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$675,000
3 Beds ⋅ 3 Baths
What a trip in time. Original Log Cabin circa 1780 has been added onto over time. Three bedrooms, 2.5 baths, family room, living room, huge eat in kitchen, and a sunroom allow for lots of space for gathering of friends and family. Patio in the rear is surrounded by mature trees while pavers allow for walking to other areas of the property. The barn is massive and has three doors, allowing for vehicle parking and storage for garden tools and such. Hardwood floors throughout. Built on a slab, presumabley, there is a laundry on the main floor that houses the mechanics and room for storage. Good closet space on both floors. A retreat, to say the least.

580 Old Mill Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: 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.

$1,850,000
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.

$2,800,000
5 Beds ⋅ 7 Baths

407 Rhodora Lane, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,900,000
6 Beds ⋅ 7 Baths
Enjoy year-round resort-style living with your own indoor pool, fully equipped fitness room, state-of-the-art movie theatre, and game room. The spacious layout offers multiple entertaining areas, elegant formal rooms, and a luxurious owner's suite retreat.

590 Old Mill Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: 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.

$1,625,000
5 Beds ⋅ 5 Baths
Blending classic period details with modern amenities, the home features board and batten exterior cladding, copper gutters, antique wide plank wood floors, and Gothic-style windows. Renovated with a focus on preserving the original character and style, the home includes a newer gourmet kitchen with stone counters, an upper-level reading room/loft with multiple skylights, and a finished lower level, complete with a temperature-controlled wine cellar, a game room and a library with walls of built-in shelving. Soaring volume ceilings with exposed beams create an expansive, open atmosphere in the great room/dining area, which has a towering 30’ fireplace, built from the original barn’s stone foundation. Walls of windows and built-in shelving add to the appeal. The designer kitchen features a large center island with a unique wood slab breakfast bar, furniture-grade custom cabinets with glass insets, and a whimsical backsplash over the Wolf gas range.

700 Bending Oak Lane, Fox Chapel

Listing courtesy of PIATT SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,050,000
5 Beds ⋅ 4 Baths
Exquiste colonial home situated on almost six acres of flat land and set far back from the road with circular governors drive.. This home has been fully renovated by the present owner and is not a flip. State of the art kitchen with top of the line stainless appliances, three new baths, finished lower level, awesome great room with soaring beamed ceiling, pegged hardwood floors, huge sunroom that overlooks the most bucolic setting. Outside has a brick patio and a vista of acres and acres. Room for a tennis court, sports court, swimming pool and more. Truly a unique Fox Chapel property.

620 Riding Meadow, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: HOWARD HANNA REAL ESTATE SERVICES.

$1,234,420
4 Beds ⋅ 5 Baths
Privacy galore with acreage to enjoy in all Seasons. Minutes to Fairview Elem in the Fox Chapel SD. First floor has abundant space to allowing for formal & informal lifestyles, work from home, spend many hours in the kitchen that boasts stainless high end appliances, pantry closets, rear stairs to upper level, access to huge garage, eat in area, & log burning fireplace with access to a covered porch. Rear yard level deck can be enjoyed leading from the family room & kitchen. Professionally planted perennial gardens bring delight all year. 1st Flr office has built-ins & bay window that brings the outdoors inside. Appreciate the large bedrooms, numerous bathrooms & 2nd flr laundry. Owners suite w/updated bath/walk in closet. Bonus rm on 2nd floor for flex space along with separate storage closet. Lower level has natural light in rec room, another fin space for a bedroom & a full bath. Wonderful, rare opportunity. The relief of Mother Nature from every window. Welcome home.

3 Edgemoor Ln, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: RE/MAX SELECT REALTY.

$2,250,000
5 Beds ⋅ 8 Baths
Gated mini manse reminiscent of a New England style home, nestled in a private and lush setting in close in Old Fox Chapel. This spectacular residence was totally gutted over a three year period starting in 2013 by Sarah Drake. Picture perfect, inside amenities include cooks kitchen that opens to inviting family room, access outside from every room, master en suite with vaulted ceiling, state of the art baths, wood paneled study with fireplace and wet bar, gleaming hardwood floors and light filled rooms. Outside amenities that make you feel like you are living in a resort include an outdoor theater, pool, putting green, tennis/sports court and incredible manicured green spaces. Your family will never want to leave because this amazing home has it all.

101 Hillcrest Road, Fox Chapel

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

Selling Office: BERKSHIRE HATHAWAY THE PREFERRED REALTY.

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