Incredible opportunity to live behind the gates. From the moment you drive up to the imposing circular drive, the Towers of Chestnut Hill offers the ultimate in privacy, service and luxury. Fully amenitized living, including heated indoor swimming pool, newly installed fitness center, brand new pickleball court and tennis courts. High quality services include 24-hour doorman. Minutes to Longwood, steps to Longwood shuttle, and luxury Chestnut Hill shopping, Prime, prime Chestnut Hill. 1 deeded garage space included in the sale.
ENCHANTING South Brookline English Tudor in impeccable condition. Meticulously cared for, this 5-bedroom, 4-bath home offers timeless character paired with modern comfort, including a 2-car garage, central A/C, and radiator heat. The inviting first floor features a formal living room with beamed ceiling, a formal dining room, and hardwood floors throughout. The renovated kitchen boasts custom cabinetry, paneled appliances (Sub-Zero refrigerator, Miele oven and dishwasher), a generous eat-in area, and an adjacent nursery ideal as a bedroom/den. An additional first-floor office/library offers flexible living space. The second floor includes two spacious primary suites and two additional bedrooms. The top floor features a large great room and fifth bedroom, perfect for guests, play, or media. The basement is partially finished with a fireplace and laundry. Ideally located with easy access to South Brookline’s shops, restaurants, and amenities—this is a truly special home not to be missed.
Sunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef's kitchen equipped with cherry cabinets, stainless steel appliances and granite countertops. Private balcony overlooks a quiet landscaped yard. Master Bedroom has double walk-in closets and en-suite bath with marble walk-in shower and double vanity. Guest bedroom has large closets, modern guest bath. In-unit laundry, gleaming hardwood floors and high ceilings. Comes with 1 heated garage space. Extra parking available to purchase. Professionally managed elevator building with a fitness center. Short walk to grocery stores (Wegmans, Star Market), subway station (Green D-Chestnut Hill), The Shop at Chestnut Hill and The Street, and restaurants. Quick access to Rt 9 and I-95.
Welcome to this exceptional 2+bedroom, 3.5-bathroom townhome in the heart of Brookline’s coveted Chestnut Hill neighborhood. Spanning three floors of thoughtfully designed living space, this home features a private elevator, central air, & in-unit laundry. Enjoy seamless entry with direct access from the garage for 2 parkings spaces, and relax outdoors on multiple balconies offering natural light & a connection to the serene surroundings. Each bedroom is generously sized, including a spacious primary suite with a spa-like bath. An oversized lower-level with full bath and elevator access. - ideal for a home office or family room and a third bedroom. Located moments from scenic nature trails and just steps to the upscale shops, dining, and amenities at The Street, The Square, and the Chestnut Hill Mall—this is urban-suburban living at its finest. Don’t miss this rare opportunity to own a turnkey home in one of Brookline’s most desirable location. Welcome Home!
This is the one you've been waiting for! This first floor of this charming South Brookline single family features an updated chef's kitchen, large living room, half bathroom, and a private den perfect for a home office. The second floor features a primary bedroom with two closets and en-suite bathroom as well as two more bedrooms and a second full bathroom. The finished basement includes two more rooms perfect for a secondary living room and additional bedroom if needed. Offers due by Tuesday Feb 10th at noon.
Stunning and sophisticated, this modern, thoughtfully designed skylit penthouse condo in the exclusive Whitehall elevator building at The Waterworks delights the most discerning buyer. Fabulous architecturally significant details and flexible living spaces designed for single-level living, including 2 garage parking spaces with elevator service to the 4th floor. Wonderfully bright & spacious with soaring ceilings, skylight and balcony, a recent top-of-the-line renovation with high-end appointments offers impressive tech features.The gracious entertaining area, bathed in natural light, overlooks the reservoir and fountain.Two large en suite bedrooms feature beautifully appointed bathrooms & sleek designer closets.Full-service concierge building with the ultimate in modern conveniences and comfort: on-site gym, storage, desk security, function room, guest parking, on-site management. Electric car charging right outside. Next to BC, the CH Reservoir, shopping, MBTA. Luxury at its finest!
From the moment you drive up to the imposing porte-cochere, the Towers offers the ultimate in privacy, service and luxury. Fully amenitized living, including indoor swimming pool, gym, tennis courts and brand new pickleball court. Enjoy effortless, luxurious, city living at the Towers. This bright first floor welcoming home with gracious entrance foyer/hall and updated kitchen- needs no work necessary. Square footage is utilized perfectly to accommodate two spacious bedrooms, with two baths. This first-rate condominium is in move-in condition. High quality services include on-site professional management, and 24 hour doorman. Steps to "The Street" luxury Chestnut Hill shopping, Longwood Medical, Longwood shuttle. Minutes Back Bay, Beacon Hill, South End and Coolidge Corner.
Nestled on a private island at the end of a quiet, family-friendly dead-end street, this delightful extended Cape offers four bedrooms, including a first-floor primary suite, and two fireplaces throughout.The eat-in kitchen flows seamlessly into the formal dining room, while the spacious living room, highlighted by a fireplace and adjoining sunroom opens via sliding doors to an outdoor patio, perfect for BBQs and entertaining. A cozy lower-level den with fireplace adds additional living space and charm.Upstairs, is a full bathroom and three bedrooms, one featuring a skylight, providing ample room for family and guests. Additional highlights include an attached garage, plus two off-street parking spaces.This charming single-family home is de-leaded and ideally located near conservation land, yet just minutes from the T, The Chestnut Hill Mall, The Street, Wegman's, Skyline Park, restaurants and more. Offering the perfect blend of suburban tranquility and urban convenience.
Hammond Pond Parkway's most prominent building, embodies the very essence of luxury Chestnut Hill living. An opportunity like this three bedroom rarely surfaces. Breathtaking Views! 12th floor unit with south east exposure that expands nearly 1500 sq. ft. and feels even larger. Square footage is utilized perfectly to accommodate three large bedrooms, with two full baths, with many fine details throughout. 1 deeded garage parking space is included in the sale. High quality services include on-site professional management, maintenance staff, and 24-hour doorman. Fully amenitized living, including indoor heated swimming pool, recently upgraded gym and brand new pickleball court. Towers is 85% owner occupied. Steps to "The Street" luxury Chestnut Hill shopping, Longwood Medical and Longwood shuttle, prime, prime Chestnut Hill.
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, an updated two bedroom, two bath unit becomes available right off the lobby on the first floor at the Towers. This grand home showcases tremendous space, light and well-proportioned rooms and expands nearly 1300 sq. ft. and feels even larger. Two prime deeded parking spaces (1 garage) included in the sale. A rare offering at the legendary Chestnut Hill Towers. Steps to the Chestnut Hill Mall and "The Street" luxury Chestnut Hill shopping. Minutes to Longwood, Longwood shuttle, MBTA, Back Bay, Beacon Hill, South End and Downtown Financial District.
Fabulous & beautifully renovated! This sun-filled one-bedroom, one-bath condo is ideally situated directly across from Boston College’s main campus and just steps from the Green Line B stop. Perched on the top floor, the unit features a sleek white galley kitchen with stainless steel appliances, an open-concept living and dining area anchored by a charming decorative fireplace, a full bath, and a generously sized bedroom. Additional highlights include an in-unit washer/dryer (plus convenient coin-operated laundry in the basement), custom closets, and one deeded outdoor parking space. Enjoy effortless access to local shops, restaurants, public transportation, and all that Boston has to offer.
Experience modern luxury in this meticulously crafted NEW construction home located in desirable Chestnut Hill. Designed as a true custom home, it features soaring 10’ ceilings on the main level & 9’ ceilings on the second, creating a bright, expansive atmosphere throughout. The custom Italian kitchen & custom closets reflect exceptional craftsmanship, complemented by top-tier Wolf/Sub-Zero appliances & quartz countertops.The spa-inspired primary suite offers a freestanding soaking tub & an expansive glass-enclosed shower, while every bath features heated floors. Enjoy comfort & efficiency with a Carrier Performance 7-zone HVAC system, spray foam insulation, & Andersen windows. The walkout lower level is an entertainer’s retreat with a bedroom, gym, media space, optional sauna, & wet bar. Smart-home technology includes Google thermostats, cameras, doorbell, multi-zone irrigation, & A/V prewiring.Additional highlights include a covered patio, EV-ready garage & 400AMP underground service
Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored historical details include a formal foyer with grand staircase, multiple fireplaces, and reclaimed hardwood flooring. Flooded with natural light this gracious home offers a large eat-in kitchen that overlooks the back yard, a banquet sized formal dining room, and a double parlor that is ideal for entertaining. The second floor of the home is complete with 4+ bedrooms, including a bright primary bedroom with en suite bath and study. The top floor boasts 3+ bedroom, large laundry room. Abundant storage throughout, partially finished basement, plus an outdoor covered loggia in the heart of Chestnut Hill
Garden-style condominium at Woodside Condos, circa 1950, offering 2 bedrooms and 1 bathroom with approximately 768 square feet of living space. Brick exterior construction with a functional layout. Condo fee includes heat, hot water, water, sewer, and trash/recycling removal. One deeded parking space plus additional common parking available. Public water and sewer. Convenient Chestnut Hill location with access to local amenities and major routes.
Overlooking the rolling fairways of The Country Club, this beautifully updated Fairgreen Place condominium offers a rare blend of privacy, elegance, and effortless living. Renovated to the studs approximately 15 years ago, the home features upgraded insulation, HVAC, electrical, and plumbing, along with a thoughtfully designed kitchen with premium appliances, generous cabinetry, and expansive counters ideal for cooking and entertaining. Walls of windows flood the living and dining areas with natural light and frame year-round golf course views, complemented by a cozy gas fireplace. The space flows seamlessly to a private stone paver patio and garden setting surrounded by mature landscaping. Upstairs, spacious bedrooms showcase exceptional closet space, custom built-ins, and serene outlooks. A large two-car carport, dedicated utility/mechanical room with high-efficiency systems, and abundant storage complete this exceptional opportunity near Brookline and Chestnut Hill.
An excellent opportunity for first-time buyers or anyone seeking a low-maintenance, move-in-ready home. Located on the Newton/Chestnut Hill line within the professionally managed Chestnut Village community, this two-bedroom condo offers a bright and comfortable living space with a practical layout. The recently updated eat-in kitchen and bathroom add modern appeal, while hardwood floors, fresh paint, and generous closet, enhance everyday functionality. A budget-friendly condo fee provides strong value and includes heat, hot water, laundry facilities, and more. Community amenities include a swimming pool, tennis courts, ample guest parking, and a pet-friendly policy. Two deeded parking spaces offer added convenience. Ideally situated near shopping, dining, public transportation, and major routes including Routes 9 and 95, this home won't last long! Schedule a private showing today.
ATTENTION DEVELOPERS AND END-USERS: 33 Meadowbrook presents a compelling opportunity to construct a single-family home in a prime Brookline location. The plans call for roughly 4,900 sq ft home (including garage) to incorporate 6 bed/6.5 bath, a home gym, a two-car garage sited on a flat/accessible lot. The project will bdelivered along with a demo permit, cut and caps for utilities as well as an architectural set. Located in desirable South Brookline in between Larz Anderson and the Country Club. Plans and entitlement details are available upon request. Buyer to perform due diligence.
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.
Professionally managed elevator building in prime Chestnut Hill location. Condo docs show this 6th (top) floor condo as a 1 Bedroom tho the former owner added a 2nd bedroom with a closet. You will not want for SPACE as this sunny condo feels much bigger than its 1,063 sq ft! Large, open living- dining rooms with space for all of your needs. Kitchen is also large- add a table to eat-in or perhaps add an island!? Filled with natural light and lots of closets including a huge walk-in closet that is practically another room plus a coat closet, pantry in kitchen, linen closet and bedroom closets of course! Enjoy easy living perfect for an owner-occupant or investor! Individual control of heating and air conditioning. Covered parking spot #55, storage locker outside the condo, common laundry & 2 heated pools (seasonal). Fantastic Chestnut Hill location just moments to The Street, Wegmans Mall, Routes 9 & 95. No smoking and no pets.
Second floor recently renovated two-bedroom two-full-bath condo in an elevator building located on the West Roxbury/Chestnut Hill line at Broadlawn Commons. An open floor plan seamlessly combines dining and living areas with a balcony, creating the perfect space for entertaining. The generously-sized bedrooms include a spacious master suite with an en-suite bath, walk-in closet, and plenty of natural light. Additional features include ample in-unit storage, plus deeded basement storage and two dedicated parking spaces. Enjoy the convenience of living in a professionally managed association with a live-in superintendent. The association fee covers heat, hot water, and access to fantastic amenities, including a renovated pool deck, on-site laundry rooms on every floor, guest parking, and pet-friendly policies.
"OPPORTUNITY KNOCKS"....WHY RENT WHEN YOU CAN OWN IN CHESTNUT HILL!!!.... LOVELY SUNNY 1 BEDROOM CONDO NOW BEING USED AS A 2 BEDROOM OR SECOND BEDROOM COULD BE USED AS AN OFFICE/ DEN... NICE OPEN UPDATED KITCHEN WITH STAINLESS STEEL APPLIANCES ... GOOD CLOSET SPACE... .WALKING DISTANCE TO THE #60 BUS", MALLS,"THE SQUARE" AND WEGMANS, "THE STREET" FOR SHOPPING AND RESTAURANTS..ABOUT A 10 MINUTE WALK TO THE CHESTNUT HILL "GREENLINE T" STATION." ..CONDO PUBLIC AREAS WERE RENOVATED.. 2 SWIMMING POOLS...NO PETS..CARPORT PKG SPACE # 65
Wonderful opportunity for builder or end user. 3 bedrooms, 2.5 bathrooms, large livingroom with fireplace, diningroom, kitchen and large family room. Beautiful landscaped yard. C/A, Spaulding elementary school and Newton South HS.
Desirable Broadlawn Park in Chestnut Hill! This sunny, corner, front-facing two-bedroom condo offers a spacious living and dining area, polished parquet floors, and a granite/tile bath. A new sliding door opens to the balcony, filling the home with natural light. Enjoy two deeded parking spaces, extra caged storage, and abundant closet space. The building provides an elevator, central air, laundry facilities, professional management, guest parking, and a sparkling pool surrounded by beautifully maintained grounds. Condo fee includes heat and hot water. Perfectly located on the Brookline/Newton line, just minutes to Wegman’s, Chestnut Hill Plaza & Mall, major routes (9 & 128), public transportation, and the Medical Area. Don’t miss this opportunity to own in one of Chestnut Hill’s most sought-after communities—schedule your showing today! Please note: no showings on Fridays after 4:30 PM or on Saturdays.
Chestnut Hill, Brookline. Designed in 1905 by Chapman & Frazer, this Spanish Colonial estate unites house and garden across approx 1.3 acres. About 9,400 sq ft on four finished levels with 8 beds and 6.5 baths. Chef’s kitchen with oversized island, walk-in pantry, and pro appliances opens to dining and a stone terrace. Formal living and dining pair with a quiet library and a large family room. The serene primary suite offers a spa bath and custom dressing closets. Upper levels add flexible rooms for guests, work, and play. The finished lower level provides media, fitness, recreation, and storage. Courtyards, terraces, and defined garden rooms create a private setting. Historic 1906 Chapman & Frazer auto house. Within the Chestnut Hill North Local Historic District and contributing to the Chestnut Hill National Register District. Near Boston College, The Street, Chestnut Hill Mall, Wegmans, the Green Line, and Longwood Medical. First time available in more than 30 years.
This sprawling condominium with 16th floor awe-inspiring views is truly a rare find at the Towers of Chestnut Hill. This corner unit showcases wonderful space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. Truly panoramic unobstructed views from every room allow the perfect backdrop for entertaining. From the moment you drive up to the circular drive, the Towers offers the ultimate in privacy, service and luxury. The Towers of Chestnut Hill sits on 17 beautiful acres in the finest area in Chestnut Hill. 24-hour doorman underscores it all. strong, healthy HOA. Solid investment.

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%.