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$699,999
2 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73496818 MLS ⋅ 1,300 SqFt.
Excellent opportunity to purchase a spacious 2 bed 2 bath at 99 Pond Avenue at the Brook House for sale! Unit features large balcony, quiet serene views of courtyard. The unit comes Two car tandem garage parking # 316&A. The Brook House is a full service luxury building that has onsite management, 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, tennis and paddleball courts, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 222, Brookline
$440,000
1 Baths ⋅ ACTIVE Status ⋅ 73495826 MLS ⋅ 500 SqFt.
Bonus deeded garage parking space #295 included making your investment more valuable, Luxury Brook House, Well maintained spacious, bright, modern studio, Large sliding glass door encompassing one wall of living area, City views, Juliet balcony off of living area, Updated modern kitchen, Abundant closet space includes a large walk-in closet, 24/7 security/concierge, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities: full scale fitness center with cardio/weight/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, resident lounge with wifi, herb garden & barbecue areas, Across the street from D & E Green train lines and bus lines, Close proximity to Brookline Village and Coolidge Corner with an array of many shops, restaurants and a movie theater, Convenient to Longwood Medical area and downtown Boston, Perfect for investors or owner occupants. *living area virtually staged.

44 Washington St. Unit 605, Brookline
$1,120,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73495638 MLS ⋅ 1,590 SqFt.
Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a private enclosed balcony. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline
$2,550,000
8 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73495297 MLS ⋅ 5,076 SqFt.
First time on the market since the 1900s, this grand Victorian is set in Brookline’s historical district and offers a rare opportunity for a buyer or premiere builder to restore its timeless charm. Nestled on a tree-lined street in a coveted neighborhood, this residence offers over 5,000 sq ft of versatile living space, including 8 beds and 4 full baths. Inside, period details like soaring ceilings, intricate millwork, & original hardwood floors blend with a light-filled layout. The elegant foyer flows into spacious living & dining rooms framed by oversized windows, while the kitchen & breakfast area overlook the private yard. Upstairs, a serene primary suite and additional bedrooms provide flexibility, with the top floor offering space for a studio, home office, or playroom. Set on a 0.21-acre lot, the home is surrounded by mature landscaping & offers space for outdoor entertaining or a garden. Near Coolidge Corner, schools, and MBTA, this is a rare chance to own a Brookline classic.

16 Kennard Rd, Brookline
$1,650,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73490119 MLS ⋅ 1,811 SqFt.
Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal for a variety of design possibilities. Surrounded by mature oak-lined streets, 130 Fairway stands out with lush tree coverage along the side and rear, offering remarkable privacy. Located in the sought-after Heath School district, with convenient access to top public and private schools, Longwood Medical Area, Chestnut Hill shops and dining, the reservoir, parks, Green Line, and I-95 and the Mass Pike. Bring your vision and unlock the full potential of this exceptional property!

130 Fairway Rd, Brookline
$3,100,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73493723 MLS ⋅ 3,261 SqFt.
Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.

197 Winchester Street Unit 1, Brookline
$4,250,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73493346 MLS ⋅ 4,865 SqFt.
Welcome to this stunning Coolidge Corner two family constructed in 2005. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island complimented by sleek black granite countertops. Impressive primary bedroom suite with large closet + ensuite spa like bath. Two additional bedrooms with ample closet space. Upper unit has spacious outdoor deck. Additional highlights include high ceilings, central air conditioning, gas heating and 4 parking. Located near bustling Coolidge Corner shops, restaurants, cinema and Trader Joe’s. Easy access to train to universities, Longwood Medical area + downtown Boston!

53 Winslow Road, Brookline
$2,064,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73493204 MLS ⋅ 1,595 SqFt.
Exceptional New Construction in the Heart of Washington Square. Experience sophisticated urban living in this stunning, newly constructed elevator building, complete with garage parking and premium finishes throughout. Step into a bright, open-concept floor plan featuring 9-foot ceilings, expansive floor-to-ceiling windows, and a seamless flow between the living, dining, and kitchen areas — perfect for both relaxing and entertaining. The gourmet kitchen boasts high-end appliances, modern cabinetry, and elegant finishes that elevate every detail. Enjoy the convenience of in-unit laundry, and a large private patio. Three are three spacious bedrooms with two luxurious baths designed for ultimate comfort. This pet-friendly residence offers everything a modern city dweller could desire, combining comfort, style, and functionality. A commuter’s dream, the home is ideally located just moments from two “T” lines, offering easy access to downtown and beyond.

45 Bartlett Crescent Unit 201, Brookline
$1,860,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73492913 MLS ⋅ 3,000 SqFt.
Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back, which can be used as a perfect in-law suite. The second floor has three bedrooms and twofull bathrooms. Master bedroom has its own master bathroom with a shower room and a soaking tub. Walk to the thirdfloor, it serves as an additional living area with lots of storage rooms.The house system is brand-new installed in 2019,with central A/C and heating.This house is walking distance to Baker Elementary School, shops, the Library and localamenities. Photos shown was the staging last year.

303 Russett Road, Brookline
$2,698,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73492578 MLS ⋅ 3,738 SqFt.
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline
$600,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73491760 MLS ⋅ 826 SqFt.
Coolidge Corner at your doorstep! Sun-splashed 2 bed at The Warwick, a well-located elevator building offering a stunning common roof deck and seamless access to everything. Enter to a dramatic wall of windows, wide-open layout and exceptional natural light that defines the living space. Renovated and freshly painted, this home delivers true move-in ease. The eat-in kitchen is built for real use with stainless steel appliances, stone counters and abundant custom cabinetry. Gleaming wood floors, two well-proportioned bedrooms and flexible live/work space create a layout that lives larger than expected. Enjoy sweeping skyline views from the shared roof deck, perfect for sunset evenings or morning coffee above it all. Bike storage. Close to top-tier, fit-for-foodie restaurants, Coolidge Corner Theatre, Longwood Medical Area, Washington Square, Green Line (C), Whole Foods, Trader Joe’s and key commuter routes. Professionally managed and pet friendly.

1450-1454 Beacon St Unit 643, Brookline
$2,300,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73491579 MLS ⋅ 2,898 SqFt.
Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms and a primary suite with full bath, plus two additional full baths. Features include two staircases, a two-car garage (one bay currently used as a laundry room), and a partially finished basement. Many system updates already in place. Sold as is, endless upside in a prime location.

160 Reservoir Rd, Brookline
$1,999,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73491100 MLS ⋅ 2,116 SqFt.
Located on a beautiful tree-lined street in Coolidge Corner, this elegant 4-bed, 2-bath, 2,116 sq ft condo in a stately limestone brownstone combines modern refinement with period grandeur. Elevated above the street for privacy, the gracious foyer with fireplace opens to a sun-drenched living room with leaded glass transoms, crown molding, and spectacular inlaid hardwood floors. The wainscoted dining room with custom built-ins seats a crowd. The renovated kitchen offers quartzite counters, custom cabinetry, marble tile, and a sun-filled eat-in area. Both marble bathrooms feature radiant heat floors and towel warmers; one adds a soaking tub. The primary suite enjoys two exposures and a spa-like en-suite bath. Three additional bedrooms, private home office with French door, in-unit laundry, and a vast private basement storage room complete the picture. Convenient to acclaimed dining, boutique shopping, top schools, the Green Line, and Longwood Medical.

7 Parkman St Unit 1, Brookline
$2,349,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73490287 MLS ⋅ 1,897 SqFt.
This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni range, 48" Thermador refrigerator, and Bosch dishwasher, flowing seamlessly into a dining area perfect for gatherings. The generous primary suite features abundant closet space and an en-suite bath with glass shower and premium fixtures. A well-appointed guest bedroom, third-floor bedroom with private bath, and flexible bonus room round out the living space. Step outside to your private patio retreat. Two parking spaces—one garage with storage, one deeded driveway—add everyday convenience. Constructed by a respected family-owned builder with roots dating to 1936.

21 Crowninshield Rd Unit 21, Brookline
$617,000
1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73489872 MLS ⋅ 809 SqFt.
Highly desired Brookline Olmsted Park Condominium! This one bedroom,1 bathroom unit positioned on the second level with serene garden view. Well maintained grounds of Olmsted Park. 809 square feet, this unit has an open floor plan with central air, many windows allowing bright natural light to flow in. Beautiful kitchen with plenty of cabinets for storage and convenience of a washer/dryer stackable in unit. Range/oven, refrigerator/freezer and dishwasher. Spacious bedroom, with tranquil ensuite bathroom with tiled walk-in shower. Closet has abundant shelving. Convenient storage space located within the same building. Unit includes one deeded parking space and unassigned guest parking spaces. The common area offers additional laundry room, cozy reading room, a convenient exercise room, and on-site superintendent and professional management. Pets are allowed. Convenient to Brookline Village, Longwood Medical, universities, T-station and relax walking paths at picturesque pond

75 Glen Rd Unit B4, Brookline
$799,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73488309 MLS ⋅ 1,270 SqFt.
Spacious and modern 2-bed, 2-bath condo with breathtaking views of Leverett Pond and Olmsted Park. This well-designed home features an open-concept layout with an enclosed balcony, perfect for additional living, dining, or office space. Both bedrooms are generously sized, including a primary suite with a private bath and dressing area. Additional highlights include central A/C, 24-hour security, on-site management, and a prime garage parking space. Residents enjoy top-tier amenities including a fully equipped fitness center, heated outdoor pool, tennis and basketball courts, sauna and steam rooms, putting green, BBQ areas, and a resident lounge with WiFi.Ideally located near the Green Line (D & E), Longwood Medical Area, shops, restaurants, Downtown Boston, and Cambridge, with direct access to scenic walking, running, and biking paths. Renovated in 2018.

33 Pond Ave Unit 919, Brookline
$2,399,900
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73487901 MLS ⋅ 2,996 SqFt.
Bright and inviting, this move-in ready home sits at the end of a quiet cul-de-sac, offering privacy, and a peaceful setting. Minutes to bus lines and the Green Line for easy access to Longwood, Harvard Square, and downtown Boston.This 4-bed, 3.5-bath home features an open layout with a spacious living room with fireplace, dining area, and updated kitchen with stone countertops and stainless steel appliances. A sunroom overlooking the backyard adds a bright retreat.The main level includes a primary suite, two bedrooms, and a full bath. The walk-out lower level is above grade and offers a family room with fireplace, access to a screened porch and backyard, plus a guest suite, powder room, and laundry.Set on a rarely available, private and level 10,000+ sq ft lot, with central air and a two-car garage. Near Hayes School, Chestnut Hill Reservoir, parks, and shops.

520 Clinton Road, Brookline
$7,500,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73487838 MLS ⋅ 7,780 SqFt.
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!

1 Chestnut Place, Brookline
$895,000
2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73487530 MLS ⋅ 1,052 SqFt.
A distinguished new construction condominium residence from 2024 presents an opportunity for refined urban living. This property offers a pristine and recently completed environment, ready to inspire a sophisticated existence. The residence encompasses two thoughtfully proportioned bedrooms, each designed as a personal retreat. These private spaces offer generous dimensions, providing an ideal setting for individual comfort and peaceful repose. A singular, meticulously appointed full bathroom serves the residence, presenting a pristine environment for daily routines. This essential space features contemporary fixtures and finishes, contributing to an experience of refined functionality. Encompassing 1052 square feet of living area, this condominium extends across two distinct stories, creating an engaging and versatile spatial arrangement.

1618 Beacon Unit A, Brookline
$6,800,000
7 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73486175 MLS ⋅ 6,000 SqFt.
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline
$769,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73486010 MLS ⋅ 1,265 SqFt.
Welcome to this beautifully desirable high-floor condo in the Brook House, a full-service luxury building offering the best of city living. This spacious 2-bedroom, 2-bathroom home blends comfort, convenience, and style. The chef’s kitchen features modern appliances and plenty of storage, making meal prep a joy. Enjoy spectacular city views from your open-concept living space and unwind in a thoughtfully designed layout that maximizes comfort and functionality. This unit includes a deeded garage parking space—a rare and valuable amenity in the city as well as a heated outdoor pool, modern gym with group exercise room, residents lounge, tennis courts, an outdoor BBQ and herb garden, and courtyard. With public transit just steps away, and Longwood Medical Area, universities, local parks, ponds, shops, restaurants, and cultural attractions all close by, this location is truly unbeatable. Don’t miss the chance to make this exceptional condo your new home. Schedule a private showing today.

77 Pond Ave Unit 805, Brookline
$9,500,000
7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73485408 MLS ⋅ 9,500 SqFt.
Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities.

355 Buckminster Road, Brookline
$11,750,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73485239 MLS ⋅ 7,502 SqFt.
One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline
$3,390,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73484859 MLS ⋅ 6,196 SqFt.
Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline
$1,245,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73484426 MLS ⋅ 1,010 SqFt.
This corner unit has a south facing bedroom that holds good light through the day, while nine foot ceilings and a Juliette balcony give the main living space an open, easy feel. The kitchen anchors it all, with marble countertops and a full Thermador appliance package.Set right at Kent and Station, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by. New construction like this is genuinely rare in Brookline.Garage parking is included, with an additional space available for purchase, and residents share a landscaped backyard as well. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease into ownership!

58 Kent Unit U302, Brookline
$1,850,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73482825 MLS ⋅ 3,000 SqFt.
Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline
$575,000
1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73481909 MLS ⋅ 651 SqFt.
Fabulous front-facing unit in a prime Brookline location, offering the perfect blend of charm, light, and convenience. This sunny, open-concept home features gleaming hardwood floors, high ceilings, and oversized bay windows that flood the space with natural light. The renovated kitchen is ideal for any home cook, and washer/dryer facilities add everyday convenience. Enjoy a peaceful tree-lined street that still places you just moments from Coolidge Corner, Brookline Village, the Longwood Medical Area, and the Green Line T. Whether you're strolling to local shops, restaurants, parks, or public transit, you'll love the accessibility and neighborhood feel. The unit includes one assigned parking space. Don’t miss this bright and inviting gem—a rare opportunity in one of Brookline’s most sought-after neighborhoods! Condo leased until 5/31/27 for $2850.00

37 Saint Paul St Unit 3, Brookline
$4,995,000
7 Beds ⋅ 8 Baths ⋅ UNDER AGREEMENT Status ⋅ 73481620 MLS ⋅ 6,560 SqFt.
Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the interiors with light. Nearly every room captures sweeping views of the Brookline Reservoir and Boston skyline. Window-lined living room w/ patio access & dining room w/ bay window & butler’s pantry. Sun-filled eat-in kitchen opens to family room, bluestone patio, & backyard. 2nd floor features en-suite primary plus 3 bedrooms & 2 baths. 3rd floor w/ 2 bedrooms & full bath. Walkout lower level w/ great room, game room, & en-suite guest room. Attached heated four-car garage. Tennis court and sweeping bluestone terraces. Minutes from Chestnut Hill’s ‘The Street’ & quick drive to Boston/Cambridge.

40 Heath Hill, Brookline
$3,750,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73481377 MLS ⋅ 3,790 SqFt.
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.

331 Heath Street, Brookline
$16,000,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73480812 MLS ⋅ 9,411 SqFt.
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline

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