Brookline Homes For Sale

Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible circa 1888 Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$2,875,000

5 Beds ⋅ 3 Baths ⋅ 73590203 MLS

This thoughtfully renovated five-bedroom single family Colonial Revival on beautiful, tree-lined Fuller Street in the heart of Coolidge Corner has it all, indoors and out. A welcoming covered porch leads to a gracious foyer and spacious living room and dining room, with bay windows, original built-ins and a fireplace. A cook's kitchen features wide-plank hardwood floors, custom cabinetry, granite countertops and gas cooking. The inviting family room addition, with its cathedral ceiling, oversized windows, built-ins, and sliding glass doors topped by transom windows, overlooks a bluestone patio and generously sized private backyard and gardens, bringing the outdoors into the home. A half bath completes the first floor. The second floor offers three generous bedrooms, including an oversized primary suite with a walk-in closet and full bath, together with a spacious family bathroom. Two additional bedrooms occupy the third floor, one with a cathedral ceiling, along with ample storage and plumbing in place for another full bathroom. The lower level provides bonus space, including a recreation room, laundry, and access to the yard. The home includes two off-street parking spaces. Recent improvements include a new roof in 2020, a new gas heating system in 2021, exterior painting in 2022, and updated plumbing and electrical systems. The home also features central air conditioning. A complete list of updates is available with the listing. With beautiful parks, easy access to the Green Line's C and B branches, cafés, restaurants, markets, and the Coolidge Corner Theatre, 116 Fuller Street offers a distinctive opportunity to enjoy single-family living with the best of Brookline just beyond your doorstep.

116 Fuller St., Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

$899,900

2 Beds ⋅ 2 Baths ⋅ 73590164 MLS ⋅ ['41 Centre Street'] BLDG.

Rarely available, spacious 1,200-square-foot, two-bedroom, two-bath residence in the heart of Coolidge Corner. This inviting home offers comfortable single-level living in an elevator building, with a generous living room and dining area, an ensuite primary bedroom with an oversized closet, and a large second bedroom served by a second full bath. Enjoy your own private outdoor space, covered outdoor parking, and access to a pool and laundry facilities. Step outside to experience all that Coolidge Corner has to offer, including an exceptional selection of shops, restaurants, and public transportation, with the Longwood Medical Area nearby. Well managed Association with many recent capital improvements and high owner occupancy. An ideal opportunity for anyone seeking space, convenience, and vibrant neighborhood living, whether downsizing or looking for a place to call home in one of Brookline’s most desirable locations.

41 Centre St Unit 204, Brookline

Listing courtesy of Listing Agent: Barrie Wheeler from Listing Office: Hammond Residential Real Estate.

$1,695,000

4 Beds ⋅ 2 Baths ⋅ 73590092 MLS ⋅ ['4 Alton Court Condominium'] BLDG.

Classic Back Bay graciousness in a beautiful courtyard setting. This corner residence offers four exposures and an abundance of natural light, blending timeless architectural charm with spacious, comfortable living. The inviting floor-through layout features four generously sized bedrooms with high ceilings, oak hardwood floors, two renovated baths, and the living room area includes a room for den/family. A delightful dining room with classic wainscoting flows into a bright, welcoming kitchen appointed with custom cabinetry, Corian countertops, and stainless-steel appliances. Additional highlights include newer windows, in-unit laundry, two private storage rooms, and access to a stunning roof deck. Ideally located near the Longwood Medical Area, parks, schools, and public transportation, with convenient access to Boston University, Cambridge, and the vibrant shops, cafés, and restaurants of Coolidge Corner and Beacon Street.

4 Alton Court Unit 3, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$3,549,000

3 Beds ⋅ 3 Baths ⋅ 73590002 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a just completed boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design and everyday convenience in Brookline's most desirable location!

80 Vernon Unit #2-B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$3,175,000

3 Beds ⋅ 3 Baths ⋅ 73589995 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique just completed collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. This penthouse unit features incredible outdoor space - both an expansive front park-view balcony and one of the most stunning private roofdecks in Greater Boston with views galore. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living space with fireplace, and chef's kitchen with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Premier location, finishes and design.

80 Vernon Unit PentHouse B, Brookline

Listing courtesy of Listing Agent: Tina Sachs from Listing Office: Coldwell Banker Realty - Newton.

$2,659,000

3 Beds ⋅ 3 Baths ⋅ 73589888 MLS ⋅ ['80onvernon'] BLDG.

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline’s Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features two balconies. The building’s sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark’s Park, the Coolidge Corner Theatre, Trader Joe’s, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm.

80 Vernon Unit Unit 1A, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 73589858 MLS

Beautifully renovated and thoughtfully designed, this inviting home features a stunning kitchen that is sure to impress, complete with high-end appliances, including a Wolf range, Sub-Zero refrigerator/freezer, and Miele dishwasher. The tastefully renovated bathrooms complement the home’s stylish finishes, while generously sized bedrooms offer comfort and space. Enjoy the convenience of a full-size washer and dryer, along with a private balcony where you can unwind and take in beautiful city views. Ideally located just moments from Coolidge Corner, Brookline Village & Washington Sq. where shopping, public transportation (the T), the library, and everyday essentials is a breeze. This home offers the perfect blend of modern living, comfort, and unbeatable convenience. A wonderful opportunity to enjoy quality, style, and Brookline living at its best!

415 Washington St Unit 6, Brookline

Listing courtesy of Listing Agent: Elis Aguilar-Becker from Listing Office: William Raveis R.E. & Home Services.

$530,000

2 Beds ⋅ 1 Baths ⋅ 73589544 MLS ⋅ ['Westbourne Ter Condo Trust'] BLDG.

Prime Location in the Heart of Washington Square! First-floor 2-bedroom unit featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers high ceilings, hardwood floors, and a private covered patio just off the kitchen. Additional highlights include a large storage area and a dedicated washer and dryer located in an extra storage room in the basement. Enjoy the ultimate convenience with a short walk to Coolidge Corner and just minutes to the Green Line (C & D trains), providing easy access to downtown Boston, Longwood Medical, and area universities. Step outside to discover award-winning restaurants, cafés, boutiques, and parks—all within walking distance. The #65 bus to Longwood Medical is also nearby. Living here means access to Brookline’s top-rated schools, vibrant community resources, and the many benefits of one of Greater Boston’s most desirable towns.

35 Westbourne Terrace Unit 2, Brookline

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$974,800

2 Beds ⋅ 2 Baths ⋅ 73588849 MLS ⋅ ['The Longwood'] BLDG.

Turnkey seventh-floor 2BR/2BA at The Longwood, offered at the FY2026 assessed value of $974,800 ($755/sq ft, versus a 2026 Coolidge Corner median of $850+ per sq ft).Move-in ready or redesign this 1,405 sq ft total: 1,291 sq ft interior plus 114 sq ft balcony. Oversized living room, generously proportioned bedrooms, spacious hallway, eat-in kitchen, abundant closets, and large windows. Central heat and air with individual room controls. Deeded heated garage parking (EV-charger potential) and private storage included.Full-service building: superintendent, concierge, two elevators, heated pool, outdoor lounge deck, and laundry on every floor.Ideal for a physician, researcher, or academic; many residents are doctors and scientists. Walk to Longwood Medical Area, Harvard-affiliated hospitals, research institutes, Green Line C, Lawrence School, and Trader Joe’s.No pets. No smoking. Rental use is limited to one period of up to one year during ownership. Call the listing agent for a private viewing.

45 Longwood Ave Unit 705, Brookline

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.

$495,000

1 Beds ⋅ 1 Baths ⋅ 73588810 MLS ⋅ ['Brookhouse'] BLDG.

Welcome to this bright and beautifully renovated one-bedroom residence at The Brook House. The unit features hardwood floors, central AC, and a stylishly renovated kitchen and bathroom. The sleek kitchen is appointed with black granite countertops and a convenient breakfast bar that opens seamlessly to the living room. Floor-to-ceiling windows fill the space with natural light and create an inviting, open feel. Garage parking spot #144. The Brook House is a full-service, luxury elevator building offering exceptional amenities, including on-site management, 24-hour security, extensive fitness facilities, an Olympic-size heated swimming pool, saunas, tennis and basketball courts, and more..Convenient location just a short walk from the Longwood Medical Area, coffee shops, restaurants, D and E Green Line, bus routes nearby, and easy access to Boston.

44 Washington St Unit 303, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

$699,900

2 Beds ⋅ 1 Baths ⋅ 73588092 MLS ⋅ ['Court Condominium Iv'] BLDG.

Bring your vision to Brookline Village. This first-floor two-bedroom condominium in a classic brick courtyard building spent years as a rental, and it's ready for its next owner to update it to their own taste. 900 square feet holds a living room, kitchen, two bedrooms, a full bath and in-unit laundry. Choose your finishes, put your stamp on every room, and build equity in one of Brookline's most walkable neighborhoods, with Washington Street's shops and restaurants at the door and the Green Line nearby. A rare chance to buy in Brookline and make every choice your own.

407 Washington St Unit 2, Brookline

Listing courtesy of Listing Agent: Pietro Coco from Listing Office: Ivy Realty Group.

$475,000

1 Beds ⋅ 1 Baths ⋅ 73587798 MLS

Welcome to 61 Thatcher Street, a classic Brookline brownstone condo on the top (third) floor, featuring a private deck/balcony and deeded parking, a rare convenience in this neighborhood. This sunny, quiet 1-bedroom, 1-bath home offers gleaming hardwood floors, bay windows, and a cozy eat-in kitchen, with a private deck/balcony perfect for morning coffee or summer evenings. With no upstairs neighbors, it's filled with light and privacy. Set in one of Brookline's most walkable and sought-after pockets near Coolidge Corner, this home offers the best of urban convenience with a neighborhood feel. The shops, cafes, and restaurants of Harvard Street, Beacon Street, and Commonwealth Avenue, the historic Coolidge Corner Theatre, and Trader Joe's are all close by. The Green Line is nearby for an easy commute to downtown Boston, the Longwood Medical Area, and Boston University, and major routes are close for drivers. With its location and features checking so many boxes, this condo is a great addition to a rental portfolio and is equally well suited for an owner-occupant. This one will not last, so come see it today!

61 Thatcher St Unit 5A, Brookline

Listing courtesy of Listing Agent: Christopher Bove from Listing Office: Coldwell Banker Realty - Newton.

$2,350,000

6 Beds ⋅ 4 Baths ⋅ 73587355 MLS

Offered for the first time in 61 years, this is a rare opportunity to restore and reimagine a distinguished Colonial Revival residence in Brookline's coveted Fisher Hill neighborhood. Built in 1897, this remarkable home is rich in character, timeless architectural detail, and period charm, presenting an exceptional opportunity to create your dream home. Gracious, generously proportioned main rooms showcase the home's historic elegance, while three full levels of living space offer unlimited potential for customization and expansion. A striking oversized stained-glass window illuminates the main staircase, serving as a stunning focal point and a reminder of the home's enduring craftsmanship. Featuring 6-7 bedrooms, high ceilings, and flexible living areas, the property offers endless possibilities for today's lifestyle needs. The lower level includes a separate entrance, making it ideal for a home office, professional space, guest suite, or future finished living area. Ideally located just minutes from Runkle School, Brookline High School, parks, the Longwood Medical Area, and two Green Line T stations, this exceptional property combines a premier location with extraordinary potential.

309 Buckminster Rd, Brookline

Listing courtesy of Listing Agent: Jayne Friedberg from Listing Office: Coldwell Banker Realty - Brookline.

$1,400,000

2 Beds ⋅ 2 Baths ⋅ 73587238 MLS ⋅ ['Webster Place Condominiums'] BLDG.

Fabulous, spacious 2 Bed - 2 Bath condo with garage parking in the heart of Coolidge Corner! Set in Webster Place, one of the neighborhood’s few luxury, full-service, professionally managed buildings, this bright and beautifully updated home checks all the boxes. Wood floors run throughout, with a comfortable living room flowing to the separate dining area and stylish kitchen with granite counters and stainless appliances. The exceptionally spacious primary bedroom offers plenty of room to spread out with a flexible nook perfect for a desk, reading area or whatever suits, a walk-in closet and renovated en-suite bath. A sizable second bedroom and second renovated full bath add to the appeal, along with in-unit laundry, excellent closet space and additional storage. Deeded garage parking completes the package. Amenities include concierge services, outdoor pool with expansive deck, fitness center, elevator, and beautifully maintained courtyard and grounds. All in an A+ Coolidge Corner location just blocks to restaurants, shops, the Green Line, Coolidge Corner Theatre, Brookline Booksmith, Trader Joe’s and more. A rare combination of space, updates, amenities, parking and location!

25 Marion St Unit 27, Brookline

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

$599,000

2 Beds ⋅ 1 Baths ⋅ 73587239 MLS ⋅ ['St. Paul Manor Condominium'] BLDG.

Ideally located between Coolidge Corner and Brookline Village, this charming two-bedroom, one-bath condo offers an incredible opportunity for both owner-occupants and investors. Set on the first floor of a professionally managed building with a private entrance, the unit features an open living dining area, two generously sized bedrooms, a new kitchen completed in 2020, parking, extra storage and exceptionally low condo fees that include heat and hot water. Enjoy easy access to the shops, restaurants, and amenities of Coolidge Corner just 0.3 miles away, Brookline Village 0.5 miles away, and the Longwood Medical Area less than a mile from your door. A fantastic opportunity to keep living expenses low and convenience high in one of Brookline’s most desirable locations.

30 St. Paul Unit 1, Brookline

Listing courtesy of Listing Agent: Claire McClintock from Listing Office: Columbus and Over Group, LLC.

$630,000

1 Beds ⋅ 1 Baths ⋅ 73586769 MLS ⋅ ['Alton Arms Condominium'] BLDG.

Ideally located in the heart of Coolidge Corner, this charming top-floor 1-bedroom condo offers 820 square feet of comfortable living space in a classic Brookline brick building. A large welcoming foyer leads to a well-proportioned layout featuring an updated kitchen, hardwood floors, high ceilings, oversized windows, abundant natural light, and ample closet space. Set on a residential side street at the corner of Alton Place and St. Paul Street, the location is hard to beat—just moments from the shops, restaurants, cafés, and conveniences of Coolidge Corner, with easy access to the Green Line, Longwood Medical Area, parks, and all that Brookline has to offer. Rental parking is available across the street. A wonderful opportunity in one of Brookline’s most desirable and walkable neighborhoods.

59 Alton Pl Unit 5, Brookline

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.

$799,000

2 Beds ⋅ 1 Baths ⋅ 73586765 MLS ⋅ ['36 Dwight Street Association'] BLDG.

Come see this beautiful, immaculate, and move-in-ready condo in an amazing Coolidge Corner location! Freshly painted and thoughtfully updated, this spacious five-room, upper-floor home is located in a charming brownstone building and offers a wonderful blend of character and modern convenience.The inviting layout features two generously sized bedrooms, high ceilings, beautiful hardwood floors throughout, a gracious foyer and dining area, ample closet space, and a private porch. The renovated eat-in kitchen features granite countertops, stainless-steel appliances, and white cabinetry. Additional highlights include in-unit laundry, extra basement storage, and the potential for rental parking. The pet-friendly, professionally managed building also offers free laundry facilities in the basement.Ideally situated just steps from everything Coolidge Corner has to offer, including Trader Joe’s, the Green Line T stop, shops, restaurants, playgrounds, the Longwood Medical Area, and Ridley School. A wonderful opportunity to enjoy classic Brookline charm in a highly convenient location!

36 Dwight St Unit 4, Brookline

Listing courtesy of Listing Agent: Sheila Goddess from Listing Office: Coldwell Banker Realty - Newton.

$4,375,000

5 Beds ⋅ 6 Baths ⋅ 73586579 MLS

Experience modern luxury at 291 Tappan Street, a Brookline masterpiece where cutting-edge architecture meets high-end craftsmanship. Spanning approximately 3,539 square feet, this residence features floor-to-ceiling windows, 9-foot ceilings, and white oak flooring. The chef’s kitchen is a showstopper with Calacatta gold quartz and Miele appliances, while a private elevator provides effortless access to all levels, from the garage to your private roof deck. The seamless indoor-outdoor flow leads to an expansive roof deck and a truly remarkable backyard oasis. This custom-built retreat is designed for ultimate relaxation, featuring a private sauna and hot tub for a spa-like experience at home. Complete with a two-car garage and premium European finishes throughout, this property redefines sophisticated urban living.

291 Tappan St Unit 291, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$3,999,000

8 Beds ⋅ 4 Baths ⋅ 73586478 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$3,999,000

8 Beds ⋅ 4 Baths ⋅ 73586477 MLS

A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.

91 Verndale St, Brookline

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$2,399,900

6 Beds ⋅ 4 Baths ⋅ 73586222 MLS

Rare development opportunity at 101-103 University Road in the heart of Brookline's Washington Square. The town will allow a 3-family plus an ADU, giving builders and investors a flexible path to multiple units on an expansive lot of over 5,300 square feet. The standout advantage is timing; the property is already past the demo delay and utilities have been cut and capped, so your project can move forward immediately without the typical waiting period. Whether you envision a high-end multi-unit development, a custom build for yourself, or a significant residential transformation, this site offers the space and the framework to bring your vision to life. Skip the red tape and start building on one of the area's rarely available lots. Email or text me for details.

101-103 University Rd, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 73585833 MLS

Stunningly renovated, this exceptional 3-bedroom, 2-bath residence is one of just three condominium units in Brookline's highly sought-after High Street Hill area. The home was gutted to the studs an rebuilt throughout by a premier builder, with all-new plumbing, electrical, systems, and designer finishes that create a sophisticated, upscale interior. The bright, open floor plan features hardwood floors, recessed lighting, abundant natural light, and a beautifully appointed kitchen with stainless steel appliances, quartz countertops. The primary suite includes a private in-suite bath while two additional bedrooms and a second bath offer flexibility for guests, family, or a home office. An oversized private balcony extends the living space outdoors and provides an inviting setting for relaxing entertaining. Additional features include in-unit laundry, and dedicated basement storage. The property is within walking distance to Jamaica Pond, neighborhood parks & tennis courts, Brookline Village, and public transportation. Convenient access to Route 9, the Longwood Medical Area, universities, and downtown Boston. Parking is an upgrade for additional cost.

114 Franklin St. Unit 2, Brookline

Listing courtesy of Listing Agent: Leslie Grover from Listing Office: Grover Group Realty LLC.

$668,000

1 Beds ⋅ 1 Baths ⋅ 73585813 MLS ⋅ ['Carleton Arms Condominium'] BLDG.

Experience elegant top-floor living, complete with an in-unit Bosch washer and dryer, in this wonderful, privately setback condo. Nestled in Brookline’s picturesque Coolidge Corner neighborhood with stunning views of The Minot Rose Garden and Winthrop Square Park, follow the courtyard’s perennial-lined brick paths directly to this peaceful, move-in ready, third-floor spacious home facing the garden. A welcoming foyer opens into an expansive living room featuring a custom wall unit and dining area. The sun-filled, eat-in kitchen boasts two windows, a Bosch dishwasher, stainless steel appliances, gas cooking, granite countertops, and floor-to-ceiling white cabinetry. Gleaming dark walnut hardwood floors throughout, high ceilings, a deep foyer coat closet, and wide interior window sills add to this home’s character. Additional highlights include two large private basement storage areas. Heat and hot water are included in the condo fee, and taxes include the residential exemption. Enjoy a pet-friendly building convenient to the Green Line (C) T-stop, shopping, eateries, Trader Joe's, the movie theater, library, and the Longwood Medical Area. Rental parking (outdoor and garage) is available nearby. Please reach out to the realtor for details. Living room and bedroom photos are virtually staged.

46 Browne St Unit 5, Brookline

Listing courtesy of Listing Agent: Tatyana Anokhina from Listing Office: RE/MAX Real Estate Center.

$1,649,000

3 Beds ⋅ 2 Baths ⋅ 73585712 MLS ⋅ ['Marshall Place Condominiums'] BLDG.

Exceptional first-floor condominium in the heart of Coolidge Corner offering 3 bedrooms, 2 full baths, and an office. A grand, open entryway sets the tone for this spacious and inviting home. The sun-filled living room flows seamlessly into the adjacent dining room, creating an ideal setting for both comfortable everyday living and effortless entertaining. The beautifully renovated eat in kitchen features modern finishes and thoughtful functionality, including a wonderful walk-in pantry with abundant storage. The generous primary suite serves as a private retreat, complete with an ensuite bath and dedicated office space, perfect for today's work-from-home lifestyle. Both bathrooms have been updated. Additional amenities include in-unit laundry, dedicated basement storage room with cabinetry, and parking. Ideally located near Coolidge Corner's renowned restaurants, boutiques, parks, and Green Line access, this residence combines comfort, convenience, and an unbeatable Brookline location. More pictures to follow on Monday, once the property has been staged.

126 Sewall St Unit A, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$1,499,000

2 Beds ⋅ 2 Baths ⋅ 73585618 MLS

Top floor, western exposure, and ten foot ceilings add up to afternoon light that arrives around midday and stays until the sun goes down, warming the marble countertops and everything around them! The kitchen is outfitted with Sub Zero and Wolf appliances, so cooking at home feels like an occasion. Open the Juliette balcony doors and the breeze drifts right into the living space, with no one above you and a quiet, elevated feel. Outside your door, Brookline Village does the rest: morning coffee, boutique browsing on a slow Saturday, and the Green Line and Longwood Medical close by. Garage parking is included, with a second space available to purchase. New construction is rare in this corner of Brookline, so come see it in person!

58 Kent Unit U403, Brookline

Listing courtesy of Listing Agent: Erik Anderson from Listing Office: Concept Properties.

$1,190,000

3 Beds ⋅ 2 Baths ⋅ 73585111 MLS ⋅ ['23 Strathmore Road Condominium'] BLDG.

This sunny, high first-floor condo offers spacious single-level living in an ideal Brookline location. A gracious bay window fills the open living area with natural light, while the adjacent formal dining room features a decorative fireplace and that flows into to the renovated eat-in kitchen with an enormous pantry. Three bedrooms include a primary suite with an en-suite bath and generous closet space, and both bathrooms have been recently renovated. Additional highlights include a private deck, unit-owned heating and central A/C systems, in-unit laundry, parking, and a low HOA fee. 2026 new roof! Ideally located near Waldstein Park, with its playground, tennis courts, splash pad, and baseball field, and convenient to the B, C, and D Green Lines, as well as the shops and restaurants of Washington Square and Cleveland Circle.

23 Strathmore Road Unit 1A, Brookline

Listing courtesy of Listing Agent: Claire McClintock from Listing Office: Columbus and Over Group, LLC.

$1,399,000

3 Beds ⋅ 3 Baths ⋅ 73585073 MLS

Move-in ready 3-bedroom, 3-bath condo at 16 Addington Road, Unit 21, in Brookline's Washington Square neighborhood. It lives like a single-family, with its own direct entrance, two parking spaces, and generous storage, on a quiet street just blocks from Barcelona Wine Bar, Bar Taco, Caffè Nero and Star Market. The main level is bright and open, with hardwood floors throughout. An updated kitchen with a breakfast bar flows into the dining area and living room. In-unit laundry is conveniently located on the main level.Upstairs, a family room opens through sliders to a private balcony. All three bedrooms are on the top floor, including a primary suite with a stone-finished full bathroom. Two additional full baths complete the home.In the Runkle School district with easy access to Brookline High School, the home is just steps from the newly renovated Schick Park, with its playground and basketball court, and near the Green Line on Beacon Street. The professionally managed building's condo fee includes heat and snow removal.More than a condo, a true home in one of Brookline's most sought-after neighborhoods.

16 Addington Unit 21, Brookline

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 73584974 MLS

In the heart of Coolidge Corner, a home that checks every box: elevated 1st floor, true single-level living, a private deck & easy-access parking space. Set within a stately 3-unit 1915 brownstone on one of Brookline's most storied tree-lined streets, Residence #1 offers something the neighborhood rarely delivers: a 3-BR home entirely on 1 level, w/ a front-to-back layout that brings southern exposure, light, space & flow, plus the ease of condo living. Tall ceilings, warm oak floors, millwork & bow windows speak to its early-century pedigree. The bow-front living rm opens to a gracious dining rm w/ rich wood wainscoting, a wall of windows & fireplace, as beautiful for quiet meals as for entertaining. European-style eat-in kitchen w/ Miele & Sub-Zero appliances. 3 large bedrms incl. a spacious primary w/ foliage views; the 3rd is currently used as an office. 2 renovated full baths, central air, newer boiler, roof & condenser, plus in-unit laundry. Expansive private storage. Condo fee of just $650/mo incl. heat & hot water. Location is a big highlight: Green Line at the corner, quick access to Longwood & downtown Boston; Trader Joe's, Coolidge Corner Theatre & Harvard St shops & restaurants a short walk away, w/ Griggs Park & the Emerald Necklace close by. Few Brookline addresses are as central, walkable or desirable.

1244 Beacon St Unit 1, Brookline

Listing courtesy of Listing Agent: Michelle Easter from Listing Office: Corcoran Property Advisors.

$3,100,000

3 Beds ⋅ 4 Baths ⋅ 73584794 MLS ⋅ ['The Marquee'] BLDG.

The penthouse at The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing 10ft ceiling height, curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator Entry opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly outdoors on the extraordinary roof deck with close to 700 sq ft. Complete with 2 garage parking. Moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston. VIEWS OF DOWNTOWN from your bedroom window and even more breathtaking views from the roof-deck looking over the rooftops and trees of Brookline, JP and Boston. IF YOU ARE LOOKING FOR LUXURY FINISHES THIS IS THE DEVELOPER FOR YOU.

32 Auburn Street Unit PH, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.

$808,000

1 Baths ⋅ 73584488 MLS

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience. This studio residence offers a beautiful kitchen and single-level living. Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless. With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

12 Williams Street Unit 3, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$3,388,000

3 Beds ⋅ 4 Baths ⋅ 73584476 MLS

Introducing 12 Williams Street, a thoughtfully designed new development in the heart of Brookline’s highly sought-after Coolidge Corner. This intimate community features two beautifully appointed townhomes, each with private parking, along with a separate studio residence—offering a rare combination of new construction, thoughtful design, and exceptional convenience.This spacious four-level townhome offers 3 bedrooms and 3.5 bathrooms, with a private elevator providing effortless access throughout all four levels. The home also features a private balcony and two covered parking spaces, combining the comfort and scale of a single-family home with the convenience of new construction.Just steps from everything Coolidge Corner has to offer, 12 Williams places you within easy reach of independent bookstores, the iconic Coolidge Corner Theatre, Trader Joe’s, Stop & Shop, acclaimed restaurants, cafés, and everyday conveniences. The nearby MBTA Green Line provides direct service into Boston, making commuting and exploring the city effortless.With its exceptional location, private elevator, generous four-level layout, outdoor space, and two covered parking spaces, 12 Williams Street offers a distinctive opportunity to enjoy modern living in one of Brookline’s most vibrant neighborhoods.

12 Williams Street Unit 1, Brookline

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 73584176 MLS

Open House Saturday October 10 - 11:30 a.m. - 1 p.m. and Sunday October 11 - 12 pm - 2 pm - A compelling alternative to luxury condo living—with the independence of single-family ownership and no monthly condo fee. Completely rebuilt from the studs up, 641 Chestnut Hill Avenue combines classic character with luxury finishes and modern comfort. Approximately 2,800* square feet across four finished levels, including the finished lower level, offers versatile space for living, working and entertaining. The beautifully appointed kitchen anchors the main living spaces, while four bedrooms include an inviting primary suite and three additional bedrooms. Three full baths and a half bath showcase thoughtfully designed luxury bathrooms with upscale finishes. Central air conditioning, private outdoor space and off-street parking complete the offering. Enjoy a convenient Brookline location near Brookline Reservoir Park and convenient to shopping, dining, public transportation, major routes , and Boston. A rare opportunity to enjoy the beauty, efficiency and finishes of a complete luxury rebuild in one of Brookline's most desirable setting.

641 Chestnut Hill Avenue, Brookline

Listing courtesy of Listing Agent: Paulette Rioux from Listing Office: Rioux Real Estate.

$775,000

2 Beds ⋅ 1 Baths ⋅ 73584030 MLS ⋅ ['Regency Park'] BLDG.

Experience the ultimate blend of urban convenience and peaceful living at Regency Park, a premier full-service residence in the heart of Brookline’s vibrant Washington Square. Situated on the third floor near the back elevators for hassle-free access to your deeded garage parking space, this two-bedroom condo offers an ideal mix of comfort, space, and convenience. The bright, open-concept living and dining area is designed for fluid everyday living and entertaining, featuring hardwood flooring and expansive windows that flood the space with natural light. The generous primary suite comfortably fits a king-size bed and includes a large walk-in closet, while the sun-filled second bedroom provides flexible space for guests, family, or a home office. Additional highlights include central air conditioning, abundant storage throughout, and a renovated bathroom with refined finishes. Regency Park is a professionally managed, full-service community offering an exceptional array of amenities, including 24-hour concierge service, on-site management, an indoor heated pool, fitness center, roof deck, landscaped courtyard with grill area, lounges, library, and recreation rooms. Buyers will benefit from the fact that all common areas—including carpets, walls, and furniture—were fully remodeled within the past year, with all corresponding association assessment fees already paid in full. Unbeatably located a stone’s throw from Washington Square’s highly desirable restaurants, cafés, and Star Market, with Coolidge Corner, Cleveland Circle, and the Longwood Medical Area just moments away. Seamless commuting via the Green Line (C & D branches), the Mass Pike, and quick access to downtown Boston and local universities. Crucial for Massachusetts winters, the condo fee includes HEAT and HOT water, making right now the ideal time to move in and get settled before the cold weather hits!

1731 Beacon St Unit 311, Brookline

Listing courtesy of Listing Agent: Amy Caffrey from Listing Office: Compass.

$3,500,000

6 Beds ⋅ 7 Baths ⋅ 73584015 MLS

A rare, generational opportunity to own an exceptional turn-of-the-century shingle-style residence in Brookline’s coveted Fisher Hill neighborhood, offering 6 bedrooms, 4 full bathrooms, and three half-baths. The home blends wonderful period character, architectural details, and thoughtful modern updates, with abundant natural light throughout. An oversized front porch welcomes you into a gracious foyer highlighted by a handsome period staircase. The main level features a fireplaced living room with built-in bookcases and window seats, a fireplaced dining room with built-in china cabinets, a library/home office, and a first-floor den/family room. The large eat-in kitchen offers generous space for everyday living and entertaining. The upper levels offer well-proportioned bedrooms and en-suite bathrooms. Additionally, the third floor provides flexibility for guests, in-law/au pair suite, recreation or working from home. With a separate entrance, the basement level includes spaces for an office or gym and storage/workshop/recreation space. A new slate roof and copper gutters were completed in 2016. A distinctive, meticulously maintained Fisher Hill home offering gracious scale, exceptional period detail, and versatile living space in one of Brookline’s most desirable neighborhoods.

115 Dean Rd, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 73584001 MLS

Charming Brookline Colonial tucked along a quiet, tree-lined street in a convenient neighborhood setting. An inviting front porch welcomes you into a home filled with character, recently painted interiors and beautifully refinished hardwood floors. The main level features a living room, dining room, and kitchen with direct access to a generous rear deck overlooking the level backyard, creating an ideal extension of the living space. Upstairs are three well- proportioned bedrooms and a full bathroom. The finished lower level offers flexible space for a family room/playroom, home office, along with a full bath and laundry area. A walk-up attic provides additional storage. A detached garage adds convenience. Close to Eliot Recreation Center, Warren Field, neighborhood schools, shops, and the Green Line, with easy access to Boston.

31 Loveland Rd, Brookline

Listing courtesy of Listing Agent: Eileen Strong O Boy from Listing Office: Hammond Residential Real Estate.

$1,950,000

11 Beds ⋅ 3 Baths ⋅ 73584003 MLS

You don't want to miss out on this investment opportunity Gem! Come check out this charming, lovely huge 3-family house in the heart of Chestnut Hill Brookline. The property features 3 units with over 4500 SF, with an unfished basement with new coin laundry. New Electrical with separate meters was updated. Unit 1 is a 3-bedroom 1 bathroom with, a washer and dryer in the unit. Unit 2 is a 4/5 bedroom 1 bathroom with a recently renovated kitchen and bathroom. Unit 3 is a 4-bedroom 1 bathroom that has hardwood flooring throughout. All units are leased till the end of August 2027. This property is a 5-minute walk to the Hayes school and Brookline Reservoir. This property has easy highway access and public transportation (60 bus C and D train). The property is a 10-minute drive to the Longwood medical area. This attractive multifamily opportunity allows investors to own a stable cash flow! This investment won't last!

753 Boylston St, Brookline

Listing courtesy of Listing Agent: Vena Priestly from Listing Office: Rise Signature Homes.

$925,000

2 Beds ⋅ 2 Baths ⋅ 73583733 MLS ⋅ ['Beacon Towers Condominiums'] BLDG.

Welcome to 86 Griggs Rd #14! This desirable 2-bedroom/2-bathroom 2nd floor condominium unit offers a generous sized floor plan in a classic Brookline brick mid-rise building. The unit was fully renovated in 2024. The brand new kitchen offers ample cabinet space, under cabinet lighting, stone countertops, marble tile floor, stainless steel appliances and a breakfast bar. There are refinished hardwood floors throughout the unit along with a new electric panel and recessed lighting. Both full bathrooms feature new vanities, showers, tiles, and fixtures. The unit also features central air conditioning. Enjoy the luxury of deeded garage parking in Brookline! (2nd garage parking spot also available for rent). There is laundry in the building with an app to identify availability and operate machines. Additional storage unit in the building and bike storage in the garage. Located on a quiet tree-lined street in a beautiful Brookline neighborhood, you are a stone's throw from beautiful Griggs Park which offers off-leash dog hours, a walking path, picnic area, and playground. Enjoy being short distance to Coolidge Corner, Washington Square, Brookline Village, and Cleveland Circle, which offer various restaurant and shopping options. Easy access to Green ‘C’ Line on Beacon Street and to Green ‘D’ Line branch as well.The building is one of 5 total making up “Beacon Towers Condominiums”. Weekly professional cleaning, along with 3x/week trash removal and professional landscaping. Heat, air conditioning, and water INCLUDED in HOA. Also included is landscaping, building maintenance/repairs & master insurance.

86 Griggs Rd Unit 14, Brookline

Listing courtesy of Listing Agent: Eric Dumas from Listing Office: Charlesgate Realty Group, llc.

$799,900

2 Beds ⋅ 1 Baths ⋅ 73583336 MLS ⋅ ['Court Condominium Iii'] BLDG.

Second-Floor, SUNNY Brookline Village Condo, Perfectly Loctaed at the edge of Coolidge Corner. FRESHLY PAINTED & READY for a NEW OWNER'S VISION! This 1,100-square-foot home offers 2 LARGE Bedrooms & 1 Full Bathroom. East to West Views, overlooking a lush, landscaped courtyard. Excellent Layout with High Ceilings, Hardwood Floors & Original Period Detail. An opportunity to Modernize & Customize & make it your own! Kitchen has Gas Cooking! Extra Storage & Off-Street Rental Parking options. Professionally Managed Building with HEAT & HOT WATER included in the Condo Fee. Enjoy the BEST of Brookline right outside your door. Short distance to Brookline Village & Coolidge Corner. Restaurants, Shops, Cafés + Green Line (T). Easy access to Longwood Medical Area, Fenway, Back Bay & Downtown Boston.

413 Washington Street Unit 4, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$799,000

3 Beds ⋅ 2 Baths ⋅ 73583199 MLS ⋅ ['120 Franklin St Condominium'] BLDG.

Welcome to 120 Franklin St Unit 3, a spacious floor-through 3-bedroom, 1.5-bath condo in a classic 3-unit home near Brookline Village, the Brookline Hills T, and the Emerald Necklace. A gracious entry opens into an oversized living room & formal dining room drenched in southwest-facing natural light, highlighting hardwood floors, new insulated windows, and updated lighting throughout. The eat-in kitchen features quartz countertops, stainless steel appliances, gas cooking, and ample cabinetry. Enjoy a full bath with a tiled shower/tub, a convenient half bath, and 3 bedrooms, the primary large enough for King Size bed. Step outside to your exclusive-use rear deck, perfect for outdoor dining. This home includes 2-car off-street parking, private basement storage, in-unit laundry hookups, and a deeded walk-up attic with expansion potential. Enjoy unbeatable access to Whole Foods, local cafés, Olmsted Park, Route 9, and the Longwood Medical Area—a rare Brookline opportunity combining charm, space, and convenience.

120 Franklin Street Unit 3, Brookline

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

$675,000

2 Beds ⋅ 2 Baths ⋅ 73583156 MLS ⋅ ['The Brook House'] BLDG.

Luxury Brook House! Enjoy living in a full-service building in the heart of Brookline. Private soutwest-facing corner two-bed, two-bath on the 5th floor. Spacious living room opens to a private balcony overlooking the courtyard with a smart touch most units don't have: a custom accordion partition on a ceiling track that closes off part of the room, so you can carve out a home office, a den, or a guest space whenever you need one. Two spacious bedrooms, including the primary bedroom with its own bath. Well-maintained and move-in ready, so you can settle in from day one — with the option to add your own touches over time in a building where updated units command a premium. Two deeded garage spaces. 24-hour security, and on-site management. Plenty of options for active recreation with the heated pool, a full gym with steam and sauna, classes, boxing, yoga, and Zumba, tennis, pickleball, and basketball courts. Large resident lounge, grill and outdoor seating in the courtyard, walking and biking trails. On-site salons, medical and wellness services, plus a steady calendar of resident events. Finally, a hard to beat location - across from the Green Line at Brookline Village (D), with the E line and several bus routes close by. You're minutes from Leverett Pond and the Emerald Necklace, the Longwood Medical Area, downtown Boston, and the universities, with shops and restaurants all around. Pet-friendly and non-smoking.

44 Washington Unit 502, Brookline

Listing courtesy of Listing Agent: Karina Demurchyan from Listing Office: Real Broker MA, LLC.

$1,700,000

5 Beds ⋅ 4 Baths ⋅ 73583014 MLS

Attached Corner Townhouse Sun-Filled Living, offers four bedrooms across four thoughtfully designed levels, complemented by a private patio and two composite decks. Wall-to-wall sliders flood the home with natural light while framing beautiful panoramic treetop and sky views.Behind its classic brick exterior, the home offers a spacious and distinctive interior with an impressive blend of character, comfort, and modern convenience. The kitchen features stainless steel appliances, an induction range, French-door refrigerator, and granite countertops. Custom built-ins and generous closet space provide exceptional storage throughout. Mitsubishi mini-split heat pumps in every room provide efficient year-round heating and cooling. The lower-level bedrooms feature private walk-out access, offering flexibility for guests, a home office, or additional living space.Located on a picturesque, tree-lined street that combines historic charm with modern urban living, the property is just steps from the C and D Line T, grocery stores, restaurants, and neighborhood amenities. A rare opportunity to enjoy privacy, natural light, outdoor space, and exceptional city convenience in one of the area’s most desirable neighborhoods.

184 Rawson Road, Brookline

Listing courtesy of Listing Agent: Azeddine Fadli from Listing Office: Property Navigator.

$1,350,000

2 Beds ⋅ 2 Baths ⋅ 73582903 MLS ⋅ ['Webster Place Condominiums'] BLDG.

Rare opportunity to own a 5th-floor balcony unit with 2-bedroom, 2-bath residence at Webster Place Condominiums in the heart of Coolidge Corner. This spacious home features a well-designed layout, generously sized bedrooms, the largest private balcony with stunning views, one garage parking space and designated extra storage space. Ready for an update to your own new finishes. Enjoy full-service amenities including concierge, swimming pool, fitness center, landscaped courtyard, and an inviting lobby. Ideally located just steps from the T, MBTA Green Line, Trader Joe’s, and Coolidge Corner’s shops, restaurants, and cafés, with convenient access to the Longwood Medical Area and downtown Boston.Private outdoor space, beautiful views, garage parking, and an exceptional Coolidge Corner location. Schedule your private showing today and experience everything this special residence has to offer.

20 Webster St Unit 507, Brookline

Listing courtesy of Listing Agent: Cindy Laughrea from Listing Office: Engel & Volkers Wellesley.

$3,490,000

8 Beds ⋅ 5 Baths ⋅ 73582390 MLS

On the market for the first time in more than 60 years, this three-family home in Coolidge Corner has only had two owners. Originally a single-family home, it now has three units with 8 bedrooms and 4.5 baths in total. It features high ceilings, hardwood floors throughout, a beautiful stone foundation, slate roof, and large windows with great natural light. Livable as is, and ready for its next chapter. Perfect for a developer, a condo conversion, or an end user who can bring their own vision. It includes a detached one-car garage, a large unfinished basement, and a private rear yard. The neighborhood is secluded, having only two entrances, yet it is ideally located between the B and C Green Line branches and just a few homes away from Coolidge Park. Sold as-is.

36 Columbia St, Brookline

Listing courtesy of Listing Agent: Benjamin Ginsburg from Listing Office: Redfin Corp..

$599,000

1 Beds ⋅ 1 Baths ⋅ 73581708 MLS

FULLY RENOVATED and ready to go! This spacious 1st floor condo on tree-lined Winchester St. in the heart of Coolidge Corner just went through an extensive renovation and is a shell of its former self. The hardwood floors glisten from the sunshine coming through the new, east-facing windows in the front of the unit while the kitchen does all the bragging with tall, designer cabinets and brand new appliances. The bathroom features marble tiling with new vanity and fixtures- super clean and bright. Bedroom large enough for queen bed and end tables with pocket doors for the closet. Recessed lighting and ceiling fans in each of the rooms, this unit is hard to pass up! Priced to sell!

34 Winchester St Unit 1, Brookline

Listing courtesy of Listing Agent: Adam Mundt from Listing Office: Kingston Real Estate & Management.

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 73581197 MLS

Classic early 1900s rowhouse unit at the base of Aspinwall Hill, steps to Washington Square, renovated and converted in 2017. Well-appointed second-floor home with a flexible layout, featuring large, open kitchen, dining, and living spaces, and four bedrooms, or three-plus-office. Spacious walk-in closet, double vanity, and tiled shower at the primary suite. Well-appointed hallway full-bathroom. Private rear deck off the fourth bed/office. Plentiful closet space; custom Elfa built-in shelving. Hardwood floors throughout, with trim and moulding details, and large windows for plentiful natural light. Storage area in the basement. Rental parking regularly available nearby. Well-run, fully owner-occupied Association. Half a block to Washington Square, dense with celebrated eateries, and the Green Line (C Branch); walkable to Schick Park, Brookline Village, and Coolidge Corner; easy to Downtown.

177 Winthrop Road Unit 3, Brookline

Listing courtesy of Listing Agent: Bernadine Tsung Megason from Listing Office: Dreamega International Realty LLC.

$1,540,000

2 Beds ⋅ 3 Baths ⋅ 73581124 MLS ⋅ ['16 Kent Square Condominium'] BLDG.

Set in a beautiful 1875 brick Second Empire Victorian between Brookline Village, Coolidge Corner, and the Longwood Medical Area, this two-bedroom-plus-den duplex is architecturally designed and seamlessly renovated. It offers three full baths and nearly 1,800 square feet of thoughtfully designed living space, creating a flexible setting for comfortable living and entertaining. Features include high ceilings, crown molding, recessed lighting, hardwood floors throughout, and abundant natural light.The main level’s 2012 open kitchen and dining area features custom cabinetry, stainless steel appliances, gas cooking, granite countertops, and a breakfast peninsula. It also opens onto a large private deck—perfect for alfresco dining—with views of Parsons Field and the lovely common yard.Also on this level are a beautiful living room with bow-front windows and a fireplace, a den/office with French doors, 2021 laundry, and a full bath with a whirlpool tub and shower.Upstairs, the luxurious primary suite features a walk-in closet, cathedral ceiling, and spa-like bath with a whirlpool tub and walk-in shower. A second spacious bedroom with a skylight and full bath completes the upper level.Additional features and updates include two-car parking and a 2018 high-efficiency heating and air-conditioning system. The property underwent a renovation down to the studs in 2006. See the attached full list of updates.Enjoy easy access to shops, restaurants, Longwood Playground, Lawrence School, the Riverway, and the C and D Green Line “T.” With beautiful parks, excellent transportation, grocery stores, cafés, restaurants, entertainment, and neighborhood services close at hand, 16 Kent Square is ideally situated for enjoying the very best of Brookline living.

16 Kent Sq. Unit 2, Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73581080 MLS

RARELY AVAILABLE: A premier single-family alternative, this sun-drenched, spacious 4 BR, 3.5 BA, END-UNIT townhome with exclusive TWO-CAR GARAGE and a PRIVATE BACKYARD with patio sits on desirable tree-lined Fuller Street near Coolidge Corner in the Florida Ruffin Ridley (FRR) school district. Features 2,915 sq. ft. of versatile space, appointed with 2 en-suite bedrooms and 3 zones of climate-controlled heating/cooling. /// MAIN LEVEL: Enter via keypad entry into a graceful foyer with beautifully refinished hardwood floors and a powder room for guests. Cook's kitchen boasts polished granite countertops, dual sinks, gas cooking, pantry, and sunlit eat-in breakfast area, flowing seamlessly into an expansive, open dining and living area with large windows including direct slider access to the exclusive-use fenced backyard—a private oasis perfect for outdoor dining and play! /// SECOND & THIRD LEVELS: The second level features 3 bedrooms and 2 full baths, including a serene, large en-suite with balcony and huge closet. Atop the stairs, a skylight naturally brightens the third floor with an even larger primary bedroom suite complete with full bath and enormous closet, ideal as an owner's suite, guest sanctuary, executive home office, media room, or lavish gym. /// LOWER LEVEL: The finished lower level provides flexible bonus space perfect for play, additional fitness space, or a quiet office, with dedicated laundry and tremendous storage capacity. /// PARKING: Unparalleled Brookline parking includes an adjacent 2-car garage with ample storage for skis, bikes, and gear, a 3rd off-street driveway space, plus 2 association visitor spots! /// UPDATES & LOCATION: Key updates include refinished hardwoods, newer HVAC, newer roof, fresh interior paint, and radon remediation system. (Note: Contractor estimate in-hand for $20k to transition 2nd/3rd floor carpets to matching hardwood). Unbeatable location is only 0.5 miles to FRR K-8, blocks to Clear Flour Bakery, Coolidge Corner, and the B/C Green Lines, offering lifestyle convenience and rapid access by T or car to Longwood Medical, Boston, Cambridge, and nearby suburbs. /// HOA: Low $600/mo HOA fee in a 100% owner-occupied 4-unit association. Cross-listed as Condominium under MLS #73581067. Private showings by appointment.

231 Fuller St, Brookline

Listing courtesy of Listing Agent: Josh Ehrenfried from Listing Office: Clear Path.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 73581067 MLS ⋅ ['225-231 Fuller Street Condominiums Trust'] BLDG.

RARELY AVAILABLE: A premier single-family alternative, this sun-drenched, spacious 4 BR, 3.5 BA, END-UNIT townhome with exclusive TWO-CAR GARAGE and a PRIVATE BACKYARD with patio sits on desirable tree-lined Fuller Street near Coolidge Corner in Florida Ruffin Ridley (FRR) school district. Features 2,915 sq. ft. of versatile space, appointed with 2 en-suite bedrooms and 3 zones of climate-controlled heating/cooling. /// MAIN LEVEL: Enter via keypad entry into a graceful foyer with beautifully refinished hardwood floors and a powder room for guests. Cook's kitchen boasts polished granite countertops, dual sinks, gas cooking, pantry, and sunlit eat-in breakfast area, flowing seamlessly into an expansive, open dining and living area with large windows including direct slider access to the exclusive-use fenced backyard—a private oasis perfect for outdoor dining and play! /// SECOND & THIRD LEVELS: The second level features 3 bedrooms and 2 full baths, including a serene, large en-suite with balcony and huge closet. Atop the stairs, a skylight naturally brightens the third floor with an even larger primary bedroom suite complete with full bath and enormous closet, ideal as an owner's suite, guest sanctuary, executive home office, media room, or lavish gym. /// LOWER LEVEL: The finished lower level provides flexible bonus space perfect for play, additional fitness space, or a quiet office, with dedicated laundry and tremendous storage capacity. /// PARKING: Unparalleled Brookline parking includes an adjacent 2-car garage with ample storage for skis, bikes, and gear, a 3rd off-street driveway space, plus 2 association visitor spots! /// UPDATES & LOCATION: Key updates include refinished hardwoods, newer HVAC, newer roof, fresh interior paint, and radon remediation system. (Note: Contractor estimate in-hand for $20k to transition 2nd/3rd floor carpets to matching hardwood). Unbeatable location is only 0.5 miles to FRR K-8, blocks to Clear Flour Bakery, Coolidge Corner, and the B/C Green Lines, offering lifestyle convenience and rapid access by T or car to Longwood Medical, Boston, Cambridge, and nearby suburbs. /// HOA: Low $600/mo HOA fee in a 100% owner-occupied 4-unit association. Cross-listed as Single Family under MLS #73581080. Private showings available upon request.

231 Fuller St Unit 231, Brookline

Listing courtesy of Listing Agent: Josh Ehrenfried from Listing Office: Clear Path.

$729,000

2 Beds ⋅ 1 Baths ⋅ 73581060 MLS

Ideally located between Washington Square and Brookline Village, this sun-filled two bedroom condominium is perfect for an owner occupant or as an investment property. It is under a half mile to the Green Line C & D lines, Coolidge Corner, restaurants, shops and several grocery stores. This location also offers easy access to the Longwood Medical Area and downtown Boston, along with Pierce Elementary and Brookline High School. An oversized foyer with built-in storage plus a closet welcomes you to the home. It opens to the renovated kitchen with granite counters, stainless appliances and a laundry closet. Also open to the foyer is the spacious living room with plenty of space for a sectional as well as dining furniture. There are two oversized bedrooms, one with an outfitted closet, along with an updated full bathroom. The current owner has transferable rental garage parking nearby and has prepaid through June 2027. This is a wonderful opportunity to establish a home in a professionally managed association in one of Boston’s most desirable suburbs, or a great investment property.

461 Washington St Unit 1, Brookline

Listing courtesy of Listing Agent: Matt Montgomery Group from Listing Office: Compass.

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