Consider our listings of homes for sale in Chestnut Hill and nearby areas.

You may filter our residential listings by specifying price ranges of houses, number of bedrooms and baths, as well as by the total square footage. Let your search for new homes for sale for Chestnut Hill begin here!

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......

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......

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......

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......

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 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......

3744 SqFt House In Chestnut Hill
	3744 SqFt House In Chestnut Hill Chestnut Hill, MA $1,679,000 Homes for Sale 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 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 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......

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......

900 SqFt House In Bowen Thompsonville
	900 SqFt House In Bowen Thompsonville Chestnut Hill, MA $1,995 Homes for Sale Hammond Pond Parkway most prominent building, embodies the very essence of luxury Chestnut Hill living. From the moment you drive up to the circular drive, 10 Hammond Pond Parkway offers the......

Private House With Fireplace
	Private House With Fireplace Chestnut Hill, MA $2,495,000 Homes for Sale Set on beautifully manicured grounds in Chestnut Hill, this stunning residence, with high ceilings, many windows, and hardwood floors, has been meticulously updated. The expansive main level......

1927 SqFt House In South Brookline
	1927 SqFt House In South Brookline Chestnut Hill, MA $965,000 Homes for Sale BROOKLINE. This expanded Cape-style home on sought-after Woodland Road boasts loads of charm, hardwood floors and Pella replacement windows. The living room with fireplace opens to the dining room......

Renovated 3-Bedroom House In Newton
	Renovated 3-Bedroom House In Newton Chestnut Hill, MA $1,150,000 Homes for Sale A rare find.. Unique two level condominium residence in a renovated brick firehouse. Open plan with a large fireplaced Living Room with a high wood-paneled ceiling. In the Living Room there is a......

780 SqFt House In Brook Farm
	780 SqFt House In Brook Farm Chestnut Hill, MA $355,000 Homes for Sale Welcome home to this affordably priced move in ready 2 bedroom and pet friendly Unit in the sought after Chestnut Village Condominiums in West Roxbury's Chestnut area! Beautiful eat in kitch with......

820 SqFt House In Bowen Thompsonville
	820 SqFt House In Bowen Thompsonville Chestnut Hill, MA $400,000 Homes for Sale Boylston Street most prominent building, embodies the very essence of luxury Chestnut Hill living. From the moment you drive up to the imposing porte-cochere, 280 Boylston offers the ultimate in......

Private House With Balcony
	Private House With Balcony Chestnut Hill, MA $2,495,000 Homes for Sale Introducing a new season of Elegance at The Farm at Chestnut Hill. Artful solution to fit a new life style in this new year. Infusing this unique corner unit of approx 2741 sq.ft,tastefully......

1311 SqFt House In Bowen Thompsonville
	1311 SqFt House In Bowen Thompsonville Chestnut Hill, MA $630,000 Homes for Sale 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......

2094 SqFt House In Commonwealth
	2094 SqFt House In Commonwealth Chestnut Hill, MA $1,875,000 Homes for Sale Exquisite and impeccable penthouse home in coveted Chestnut Hill's Whitehall building at The Waterworks. This contemporary and elegant Graham Gund masterpiece offers approximately 2094sf of living......

Luxurious Private House
	Luxurious Private House Chestnut Hill, MA $549,000 Homes for Sale The Towers of Chestnut Hill sits on 17 beautiful acres in the exceptional Village of Chestnut Hill. This updated corner/end condominium is just steps from the elevator and showcases wonderful......