Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.
Exceptional lifestyle at The WATERWORKS RESIDENCES AT CHESTNUT HILL across from the Chestnut Hill Reservoir, This exquisitely maintained 1,437-sq' 2 bedroom, 2.5-bath residence & 620+square foot GARDEN TERRACE with 2 parking spaces offers the perfect & seamless connection between indoor luxury and the natural beauty of the surroundings.. A beautiful entry foyer opens into a spacious living room that leads to an expansive terrace, ideal for relaxing or entertaining. The open chef’s kitchen features high-end appliances, breakfast counter. The primary bedroom with ensuite bath and the second bedroom both overlooking the terrace. Amenities include concierge, fitness center, and club room/library. Ideally located near shops, restaurants, and park with sports facilities.
Welcome to 28 Westgate Road #3 — a bright and thoughtfully updated second-floor residence in one of Chestnut Hill’s most desirable and commuter-friendly locations. This well-proportioned one-bedroom home offers a smart, efficient layout with sun-filled living space and seamless flow throughout.The updated kitchen features granite countertops, modern cabinetry, and a custom-fit dishwasher, opening comfortably into the main living and dining area. Step outside to your private balcony — an ideal extension of the living space for morning coffee or evening relaxation.Significant recent improvements include a full electrical rewire and new panel (2025), providing peace of mind and long-term value. Additional highlights include deeded parking, generous closet space, and a well-maintained, professionally managed association.
Discover this well-maintained single-family ranch in one of Newton’s most sought-after neighborhoods—Chestnut Hill. Known for its tree-lined streets, top-rated schools, proximity to the Green Line, major highways, and the vibrant shops and dining of Chestnut Hill, this location offers an exceptional lifestyle with convenience and community appeal. The home provides approximately 1,500 sq ft on the main level plus finished lower-level space. Main level features hardwood floors, open living/dining area with fireplace, eat-in kitchen with stainless appliances, 4 bedrooms including primary with en-suite bath, and second full bath. Lower level includes recreation room with fireplace, home gym area, half bath, laundry, and storage—great for play, office, or media. Recent updates include a new roof (2022), patio(2023) and HVAC (2025). Move-in ready with fresh paint and thoughtful maintenance, yet offers endless potential for cosmetic upgrades, kitchen/bath renovations, or expansion.
Renovated to perfection, this 1-bedroom, 1 full bath home is completely turn-key and gorgeous! Conveniently located at Imperial Towers in Chestnut Hill, the professionally managed building offers a Concierge, heated seasonal pool, new fitness center, clubroom, library, beautiful lobby, EV charing station, extra storage and on-site management. One deeded parking spot and close to restaurants, shopping and medical area. Nothing to do but move in!
Come bring your personal touch to this sun-filled 1-bedroom, 1-bath unit at Imperial Towers in Chestnut Hill. Situated on the 8th floor this condo has a terrific view and great bones! Located in the heart of Chestnut Hill, this Concierge building features a heated seasonal pool, new fitness center, clubroom, beautiful lobby, library, EV Charging Station, extra storage and on-site management. Conveniently located near Wegmans, The Street and Chestnut Hill Mall with easy access to Boston & Longwood Medical area. Move in this Spring and enjoy summer at the pool!
Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/acoustic padded walls & a handsome family room w/custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.
Fantastic first floor corner/end unit with 2 bedrooms, 2 baths, 2-car garage parking and private storage. This home is front (west) facing, and enjoys abundant sunlight and a modern layout, with large, well-apportioned bedrooms and bathrooms. Freshly painted and with newly refinished hardwood floors, a sweeping open floor plan encompasses the foyer, kitchen, dining room, and living room. The kitchen features granite countertops and stainless appliances, with a breakfast bar, convenient for dining and entertaining. The primary bedroom is a separate wing, with en suite bath and marble walk-in shower and double sinks, and a large walk-in closet. Brand-new combi boiler heating system. 2013 professionally managed elevator building with heated garage, gym, and visitor parking. Pet-friendly. Conveniently located near vibrant shopping in the heart of Chestnut Hill near the Green D MBTA line: Chestnut Hill Square, the Shops at Chestnut Hill, Wegmans, Capital Grille, the Superlux and The Street.
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!
Fantastic value for this Chestnut Hill townhouse. Freshly painted and new carpet throughout. First floor features a galley kitchen that leads into an open concept dining/living space. Living room features a fireplace and sliding doors that open up to a private and serene deck and yard. Half bath and closet complete the first floor. Second floor features the spacious primary bedroom with ensuite bath, second bedroom and full bathroom with laundry area. Top floor has an inviting living space with vaulted ceiling, skylights and built-in desk. This open space can function as a bedroom, office, guest room, studio or family room. One parking spot, plus 24 guest spots. Entire exterior envelope has been recently renovated. Pet friendly association. Welcome home!
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.
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.
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
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.
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.
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... BOWEN, OAK HILL MIDDLE SCHOOL, NEWTON SOUTH HIGH SCHOOL. SWIMMING POOL-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.
Rare 9th-floor condo with sweeping Boston skyline views — and a private balcony to enjoy them from. The only 1-bedroom with 1.5 baths at this price point, and move-in ready. Freshly painted throughout — walls, ceilings, trim, and doors — with smooth replastered ceilings in the living room, dining room, and both baths. The open living/dining area features hardwood parquet floors and flows seamlessly to the balcony. The large bedroom offers custom closets and an en-suite bath; a separate guest half-bath adds everyday convenience rarely found in 1-bedrooms. Kitchen has granite countertops and stainless appliances. Bonus: floor plan allows simple & inexpensive conversion to 2 bedrooms and/or home office. Deeded covered parking included. Building amenities: 24-hour concierge, pool, fully renovated fitness center, and beautifully maintained common spaces. Well-managed association with strong reserves and no pending assessments. Prime Chestnut Hill location steps from The Street
First time available in over 30 years. This Spanish Colonial estate was designed in 1905 by Chapman & Frazer and sits on 1.33 acres in Chestnut Hill, Brookline, MA. Approx 9,400 sq ft across four finished levels with 8 beds and 6.5 baths. Chef's kitchen with oversized island, pro appliances, and walk-in pantry opens to dining and a stone terrace. Formal living and dining rooms, quiet library, and generous family room. Serene primary suite with marble spa bath and custom dressing closets. Flexible upper levels for guests, office, or play. Finished lower level with media, fitness, and recreation. Courtyards, terraces, and garden rooms reflect the Arts and Crafts landscape tradition. Historic 1906 Chapman & Frazer auto house, earliest documented by the firm in Brookline. Within the Chestnut Hill North Local Historic District and Chestnut Hill National Register Historic District. Near The Street, Wegmans, Chestnut Hill Reservoir, Green Line, Boston College, and Longwood Medical Area.
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.
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!
Experience luxury in this newly completed custom home by a renowned local builder. Ideally situated in the highly desirable Brookline/Chestnut Hill neighborhood, this residence offers the perfect blend of upscale living and everyday comfort. The sun splashed main level features an open & airy layout with soaring ceilings & oversized windows that fill the space with natural light. An elegant fireplaced great room flows into a chef’s kitchen featuring a large island & fully equipped butler’s pantry, ideal for entertaining. A versatile flex space serves as a private office or en-suite guest bedroom. The 2nd floor showcases a lavish primary suite with dual walk-in closets & a spa-inspired bath, plus 3 additional spacious bedrooms & 2 full baths. The expansive finished lower level includes 2 additional bedrooms, full bath & a media room, ideal for movie nights or multigenerational living. Moments from shopping & dining at The Shops at Chestnut Hill & The Street, with easy access to Rte 9.
Nearly $700k below assessed value, this 4855 sq ft colonial in one of Brookline’s most sought after neighborhoods, and on one of its most desirable and picturesque streets, is a rare find. Create tremendous value with a smart renovation, or if preferred, build new now that the demolition hold has expired.Properties in close proximity are priced from $4-12m+ range. Survey, existing condition and renovation plans are available.
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%.
