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. This vibrant community is renowned for its serene atmosphere, lush greenery, and a strong sense of neighborhood camaraderie. With tree-lined streets and beautifully manicured lawns, Chestnut Hill offers an idyllic setting for families, professionals, and retirees alike.

One of the standout features of Chestnut Hill is its diverse selection of homes. From quaint single-family residences to contemporary townhouses, there’s something to suit every taste and lifestyle. Each property reflects the unique character of the neighborhood, providing residents with a warm and inviting place to call home.

The community is also conveniently located near top-rated schools, making it an ideal choice for families. With parks, playgrounds, and recreational facilities just a stone's throw away, children can enjoy a safe and active lifestyle. Additionally, Chestnut Hill boasts easy access to shopping centers, dining options, and entertainment venues, ensuring that residents have everything they need within reach.

Nature enthusiasts will appreciate the nearby walking trails and green spaces that invite leisurely strolls and outdoor activities. Whether you’re enjoying a morning jog or an afternoon picnic, the natural beauty of Chestnut Hill is sure to inspire.

In Chestnut Hill, you’ll find not just a home, but a community where neighbors become friends and memories are made. Discover the charm and warmth of this delightful subdivision—your perfect sanctuary awaits!

Newest Listings in Chestnut Hill

$4,250,000
6 Beds 7 Baths
Along one of Historic Chestnut Hill's most cherished streets, 415 West Moreland Avenue is a distinguished residence conceived by Fury Design, masterfully crafted by renowned builder Blake Development, and inspired by the timeless architecture of Robert McGoodwin. Thoughtfully designed to honor Chestnut Hill's architectural heritage while embracing modern luxury, the home offers 6 bedrooms, 5 full baths, and 2 half baths, with 6,350 square feet across two living levels plus an additional 1,800 square feet of finished lower-level space. Gracefully sited on just over one-half acre, the residence features a Wissahickon schist exterior, bluestone terraces, mature specimen trees, meticulously curated gardens, and winding stone pathways offering privacy and glimpses of neighboring historic rooftops. A dramatic two-story center hall welcomes with natural stone floors, sculptural curved walls, a graceful staircase with warm wood treads and custom wrought-iron railings evoking the work of Samuel Yellin, and a striking contemporary chandelier. Throughout the home, graceful curves, custom millwork, divided-light windows, and abundant natural light create an atmosphere that is sophisticated yet exceptionally warm and inviting.The main level is designed for both gracious entertaining and everyday living, with beautifully proportioned living and dining rooms, a coffered-ceiling living room with contemporary fireplace and step-down wet bar, divided-light French doors opening to a multi-level bluestone terraces shared with the family room. The fabulous Chef's kitchen features fully integrated paneled Sub-Zero, Wolf and Bosch appliances, generous center island with abundant seating, custom cabinetry extending to the ceiling, walk-in pantry, separate butler's pantry, and a dedicated preparation area with additional sink, integrated refrigerator drawer, separate freezer with ice maker, and extensive workspace. A striking geometric backsplash adds warmth, texture, and subtle metallic accents. The adjoining family room features soaring beamed ceilings, a floor-to-ceiling stone fireplace, custom built-ins, abundant windows, and French doors opening to the terrace. The thoughtfully designed family wing includes a custom mudroom, spacious laundry room with extensive built-ins, second powder room, and access to a private bluestone terrace overlooking the lush rear grounds. A private rear drive provides convenient access to the three-car garage. The second level is flooded with natural light and offers a luxurious primary suite with sitting area, custom private office with partners desk and cabinetry, serene bedroom with expansive windows, and spa-inspired marble bath with soaking tub and generous walk-in shower. A boutique dressing room features extensive custom cabinetry and direct access to the second-floor laundry. Four additional bedrooms offer walk-in closets with custom built-ins; two are en suite and two share a Jack-and-Jill bath. The finished lower level is designed for recreation and entertaining with expansive gathering spaces, media area, fitness room, custom wet bar, guest suite with full bath, abundant storage, direct outdoor access, and a temperature-controlled wine cellar accommodating approximately 1,500 bottles. An elevator serves all three levels, complemented by whole-house audio and a whole-house generator. Perfectly positioned moments from Germantown Avenue's acclaimed shops and restaurants, the Philadelphia Cricket Club, SCH Academy, SEPTA Regional Rail, and the Wissahickon Trails, the home offers an exceptional balance of privacy, convenience, and connectivity, with easy access to Center City Philadelphia, New York City, Washington, D.C., and the region's major airports. More than an exceptional residence, 415 West Moreland Avenue is a lasting expression of architectural integrity, timeless craftsmanship, and gracious Chestnut Hill living.

415 W Moreland Ave, Philadelphia

Listing courtesy of Kurfiss Sotheby's International Realty. Contact: 2152989415

$600,000
3 Beds 2 Baths
This charming end of row townhouse is perfectly situated in a convenient and desirable Top of the Hill location. Approaching the home, you will be greeted by a secluded slate patio that invites outdoor dining surrounded by the garden and mature plantings. As you enter the front door, there is a spacious, enclosed and heated front porch offering an additional place to relax that is a perfect place to enjoy a good book and still feel connected to the outdoors. Stepping into the living room you will see the wood burning fireplace and hardwood floors that are featured throughout the home. Passing through the dining room, you will then enter the bright kitchen that leads to a back deck. Upstairs there are three sunlit filled bedrooms and a full bath. There is much coveted off street parking behind the home including an attached garage. The home was completely rewired, has central air, the sewer line was replaced and new hardscaping was done in 2020, a new chimney liner, water heater, and boiler in 2024 and the roof resealed this past summer. The location is as good as it gets. You can walk to many of great shops and restaurants that Chestnut Hill is known for and regional rail for an easy ride to 30th Street and Center City is just a couple of blocks away. The beautiful Wissahickon Valley in Fairmount Park is minutes away and access to the PA Turnpike and the Blue Route is nearby. This one won't last long. Make an appointment to see this special home today

8516 Ardleigh St, Philadelphia

Listing courtesy of RE/MAX Services. Contact: 2156412500

$775,000
5 Beds 3 Baths
Welcome to 18 W Gravers Lane, a spacious 5-bedroom, 2.5-bath semi-detached twin in the heart of Chestnut Hill that perfectly blends classic character with modern updates. Situated on a picturesque block just steps from Germantown Avenue, this home offers both charm and convenience in one of Philadelphia’s most sought-after neighborhoods. From the moment you arrive, you’re welcomed by a charming front porch that sets the tone for this warm and inviting home. Inside, beautifully refurbished hardwood floors and high ceilings create a bright, airy atmosphere throughout. The first floor features a cozy living room that flows seamlessly into a spacious dining room, ideal for both everyday living and entertaining. The renovated kitchen is thoughtfully designed with stylish cabinetry, granite countertops, stainless steel appliances, a center island, and abundant storage and workspace. Just off the kitchen, a convenient mudroom provides first-floor laundry, a half bath, and access to the private backyard oasis featuring a new paver patio. The second floor offers three well-appointed bedrooms and a beautifully renovated hall bathroom. The third floor features two additional sun-filled bedrooms, a full bathroom, and a bonus room that serves as the perfect flex space for a home office, cozy den, exercise room, or dressing area. The basement is clean, well maintained, and provides ample storage space. Ideally located within walking distance to Chestnut Hill’s charming shops, restaurants, parks, and public transportation, this home also offers the added convenience of easy street parking on a picturesque residential block. You’re also just minutes from Morris Arboretum and Gardens, Chestnut Hill Hospital, and two SEPTA train stations, making commuting and exploring the city a breeze. Enjoy the best of Chestnut Hill living with the perfect combination of timeless character, thoughtful updates, everyday convenience, and an unbeatable location. Come see this special home today!

18 W Gravers Ln, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact: 2152473750

$975,000
5 Beds 4 Baths
It’s not often that a home with this much space also feels this effortlessly livable. Filled with character and thoughtful details, this distinctive Chestnut Hill home has a casual elegance and warmth that makes you feel immediately at home. Soaring 15-foot ceilings and an inviting vestibule welcome you into the main level. The spacious living room features a handsome marble fireplace, built-in bookshelves beneath the windows, and floor-to-ceiling glass doors that open to a side patio. The formal dining room offers classic details including chair rail and a corner china hutch. Glass french doors lead to a second patio allowing indoor and outdoor spaces to flow naturally together—an ideal setting for entertaining. The large eat-in kitchen has wood cabinetry, a six-burner KitchenAid range, and built-in microwave, and opens to a convenient mudroom/laundry room and powder room. It’s a practical, hardworking space with excellent storage and easy access to the outdoors.Upstairs, the primary suite features custom California Closets and opens to an adjoining office or flex space, with access to a roof deck/balcony. Steps lead down to a full bathroom with a large soaking tub. An additional bedroom at the far end of the hallway is currently used as a den and a hall bathroom with tub serves the rest of second level.The third floor offers even more flexible living space, including a large, sunny room with freshly painted floors that could serve beautifully as a playroom, bedroom, or studio.  It opens to an additional bedroom, while a third bedroom and full hall bath are located at the opposite end of the hall. A bonus room with laundry hookups provides excellent storage and exciting potential for the future. The outdoor space truly shines.  A welcoming front porch and two side porches offer multiple spots to sit and enjoy the surroundings, while the beautifully established gardens create a lush, private setting that changes with the seasons. Mature plantings, winding garden spaces, and abundant greenery give the property a wonderfully natural and secluded, almost secret-garden feeling. Other notable features include a newer furnace, a Bradford White hot water heater, central air and off-street parking. A brand new septic tank will be installed in Fall 2026; permits and plans are ready to go. And the location could hardly be more ideal—just a comfortable walk to the shops and restaurants of Germantown Avenue and the trails of the Wissahickon. Here, you get the best of Chestnut Hill at your doorstep: neighborhood charm, everyday convenience, and the feeling of being surrounded by nature. Within the city limits, but a world away.

202 W Chestnut Hill Ave, Philadelphia

Listing courtesy of BHHS Fox & Roach-Chestnut Hill. Contact: 2152473750

$695,000
3 Beds 3 Baths
Where can you find this charming brick twin that seamlessly blends mid-century architectural history with almost London-like mews living? Tucked away in the enchanting and highly coveted Chestnut Hill Tohopeka Court, that’s where! The Tohopeka courtyard was born out of a partnership between the influential Houston and Woodward families and the prominent Philadelphia architect Robert McGoodwin. Together they shaped Chestnut Hill through the creation of highly integrated, English-style rental courts that fostered close community ties. (And what does the name Tohopeka mean? Interestingly, it is a word from the Indian Muscogee tribe and means “fort” or “fortification.”) You’ll fall under the spell and fortification of 2 Tohopeka (being sold by the owner "As Is") the minute you step through its garden gate into a lovely front yard oasis and covered entrance. The patio and lush green space offer a quiet sanctuary above Highland Avenue for morning coffee, evening wine, or intimate garden gatherings. Once inside, you are greeted by a wonderful living room with fireplace and bump out window to the back. The sunny dining room is near the entrance as well and looks out to the front garden. It leads to a thoughtfully executed kitchen with a side room complete with half bathroom, a door to the backyard and room for a kitchen table, TV and comfy furniture. Upstairs, the primary suite has a walk-in closet and bathroom and off the hall are two light-filled bedrooms and a bathroom that offer restful retreats from the pace of modern life. Finally, there is a partially finished basement that hosts a fireplace and wonderful hangout space and a separate room that houses all utilities and the washer and dryer. Memories are ready to be made at this delightful house perfectly positioned just steps from the historic cobblestones of Germantown Avenue. And, you are a short walk from boutique shopping, award-winning dining, regional rail transit, and the natural beauty of the Wissahickon Valley Park. Do not miss the chance to own this true architectural gem in Philadelphia's premier garden suburb!

2 Tohopeka Ln, Philadelphia

Listing courtesy of Kurfiss Sotheby's International Realty. Contact: 2152989415

$569,000
2 Beds 1 Baths
37 E. Mermaid Lane | Chestnut Hill Lovely, historic one-of-a-kind home with authentic character and good bones. Tucked away in Chestnut Hill, 37 E. Mermaid Lane is nestled in a mini arboretum setting. A beautiful opportunity to make it your own. This home immediately reveals its character—not through trendy finishes, but through gracious proportions, original details, abundant windows, and light spaces that have evolved naturally over time Step inside and the warmth begins with original hardwood floors that continue throughout the home. A generously sized living room and formal dining room provide comfortable spaces for everyday living and entertaining, while a separate sitting nook is anchored by a working wood-burning fireplace—an inviting reminder of the home's enduring charm. The large eat-in kitchen retains its original wood cabinetry and features a wall oven, electric cooktop, stainless-steel refrigerator and an impressive collection of windows that fills the room with natural light. Two exterior access doors add convenience and connection to the surrounding grounds, while original architectural details, including barn-style doors, contribute another layer of personality. Upstairs, the scale continues. The exceptionally spacious front bedroom offers room for substantial furnishings and includes two walk-in closets plus an additional reach-in closet. Another storage closet provides access to one of the property's most compelling possibilities: a full-length attic with standing height. Currently used for storage with an office positioned toward the front, the attic spans the length of the house and includes two windows. It offers significant potential to be thoughtfully finished into additional living space—perhaps an office, studio, retreat or additional room, subject to applicable approvals. The second bedroom is comfortably proportioned for a queen-size bed and enjoys multiple windows overlooking the property's lush greenery. Natural light is a defining feature. Windows appear throughout the home—including the kitchen, bathrooms and stairway—creating an airy radiant quality and framing views of the surrounding landscape. And the setting deserves its own moment. Mature trees, with one of the last living chestnut tree, beautiful ferns and layers of established greenery give the grounds a wonderfully peaceful, garden environment. The basement is accessible from the yard, while a detached garage and driveway parking for approximately three cars provide valuable off-street parking. Why it matters: This isn't a house that needs to become something entirely different. It is a home with good bones and authentic character, ready for its next owner to preserve what is special while thoughtfully modernizing it for the way they live today. All of this is set within Chestnut Hill, one of Philadelphia's most distinctive neighborhoods—a community celebrated for its historic architecture, tree-lined streets, independent shops and restaurants, neighborhood traditions and proximity to the extraordinary natural beauty of the Wissahickon. 37 E. Mermaid Lane offers something increasingly difficult to find: character, a sanctuary you don't have to manufacture, space with possibilities, beautiful grounds and the opportunity to create a home that feels entirely your own.

37 E Mermaid Ln, Philadelphia

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2674358015

$699,000
Live in one apartment, and let the others help pay your mortgage! This 4-unit property in Lancaster’s highly desirable Chestnut Hill neighborhood offers a rare opportunity for an owner-occupant to step into real estate investing while enjoying a spacious, character-filled home. With FHA and VA financing options available, this is an accessible path to building wealth through real estate. The first-floor apartment spans the entire first level and lives like a single-family home. It offers multiple bonus rooms and flexible living space—ideal for a home office, guest rooms, or extended living. For those needing single floor living, this can work beautifully. The apartments provide immediate rental income, with a strong tenant base in place. Two apartments feature month to month leases and the others under a year, offering flexibility for a buyer who may want to reconfigure leases or increase rents over time. Current rents bring in $5,290 per month. Each apartment has its own unique character, with a mix of modern updates and historic charm, along with a dedicated outdoor deck or balcony for each apartment. All apartments are spacious, with layouts that lend to convenience and living well. A fourth floor storage area offers additional upside, whether as an additional bedroom for apartment 3, or an additional studio apartment. The property also features spacious yard space with mature, thoughtfully designed landscaping. Major improvements have already been handled, including roof work, mechanical updates, brick repointing, and interior improvements—reducing near-term capital expense for the next owner. Located on a quiet, tree-lined street just a short walk to downtown Lancaster, you’re near Franklin & Marshall College, Fulton Theatre, and a thriving mix of restaurants, cafes, and art galleries. Whether you're looking to reduce your cost of living or take a serious step into real estate investing, this property offers flexibility, stability, and long-term upside in one of Lancaster’s most sought-after neighborhoods. Don't miss the opportunity!​

419 W Orange St, Lancaster

Listing courtesy of Astoria Realty Advisors LLC. Contact: 7174256264

$699,000
6 Beds 4 Baths
Live in one apartment, and let the others help pay your mortgage! This 4-unit property in Lancaster’s highly desirable Chestnut Hill neighborhood offers a rare opportunity for an owner-occupant to step into real estate investing while enjoying a spacious, character-filled home. With FHA and VA financing options available, this is an accessible path to building wealth through real estate. The first-floor apartment spans the entire first level and lives like a single-family home. It offers multiple bonus rooms and flexible living space—ideal for a home office, guest rooms, or extended living. For those needing single floor living, this can work beautifully. The apartments provide immediate rental income, with a strong tenant base in place. Two apartments feature month to month leases and the others under a year, offering flexibility for a buyer who may want to reconfigure or increase rents over time. Current rents bring in $5,290 per month. Each apartment has its own unique character, with a mix of modern updates and historic charm, along with a dedicated outdoor deck or balcony for each apartment. All apartments are spacious, with layouts that lend to convenience and living well. A fourth floor storage area offers additional upside, whether as an additional bedroom for apartment 3, or an additional studio apartment. The property also features spacious yard space with mature, thoughtfully designed landscaping. Major improvements have already been handled, including roof work, mechanical updates, brick repointing, and interior improvements—reducing near-term capital expense for the next owner. Located on a quiet, tree-lined street just a short walk to downtown Lancaster, you’re near Franklin & Marshall College, Fulton Theatre, and a thriving mix of restaurants, cafes, and art galleries. Whether you're looking to reduce your cost of living or take a serious step into real estate investing, this property offers flexibility, stability, and long-term upside in one of Lancaster’s most sought-after neighborhoods. Don't miss the opportunity!​

419 W Orange St, Lancaster

Listing courtesy of Astoria Realty Advisors LLC. Contact: 7174256264

$150,000
1 Beds 1 Baths
This property will be offered at Public Auction on Tuesday, September 29, 2026 @ 6pm. The listing price is the opening bid only and in no way reflects the final sale price. 10% down due at auction, 2% transfer tax to be paid by the purchaser, real estate taxes prorated. Tucked onto a quiet block in Chestnut Hill, this charming carriage house lives larger than its footprint. Open-concept living, high ceilings, and good natural light, with the living room opening straight into the kitchen and dining area. A fireplace anchors the living room. The kitchen and bathroom are architect-designed and custom throughout: cabinetry, open shelving, and millwork done to fit the space. Off the entry, a brick-walled office with built-in shelving and a pocket door works as a study, a guest room, or a place to take calls. Above the kitchen, a loft adds flexible room for sleeping or storage. The full bath handles laundry too, with a stacked washer and dryer tucked in the closet. Outside, the exterior is stucco and custom millwork, not standard siding. This listing comes complete with a fenced backyard and a private attached garage, which most city blocks can't offer. Franklin & Marshall College, Buchanan Park, West Art, and Lemon Street Market are all within a short walking distance. This is a rare small footprint with a garage. Perfect for a homeowner or investor looking to make their mark in Lancaster City.

622 W Marion St, Lancaster

Listing courtesy of Cavalry Realty LLC. Contact: (717) 932-2599

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