs, three additional bedrooms and two full bathrooms offer ample space. The finished basement features a built-in wet bar, perfect for entertaining. Embrace the tranquility of the outdoors, where lush greenery and a koi pond create an idyllic setting for relaxation. This extremely quiet street offers a chance to have a place for little ones to learn to ride their bikes or just play and be safe while they enjoy and learn in the Fox Chapel school district. This home epitomizes the essence of luxury living in an unbeatable location.

417 Windmere Dr., Fox Chapel

Listing courtesy of COMPASS PENNSYLVANIA, LLC.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$1,225,000
5 Beds 7 Baths
Nestled in the distinguished community of Fox Chapel, this exquisite residence exudes timeless elegance and modern luxury. Discover the unparalleled charm and comfort of this magnificent home. This home showcases remarkable architectural details, including soaring ceilings, custom millwork, and abundant natural light. With multiple bedrooms and versatile spaces, you'll have plenty of room to tailor this home to your needs. Retreat to the master suite, complete with a spa-like bathroom and a walk-in closet, providing a relaxing sanctuary. Step outside to a private, beautifully landscaped backyard with a patio area, creating an ideal setting for outdoor gatherings and relaxation. Enjoy the convenience of being in close proximity to schools, shopping, dining, and various recreational activities. The versatile floor plan, ideal for today's modern lifestyle. Whether you're seeking a peaceful retreat or a welcoming space to host family and friends, 413 Windmere Dr has it all.

413 Windmere Dr, Fox Chapel

Listing courtesy of COLDWELL BANKER REALTY.

Selling Office: COLDWELL BANKER REALTY.

$1,300,000
5 Beds 8 Baths
All brick distinctive Fox Chapel home built by John Hobart Miller, Inc., nestled on a one plus acre homesite featuring a governor’s drive, inground pool with brick pool house, fenced rear yard, fabulous finished lower level Gameroom with fireplace, wet bar, exercise room, bedroom & full bath, custom built-ins throughout, hardwood floors, walls of picture windows, elegant two story entry, balcony overlook, two dens with custom cabinetry, first floor guest suite with fireplace and whirlpool bath, formal hardwood living room & dining rooms, vaulted two story family room with hardwood floors & masonry fireplace, spacious granite & stainless center island kitchen, 2 story breakfast nook with wall of picture windows, elegant master suite with ceiling fan, skylight, large walk-in wardrobe room with windows, private master whirlpool bath with glass enclosed walk-in shower, three more spacious upper level bedrooms, two more full baths and second-floor laundry

326 Olde Chapel Trail, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

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