Views & Southwest Exposure! 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 swimming pool, newly installed gym and 24-hour doorman underscores it all. On rare occasions, a one bedroom, 1 1/2 bath, upper floor unit becomes available at the Towers. This grand home on the 9th floor showcases tremendous space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. A rare offering at the legendary Chestnut Hill Towers.
Welcome to Historic Chestnut Hill! This stunning renovated center entrance Colonial is on the market for the first time in 60 years. A coveted private road convenient to Boston College, Chestnut Hill Reservoir, Longwood medical area, and downtown Boston. The main level features a beautiful large fireplaced livingroom, diningroom, newly renovated kitchen with Bosch stainless steel appliances and quartz countertops. There is a renovated half bath and family room that overlooks the inground pool and bucolic setting. The second floor has 3 good size bedrooms and 2 fully renovated baths. The third floor has an additional bedroom, office/play room, full bath and unfinished attic space. The home has been freshly painted, with refinished wood flooring, has central air, beautiful plantings, an unfinished basement and a direct access 2 car garage. This is the special home you have been waiting for.
Serenely set amidst 43 acres of pristine woodlands, this exceptional first-floor corner residence at Allandale offers privacy, sophistication and maintenance-free living. This updated 2-bedroom, 2.5-bath condo with den features wooded views, a front-to-back living room, dining area, sunroom and a private terrace. The redesigned kitchen boasts European-style cabinets, quartz countertops and JennAir appliances. In the spacious primary suite find custom closets, a spa-inspired bath and terrace access. A generous second bedroom, fire-placed den, and in-unit laundry provide both comfort and convenience. Residents enjoy weekday security and premier amenities, including a clubhouse, gym, pool, sauna and tennis/pickleball courts. Ideally located on the Boston/Brookline line near shopping, dining, hospitals, Allandale Farm, arboretum and trails. 2 deeded garage parking spaces and storage. Experience luxury condominium living surrounded by nature with every convenience just minutes away.
Majestic Tudor style home in Newton’s highly desirable Chestnut Hill neighborhood! This property boasts architectural details, an abundance of character & timeless charm through its high ceilings, hardwood floors, beautiful moldings and built ins. Enter into an open & airy front foyer with a dramatic center staircase. Resume the tour through a sunken living room boasting coffered ceilings & a gorgeous fireplace, then to the family room w/custom cabinets, dining room with built in window seating & large picturesque windows, a large remodeled EIK with a generous amount of cabinets/counter space and a full bath. The second floor flaunts an open office space, laundry, 2 full bathrooms & 4 generous size bedrooms(one primary suite). The walk up third floor has a gigantic rec room w/ gas fireplace & full bathroom. Basement includes 3 more finished rooms, a half bath & direct access to the garage. Enjoy the outdoors on a large back deck, with great yard space and mature landscaping.
Set on a picturesque, tree-lined street, this exceptional 2016 brick Colonial offers an unparalleled combination of luxury and privacy in desirable Chestnut Hill. Built with uncompromising attention to detail and thoughtfully designed for both grand-scale entertaining and sophisticated everyday living. A gracious floor plan features soaring 10-ft ceilings, exquisite millwork, and beautifully proportioned rooms filled with natural light. The chef's kitchen with premium appliances and custom cabinetry flows seamlessly into a spectacular family room overlooking an expansive patio and professionally landscaped grounds. The residence offers 6 bedrooms, 6.5 baths, including a luxurious primary suite with a spa-inspired bath and custom walk-in closet. The lower level elevates the lifestyle experience with a home theater, fitness studio, private office, and full bath. Just moments from premier schools, fine dining, upscale shopping, and convenient to downtown Boston. Heated 3-car garage.
Move right into this fully furnished, exceptionally upgraded, fully renovated 1 bedroom, 1.5 bath residence with luxury finishes throughout. Features include a designer kitchen with Miele appliances and Aran Cucine Italian cabinetry, in unit Miele washer and dryer, heated bathroom floors, California Closets, quartz window sills, recessed lighting, prewiring for speakers, updated sprinklers, and indoor parking on G2. One of the few units in the building with extensive custom upgrades, offering the feel and finish of a luxury downtown condominium.From the moment you arrive at the elegant circular drive, The Towers of Chestnut Hill offers an unmatched lifestyle of privacy, luxury, and exceptional service. Set on 17 beautifully landscaped acres in one of Chestnut Hill's most desirable locations, residents enjoy 24 hour concierge and doorman service, outstanding amenities, and the peace of mind that comes with a strong, well managed HOA.
Welcome to this well-maintained 2-bedroom, 1-bath condominium offering 770 sq. ft. of comfortable living space in a desirable Chestnut Hill/West Roxbury location. Freshly painted throughout, this inviting home features attractive bamboo/wood flooring and kitchen with solid-surface countertops. Deck/balcony off of living room. The thoughtfully designed layout maximizes space and functionality while providing a bright and welcoming atmosphere. Ample closet space! Bonus - Appliances included! Community amenities include an inground swimming pool, tennis courts, and a playground. Conveniently located near shopping, dining, parks, public transportation, educational institutions, and major commuter routes, offering easy access to Boston and surrounding areas. An excellent opportunity to enjoy low-maintenance living in a sought-after location with everyday conveniences close at hand. You don't want to miss this one!
Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!
Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.
Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a granite/stainless kitchen with ample cabinetry. The primary suite offers a spacious bath and excellent storage. Includes two deeded heated garage parking spaces and private storage. Professionally managed, pet-friendly elevator building conveniently located near The Street, Chestnut Hill Square, public transportation, Longwood Medical Area, Route 9, shops, restaurants, and major highways. Major 2024 updates include a high-efficiency boiler replacement and upgraded copper boiler piping system with documentation available. No current special assessments.
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
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.
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!
Open House Sunday 6/21, 12PM-1:30PM. 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 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.

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%.