Chestnut Hill Real Estate

Chestnut Hill Real Estate

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Newest Listings in Chestnut Hill

$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, along with  glass French doors leading to a second patio, where indoor and outdoor spaces 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

$525,000
2 Beds 2 Baths
Pull up to 240 E Springfield Ave, a quiet, tree-lined corner street in Chestnut Hill, Philadelphia. You're just a few minutes walk from the main avenue, steps from the train, but tucked away in a cove that feels like your own hidden retreat. Walk through the front door and you'll immediately feel the warmth, open natural light, and elegant character. Hardwood floors stretch through the main living spaces, catching the sunlight that pours in through the glass patio doors, kitchen skylight, and stairwell encased window. Everything feels bright and open, but still cozy. A comfortable setting for both everyday living and social gatherings. Then there's the bathroom. It's not just functional—it's a standout feature. Deep blue paneled walls, classic fixtures, the kind of timeless style that makes you smile every time you walk in. It's one of those details that makes a house feel like a home. Step out the patio doors and you've got your own secret garden: a brick patio wrapped in mature greenery. It's the kind of space that becomes your go-to—morning coffee spot, weekend brunch with friends, or just a quiet place after a long day. Chestnut Hill's shops, cafés, small businesses and restaurants are practically at your doorstep. If you need to get into Center City the train station is right there. You get all the charm of neighborhood living without sacrificing convenience. Full of elegant updates, beautifully cared for, and ideally located, 240 E Springfield Ave is a special opportunity to enjoy everything this sought-after part of Philadelphia has to offer. Updates made to house since last purchase: • New washer and dryer (2018) • New roof, gutters, soffit and kitchen skylight (2018) • New patio sliding door and new front entry door (2018) • New kitchen appliances (2019) • Re-laid brick patio and added stone landscaping to property (2020) • New patio gate (2020) • Painted exterior stucco (2020) • New shutters by©Timberlane (2020) • Remodel stairs (2022) • Remodel full bathroom by ©Harth Builders (2023) • New windows by ©Andersen (2024) • New HVAC and electric heat pump (2025) • New hot water heater (2025)

240 E Springfield Ave, Philadelphia

Listing courtesy of Keller Williams Main Line. Contact: 6105200100

$1,895,000
4 Beds 5 Baths
A rare opportunity to create a truly custom residence at One West, Chestnut Hill’s premier condominium address. Penthouse 1 is being offered as an unfinished raw shell, allowing the buyer to design and complete the residence entirely to their own specifications. The buyer will be responsible for the cost and completion of the interior build-out, including engaging their own general contractor, architect, designers, and other professionals. The seller will assist with the coordination of all building-related requirements throughout the process. As the final opportunity to own at coveted One West, PH1 offers an extraordinary setting overlooking the treetops, with more than 3,000 square feet of interior space and an unrivaled 1,800-square-foot wraparound terrace showcasing sweeping views from the Center City skyline to the Wissahickon Valley. Walls of windows and French doors fill the residence with natural light, while the expansive footprint offers exceptional flexibility to create a floor plan tailored to the buyer’s lifestyle—whether designed for everyday living, grand-scale entertaining, or a seamless combination of both. Two secure underground garage parking spaces add convenience and peace of mind. Beyond your private doors, the best of Chestnut Hill is just steps away. Stroll along Germantown Avenue to boutiques, cafés, restaurants, and neighborhood favorites; enjoy summer concerts at Pastorius Park; explore the nearby trails of the Wissahickon; or take the train into Center City. Here, architecture, culture, nature, and walkability come together in one of Philadelphia’s most cherished neighborhoods. Adding to its appeal, PH1 benefits from a full 10-year tax abatement, offering exceptional long-term value. With its remarkable scale, expansive outdoor space, panoramic views, and the freedom to create a one-of-a-kind home, Penthouse 1 represents the pinnacle of Chestnut Hill living.

1 W Hartwell Ln Unit #PH1, Philadelphia

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

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