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$3,495,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73504649 MLS ⋅ 4,082 SqFt.
Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School

191 Newton St, Brookline
$780,000
2 Beds ⋅ 1 Baths ⋅ REACTIVATED Status ⋅ 73503144 MLS ⋅ 955 SqFt.
Price Improvement!!!! Fully renovated kitchen and garage parking!!!! Prime Brookline location in a charming courtyard building. This spacious two-bedroom home is filled with natural light. large rooms and renovated kitchen and bath. Highlights include beautiful wood floors, high ceilings, and the convenience of in-unit washer and dryer. Enjoy courtyard views, all while being ideally situated just moments from Washington Square, Coolidge Corner, and Brookline Village. 1 GARAGE RENTAL PARKING SPACE IS AVAILBLE TO BE PASSED ONTO THE BUYER UNTIL 6/30/27 PAID BY SELLER!

461 Washington Street Unit 1, Brookline
$545,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73502517 MLS ⋅ 870 SqFt.
Rarely available! Luxury Brook House,1 bed/1 bath condo with bonus enclosed balcony that can be used as an office or den, gorgeous pond views from every window to watch the sunrise & sunset, Modern renovation throughout, Spacious, open floor plan, Large bedroom with double closets, 1 car garage parking #252, 24/7 security/concierge, 24 hr. maintenance, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities that include a fully equipped fitness center with weight/cardio/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, herb garden, resident lounge with WIFI & barbecue areas, Across the street from D & E train lines and bus lines, Convenient to Longwood Medical area and downtown Boston, Walk to Brookline Village & Coolidge corner with an amazing array of shops restaurants & movie theater, Enjoy gorgeous Leverett Pond of the Emerald Necklace across the street with walking/jogging/bike paths

33 Pond Ave. Unit 915, Brookline
$6,400,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73500458 MLS ⋅ 6,521 SqFt.
A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline
$875,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73497501 MLS ⋅ 888 SqFt.
Beautifully updated and filled with natural light, this spacious front-facing 2-bedroom plus study condominium offers the flexibility today’s buyers are looking for in the heart of Brookline’s highly sought-after Washington Square neighborhood. The thoughtfully designed layout includes a dedicated study—ideal for a home office, nursery, or reading room—while the windows bring in abundant natural light throughout the day. Classic older style charm is complemented by tasteful modern updates, making this home truly move-in ready. Enjoy the ease of access to MBTA's Green Line, local cafés, restaurants, parks, and neighborhood conveniences, making commuting to Boston, Longwood Medical Area, and nearby universities exceptionally convenient. Heat and hot water are included in the condo fee, most furnishings can be included, offering a convenient turnkey opportunity. Schedule your in person or virtual tour today to see what living in Brookline has to offer!

33 Westbourne Ter Unit 3, Brookline
$8,995,000
7 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73496969 MLS ⋅ 7,080 SqFt.
Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline
$1,100,000
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
$1,650,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT 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 ⋅ UNDER AGREEMENT 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
$1,710,000
5 Beds ⋅ 4 Baths ⋅ PRICE CHANGED 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
$1,999,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT 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
$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
$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
$8,900,000
4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73484839 MLS ⋅ 18,699 SqFt.
Unique Offering - Exceptional Commercial Development Opportunity in Brookline. An outstanding & versatile free-standing commercial property totaling 18,000+ sq ft, ideally situated near BU. This expansive building features 10+ on-site parking spaces, an open, flexible floor plan accommodating a wide range of commercial or creative uses. The property includes a fully equipped kitchen with a dedicated dining area. Additional highlights include 4 half baths, separate entrances, and a large drive-in studio space 48' x 48'. Inside, you’ll find multiple private offices, several conference rooms, and an impressive reception area. Located just one block from Commonwe Ave, the property offers convenient access to public transportation, shops, and restaurants, as well as close proximity to Fenway, Back Bay, I-90 (Mass Pike), and Storrow Drive. A rare opportunity to acquire a premier commercial asset in one of Brookline’s most dynamic and sought-after locations.

115 Dummer St, Brookline
$2,999,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT 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
$10,000,000
ACTIVE Status ⋅ 73483636 MLS ⋅ 18,950 SqFt.
CFO - July 29th, 2026. 20 & 32 Kent Street in Brookline are being offered as a portfolio sale.

20 & 32 Kent Street, Brookline
$1,750,000
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
$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
$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
$8,995,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73479457 MLS ⋅ 7,232 SqFt.
Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & 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 & a handsome family room w/custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.

188 Heath St, Brookline
$5,990,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73475133 MLS ⋅ 8,325 SqFt.
Location, Location, Location! Exceptional two-unit mixed-use building in the heart of Brookline, featuring a NNN-leased commercial space occupied by a premier national restaurant operator with a recent $2M+ buildout. The property includes a rare Brookline 1:00 AM full liquor license, elevator access for commercial deliveries, and expansive outdoor patio seating. The second floor offers a refined 3-bedroom, 1.5-bath residence with open living, dining area, in-unit laundry, and an extraordinary private roof terrace exceeding 1,000 SF. Unmatched setting just steps to the Green Line, Coolidge Corner, BU, Longwood Medical, H-Mart next door, and Boston’s most vibrant destinations.

1002 Beacon St, Brookline
$5,995,000
7 Beds ⋅ 11 Baths ⋅ UNDER AGREEMENT Status ⋅ 73474446 MLS ⋅ 8,921 SqFt.
55 Leicester presents a RARE offering in one of Brookline’s premier, private locations, now offered at a price point rarely matched for a home of this caliber. Behind its grand facade, this extraordinary estate awaits its next chapter. Repositioned BELOW SIX MILLION — a significant adjustment representing compelling value for the size and location — it stands among the most attractive listings currently available in Brookline. The home showcases soaring ceilings, walls of windows overlooking landscaped grounds, and an open, light-filled floor plan. The scale and layout exists for a visionary buyer to reimagine and restore its full potential. Signature luxurious features such as the heated driveway, limestone floors, an elevator to all levels, 5-car garage, in-ground pool, roof deck, and wine cellar further elevate the appeal. For developers, investors, or end-users, 55 Leicester is an unmatched canvas to create a world-class residence in an A+ Brookline location.

55 Leicester St, Brookline
$5,990,000
ACTIVE Status ⋅ 73474144 MLS ⋅ 8,325 SqFt.
Location, Location, Location! Exceptional two-unit mixed-use building in the heart of Brookline, featuring a NNN-leased commercial space occupied by a premier national restaurant operator with a recent $2M+ buildout. The property includes a rare Brookline 1:00 AM full liquor license, elevator access for commercial deliveries, and expansive outdoor patio seating. The second floor offers a refined 3-bedroom, 1.5-bath residence with open living, dining area, in-unit laundry, and an extraordinary private roof terrace exceeding 1,000 SF. Unmatched setting just steps to the Green Line, Coolidge Corner, BU, Longwood Medical, H-Mart next door, and Boston’s most vibrant destinations.

1002 Beacon St, Brookline
$1,125,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73471910 MLS ⋅ 1,565 SqFt.
Be sure to tour this spacious corner 3 bedroom (or 2 bed with den/office ) overlooking Leverett Pond and Olmsted Park! This home offers a very desirable floor plan with great views from every window, wood flooring throughout, wonderful private deck and 1 deeded garage space.The huge master suite has ensuite bath, enormous closets and an alcove for an office. The Brook House offers endless amenities- an impressive fitness center, Olympic style heated outdoor pool, 3 brand new tennis courts, pickleball court, club room with catering kitchen, outdoor patio for BBQ, onsite management and 24 hour security. The location cannot be beat -minutes to MBTA and buses, D&E train lines, across the street from parks and ponds, nearby shopping, restaurants, close to Longwood Medical Area, universities & hospitals. If you are looking for a special home with a great lifestyle, this is it! Easy to show

77 Pond Avenue Unit 401, Brookline
$3,400,000
ACTIVE Status ⋅ 73471109 MLS ⋅ 4,304 SqFt.
Dream Development Opportunity - APPROVALS in place! - to Create 6 Luxury Condos in AAA Brookline location Attention Developers! Rarely available prime development opportunity in the absolute heart of Brookline Village, near the MBTA Green Line, and Brookline's best schools, shops, and restaurants, plus the Longwood Medical Area. Approvals in hand to create six luxury condos with an elevator, covered parking, and ideal sizes and layouts. A dream opportunity to create luxury condos in one of the strongest condo markets in the country with numbers that work. Marketing package including approved plans available for buyer review. No representations made, buyer to do due diligence.

370 Washington St, Brookline
$2,094,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73468054 MLS ⋅ 2,210 SqFt.
Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly renovated/created townhouse condos (this is an attached condo that feels sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and beautiful roof decks providing flexible living spaces ideal for families, entertaining, and working from home. The heart of each home is a gourmet kitchen, outfitted with premium Fisher & Paykel appliances, sleek induction cooking, and high-end finishes. Enjoy seamless indoor-outdoor living with private roof decks, generous natural light, and access to a shared yard. Modern conveniences abound. This unit includes 1 garage parking space + 1 exterior parking space. With a Walk Score of 93, these homes are steps to Brookline Village’s charming shops, restaurants, playgrounds, schools, Longwood Medical Area, and the MBTA Green Line. Some images are renderings

12 Goodwin Place Unit 12-2, Brookline
$4,800,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73466199 MLS ⋅ 8,326 SqFt.
Over the past century, The Loring-Atherton House has been owned by just two families. Now, this distinguished Cottage Farm residence presents a rare opportunity for its next owner to thoughtfully reinterpret it for a new era. Set on a prominent corner lot in the heart of Brookline’s Cottage Farm Historic District, the residence is an exceptional example of Georgian Revival architecture. Its stately brick exterior is defined by a slate roofline, dormer windows, tall chimneys and a classically detailed entrance crowned by an arched fanlight. At the rear, a broad brick terrace, graceful curved staircases and a multi-paned bay overlook the mature, tree-canopied grounds. Inside, the home reveals an extraordinary collection of architectural details. A dramatic great room features a soaring exposed timber ceiling, hand-painted decorative friezes, richly paneled walls, built-in bookcases and window seating, and a substantial marble fireplace. Elsewhere, a beautifully crafted wood staircase, patterned tile floors, ornamental ironwork, additional fireplaces and a mural-lined library speak to the artistry and character carried throughout the residence. Together, these elements provide a compelling architectural language from which something entirely personal can be created. Currently offering six bedrooms and six and a half bathrooms across approximately 8,326 square feet of finished living space, the property encompasses more than 10,000 square feet of finished and unfinished space in total. The opportunity is not simply to restore what was, but to consider how its most distinctive elements can inform what comes next, creating a home that feels relevant to the present while remaining connected to its remarkable history. Directly across from Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, leading schools and many of the region’s finest cultural and green spaces, 180 Ivy Street offers the architectural character and greenery of Brookline while keeping Back Bay, downtown Boston, Cambridge and Harvard University all within easy reach. More than a significant address, it is an opportunity to carry forward a century-long legacy while defining its next era.

180 Ivy St, Brookline
$669,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73463836 MLS ⋅ 795 SqFt.
GREAT INVESTMENT opportunity,Located at 20 Chapel Street Unit A 303 in the vibrant town of Brookline,. The condominium features one bedroom and one full bathroom across a well-distributed living area of 795 square feet.,plus in unit washer & dryer The layout provides a functional space for relaxation and everyday living, Positioned on the third floor of a ten-story structure, the property provides a gym, laundry,social meeting room, 24 hour Concierge, across street from GREEN LINE MBTA. . Green Neckless Park access to Bostons nature trails. Dogs allowed under 40 lbs. PARKING AVAILABLE FOR RENT $200.00 per month

20 Chapel Street Unit A 303, Brookline
$16,980,000
7 Beds ⋅ 11 Baths ⋅ ACTIVE Status ⋅ 73445544 MLS ⋅ 13,343 SqFt.
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

1014 Boylston Street, Brookline

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