7,120 properties for sale in Brookline town

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef's kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen-an exceptional setting for both relaxation and entertaining. Not to be missed!

Entering Brookline! Welcome home! Lovely entryway with closet welcomes you into fire placed, sunlit living room with mellow hardwood floors that opens to ample dining room perfect for holiday entertaining. Three season sunroom and fully applianced kitchen round out the first floor. Direct entry garage is a bonus! Second level offers 2 generous bedrooms and a smaller nursery or office and full bath. Basement is partially finished for bonus space! Situated on a lovely fenced lot. Bring your ideas and pack your bags. There is so much potential with this property. Excellent location, Baker school district. Best value in Chestnut Hill! Don't miss! Offers, if any, due Tuesday at noon!

Exceptional 3 Family Opportunity in Chestnut Hill, Brookline ! Rare Available, Well Maintained residence offering 3 separate units: each unit features nice HW floors, 3 generous size bedrooms, 1.5 baths, good size living room and well appointed kitchen with dining areas, SS appliances, granite countertops. Hardwood floors all over the units. Generous basement storage provides additional convenience close space for each unit. A major highlight is the 5 off street PARKING SPACES a valuable amenity in Brookline. Property also benefits from LETTERS OF COMPLIANCE FOR ALL 3 UNITS ! Ideally situated near Brookline Reservoir, Chestnut Hill shopping and dining, public transportation, Rt 9 and convenient access to Boston And surrounding communities. Compelling opportunity to own a versatile 3 Family property in on of Brookline's most sought after neighborhoods. Unit 2 now available for a new owner !

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef's kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close

Captivating colonial tastefully designed for elegant entertaining and comfort in mind. Privacy + nature abound in this 4 bedrooms, 3 bathrooms + 2450 square feet of refined living space in a premier Chestnut Hill location. Near Baker Elementary school (grades K-8) + close proximity to Putterham Shops, tennis, golf, wildlife sanctuary, Longwood Medical Area, Arnold Arboretum + Jamaica Pond. First floor has living room with wood burning fireplace, family room, bedroom with full bath + access to expansive outdoor deck. In the heart of the residence is a beautifully renovated kitchen with custom white shaker cabinets, sleek black granite countertops, stainless steel appliances + generous center island. Upper level has a sprawling primary bedroom suite complimented by majestic sunset views + an abundance of attributes such as walk-in closet, separate sitting area + spa-like bath with dual sink vanity, glass enclosed shower + soaking tub/jacuzzi. Additional finished lower level provides vers

Luxury Brook House, Modern and spacious studio apartment, High floor with stunning city views, Juliet balcony off of living area, Fully equipped modern kitchen with a dishwasher, Ample closet space including a large walk-in closet, Top notch fitness center with cardio/weight/aerobic rooms, steam/sauna, ping pong tables, tennis/pickleball/basketball courts, heated outdoor swimming pool, barbecue areas, 24/7 security/concierge, Convenient to bus lines and D and E train lines, shops, restaurants, Longwood Medical area and downtown Boston, Enjoy the nearby, beautiful Leverett pond on the Emerald Necklace with walking/biking/jogging paths. Enjoy vibrant Brookline Village nearby with an wonderful array of shops and restaurants, Perfect for investors or owner occupants

Sun-filled and south-facing, 2-bedroom, 1-bathroom condo combines classic charm with modern updates in a prime Brookline location. Set on the second floor of a professionally managed brick building on Beacon Street, the home features a welcoming entry foyer, a bright living room with bay windows and a charming decorative fireplace, and an updated kitchen with granite breakfast bar, stainless steel appliances, and ample cabinetry. Two generously sized bedrooms offer flexibility for roommates, guests, or a home office. Hardwood floors and crown molding add timeless character throughout. Located just steps from the Green Line and moments from Washington Square, Coolidge Corner, Longwood Medical Area, shops, restaurants, and more!

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

Charming and updated one-bedroom condo in the heart of Brookline's desirable Washington Square! Located in a classic brownstone elevator building, this inviting home features high ceilings, large windows, hardwood floors throughout, recessed lighting, and a spacious sunken living room filled with natural light. The renovated kitchen offers a dishwasher, disposal, and built-in microwave, complemented by a beautifully tiled bathroom. Enjoy a low condo fee that includes heat, hot water, landscaping, and snow removal, along with common laundry and a pet-friendly building. Ideally situated near shops, restaurants, Star Market, the Longwood Medical Area, and public transportation, including the Green Line and Route 65 bus. Currently rented through August 31, 2027, offering a great opportunity for investors or future owner-occupants. Don't miss this opportunity to own in one of Brookline's most desirable neighborhoods!

OPEN HOUSE CANCELLED. Sunny and spacious top-floor Brookline Village three-bedroom. Brand-new 2026 renovation with everything done right. High ceilings and abundant natural light flood the open floor plan. The unit also ioopen housencludes an exclusive deeded attic of approximately 1,012 sq. ft. directly above. That's nearly the size of the home itself. The attic is unfinished, with excellent headroom, skylights and new insulation. Use it for storage today, with potential for a bedroom, family room, office or media room. New kitchen features stainless steel appliances, stone countertops, and a generous eat-in space with a pantry. New bathroom is tiled and fully updated. New heating system with fresh ductwork throughout. Hardwood floors refinished. New water heater. Freshly painted everywhere. Deleaded. The primary bedroom is a standout - original bow-front detail with period character, plaster ceiling medallion, and excellent morning light. Two additional bedrooms give you flexibility

DELEADED and spacious 3 bedroom condo in one of Brookline's best locations for access to the Longwood Medical Area! The sprawling layout offers 3 generous bedrooms, updated bathroom, formal dining room, eat in kitchen with adjacent pantry and hardwood flooring throughout. Bright, airy and great potential to add your touches throughout. One assigned parking space in the rear of the building and common laundry in the basement (great space to install in the unit as well, should you choose!). Heat is included in the condo fee- just a great condo ready for the next buyer!

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!

Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline's Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler's pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to The Street, top schools, and Green D line train

Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 and I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!

Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods

Welcome to this exceptionally maintained 2-bedroom, 2-bath condominium in a prime Chestnut Hill location. Filled with natural light and featuring high ceilings and hardwood floors throughout, this inviting home offers an ideal combination of elegance, comfort, and convenience. The spacious living room is anchored by a cozy gas fireplace and large windows that flood the space with sunlight. An eat-in kitchen with stainless steel appliances opens seamlessly to the dining area, creating a wonderful layout for both everyday living and entertaining. The thoughtfully designed floor plan includes a generous primary bedroom suite with an en suite bath and custom fitted closets, a well-proportioned second bedroom, a second full bathroom, and the convenience of in-unit laundry. Enjoy seamless indoor-outdoor living with two private patios, perfect for morning coffee, al fresco dining, or relaxing at the end of the day. Additional highlights include two garage parking spaces and dedicated garage s

Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and

This newly renovated 3 bedroom 2 Bath Chestnut Hill ranch offers all the amenities. This 2,370 square foot home is move in ready and has a great layout for easy living. A brand new kitchen with modern appliances, outside sunroom, and great outdoor patio makes this a wonderful home for entertaining. Additional flex space on the ground floor leaves room for a playroom, home office, or extra room to relax and unwind. Walkable to Putterham circle, close to schools, library and other community spaces. Come see this new home and all that it has to offer

Tucked away at the end of a long private drive, this detached residence at Sargent Estates offers the privacy and feel of a single-family home with the ease of condominium living. The thoughtfully designed, single-level floor plan features beautifully refinished hardwood floors and an open kitchen with white cabinetry, quartz countertops, stainless steel appliances and a center island. The kitchen flows seamlessly into the dining and living areas, creating an inviting setting for everyday living and entertaining. French doors from the living area open to an oversized patio bordered by lawn and mature landscaping. Two spacious bedrooms include a primary suite with a full bath. Additional highlights include generous storage, a cedar closet and an attached two-car garage. Association amenities include an in-ground pool, landscaping and snow removal. Convenient to public transportation, the Longwood Medical Area and downtown Boston

Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining and comfortable family living. A large, elegant foyer w/sweeping staircase and venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/acoustic padded walls and a handsome family room w/custom cabinetry. The fully renovated chef's kitchen features a center island, butler's pantry and dining nook-truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace and spa-like bath. There are 3 additional bedrooms, 3 full baths, an office and a laundry room on this level. The 3rd floor offers 2 additional bedrooms and a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom and access to the 2-car garage. Easy access to highways, schools

Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage

SELLER OFFERING UP TO $14,000 IN BUYER CLOSING COST CREDIT, INCLUDING TOWARD A 2-1 TEMPORARY MORTGAGE RATE BUYDOWN! ALL OTHER TERMS NEGOTIABLE. Financing incentive subject to lender approval and applicable loan guidelines. Welcome to 215 Crafts Road, a bright 2-bedroom condo on a tree-lined street in Brookline's Chestnut Hill neighborhood. This second-floor home offers approx. 930 sq. ft hardwood floors, abundant natural light, and open living/dining space. The updated kitchen features stone countertops, stainless steel appliances, gas cooking, and ample cabinetry. Enjoy two private decks for dining or relaxing outdoors.Features include in-unit laundry, basement storage, one assigned off-street parking space, 2019 replacement windows, and a newer hot water tank. Set in a self-managed three-unit association with a low condo fee. Near Brookline and Chestnut Hill Reservoirs, Washington Square, Cleveland Circle, the Green Line, and Route 9 shopping and dining

Set on 1.21 private acres in Brookline's coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens

Boston views, two private porches, and two parking spaces set apart this light-filled 4-bedroom, 2-bath condominium near Washington Square. Spanning over 2,200 sq ft across the second and third floors, the unit blends the spaciousness of a single-family home with condominium convenience, mixing period charm with an airy, flexible layout. The stunning upper level provides a private primary retreat with an oversized bedroom, a 16' x 8' walk-in closet, and its own porch for an inviting spot for morning coffee or unwinding at the end of the day, plus a kitchen with stainless steel appliances and quartz countertops, a living room, and a full bath. High cathedral ceilings and 3 new skylights produce a bright, sunlit atmosphere. The second floor holds 3 large additional bedrooms, a full family bath, and living space centered on a fireplace-offering room for family, guests, or a home office. The rear bedroom leads to the second private porch. Hardwood floors and recessed lighting add warmth an

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 t

New price! Offering both classic charm and detail with a modern touch, this spacious 3 bedroom 2 bathroom home has everything on your wish list. The living room features classic built-ins, bowed windows and a cozy fireplace. Directly off of the living room with french doors is a bedroom that also functions well as a office or flex space. Down the hall are 2 additional comfortable bedrooms and 2 renovated bathrooms. The kitchen features white shaker cabinets, granite countertops, an island, stainless steel appliances and a convenient pantry closet. The kitchen opens up to a comfortable dining area. A large walk-in closet with laundry completes this space. Additional features include plenty of closet space, hardwood floors throughout, deeded parking, screened-in porch, basement storage and a condo fee that includes heat and hot water. Ideal Beacon Street location close to Washington Square, Chestnut Hill, restaurants, shopping, Green line and all that Brookline has to offer

Charming Colonial in a Coveted Brookline Location! Situated in an excellent neighborhood just a stone's throw from Allandale Farm, Larz Anderson Park and Brookline's top-rated schools, this 3-bedroom, 1.5-bath Garrison Colonial presents a wonderful opportunity to create your dream home. The property features hardwood floors throughout, garage parking with direct access to the home and a generous lot of over 7,500 square feet. In need of updating, this home offers tremendous potential for renovation, personalization and long-term value in a highly desirable location. A rare opportunity to bring your vision to life in one of Brookline's sought-after neighborhoods, close to parks, local amenities, hospitals and excellent educational opportunities

Escape the bustle in a peaceful, airy, sunlit corner unit with floor length windows. This 5th floor, 2 bed 2 bath condo with leafy views boasts a recently-renovated walk in shower with modern glass tiles, an updated primary bathroom, full walk-in closet, and bamboo flooring. Garage parking space with easy elevator access. High amenity building with large swimming pool, sauna, kid splash pad; tennis, pickleball and basketball courts, weight and fitness equipment gyms, aerobic/dance studio, table tennis, putting green and 24 hour security/concierge. Building is situated opposite Leverett Pond with direct access to Boston's beautiful Emerald Necklace