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$5,950,000
4 Beds 4 Baths ACTIVE Status 73508634 MLS 4,825 SqFt.
Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

$3,295,000
5 Beds 3 Baths ACTIVE Status 73508555 MLS 2,834 SqFt.
Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

185 Warren Street, Brookline

$6,700,000
5 Beds 7 Baths SOLD Status 73508515 MLS 6,658 SqFt.
A masterful residence by Kenwood Builders, discreetly sited on one of Fisher Hill’s most coveted streets. This 5-bed, 6.5-bath home blends impeccable craftsmanship w/bespoke millwork & refined finishes throughout. Designed for modern living, expansive glass doors flood the main level w/light, anchored by a dramatic 2-story foyer & elegant living & dining rooms. The chef’s kitchen—complete w/a separate scullery—opens seamlessly to an inviting family room & sun-filled eat-in area, framed by walls of glass overlooking the manicured grounds. The 2nd level features a serene primary suite w/dual closets + spa bath (soaking tub + luxe shower), and 3 en-suite bedrooms. Finished lower level w/full bath offers flexibility. Highlights: elevator, oversized mudroom, 2-car garage & private guest house w/ kitchen, sitting room, loft bed & bath. Set amid exquisitely landscaped grounds w/bluestone terrace & elegant stone walls, this remarkable property offers a truly refined & serene living experience.

278 Clinton Rd, Brookline

$926,000
2 Beds 1 Baths SOLD Status 73508481 MLS 1,105 SqFt.
Stunning two-bedroom, one-bathroom condo on desirable Mason Terrace. An elegant arched entry from the foyer leads to a spacious living room featuring built-in cabinetry and serene treetop views. French doors lead to a versatile second bedroom with a generous closet with built-in systems. The primary suite offers two large closets.. The updated bathroom exudes charm with classic subway tile, a clawfoot tub/shower, pedestal sink, and ample linen cabinet. A beautifully renovated eat-in kitchen (2021) showcases stainless steel appliances, quartz countertops, wine refrigerator, and washer and dryer.This sun-filled home is enhanced by high ceilings, decorative molding, large windows, ceiling fans, abundant storage, and wood floors throughout. Additional features include a deeded storage unit and dedicated bike space in the basement. Ideally located near lovely Corey Hill Playground, shops, dining, and MBTA 'C' Trains.

89 Mason Terr Unit 3, Brookline

$2,280,000
5 Beds 5 Baths SOLD Status 73508462 MLS 3,873 SqFt.
PRICE IMPROVEMENT!!! Perched atop a gentle knoll on one of Brookline’s most picturesque tree-lined streets, this commanding English Manor in Chestnut Hill’s prestigious Baker School district seamlessly blends timeless elegance with sophisticated modern updates. The home makes a grand first impression with its welcoming foyer, featuring a stunning bridal staircase, soaring ceilings, and gleaming hardwood floors. Designed for both gracious entertaining and daily living, the main level boasts a sun-filled fireplaced living room, a formal dining room, and a beautifully updated chef’s kitchen equipped with high-end stainless steel appliances and granite countertops with an attached family room. With 5 spacious bedrooms and 4.5 baths, including a primary suite and a charming turret room, the home offers ample space across three levels.

32 Alberta, Brookline

$1,425,000
3 Beds 3 Baths SOLD Status 73508389 MLS 1,594 SqFt.
Elegant condominium unit in a c. 1920 brick rowhouse in the heart of Coolidge Corner. Enter this well-laid out top-floor unit to a spacious foyer, with a front-facing semi-open living room flowing to a wainscoted formal dining area. Large, granite/stainless kitchen with peninsula open to the dining room; in-unit laundry. Half-bath, rare for the complex, at the foyer. Two bedrooms, one northwest-facing and one southeast-facing, with a lovely hall bathroom with glass-tiled shower; primary suite with a muraled sunroom/greenhouse or office, and a bathroom with a wall of encaustic tile, and brass fittings. All three bedrooms feature large closets with built-in shelving. Heating by steam radiators; cooling by mini-splits; hardwood floors throughout. Steps to the Coolidge Corner, one of Greater Boston's most celebrated centers with numerous acclaimed cafes & eateries, the Booksmith, and the Coolidge Corner Theatre; Green Line (C-Branch). Rental parking available.

20 John Street Unit 3, Brookline

$2,950,000
4 Beds 4 Baths SOLD Status 73508323 MLS 3,230 SqFt.
Ideally situated on an enchanting, tree-lined block in Brookline’s coveted Chestnut Hill, this stately slate-roof Tudor exudes classic elegance. Hardwood floors and exquisite millwork flow from the gracious foyer into an expansive living room with a cozy fireplace and custom built-ins. The luminous formal dining room leads through French doors to a sleek deck—perfect for al fresco dining overlooking lush, manicured grounds.The heart of the home is a bright, chef-inspired kitchen with rosewood cabinetry, quartz counters, and a sunny breakfast area. Upstairs, the primary suite serves as a private sanctuary with a spa-like bath and large walk-in closet. A versatile walk-out lower level offers a fourth bedroom (ideal for guests or an au pair), full bath, workout/office space, and a large wine room. Complete with an expansive backyard, this move-in-ready gem is just blocks from the Green Line, premier shopping at "The Street," and acclaimed schools.

59 Randolph, Brookline

$1,750,000
3 Beds 2 Baths SOLD Status 73508202 MLS 1,380 SqFt.
Classic Brookline home featuring cedar shingle siding, a welcoming front porch, and timeless curb appeal, ideally set on a private dead-end street. South-facing and filled with natural light, this meticulously maintained home showcases exquisite woodwork, hardwood floors, and thoughtfully appointed finishes throughout, including a kitchen with high-end appliances. An enclosed rear entry offers an excellent opportunity to create a functional mudroom, while the living room is anchored by a cozy gas fireplace. Additional highlights include a one-car garage, parking for additional vehicles, and exceptional storage in both the attic and walk-out basement. Ideally located near Brookline Village and Coolidge Corner, just moments from Linden Park - perfect for outdoor play, dog walks, and enjoying the neighborhood - and with convenient access to the Longwood Medical Area, this home offers easy access to shops, restaurants, and public transportation.

14A Linden Place, Brookline

$1,825,000
3 Beds 3 Baths SOLD Status 73508130 MLS 1,640 SqFt.
Nestled in a grand brick Victorian-era residence in coveted Corey Hill this exquisitely renovated three-bedroom, two and one-half bathroom townhouse offers a blend of architectural elegance and sophisticated modern living. The separate entrance and location in the building give it a unique tree-house feel and abundant privacy. Soaring 9+ foot ceilings, gleaming hardwood floors, well-proportioned rooms, and oversized Marvin Windows create a luminous backdrop. The main living level has an alluring open flow. A sleek 2025 kitchen with premium appliances, granite countertops, and island connects to inviting dining and relaxing areas. The spacious bedrooms include a luxurious primary bedroom and bathroom appointed with Carrara marble and radiant flooring. A large walk-in California Closet, plentiful custom storage, and a bonus room add significant appeal. Sweeping seasonal views of Boston and Cambridge, parking, and an exclusive-use porch complete this magnificent home

101 Summit Ave Unit D, Brookline

$518,000
1 Beds 1 Baths SOLD Status 73507665 MLS 725 SqFt.
Enjoy pleasing park + pond views from top (12th) floor 1 bed, 1 bath luxury condo at the Brook House. Tastefully renovated + in mint condition with recessed lighting, plenty of closet space + bamboo flooring. Gorgeous kitchen with maple cabinets, navy/rose granite countertops + stainless steel appliances (gas stove, microwave + Bosch DW). Pass through from kitchen with bar seating. Renovated bath with glacier tile surround, Grohe chrome hardware + adjustable control shower head. Central air conditioning + heated garage parking (space #319). Building: Elevator, 24 hour security/concierge, pet friendly, non smoking, pool, herb garden, table tennis, golf putting green, basketball + pickleball court, gym, weight room & outdoor BBQ grilling areas. Conveniently located near Brookline Village, Coolidge Corner, Jamaica Pond + trains (D/E greenlines) to Longwood Medical area + downtown Boston. A must see!

33 Pond Ave Unit 1213, Brookline

$2,399,000
3 Beds 3 Baths UNDER AGREEMENT Status 73507210 MLS 2,833 SqFt.
This beautifully renovated second-floor condo offers a seamless blend of high-end finishes and timeless period detail, featuring original doors with crystal knobs and wood wainscoting. A sun-filled living room with a classic fireplace opens to an adjoining office/sunroom. A grand, elegant dining room with wainscoting provides a perfect setting for entertaining. The well-appointed kitchen features stainless steel appliances, granite countertops, an eat-in island, and custom cabinetry, with a rear deck just off the kitchen, ideal for everyday living. The single-level layout includes three generous bedrooms and 2.5 baths, highlighted by a spacious primary suite with a soaking tub and walk-in shower. Additional features include a mudroom area, in-unit laundry, basement storage, and access to common space. Enjoy a .41-acre common yard, heated garage parking, and tandem driveway space, just two blocks to shops, restaurants, parks, schools, and the T in the Graffam-McKay Historic District.

157 Babcock Unit 2, Brookline

$14,850,000
6 Beds 8 Baths ACTIVE Status 73507123 MLS 9,065 SqFt.
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.

280 Warren St, Brookline

$1,280,000
3 Beds 2 Baths SOLD Status 73506798 MLS 1,389 SqFt.
This top floor, sun-filled, floor-through 3BR+/2BA condo has been meticulously renovated and is in absolute move-in condition! Large designer eat-in kitchen features quartz countertops, custom maple cabinetry, stainless-steel appliances, and under-counter washer/dryer. Andersen slider leads to an expansive balcony - great for dining al fresco! Large living room with canted bay window is next to the dining room/family room, which can be converted to a 4th bedroom for overnight guests! All bedrooms are well-proportioned and feature California-like closet systems. Gleaming maple hardwoods, Harvey replacement windows & high ceilings throughout. Storage in basement. Low fees & low taxes plus 1 parking space in front of building. Pet-friendly association with 100% occupancy. Sought-after location: one block from Pierce Elementary and just blocks to Coolidge Corner, Brookline Village, Longwood Medical, C/D subway, Pierce Playground and Brookline High School.

5 Washburn Terrace Unit 3, Brookline

$745,000
1 Beds 1 Baths SOLD Status 73506630 MLS 791 SqFt.
Huge price change, $146.5k under Assessment. Welcome to Longwood Towers! As owner of this unit, the valet will park your car, the doorman will open the door & the Concierge will greet you by name! This light & bright corner unit on the 9th floor with beautiful treetop & sky views create a tranquil & private escape. The floorplan is open & flexible, creating spaces for living, dining & a sitting area. 2 spacious closets create plenty of storage. Expanded kitchen cabinets into the dining area. Upgraded tiled bathroom with glass door shower, beautiful new Kohler Pedestal & faucet & Toto commode. The building is the epitome of the Roaring Twenties, boasting a luxurious grand lobby with a carved fireplace mantel, rich carved wooden walls, columns & ceiling beams, 2 grand pianos for concerts held regularly in the lobby for the residents. Clubroom, fitness center, laundry room. Professionally landscaped elevated courtyard overlooking Longwood Medical. The Longwood T & Emerald Necklace.

20 Chapel St Unit B908, Brookline

$2,995,000
6 Beds 4 Baths UNDER AGREEMENT Status 73506529 MLS 5,748 SqFt.
Perched on Corey Hill, this beautiful shingle-style Victorian, circa 1890, offers over 5,740 square feet of gracious living space. Spanning three levels, there are thirteen rooms, six bedrooms, and three and one-half bathrooms. Fine preserved period details, soaring ceilings, multiple fireplaces, a wraparound porch, and distinctive architecture define the space throughout. As you enter, a lovely foyer leads to the grand living and dining rooms as well as a family room with a hot tub and private views of the yard. The kitchen, with cherry cabinetry, blends original details with contemporary features including a sitting area with large windows overlooking the patio – well designed for entertaining. This property is in an ideal location between Coolidge Corner and Washington Square. There is an adjacent 10,346 square foot lot at 69-75 Lancaster Terrace available to purchase for $1,500,000.

2 Mason Terrace, Brookline

$1,075,000
2 Beds 2 Baths ACTIVE Status 73505918 MLS 1,170 SqFt.
Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience. The property is leased for $4,000 until the end of May, 2027

629 Hammond Street Unit E205, Brookline

$2,200,000
6 Beds 2 Baths SOLD Status 73505657 MLS 4,369 SqFt.
A captivating Tudor-style two-family residence set on a tranquil, tree-lined street, this one-of-a-kind residence blends timeless architectural detail with thoughtful modern updates. Built in 1929 and meticulously maintained, this distinguished home showcases rich hardwood floors, bespoke millwork, original fireplaces, and striking vintage tile baths. Each gracious unit offers ~1,400 SF with 3 bedrooms, elegant living and dining rooms, updated kitchens, and sunlit three-season porches. Sited on a 6,093 SF lot, the property features a beautifully terraced backyard with natural stonework, lush plantings, and a serene pond ideal for outdoor entertaining. Additional highlights include a spacious basement with 7’6” ceilings, laundry, workshop, and garage. A rare opportunity suited for multigenerational living, investment, or single-family conversion, all just moments from the shops, dining, and vibrant energy of Washington Square. Close proximity to Green Line B & C stops & Longwood Medical

126 Westbourne Terrace, Brookline

$1,880,000
6 Beds 4 Baths SOLD Status 73505468 MLS 3,494 SqFt.
OPEN HOUSES CANCELLLED. OFFER ACCEPTED. Perched atop a hill in a charming two-unit residence, this exceptional 10 room home offers 6 bedrooms and 3.5 bathrooms with magnificent treetop views and stunning sunsets. Spanning two levels, the residence is designed for today’s lifestyle. The home offers generous light and lives like a single-family residence. The first floor has great flow from living, dining and family rooms to the kitchen. The top floor comes with 5 beds, 2 baths and a laundry room. The home features hardwood floors throughout, high ceilings, and generous natural light. Additional highlights include a spacious finished basement with a full bath, abundant storage, and a tankless hot water heating system. Parking is convenient with one garage space plus two additional outdoor spots. Located in the highly sought-after Driscoll School district, this property is also close to the shops, restaurants, and Green Line “T” in Coolidge Corner and Washington Square.

114 Lancaster Ter Unit 2, Brookline

$799,000
2 Beds 1 Baths UNDER AGREEMENT Status 73505149 MLS 985 SqFt.
Welcome to Regency Park, a sought-after full-service residence in the heart of Brookline’s vibrant Washington Square. This elevated first floor south facing beautiful two bedroom home offers comfort, convenience, and style. The open-concept living and dining area is ideal for everyday living and entertaining, with expansive windows bringing in natural light and serene views of the landscaped courtyard and pool. The spacious primary suite accommodates a king bed and sitting area, while the second bedroom offers flexibility for guests or home office. Additional features include; modern kitchen and bath, Central A/C, brand new kitchen appliances and garage parking. Regency Park amenities include 24-hour concierge, on-site management, indoor heated pool, fitness center, roof deck, courtyard with grill area, lounges and recreation rooms. Renovated lobby, elevators, hallways, and common spaces. Moments to Washington Square, Green Line (C & D), Coolidge Corner, Longwood, and downtown Boston

1731 Beacon Street Unit 119, Brookline

$3,295,000
7 Beds 5 Baths ACTIVE Status 73505099 MLS 4,493 SqFt.
Rarely does a property of this scale, flexibilty & caliber become available in such a premier Brookline location. Unlock high-yield investment potential or exceptional multi-generational living at 100 Beals Street. Set on a picturesque street in the heart of Coolidge Corner, this stately two-family residence showcases Brookline's architectural soul, offering the elusive combination of historic character & updated infrastructure w/high efficiency minisplits. Move-in ready, yet a magnificent canvas for those looking to create a high-end masterpiece. Unit 1: 3BR, 2BA, LR, DR, E-I-K, Foyer. Unit 2: 4BR, 3BA, LR, DR, E-I-K, Sunroom, Offices, Foyer. Savor Coolidge Corners best ~ from artisan bakeries, restaurants, cafes, vibrant shops & boutiques to the Coolidge Corner Theater to world-class Longwood Medical Area & the JFK Birthplace National Historic Site. Steps to Green Line (B and C) & convenient routes to Cambridge, Harvard Sq. & downtown Boston via Storrow Dr. Rare parking for 4-5 cars.

100 Beals Street, Brookline

$749,000
1 Beds 1 Baths ACTIVE Status 73505057 MLS 976 SqFt.
Experience the pinnacle of city living in this sun-filled, beautifully renovated 7th-floor residence in the heart of Coolidge Corner. Bathed in natural light, this airy condo features an open-concept layout framed by floor-to-ceiling windows and sleek wood floors. The expansive living and dining area flows onto a private, full-length balcony overlooking Coolidge Corner, providing a perfect urban haven for relaxing or entertaining. The interior features a modern kitchen with a walk-in pantry and an elegant primary bedroom with ample closet space. This full-service concierge building offers an elevated lifestyle with an on-site superintendent, elevators, and laundry on every floor. Residents enjoy a renovated outdoor oasis featuring a heated swimming pool, a lounge deck, and a grilling area. Practical needs are met with a deeded garage space, guest parking, and storage. Seconds from the Green Line, Trader Joe’s, and the historic theater, this rare offering is a unique opportunity.

45 Longwood Ave Unit 707, Brookline

$974,000
2 Beds 2 Baths SOLD Status 73505034 MLS 1,402 SqFt.
This spacious two bedroom, two bathroom condo with a bonus office or nursery room is located on a quiet one-way street in the heart of Coolidge Corner. Featuring beautiful hardwood floors throughout the home and an open concept dining and living room with custom built-in bookcases. The large primary bedroom features an updated ensuite bath and two walk-in closets. The second bedroom is also generously sized with good closet space. Enjoy private outdoor space on the balcony overlooking the courtyard, the in-unit washer and dryer, a cedar closet, extra-large private storage room, and garage parking. Conveniently located near shops, markets, restaurants, the Longwood Medical Area, the MBTA C and D Green lines and bus routes for easy commuting.

49 Harvard Ave Unit 4, Brookline

$1,199,000
2 Beds 2 Baths BACK ON MARKET Status 73505018 MLS 1,706 SqFt.
BACK ON THE MARKET! Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with a deep closet leads to the living area. The sun-lit open-concept living area features gleaming wood floors throughout, a spacious flexible living and dining area that opens onto a large private balcony, and the stylish kitchen with many recent updates. The gourmet kitchen has double wall ovens, beverage fridge, granite countertops and stainless appliances. The spacious primary suite features a large customized walk-in closet, a second private balcony, and en-suite bathroom with double vanity and luxe tiled shower. The second bedroom has a direct entry onto the shared hallway bath with tub, and a walk-in closet. The home also offers full-size in-unit laundry. This impeccable condo has two deeded side-by-side spots in the heated garage and additional garage-level storage. The condominium association is professionally managed and has a common exercise room, common green space and patio area, and an elevator. Convenient to The Street, Wegman's, Chestnut Hill Mall, MBTA, and major routes.

310 Hammond Pond Pkwy Unit 301, Brookline

$2,805,000
4 Beds 4 Baths SOLD Status 73504872 MLS 3,000 SqFt.
This condo offers elegance and comfort in the heart of Coolidge Corner. With a landscaped front yard, a versatile layout with a large, sunlit study with custom built-in shelves that easily serves as a 4th bedroom, and a finished basement for exercise and entertainment, this home has all the amenities necessary for modern living. At the heart of the home is the Byggmeister kitchen, featuring a center island, spacious cabinetry and a modern induction range. The living room, anchored by built-in shelves and cherry floors, opens through French doors to a rare private patio and garden. With a functional mudroom, central A/C, and a direct-entry garage plus outdoor parking, this home is as practical as it is beautiful. Steps from restaurants, shops, Ridley School, the historic Theater and Booksmith, T lines B & C, bus to Harvard Square, and walkable to the BU & Longwood Medical Area, it’s a spacious, beautiful retreat in Brookline’s most vibrant neighborhood. Offers due Tuesday 4/28 by 5:00PM

83 Fuller St Unit 2, Brookline

$3,800,000
5 Beds 6 Baths SOLD Status 73504747 MLS 4,969 SqFt.
Bright + effortlessly chic, 5 Bedroom, 5.5 Baths home w/ Garage Parking and heated plunge Pool in Chestnut Hill, Brookline nails the balance between everyday ease and elevated living and entertaining. A dramatic two-story foyer welcomes you, while the true chef’s kitchen, outfitted with custom cabinetry, premium appliances, a generous island & wetbar impresses. Living, Dining, Lounging, Indoor or Outdoor all flow seamlessly with open entries + French Doors to the Patio/Pool/Yard.Upstairs, four en-suite bedrooms create a private, well-composed retreat, anchored by a serene primary suite with a spa-worthy bath and walk-in closet. The layout keeps living at its best, wide open on the main floor with half bath, while bedrooms and office space are thoughtfully tucked upstairs. An additional en-suite bedroom, gym + game room in the fully finished basement.Outside has heated pool set within a private, manageable yard.Quiet cul-de-sac setting. Stunning, turn-key, polished finishes throughout.

8 Beresford Road, Brookline

$4,250,000
5 Beds 5 Baths ACTIVE Status 73504708 MLS 6,419 SqFt.
Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

$3,495,000
4 Beds 4 Baths ACTIVE 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

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