A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood cabinetry, striking Onyx countertops, and top-of-the-line Miele appliances. The expansive living & family rooms each feature sleek linear gas fireplaces, offering both sophistication & comfort. The lavish primary suite is a private retreat, complete with dual spa-inspired bathrooms — one featuring a steam room & the other a soaking tub, along with two walk-in closets & direct access to an oversized deck. Additional highlights include four generous bedrooms, a gym w/full bath & sauna, 2nd family room & an elevator. Enjoy the stunning landscaped yard w/salt water pool & cabana, a heated driveway.
Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.
Located in the highly sought-after Roland Hayes School neighborhood of Chestnut Hill, 180 Eliot Street offers over 3,000 square feet of beautifully updated living space on a 0.26-acre lot. The fully renovated first floor features a bright, open layout filled with natural light, including a spacious living room, formal dining area, and an eat-in kitchen designed for both everyday living and entertaining. The bedroom wing includes a private primary suite with its own bath, along with three additional bedrooms that provide ideal space for family, guests, or flexible use. The expansive lower level offers exceptional flexibility with a large family room, dedicated home office, full bath, laundry area, and direct access to the attached garage. Hardwood floors, central air, and a partially fenced backyard complete this lovingly maintained home, within 1 mile of MBTA,offering access to top schools, parks, shopping, and medical institutions in one of Chestnut Hill’s most desirable neighborhoods
Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb
Beautifully updated top-floor 2 bed, 2 bath residence at Hammond Park Condominiums in prime Chestnut Hill. This bright 1,253 sq ft home offers spacious living and dining areas, wood flooring, large windows, and a functional kitchen with island, generous cabinetry, and included appliances. The primary suite features a full bath and walk-in closet, while the second bedroom offers flexible space for guests, office, or everyday living. Two full tiled baths, wall A/C, natural gas hot water, intercom, and great closet space add comfort and convenience. Professionally managed, well-maintained elevator building with on-site management, swimming pool, common laundry, security, landscaping, snow removal, and exterior maintenance. Condo fee includes heat, hot water, water/sewer, A/C, pool, elevator, and more. Includes assigned off-street parking. Outstanding location near The Street, Chestnut Hill Square, Wegmans, Hammond Pond, Route 9, Green Line D, Longwood area and more.
The Towers of Chestnut Hill is a 5-star luxury condominium association. Hammond Pond Parkway's most prominent building embodies the very essence of luxury Chestnut Hill living. Fully amenitized living, including heated indoor swimming pool, newly installed gym, brand new pickleball court and 24-hour doorman underscores it all. On rare occasions, a one bedroom, 1.5 bath renovated unit becomes available at the Towers. This grand home on the 6th floor showcases tremendous space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. Sunny exposure. One prime deeded deck parking space included in the sale. A rare offering at the legendary Chestnut Hill Towers. Steps to Longwood Shuttle, minutes to Longwood Medical. Prime, prime Chestnut Hill!
Welcome to Imperial Tower! This spacious 9th-floor condo offers over 1,000 sq. ft. of comfortable living with an open layout and plenty of natural light. The living room opens to a private balcony with sweeping views, while the dining area and kitchen provide a great flow for everyday living or entertaining. The large bedroom features both a walk-in and additional closet, giving you excellent storage options. Enjoy the convenience of deeded parking, plus outstanding community amenities including a library, fitness center, inground pool, gathering room, and landscaped common grounds. The building also offers an elevator, guest parking, and professional management, making this a wonderful place to call home.
Sun-filled first-floor 2-bedroom residence in the Hammond Gardens community of Chestnut Hill. Set within a landscaped courtyard, this well-maintained home sits back from the direct traffic flow of Hammond Pond Parkway and Route 9. The layout features a spacious living room, a separate dining area, hardwood floors, an efficient kitchen, and in-unit laundry. The rear entrance opens to a covered private porch with access to shared green space, while front-facing windows overlook the landscaped courtyard. Two corner bedrooms offer abundant natural light. Additional features include one assigned parking space and a professionally managed association. The monthly condo fee includes heat, hot water, landscaping, snow removal, and association insurance — see condo documents for the full schedule. Located near Route 9, the MBTA Green Line, Chestnut Hill Square, Shopping Mall, Wegmans, The Street, and area parks and conservation trails.
Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.
Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!
Welcome Home to 87 Payson Rd. Located in the highly desirable South Brookline neighborhood, this beautifully updated 4 bedroom center-entrance Colonial offers peaceful, tree-lined surroundings with convenient access to downtown Boston, public transportation, shopping, and top schools. A generous foyer with 2 closets opens to a fireplaced living room with custom built-ins and a bright office/sunroom ideal for working from home. The chef's kitchen features quartz countertops, custom cabinetry, premium stainless appliances, and a large center island flowing into a spacious dining room. A half bath and mudroom complete the first floor. Upstairs, the primary suite includes a walk-in closet and en-suite bath, plus 3 additional bedrooms and a full bath. The partially finished lower level offers a family room, gym, and large laundry area. Central AC, mellow hardwood floors, ample off street parking and large, lush backyard with deck and paver patio complete this exceptional home!
Well-located Chestnut Hill home set on a corner lot at the end of a dead-end street, offering privacy and a quiet residential setting. Convenient to Boston College, the Chestnut Hill Reservoir, and downtown Boston. The home includes 3 bedrooms and 3 bathrooms with a practical, well-proportioned layout. Main living spaces include a living room, sunroom, porch, kitchen, and family room, with good natural light and an easy flow. The finished basement adds flexible space for work, recreation, or additional living use. Two-car garage and central air conditioning. Freshly painted with newly refinished floors, the home has been prepared for market and is ready for immediate occupancy. Located in the Bowen / Oak Hill / Newton South school district.
Experience the lifestyle you deserve in this sunlit corner residence in a prestigious high-rise. The open layout features a renovated kitchen with cherry cabinetry, quartz countertops, breakfast bar, stainless steel appliances, ice maker, and beverage fridge. The living/dining area opens to a large private balcony—perfect for relaxing or entertaining. The primary suite offers a spa-like bath with oversized tiled shower and double vanity. Flexible second bedroom or office with guest bath. Freshly painted throughout. Enjoy full-service living with 24-hour concierge, day-time professional management, renovated lobby, outdoor pool, clubroom, fitness/yoga room, library, extra storage, elevator, and on-site superintendent. Laundry on every floor. Deeded carport #43 plus guest parking. Prime Route 9 Chestnut Hill location near Bloomingdale's, top-rated restaurants, Wegmans, major highways, public transportation, and top schools, hospitals and medical centers.
Experience modern luxury and timeless elegance at 321 Hammond Pond Pkwy, Unit 103 in Chestnut Hill, Brookline. This stunning condo features two spacious bedrooms, two elegant bathrooms, and a large open-concept living area with gleaming hardwood floors and high-end finishes. The gourmet kitchen dazzles with stainless steel appliances, granite countertops, and ample cabinetry, while the private patio offers a peaceful outdoor retreat.With in-unit laundry, central air, garage parking, and a prime location near The Street and Chestnut Hill Mall, this home blends convenience with sophistication. Commuting is seamless with nearby public transit and major routes. Schedule your private showing today!
Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.
Welcome to the Covenant Residences on Commonwealth. This enticing corner one bedroom, one bathroom condo with 1 garage parking space and in-unit laundry, offers an open concept floor plan offers oversized windows that stream natural light. The home enjoys an open floor plan which is perfect for entertaining; fully applianced kitchen with a breakfast countertop,a generous living room showcases custom window shades, updated flooring and recessed lighting. A large one bedroom with crown molding, upgraded flooring and two closets. Full bathroom with tiled shower/ tub and a washer/ dryer combo. Need a garage space parking-this unit has 1 direct access garage space directly under unit with easy internal access to unit. Located steps Boston College along the "B" train of the green line. Easy accessibility Rte. 9 shops, restaurants, the Chestnut Hill Reservoir, Boston College and more.
PRICE IMPROVEMENT!!! Perched atop a gentle knoll on one of Brookline’s most picturesque tree-lined streets, this commanding English Manor in Chestnut Hill’s prestigious Baker School district seamlessly blends timeless elegance with sophisticated modern updates. The home makes a grand first impression with its welcoming foyer, featuring a stunning bridal staircase, soaring ceilings, and gleaming hardwood floors. Designed for both gracious entertaining and daily living, the main level boasts a sun-filled fireplaced living room, a formal dining room, and a beautifully updated chef’s kitchen equipped with high-end stainless steel appliances and granite countertops with an attached family room. With 5 spacious bedrooms and 4.5 baths, including a primary suite and a charming turret room, the home offers ample space across three levels.
Welcome to Chestnut Hill! This well-maintained condo offers a bright and comfortable layout with abundant natural light and hardwood floors throughout. The updated kitchen features modern appliances, granite countertops, and ample cabinet space, opening to a spacious living and dining area ideal for everyday living and entertaining. 2 generously sized bedrooms with ample closet space and 1 full bath complete the unit. Enjoy the convenience of off-street parking and on-site laundry. Located in the professionally managed Chestnut Village community with amenities including a swimming pool, tennis courts, and landscaped grounds. Close to shopping, dining, public transportation, major highways, and medical facilities makes this an ideal home for investors or anyone looking for a low maintnance. Don't miss this opportunity to own this place.
Delightful Chestnut Hill townhouse lives like a single family home with 2,850 sq ft. Open floor plan, updated living space, privacy, and leafy green views! Fabulously sunny and recently renovated lofted family room addition spans the height of two levels, offering soaring ceilings, skylights, built-in bookshelves and picture windows. Gourmet kitchen outfitted with wall oven, countertop range, microwave and glass display cabinets is perfect for entertaining, presenting a stylish serving island with beverage cooler. Accessible through sliders off the kitchen, a spacious deck overlooks a private yard and patio, offering multiple areas for entertaining. The second floor provides 4 spacious bedrooms, including a primary bedroom with en suite bath, and an additional bathroom. On the lower level there is a recently renovated media room, a play room, laundry room and storage. One-car direct-entry garage, and a wide driveway with 4 more parking spots. Views of Kesseler Woods across the street.
The Towers of Chestnut Hill, Hammond Pond Parkway's most prominent building, embodies the very essence of luxury Chestnut Hill living. Fully amenitized living, including heated indoor swimming pool, newly installed fitness center, brand new pickleball court and 24-hour doorman underscores it all. On rare occasions, a two-bedroom, two full bath unit with southwest exposure becomes available at the Towers. This grand home showcases tremendous space, light and well-proportioned rooms and expands nearly 1300 sq. ft. and feels even larger. 1 deeded garage parking space included. Steps to everything Chestnut Hill has to offer. Solid investment.
Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T" station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience.
Welcome to luxury living at The Towers! This meticulously updated 2-bedroom, 2-bath residence blends luxury with functionality in one of the area's most prestigious full-service communities. Includes 2 deeded parking spaces. Enjoy resort style amenities: 24-hour concierge, indoor pool, fitness center, tennis/pickleball courts, club lounge, and game room. Benefit from additional storage and on-site professional maintenance for a worry-free living experience. This convenient location is directly adjacent to acres of nature trails in the Hammond Pond Reservation and The Shops at Chestnut Hill, and across from The Street and Wegmans, making this turnkey home the perfect balance of sophistication and convenience. A rare opportunity to embrace luxury living at The Towers. Steps to Longwood Shuttle, minutes to Longwood Medical. See virtual tour attached to this listing.
Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with deep closet leads to the living area. Open-concept living area features gleaming wood floors throughout, a spacious dining room, living room that opens onto a large private balcony, and the stylish kitchen with many recent updates. The kitchen has double wall ovens, beverage fridge, granite countertops and stainless appliances. The spacious primary suite features a large walk-in closet, a second private balcony, and en-suite bathroom with double vanity and luxe tiled shower. The second bedroom has a direct entry onto the shared hallway bath with tub. The home also offers in-unit laundry. This impeccable home has two deeded side-by-side spots in the heated garage & additional garage-level storage. The condominium association is professionally managed and has a common exercise room and an elevator. Convenient to The Street, Wegman's, Chestnut Hill Mall, MBTA, and major routes.
Beautifully designed townhouse set within a special 40-acre community, offering a bucolic setting with maintained grounds, walking paths, and picturesque pond. Amenities include tennis court, renovated clubhouse with kitchen, pool with deck, gym, and yoga studio. The interior is defined by high ceilings, deep moldings, and rich oak flooring. The den has custom built-ins and gas fireplace. The kitchen is enhanced by artistic lighting, custom cabinetry, Sub-Zero and Thermador appliances, and access to a deck. The main level also features a dining room, living room with fireplace and sliding doors to a deck with views, and primary bedroom with exceptional closet space and luxurious bathroom. A laundry room and powder room complete this floor. Upstairs, a landing with skylight provides an office area, and there are two bedrooms sharing a connecting bathroom. The finished lower level has a great room, bedroom, and bathroom. There is also an unfinished storage area and attached 2-car garage.
Chestnut Hill is located in Massachusetts. Chestnut Hill 02467 is more family-centric than the surrounding county with 40.64% of the households containing married families with children. The county average for households married with children is 35.9%.
