Quick Brookline MA MLS Search

Browse All Brookline MA Properties for Sale

$745,000
2 Beds 1 Baths ACTIVE Status 73572944 MLS 789 SqFt.
Adjacent to the winding trails, tranquil ponds, and lush landscapes of the Emerald Necklace, Olmsted Park Condominium is a distinctive historic residence designed by Shaw & Hunnewell and completed in 1895 as the Boston Free Hospital for Women. This immaculate two-bedroom condominium is defined by dramatic scale, abundant natural light, and a wonderful connection to the surrounding greenery. Soaring 16-foot vaulted ceiling and a striking wall of windows create an impressive sense of volume throughout the living and dining area. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and sleek contemporary finishes, while bamboo flooring adds warmth and continuity throughout the home. The generous primary bedroom opens directly to a private deck—an inviting retreat for morning coffee or relaxing outdoors. A versatile second room, positioned just off the living area, offers flexibility as a guest bedroom, home office, or den. Additional highlights include an assigned parking space, elevator access, and private storage. Residents enjoy the convenience of a library, fitness room, and on-site laundry, all within a meticulously maintained historic building. A rare combination of architectural character, soaring proportions, modern updates, private outdoor space, and an exceptional natural setting, all just steps from the Emerald Necklace.

60 E Glen Road Unit 303, Brookline

$3,599,000
6 Beds 6 Baths ACTIVE Status 73570431 MLS 5,487 SqFt.
This stunning Fisher Hill home is surrounded by spectacular gardens and offers over 5,400 square feet of living space. Featuring 6 bedrooms, 5 full baths, and 1 half bath, the home welcomes you with a expansive foyer and curved staircase. The warm and inviting living room boasts floor-to-ceiling windows, a fireplace, and French doors opening to the loggia. The dining room features a fireplace and bowed window overlooking the gardens. An expansive eat-in kitchen includes a center island and upholstered seating area. A bookshelf lined family room and half bath complete the first floor.Upstairs, the grand primary suite offers a walk-in closet, en-suite bath, and shared balcony with the second bedroom. There is a second bedroom on this floor that also includes an en-suite bath and the additional additional bedrooms share a faull bath. The third floor provides extra bedrooms and ideal home office space plus there is a full bath on this floor. The third floor also offers a large walk-in closet that is perfect for additional storage..Additional highlights include a finished basement with exercise room, office, and full bath, plus a two-car garage and beautifully landscaped yard and stone patio. Ideally located for easy access to Washington Square and the C and D line of the T. Convenient to the Runkle Elementary School, Whole Foods, Trader Joes and the shops and restaurants of Coolidge Corner.

17 Chesham Road, Brookline

$839,000
3 Beds 2 Baths PRICE CHANGED Status 73568857 MLS 1,233 SqFt.
Welcome to this floor-through 3-bed, 1.5-bath condo in a classic Victorian, ideally located along Brookline’s Emerald Necklace corridor. A gracious entry foyer with a custom entryway closet provides excellent storage and leads into an oversized living room with southwest exposure and abundant natural light. Each of the 3 bedrooms features a ceiling fan, while central air conditioning provides year-round comfort throughout the home. Traveling down the hallway leads to the main bathroom which offers a double vanity, tiled shower, and soaking tub. Conveniently located off the kitchen, a guest-friendly half bath adding functionality. The eat-in kitchen features granite countertops, select stainless steel appliances, a gas range, recessed lighting, and ample storage, with space for everything from casual breakfasts to entertaining. Step outside to the exclusive-use rear deck, ideal for morning coffee or evening relaxation, with direct access to a private off-street parking space. Private basement storage and in-unit laundry add to the convenience. Property highlights include a 2019 roof, insulated windows, 100-amp electrical service, and central heating and air conditioning with individual unit control. Enjoy the best of Brookline with easy access to the shops, cafes, and restaurants of Brookline Village, as well as Olmsted Park and Jamaica Pond, both part of the historic Emerald Necklace park system. Commuters will appreciate convenient access to the Brookline Hills T stop, Route 9, Fenway, Kenmore Square, and the Longwood Medical Area. A combination of Victorian charm, an unbeatable Brookline location and the perfect time.

124 Chestnut St Unit 1, Brookline

$2,895,000
7 Beds 4 Baths ACTIVE Status 73568459 MLS 4,805 SqFt.
Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely fireplaces. A foyer opens to the living room with a curved bay window, which leads to the formal dining room, also highlighted by bay windows, and finally to an updated kitchen with a large peninsula, ample wood cabinetry, great pantry space and a laundry area. Two bedrooms plus an updated full bathroom complete this level. Upstairs is a large primary bedroom, graced by a curved bay window, with a bright adjoining sitting room offering excellent closet space. Also on this level are another bedroom and an updated full bathroom, with a pristine soaking tub. The second unit offers an eat-in kitchen with 2 adjoining pantries, living room, and unique reading nook, plus 1/2 bath on one level, and 3 bedrooms plus a full bathroom on the upper level. Generous storage space throughout both units. Recently renovated Schick Park is very close by, as well as walking paths. Close proximity to Runkle School and Brookline High. Also nearby are shops, restaurants, public transportation, Star Market and Whole Foods.

71 Addington Rd, Brookline

$629,900
1 Beds 2 Baths UNDER AGREEMENT Status 73568283 MLS 953 SqFt.
Spacious 953 sq. ft. corner residence offers 1 bedroom, 1.5 baths, and an inviting open-concept layout designed for comfortable living and entertaining. Features include laminate floors, granite countertops, stainless-steel appliances, generous closet space, and a large primary suite with a walk-in closet and private bath. Step outside to an oversized private balcony with treetop views. Deeded garage parking adds exceptional convenience. Residents of this professionally managed, pet-friendly elevator building enjoy an impressive array of amenities, including 24-hour concierge/security, an in-ground swimming pool, fitness center, community/club room, updated laundry facilities, additional storage, and on-site management. The combination of services and amenities provides the ease of full-service condo living while maintaining the comfort and privacy of home. The location is equally impressive. Situated in the heart of Coolidge Corner, the property is surrounded by an outstanding selection of restaurants, cafés, specialty shops, and everyday conveniences. Enjoy nearby Trader Joe’s, Coolidge Corner Theatre, Longwood Playground, Griggs Park – Dog Park, and Amory Park, along with easy access to neighborhood services and recreation. Multiple Green Line options provide convenient transportation to Boston and surrounding neighborhoods. At the same time, the nearby Longwood Medical and Academic Area offers exceptional access to Boston Children’s Hospital, Brigham and Women’s Hospital, Beth Israel Deaconess Medical Center, Dana-Farber Cancer Institute, and Harvard Medical School. Fenway, Back Bay, Boston, and Cambridge are also easily accessible. For buyers searching for a Brookline condo near Coolidge Corner and the Longwood Medical Area, this condo delivers the complete package: generous living space, private outdoor space, garage parking, full-service amenities, excellent transit access, and a highly walkable neighborhood. The owner-occupancy rate is 70% owner-occupied and 30 % rented.. Open Houses both Saturday and Sunday, 2:00 - 3:30.

50 Longwood Ave Unit 517, Brookline

$2,895,000
7 Beds 4 Baths ACTIVE Status 73568175 MLS 4,805 SqFt.
Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely fireplaces. A foyer opens to the living room with a curved bay window, which leads to the formal dining room, also highlighted by bay windows, and finally to an updated kitchen with a large peninsula, ample wood cabinetry, great pantry space and a laundry area. Two bedrooms plus an updated full bathroom complete this level. Upstairs is a large primary bedroom, graced by a curved bay window, with a bright adjoining sitting room offering excellent closet space. Also on this level are another bedroom and an updated full bathroom, with a pristine soaking tub. The second unit offers an eat-in kitchen with 2 adjoining pantries, living room, and unique reading nook, plus 1/2 bath on one level, and 3 bedrooms plus a full bathroom on the upper level. Generous storage space throughout both units. Recently renovated Schick Park is very close by, as well as walking paths. Close proximity to Runkle School and Brookline High. Also nearby are shops, restaurants, public transportation, Star Market and Whole Foods.

71 Addington Rd, Brookline

$3,900,000
6 Beds 5 Baths UNDER AGREEMENT Status 73566334 MLS 4,060 SqFt.
Rarely does a pristinely renovated single family home in A+ Coolidge Corner location offer a combination of space, flexibility and functionality for long term needs, peaceful outdoor living space, abundant parking, and unlimited potential. This classic colonial has curb appeal,6 bedrooms, 4.5 baths and 4060 Sq feet finished space. 7016 sq foot lot in T5 zone. 4 levels of comfortable living with room for extended family. 90 foot driveway with wide turn around. 4 car garage plus parking for 3 additional NON tandem spaces - major bonus in Brookline. Landscape graced with beautiful cherry tree. Fenced in yard offering tranquility, unusual plantings, trees, plus fire pit for gatherings. 900 sq feet by right ADU potential development in carriage house. Also, a private entry in law/office suite or rental unit for generating income. Kitchen boasts white quartz with wonderful breakfast area, lots of storage & state of art new appliances. New tiled bathrooms. All new Lennox HVAC systems, hot water tank, and rubber roof. Multiple heating zones. Refurbished slate roof, newly painted interior, mudroom, recessed lighting, refinished hardwood flooring, updated electric, and gas fireplace. Custom sauna for well being. 2 sets of washer dryers. Every daily convenience outside your door. Close to Longwood medical, Cambridge pharma and biotech. Excellent public and private schools nearby. 3000 sq ft expansion potential. Wired ring security system. Explore diverse ethnic restaurants nearby surrounded by arts and entertainment. Easy living. Endless possibilities for this unique offering, an expansive and multigenerational home for future years of enjoyment. Area rich in history. Beautiful tree lined property and area.

38 Fuller Street, Brookline

$2,700,000
6 Beds 3 Baths UNDER AGREEMENT Status 73565926 MLS 4,281 SqFt.
A compelling opportunity in Brookline’s F-1.0 Three-Family zoning district. This well-located property is currently configured as a three-family residence and offers exceptional potential for investors, developers, or an owner-occupant looking to create value in one of Brookline’s most desirable neighborhoods. Owned and loved by the same family for many decades, this distinctive property offers generous layouts, period character, multiple outdoor spaces, a 2-car garage, driveway parking, in a location that is convenient to public transportation, shops, restaurants, and neighborhood amenities. Unit 1 is a bi-level 4 bed, 2 bath residence featuring approximately 9'5" ceilings on the first floor, three fireplaces, multiple decks, generously sized bedrooms, and in-unit laundry hookup. The scale and flexibility of this unit provide an excellent foundation for future improvement and personalization. Unit 2 is a charming 1 bed, 1 bath apartment with just over 9 foot ceilings, a generous sized bedroom with: fireplace, bay window and plenty of wardrobe room. The kitchen features ample cabinetry, and gas connection for a range. A spacious bathroom with shower/tub combination add to the appeal. Unit 3, uniquely offers a flexible 1- 2 bedroom layout with plenty of character. The bedroom and living areas can be configured to accommodate different living arrangements, while an additional sitting area provides an ideal home office or flex space. For investors, the property’s three-unit configuration, substantial square footage, parking, outdoor space, and prime Brookline location create multiple avenues for maximizing the property’s potential. The existing layouts provide a strong starting point for thoughtful renovation, modernization- a canvas of limitless scope. Commuting is convenient with the 66 bus and Green Line C/D branches nearby. Additional features include basement washer/dryer hookups. 16 Harris is a rare opportunity to acquire a character-rich Brookline multifamily in a highly desirable location.

16 Harris St, Brookline

$2,999,000
4 Beds 4 Baths ACTIVE Status 73565107 MLS 3,265 SqFt.
Located on coveted Fisher Hill, this charming residence set on 14,550 square feet of beautifully landscaped grounds, offers thoughtfully designed modern updates, newer systems, and the convenience of an attached garage. The gracious main level features a welcoming living room with fireplace, formal dining room, powder room, and a chef’s eat-in kitchen featuring custom cabinetry outfitted with a Thermador gas cooktop and warming drawer, GE Monogram double ovens, two Bosch dishwashers, two sinks, and a Sub-Zero refrigerator. The kitchen opens to a spacious, sun-filled family room with skylights and direct access to the lush, private backyard. A flag stone patio and gas hookup for grilling create an ideal setting for relaxed indoor-outdoor living. The second level features a generous primary suite with a newly renovated en-suite bath, complete with luxurious heated radiant floors and a skylight, along with three generous closets. Three additional well-proportioned bedrooms with substantial closet space and a full bath complete this level. The finished lower level provides versatile flex space for a gym, office/guest accommodations, playroom/den, along with a full bath, laundry area with refrigerator/freezer, and extra storage, all with 1- car garage access and additional 2 outdoor spaces. Ideally situated near Runkle School, Brookline High School, the Longwood Medical Area, Chestnut Hill Reservoir, and the MBTA Green Line C and D branches, with easy access to nearby shops, restaurants, and Route 9.

52 Clinton Road, Brookline

$6,495,000
9 Beds 9 Baths ACTIVE Status 73564889 MLS 8,619 SqFt.
This 9-bedroom, 6 full/3 half bath residence spans 8,619 sq ft, blending timeless architectural character with thoughtful modern updates throughout. A stunning 2024-renovated kitchen with fireplace and radiant heated flooring anchors the home, complemented by a newly enclosed breezeway, cozy breakfast nook and gracious dining room with double French doors. All-new Pella windows enhance the home throughout, while refinished hardwood floors and fresh paint create a beautifully refreshed interior. Designed with both everyday living and entertaining in mind, the home features a sunken living room with direct exterior access to the solarium and screened porch, creating a seamless connection between the interior and surrounding grounds. The greenhouse conservatory has been completely reimagined with honed absolute black stone, new tile flooring, and a custom fountain, offering a truly distinctive space within the home. Generous bedroom suites and thoughtfully updated baths provide privacy and comfort throughout. A private-entrance, attached in-law/au pair suite offers exceptional flexibility for guests or staff, while an epoxy-finished garage round out the home's modern improvements. Outdoors, a stone patio extends the home's entertaining space onto the expansive, level grounds, with the rare opportunity to add a pool and create a truly exceptional indoor-outdoor setting. Minutes to the Longwood Medical Area (8–10 min), Fenway (10–15 min), Back Bay (15–20 min), and Logan Airport (20 min), with Brookline Reservoir, Fisher Hill Reservoir Park, Larz Anderson Park, and the Emerald Necklace all nearby. A short drive delivers Chestnut Hill's premier shopping, dining, Equinox, and Wegmans. A once-in-a-generation offering.

372 Warren St, Brookline

$619,000
1 Beds 1 Baths ACTIVE Status 73564879 MLS 828 SqFt.
Oversized 1 Bed condo (828 square feet) in one of Brookline's most desirable locations; situated between Coolidge Corner & Longwood. This unit boasts an expansive floor plan with a favorable layout and loads of great features. The vast layout boasts a large entryway, spacious living room with towering ceiling height and bay windows, separate dining space, PLUS a separate office nook perfect for a home office. The bedroom can comfortably fit a queen bed plus additional furniture and the separate kitchen offers comfortable space for cooking and food prep. This is a true floor-thru layout, with front to back (east to west) exposure allowing for great natural light. There is CENTRAL AIR, WASHER / DRYER in unit, dishwasher/disposal, multiple walls of exposed brick, lots of closet space, and an incredibly LOW CONDO FEE of only $223 includes heat and hot water. The building has recently replaced the roof (July 2025), upgraded the electrical service to 400AMP (August 2025), & re-pointed the exterior masonry (July 2025). No upcoming assessments or large projects planned. Built new in 1997, this unit has been incredibly well-maintained and is in excellent / turnkey condition. There is a private entrance with access to an exclusive patio and shared yard space. A+ Location! Located one block to the C Line, several blocks to the D Line, surrounded by parks, commerce, and endless dining & entertainment options. Coolidge Corner, Audubon Circle, Kenmore Square, Fenway, and Longwood all within close proximity. 88 Walk-Score. This unit will surprise you with how much natural light it receives and how open & airy it is. Do not skip this one - you will be pleasantly surprised when you see it in person.

60 Marshal St Unit 4, Brookline

$1,695,000
4 Beds 2 Baths UNDER AGREEMENT Status 73564009 MLS 1,873 SqFt.
Coolidge Corner living at its finest! Spectacularly renovated in 2023, this stunning south-facing, floor-through penthouse offers 9 rooms, 4 bedrooms and 2 beautifully appointed baths, blending classic architectural detail with sophisticated modern updates. An expansive living room showcases tall ceilings, exquisite moldings, custom built-ins flanking the fireplace, three oversized windows, recessed lighting, tall ceilings and gleaming hardwood floors. The showstopping kitchen is truly a masterpiece—beautifully designed with exceptional finishes and an ideal layout for both everyday living and entertaining. The spacious primary bedroom is a private retreat featuring a separate dressing room and luxurious spa-like bath. Three additional bedrooms offer wonderful flexibility for family, guests, home office or den. Additional highlights include in-unit side-by-side washer and dryer, one-car parking, and replaced plumbing and electrical. An exceptional location just blocks from the Longwood Medical Area, Green Line C and D trains, Trader Joe’s, and the incredible shops, restaurants, cafés and neighborhood favorites along Harvard Street, including the iconic Coolidge Corner. Theatre. A beautifully renovated penthouse in the heart of one of Brookline’s most sought-after neighborhoods—this is a property not to be missed! Deadline for offers is Tuesday August 18th at 12:00pm. Please allow 48 hours for a response.

132 Sewall Avenue Unit C, Brookline

$3,195,000
9 Beds 5 Baths ACTIVE Status 73561142 MLS 4,600 SqFt.
RENOVATED Side-by-Side 2-FAMILY in BROOKLINE near Washington Square. Townhome Style Layouts, Each Unit has a Private Entry & Each home enjoys Private Outdoor Space, Deck + Terrace + Patio. Central A/C with separate HVAC. The Large DRIVEWAY, holds 3 Car Parking in Tandem. Strong Rental History! One Unit (#37) is 1600SF, 4BR/2BA, located on the right side and can be "Owner Occupied" while you collect rent ($7,225/month) next door at #39 w/Lease thru 8/31/27. That Penthouse Duplex is Spacious & Renovated with 5 Bedrooms/3 Bathrooms. The Living/Dining showcase a Wall of Windows, overlooking a Tree-lined Beaconsfield Road. Each room is Bright & Sundrenched across 3000 Square Feet. The finishes throughout are Condo-Quality! Beautiful Hardwood Floors, Central A/C, In-Unit Washer/Dryer. Entering the Kitchen, The Delighted Chef in YOU feels at home with a Gas Cooking & High-End Appliances like VIKING + SUB-ZERO. On the left side, #39 has generously-sized Bedrooms with a WOW Primary Suite --Walk in Closet--Primary Bathroom. Cherry Wood Cabinets surround a Double Vanity. The Cherry on Top? The Vanity has Custom Storage on ALL sides...Left | Right | Center...PRIME LOCATION with Access to Washington Square's Restaurants, Botique Shops and Star Market. Just minutes to the Beaconsfield Green Line (T) station, D Line + C Line. Only 10 min walk to Brookline High School or The Brookline Reservoir. Beaconsfield is a side street, making this an exceptional Investment Opportunity.

37-39 Beaconsfield Road, Brookline

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Brookline Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Brookline and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!