Chestnut Hill MA Real Estate & Homes for Sale

Beautifully set on lush, landscaped grounds in coveted Chestnut Hill, this phenomenal 11-room residence, with a slate roof, offers over 5,650 square feet of living space. There are five bedrooms and five full and two half renovated bathrooms. As soon as you enter, fine architectural details capture your attention with exquisite moldings, period appointments, and gorgeous oak flooring. The principal rooms on the main level are grand, which include a living room with a fireplace, a dining room with a built-in china cabinet, a stunning office/study with a fireplace and half bathroom, and a family room with a fireplace. The updated kitchen has a delightful eating area with doors opening out to the bluestone patio and beyond to the backyard setting with terraced gardens and magnificent in-ground swimming pool area. Additional highlights include a primary bedroom with two en suite bathrooms, a well-designed mudroom, and a finished lower level with direct outdoor access.

A thoughtfully renovated spacious 1,310 sq feet duplex condo w/ 3 large bedrooms, 1.5 bathrooms & parking in desirable Chestnut Hill! This condo home w/private entrance features a fully renovated kitchen w/ quartz counters, white subway tile backsplash, stylish white solid wood cabinets, stainless LG gas range w/griddle, microwave, refrigerator, dishwasher & a large open concept dining area! An in unit laundry room w/ full sized LG washer/dryer! The spacious Primary Bedroom has a huge walk in closet and two very large windows!! The updated full bath has a shower wall floor to ceiling of subway tile & a vanity w/a stylish marble top! Living room has a very large bay window that brings in streaming sunlight! There is a nice sized office area on the 1st floor by the stairs. Outside space amenities include a covered front porch as well as a rear patio for entertaining. A short stroll to Heath School & playground, & in close proximity to the D/C subway, Washington Sq & shops & restaurants!

Fabulous single family home in the Brookline Chestnut Hill/Putterham Circle area, raised ranch split level with open floor plan. Featuring double garage and driveway for four more cars, nicely maintained yard on front and backside. Has Central AC for keeping you cool in the summer and hot water baseboard for the winter days. Modern kitchen with stainless steel appliances, granite countertop with breakfast bar under the skylight. Dining room leads to a sunroom with access to the back yard. Three bedrooms on the raised level above Garage with a full bath, featuring double sink with separate tiled shower area and tub area. Basement has family living room and laundry and full bathroom. Short drive to the Baker Elementary School, Dexter Southfield School, and many other schools.

Meticulously maintained and upgraded British Tudor house in Brookline's Baker School Neighborhood. 2024 Brand new Wolf range, vent hood and built-in Microwave. Dining room has Diamond Windows and Mahogany Built-Ins. Master Suite has Renovated Bath with Double Sinks, Granite Counters, Slate Floors, a Walk-In Oversized Steam Shower and an 8'x9' Dressing Room. The 2nd Full Bath has Rain Shower and Extra Long Jacuzzi Tub. Other features include Central Air, Recessed Lighting, Crown Mold,Stained Glass, HW Flooring with Patterned Inlay Borders, 15'x24' Mahogany Deck off the Main Level, Sprinkler System, 2 Storage Areas,Laundry Room with sink and closet, Walk-Out Access to a Private Fenced 2 Level Yard, 2 Car Garage + Additional Off-Street Parking. Basement remodeled with new carpet and cherry wall panels in 2022. 3 Minutes walk to Baker school, 5 minutes to Starbucks, 6 minutes to library. Remember, the house is in the middle of a very tanquil peaceful street!!

Nestled in the heart of Chestnut Hill, this 6BD, 4.5BA c1892 home features timeless design and period detail. Architecture enhanced by bespoke details, intricate millwork, crown moldings, and 6 fireplaces. Spanning 5,689SF+, layout ideal for entertaining and modern living. Living room with FP and 3-season porch. Family room with custom built-ins, FP, and large windows. Dining room with built-ins, FP, and pantry. State-of-art kitchen with island and window-lined eat-in. Mudroom and bath complete floor. 2nd floor features primary wing with spa-like bath, en-suite bed, 2 add'l beds, full bath, and laundry. 3rd floor provides 2 beds and full bath. Basement offers ample storage. Oversized 2-car garage. Driveway snowmelt system. .67-acre lot provides peaceful setting close to city conveniences, including 'The Street', local restaurants & shops. Minutes to top public & private schools. Ideal for commuters, Green "D' line a block away. Quick access to Longwood, Boston, Cambridge, and Logan.

This expansive condo on the 12th floor boasts generously sized rooms, plenty of natural light, and a stunning Boston skyline view. Upon arrival at the impressive circular drive, The Towers offers unmatched privacy, top-notch service, and luxurious living. Revel in the fully equipped lifestyle with perks like a heated indoor pool and a newly upgraded fitness center. Enjoy premium amenities including a 24/7 doorman for added convenience. Situated mere minutes from Longwood, Back Bay, Beacon Hill, South End, and Coolidge Corner, this property also comes with a dedicated garage parking space.

Breathtaking modern Chestnut Hill gem, masterfully transformed by Arco Design and Build, Newton's premier design/build firm! Bathed in natural light and high-end finishes, it boasts an open floorplan for hosting. The kitchen, crafted by HCKitchens, features island w/ quartz waterfall countertops and sleek European cabinets. Central living areas shine with gleaming hardwoods and a 3-sided gas fireplace, complemented by a new half bath. A well-appointed home office with modern sliding doors doubles as a space for overnight guests or gatherings. The primary suite includes dual closets and a beautifully renovated ensuite bath, while two additional bedrooms share another updated bathroom. The walk-out lower level hosts a spacious family room, mudroom, laundry, and second half bath. Extensive hardscaping and a full-length rear patio with built-in seating provides excellent outdoor entertainment space. Conveniently located ~1 mi from The Shops/Rt.9, <2 mi to the train, and <5 mi to Longwood.

Rarely available, at Imperial Towers. Spacious 3 bedroom 2 bath corner unit. 1,920 sq feet with 2 deeded parking spaces, 1 indoor and 1 outdoor. Fully amenitized living. 24 hour doorman, 24/7 concierge, clubroom, gym, heated outdoor pool. In the heart of Chestnut Hill. Large open floor plan. Primary bedroom with ensuite bathroom and walk in closet accommodates generous furnishings. 2 additional bedrooms are spacious with ample storage. 3rd bedroom easily converted to library or den. Limitless dining and shopping options. Close proximity to Capitol Grill, Bloomingdales, Lifetime Fitness, Wegmans.

PICTURES COMING SOON! Welcome to the perfectly situated & gated Chestnut Hill Towers, w/easy access to Rt.9 & some of the best restaurants & shopping at Chestnut Hill Mall, The Street, & Chestnut Hill Square, within walking distance/short car ride. Unit is bright & spacious 2 bed 2 bath condo encompassing 1,285 SF & has 1 garage & 2 outdoor parking spaces. The open floorplan is great for today's living, providing the opportunity to maximize the entire space. The front hallway has double closets, a full bathroom w/tub & shower, laundry room, & leads into the open living & family room w/oversized windows. The dining room is open to the kitchen, which has tile flooring, granite countertops, custom cabinets, & white appliances. Both bedrooms are on the left side of the condo, providing privacy & space from the entertaining areas. Both bedrooms have custom California Closets. Great amenities like the indoor pool, tennis court, gym & renovated lobby, 24/7 concierge, & on-site management

This stunning Chestnut Hill home underwent a recent full renovation by a local designer, where every detail was meticulously crafted to create a luxurious living space. The first level boasts a sleek and impressive kitchen with a walk-in pantry and top-of-the-line appliances, seamlessly flowing into the family room. Additionally, there's an oversized living room, dining room, screened-in porch, mudroom, and a convenient half bath on this floor. Ascending to the second level, you'll find a fabulous primary suite complete with a dreamy over-sized custom-designed walk-in closet and a stylish & Sleek bathroom. Moreover, there are two generously sized bedrooms connected by a Jack and Jill bathroom, offering both comfort and convenience.The 3rd level is home to 2 additional bedrooms and full bathroom. The lower level features a bonus space for a gym or playroom, a laundry room and lots of storage. Easy access to Cleveland circle and Chestnut Hill. A pristine offering.

Rare opportunity for investors/developers to own Chestnut Hill brick two family located near Longwood Medical area, Northeastern U, BU, BC, VA Medical Hospital and bustling shops/restaurants. Public transportation via bus 60 (Boylston/Route 9) is right outside and with close proximity to train (greenline D train). Scenic Brookline Reservoir and Jamaica Pond nearby. Both units are currently rented until 2025 and on one level with 3 bedrooms and 2 bathrooms (one bathroom has shower stall and other has bathtub). Each have a living room with fireplace, eat in kitchen with an abundance of cabinets, gas stove and dishwasher. Hardwood floors and central air conditioning. Basement has 2 washer/dryer hookups and private storage. Two car garage plus extra space in tandem for total of 4 parking. Lovely spacious landscaped rear yard, 3-season covered porch and deck. Both units rented until 2025. First showings May 14 + 15 (morning).

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. 1800+sqft 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, large living room, mud/laundry room, 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 bath. 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.

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.

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

Price Reduced! 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 home includes top-notch amenities including a 2-car garage, gym, and wine room. 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.

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.