Chestnut Hill Real Estate

Chestnut Hill Real Estate

Welcome to Chestnut Hill, a picturesque subdivision nestled in the heart of the United States, where charm meets modern living. Known for its tree-lined streets and vibrant community spirit, Chestnut Hill is the perfect blend of suburban tranquility and urban convenience.

As you stroll through this delightful neighborhood, you’ll be captivated by the stunning architecture that reflects a variety of styles, from classic colonials to contemporary designs. Each home is thoughtfully set against a backdrop of lush greenery, providing a serene escape from the hustle and bustle of city life. Families and individuals alike are drawn to Chestnut Hill for its welcoming atmosphere and strong sense of community.

One of the standout features of Chestnut Hill is its commitment to outdoor living. The subdivision boasts numerous parks, walking trails, and recreational facilities, making it an ideal place for those who enjoy an active lifestyle. Whether you’re jogging along the scenic paths, picnicking in the park, or simply enjoying a leisurely afternoon, Chestnut Hill offers an abundance of outdoor activities for residents of all ages.

In addition to its natural beauty, Chestnut Hill is conveniently located near shopping centers, top-rated schools, and a variety of dining options. Residents can easily access everything they need, from local boutiques to gourmet restaurants, ensuring that life here is both comfortable and enjoyable.

Join the Chestnut Hill community today and experience the perfect harmony of suburban living and vibrant community life. Your dream home awaits in this enchanting subdivision!

Newest Listings in Chestnut Hill

29 W Willow Grove Ave, Philadelphia
$485,000
3 Beds ⋅ 2 Baths
This inviting three-bedroom twin offers a wonderful combination of charm, comfort, and convenience. With a welcoming front porch featuring a loveseat swing, mature plantings that provide privacy, and a deck overlooking the backyard, the outdoor spaces feel like natural extensions of the home. Inside, tall windows fill the first floor with natural light—even on an overcast day. While the layout retains the traditional character of its 1924 construction, an open flow from room to room lets you see from the front entry all the way to the backyard. The living room opens through a wide passage to the dining area, which includes convenient access to a large coat closet. The recently updated kitchen features stainless steel appliances, generous counter space, and basement access for additional storage. Just beyond the kitchen, a comfortable family room opens to the deck and the backyard, where a gate provides direct access to Roanoke Street with a one-block walk to Pastorius Park. Upstairs, two bedrooms off the hallway connect via an interior door, offering flexibility for a variety of uses. At the rear of the second floor, a smaller bedroom has been thoughtfully converted into a spacious walk-in closet with built-in shelving. The hallway bathroom features a tub/shower combination and a conveniently located stacked washer and dryer. Just one block from Germantown Avenue, leave the car at home and walk to nearly everything Chestnut Hill has to offer! Restaurants, specialty shops, dry cleaners, markets (including the weekly farmers’ market), and the Wissahickon Valley are all within easy reach. Walk left or right leaving the house, and both SEPTA's Chestnut Hill East and West regional rail lines are easily accessible. Charming, thoughtfully updated, and ideally situated, 29 W. Willow Grove Avenue rewards a closer look. Come see this Chestnut Hill gem for yourself—you may find it hard to leave.

29 W Willow Grove Ave, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact:

7811 Winston Rd, Philadelphia
$925,000
5 Beds ⋅ 4 Baths
Enter into this wonderful restored 1924 classic Cotswold style stone home. This home is located in the Chestnut Hill Historic District and is significant, Louis Duhring is considered the architect. Meticulously maintained and thoughtfully restored, this five-bedroom home offers three full bathrooms and a half bath, blending timeless character with inviting everyday spaces. An arched door opens to a welcoming foyer, hardwood floors, and abundant natural light set the tone throughout. The spacious living room features a wood-burning fireplace with handsome stone mantel, built-in bookshelves, and has an additional back staircase to the second floor from the kitchen. There is a formal dining room and an additional eat-in kitchen with quartz countertops, subway tile backsplash and stainless steel appliances. A back door leads to a brick and stone garden framed by perennial plantings-an inviting spot to relax or entertain. On the lower-level, a finished family room is joined by an unfinished storage area and workshop. The unfinished portion also houses the mechanicals and a half bath. A detached stone one-car garage, currently used for storage, is suitable for a small car accessed via the rear easement. Three bedrooms are located on the second level, along with two restored full bathrooms featuring updating plumbing, floors, tubs, toilets, and sinks, while preserving the original subway tile in both bathrooms. The primary bedroom has en-suite bath, and the second bedroom opens to a Juliet balcony. The third level offers two additional bedrooms and a restored full bathroom with a classic claw-foot tub. Additional features include two-zone central air conditioning and updated wiring. Enjoy all that Chestnut Hill has to offer, with restaurants, boutiques, grocery stores parks and playground nearby. Great public transportation is readily accessible to downtown Philadelphia, Arts, and Museums.

7811 Winston Rd, Philadelphia

Listing courtesy of BHHS Fox & Roach-Jenkintown. Contact:

Philadelphia
$3,250,000
An exceptional investment and redevelopment opportunity in the heart of Chestnut Hill. Offered for sale as a preferred four-parcel package, 14–20 W Highland Avenue presents a rare chance to acquire a mixed-use portfolio with immediate income, value-add potential, and long-term redevelopment flexibility. The offering consists of four contiguous parcels currently improved with two sets of twin buildings. The current uses include a blend of residential and commercial uses: 14 Highland features professional office space with a one-bedroom apartment above; 16 Highland is configured as a triplex; 18 Highland is currently used as office space, but has potential for other live/work arrangements, with an updated full kitchen and bath, and washer/dryer; and 20 Highland is a residential twin ready for a comprehensive renovation. The property provides a compelling combination of in-place cash flow and future upside. Zoned CMX-1, the site offers a wide range of possibilities for investors, developers, owner-occupants, or those seeking to reposition the assets over time, subject to all applicable municipal approvals and due diligence. Additional highlights include three on-site parking spaces and convenient access to public transportation and major roadways. Known as Philadelphia’s Garden District, Chestnut Hill boasts charming cobblestone streets, hiking, biking, and walking trails in the nearby Wissahickon, and shopping and dining destinations along and around Germantown Avenue. Opportunities of this scale and flexibility are incredibly rare.

Philadelphia

Listing courtesy of BHHS Fox & Roach-Rosemont. Contact:

14-20 W Highland Ave, Philadelphia
$3,250,000
An exceptional investment and redevelopment opportunity in the heart of Chestnut Hill. Offered for sale as a preferred four-parcel package, 14–20 W Highland Avenue presents a rare chance to acquire a mixed-use portfolio with immediate income, value-add potential, and long-term redevelopment flexibility. The offering consists of four contiguous parcels currently improved with two sets of twin buildings. The current uses include a blend of residential and commercial uses: 14 Highland features professional office space with a one-bedroom apartment above; 16 Highland is configured as a triplex; 18 Highland is currently used as office space, but has potential for other live/work arrangements, with an updated full kitchen and bath, and washer/dryer; and 20 Highland is a residential twin ready for a comprehensive renovation. The property provides a compelling combination of in-place cash flow and future upside. Zoned CMX-1, the site offers a wide range of possibilities for investors, developers, owner-occupants, or those seeking to reposition the assets over time, subject to all applicable municipal approvals and due diligence. Additional highlights include three on-site parking spaces and convenient access to public transportation and major roadways. Known as Philadelphia’s Garden District, Chestnut Hill boasts charming cobblestone streets, hiking, biking, and walking trails in the nearby Wissahickon, and shopping and dining destinations along and around Germantown Avenue. Opportunities of this scale and flexibility are incredibly rare.

14-20 W Highland Ave, Philadelphia

Listing courtesy of BHHS Fox & Roach-Rosemont. Contact:

109 W Gravers Ln, Philadelphia
$1,469,900
4 Beds ⋅ 6 Baths
Nestled in the heart of Chestnut Hill, just steps from Germantown Avenue, 109 W Gravers Lane is an impeccable newer construction home offering exceptional living space, refined finishes, and two years remaining on the tax abatement. Set above the street, a bluestone walkway leads to a charming covered front porch, the perfect place for a morning cup of coffee. Thoughtful design and high-quality finishes are evident throughout this 4 bedroom, 4 full and 2 half bath home. The open-concept first floor is defined by high ceilings, hardwood floors, elegant fixtures, and abundant natural light from three walls of windows. The living room centers around a gas fireplace flanked by custom built-ins and flows seamlessly into a spacious dining area with ample room for larger-scale entertaining. The beautifully appointed kitchen features a generous center island with seating and a prep sink, Thermador stainless steel appliances, extensive cabinetry, and plenty of workspace for both everyday use and entertaining. A powder room and coat closet complete the main living area, along with convenient access to the lower level. Doors from the kitchen lead directly to the fully fenced backyard offering a new slate patio and easy access to the detached one-car garage and covered carport. Upstairs, the primary suite offers a private balcony accessed through French doors, a walk-in closet with a custom organization system, and a luxurious en-suite bath with a soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A second bedroom suite with ample closet space and a private full bath completes the second floor. The third floor expands the home's versatility with a spacious lounge, providing an additional gathering or media space. This level also includes a dedicated laundry room with linen storage and a full hall bath. A sunlit bedroom suite with a private bath with walk-in shower, along with a fourth bedroom currently used as an office, completes the floor. Continue to the fourth-floor pilothouse, where a wet bar with beverage refrigerator makes entertaining on the rooftop effortless. Just beyond, an expansive Trex deck offers panoramic views across Chestnut Hill and the perfect setting for outdoor dining, entertaining, or simply enjoying the neighborhood from above. During the summer months, the sounds of the Pastorius Park Concert Series can be enjoyed from the rooftop. The fully finished daylight walkout lower level provides another generous living area with high ceilings, a convenient powder room, and multiple storage rooms, offering flexibility for recreation, fitness, hobbies, or everyday living. All of this is set on a quiet residential street just steps from the shops, restaurants, cafés, and everyday conveniences of Germantown Avenue. The Chestnut Hill West station is also nearby, offering easy access to Center City. With exceptional living space, thoughtfully designed outdoor areas, and one of Chestnut Hill's most walkable locations, 109 W Gravers Lane offers a rare opportunity to enjoy the best of Chestnut Hill life.

109 W Gravers Ln, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact:

635 N Pine St, Lancaster
$319,900
3 Beds ⋅ 2 Baths
Welcome to 635 N Pine Street, where classic Lancaster charm meets thoughtful modern updates in an exceptional location, in desirable Chestnut Hill, just one block from Franklin & Marshall College and minutes from downtown. This inviting three-bedroom brick home features beautifully refinished original hardwood floors, a hardwood staircase, substantial baseboard trim, large windows and abundant natural light. The updated kitchen shines with quartzite countertops, a white subway-tile backsplash, under-cabinet lighting and brand-new stainless-steel appliances, including an oven/range with air-fry capability. The renovated main bathroom offers classic wainscoting and an LED-lighted medicine cabinet with a defogger. Additional highlights include natural-gas powered forced-air heat, and electric central air conditioning, new lighting throughout, and fresh paint on the first floor and lower level. The versatile lower level provides additional usable space with a full bathroom, washer, dryer, utility sink and convenient exterior access through a Bilco door. Outside, enjoy a private fenced backyard and rear-alley access with potential for off street parking. Enjoy a convenient location near Buchanan Park, the dog park and popular restaurants such as Lombardo's, Luca, and the Belvedere Inn. Lancaster Central Market, The Fulton Theatre, downtown shopping and entertainment are all just minutes away. View the photos and floor plans, then schedule your showing today!

635 N Pine St, Lancaster

Listing courtesy of Coldwell Banker Realty. Contact:

236 N Concord St, Lancaster
$1,400,000
4 Beds ⋅ 7 Baths
There are homes that have been renovated, and there are homes whose history has been thoughtfully carried forward. This extraordinary Chestnut Hill carriage house is one of the latter—a place where Lancaster’s architectural past remains present in the textures, light, and character of everyday life. Built in 1892 in the Queen Anne style as the carriage house for the Sener mansion on North Charlotte Street, the property has evolved into one of the city’s most remarkable private residences. Behind its historic walls lies an unexpected .49-acre oasis with mature gardens, cobblestone walkways, secluded patios, a swimming pool, and a separate guest house. Together, the main residence and guest house offer four bedrooms, six full baths, and one half bath. North Concord Street has a quiet, intimate character that feels removed from the pace of the city, yet Lancaster Central Market, the Fulton Theatre, restaurants, galleries, shops, and parks are only a few blocks away. Once inside the property, however, the city seems to disappear. A welcoming foyer introduces the home’s rich wood walls and ceilings. Original stable doors, exposed beams, tongue-and-groove surfaces, brick floors, and windows with thick muntins and wavy glass are not simply decorative references; they are the authentic fabric of the home. Elements from the former horse stalls and hay drop remain visible, offering reminders of the building’s first life. The living and dining spaces unfold beneath warm wood ceilings and exposed beams, creating rooms designed for conversation, long dinners, art, music, and evenings with friends. At the center of the home, a custom kitchen with cherry Shaker cabinetry, soapstone countertops, stainless steel appliances, and a generous butler’s pantry opens naturally to the great room. An elevated wood-burning fireplace anchors the space, while an open-beamed ceiling draws sunlight from the second-floor windows. Illuminated glass shelving provides a beautiful setting for artwork, books, and treasured collections. Designed for graceful one-level living, the first-floor primary suite feels private and deeply connected to the gardens. Patio doors open to a secluded terrace, while custom cabinetry surrounds a gas fireplace. A hip-vaulted ceiling rises to a cupola skylight, allowing the changing daylight to become part of the architecture. Separate baths and walk-in closets, full-size laundry, and private office complete the suite. Upstairs, a loft overlooks the great room and connects two spacious bedrooms and baths. One bedroom opens to a private balcony above the pool and gardens. The sun-filled guest house offers a first-floor living area overlooking the pool, a full bath, and space for a future kitchenette. Upstairs is an oversized bedroom beneath four skylights, a full bath, cedar closet, and custom built-ins. An attached one-car garage and additional secure off-street parking are also included. Updated electrical, plumbing, heating, and cooling systems allow the historic character of the property to be enjoyed with modern comfort. Not offered on the open market in 30 years, this is a rare opportunity to become the next steward of a carefully preserved, thoughtfully reimagined, and deeply loved piece of Lancaster history.

236 N Concord St, Lancaster

Listing courtesy of RE/MAX Pinnacle. Contact:

134 W Highland Ave, Philadelphia
$2,150,000
5 Beds ⋅ 3 Baths
134 W Highland Ave is a stunning Chestnut Hill residence blending historic character with sophisticated modern living. A mature flower garden greets you out front, and the classic façade offers exceptional curb appeal — a mansard-style roof, original architectural details, handsome black shutters, tall windows, and an inviting double-door entry. Inside, high ceilings, original hardwood floors, and detailed millwork carry the home's character throughout, along with a traditional fireplace. At the heart of the home is a light-filled chef's kitchen and large eat-in area — part of a custom-built addition designed by renowned architects Rasmussen/Su and built by McCoubrey/Overholser — offering luxury appliances, honed marble countertops, rare wide-plank Danish HeartOak floors, and skylights alongside oversized windows. The kitchen opens directly onto a large bluestone patio, with a separate mudroom (complete with laundry and a powder room) providing additional access to the backyard and pool — making the space equally suited to daily living and entertaining. The home offers 5 bedrooms and 2.5 newly renovated bathrooms across 3,824 square feet on three stories, set on a rare street-to-street lot with multi-car off-street parking and a garage. Behind the house, a lush and remarkably private garden unfolds — anchored by over 100-year-old Norwegian spruce and evergreen magnolias — with an in-ground saltwater pool, a custom copper outdoor shower, striking stonework built from the home's own original Wissahickon schist, and multiple areas for outdoor dining and relaxation. Just moments from Germantown Avenue's acclaimed shops, restaurants, cafés, parks, and regional rail, this is a rare opportunity to own a landmark-style home in one of Philadelphia's most desirable neighborhoods. There is an extensive list of improvements and renovations available upon request. Offers to be reviewed on Monday, October 5th.

134 W Highland Ave, Philadelphia

Listing courtesy of Compass Pennsylvania, LLC. Contact:

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