Chestnut Hill MA Real Estate & Homes for Sale

Don't miss this classic 2016 built home on nearly 1/2 acre of level, landscaped property is located in desirable Chestnut Hill. 6 Bedroom/5.5 Baths including gorgeous master with gas fireplace and luxurious master bath, plus 4 additional family bedrooms, 2 with en suite baths on the second floor. 6th Bedroom is flexible office or in-law bedroom on first floor. First floor has great flow with formal dining room and living rooms opening to kitchen/family room. French doors from the kitchen family room open to lush, landscaped, level backyard with bluestone patio. The kitchen boasts top of the line appliances, large island and walk in pantry. 3 car garage direct entry into mudroom complete this property. Unfished basement with great potential. Private and quiet neighborhood surrounded by multiple groceries, restaurants, stores, banks, postal, day care, offices, private schools, subway within walking distance.

Nestled in the prestigious Chestnut Hill neighborhood of Newton, this Brick Colonial blends vintage charm with modern sophistication. Completely gut-renovated with exterior work completed in 2016, this home exudes timeless elegance. The spacious living room boasts a tray ceiling, gas fireplace, and French door access to the backyard. Step through the charming Foyer, featuring a curved staircase adorned with stained glass decoration window, leading to the second floor. Here, you'll find the main bedroom, two additional bedrooms, and a convenient study area. Ascend to the third level, which offers three more bedrooms and a generous family room. The over 1000 sqft finished basement awaits your personal touch, whether for a home gym or additional living space. Outside, the expansive backyard at Waban Hill provides a tranquil retreat. Experience the epitome of colonial elegance in this remarkable residence, where every detail has been thoughtfully curated for refined living.

Welcome to one of Chestnut Hill's most coveted enclaves where luxury meets the perfect balance of seclusion and accessibility. This beautiful 5 bed/4 bath Tudor Revival showcases masterful craftsmanship and an array of top-tier amenities. Upon entry, the foyer sets the stage with rich wall-to-wall mahogany trim leading you into the expansive living and dining areas. The state-of-the-art chef's kitchen is a culinary dream ideal for hosting gatherings, featuring high-end appliances, ample prep spaces, a pantry and a large light-filled kitchenette. The oversized sunroom overlooks the cliff-scaped grounds, providing a tranquil and secluded retreat. Upstairs the primary suite is a sanctuary with a beautifully appointed en-suite bath. Escape to the 3rd floor offering 2 flex spaces, a bath and a cedar closet. Venture out to find you are just minutes from Newton Centre, Chestnut Hill Mall, public transportation, top-rated schools, upscale retail destinations and fine dining. Welcome home!

Located in the sought after Heath Elementary School neighborhood. Spacious, sun-splashed two level condo has a private large fenced patio with firepit and garden. This pet friendly unit abuts Little Field Park and next door Warren Playground. Updated kitchen with granite counters, stainless steel appliances and gas cooking. High ceilings, recessed lighting, abundant large windows, French doors, hardwood floors and classic detail throughout the main level. The first floor offers two bedrooms, an office/nursery, an updated full bathroom with tub/shower, formal dining room with built-in, a large living room with electric fireplace, recessed lights, covered wraparound deck. The fabulous finished lower level offers a versatile, multi-use floor plan for a family/guest or primary bedroom with a "spa" style bathroom. Loads of natural light with large windows, a glass door entrance to the private garden. Parking space directly located by entrance. Easy access to Longwood Med, Boston, Cambridge.

Nestled within charming Chestnut Hill, this 4BD, 3.5BA Colonial is situated on a .40AC lot on one of Brookline's most picturesque streets. Built in 1939, the 3,923SF home offers gracious entertaining and comfortable living. Elegant fireplace anchors the living room. Dining room with built-in cabinetry leads to sunlit kitchen. Eat-in area and paneled library with fireplace offer additional space. Spacious family room with panoramic windows provides access to backyard. Laundry and half bath complete floor. 2nd floor has 4 beds, a study, and 3 baths including a spacious primary suite. Walk-out lower level includes flexible space and storage. Attached 2-car garage. Beauty of property comes together with the maturity of the surrounding trees and the playfulness of the yard. Sought-after neighborhood close to "The Street" offering restaurants, grocery, and entertainment. Central to top public and private schools. Desirable address allows easy access to Longwood, Boston, Cambridge, or Logan.

Perched atop one of Brookline's most beautiful streets, this exquisite six bedroom, slate-roof Tudor marks the confluence of timeless elegance, modern glamour & breathtaking views. A gracious foyer leads into a spectacular living room with a hand-carved fireplace and stunning woodwork. Also on this level are a stately dining room with tray ceilings; a walnut-paneled library or family room; an inviting sunroom; and an eat-in-kitchen with lacquered Italian cabinets, modern appliances, and access to a generous deck and landscaped yard. The upstairs offers six luminous bedrooms and three full baths, including a sumptuous primary suite with a renovated bath and walk-in closets. Walk-up attic. The bright, finished walkout basement features a vintage mahogany bar, a private entrance, a half bath, and ample space for a gym or media room. Many infrastructure upgrades inc. Pella windows, newer boiler & oil tank. Premier Chestnut Hill location near public & private schools, shops, Country Club.

Elegance Personified! This beautiful sun-filled Tudor has an impressive presence, it exudes character and style. Enjoyed & lovingly cared for by the same family for over 30 years, it can now be yours! From the foyer, enter to step down Living Room w/Fireplace, formal Dining Room, Powder room, and a stunning Family Room addition w/large windows overlooking a patio & professionally landscaped grounds. Second Floor offers large primary suite w/bathroom & dressing room, additional two bedrooms w/another bath, & a special turret room which is being used an office. There is a finished lower level w/access to a 2 car garage & new driveway. Eat-in Kitchen has direct access to private patio & beautiful level yard, w/additional storage shed. Located in Chestnut Hill near vibrant shops at Putterham, close to the Chestnut Hill Mall, The Street, easy commute to Rt. 9 and I-95, Boston and Cambridge, Longwood Medical Area, and More! Located in the School Buffer zone - Baker/Heath/Lincoln/Runkle.

Be the FIRST to live in the COMPLETELY RENOVATED & NEWLY EXPANDED "Hammond House" in Olde Chestnut Hill, where c.1645 charm and craftmanship blends effortlessly with current open concept design & Smart technology. Welcome guests into a 2-story foyer. Sun filled rooms greet you at every turn. Read a book in the charming library next to the 10ft wide fireplace. With its amazing La Cornue/Miele chef's kitchen + pantry, cooking is both easy and rewarding. Entertain bountifully in the banquet size dining room or opulent Music Room. Rest peacefully in any of its 7 en-suite bedrooms, almost all corner suites w/WIC's, cathedral ceilings and individual climate controls. The massive primary bedroom boasts a romantic gas frplc, 15ft soaring ceilings, an inviting marble spa bath w/radiant heated floors, steam shower, Victoria & Albert tub & a custom dressing room. Step outside to BBQ at your outdoor kitchen, relax on your multi tiered bluestone patio or expansive lawn. EV charge in attached garage

Welcome to 264 LaGrange St., where ARCO Homes has meticulously crafted every detail. Introducing the first unit from their newest project, "On LaGrange," offering attached single-family living designed for luxury and convenience. Featuring 4 bedrooms (3 ensuite baths,) 2-car attached garage, private fenced yard, and modern, upscale finishes. The main level welcomes you with high ceilings, oversized windows, a sleek fireplace, and stunning kitchen. Upstairs, each of the 3 bedrooms enjoys an ensuite bathroom, while the primary suite offers a soaking tub and double vanity. The lower-level provides a 4th bedroom, full bathroom, and a spacious room perfect for entertainment, exercise, or office space. Conveniently located in the desirable Chestnut Hill neighborhood, "On LaGrange" is just minutes away from shops, dining, entertainment, and transportation. ARCO Homes, known for their superior craftsmanship and innovative designs, invites you to make one of their projects your next home.

Spacious Urban Oasis at The Hammondswood of Chestnut Hill.You will love this beautifully maintained, sunny, 2 bedroom plus study/den, 2 full bath and in unit W/D. This condo features 9' ceilings,crown molding & gorgeous hardwood floors throughout.The modern kitchen has stainless steel appliances,gas range,granite countertops & generous cabinet space. There are two marble bathrooms, one being ensuite in the master bedroom with plenty of closet space.There is a private ,enclosed patio off the master bedroom.This professionally managed building is close to The Street which features shops,restaurants,food shopping,transportation. There is an easy commute into Boston and to suburbs and 128 area.

Chestnut Hill Towers! An opportunity to live behind the gates. Fully amenitized living, including heated indoor lap pool, newly installed fitness center and 24-hour doorman underscore it all. 85% owner occupied, with strong, healthy HOA reserves. Solid investment. Prime Chestnut Hill location.

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.

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

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.

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.

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!

Welcome to Chestnut Hill Woods. Set far back from the street, this beautiful townhome has been meticulously maintained and is filled with natural light. Open concept first floor that is perfect for entertaining! The kitchen with stainless appliances leads to the spacious dining area & living room with fireplace. The sliding door leads out to a private deck with a view of the woods/ conservation land. A half bath completes this floor. The second floor features the primary bedroom with full bathroom, plus another large bedroom, full bathroom and laundry. Fabulous top floor loft perfect for a 3rd bedroom and office, with a vaulted ceiling and skylights. There is 1 assigned parking space plus ample visitor spaces for guests. Superb location with easy access to restaurants, shops, Wegmans, and lots of walking trails. Professionally managed condo association has just completed large building envelope project including new siding, roof, windows, decks. High owner occupancy.

Visit our Mother's Day open house, we have a special gift for all Moms! 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 sizable table area. 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 lower level features a 3/4 bath, laundry & bonus room, and a large entertainment space directly accessing the sunkissed and lush yard. A private oasis with a stone patio, irrigation and plentiful storage. 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.