Brookline MA Real Estate & Homes for Sale

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.

Located in a prime Brookline Hills neighborhood, this sunlit Victorian home offers an unparalleled blend of charm and convenience, a stone's throw away from the newly renovated Brookline High School, field, playground, and MBTA T stop. A welcoming main foyer leads to generously sized rooms adorned with original details. The main level boasts a cozy living room, a dining room featuring a gas fireplace, and a well-appointed kitchen. Upstairs, find four bedrooms including the primary suite, accompanied by two bathrooms for added comfort. The third level presents two additional bedrooms, offering versatility as a flex study, along with another bathroom. The lower level offers endless possibilities with gym/playroom space, a workroom, ample storage, and laundry facilities. With updated systems and a newer roof, this home is move-in ready. Outside, enjoy the enchanting front porch, a tranquil garden with outdoor seating, and a convenient two-car garage.

Welcome to 285 Clinton Road, a truly remarkable residence on Brookline's Fisher Hill. This stunning colonial revival home, built at the turn of the century and designed by renowned architects Winslow and Bigelow, exudes timeless elegance and architectural grandeur. Step inside to discover an awe-inspiring interior, highlighted by a breathtaking staircase, soaring ceilings, and exquisite moldings that showcase the meticulous craftsmanship of a bygone era. The first floor presents a stunning renovated kitchen with center island, a gracious living and dining room both adorned with a fireplace, and a captivating step-down family room also featuring a fireplace, there is also a half bath on this floor. With 6 bedrooms and 3.5 bathrooms, including a primary suite with an en-suite bath and a second floor family room/bedroom with access to a stunning terrace. There is a two car garage, central air and gas heat. Close to the D and C line of the T, Washington Square and the Runkle School.

Extraordinary front facing 2 Bed/2 bath at the Brookhouse checks off all the boxes that someone would want in a condo... Sun Drenched South Facing Pond Views. The first thing you will notice is The space is perfectly laid out with hardwood floors thru out, large living & dining area, along with separated living quarters for autonomy . Unit comes with DEEDED GARAGE PARKING. Extremely well managed building which features 24 hour security, heated Olympic size pool, exercise rooms, club rooms, basket ball/tennis courts. grill areas. A++ Location across the street is the Trolly D&E Greenline, walk to Longwood Medical area, easy access to route 9, Mass Pike, & Boston.

Welcome to 221 Gardner Road, a contemporary masterpiece offering a haven of modern living nestled in the heart of Brookline.This stunning new construction home was built to elevate your living experience. Offering 5 bedrooms and 5.5 bathrooms, the versatile layout offers expansive windows throughout allowing a flood of natural light to shine through.The stunning chef's kitchen with ample storage and pantry opens to a dining area and family room with fireplace all with access to an exterior deck and fenced in backyard.The living room with large windows and access to the yard is great for entertaining.The first-floor also offers a bedroom/office. The second floor features a primary bedroom with spa-like tiled bath and large walk-in closet. There are 3 additional bedrooms with en-suite baths along with a laundry room and lounge area. The lower level mudroom is accessed from the 3 car garage. Every detail of this home has been meticulously curated to exceed your expectations!

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.

Welcome to 14 Bowker St ~ A unique 2-family opportunity with endless potential on a tree lined street in the heart of Brookline Village. Family-owned since 1971, this property spans 2539 sqft across 3 levels w/ 4 generous bedrooms, 2 bathrooms, private yard & exclusive driveway. Upon entering, you're greeted by soaring 9ft+ ceilings, hardwood floors, and an abundance of natural light enhancing the living spaces. The existing layout includes 2 kitchen areas, front and rear stairs & an unfinished basement w/ almost 8ft ceilings ideal for expansion. Additional features include a new oil tank, new electric panel, newer water heater, siding replaced in 2019 & windows in 2009. Moments away from the amenities of Brookline Village including dining, shopping & cultural attractions. Minutes to Longwood Medical area, multiple MBTA Green D Line stops, and Route 9.14 Bowker offers a rare opportunity for discerning buyers seeking to establish themselves in this highly coveted neighborhood.

Spacious 2 bedroom 1 bath unit next to Coolidge Corner - 6th floor - Dog/Cat friendly!! Bright & sunny, hardwood floors, Renovated kitchen granite counters & stainless appliances; On site laundry room, 2 elevators, common roof-decks with amazing views! Walk to the many restaurants, bakery , and shops of Coolidge Corner, Bike to Longwood or take the T downtown with the C-line right at your front doorstep!

Discover the spacious charm of this hilltop condo nestled in the heart of Brookline. Boasting 2 bedrooms, 2 bathrooms, and generous outdoor space, this recently updated and well-maintained unit offers a comfortable and inviting living experience. Step inside your private entrance to find newly refinished hardwood flooring, stainless steel appliances, and a freshly painted home. Stay cozy with central A/C and enjoy the ambiance of a working fireplace during chilly seasons, all while soaking in abundant natural light. The open kitchen/dining layout makes entertaining a breeze, complemented by two private patios and outdoor storage for added convenience.With extra storage in the main building and 2 deeded parking spots just steps away, you'll have plenty of space for your belongings. Nestled in Coolidge Corner, you'll be close to restaurants, shops, the green line, Corey Hill Park and playground and more. Don't miss your chance to make this peaceful retreat home.

Stunning renovations, spacious 4bd, 4 1/2bth condo resulting in impeccably appointed Single-Level-Living. Situated on the 1st flr of a charming brownstone, it enjoys an abundance of natural light from all 4 sides. The open floor plan seamlessly blends the living and dining areas, showcasing timeless elegance and providing an ideal space for both everyday living and entertaining. Crafted to the highest standards, this residence boasts state-of-the-art engineering systems, HVAC, electric, and plumbing, as well as wide plank white oak floors throughout. The custom kitchen, by Scandia, features quartz countertops, along with integrated sleek Thermador appliances. A butler's pantry adds convenience with 2nd sink & dishwasher, wine cooler.The primary bedroom offers walk-in closets and heated floors in the spa like bath, while all bedrooms enjoy their own ensuite bathrooms. Adding to the allure of this upscale home is its proximity to Coolidge Corner, Boston, all within walking distance.

Located conveniently between Brookline Village and Coolidge Corner, this spacious 1,356 SF 4-bedroom unit blends classic charm with practical features. Currently a rental, it offers a great opportunity for customization in a prime location. The renovated eat-in kitchen is bright with large windows, providing abundant natural light. Despite some signs of wear, features like hardwood floors and in-unit laundry add appeal. The dining and living areas are ideal for both daily use and entertaining. Residents enjoy a shared patio, perfect for relaxation. Recent upgrades include new electrical and modern gas heating systems with tankless hot water. Amenities like basement storage and guest parking enhance convenience. This unit is an ideal canvas for creating a personalized home in a vibrant neighborhood. *photos were taken before the current tenants moved in.

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!

A charming retreat in the heart of Brookline, this three-bedroom condo is a haven filled with historic allure and modern comforts. As you enter, be greeted by the warm glow of natural light cascading through the skylight in the foyer, illuminating the elegant hardwood floors beneath your feet. Step further into the open floor plan, where the spacious living room beckons with its fireplace and natural light. Attached you will find a cheerful dining room adorned with rich wood cabinets. The study leads into an expansive kitchen, boasting modern appliances and a convenient pantry space. This condo offers three generously-sized bedrooms, including one with access to a sprawling porch overlooking the tree-lined yard. With the added convenience of roof rights, in-unit laundry and ample storage space, every aspect of daily life is effortlessly accommodated. Beyond the comfort of home, embrace the vibrant energy of Brookline, with its bustling restaurants, businesses and transit.

Step into this move-in ready 1-bed, 1-bath condo nestled in the heart of Coolidge Corner, Brookline, adjacent to Griggs Park. Enjoy the convenience of central air w/ deeded off street parking in this mid-century modern-style residence, situated within a coveted elevator building surrounded by lush grounds and managed on-site. The modern kitchen boasts granite countertops and stainless steel appliances, while the spacious bedroom accommodates a king-sized bed with ample room for additional furniture, complemented by an en suite full bathroom. With its prime location, this residence offers easy access to the Longwood medical area, downtown Boston, Cambridge, C and D MBTA green lines, schools, universities, restaurants, and more. Welcome home to effortless urban living at its finest!

SUNNY LARGE 2 BEDROOM 2 BATHS IN COOLIDGE CORNER AT 50/60 LONGWOOD...PERFECT LOCATION FOR LONGWOOD MEDICAL AREA.. nicest elevator buildings in Coolidge Corner...building features 24 hour concierge, gorgeous lobby areas, swimming pool w/ lounging patio area, and exercise room. Unit features hardwood floors, expansive balcony, central ac, open updated kitchen with Stainless steel appliances,granite counter tops, dishwasher, disposal, and great cabinet space. Lots of closets and a large storage bin in basement.A+ location near super markets, restaurants, Longwood Medical Area, C and D T stations.

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.

Welcome to luxurious Longwood Towers Penthouse, a 3 bed, 3.5 bath residence boasting 2,711 sq.ft of living space. This extraordinary condo offers a blend of historic charm and modern sophistication. This Brookline landmark stands elegantly within the Longwood Historic District, featuring 3 tastefully renovated Gothic-style brick towers. Stepping into the grand lobby, you'll be greeted by a soaring 30-foot ceiling adorned with linenfold panels, evoking a sense of classic elegance. The towers also provides onsite management to ensure every need is met. The interior features an array of opulent, custom elements. flooring showcases an elegant combination of wood, marble, hardwood, & stone/slate, adding warmth & character to the space. As a resident of Longwood Towers, you'll enjoy a host of luxurious amenities, such as valet parking, 24-hour concierge service, a fully-equipped fitness room & an inviting community room for social gatherings. Come & experience the epitome of refined living.

Introducing a beautifully GUT-RENOVATED 3-bedroom, 2-bathroom condo nestled in the heart of Brookline's prime Coolidge Corner. This spacious condo boasts a sleek modern design with top-of-the-line finishes. As you enter, you'll be greeted by stunning white oak flooring throughout & an abundance of natural sunlight.The incredible kitchen is a chef's dream, featuring gleaming quartz countertops, stainless steel appliances, custom cabinetry, & a functional island that offers plenty of space for meal preparation & entertaining. Enjoy the convenience of in-unit laundry (hook ups) & extra storage. There is c/a and the association is pet friendly. Step outside to your PRIVATE ROOF DECK, where you can relax & take in the surrounding views or entertain guests on warm evenings. PARKING available for rent. Located just minutes from an array of shops, the T, restaurants, & medical area. Don't miss out!

Magnificent estate home on one of Brookline's most beautiful residential streets.This home is not only an architectural masterpiece, but also a luxurious "home base" replete with all of the modern features one could want. Enormous first floor with period details, huge entertaining rooms, grand foyer, custom kitchen, and large family room.Covered porch, and large deck round out the entertaining space.Second floor has palatial master suite with multiple closets, fireplace, and large bathroom.Two additional en suite bedrooms round out the second floor.Large third floor with two more en suite bedrooms, and rec room. Basement is "fully loaded" with Kitchen, workout room, rec room, theater, & 2 additional bedrooms and one full bathroom. Enormous double depth garage with space for up to 6 cars. Heated floors throughout, smart house technology, and more.Beautifully landscaped on almost 1 acre with swimming pool,clay tennis court and heated driveway/walkways for snowmelt. A one of a kind home!

PRICE IMPROVEMENT! Beautiful 2 BR in much sought-after Longwood Towers. This sparkling unit offers wood floors, stainless steel appliances, granite counter tops, and in-unit washer/dryer. This full-service building provides 24/7 concierge, recently renovated gym, and function rooms. Rental valet garage parking options may be available on-site. Greenline D Train station (Longwood stop) across the street for a quick trip downtown. Right on the border of Longwood Medical Area and close to great restaurants, and other shops.

Exceptional Newer Constructed Custom Single Family in the very desired and sought-after Coolidge Corner Neighborhood. Newer home lives like a large condo townhouse. This ultra-sunny home is located on a one-way tree-lined street. This custom-built home is both magnificent and practical. Attention to detail on every aspect. This is a 5 bedroom, 5.5 bath. Features an ultra-sleek white contemporary chef's kitchen. There is a finished family rec room on the lower level. There is a 2-car detached. The entire property is surrounded by bright colorful planting in the Spring that are breathtaking. Minutes to, Longwood Medical, shopping, restaurants, Tatte, Whole Foods...school.... 95 walk score

Welcome to 14 Bowker St ~ A unique single or 2-family opportunity with endless potential on a tree lined street in the heart of Brookline Village. Family-owned since 1971, this property spans 2539 sqft across 3 levels w/ 4 generous bedrooms, 2 bathrooms, private yard & exclusive driveway. Upon entering, you're greeted by soaring 9ft+ ceilings, hardwood floors, and an abundance of natural light enhancing the living spaces. The existing layout includes 2 kitchen areas, front and rear stairs & an unfinished basement w/ almost 8ft ceilings ideal for expansion. Additional features include a new oil tank, new electric panel, newer water heater, siding replaced in 2019 & windows in 2009. Moments away from the amenities of Brookline Village including dining, shopping & cultural attractions. Minutes to Longwood Medical area, multiple MBTA Green D Line stops, and Route 9.14 Bowker offers a rare opportunity for discerning buyers seeking to establish themselves in this highly coveted neighborhood.

Welcome to 371 Walnut, where classic elegance meets modern convenience. This stately Greek Revival clapboard home was built in 1852 and meticulously renovated by the current owners with careful attention to detail. The 1st floor living room, family room and office have direct access to sunny terraces, ideal for indoor-outdoor living. The kitchen with pantry, butler's pantry, dining room, library and laundry complete this floor. The 2nd floor features a primary bedroom, ensuite spa-like bath, gracious dressing room/closet, and 4 additional bedrooms. The top floor has 2+ bedrooms, a bonus sitting room and a scenic terrace overlooking the city. The 2 car garage and a large mudroom make up the lower level. Adjacent is the 2+ bedroom carriage house - a rare option for an in-law/guest suite, studio or rental property with 2 car garage. Nestled on ~1 acre, this timeless gem is sited in Brookline's most historic area, with top restaurants, shopping, schools and transportation close nearby!