Brookline

Neighborhood Description

Brookline is a town in Norfolk County, Massachusetts and part of the Boston metropolitan area. Brookline borders six of Boston’s neighborhoods: Fenway, Allston, Brighton, Mission Hill, Jamaica Plain and West Roxbury. The city of Newton is to the West of Brookline. Brookline was incorporated in 1705, and now consists of over 20 distinct neighborhoods.

Coolidge Corner, Brookline Village and Washington Square are retail centers bustling with restaurants and stores. Brookline is easily accessible by car, located off the highway Route 9, and by public transportation with the MBTA green line and bus system. According to 2020 United States Census, the population of the town was 63,191.

Browse listings for sale in Brookline below. Contact Us with any questions or to schedule a tour for any listing below

Active Listings

Welcome to your Luxurious Brookline residence! Located near Logwood medical area, this condo presents an attractive and spacious property, offering a blend of classic architecture and modern amenities. The living room serves as an inviting space, featuring a fireplace that adds warmth and character, while crown molding, a beamed ceiling, a high ceiling, and a vaulted ceiling contribute to an atmosphere of grandeur. A skylight allows natural light to flood the room, enhancing its appeal. The kitchen is designed for both functionality and style, boasting a kitchen bar and a large kitchen island that provide ample space for meal preparation and casual dining. High-end appliances, including a wall chimney range hood and a high-end range oven, cater to culinary enthusiasts, while a built-in refrigerator seamlessly integrates into the design. Stone countertops provide a durable and elegant surface.Parking is unmatched with 4 total spaces—2 in the garage and 2 assigned outdoors.

$2,800,000 Active

27 Newell Rd 2 Brookline, Massachusetts

6 Beds 4 Baths 3,550 SqFt

Stunning two-bedroom, two-bath home in the heart of Brookline Village, steps from the Green Line and just minutes to Longwood Medical. Surrounded by shops and restaurants, this residence combines convenience with luxury living. Featuring a fully automated valet parking system, soaring 10.5-foot ceilings, and abundant natural light, the home is designed with meticulous attention to detail. High-end finishes include Sub-Zero and Wolf appliances, custom cabinetry, and curated tile selections throughout. Flooded with sunlight and offering the best of Brookline living, Unit 403 at 58 Kent Street is a rare find. Delivery in September of 2025

$1,950,000 Active

58 Kent 403 Brookline, Massachusetts

2 Beds 2 Baths 1,060 SqFt 0.23 Acres

Imagine living in this Coolidge Corner mid-rise with all the great benefits of Brookline, and right in the city, groceries at the nearby Trader Joe’s, and other conveniences including the Green-line MBTA Subway (C-line) right out the front door, great restaurants and shops, and proximity to Longwood Medical. Upper 4th floor condo, 2-bedroom, 2-bathroom, eat-in kitchen, dining room with wet bar, living room, in-unit full-size laundry, fireplace, high ceilings, private balcony, garage parking, central AC. The primary suite has a walk-in closet, double vanity, and oversized bedroom. Newer heat pump and AC, newer hot water heater, newer flooring in the living/dining and bedrooms. Live in the unit the way it currently is, or bring your vision and take it to the next level with your own lifestyle upgrades. The association offers 24/7 concierge, two elevators, function room, professional mgt. Walk Score "walkers paradise" 96, Transit Score 77, Biker's paradise 90.

$949,000 Active

1265 Beacon 404 Brookline, Massachusetts

2 Beds 2 Baths 1,244 SqFt

Welcome to The Atrium, a Coolidge Corner professionally managed building with a 24-hour concierge service. This sixth-floor 2 bedroom, 2 bath condominium features an open floor plan, high ceilings, central air, updated kitchen, baths, mechanicals and in-unit washer/dryer. The living room offers a fireplace, a private large deck, and direct connection to the dining room. The primary bedroom is oversized with a renovated en-suite bath, walk-in closet, and a private balcony. The spacious second bedroom offers a large closet and adjacent full bath. The unit includes 2 deeded garage parking spaces and a private storage. Convenient Brookline location near shops, restaurants, Trader Joe’s, Green Line T, Downtown Boston, Cambridge, Longwood Medical Area, and area colleges and universities. Must see!

$1,449,000 Active

1265 Beacon 601 Brookline, Massachusetts

2 Beds 2 Baths 1,382 SqFt

REGENCY PARK! Watch the sunset from this stunning 2 bed penthouse condominium in the highly sought-after modern, hi-rise luxury elevator building, Regency Park! This building is freshly renovated, and you can enjoy sunny, south-west sparkling Reservoir water views from the 15th floor! Optimally located at the foot of Fisher Hill, between Washington Sq and Dean Park, this condominium offers a wonderful opportunity to experience elevated living in a desirable location. Ascending to the fifteenth floor, there is a sense of privacy and tranquility high above the bustle of the city. The sumptuous living area provides a comfortable environment, with natural light enhancing the ambiance, especially within the two bedrooms, which offer calm retreats for rest and rejuvenation. Residents enjoy 24 hour concierge, indoor pool, fitness center, ping-pong, roof deck and garage parking. Steps away from Green line "T", restaurants, coffee shops, banks, tennis/pickleball. Easy access to all major routes

$1,290,000 Active

1731 Beacon St 1502 Brookline, Massachusetts

2 Beds 2 Baths 1,263 SqFt

Incredible opportunity with this exceptional two-family home offering over 4,112 sq. ft. of living space, combining comfort and rental potential. Unit 1 features a newly renovated kitchen, one and a half baths with washer/dryer, 2 spacious bedrooms, and a sunroom perfect for a home office. The full basement offers expansion possibilities. Unit 2 is a renovated upper two-level home with 5 bedrooms and 2 offices. The open floor plan is filled with natural light, featuring a cozy living room with a gas fireplace and a chef’s kitchen equipped with a six-burner Wolf stove and Sub Zero refrigerator. The top floor includes a primary suite with en suite bath and private porch, plus 3 additional bedrooms, an updated bathroom, and laundry. Ample parking includes a finished two-car garage and 6 outdoor spaces. Enjoy your private patio or nearby Eliot Park, which features playgrounds, sports courts, and walking paths. Conveniently located near Roland Hayes School and public transportation.

$2,800,000 Active

30 Ackers Avenue Brookline, Massachusetts

7 Beds 5 Baths 4,112 SqFt 0.15 Acres

Spacious modern 2 bed/2 bath condo with gorgeous views overlooking Leverett Pond and Olmsted Park! Open floor plan, Enclosed balcony for extra bonus space, Equally large bedrooms, Master bedroom suite with bath and dressing room, Central A/C, 24 hr. security, On-site management office, Prime garage parking space in same building, Top notch amenities include: fully equipped fitness center with cardio/weight/aerobic rooms, steam/sauna, heated outdoor swimming pool, tennis & basketball courts, golf putting area, ping pong tables, barbecue areas, herb garden, resident lounge with WiFi, Convenient to bus, D & E train lines, shops, restaurants, Longwood Medical Area, Downtown Boston, and Cambridge. Enjoy the beautiful nature that surrounds the building with walking/running/bike paths around Leverett Pond. Totally renovated in 2018.

$880,000 Active

33 Pond Ave 919 Brookline, Massachusetts

2 Beds 2 Baths 1,270 SqFt

Step into this sunny and spacious top-floor, end-unit condo in a popular 2003 elevator building in the heart of Coolidge Corner. This 2-bedroom, 2-bath home features an open-concept layout perfect for easy entertaining, with a granite and stainless-steel kitchen that flows into the generous living and dining areas. Oak floors, crown moldings, and a private balcony add warmth and character throughout.The primary suite offers a peaceful retreat with a walk-in closet and full bath. Additional highlights include in-unit laundry, central heat and A/C, and roof rights over the unit—a rare bonus. Two garage parking spaces (6 and 16) offer incredible value in this vibrant neighborhood.Just steps to the Green Line “T,” unique shops, and some of Brookline’s best restaurants, this location truly can’t be beat!

$1,043,000 Active

121 Centre St PH3 Brookline, Massachusetts

2 Beds 2 Baths 1,056 SqFt

Welcome home to this inviting 1-bedroom, 3-room condo in Brookline, MA. One of only three units in the complex, this home features its own private entrance at the back of the building, offering the privacy and feel of a single home. Step inside to find a luminous living room perfect for lounging or entertaining, a modern kitchen with granite counters and stainless steel appliances, a chic marble bathroom and the convenience of in-unit laundry with an attractive HOA fee. Situated within easy walking distance from both the C and D branches of the Green Line. Daily errands a breeze with the supermarket right next door and for recreation you will find parks, fields and tennis courts all within the immediate area. Restaurants and bars are also all around within walking distance, adding to the vibrant urban lifestyle. Given its unique combination of privacy, condition and location, this home represents a truly exceptional opportunity to enjoy Brookline living. A must see!

$474,900 Active

352 Tappan St 1 Brookline, Massachusetts

1 Beds 1 Baths 571 SqFt

Step into this sun-drenched and expansive 2 bedroom, 2 bath that lives large thanks to an open-concept design and generous windows allowing light to pour in throughout the day. The living and dining area flows seamlessly to a balcony with serene tree-top views, creating the perfect space for entertaining or everyday living. A secondary seating area provides flexibility to use the space for work, study, exercise or relaxation. Key features include a modern, well-proportioned kitchen visible from the living space, a primary suite with a private bath and ample walk-in closet space, a second bedroom or office, and hardwood floors throughout in a neutral palette ready for any decor. The private balcony offers outdoor seating and greenery-filled views, overlooking the magically peaceful Griggs Park. Located in the heart of Coolidge Corner, this home puts shops, dining, parks, and public transit within minutes.Deeded Garage Parking Space and Additional Storage Unit. Virtual Tours Available

$1,095,000 Active

80 Park St 23 Brookline, Massachusetts

2 Beds 2 Baths 1,598 SqFt

Experience the perfect blend of comfort, style, and outdoor living at 4 Cross Road. This 3BR, 2BA home on nearly 2 acres in the Hollis-Brookline school district has been thoughtfully updated, including a remodeled kitchen with granite, stainless appliances, and recessed lighting that opens to a bright cathedral-ceiling living room. Relax by the lower-level woodstove on crisp winter evenings, or enjoy gatherings around the firepit. Step outside to your personal retreat: a Trex deck, stone patio with pergola wired for a hot tub, stainless raised garden beds, and a partially fenced yard provide space to entertain, garden, and play. Recent updates include new driveway retaining walls, lighting, and expanded garden spaces. All appliances convey, including laundry, and a 2-car garage adds convenience. With fruit trees, room to roam, and top-rated schools nearby, this home offers a lifestyle of comfort, connection to nature, and effortless entertaining—move in and start enjoying!

$499,900 Active

4 Cross Road Brookline, New Hampshire

3 Beds 2 Baths 1,648 SqFt 1.85 Acres

Welcome to this charming second-floor Brownstone condo in the heart of Brookline, MA—perfect for the discerning buyer seeking style, space, and convenience. Step into a marble foyer up to Unit 2 where you'll find beautiful hardwood flooring throughout.This thoughtfully laid-out home features, 3 spacious bedrooms with ample closet space, 1 full bath and an additional 3/4 bath, Laundry area in-unit, bright eat-in kitchen with a walk-in pantry, Formal dining room with built-in and views. Family room with a wood-burning fireplace and window A/C. Private back deck—perfect for relaxing while enjoying stunning sunsets. 2 Tandem Pk Spots. 1 mini split, 2 window ac's. Waldstein Playground & Tennis Club at end of the street. T stop for the B, C, and D lines and #86 Bus to Harvard Sq. Shopping, and restaurants. This home combines classic charm with unbeatable accessibility. Schedule your showing today!

$1,189,000 Active

17 Strathmore Road 2 Brookline, Massachusetts

3 Beds 2 Baths 1,329 SqFt

Attention Developers and owner-users looking to build their dream homes! Rarely available opportunity to purchase an approved development (seller is open to deliver within weeks with permit in hand) site in the heart of Coolidge Corner Brookline, Greater Boston's most desirable location for new luxury condos. Masterfully designed by one of Brookline's most respected architects, this site allows for the new construction of two stunning townhouses, each with two-car garage parking and private elevator and expansive layout of 3 bedrooms and 3.5 baths, plus the conversion of an existing building into a third free-standing luxury studio condo. Beautifully set off Harvard Street, allowing easy access to Brookline's best shops, dining, and the MBTA Greenline for a short ride to Boston. Priced to sell. Can be delivered with permit - approved plans are available for review.

$3,350,000 Active

12 Williams Brookline, Massachusetts

6 Beds 7 Baths 5,158 SqFt 0.13 Acres

Beautiful sunny spacious one bedrooms with 1.5 baths available for sale in the most elegant luxury buildings in Coolidge Corner! Great floor plan with open kitchen w/breakfast bar, large living room that allows you to step outside to an expansive balcony with spectacular views of downtown Boston. Unit also features hardwood floors, lots of closet space both living room and bedroom has a walk in closet, central AC, extra storage bin in basement, and a stand alone garage parking! Building features 24 concierge, swimming pool, gym and beautifully updated lobby/common area. Conveniently located with easy access to C&D lines, downtown Boston and Longwood medical area. GARAGE PARKING SPOT! Excellent for homeowner or investor. SEPARATE GARAGE PARKING SPACE IN THE BUILDING. ITS RARE TO HAVE A STAND ALONE SPOT #94.

$665,000 Active

50 Longwood Ave 712 Brookline, Massachusetts

1 Beds 2 Baths 950 SqFt

Stunning, elegant built in 2015 condo! The sunny floor through unit offers open layout, direct elevator into the unit from garage parking.Three bedrooms, two full bathrooms, a spacious open living room with wall of windows and gas fireplace. Dining room that fits full size dining table is perfect for Holidays and Family Dinners. You will enjoy cooking in this beautifully appointed kitchen with SS appliances, six burner gas range, oversized professional-grade hood, lot’s of counter space and large island. Oversized primary bedroom has walk-in closet, wall of custom built closet cabinets! Large primary bath has heated floors, double vanity and steam shower. Hydro central heating and A/C system with two control zones. Pre-wired for entertainment sound system. Private stone patio, two exclusive parking spots, guest parking. Close to D-line Stop, Brookline High School, Lincoln Elementary School, Boylston Street playground, Brookline Village, Longwood Medical.

$1,599,000 Active

60 Cameron Street 2 Brookline, Massachusetts

3 Beds 2 Baths 1,448 SqFt

This elegant Chateauesque townhome was originally built circa 1890 & has been gut-renovated to its full grandeur! Open up to a gorgeous foyer, with rich woodworking and black walnut hardwood floors. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chefs kitchen boasts custom cabinetry, intentionally designed for functionality and style. Sparkling white marble countertops and top-of-the-line stainless steel appliances finish the space. Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace and mantle. Spanning 3 floors, 4 spacious bedrooms each come with ample closet space. There are 2 bedrooms with en-suite bathrooms, all fitted with marble tiles & mosaic designs. The private elevator runs thru the entire building, that will bring you to every level of your new home.The location is highly sought after, just steps to the supermarket, restaurants, cafes, the T, & Coolidge Corner, Longwood, etc.

$2,299,000 Active

324 Tappan Street 1 Brookline, Massachusetts

4 Beds 4 Baths 1,920 SqFt 0.16 Acres

Run don't walk, for sale by owner, brokers welcome. Nestled on tree-lined Bonad Road in Chestnut Hill, this gracious 3-bed, 2.5-bath home blends historic charm with modern updates in a coveted architectural district. Enjoy classic New England surroundings with easy access to Boston and hospitals. Inside, hardwood floors, working fireplaces, and an updated kitchen with island seating offer both comfort and function. Upstairs features three bedrooms, including a primary suite with a private bath, plus a versatile room, ideal for a home office or nursery. The finished basement includes laundry and bonus living space; ideal for a gym, office, or media room. Outdoor highlights include a fenced backyard, enclosed porch, and open deck. Minutes from Boston College, The Street Chestnut Hill, and scenic spots like Hammond Pond. Top-rated schools, including Edith C Baker School, nearby. A rare opportunity to enjoy timeless style and everyday convenience in a sought-after neighborhood.

$1,750,000 Active

170 Bonad Road Brookline, Massachusetts

3 Beds 3 Baths 1,785 SqFt 0.11 Acres

Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes condo sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 1 garage parking space and 1 exterior space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

$2,695,000 Active

12 Goodwin Place Unit 12-1 Brookline, Massachusetts

4 Beds 4 Baths 3,381 SqFt

Located on a tree-lined street in the heart of Washington Square is a 1.5-bedroom, 1-bathroom ground-level condominium. This sunny, bright condo features hardwood floors and a recently renovated kitchen with new appliances. This property is very unique it has private entry to your spacious condo. It also has a private laundry room deeded to the unit and a huge bonus private stage room next to the unit. The condo fee is low and includes Heat, hot water, gas, and master insurance. This property is near so many local parks, restaurants, grocery stores, and Star Market. This location is a commuter's dream, nestled between the C and D trains with easy access to the Highway! This is a gem you don’t want to miss!

$449,000 Active

20 Claflin Rd A Brookline, Massachusetts

1 Beds 1 Baths 557 SqFt

Located between Coolidge Corner & Longwood Medical, 50-60 Longwood Ave. in Brookline offers ease of living to residents including garage parking, concierge, on-site management, common laundry, elevator access from the garage up, large fitness center and outdoor seasonal pool. Unit 403 is a 935 SF one bedroom w/1.5 baths, a large balcony overlooking the pool and courtyard, ample storage (6 closets & private storage closet), and a tandem parking spot conveniently located near the building entrance. The large bedroom offers an en-suite bathroom, walk-in closet and 2 additional closets within. A half bath is conveniently located near the entrance of the home for guests. Parking spot 110 is included with the sale. This large, one bedroom home is priced to allow the next owner to make updates according to their personal preferences.

$615,000 Active

60 Longwood Ave. 403 Brookline, Massachusetts

1 Beds 2 Baths 935 SqFt

Perfectly perched on 8th floor, far above the clamour of city life, this stunning 997 sq ft 2-bed condo with bamboo floors is bathed in natural sunlight all day long, offering sweeping Northeast views of the city from every window!! Open concept Living/Dining area with abundant storage space, including an enviable Walk-in closet in the Primary Bedroom. The Dining Room has been smartly reconfigured into a Second Bedrm/Office by incorporating the exterior patio into the living space. Enjoy carefree living at Brookline's most desirable Full Amenity complex. INCLUDED: 24 Hr Concierge, 4-Season Heated Swimming Pool, Garage Pkng, Guest Pkng, Designated Storage, Gym, Clubroom, Library and common RoofDeck with panoramic views! Laundry room on each floor. *Wonderful pied-a-terre for the urban or medical professional with EZ access to Longwood Hospitals. *Amid Washington Square's famous Dining Scene. Landscaped courtyard & BBQ area adjacent to Pool is the Frosting on the Cake!!

$749,900 Active

1731 Beacon St 809 Brookline, Massachusetts

2 Beds 1 Baths 997 SqFt 0.02 Acres

This beautiful FIRST FLOOR 2-bedroom, 2-bath home is a true architectural gem, blending classic details with contemporary style. Step into the spacious foyer and feel immediately at home as you enter the sun-filled living and dining area, featuring gleaming hardwood floors, soaring ceilings, and elegant crown molding.Oversized windows invite in natural light and offer views of the lush, manicured grounds—bringing a sense of calm and connection to nature throughout the home. The kitchen, freshly painted in crisp white, is both stylish and functional with granite countertops and stainless steel appliances. The generous primary suite is a quiet retreat with a large walk-in closet and a private ensuite bath. The 2nd bedroom offers flexibility for guests, a home office, or cozy reading nook. Nestled in a serene, park-like setting just minutes from the heart of Boston, this rare offering combines tranquility and convenience in one of the area's most sought-after communities. Seller credit.

$899,000 Active

30 Cumberland Avenue 3W Brookline, Massachusetts

2 Beds 2 Baths 1,246 SqFt

Elegant prewar building in the heart of the best area in vibrant Brookline surrounded by restaurants and shopping. Beautifully updated floor-through 3-4 bedroom 2 full bath with owner/architect’s custom touch everywhere! Classic detail, ceiling height, flooded with natural light , set back from street by stone paths creating privacy, city and garden views with charm from only brownstones built in this special era combined beautifully with today's lifestyle and open concept living. Three unusually large, private bedrooms with an option to have a 4th , two full baths, formal dining, inviting living room, and designer eat-in kitchen. Upgrades include central air, glamorous master bath, among many more. An inviting, enormous, private wooden deck with easy access and sized to host dinner parties for 10 al fresco. Easy direct access with one flight up from the unusually large parking space and convenient spot for short term building visitors .Across from Green Line .Sizable secure storage

$1,149,000 Active

1588 Beacon St 2 Brookline, Massachusetts

3 Beds 2 Baths 1,481 SqFt

Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhomes sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet chef’s kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared landscaped yard. Modern conveniences abound. This unit includes 1 garage parking space and 1 exterior space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, acclaimed restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

$2,695,000 Active

12 Goodwin Place Unit 12-1 Brookline, Massachusetts

4 Beds 4 Baths 3,381 SqFt

$2,195,000 Active

11 Goodwin Place Unit 11-2 Brookline, Massachusetts

4 Beds 4 Baths 2,068 SqFt

This stunning 4-bedroom, 3.5-bathroom luxury condo in Brookline offers refined living at its best. Featuring an open-concept design with expansive windows, a chef’s kitchen with top-tier appliances, and a master suite with a spa-inspired bath, this home seamlessly blends comfort and style. Convenience is at your doorstep with a dedicated laundry room, two parking spaces with electric vehicle hook-ups, and plenty of storage. Located in an exclusive neighborhood, this condo is just moments from public transit, top-tier schools, and Brookline's finest dining and shopping. A sophisticated and modern home for the discerning buyer.

$2,700,000 Active

116 Thorndike Street 1 Brookline, Massachusetts

4 Beds 4 Baths 3,000 SqFt 0.14 Acres

Tucked away on JFK Square’s coveted Naples Road, this new construction 4,300+ sqft Coolidge Corner home offers four levels of prime living with primary and two junior suites, office/gym spaces, attached garage, walk-out finished lower level, and garden party-worthy deck and private yard. A grand dual fireplace connects the dining and living rooms, flowing into a custom kitchen with Thermador in-wall ovens and hooded cooktop, brass accents, and a 4” Neolith waterfall island with prep sink and seating. Nestled upstairs find custom tiled ensuite bathrooms and laundry accompany spacious bedrooms, while the primary suite features a walk-in closet, double vanity, heated floors, commode closet, shower stall, and soaking tub. The finished lower level includes an entertainer’s bar, family room, full bath, and bedroom/office with storage. This North Brookline location offers easy access to the local village's cafes, restaurants, grocers, shops, pubs, and transit.

$4,199,600 Active

85 Naples Rd 2 Brookline, Massachusetts

6 Beds 6 Baths 4,347 SqFt

Spectacular 5800 SqFt Colonial Revival c. 1907 with unbelievable original detail throughout, built for Leonard Rhodes, a Brookline greengrocer. Grand Foyer with Princess staircase, powder room; front to back formal living room with beamed ceiling, bow windows, fireplace w/carved maple mantel and Grueby Arts & Crafts hand-painted tile frieze. Wood panelled sunroom w stone fpl & stained glass; dining room w fireplace & pocket doors to family rm w/ tapestry wall paper w/woodland scenes, ornate ceiling lighting, fpl. Eat-in kitchen with great layout includes pantry w/laundry. On the 2nd floor, 4 bdrms and 3+ baths include a front to back primary suite, plus a sitting room. 4 additional bedrooms, cedar/storage walk-in closets, and a billiard room with a hand painted mural on the 3rd. Natural woodwork, ample closets/built-ins. 14+ room, 8BRs on a large corner lot. Close to shopping, schools, 2 MBTA lines. Sellers welcome offers with requests for buyer concessions

$2,995,000 Active

9 Downing Road Brookline, Massachusetts

8 Beds 6 Baths 5,803 SqFt 0.3 Acres

Beautifully sited across from the Brookline Reservoir, this timeless 5-bedroom brick Colonial offers classic architecture, serene water views, and multiple outdoor spaces designed for effortless living and entertaining. The main level features a front-to-back living room with fireplace, a formal dining room, and a bright white eat-in kitchen that opens to a private covered deck. A spacious den opens to a second patio, offering flexibility for a home office, playroom, or casual lounge. Upstairs are five bedrooms, including a tranquil primary suite with walk-in closet, en suite bath, and access to a private sun deck. The partially finished lower level offers versatile bonus space, laundry, and ample storage. Multiple decks and patios are nestled into the beautifully landscaped grounds, creating natural extensions of the home’s elegant interiors. A two-car attached garage, and a coveted Brookline location make this home a rare and refined offering.

$3,198,000 Active

140 Dudley St Brookline, Massachusetts

5 Beds 4 Baths 3,648 SqFt 0.33 Acres

SPECTACULAR NEW CONSTRUCTION FLOOR-THROUGH ON FABULOUS AUBURN STREET! Flooded with light from all sides, this stunning new home blends luxury, modern elegance, and functional space. It's all in the details—high ceilings, beautiful white oak floors, a fireplace, heated bathroom floors, two balconies, and a gorgeous chef’s kitchen with Thermador appliances, ample counter space, and a walk-in pantry. The condo also features direct private elevator access, two-car EV-ready garage parking, and extra storage. The primary suite offers walk-in closets, corner windows, and a spa-like bath. And the fourth bedroom is adjacent to a bathroom, both behind a pocket door, allowing it to also function flexibly as an office, den, or private guest suite. A state-of-the-art access system grants entry via code, phone, fob, or facial recognition. All this, on one of Brookline's nicest streets, just steps from everything Coolidge Corner & Brookline Village have to offer. This is premier living at its finest!

$2,795,000 Active

24 Auburn 2 Brookline, Massachusetts

4 Beds 3 Baths 1,925 SqFt

Stunning 12th-floor 1BR/1BA unit with beautiful updates and breathtaking views. This bright and airy home features a well-appointed kitchen with granite countertops, gas cooking, and nearly new (1 year old) stainless steel appliances. Gleaming refinished wood floors run throughout, adding warmth and sophistication. Enjoy sunsets and skyline views from the large private balcony, with abundant natural light pouring in through expansive picture windows. Includes 1 garage parking. Located in highly desirable Brook House, offering resort-style amenities: Olympic-size heated pool, indoor/outdoor fitness centers, tennis, basketball & pickleball courts, grilling areas, 24-hour security, and more. Ideal location just minutes from the MBTA Green Line & bus routes, across from Olmsted Park and ponds, and near shopping & dining of Brookline Village, universities, and Longwood Medical Area. Urban living at its best—don't miss this incredible opportunity!

$539,000 Active

77 Pond Avenue 1207 Brookline, Massachusetts

1 Beds 1 Baths 860 SqFt

Elegant and inviting, this beautifully renovated 2-bedroom, 2-bath condo at The Terraces blends timeless architectural character with thoughtful modern updates. High ceilings, original hardwood floors, and generous room proportions are just a few of the many details that make this home so special. Looking for a third bedroom, the flexible floor plan makes it easy to add one. An updated kitchen with quartz counters and stainless appliances leads to a private balcony—ideal for quiet mornings or evening cocktails. Enjoy the primary suite, featuring an updated and serene en-suite bath with crisp white tile and marble floors. You'll feel right at home in this sunny, well-maintained, comfortable condo. Additional amenities include one off-street parking spot, a large basement storage unit, common resident laundry, and an on-site superintendent. Perfectly situated in the heart of Brookline's Washington Square, just moments from shops, restaurants, cafes, and public transportation.

$899,000 Active

321 Tappan St 2 Brookline, Massachusetts

2 Beds 2 Baths 1,155 SqFt

Hip urban renovation in an architectural gemstone. "Richardson Romanesque-style building" Directly on the T in prime Washington Square Brookline location. Assigned parking included. Very unique property featuring high ceilings with fabulous open floor plan in the kitchen, dining and living area. Ideal for entertaining. Renovated kitchen with granite and high-end stainless appliances. Renovated bath with Carrera marble. Exposed brick and unbeatable lighting. central air. Laundry in unit. . A stroll to shopping and fabulous restaurants. Lovely wooden floors. Professionally managed building. Tree-top views. Directly on the Green "C" line. 3-D Matterport Virtual Tour available upon request.

$800,000 Active

1774 Beacon St 6 Brookline, Massachusetts

2 Beds 1 Baths 1,036 SqFt

$659,000 Active

60 Longwood Ave 302 Brookline, Massachusetts

1 Beds 2 Baths 943 SqFt

Rarely available! Two bedroom plus study, two full and one half bathroom condo located on the second floor of the Historic Longyear Mansion at Longyear at Fisher Hill, Brookline’s premiere private eight acre gated community. Unit features an open kitchen with professional appliances, a wet bar and breakfast nook. The nearly 2,300 sq ft sun drenched open floor plan has north, south and western exposures and is perfect for entertaining. Easy flow from the kitchen, to the dining room to the cozy living room with a gas fireplace. The primary suite has a private deck overlooking the pool with views of the Brookline skyline. Primary bedroom has a walk in closet and linen closet as well as large ensuite bathroom with a double vanity. Second bedroom also features an ensuite bathroom with a separate tub and shower. Plus a walk-in closet. Between the bedrooms you will find a side by side in unit laundry. Easy living with 2 garage spaces with additional storage, gatehouse and concierge services

$2,995,000 Active

120 Seaver St E201 Brookline, Massachusetts

2 Beds 3 Baths 2,292 SqFt

New Construction by a highly respected local developer. Welcome to modern luxury living in a historic neighborhood of Brookline. The Bartlett features 24 two- and three-bedroom residences that are the ultimate synergy of clean design, location, and amenities. This two-bedroom unit is appointed with Bosch appliances, 9-foot high ceilings and garage parking with EV charger available. This unit has a bright, open floor plan with easy access to a patio with lovely views. Unit 101 has two bedrooms and two full baths. Located in the heart of Washington Square and approximately 1.1 miles to Coolidge Corner, The Bartlett is close to many restaurants, shopping options, multiple “T” locations, and other public transportation. Truly a unique offering in a sought-after location.

$1,384,200 Active

45 Bartlett Crescent 101 Brookline, Massachusetts

2 Beds 2 Baths 1,091 SqFt

A rare opportunity to own a distinguished Brookline estate that seamlessly blends historic grandeur with modern luxury. Originally built in 1899 and thoughtfully renovated, this stunning residence offers 6,292 sq ft of exquisitely finished living space on an expansive 18,438 Sq Ft lot. Spread across 3 finished floors, the home features 8 bedrooms, 4 full and 3 half bathrooms, and 2 beautifully appointed kitchens—perfect for entertaining or multigenerational living. Rich architectural details, custom millwork, and premium finishes speak to the home’s timeless elegance. Two balconies offer peaceful outdoor retreats, while the fully landscaped grounds provide privacy and serenity. Wrapped in classic shaker shingles, this iconic home is a rare blend of old-world charm and modern sophistication, ideally located in one of Brookline’s most desirable neighborhoods.

$4,349,000 Active

476 Heath Street Brookline, Massachusetts

9 Beds 7 Baths 6,292 SqFt 0.42 Acres

Super Sunny one-bedroom located on the 6th floor of the highly desirable 50-60 Longwood Avenue available for purchase. The kitchen has beautiful cherry wood cabinets, Large living/dining area with enough space for an office. Step out onto your private balcony and enjoy breathtaking views of Boston and Coolidge Corner. Unit features plenty of closets, central AC, 1 tandem garage parking space and a private storage unit. Building has 24 security, swimming pool, guest parking, community room, gym and onsite management. Location is the best. Near the C and D Greenline, Longwood medical area, restaurants and super markets. Excellent for home owner or investor.

$650,000 Active

50 Longwood Ave 611 Brookline, Massachusetts

1 Beds 1 Baths 827 SqFt

Spacious and updated 2BR + study with deeded parking and private porch in prime Washington Square/Aspinwall Hill! This charming unit features high ceilings, moldings, bow windows, and decorative fireplaces. Modern kitchen with granite counters, stainless appliances, breakfast bar, and direct access to a private walk-out porch. Versatile study with built-in Murphy bed and room for a desk. Renovated primary bath, in-unit laundry, generous storage, and basement with direct bike access. Unbeatable location near C & D lines, BHS, parks, and all the shops and dining of Washington Square and Brookline Village!

$986,000 Active

12 Colbourne Crescent 1 Brookline, Massachusetts

2 Beds 2 Baths 1,094 SqFt

Tucked within the vibrant heart of Brookline’s sought-after Coolidge Corner, this two-level condominium artfully combines the refined privacy of a single-family home with the effortless ease of an established condo association. Sunlit open spaces feature a grand window bay with chandelier, refinished hardwoods, new windows and an elegantly reimagined 2018 kitchen with quartz counters, custom cabinets, glass tile backsplash, garden window, pantry and copper hardware. A custom staircase leads to the upstairs sleeping-level equipped with laundry, full bath, and two bedrooms and primary suite featuring three closets, garden views and a double-vanity en-suite bath.Step outside and find yourself immersed in the vibrant life of Coolidge Corner—cafés, bookstores, MBTA (Green C Line) and parks are just a short stroll away, making every day conveniently inspiring. This residence isn’t just a place to live; it’s a lifestyle, seamlessly woven into one of Brookline’s most desirable neighborhoods.

$1,374,000 Active

28 Parkman St 4 Brookline, Massachusetts

3 Beds 3 Baths 1,357 SqFt

Charm, convenience and functionality abound in this 2-bed 2-bath condo in Brookline Village! Airy open-concept living, high ceilings and a private deck make this modern 1st-floor home perfect for first-time buyers and investors alike. The updated kitchen has granite counters and ample storage with easy access to the back deck for morning coffee! The spacious main living area offers plenty of room for dining and living areas, plus a convenient laundry closet. A primary suite is tucked into the back of the home, with two sizable closets and an ensuite bath. The second bedroom is at the opposite end of the condo with plentiful natural light from windows on two sides. The second full bathroom has a walk-in shower and is well located between the living space and second bedroom. A huge storage closet in the basement is an added bonus!Enjoy the proximity to restaurants, shopping, schools and ease of commute with the Green Line located less than ½ mile away — it’s an A+ home in an A+ location.

$788,000 Active

58 Prince St 1 Brookline, Massachusetts

2 Beds 2 Baths 980 SqFt

Priced below Town Assessment. Over 2000 sq ft GLA. This home offers two bedrooms, two full bathrooms, large entry foyer with built-in book shelves. Living room with 9 ft ceilings height. Formal dining room with direct access to an eat-in kitchen with gas cook top and updated appliances. Primary bedroom with wall of closets, private vintage bath and access to sun room / office. Great size second bedroom and another full bath. Central Air, full size washer and dryer. Two assigned full size (not a tandem) parking spaces, two assigned large private storage rooms in the basement. This penthouse unit is overlooking Waldstein Park with playground, lawns, tennis courts and recreation areas. Walk to MBTA Green "C" and "D" lines. You will love and enjoy convenience to Washington Square and to all wonderful Brookline neighborhoods!

$1,550,000 Active

24 Dean Road 3 Brookline, Massachusetts

2 Beds 2 Baths 2,180 SqFt

Welcome to 333 Clark Road, a beautiful Colonial home situated in one of the most sought-after neighborhoods in North Brookline. Just one street away from the Green Line’s C and D branches, Runkle Elementary School, and Jean Waldstein Park, this prime location offers unparalleled convenience with easy access to schools, transit, and recreation.As you enter the home, you’re welcomed by a sun-drenched sunroom, followed by a spacious living room with a fireplace, an inviting family room, a formal dining area, and an updated chef’s kitchen—perfect for entertaining and everyday living. A charming mudroom and a half bath complete the first floor.The second level features a luxurious primary suite with two walk-in closets, and a beautiful en suite bath with radiant floor, heating. You’ll also find two additional spacious bedrooms, a full bathroom, and a dedicated home office.The third floor offers even more living space with two more bedrooms and another full bath perfect for guests.

$2,650,000 Active

333 Clark Rd Brookline, Massachusetts

5 Beds 4 Baths 3,100 SqFt 0.23 Acres

Welcome to this sunlit and spacious 2BR condo ideally located in the heart of Coolidge Corner. This front-back facing 1st-floor home offers timeless appeal w/ tall ceilings, oversized windows, and gleaming hardwood floors throughout. The inviting living room has a decorative fireplace and opens into a separate dining area, perfect for hosting friends or enjoying cozy dinners at home, while the updated kitchen features gas cooking and generous cabinetry. Both bedrooms are well-sized w/ ceiling fans and ample closet space, and the full bath includes a tiled tub and separate shower stall. Set in a professionally managed, pet-friendly brick building w/ a healthy association, this unit also includes 1 assigned off-street parking space, basement storage, manicured common courtyard, and private laundry in the building. Enjoy easy access to the T, Longwood Medical Area, shops, restaurants, the theater, and all the vibrant amenities of the neighborhood — with space to relax and entertain!

$829,500 Active

63 Babcock St B1 Brookline, Massachusetts

2 Beds 1 Baths 1,073 SqFt

Chestnut Hill- Opportunity knocks! Contractors and Builders take note. Renovate or start fresh and build your dream home. Sprawling single family brick ranch, custom built by a notable builder in 1953 for his family. Set on a beautiful flat 15,995 level lot with gracious entertainment size rooms and high ceilings. Large family room on main level with walls of glass overlooking beautiful private backyard. Enormous lower level with high ceilings. Close to Baker School, Skyline Park and Chestnut Hill shops and restaurants. Buyer to do due diligence. Sold as/is. Do not walk property without an appointment.

$1,500,000 Active

65 Lagrange Street Brookline, Massachusetts

4 Beds 3 Baths 4,084 SqFt 0.37 Acres

*Open house 8/23 Saturday at 11am to 12:30pm* Welcome to this delightful single family nestled in the heart of Pill Hill’s Historic District! Adorned with gleaming hardwood floors throughout, plenty of windows that bathe the space in natural light! Located directly across the street from Harry Downes Field, featuring athletic fields, a running track, playground, and dog park. Just beyond lies the Muddy River, part of Olmsted Parkway, that connects to Jamaica Pond. This delightful 3-bed & 1-bath home is perfect for first-time homebuyers! w/ a beautiful deck & yard that is perfect for entertaining or to let the kids/dogs run. The home is situated within the highly regarded Lincoln School district, Brookline High School and Northeastern University School of Pharmacy. Close to shops & restaurants, walking distance from the bus stop and 6 blocks away from the Green Line MBTA. Conveniently near the Longwood Medical Area—ideal for relocating medical professionals. Don’t wait!

$924,000 Active

71 Highland Rd Brookline, Massachusetts

3 Beds 1 Baths 1,000 SqFt 0.05 Acres

Gorgeous corner townhouse offers abundant natural light, privacy, and gracious living with a stunning architecturally significant curved glass wall and tremendous high ceilings. Floor-to-ceiling builtins and recessed lighting lend sophistication and charm. The bespoke kitchen with beautiful glass-front cabinetry, porcelain white farmer's sink, induction stove, and glass tile backsplash is complemented by stunning crystal blue quartzite counters. Dine al fresco outside the kitchen on the private deck with . The second floor features a skylit staircase, spacious master bedroom with custom en suite bath, two additional bedrooms and a family bath. Extra exclusive storage, in-unit laundry, and 2 exclusive parking spots. Steeped in history, The Park offers stately brick buildings with lush natural surroundings on private grounds with professional management and an on-site superintendent. In close proximity to Longwood, Brookline Village MBTA, and the Emerald Necklace. 81GlenS2.com/unbranded

$1,049,000 Active

81 Glen Road S2 Brookline, Massachusetts

3 Beds 2 Baths 1,340 SqFt

Beautiful 1 BED 1.5 BATHROOM AT 50/60 LONGWOOD. Open KITCHEN w/ STAINLESS STEEL APPLIANCES, W/ BREAKFAST BAR. CABINETS ARE OAK WOOD. LARGE WALK IN CLOSETS, HARDWOOD FLOORS THRU-OUT, CENTRAL AC. BUILDING FEATURES 24 CONCIERGE, SWIMMING POOL, CLUB ROOM, GYM, ONSITE MANAGEMENT. BUILDING IS LOCATED IN COOLIDGE CORNER, EASY WALK TO LONGWOOD MEDICAL AREA, BOTH C AND D GREENLINE, TRADER JOES, & LOTS OF PARKS.

$699,999 Active

50 Longwood Ave 518 Brookline, Massachusetts

1 Beds 2 Baths 973 SqFt

This elegant Chateauesque 1890's "Brookline Castle" has been gut-renovated to its full grandeur! The one-of-a-kind exterior stonework is a rarity in Brookline. Open up to a gorgeous foyer, with rich woodworking & black walnut hardwood floors. The kitchen & dining area features oversized windows that flood the space with natural sunlight. The chefs kitchen boasts custom cabinetry, intentionally designed for functionality & style. Sparkling white marble countertops and top-of-the-line stainless steel appliances finish the space. Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace and mantle. Spanning 3 floors, 4 spacious bedrooms, there are 2 bedrooms with en-suite bathrooms, all fitted with marble tiles & mosaic designs. The private elevator runs thru the entire building, that will bring you to every level of your new home. The location is highly sought after, just steps to the supermarket, restaurants, cafes, T-stop & Coolidge Corner & Longwood.

$2,695,000 Active

324 Tappan 2 Brookline, Massachusetts

4 Beds 4 Baths 2,045 SqFt 0.16 Acres

Beautiful 2 bed/ 2 bath corner unit at the Brook House for sale. Unit features renovated kitchen w/ Stainless steel appliances, granite counter tops, oakwood cabinets, 2 renovated bathrooms, central a/c, two car garage parking spaces (tandem) Enjoy the private balcony views of the pond. The Brook House is a full-service luxury building that has 24/7 security, onsite management, an outdoor heated Olympic style swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight room with free weights aerobic/yoga/dance/boxing room, residents lounge with WIFI, outdoor barbecue areas, tennis and basketball courts, and ping pong. It is pet friendly and has Walk/jog/bike/ paths at your door. A+ location as its steps to D and E “T” lines and many bus lines. Easy walk to Longwood medical area and many universities. Really well managed complex . Excellent investment or perfect for a home owner.

$799,999 Active

33 Pond Ave 603 Brookline, Massachusetts

2 Beds 2 Baths 1,005 SqFt

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