Chestnut Hill MA Real Estate & Homes for Sale

Rare Chestnut Hill offering of a 4 BR,1.5BA single family home on a tree lined street between Lars Anderson Park and The Country Club, a dream location for commuters, bikers and those who enjoy the outdoors! The enclosed porch and entry foyer draw you into this welcoming home. The living room has French doors and a wall of built-ins. Pocket doors open to the dining room with custom wood panelling, built-in china cabinet and beautiful hand painted mural. Bright kitchen is functional with plenty of storage space.The sunroom is an extension of the kitchen, bringing the beauty of the private rear yard indoors! This space could be used as a family room, or dining room and has a slider to the fenced in yard, and making year round grilling easy. The 2nd floor has 4 large bedrooms, all with hardwood flooring and a full bath.The walk up attic offers potential for additional living area. Fenced in yard, off street parking, sidewalks, close to downtown Boston, Longwood, great shopping and dining!

Welcome to Chestnut Hill! This modern style 3-bedroom condo is a true gem. Best value in the town with LOW HOA $290 ! With high ceilings and sun-lit rooms, it offers a refreshing and relaxing living experience. Beautifully completed open-concept living room and kitchen layout with modern stainless-steel appliances and an island/ breakfast bar where friends and family can gather. The unit also features designer tile bath, laundry in unit, stylish floors throughout, recessed lighting throughout, private deck, walk-in closet in master bedroom. Extra designated storage space in the basement. Exclusively owned walk-up attic (600 sq.ft.) for storage or possible expansion of living area. Prime location, situated in a highly sought-after Chestnut Hill neighborhood. 5-min walking distance to Heath school. This home has easy access to major routes such as Rt 128/95, Mass Pike, MBTA bus stops.

Move right into this delightfully welcoming 2-bed, 2-bath unit with 2 parking spots in sought-after Chestnut Hill. The airy open-concept living and dining area flows seamlessly to a spacious private balcony, perfect for relaxation. Retreat to the generous primary bedroom featuring a walk-in closet and en-suite bath. The large second bedroom offers versatility as an ideal office or guest room. Additional conveniences include central air, laundry facility directly across from unit, dedicated storage, and ample guest parking. Enjoy pet-friendly living in this professionally managed building boasting an in-ground pool and lush landscaping. Ideally situated near Chestnut Hill shops & dining, downtown Boston, Newton, Brookline, Wegmans, Fitness and Medical facilities. Experience tranquility and convenience in this prime location

Modern 1 bed 1 bath condo unit in the professionally managed Broadlawn Park. Manicured landscaping, exceptionally maintained building, renovated clubhouse and inground pool. Laundry facilities, assigned off-street parking, extra storage and more. Chestnut Hill attractions and shopping malls. Easy commute to Boston. Open House: Saturday, May 4th: 11 am - 12 pm; Sunday, May 5th: 11 am - 12 pm

Completely renovated townhouse available in the heart of Chestnut Hill! Stunning kitchen equipped w/ custom cabinetry, tile backsplash, stainless steel appliances & expansive peninsula. 1st floor features open floor plan perfect for entertaining & leads out to your exclusive new paver patio offering a peaceful retreat. Dramatic foyer showcases the property elegantly w/ excellent natural lighting. 2nd floor offers versatility of bonus room that can be utilized perfectly as your primary living room or home office, along w/ spacious bedroom w/ private balcony. Massive primary suite features vaulted ceilings & beautifully designed tiled bath w/ double vanity. 4th floor offers two additional bedrooms & renovated full bath. Gleaming hardwood floors, recessed lighting, central air & garage parking w/ direct access! A stone's throw from the Chestnut Hill Mall & The Street, as well as easy access to Rt 9 & public transportation, this is the perfect blend of privacy, convenience & accessibility.

This sprawling 5-bedroom home nestled on a quiet, dead-end street in Chestnut Hill epitomizes elegance. Custom built in 2012 by the current owner, this sophisticated design includes top-notch amenities including a 2-car garage, gym, and wine room, offering the ultimate in convenience. A grand foyer leads to spacious living areas with high ceilings, abundant natural light, and exquisite finishes. The eat-in chef's kitchen is the heart of the home. It features high-end appliances, custom cabinetry, generous island and wet bar and opens to a large family room with custom woodwork and cozy fireplace. The primary suite is a luxurious retreat with a spa-like bath and two walk-in closets. Three additional bedrooms, one ensuite, and laundry room complete the 2nd floor. The 3rd floor offers a flexible space, playroom, office and full bath, while the walkout basement includes a large entertainment room, sunny home gym, 5th bedroom and bath. The quiet, relaxing backyard completes this home.

Enjoy stunning golf course views from this rarely available end-unit townhome at The Fairways in Chestnut Hill. Quietly tucked away within the community, the main level features a large bright foyer w/hardwood floors that lead to a dramatic open living/dining area with a 13-ft tray ceiling, modern fireplace w/marble surround, oversize windows and a glass slider to the expansive deck overlooking the beautiful Newton Commonwealth Golf Course. The modern, fully equipped kitchen includes granite, new appliances and a breakfast nook w/bay window views of landscaped gardens and brick patio for outdoor dining. Relax in the inviting den that can be repurposed as a bedroom. Downstairs discover the elegant primary suite w/abundant closets, slider to a private patio and luxurious master bath and dressing area. Another bedroom w/private patio, bath and large storage area complete this level. Amenities include:garage, pool, tennis, Ward School,"T," shops and restaurants.

Experience luxury living in this Tudor-style gem nestled in the prestigious Old Chestnut Hill neighborhood. With commanding views of the serene Chestnut Hill Reservoir, this home exudes elegance and comfort. Inside, discover a seamless blend of formal and informal spaces designed for comfort and entertaining. The main level features a spacious kitchen with top appliances (Wolf, Bosch, SubZero) connecting to a sunny family room with an expansive deck with reservoir views, perfect for gatherings. A sunny formal living room with wood burning fireplace, bright sunroom, and sophisticated dining room (with fireplace), complete this floor. Upstairs, there are 5 generously sized bedrooms (most with reservoir views), 3 bathrooms and ample closet space. The lower level offers a 6th bedroom or playroom, billiards room with historic speakeasy (with fireplace), office and laundry. This exemplary home is just a stone's throw from top schools, hospitals, fine dining, boutiques and transportation.

Fully renovated beautiful top floor condo with a private balcony in the wonderful Chestnut Village complex. This home has a stunning kitchen with brand new stainless steel appliances, beautiful stone countertops, new cabinets, and a stone backsplash. Throughout the condo you have luxury vinyl floors, recessed lighting, plentiful closet space, updated windows, new heating baseboards and a built-in AC. The bathroom is completely new and modern. This complex is a close drive to multiple shopping centers, restaurants, and other amenities. There are multiple parks and trails within a close vicinity. Chestnut Village offers many great amenities like an inground swimming pool, tennis courts, playground area, and in-building laundry. One parking spot included and ample visitor parking spaces are available.

A spectacular custom built home located on a private cul de sac in the highly coveted estate section of Brookline only 5 miles from downtown Boston. 120 Cabot Street is an exceptional French chateau style estate perfectly adapted to modern living. The property offers over 7,000 square feet of living space located on impeccably landscaped grounds, including a Japanese garden, patio and heated swimming pool. Beautifully appointed interiors include a grand foyer, gourmet kitchen with a butler's pantry, a stunning solarium and grand living and dining rooms with 11 foot ceilings and floor to ceiling French doors that lead to the slated outdoor terrace and manicured grounds. The luxurious primary suite is complete with newly renovated his and hers bathrooms and a hall of custom built walk-in closets. Additional features include a 4-car garage, laundry room, media room, theater, home gym, and wine cellar. Minutes from Larz Anderson Park, Brookline Reservoir, Park School, and The Country Club.

Meticulously cared for Dutch Gambrel in prestigious Chestnut Hill neighborhood showcases beautifully landscaped grounds on a gated half-acre w/ mature plantings & winding driveway. This impeccable gem displays brick, stone & timber detailing, 4 beds, 3.5 baths, all professionally designed. An elegant foyer w/ a curved staircase leads to a spacious living room w/ a marble fireplace. Adjacent sunroom, ideal as a study or media lounge. Formal dining w/ fireplace is optimal for entertaining. Kitchen w/ professional-grade appliances, teak sink & custom cabinetry. Breakfast room w/ artistic finishes & built-ins, opens to a vast stone patio. A spacious primary suite w/ dressing room & en suite bath; 3 additional bedrooms & a renovated full bath complete the 2nd level. Garden-level family room w/ wood-burning fireplace, original bar & powder room. Home gym, 2-car garage & ample storage. South-facing, light-filled home is in pristine condition w/ nearby parks, schools, restaurants & shops.

Located in Chestnut Hill, this stunning home boasts 4 beds, 2.5 baths, and a perfect blend of functionality & luxury. The kitchen, a masterpiece of design, features a grand 10-foot island equipped w/beverage drawers & a secondary dishwasher, ideal for hosting gatherings. Recently renovated in 2020, the home maximizes space on each floor. The first level showcases a sunlit dining room, a spacious living room w/ gas fireplace, a mudroom, & a private home office. The primary suite, a recent addition, offers breathtaking sunrise views, a cozy gas fireplace, & a spa-like ensuite bath. The lower level, beautifully finished, provides versatile living options, including an exercise room and a home theater area, along w/abundant storage. Situated on a large, private lot, the property boasts a professionally landscaped yard, mature trees, & a blue stone patio, perfect for outdoor gatherings. Enjoy the convenience of nearby amenities as well as easy access to the Longwood Medical Area & Boston.

Just completed stunning new construction residence with custom luxury finishes throughout in desirable Chestnut Hill Newton under $2.5 million. Professionally designed home by premier local builder features an ideal open floor plan, high ceilings, floor to ceiling windows and gorgeous outdoor spaces, offering 5 bedrooms, 5 full and 1 half baths including a main level guest suite/office with full bath and walk-in closet. Multiple living spaces on the main level provide access to large wrap-around porches, decks and patios. The oversized entertainer's kitchen includes top-of-the-line Miele appliances, a mammoth island, breakfast area, walk-in pantry, and butler's pantry with a seven-foot tall wine fridge. Bedroom level contains four large bedrooms, all with private baths including a gorgeous primary suite with fireplace, private balcony and full length walk-in closet. A stunning roof deck off top floor bonus space offers amazing views. Two car garage plus workout room on entry level.

The Chestnut Hill Reservoir provides a picturesque backdrop for this open concept, lavish one bedroom with a chef's kitchen, expansive windows & soaring ceilings. A spacious & sophisticated living/dining area offers panoramic views of the reservoir. The kitchen is equipped with a Sub-Zero, Wolf Stove, dishwasher, ample cabinet space, & a welcoming island. This thoughtfully designed home includes a sun-filled bedroom, luxurious bathroom with an enclosed glass shower, in-unit laundry, AC, & parking spot #70. The condo offers a variety of amenities: gym, function room, snow removal, landscaping, & attentive on-site staff. Living at The Waterworks combines the tranquility of Chestnut Hill with the vibrant city life, w/ downtown Boston just a short distance away. Located near the C & D lines makes it easy to access Boston's renowned restaurants, cultural attractions, Newton Centre, Coolidge Corner, & the Longwood Medical area. Find your niche in one of BOSTON's most desirable neighborhoods.

The Chestnut Hill Reservoir provides a picturesque backdrop for this open concept, lavish one bedroom with a chef's kitchen, expansive windows & soaring ceilings. A spacious & sophisticated living/dining area offers panoramic views of the reservoir. The kitchen is equipped with a Sub-Zero, Wolf Stove, dishwasher, ample cabinet space, & a welcoming island. This thoughtfully designed home includes a sun-filled bedroom, luxurious bathroom with an enclosed glass shower, in-unit laundry, AC, & parking spot #70. The condo offers a variety of amenities: gym, function room, snow removal, landscaping, & attentive on-site staff. Living at The Waterworks combines the tranquility of Chestnut Hill with the vibrant city life, w/ downtown Boston just a short distance away. Located near the C & D lines makes it easy to access Boston's renowned restaurants, cultural attractions, Newton Centre, Coolidge Corner, & the Longwood Medical area. Find your niche in one of Boston's most desirable neighborhoods.

Conveniently located in the heart of Chestnut Hill is a recently renovated 2-bedroom, 1-bathroom condo. This sunny and bright condo features hardwood floors throughout and a window in every room. The condo attributes a new modern, updated eat-in kitchen with white shaker cabinets, stone countertops, and newer stainless-steel appliances. The ample bedrooms are similar in size. The condo has so many closets! Heat, hot water, 1 deeded parking space, snow removal, and grounds are included in the condo fee. The Woodside Condominium Community features an inground pool, tennis courts, barbeque area, visitor parking laundry in building and a playground. This condo is near many options for public transportation, 51 bus and easy highway access. The condo is minutes away from so many local shops, restaurants, outdoor space and VFW Parkway! This is a gem you don't want to miss!

Recently renovated & LEAD COMPLIANT two-family home in the highly sought after Chestnut Hill area of Brookline, just across from beautiful Soule Recreation Park. First-floor unit gets tons of natural light and features 2bds/1ba, living room & separate dining room, kitchen w/ pantry and rear deck. Second-floor owner's unit has undergone extensive renovations creating a bright, airy & inviting atmosphere featuring 3bds/2ba, an enclosed front facing porch that would be perfect for a home office, kitchen w/ pantry, separate family room and office on third floor, plus rear deck. Both units have in-unit laundry, hardwood floors throughout & there is ample storage space in the basement. 2-car garage plus driveway parking for up to 3 cars. A perfect commuter location w/ Green D line located nearby & easy access to route 9 w/ routes to Longwood Medical Area, Boston or west to the Pike & route 128. Excellent location near grocery, shopping, restaurants, coffee shops & gyms! Don't miss this one!

Nestled on a picturesque street in Chestnut Hill, South Brookline, this 4 bed, 3.5-bath sanctuary blends charm with modern luxury. Renovated over 32 years, the home boasts warmth and character. Enter through the mudroom to an graceful living room with a wood mantel fireplace, flowing into a dining room and bonus room for gatherings. Kitchen offers ample counter space and a sizable table area. A half bath and home office complete the main floor. Upstairs, has four bedrooms, including an extra-large en-suite main bathroom with a walk-in closet and cathedral ceiling. A pull-down staircase leads to a full attic. The expansive lower level features a 3/4 bath, laundry, a cozy bonus room, and a large entertainment space directly accessing the sunkissed and lush yard. A private oasis with a stone patio, irrigation and plentiful storageThe rear deck is perfect for al fresco dining. Steps from the 86-acre Allendale Woods, this home offers outdoor adventures, gardening, walking trails...

Explore luxury, comfort, and convenience in South Brookline's prestigious Baker School district. This Cape-style home boasts an open floor plan with a wood-burning fireplace, a spacious kitchen that opens to a sunlit dining area and expansive deck, perfect for entertaining. It features three large bedrooms, a full bath and half bath on the main level, plus additional space on lower level including a fourth bedroom, full bath, gym, rec room, bonus room, and laundry. The large walk-up attic offers ample storage. Enjoy a two-car garage with direct home access, an outdoor grill on a natural gas line, and a wide driveway, situated on a vast 13,950 square foot Corner Lot! So much abundant space, there's room for everyone to relax and unwind in style! With easy access to the Longwood Medical Area, downtown Boston, and Chestnut Hill, this home is ideal for those desiring space and elegance in a sought-after location.

Explore the captivating architecture,elegance and charm of this Tudor residence in Chestnut Hill .Beautifully maintained and renovated to meet today's modern lifestyle .A formal living room adorned by walls of windows with scenic views of the city .A french-door opens to a balcony and screened porch. A seamless flow leading to a personal library enjoy a quiet moment overlooking lush greenery. A chef's kitchen with stainless steel appliances, custom cabinetry and dining area. An entertaining dining room complete the first floor. The main suite offer large built in cedar closets a stunning bath with double sinks , a steam shower and jacuzzi tub. The floor is radiant heat. Three additional bedrooms and full bath .Lower level walk-out has an office or exercise room. laundry, wine cellar and additional storage. This home evokes a sense of grandeur & historical richness. Hallmark of architectural design. Convenient location to Boston, Cambridge and Longwood Medical Centre.

Nestled within Chestnut Hill's esteemed estate neighborhood, this distinguished manor on a .93 acre lot exudes timeless elegance reminiscent of the French Renaissance. The layout of the main house, an architectural gem built in 1993, presents a remarkable opportunity for customization, with space well-suited for 5-6 en suite bedrooms. Meticulously maintained, the property has recently completed a significant amount of improvements including a new HVAC system, updated electrical, flooring, insulation, plumbing, and a full restoration of the roof and exterior. Additionally, the attached carriage house evokes a bygone era and offers a haven of leisure with space for recreation and relaxation. While 335 Heath beckons for revitalization, there is boundless potential. Immerse yourself in the possibilities that await within this remarkable and historic estate.

Spectacular NEW CONSTRUCTION townhouse now available in the Chestnut Hill neighborhood of Brookline! Meticulously designed 4 bed, 2.5 bath with luxury finishes. Main level boasts open concept gourmet kitchen and dining roomfeaturing a Thermador appliance package,living room with custom woodwork and fireplace,laundry room and half bath. Topfloor has three generously sized bedrooms and two full baths, including a stunning master suite with lavishbathroom and two closets. Bonus bedroom on first level perfect for an office,gym or playroom with access to garage and yard. This impeccable home truly has it all and more: two car garage, laundry room on main level, and private fenced in outdoor space with patio. Minutes to shops at Chestnut Hill Mall and The Street, easy access to Route 9,restaurants & transportation. A must see!

Spectacular NEW CONSTRUCTION townhouse with single family feel now available in the Chestnut Hill neighborhood of Brookline! Meticulously designed 4 bed, 2.5 bath with luxury finishes. Main level boasts open concept gourmet kitchen and dining roomfeaturing a Thermador appliance package,living room with custom woodwork and fireplace,laundry room and half bath. Topfloor has three generously sized bedrooms and two full baths, including a stunning master suite with lavishbathroom and two closets. Bonus bedroom on first level perfect for an office,gym or playroom with access to garage and yard. This impeccable home truly has it all and more: two car garage, laundry room on main level, and private fenced in outdoor space with patio. Minutes to shops at Chestnut Hill Mall and The Street, easy access to Route 9,restaurants & transportation. A must see!

This contemporary masterpiece in Brookline boasts solid, soundproof construction in a tranquil setting among the trees. With an open floor plan that allows for maximum customization of the space " 71 Grove features enormous picture windows that offer abundant natural light, massive living and dining areas, and a state-of-the-art custom kitchen that is sure to impress. Take advantage of 5 total bedrooms including a primary suite bathroom with a soaking tub and spacious shower. Entertain on one of two large outdoor decks complete with stone fire pit. Additional features include a balcony, two-car garage, heated driveway, and in-law suite. Take advantage of easy access to area shops and restaurants and close proximity to the Fenway area and downtown Boston. The ultimate living experience awaits.

A rare and unique opportunity to make this 1950s International Style Modern home with private tennis court your very own estate. Sited on 1.78 acres of lush grounds, mature trees, and stairs that lead to your very own secret garden. Add your own creative style to this extraordinary bucolic setting just minutes from urban amenities. Close to the Chestnut Hill D line stop,"The Street" shopping, restaurants, world renowned hospitals, and 12.7 miles to Logan Airport. Rendered photos are of the Chestnut Hill Historic approved plans. Transferable CAD plans. Buyer to do their own due diligence.