Use our convenient guide for finding real estate for the entire Chestnut Hill area.

Including houses, condos, duplexes, commercial real estate, land and other property opportunities.

2145 SqFt House In Chestnut Hill

2145 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,350,000
Homes for Sale
Lovely center entrance colonial on coveted Reservoir Rd. Gracious floor plan includes a large living room with fireplace, separate formal dining room, eat-in-kitchen with updated appliances, small......

810 SqFt Condo In South Brookline

810 SqFt Condo In South Brookline

Chestnut Hill, MA
$449,000
Condos for Sale
This wonderful 2 bedroom condo is located in the heart of coveted Chestnut Hill and close to shops, restaurants, a movie theater, parks and grocery stores (including Wegmans). Hammond Gardens......

7600 SqFt House In Chestnut Hill

7600 SqFt House In Chestnut Hill

Chestnut Hill, MA
$5,250,000
Homes for Sale
Located in the desirable Olde Chestnut Hill this extraordinary home offers a stunning interior with open spaces for entertaining and family living. Sited on a lush, well landscaped lot with open......

3330 SqFt House In South Brookline

3330 SqFt House In South Brookline

Chestnut Hill, MA
$1,795,000
Homes for Sale
Elegant Brick home on beautiful nearly Half-Acre Wooded Lot. Spacious Mid-Century Modern Ranch has views of the Putterham Golf Course greenway and is located in the highly sought after Chestnut......

Refinished 6-Bedroom House In Chestnut Hill

Refinished 6-Bedroom House In Chestnut Hill

Chestnut Hill, MA
$2,880,000
Homes for Sale
Spacious, spawning colonial offers welcoming foyer with original refinished wood floors, well-equipped kitchen and casual spaces for family and friends which include a family room, den, patio and......

2674 SqFt House In Chestnut Hill

2674 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,550,000
Homes for Sale
Prime Chestnut Hill location! Impressive, single family home with 5 bedrooms, 4 bathrooms and an attached, 2-car garage. This 9000+ sq.ft. lot has a beautifully maintained yard with play set and......

2700 SqFt House In Chestnut Hill

2700 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,779,000
Homes for Sale
Located in the heart of Chestnut Hill, you will have everything at your fingertips with this brand new luxurious Townhome! You will be minutes from high end shopping, grocery options,......

6996 SqFt House In South Brookline

6996 SqFt House In South Brookline

Chestnut Hill, MA
$3,650,000
Homes for Sale
Coming Late Fall 2020 this ground up new construction in Chestnut Hill sits on nearly two thirds of an acre. A fabulous family friendly floor plan with beautiful entertaining spaces and sun......

Condo In Gated Community

Condo In Gated Community

Chestnut Hill, MA
$525,000
Condos for Sale
Enjoy panoramic views of Boston and Gasson Hall Tower from this well laid out one bedroom, 1.5 bath upper level condo at The Towers of Chestnut Hill! This sunny condo features an enclosed balcony,......

Luxurious Private Condo

Luxurious Private Condo

Chestnut Hill, MA
$1,250,000
Condos for Sale
A beautifully designed 2 bed, 2 bath with private balcony and elevator access to this second floor unit at the coveted "The Hammonds". Awash in natural light, this home is tastefully finished with......

Updated 2-Bedroom Condo In Brook Farm

Updated 2-Bedroom Condo In Brook Farm

Chestnut Hill, MA
$389,000
Condos for Sale
Open Houses Saturday and Sunday 1 - 2:30 pm! Located in a well-maintained Chestnut Hill development, bordering Brookline and Newton, this updated, top-floor corner unit has two bedroom home comes......

2990 SqFt House In Bowen Thompsonville

2990 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$1,800,000
Homes for Sale
Luxury living at Hampton Place! Rarely available, 2,990 square foot two bedroom plus den residence. This fantastic unit has an open floor plan with floor to ceiling windows streaming with natural......

Renovated 2-Bedroom Condo In Bowen Thompsonville

Renovated 2-Bedroom Condo In Bowen Thompsonville

Chestnut Hill, MA
$999,000
Condos for Sale
Introducing this exceptional sunny high floor unit, located in the most sought after full-service elevator building in Chestnut Hill. The beautiful views stretch for miles, looking on to Blue Hill......

Private House With Fireplace

Private House With Fireplace

Chestnut Hill, MA
$1,680,000
Homes for Sale  NEW!
New Construction built on existing foundation in Chestnut Hill Brookline just a half mile to Edith Baker School. Consisting of 4 Bedrooms, Entertainment room, 3.5 baths featuring a Shiloh custom......

1471 SqFt House In Bowen Thompsonville

1471 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$975,000
Homes for Sale  NEW!
Seriously considering downsizing from a single family home - consider this three bedroom, two full bath unit all on one level at the Towers. This fourth floor welcoming home with gracious (11x11)......

Sophisticated Private House

Sophisticated Private House

Chestnut Hill, MA
$3,699,000
Homes for Sale  NEW!
Stunning brick colonial in desired Chestnut Hill community with over 7,000 sf of living space on 1/2 acre. Enter the grand foyer featuring marble, radiant heated floors and bridal staircase. Home......

Luxurious 1-Bedroom House In Bowen Thompsonville

Luxurious 1-Bedroom House In Bowen Thompsonville

Chestnut Hill, MA
$519,900
Homes for Sale  NEW!
The panoramic Boston skyline views of the city lights, and surrounding landscape from this commanding front-facing 10th floor welcoming condominium is breathtaking. The unit showcases wonderful......

989 SqFt House In Bowen Thompsonville

989 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$589,000
Homes for Sale  NEW!
From the moment you drive up to the imposing porte-cochere, the Towers offers the ultimate in privacy, service and luxury. The Towers of Chestnut Hill sits on 17 grand acres in the finest area in......

2272 SqFt House In Chestnut Hill

2272 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,415,000
Homes for Sale  NEW!
Exceptional two-bedroom, two and one half-bathroom condominium in a luxury elevator building at Park Place in Chestnut Hill. 2,272 square feet of living filled with light, soaring ceilings, crown......

1706 SqFt Condo In South Brookline

1706 SqFt Condo In South Brookline

Chestnut Hill, MA
$1,199,000
Condos for Sale  NEW!
Sunny and immaculate 2-bedroom condo located in a prime Chestnut Hill location. The spacious, open concept living space features extra high (9 ft) ceilings throughout. A custom-built kitchen with......

899 SqFt House In Bowen Thompsonville

899 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$525,000
Homes for Sale  NEW!
Hammond Pond Parkways most prominent building, embodies the very essence of luxury Chestnut Hill living. An opportunity like this rarely surfaces, countless options exist to create the perfect......

Updated 2-Bedroom House In Bowen Thompsonville

Updated 2-Bedroom House In Bowen Thompsonville

Chestnut Hill, MA
$735,000
Homes for Sale  NEW!
Towers of Chestnut Hill. Sunny two bedroom, two bathroom unit on the 6th floor, which has been updated over the years. Enter the foyer, leading to a large living room with custom built-in,......

Refinished 6-Bedroom House In Chestnut Hill

Refinished 6-Bedroom House In Chestnut Hill

Chestnut Hill, MA
$3,700,000
Homes for Sale  NEW!
On one of Brookline's most coveted streets, this stately brick colonial has been thoughtfully renovated for todays modern family. 6500 sq. ft. home has 6 bedrooms, 6.5 baths, hardwood floors & 3......

6945 SqFt House In Chestnut Hill

6945 SqFt House In Chestnut Hill

Chestnut Hill, MA
$5,900,000
Homes for Sale  NEW!
A true Chestnut Hill Treasure. This 1900 brick Georgian sits on an expansive & impressive piece of land. The property has been totally transformed to suit todays modern & easy lifestyle and is......

899 SqFt House In Bowen Thompsonville

899 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$475,000
Homes for Sale  NEW!
From the moment you drive up to the imposing porte-cochere, the Towers offers the ultimate in privacy, service and luxury. The Towers of Chestnut Hill sits on 17 grand acres in the finest area in......

Updated 5-Bedroom House In South Brookline

Updated 5-Bedroom House In South Brookline

Chestnut Hill, MA
$4,350,000
Homes for Sale  NEW!
A rare offering of prime location & classic design is now available on one of Chestnut Hill's most coveted roads. Situated on almost 1 acre of landscaped grounds, this beautiful 1938 brick Colonial......

820 SqFt House In Bowen Thompsonville

820 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$400,000
Homes for Sale
Group Showings - Saturday 2/15 - 2 pm - 3 pm Boylston Street most prominent building, embodies the very essence of luxury Chestnut Hill living. From the moment you drive up to the imposing......

Updated 2-Bedroom House In Bowen Thompsonville

Updated 2-Bedroom House In Bowen Thompsonville

Chestnut Hill, MA
$735,000
Homes for Sale
Towers of Chestnut Hill. Gorgeous views from this sunny, two bedroom, two bathroom unit on the 6th floor, which has been updated over the years. Enter the foyer, leading to a large living room with......

2272 SqFt House In Chestnut Hill

2272 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,415,000
Homes for Sale
Exceptional two-bedroom, two and one half-bathroom condominium in a luxury elevator building at Park Place in Chestnut Hill. 2,272 square feet of living filled with light, soaring ceilings, crown......

Private House With Balcony

Private House With Balcony

Chestnut Hill, MA
$1,149,000
Homes for Sale
Luxury living at it's finest. Move right into this well-appointed and spacious open floor plan two bed / two en-suite baths and powder room at The Waterworks. Enjoy the gourmet kitchen with a......

4677 SqFt House In South Brookline

4677 SqFt House In South Brookline

Chestnut Hill, MA
$1,999,000
Homes for Sale
This exceptional sun-filled Contemporary style five bedroom residence is set on a beautifully landscaped and private 15,996 square foot lot and features south facing walls of glass, soaring......

Restored 5-Bedroom House In Chestnut Hill

Restored 5-Bedroom House In Chestnut Hill

Chestnut Hill, MA
$2,350,000
Homes for Sale  NEW!
By appointment only. Sitting high on Chestnut Hill with views of Boston, you will find this impeccable 1895 Victorian. Lovingly restored and completely updated for modern living, this home boasts......

1060 SqFt Condo In Bowen Thompsonville

1060 SqFt Condo In Bowen Thompsonville

Chestnut Hill, MA
$499,000
Condos for Sale  NEW!
Imperial Towers unit in the heart of Chestnut Hill with 1 deeded parking space. This East facing, 3rd floor unit, has an open floor plan with an abundance of light overlooking the pool. Full......

1254 SqFt Condo In Bowen Thompsonville

1254 SqFt Condo In Bowen Thompsonville

Chestnut Hill, MA
$599,000
Condos for Sale  NEW!
The cheapest two bedroom two bathroom condo in Newton.Conveniently located in the heart of Chestnut Hill with walking distance to train,two supermarkets,chestnut Hill Mall,restaurants,medical......

3744 SqFt House In Chestnut Hill

3744 SqFt House In Chestnut Hill

Chestnut Hill, MA
$1,679,000
Homes for Sale  NEW!
Beautiful center entrance colonial in prime Chestnut Hill location. This pristine 5bed+/4.5bath home has undergone extensive renovation and updating since 2013 including an entire 2-story addition.......

2568 SqFt House In South Brookline

2568 SqFt House In South Brookline

Chestnut Hill, MA
$1,350,000
Homes for Sale  NEW!
Classic Center Entrance Georgian Colonial custom built in 1936 and maintained by the original family. The 10 room, 4 bedroom, 2-1/2 bath layout provides an excellent opportunity to update this......

1583 SqFt House In Chestnut Hill

1583 SqFt House In Chestnut Hill

Chestnut Hill, MA
$899,000
Homes for Sale  NEW!
Opportunity knocks! Sweet 3 bedroom/2 bath single family home in the desirable Heath School neighborhood. On the first floor, a bright and sunny living room leads to a large kitchen; the adjacent......

1483 SqFt Condo In Bowen Thompsonville

1483 SqFt Condo In Bowen Thompsonville

Chestnut Hill, MA
$1,195,000
Condos for Sale  NEW!
Luxury renovations of a 2 bedroom 2 baths condominium in desirable full-service Hampton Place in Chestnut Hill. This elegant condo featuresan open floor plan comfortable for living and......

4347 SqFt House In Bowen Thompsonville

4347 SqFt House In Bowen Thompsonville

Chestnut Hill, MA
$1,798,800
Homes for Sale
Enjoy all that Chestnut Hill has to offer in this luxury 5 plus bedroom 4.5 bath townhouse that feels like a single family home! You will love the chef's kitchen complete with Bosch stainless steel......

Secluded Condo With Balcony

Secluded Condo With Balcony

Chestnut Hill, MA
$1,399,000
Condos for Sale
35 Algonquin Rd is an exquisite new renovation townhouse located right by Boston College. The main floor hosts a welcoming family room with a sun-lit study room featuring wall to wall windows. The......

Chestnut Hill, MA

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