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

This striking brick contemporary offers the perfect blend of space, light, and elegance. Spread across three levels, the home welcomes you with a dramatic atrium-style foyer. The open-concept living and family rooms flow beautifully for modern living and entertaining. The spacious layout includes 5+ bedrooms and 3 and half bathrooms, offering comfort and flexibility for family and guests. French doors throughout the main level lead to a private backyard oasis—featuring a sloped garden, tranquil waterfall, and a beautiful bluestone patio ideal for outdoor dining and relaxation. There is also a front facing 2nd level patio with western exposure. This home also includes a 2 car garage. With natural light pouring in from every angle and thoughtful details throughout, this is a truly special property that combines contemporary design with warm and welcoming spaces—both inside and out.

$3,049,500 Active

34 Lagrange St Brookline, Massachusetts

5 Beds 4 Baths 5,076 SqFt 0.4 Acres

We are delighted to present one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately 7,000 square feet of living space and impeccable craftsmanship, this home is a true masterpiece. It is nestled at the top of a private, secluded driveway, where regal stone pillars mark its entrance. Inside, the residence boasts 6 generously sized bedrooms, 4 full baths, 2 half baths, and a luxurious primary bedroom suite with an elegant, spa-like bathroom. Formal entertaining rooms seamlessly flow into more relaxed living spaces, making this home perfect for both grand gatherings and everyday comfort. Situated less than 5 miles from Back Bay, this property offers both privacy and convenience.

$12,995,000 Active

71 Sears Rd Brookline, Massachusetts

6 Beds 6 Baths 7,502 SqFt 2.03 Acres

$549,900 Active

19 Winchester St 110 Brookline, Massachusetts

1 Beds 1 Baths 612 SqFt

Welcome to this beautiful Brookline pet-friendly sunny corner unit penthouse 2bed/1bath unit in the highly sought-after Beacon St location offering endless natural sunlight, spacious living/dining areas, hardwood floors, soaring high ceilings, exposed brick walls, modern eat-in kitchen w/ gas cooking, large primary bedroom w/ fireplace & bay windows, w/ the 2nd bedroom having a walk-in closet. This home also has an in-unit laundry, 1 deeded parking & a 2nd parking spot to be rented for an additional $265/month (if available). The building also has a shared common roof deck with gorgeous city views. Condo fee includes heat & hot water, including extra storage to be rented from the condo association! Best Brookline location w/ effortless access to MBTA C line (Greenline: St. Mary's), Longwood Medical Center, Boston University, Coolidge Corner, Fenway, Kenmore, Amory Park & Hall's Pond, grocery shopping, lots of restaurants & shops! Close distance to Storrow Drive/Memorial Drive/I-93!

$825,000 Active

1064 Beacon St 12A Brookline, Massachusetts

2 Beds 1 Baths 925 SqFt

Located in an elevator building in the heart of Coolidge Corner, this two bedroom, one bath condominium offers 968 square feet of sun-filled, open-concept living. Period charm blends with modern updates, including high ceilings, crown molding, and an updated kitchen with granite counters, stainless steel appliances, island, pantry, and generous cabinet space. The spacious bedrooms feature large windows and ample closets. The modern bath includes stylish tile and a full tub/shower. The Warwick is a pet friendly, professionally managed association and offers a rooftop deck with skyline views, a gated garden patio, private storage, and a well-equipped laundry room. Ideally situated across from the Summit Avenue MBTA Green Line Stop and close to Longwood Medical Area, Washington Square, and close to all of the shops and restaurants that Brookline has to offer.

$639,000 Active

1450-1454 Beacon St 301 Brookline, Massachusetts

2 Beds 1 Baths 968 SqFt

Welcome to all the conveniences and amenities of the Brook House in this renovated 1,300 sq ft, 2-bedroom, 2-bathroom condo. From the entry hall, the generous living/dining room opens onto a covered porch overlooking the courtyard. The kitchen includes stainless-steel appliances including gas cooking, granite counters, and wood cabinetry. Relax in the main suite with en-suite tile bathroom, walk-in closet, and additional wall of closets. Spaced for privacy, the 2nd bedroom with its own wall of closets and built-ins offers flexibility for guests and office space with an adjacent 2nd tile bathroom. Additionally featuring central air, garage parking, and parquet floors. Highlights of the common amenities include concierge, laundry room, pool, fitness room, courts, and patio with grilling area. Across the street from the Emerald Necklace and moments to Brookline Village and the T, shops, restaurants, and all this central location has to offer.

$750,000 Active

99 Pond Avenue 220 Brookline, Massachusetts

2 Beds 2 Baths 1,300 SqFt

Roomy Manhattan-style condominium on a side street steps from Coolidge Corner with its T-stops, unique shops and restaurants. This top-floor unit has 10’ ceilings and south, north and west exposures. The oversized living room with bay window is large enough to have more than one seating area, great for entertaining. There is an eat-in kitchen with terrific storage and shelving just waiting for your updates. The dining room can accommodate a large group or convert to a fourth bedroom or office. The large center hallway with fireplace has room for an office nook. All three bedrooms are large and airy. The master and hall baths are full, with tub and shower. Hot water baseboard and radiator heating. Newly finished hardwood floors and paint. In-unit laundry. Ample closets. One-car deeded garage parking. Intercom and security systems. Large deck in back. Storage room in basement. Replacement windows throughout in 2016; new rubber membrane roof in 2017. Convenient to C, D and B subways.

$1,425,000 Active

68 Parkman St 3 Brookline, Massachusetts

3 Beds 2 Baths 2,041 SqFt

Fantastic opportunity to purchase new construction in a superb location. This contemporary farmhouse boasts an open floor plan, featuring a formal living room with a fireplace, a dining area with a wine refrigerator, and a family room, all designed for entertaining. The gorgeous kitchen features custom white cabinetry, quartz countertops, an island, and Thermador stainless steel appliances. Off the living room is a beautiful patio with a built-in grill. The second floor features a primary bedroom with a marble bathroom, complete with double sinks, a spacious shower, a fireplace, and two walk-in closets. There are three additional second-floor bedrooms, a guest bathroom, and a fantastic second-floor deck! Handsome white oak flooring is found throughout the home. Choice of first-floor or second-floor laundry. Two-car garage with epoxy flooring and electric car charging outlet. Terric Chestnut Hill location - close to schools, library, shops, boutiques, and other amenities. Welcome home.

$2,595,000 Active

173 South Street Brookline, Massachusetts

4 Beds 3 Baths 2,841 SqFt 0.19 Acres

Welcome to 33 St. Paul Street #3—an exceptional 2-bedroom, 1-bath condo located in the heart of Brookline’s vibrant Coolidge Corner neighborhood. This sun-drenched home features high ceilings, hardwood floors throughout, a spacious living room with bay windows, and a beautifully updated eat-in kitchen with a breakfast bar. One of the bedrooms includes a dedicated home office space, providing a versatile area to work or study. Both bedrooms offer generous closet space and abundant natural light. The unit also includes a private porch, in-building laundry, private basement storage, and one off-street parking space. Ideally situated just steps from the C-line, Trader Joe’s, restaurants, the Longwood Medical Area, and top-rated Brookline schools, this condo is perfect for owner-occupants or investors alike. A rare opportunity to own a well-maintained home in one of Brookline’s most desirable locations!

$729,000 Active

33 Saint Paul St 3 Brookline, Massachusetts

2 Beds 1 Baths 865 SqFt

Beautiful, bright and airy home on fabulous Linden Street! Directly across from Linden Park in one of Brookline's most beloved neighborhoods, this top-floor 3-bedroom condo features a welcoming layout, high ceilings and gorgeous hardwood floors. The modern kitchen boasts granite countertops and stainless steel appliances, and the sun-filled living room features elegant paneling and a beautiful built-in. The bathroom was tastefully redone by the sellers, and the bedrooms are all large and very functional. One bedroom boasts a beautiful exposed brick wall, the master bedroom features a fireplace, built-ins and a majestic bay, and the third bedroom offers access to a sweet balcony just perfect for your morning coffee or an evening glass of wine! Private storage in the basement and close proximity to the Pierce School, Longwood Medical Area, the T, and everything that Brookline Village & Coolidge Corner have to offer cap off this wonderful offering. Don't miss it!

$879,000 Active

14 Linden St 8 Brookline, Massachusetts

3 Beds 1 Baths 987 SqFt

Urban living at its finest in Brookline! Spacious one-bedroom unit with hardwood floors and central air conditioning. Enjoy the convenience of heated garage parking. The Brook House offers exceptional amenities, including onsite management, 24/7 security, a heated outdoor pool, a state-of-the-art fitness center (with steam room, sauna, weight room, and yoga studio), a resident lounge, tennis and basketball courts, and BBQ areas. Ideally located near the T (D/E lines), Brookline Village, Coolidge Corner, the Longwood Medical Area, Fenway, shopping, dining, and adjacent to Leverett Pond. Ideal for both homeowners and investors. Take advantage of unparalleled amenities and a prime location—schedule a viewing today!

$509,000 Active

77 Pond Ave 312 Brookline, Massachusetts

1 Beds 1 Baths 710 SqFt

Stunning and spacious floor-through Manhattan-style condo just a block away from Brookline’s vibrant and sought-after Coolidge Corner. Enter through the private entrance which features an outdoor sitting area and you’ll soon notice the stylish finishes and gorgeous wood floors. The open and airy layout with large living room, gas fireplace and custom built-ins. Entertain in the well-appointed kitchen with stainless appliances and granite countertops. The primary bedroom offers ample designer closet space, a bonus space for working out and large en-suite bathroom with relaxing tub and separate glass-enclosed shower. There’s an additional two good-sized bedrooms, full bathroom, plus a half bathroom for guests. In-unit laundry, plenty of storage, two parking spaces and a shared roof deck with city views complete this home. Convenient to Longwood Medical area, MBTA Green C Line, shops, restaurants, and Lawrence School.

$1,995,000 Active

115 Sewall Ave 1 Brookline, Massachusetts

3 Beds 3 Baths 2,258 SqFt

Welcome to this sunny and spacious one-bedroom condo—nearly 1,000 sq ft—in highly desirable Coolidge Corner. This move-in ready unit features an open floor plan filled with natural light, creating a bright and inviting atmosphere. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, a wall oven, and an induction range. A convenient pass-through connects the kitchen to the dining and living areas, ideal for entertaining or casual meals. Enjoy expansive south-facing views from your large private balcony overlooking the heated outdoor pool. Additional highlights include central air, garage parking, basement storage, and same-floor laundry right next door. The professionally managed building offers concierge service, guest parking, and a BBQ area. Just minutes from the Green Line, Longwood Medical Area, shops, restaurants, parks, and Trader Joe’s, this turnkey home offers unbeatable comfort and convenience.

$649,500 Active

45 Longwood Avenue 212 Brookline, Massachusetts

1 Beds 1 Baths 941 SqFt

Coolidge Crnr~ Urban convenience and functionality merge in this beautiful 2-bed/2-bath turn-key condo in famed Coolidge Corner! Open concept Living/Dining Room with hardwood floors lead to a private balcony. Exquisitely handcrafted built-in Bookcases and Curio Cabinets span two walls, offering prime display space for your books and collectables. Modern galley kitchen with integrated appliances, designer tile backsplash and quartz counters (2015), updated bathrooms with floating vanities (2015), and thermal replacement windows throughout (2018), including sliding glass door to private deck. Full-size stackable washer/dryer (2024), Generous closet space, Central Air & Heat. One outdoor exclusive-use parking space included. Pets are considered with board approval. *EZ commute via Beacon St "T" to Longwood Medical Area & downtown Boston. *Buyers are encouraged to do their own due diligence prior to making an offer. *Sold As Is.

$1,095,000 Active

51 John St 201 Brookline, Massachusetts

2 Beds 2 Baths 1,050 SqFt

$469,900 Active

44 Washington St 713 Brookline, Massachusetts

1 Baths 500 SqFt

Truly stunning with historic charm, this Brookline Georgian Revival is ready for its next chapter. Ideally located in the Pill Hill District, this home is a rarity given most of the original detailing & features remain intact from the Palladian windows to the tracery in the sidelights & fanlight at the sunlit front entrance. Gracious formal dining & living room with Delft tile fireplace surround and more original detailing. Eat in kitchen w/ adjacent to an over-sized Butler's pantry. Rear mudroom entry and powder room complete the first level. Second level is graced by a second Palladian window and lovely, open landing. Three nicely proportioned bedrooms sit at each corner flanked by a full bath with a primary suite and additional den/porch/bonus space making for an ideal bedroom level layout. Third floor features and over-sized bedroom, extra storage and another full bath, perfect for guest/au pair suite. Two car garage with additional driveway parking.

$2,500,000 Active

14 Irving Street Brookline, Massachusetts

5 Beds 4 Baths 3,873 SqFt 0.18 Acres

Fantastic Coolidge Corner/Longwood location! This 1-bed, 1-bath condo offers 375 SqFt of well-designed living space. Situated on the third floor of a professionally managed elevator building, the unit features a private balcony, a deeded garage parking space, and private storage. Building has on-site laundry room. Conveniently located near Trader Joe’s, shops, restaurants, the Coolidge Corner Theatre, Green Line (C & D), parks, playgrounds, and the Longwood Medical Area. Low condo fee includes heat and hot water! The real estate taxes do not currently reflect a potential residential exemption. The unit is currently leased through August 31st, 2025. Open House Saturday, 6/21, from 12:00 to 1:30 PM!

$499,900 Active

123 Sewall Ave 3C Brookline, Massachusetts

1 Beds 1 Baths 375 SqFt

Enjoy the best of urban living in this beautifully landscaped property near Longwood Medical Area, Brookline Village, Coolidge Corner, Brookline Hills T stop, shops, restaurants, Jamaica Pond, and the Emerald Necklace. This oversized 900 sq ft one-bedroom, 1.5 bath home in desirable Sargent Estates features a renovated kitchen that opens to a spacious living/dining area—ideal for entertaining. Large windows fill the home with natural light, enhanced by wood flooring and ample closet space. The updated baths include stylish tile, modern fixtures, and contemporary lighting. Professionally managed building with full amenities: concierge service, seasonal outdoor pool with lifeguard, sauna, and community room. Recent updates include windows and Fancoil HVAC system, with in-unit controls for heating and cooling. Deeded Parking and guest parking, laundry and extra storage room complete this offering. A rare opportunity to enjoy comfort, space, and convenience in a prime Brookline location.

$569,000 Active

22 Chestnut Pl 111 Brookline, Massachusetts

1 Beds 2 Baths 901 SqFt

Discover your urban oasis in Brookline! Newly updated, a spacious 1-bedroom unit offers breathtaking courtyard views, a beautifully modern kitchen & bath, gleaming hardwood floors, and central AC. Heated garage parking adds convenience. The Brook House redefines luxury living with onsite management, 24/7 security, a heated outdoor pool, extensive gym (steam/sauna, weight room, yoga studio), resident lounge, tennis/basketball courts, and BBQ areas. Enjoy an A+ location near the T (D/E lines), Brookline Village/Coolidge Corner, Longwood Medical Area, Fenway, shops, and restaurants, adjacent to Leverett Pond & the Emerald Necklace. Perfect for homeowners & investors. Experience unparalleled amenities & prime location. Inquire today! All offers include pre-approval, funds proof, and lead certificate in one PDF.

$579,000 Active

99 Pond Ave 608 Brookline, Massachusetts

1 Beds 1 Baths 765 SqFt

Located in a T-5 Multi-Family Zone, this charming 3-bedroom Cape offers incredible potential for expansion or two-family development (see disclosures). Nestled on a quiet street near the Brookline Country Club and Larz Anderson Park, the home blends comfort, character, and opportunity. The main level features a spacious living room, a functional kitchen, a full bathroom, and a first-floor bedroom—ideal for guests or convenient single-level living. Upstairs, you’ll find two generously sized bedrooms, a half bath, and a versatile bonus room perfect for an office, nursery, or creative space. Enjoy a lovely private yard and the pride of long-time ownership. A rare offering in a coveted location—don’t miss this unique blend of charm, flexibility, and future potential! Showing by appt.starting 6/25 or Open House 6/29 11am-1pm.

$1,079,000 Active

33 Meadowbrook Road Brookline, Massachusetts

3 Beds 2 Baths 1,593 SqFt 0.13 Acres

Discover modern duplex living in this condo nestled between Washington Square and Cleveland Circle. The main level features a spacious living and dining area with a balcony, a convenient kitchen, and a half bath. On the other level, find two bedrooms and the primary bath. Enjoy in-unit laundry, central air, and a parking spot in the garage. The building offers professional management and elevator access. This prime location provides easy access to the C, D, and B Green Line trolley lines and nearby parks like Waldstein Park (Dean Park) and the Chestnut Hill Reservoir. Between Washington Square and Cleveland Circle, enjoy a variety of fine and fast dining, shopping, and retail options. Come and visit this wonderful home located in one of Brookline's most convenient neighborhoods.

$775,000 Active

1856 Beacon St 2D Brookline, Massachusetts

2 Beds 2 Baths 913 SqFt

A rare opportunity to own a beautiful apartment in a boutique building!!! This bright penthouse condo ideally located between Coolidge Corner and Longwood Medical boasts an open living area with an oversized picture window and skylights. The kitchen is equipped with a new fridge, stove and dishwasher. The master bedroom features a large walk-in closet and a full wall sliding glass door with access to a balcony, and a master bathroom. A spacious second bedroom also has a full wall sliding glass door with access to the second balcony. Both bathrooms are elegantly finished with marble. The professionally managed elevator building offers central air, in-unit laundry, exclusive parking space and ample storage. Located near a Trader Joe's, the Longwood Playground and the C & D Green Line trains, this home offers prime access to Boston's conveniences.

$849,900 Active

121 Longwood Ave 4B Brookline, Massachusetts

2 Beds 2 Baths 820 SqFt

Experience elevated living in this fully renovated two bedroom, two level penthouse spanning 1,840 sq. ft. Thoughtfully redesigned for modern luxury, this home features a sleek chef’s kitchen, expansive open-concept living/dining area with soaring ceilings, recessed lighting, red oak floors, and sweeping views from oversized windows. Dual-level access adds convenience, while a private rooftop terrace offers your own urban oasis. Both bedroom suites boast elegant ensuite baths, generous closets, and custom window treatments. Enjoy resort-style amenities including a heated Olympic-style pool, fitness center, tennis courts, BBQ patio, resident lounge, 24-hour security, and two-car garage parking. Ideally located across from Olmsted Park, near the T, buses, shopping, dining, universities, and top hospitals.

$999,000 Active

33 Pond Ave PH1208 Brookline, Massachusetts

2 Beds 3 Baths 1,840 SqFt 22.96 Acres

Welcome to this rare and charming townhouse retreat in the heart of Brookline’s coveted Washington Square. A gracious foyer invites you into expansive living and dining rooms defined by soaring ceilings, original hardwood floors, ornate millwork, and sunlit bay windows. The chef’s kitchen showcases granite countertops, custom cabinetry, and breakfast peninsula with direct access to a large deck—perfect for morning coffee or entertaining. Three good-size bedrooms, a full bath, a guest powder room, and a convenient laundry room round out the main level. Upstairs, the luxurious primary suite boasts an en-suite bath, a generous walk-in closet, and skylights, while an additional bedroom makes an ideal nursery or home office. Abundant built-in storage, two off-street parking spaces, and central air complete this home. Just moments from Coolidge Corner’s acclaimed shops, fine dining, top-rated schools, and Green Line T, this residence truly marries historic charm with modern luxury.

$1,699,999 Active

175 Winthrop Rd 3 Brookline, Massachusetts

5 Beds 3 Baths 2,650 SqFt

Washington Sq. Circa 1900 ~ This turn-of-the-century gem invites you in with an expansive front porch & offers 7 bedrooms, highlighted by exceptional craftsmanship, rich architectural details, & a grand staircase with Palladian windows. The 1st level features spacious family & living rooms w/bow-front windows & fireplaces, an elegant dining room with coffered ceiling & oak paneling, & Cook’s kitchen w/quartz counters, Thermador refrigerator, & seating area with direct access, through the mudroom, to the patio & yard. An updated full bath, completes this floor. The 2nd level offers 4 generous bedrooms & study/nursery. The primary features bow-front windows, fireplace & access to the nursery. This level also offers a bedroom with en suite half bath & updated full bath. The 3rd floor provides wonderful space for family/guests, featuring 3 bedrooms, updated full bath, wet bar, & private entrance. 2025: windows, roof, front stairs, walkway, driveway, HVAC. Blocks to shops, restaurants, & T.

$3,195,000 Active

151 Salisbury Rd Brookline, Massachusetts

7 Beds 4 Baths 4,721 SqFt 0.23 Acres

SUPER SUNNY ONE BED AND 1.5 BATHS W/ STUNNING SUNSET VIEWS OF COOLIDGE CORNER AT 50/60 LONGWOOD AVAILABLE FOR SALE. UNIT FEATURES MODERN KITCHEN w/ STAINLESS STEEL APPLIANCES, W/ BREAKFAST BAR THAT LOOKS OUT TO THE TREE TOPS OF COREY HILL. 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.

$715,000 Active

60 Longwood Ave 802 Brookline, Massachusetts

1 Beds 2 Baths 938 SqFt

Great Brookline Village location by the high school, this home the was extensively renovated from 2014-15. It includes central AC, 4-5 bedrooms and 4 full bathrooms across two levels of living space, private front and back decks. An airy foyer opens to the spacious living room and a lovely family room with a fireplace. Open to the living room is a sun-filled dining room. At the back of the house is the renovated eat-in kitchen including high-end appliances and a bespoke walk-in pantry. A hallway leads to two privately located bedrooms, one with an en suite full bathroom, plus another full bathroom and a bedroom-sized laundry room/office with a custom built-in workstation. The upper level has a gorgeous landing that leads to the primary bedroom suite, including an amazing dressing room with two outfitted walk-in closets and a stylish primary bath and 4th bedroom with ensuite bath. One garage & 2 outdoor pkg spaces, 2 EV chargers, private storage in basement. Exclusive use of back yard.

$2,200,000 Active

87 Greenough Street 2 Brookline, Massachusetts

4 Beds 4 Baths 2,925 SqFt

Best location in Brookline, right in Washington Square. This beautiful 1-bedroom has windows in every room, with tree top views that feel like you're in the country! Kitchen is renovated with stainless steel appliances and granite countertops. Steps lead down to the living room with high ceilings and hardwood floors throughout. The bedroom is a good size with great closet space. Low condo fee includes heat and hot water. Building is professionally managed with elevator and laundry. This prime location is close to the green line, Longwood medical, Coolidge Corner, Star Market, and all the amazing Brookline restaurants such as Barcelona, La Voile, Golden Temple, Burro Bar and Publick House.

$535,000 Active

15 University 32 Brookline, Massachusetts

1 Beds 1 Baths 490 SqFt

Once a 19th-century carriage house, this refined private residence quietly resides in the heart of Brookline Village, one of the area’s most coveted enclaves. Seamlessly blending historic charm with modern sophistication, every inch reflects craftsmanship and timeless quality. Natural light floods through white oak floors and clean, curated lines, while the chef’s kitchen, appointed with Sub-Zero and Wolf appliances and a striking marble waterfall island, becomes the heart of entertaining. Integrated sound system, glass railings, and understated elegance create a serene, inviting atmosphere throughout. Upstairs, a tranquil primary suite complements two additional bedrooms, each thoughtfully designed for comfort and style. Three finished levels provide versatile spaces for living, working, entertaining, and relaxing. Discreetly tucked away yet moments from beloved parks, boutiques, schools, acclaimed restaurants, and transit, this is village living—rooted in history, refined for today.

$1,999,999 Active

20 R Linden Place Brookline, Massachusetts

3 Beds 4 Baths 2,028 SqFt 0.05 Acres

Welcome to this timeless Manhattan-style floor-through condo in the heart of Coolidge Corner. Featuring 3 bedrooms and 2 bathrooms, this beautiful home invites you in with a grand entry foyer leading to a sunlit living room and a spacious dining area adorned with classic wainscoting. The generously sized eat-in kitchen, gleaming hardwood floors, soaring ceilings, and convenient in-unit laundry offer both character and functionality, ready for your personal touch. Additional highlights include private storage, an assigned parking space, in a professionally managed building with high owner occupancy. Ideally located with easy access to the Green Line C&D, this home places you steps from Lawrence School, Longwood Medical Area, popular shops like Trader Joe’s, restaurants, and Fenway Park. Enjoy the surrounding parks, tennis courts, Hall’s Pond Sanctuary, and more—an unbeatable blend of location, convenience, and charm. Easy to show. Virtually staged.

$1,499,000 Active

132 Sewall Ave B Brookline, Massachusetts

3 Beds 2 Baths 1,873 SqFt

Spacious 1,885 sq ft condominium located between Coolidge Corner, Cottage Farm and BU, across from the beautiful Knyvet Park. 2nd-floor condo features a well-designed layout including generously sized primary bedroom with large closets, two nicely renovated bathrooms and two more good-sized bedrooms. The unit has hardwood flooring throughout, spacious, South facing, light-filled living and dining rooms that overlook the park, and a large kitchen equipped with quartz countertops, and cherry cabinets that provide ample storage. Additional highlights include in-unit laundry, private storage, and off-street parking, plus guest parking. One of the best run, professionally managed buildings in Brookline, offering low HOA fees and high reserves. Easy access to the B & C Lines, Longwood Medical Area, Cambridge and downtown Boston. Walk to Coolidge Corner or Comm Ave just blocks away. Conveniently situated near Ruffin-Ridley school, shops, restaurants, and cultural attractions. Pet friendly.

$1,599,900 Active

15 Thatcher St F2-2 Brookline, Massachusetts

3 Beds 2 Baths 1,885 SqFt

Immaculate 4 bed Colonial on private ½ acre in prestigious Chestnut Hill. Gated drive leads to landscaped lot w/ mature trees, new deck, patio & large backyard. Over 8,000 sq/ft of fully renovated living space. Stunning 2-story foyer w/ crema marble, Venetian plaster & Serip chandelier. Formal living & dining rooms w/ custom lighting. Great room w/ 15' ceilings & marble fireplace. Bulthaup-designed kitchen w/ Sub-Zero, Miele appliances, Dornbracht fixtures & large island. Private office w/ custom cabinetry & marble powder room. Expansive primary suite w/ 2 sitting areas, 3 walk-in closets & spa-like bath w/ soaking tub, glass shower & heated floors. 2 additional bedrooms share designer bath. Finished lower level w/ family room, gym, guest suite, kitchenette & full bath. 2-car garage w/ Sub-Zero fridge & sleek mudroom. Prime location near top public & private schools, The Country Club, Brookline/Newton shops & dining. Convenient to Longwood Medical & Back Bay.

$4,600,000 Active

69 Princeton Rd Brookline, Massachusetts

4 Beds 5 Baths 8,020 SqFt 0.48 Acres

Rare pre-construction opportunity to purchase a luxury, to-be-built single-family home in a prime Brookline location—just minutes from public transportation, top universities, and the best of Coolidge Corner’s dining and shopping. Plans are already in place for a stunning, open-concept home featuring 5 bedrooms, 4 bathrooms, a two-car garage, and high-end finishes, appliances, and detailing throughout. You may choose to proceed with the current plans or customize them to suit your taste. The seller can build the home for you, or you may bring your own builder to create your vision. This is a rare chance to purchase a single-family home lot in such a desirable and convenient location—truly a dream opportunity.

$4,195,000 Active

150 Jordan Road (Lot B) Brookline, Massachusetts

5 Beds 5 Baths 3,181 SqFt 0.21 Acres

$4,195,000 Active

152 Jordan Road (Lot A) Brookline, Massachusetts

4 Beds 4 Baths 3,200 SqFt 0.21 Acres

Excellent Investment Opportunity... Super Sunny Corner Unit One Bedroom w/ garage parking ...unit is Rented for $2900 til May 31st 2026. Living room has 3 large windows facing different exposures so Sunny all day long. Unit features hardwood floors thru out, central AC & Heat, lots of closet space, and garage parking spot. The Brookhouse is a full service luxury elevator building that has a heated swimming pool, extensive gym, tennis courts, basketball courts, 24 hr security, community room. Located in Brookline village near route 9, longwood medical area, both D & E greenline super easy getting into Boston

$499,999 Active

44 Washington St 917 Brookline, Massachusetts

1 Beds 1 Baths 705 SqFt

Classic Victorian charmer that has been lovingly maintained, blending historic character with thoughtful updates. Enter through a comfortable front porch perfect for relaxing on a porch swing to a grand entryway that welcomes you with a stunning foyer full of original detail. The main level boasts a formal dining room and a sun drenched great room that walks out to a spacious deck overlooking a lush, green backyard lined with trees—an ideal setting for outdoor living. All five bedrooms are generously sized, and the home features air conditioning throughout. The large, finished walk-out basement offers additional living space and direct access to the yard. Set on a quiet street in a highly sought-after neighborhood, this home offers both beauty and functionality in a truly special setting.

$3,100,000 Active

157 Aspinwall Brookline, Massachusetts

5 Beds 5 Baths 4,784 SqFt 0.12 Acres

Perfect for commuting, entertaining and family life. This fabulous first-floor 2-bedroom condominium, set within a classic two-family residence at 127 Sumner Rd #1, is 3 minutes walking from the D Line T, Brookline High School, heated swimming pools with a kid special pool, basket/tennis gym, soccer/baseball field and Cypress St Playground. It features a living room with fireplace, a large dining room, and a spacious, recently remodeled eat-in kitchen with gas cooking and disposal. It has 2 off-street & deeded parking spaces. For added convenience, there is a dedicated private office space, a shared full bathroom, and a storage area in the basement. Enjoy updated windows, siding, and wooden floors throughout. Relax on the large front farmer's porch or the private screened-in back porch. Includes separate utilities, washer/dryer, and two off-street parking spots. Pets allowed. Prime location near public transit, high school, shops, restaurants, and all Brookline has to offer.

$1,000,000 Active

127 Sumner Rd 1 Brookline, Massachusetts

2 Beds 1 Baths 1,229 SqFt 0.13 Acres

Ideally situated near the heart of Coolidge Corner, this spacious second-floor 3-bed, 2-bath condominium is currently being used as a 4-bedroom home, offering flexibility and charm. Step into a large, inviting foyer that opens to a sun-drenched living room or bedroom and a large formal fireplaced dining room featuring original woodwork and built-in cabinetry perfect for hosting family gatherings or holiday meals. The generously sized EIK offers the ideal spot to enjoy your morning coffee, and all 3 bedrooms, including the primary suite with a glass rain shower enclosure and double vanity, provide ample space and comfort. Enjoy outdoor living on a private porch-perfect for unwinding after a long day. Additional highlights include central air, high ceilings, in-unit laundry, private storage, and parking. Located just minutes from the shops and restaurants of Coolidge Corner, the Longwood Medical Area, downtown Boston, and the C/D T lines. Seller is open to offers with buyer concessions.

$1,489,000 Active

76 Marshal St 2 Brookline, Massachusetts

3 Beds 2 Baths 1,580 SqFt

Unbeatable location and value! This spacious and renovated 1 bed, 1 bath unit in Coolidge Corner pre-war brownstone on a quiet tree-lined street offers ample natural light, soaring 9.5' ceilings, updated kitchen and bath, and ONE PARKING SPACE! Oversized living room flows into eat-in kitchen with updated white cabinetry and stainless steel appliances. Bathroom includes deep soaker tub, new tile surround, and updated vanity. Large private bedroom, hardwood floors, character, freshly painted and ample storage throughout unit. Steps to shops & restaurants of Coolidge Corner, Longwood Medical Area, and Green Line (C & D) into Boston. Low HOA fee includes Heat and Hot Water, and additional storage unit!

$630,000 Active

20 Marshal St 1 Brookline, Massachusetts

1 Beds 1 Baths 682 SqFt

Exceptional 3 bedroom in the heart of Brookline. Condo is situated on the top floor of a beautiful Brownstone. Freshlly painted throughout. This condo has a wonderful floor plan. Features include a grand entry area, 3/4 generously sized bedrooms, a huge modern eat in kitchen with granite counter tops and stainless steel appliances, an updated bathroom, laundry in the unit, a water closet and a 4 season enclosed porch. Building has a lovely landscaped courtyard. Located perfectly in between Brookline Village, Coolidge Corner and Washington Square. Condo is conveniently near the Greenline and MBTA buses. Short distance to Supermarkets, CVS, and Longwood Medical area. This condo is a gem! Rental parking close by.

$1,169,000 Active

441 Washington St 5 Brookline, Massachusetts

3 Beds 2 Baths 1,541 SqFt

A strong, well-built Grand Dame Victorian home adding character to the neighborhood, surrounded by trees, hosts this PENTHOUSE DUPLEX condominium with beautifully restored original details. A generous staircase leads to a formal foyer opening to a treehouse-like sunroom, private wraparound deck looking into bowed windows, gracious living room with flawless hardwood floors, wood-burning fireplace, historic pocket doors, and a formal dining room that easily seats 16. Original built-in glass and wooden cabinetry offers easy access to the eat-in kitchen with abundant natural light. Off the hallway on this level are two equally sized bedrooms with a Jack and Jill full bath. As the glamorous stairs lead to the third level, find 4 additional bedrooms with historic bay windows, high ceilings, hardwood floors, another full bath, in-law/nanny option, modern kitchenette, another eat-in kitchen, and huge Costco-size closets. 2 FULL GARAGE spaces, basement storage, and common yard.

$1,650,000 Active

179 Rawson 2 Brookline, Massachusetts

6 Beds 2 Baths 3,377 SqFt

Set on a beautifully tree-lined street by Knyvet Park in Brookline’s sought-after Cottage Farm area, this thoughtfully renovated garden-level condo offers the perfect blend of charm and modern comfort. Enjoy your own private entrance, high ceilings, and full-sized windows that fill the space with natural light. The updated kitchen features quartz countertops, stainless steel appliances, and a breakfast bar open to the spacious living room—perfect for entertaining or relaxing at home. Hardwood floors throughout, updated bathroom, and lovely bedroom. Generous closets, built-ins, and additional storage. Enjoy easy access to an oversized parking spot located just outside the back door. This professionally managed residence is ideally situated between the estates of Cottage Farm and vibrant Coolidge Corner, with easy access to the B & C Green Lines, Amory Park, the Longwood Medical Area, and downtown Boston. Experience the best of Brookline living.

$595,000 Active

126 Amory St B4 Brookline, Massachusetts

1 Beds 1 Baths 805 SqFt

Welcome to luxurious penthouse living at 58 Kent Street, Residence 404, a spectacular residence flooded with natural sunlight. Situated on the top floor of this boutique, new construction building in the heart of Brookline Village, this stunning 2-bedroom, 2-bathroom unit features an expansive open-concept layout, ideal for sophisticated entertaining and comfortable daily living.Enjoy the convenience of single-level living, elevator access, and the rare luxury of an automated valet parking space included with the unit. Just outside and you'll find yourself in one of Brookline’s most coveted neighborhoods, just moments from the Green Line, exceptional dining, trendy cafés, and boutique shopping.Embrace the ultimate combination of urban convenience and contemporary style in this remarkable Brookline penthouse.

$2,195,000 Active

58 Kent Street 404 Brookline, Massachusetts

2 Beds 2 Baths 1,189 SqFt

Every inch of this home showcases meticulous maintenance and a refined sense of style. The seller’s talent for color and design shines throughout. The natural light provided by the three exposures further enhances the offering. The recently renovated kitchen and bath seamlessly blend beauty with function. Enjoy your morning coffee or unwind on a private balcony nestled among the treetops. Inside, the wood-burning fireplace adds warmth and character, while the spacious dining room is perfect for gatherings. This home includes an in-unit laundry hookup, as well as additional laundry facilities and a large, private 10 X 16 storage area located in the building’s basement. Located in a professionally managed Coolidge Corner building with a live-in superintendent and convenient rental parking, just a short distance from cafes, schools, transportation, and Brookline's many amenities.

$850,000 Active

202 Fuller 6 Brookline, Massachusetts

2 Beds 1 Baths 1,160 SqFt

Experience the perfect blend of character and modern comfort in this stunning bi-level home featuring exposed brick, soaring ceilings, and two fireplaces. The spacious layout offers an open concept living room on the main level and a separate entertaining room or den on the lower level—ideal for hosting guests or creating a private retreat. With 3 bedrooms and 3 full bathrooms, this home is designed for both style and functionality. Enjoy southwest sun exposure, Mini-split AC, recessed lighting, and the convenience of 1-car parking. The open floor plan seamlessly connects living, dining, and kitchen areas, making it perfect for modern living. Close proximity to Longwood Medical area and the heart of Brookline village, filled with restaurants and vibrant shops.

$1,200,000 Active

48 Kent St 1 Brookline, Massachusetts

3 Beds 3 Baths 1,629 SqFt

Enter the gates into this stunning Colonial-style home in Brookline. Custom-built in 2017, this home features a grand double-height entry that opens to formal living and dining areas. The kitchen is a showstopper, featuring an oversized island, wet bar, multiple beverage centers, and a full suite of Sub-Zero/Wolf appliances. Completing the main floor is a sunny family room off the kitchen leading to the lush backyard, and a bedroom suite currently used as an office. Upstairs, four spacious bedrooms all boast ensuite baths. The primary suite, located on its own side of the home, offers two walk-in closets, a study, balcony and a spa-like bathroom with a steam shower, dressing table, and a soaking tub.The professionally landscaped backyard is a private oasis with mature trees, a built-in grill, fire pit, and hot tub, ideal for relaxation and entertaining. This tranquil home is close to The Country Club, top schools, parks, and attractions of Brookline and Boston.

$6,100,000 Active

382 Lee St Brookline, Massachusetts

5 Beds 6 Baths 6,841 SqFt 0.69 Acres

Marvelous Carriage House ! 2 houses now 2 condos with nothing shared but the driveway. Lives like a single. Every window has a beautiful view. Located on Waverly street, Boston Magazine ranked the 3rd best urban street. Nestled in Brookline Village; 3 great playgrounds within a short distance, and close to Coolidge Corner. Renovated 2+ bedrooms, 2 bathrooms, 2 parking (1 in 1 out). Lovely Beechwood kitchen cabinets, gas cooking and plenty of storage. Central air and a lovely entertaining garden complete this urban yet tranquil setting. *

$1,495,000 Active

37 Waverly 37 Brookline, Massachusetts

2 Beds 2 Baths 1,347 SqFt

Welcome to 42 Coolidge Street, #42 in Brookline- a meticulously kept home nestled on a tree lined street in the heart of Coolidge Corner! Gut renovated in 2017, this bi-level unit still lives like new. Upon entry, you'll be quick to notice the high ceilings and gleaming hardwood floors. The high-end kitchen outfitted w/ Wolf/Sub-Zero appliances, ample cabinet space, and an oversized island perfect for entertaining! Large living room/ dining room space is bright and spacious built out with large windows for an abundant of natural light. Two bedrooms on the first floor, both with en-suite baths & one being the primary bedroom built out with walk-in closet and bath with soaking tub/ walk-in shower. Lower level features an additional living room space/ W/D room/ 2 Bedrooms with en-suite baths & a half bath for guests. Garage parking + an additional off street parking space and beautifully landscaped PRIVATE outdoor space included! Rare opportunity to have luxury and location all in one!

$2,500,000 Active

42 Coolidge St 42 Brookline, Massachusetts

4 Beds 6 Baths 3,153 SqFt

Sunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef's kitchen equipped with cherry cabinets, stainless steel appliances and granite countertops. Private balcony overlooks a quiet landscaped yard. Master Bedroom has double walk-in closets and en-suite bath with marble walk-in shower and double vanity. Guest bedroom has large closets, modern guest bath. In-unit laundry, gleaming hardwood floors and high ceilings. Comes with 1 heated garage space. Extra parking available to purchase. Professionally managed elevator building with a fitness center. Short walk to grocery stores (Wegmans, Star Market), subway station (Green D-Chestnut Hill), The Shop at Chestnut Hill and The Street, and restaurants. Quick access to Rt 9 and I-95.

$1,128,000 Active

321 Hammond Pond Parkway 103 Brookline, Massachusetts

2 Beds 2 Baths 1,350 SqFt

WELCOME TO THE NEW 100 SUMMIT!! Atop Corey Hill, this spacious urban residential home with four bedrooms, 2.5 baths is set back from the street with many upgrades including an updated kitchen and a newer master bath renovation, Central air, refinished hardwood floors, crown molding, and a recently constructed two-car garage with storage plus ample driveway. Large eat-in kitchen with attached family room and formal dining room. Living room with fireplace. Large Primary bedroom with newer ensuite bath and large walk-in closet. Full-size laundry with newer washer/dryer in master bath.Generous deck overlooking the expansive backyard. Lower level family room with walk-out to large yard. Convenient Corey Hill Location and close to Coolidge Corner and "C" line. Steps to the beautiful Corey Hill Outlook Park. Sellers, listing agencies, and agents make no representations or warranties regarding this property. Buyer(s) and agents should perform their own due diligence.

$2,499,000 Active

100 Summit Brookline, Massachusetts

4 Beds 3 Baths 2,956 SqFt 0.28 Acres

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