Chestnut Hill Real Estate

Chestnut Hill Real Estate

Welcome to Chestnut Hill, a picturesque subdivision nestled in the heart of Philadelphia, Pennsylvania. Known for its tree-lined streets, historic homes, and vibrant community, Chestnut Hill offers a charming blend of urban convenience and suburban tranquility.

With a rich history dating back to the 19th century, Chestnut Hill boasts a unique architectural heritage, featuring a mix of Victorian, Colonial, and Tudor-style residences. The neighborhood's well-preserved buildings and lush greenery provide a peaceful retreat from the bustling city life, making it a sought-after destination for those looking to escape the urban hustle.

In addition to its stunning homes, Chestnut Hill offers a diverse array of boutiques, restaurants, and art galleries along Germantown Avenue, the neighborhood's main thoroughfare. Residents and visitors alike can explore the local shops, dine at cozy cafes, and immerse themselves in the vibrant cultural scene that defines Chestnut Hill.

Nature enthusiasts will appreciate the proximity to Fairmount Park, one of the largest urban parks in the country, offering miles of trails for hiking, biking, and picnicking. The Wissahickon Valley Park, with its scenic views and serene atmosphere, is also just a short distance away, providing ample opportunities for outdoor recreation.

Whether you're drawn to Chestnut Hill for its historic charm, cultural attractions, or natural beauty, this idyllic neighborhood offers a welcoming community and a high quality of life for residents of all ages. Come discover the magic of Chestnut Hill and find your perfect place to call home in this enchanting enclave in Philadelphia, Pennsylvania.

Newest Listings in Chestnut Hill

$795,000
3 Beds ⋅ 2 Baths
This elegant brick Victorian three-story twin, circa 1895, blends modern flair with the design of a quintessential historic Chestnut Hill residence and is nestled on a tree-lined street near Pastorius Park and Chestnut Hill’s vibrant commercial Avenue. The handsome façade is architecturally noted as “open-ended slate mansard roof with shingled front gabled wall dormers". The front garden trimmed with a wrought iron fence frames the open porch with intricate woodwork and classic iron railing. The authentic solid wood front door opens to the entrance foyer that leads to a bright combination of living room/dining room space with handsome hard wood flooring, wood window shutters, and designer lighting fixtures. The European styled kitchen combines beauty and functionality with a radiant- heated Marmoleum floor features Silestone quartz counters, Kraftmaid cherry veneer cabinetry, skylight, double farm sink, and a gas cooking range. A convenient rear vestibule has a full bathroom with stall shower and opens to the flagstone patio. The second floor consists of the spacious main bedroom with hard wood floor, double closet with mirror doors, and vented doors and the updated tiled bathroom with beadboard detailing and recessed lighting. Two additional bedrooms with hardwood floors, comprise the third floor. Modern mechanical upgrades complement the house’s historic character including efficient Mini-split 5-zone cooling and heating system, a high-efficiency gas-fired Buderus boiler, and 200-amp electric service, this house is improved with recently installed new sanitary and storm lateral lines to the City main. The masonry 2-car detached masonry garage has a storage/work area. The floor plan indicates a net area less than the City's gross improved area.

8125 Shawnee St, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact: 2152473750
$319,900
Excellent investment opportunity on the edge of Lancaster City's desirable Chestnut Hill neighborhood! This well-maintained two-unit brick property offers the perfect opportunity to expand your investment portfolio or enjoy owner-occupancy while generating rental income. Just a short walk to downtown Lancaster's restaurants, cafés, shopping, Central Market, galleries, and entertainment, the location combines neighborhood charm with convenience. Both units offer strong rental appeal, making this a versatile property for investors and owner-occupants alike.

35 N Mulberry St, Lancaster

Listing courtesy of Coldwell Banker Realty. Contact: (717) 735-8400
$205,000
3 Beds ⋅ 2 Baths
Welcome to this Top-floor condo featuring 3 bedrooms and 2 full baths. The kitchen includes a dishwasher, gas range, and refrigerator. The unit also comes equipped with a stackable washer and dryer, newer floors, and has been freshly painted throughout. Additionally, the bathrooms have been updated. For convenience, there is a spacious storage room located in the hallway, as well as designated parking with plenty of extra parking available for guests. Each building is also equipped with security. The condo is located within walking distance of a shopping center and various restaurants.

200 Erin Way Unit #202, Reisterstown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$399,900
4 Beds ⋅ 3 Baths
Welcome to this beautifully renovated townhome in the heart of Lancaster City! Blending classic charm with modern upgrades, this move-in ready home offers the perfect combination of historic character and contemporary comfort. Step inside to discover a bright and open layout featuring fresh paint, new flooring, and stylish finishes throughout. The modern kitchen is a showstopper with sleek cabinetry, quartz countertops, glass tile backsplash, stainless steel appliances, and a tile backsplash. The living and dining areas flow seamlessly together, creating an inviting space for both everyday living and entertaining. A convenient first-floor bedroom adds versatility to the floor plan—perfect for guests, a home office, or one-floor living. This level also includes a laundry area and a half bath for added functionality. Upstairs, you’ll find spacious bedrooms with ample natural light and beautifully updated baths featuring modern fixtures and finishes. Enjoy the convenience of updated mechanicals, energy-efficient windows, off-street parking, and a low-maintenance exterior. Located just minutes from downtown shops, restaurants, Central Market, and all that Lancaster City has to offer, this home combines city living with modern comfort.

657 W Orange St, Lancaster

Listing courtesy of Keller Williams Keystone Realty. Contact: 7177555599
$2,350,000
5 Beds ⋅ 4 Baths
Nestled in one of Chestnut Hill's most secluded but convenient locations, this exquisite traditional residence, originally built in 1870 and thoughtfully renovated and expanded offers a harmonious blend of historic charm and modern amenities. Spanning 7,500 square feet on four levels including the finished walk-out daylight basement, this home is designed for both comfort and elegance. As you step inside, you are greeted by a warm and inviting atmosphere, accentuated by the rich details of the traditional architectural style. The heart of the home features an eat-in kitchen, equipped with a commercial range, dishwasher, and disposal, ensuring that culinary adventures are both enjoyable and effortless. The kitchen flows seamlessly into a family room addition with a terrace overlooking the gardens, while a formal dining room sets the stage for elegant entertaining. The residence boasts five bedrooms, including a luxurious primary suite complete with ensuite primary bath. Three fireplaces, beautiful hardwood floors, and a center stair hall anchor the house in timeless tradition. The fully finished basement, with an outside entrance, offers additional versatility, whether as a recreation area, home office, or possible future guest suite. The property is set on a 0.7-acre lot, that feels larger with the size of wooded neighboring properties, and the expanse of Wissahickon Valley Park and Trails envelops this coveted block of Towanda. The semi-circular driveway welcomes residents and guests to enjoy lush and private front, side and rear yards, and a gently sloping landscape adorned with mature trees. This serene outdoor space is perfect for relaxation or entertaining, with ample room for outdoor activities and gatherings. Enjoy the fresh air from the classic wraparound porch, where you can unwind and soak in the beauty of your surroundings. Additional highlights include a security system for peace of mind and a shed and former single-car garage tucked under the house, perfect for gardening, storage, or perhaps a classic car to tinker on someday. This home is not just a residence; it's a lifestyle choice that offers a unique blend of luxury, comfort, and timeless elegance. Experience the best of Chestnut Hill living in this remarkable property.

8864 Towanda St, Philadelphia

Listing courtesy of Compass Pennsylvania, LLC. Contact: 6109470408
$349,000
Finally, the opportunity you've been waiting for! Welcome to 7209 Devon Street, a spacious, move-in ready 2+2 duplex in the highly desirable East Mt. Airy section of Philadelphia. Whether you're looking to live in one unit while generating rental income from the other or seeking a turnkey investment in one of Philadelphia's strongest rental markets, this property offers exceptional value. Each well-maintained unit provides comfortable living space, while separate gas, electric, and water utilities make ownership and property management more efficient. Recent upgrades allow for immediate occupancy with minimal capital improvements. A rare 2-car detached garage provides valuable off-street parking, additional storage, or the potential for additional rental income. Ideally located just minutes from SEPTA Regional Rail, residents enjoy convenient access to Center City's three major transit hubs—30th Street Station, Suburban Station, and Jefferson Station—providing seamless connections to regional, national, and international transportation networks throughout the Delaware Valley and the Northeast Corridor. The property is also within close proximity to neighborhood boutiques, popular restaurants, Fairmount Park, Wissahickon Valley Park, schools, and major suburban shopping destinations. Seller will remove all personal property and other items currently located in the basement and garage prior to settlement. Competitively priced and in excellent move-in condition, this outstanding duplex presents an exceptional opportunity for an owner-occupant, live-in landlord, or investor seeking strong rental demand, stable cash flow, and long-term appreciation in one of Philadelphia's premier neighborhoods.

7209 Devon St, Philadelphia

Listing courtesy of Keller Williams Main Line. Contact: 6105200100
$479,900
2 Beds ⋅ 3 Baths
Welcome to Tavistock, one of Chestnut Hill’s most coveted and picturesque communities, where timeless charm meets refined design. Tucked within a peaceful, village-like setting, this solid brick condominium is ready for its next owner to incorporate their personal touches. A front flagstone courtyard provides an inviting entrance and an ideal space for outdoor relaxation. Inside, the main level features hardwood flooring throughout a spacious living room centered around a wood burning fireplace. The formal dining room, well suited for gathering, opens directly to the kitchen and features doors leading out to a rear patio. Equipped with granite countertops, the kitchen also includes a breakfast bar with pendant lighting and seating for two. An updated powder room completes this main level. The second floor comprises two en-suite bedrooms, each finished with plantation shutters, ceiling fans, and recessed lighting. The primary bedroom provides a generous layout, ample closet space, and a full bathroom with tile flooring. The second bedroom offers a double closet, a full bathroom, and dedicated laundry space. A versatile third level offers an expansive area that functions perfectly as a third bedroom, home office, or guest suite, complete with its own ceiling fan and recessed lighting. Outside, the rear patio provides a private setting for grilling and gardening. The Tavistock community includes assigned parking, dedicated guest spaces, and beautifully landscaped grounds. The location is incredible and you are a few blocks from the train, shopping, dining and boutiques of quaint Chestnut Hill , as well as the trails of the Wissahickon Valley and convenient rail access to Center City Philadelphia.

8708 Prospect Ave Unit #C9, Philadelphia

Listing courtesy of Coldwell Banker Realty. Contact: 2156412727
$3,750,000
4 Beds ⋅ 7 Baths
A rare opportunity to own a truly exceptional custom residence where architectural excellence, cutting edge construction, and sophisticated design come together to create an extraordinary living experience. This newly built estate has been thoughtfully conceived for those who appreciate uncompromising quality, timeless craftsmanship, and the ability to personalize a home to reflect their individual lifestyle. From the moment you arrive, the attention to detail is unmistakable. Private smart entry gates open to an elegant paver drive and walkways that lead to a striking entrance designed to make a lasting impression. The home's exterior combines enduring beauty with superior performance, featuring premium fiber cement siding and a standing seam metal roof engineered for longevity, energy efficiency, and year round protection from the elements. Inside, soaring spaces and refined finishes create an atmosphere that is both grand and welcoming. A dramatic two story foyer serves as the centerpiece of the home, highlighted by a custom crafted white oak entry system and walls of oversized windows that fill the interior with natural light. Throughout the main level, ten foot ceilings enhance the sense of openness while showcasing the home's exceptional scale and design. Designed for both everyday living and memorable entertaining, the expansive floor plan offers an effortless flow between living spaces. At the heart of the home is a spectacular chef's kitchen featuring premium finishes, abundant workspace, and a layout designed to accommodate intimate family gatherings as well as large scale entertaining. Adjacent living and dining spaces seamlessly connect to the outdoors through expansive glass doors that open to an impressive 2,000 square foot deck, creating a natural extension of the home's entertaining areas. The residence offers four luxurious bedroom suites, each thoughtfully designed with a private bathroom to provide comfort, privacy, and convenience for family and guests. An additional flex room offers endless possibilities as a home office, library, media room, or creative space. The primary suite serves as a private sanctuary unlike any other. Featuring soaring cathedral ceilings and an indulgent spa inspired bathroom, the space has been designed to rival the finest luxury resorts. Dual glass enclosed showers, a freestanding soaking tub, sauna, multiple skylights, and expansive custom walk in closets create an atmosphere dedicated to relaxation and rejuvenation. The partially finished lower level adds approximately 1,700 square feet of versatile space ready to accommodate a home theater, fitness studio, game room, wine cellar, or additional living area. Every element has been carefully considered to maximize both functionality and enjoyment. Even the garage has been elevated beyond expectations. Featuring custom hardwood doors, smart technology, twelve foot ceilings, and its own dedicated climate control system, this space is ideal for car enthusiasts, hobbyists, or those seeking additional flexibility. Built with a focus on efficiency, durability, and modern convenience, the home incorporates advanced systems and premium materials designed to provide peace of mind for years to come. The result is a residence that delivers both exceptional beauty and lasting value. Set within one of Chestnut Hill's most desirable locations, this remarkable property offers a rare blend of custom luxury, modern innovation, and timeless elegance, creating an unparalleled place to call home.

9402 Meadowbrook Ave, Philadelphia

Listing courtesy of Elite Realty Group Unl. Inc.. Contact: 2153284800
$699,000
4 Beds ⋅ 3 Baths
EXCEPTIONAL VALUE!! This is a rare opportunity to secure a home of this caliber at a truly compelling new price point. This walk to town sun-drenched colonial in the heart of Chestnut Hill is the perfect blend of charm, functionality, and timeless appeal. Nestled far off the road on a lush third of an acre, this property offers your very own private oasis with beautifully and professionally landscaped gardens, a covered back patio, and a stunning heated in-ground saltwater plaster pool (with child fence)—ideal for soaking up summer days in one of Philadelphia’s most coveted neighborhoods. Step inside to discover a thoughtfully designed first floor featuring a welcoming foyer, a cozy living room complete with a grand wood-burning fireplace, a formal dining room, a bright and airy family room, updated powder room and large coat closet with custom shelving. The eat-in kitchen with breakfast room or additional living space, is a true showstopper, boasting white cabinetry, sleek quartz countertops, stainless steel appliances, and a gleaming marble backsplash—all with serene views of the patio and pool. Hardwood floors flow throughout, adding warmth and character to every room. Upstairs, the expansive primary suite awaits, complete with a beautifully renovated ensuite bathroom and a walk-in closet featuring custom shelving for all your organizational needs. Three additional sun-filled bedrooms, each with generous closet space, offer comfort and versatility. A second full bathroom with a tub ensures plenty of room for everyone to unwind and recharge. The high-ceilinged basement offers endless possibilities, whether you’re envisioning a home gym, playroom, or extra storage. Location is everything, and this home delivers. Enjoy the tranquility of a private setting while being just a short walk to the top of the hill, where Chestnut Hill’s vibrant community awaits. From boutique shops and restaurants to convenient access to public transit (SEPTA and Amtrak) and the natural beauty of the Wissahickon trails, everything you need is within reach. All new energy efficient windows, New HVAC, New roof, New whole house Generac 22kW generator with a 200-amp automatic transfer switch, Renovated primary bathroom and so much more. This classic home is perfectly suited for modern living. Don’t miss your chance to call 8720 Stenton Avenue home—where you’ll be lounging by the pool and making memories for years to come!

8720 Stenton Ave, Philadelphia

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2673805813
$1,295,000
2 Beds ⋅ 3 Baths
Quick delivery ! Unit 100 is over 2.000 square feet and move in ready in 30 days ! Your next home is 2 bedrooms and 2 1/2 baths with the convenience of first floor living but with the privacy of a bi-level layout. Perfect layout for house guests or in home help, the lower level has it's own private entry so you can have two private quarters. Evergreen Place - A " Boutique Condominium" At the Top of the Hill 7 very unique new construction residences. Offering a maintenance-free lifestyle in the heart of vibrant Chestnut Hill, just a short stroll to both train stations for an easy commute to Center City. Just outside your front door at Evergreen Place , everything is at your fingertips but without the noise of Germantown Ave! Terrific shopping, dining and a short jog to plenty of parks ! These tastefully designed homes include the finest finishes, where you'll welcome friends and guests. This unit features 9 foot ceilings with hardwood flooring and has a 6x14 patio off of the main bedroom. The gourmet kitchen is well-appointed with a Wolf/ Sub-Zero appliance package and with green energy efficient induction cooktops, built-in microwave and more! Other features include high end Kolbe Windows, on site reserved parking , all in a pet friendly building with security system. Unit 201 is also available. Owner is a Pa licensed Real Estate broker

8610 Evergreen Pl Unit #100, Philadelphia

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (215) 654-5900
$655,000
5 Beds ⋅ 1 Baths
Prime Chestnut Hill location on sought-after Shawnee Street — just moments from the shops, restaurants, parks, and transportation along Germantown Avenue, yet tucked into a peaceful residential setting. This spacious 5-bedroom, 1-bath twin blends historic character with everyday convenience and includes off-street parking. A covered front porch offers a welcoming place to relax, gather with friends, or enjoy the surrounding greenery. Inside, the entry hall showcases original millwork, built-in bookshelves, and a decorative non-working fireplace that reflects the home’s historic charm. The staircase leads to the upper floors, while the adjoining dining room features an original corner china cabinet along with additional storage and coat closets. At the rear of the home, the kitchen retains an original built-in sideboard, providing both character and functional storage—a thoughtful detail of early 20th-century craftsmanship. The adjoining mudroom includes a hook up for a washer and dryer and access to the rear yard. The second floor offers three bedrooms and a hall bath with a tub, handheld shower, porcelain sink, and shelving. Two additional bedrooms are located on the third floor, along with a cedar hall closet. The full unfinished basement houses the boiler and oil tank and provides additional storage potential. Conveniently located near the shops and dining of Germantown Avenue, Pastorius Park, the trails of the Wissahickon Valley Park, and public transportation, this home offers easy access to many of Chestnut Hill’s most popular amenities.

8411 Shawnee St, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact: 2152473750
$810,000
6 Beds ⋅ 3 Baths
Welcome to this Wissahickon schist stone-built 3-story Chestnut Hill home featuring 6 bedrooms and 2.5 baths in Philadelphia’s most coveted "Garden District." Highlights include refinished pine floors, central A/C, and a private rear garden & patio. Complete with off-street parking, this home offers incredible scale in a top-tier neighborhood. Situated across from Gravers Lane train station, two blocks from the Water Tower Recreation Center, you are minutes away from Market Square and Germantown Avenue’s vibrant retail district shops and restaurants, including Adelinas, McNallys, Weaver's Way Food Co-op and Kilian Hardware. Easy access to the Wissahickon Park, Morris Arboretum, Rt 309, and the PA Turnpike.

303 E Gravers Ln, Philadelphia

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2674358015
Start Your Search