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Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces and expansive windows and French doors lead outside, ideal for indoor-outdoor entertaining. A gourmet kitchen with Cesar stone/wood island and top appliances, family room, screened in porch w/ fireplace and TV and an outdoor kitchen complete the 1st level. The primary suite features a marble spa-like bath and custom dressing room. 5 additional bedroom suites complete the 2nd floor. Additional amenities include a billiards room and gym with sauna. A custom pool, poolhouse, gardens, and multiple patio and yard spaces complete the landscape - truly epitomizing luxury living in a prime location!

7 Beds ⋅ 10 Baths ⋅ 73487290 MLS

Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces and expansive windows and French doors lead outside, ideal for indoor-outdoor entertaining. A gourmet kitchen with Cesar stone/wood island and top appliances, family room, screened in porch w/ fireplace and TV and an outdoor kitchen complete the 1st level. The primary suite features a marble spa-like bath and custom dressing room. 5 additional bedroom suites complete the 2nd floor. Additional amenities include a billiards room and gym with sauna. A custom pool, poolhouse, gardens, and multiple patio and yard spaces complete the landscape - truly epitomizing luxury living in a prime location!

80 Dudley Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$7,650,000

335 Heath Street, combines the charm and architectural integrity of an established Brookline estate with the comfort and craftsmanship suited for modern living. Set on a flat, private lot just under an acre, this exceptional property includes a main house with 4+ bedrooms and an attached 3-bedroom carriage house. Thoughtful amenities enhance everyday life: 2 home offices, a dedicated gym with sauna, a dog-washing station, smart home features w/ camera system, a temperature controlled wine room, and more. Outdoors, a fully fenced, backyard and expansive bluestone patio create the perfect setting for gatherings and play, framed by mature landscaping that ensures both beauty and privacy. A two-car garage and meticulous attention to detail inside and out complete this rare, move-in-ready offering in one of Brooklines most sought-after neighborhoods.

7 Beds ⋅ 10 Baths ⋅ 73457223 MLS

335 Heath Street, combines the charm and architectural integrity of an established Brookline estate with the comfort and craftsmanship suited for modern living. Set on a flat, private lot just under an acre, this exceptional property includes a main house with 4+ bedrooms and an attached 3-bedroom carriage house. Thoughtful amenities enhance everyday life: 2 home offices, a dedicated gym with sauna, a dog-washing station, smart home features w/ camera system, a temperature controlled wine room, and more. Outdoors, a fully fenced, backyard and expansive bluestone patio create the perfect setting for gatherings and play, framed by mature landscaping that ensures both beauty and privacy. A two-car garage and meticulous attention to detail inside and out complete this rare, move-in-ready offering in one of Brooklines most sought-after neighborhoods.

335 Heath St, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$7,030,000

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard siding, multi-pane windows with shutters, and brick chimneys. Landscaped grounds include mature trees, perennial beds, stone paths, and terraces with views of Sargent’s Pond. Inside, the home features an open kitchen, family room, and dining area, plus a paneled living room and formal dining room. Garden views grace every room. A mudroom connects to a two-car heated garage, and an elevator provides ease of access. The upstairs layout includes a luxurious primary suite and four additional bedrooms, each with an ensuite bathroom. A rare offering in one of Brookline’s most desirable neighborhoods.

5 Beds ⋅ 7 Baths ⋅ 73373649 MLS

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard siding, multi-pane windows with shutters, and brick chimneys. Landscaped grounds include mature trees, perennial beds, stone paths, and terraces with views of Sargent’s Pond. Inside, the home features an open kitchen, family room, and dining area, plus a paneled living room and formal dining room. Garden views grace every room. A mudroom connects to a two-car heated garage, and an elevator provides ease of access. The upstairs layout includes a luxurious primary suite and four additional bedrooms, each with an ensuite bathroom. A rare offering in one of Brookline’s most desirable neighborhoods.

21 Sargent Crossway, Brookline

Listing courtesy of Listing Agent: Jonathan Radford from Listing Office: Coldwell Banker Realty - Boston.

$6,700,000

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.

5 Beds ⋅ 7 Baths ⋅ 73508515 MLS

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

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

$6,000,000

Introducing a rare, exquisite residence in Brookline's coveted Fisher Hill neighborhood. This five-bedroom-plus-study estate masterfully blends a historic street-facing exterior with sleek design and a stunning modern interior. Thoroughly and meticulously renovated in 2016, and with more updates since the last sale in 2021, the property offers elegant, contemporary living spaces and floor-to-ceiling picture windows, while its expansive, tiered garden oasis provides a serene escape. Enjoy the private in-ground fenced-in heated pool, cabana, terraced arboreal landscape, play court, backup generator, and in-house fitness room. Ideally located, with easy access to Boston and Cambridge, this tranquil estate offers effortless access to schools, parks, and public transportation.

5 Beds ⋅ 5 Baths ⋅ 73362259 MLS

Introducing a rare, exquisite residence in Brookline's coveted Fisher Hill neighborhood. This five-bedroom-plus-study estate masterfully blends a historic street-facing exterior with sleek design and a stunning modern interior. Thoroughly and meticulously renovated in 2016, and with more updates since the last sale in 2021, the property offers elegant, contemporary living spaces and floor-to-ceiling picture windows, while its expansive, tiered garden oasis provides a serene escape. Enjoy the private in-ground fenced-in heated pool, cabana, terraced arboreal landscape, play court, backup generator, and in-house fitness room. Ideally located, with easy access to Boston and Cambridge, this tranquil estate offers effortless access to schools, parks, and public transportation.

33 Leicester, Brookline

Listing courtesy of Listing Agent: Lili Banani from Listing Office: Coldwell Banker Realty - Boston.

$5,860,000

Discover this charming home tucked behind a private gate in one of the area’s most sought-after estate locations. The home has been lovingly maintained and thoughtfully updated with finishes that elevate both style and functionality. A two-story foyer with a sweeping curved staircase sets an elegant tone upon entry. At the heart of the home, a new modern gourmet kitchen offers a large center island and sunlit breakfast area that flows seamlessly to the family room, and opens to an expansive patio and lush yard. A bedroom, den and office complete the first floor. Upstairs, the primary suite is complemented by four additional bedrooms, each with its own en-suite bathroom for exceptional privacy and comfort. A second staircase enhances both convenience and architectural appeal. With its pool and hot tub, the private backyard provides the perfect retreat for gatherings or quiet relaxation. Convenient to top schools, shopping, and commuter routes.

6 Beds ⋅ 7 Baths ⋅ 73457255 MLS

Discover this charming home tucked behind a private gate in one of the area’s most sought-after estate locations. The home has been lovingly maintained and thoughtfully updated with finishes that elevate both style and functionality. A two-story foyer with a sweeping curved staircase sets an elegant tone upon entry. At the heart of the home, a new modern gourmet kitchen offers a large center island and sunlit breakfast area that flows seamlessly to the family room, and opens to an expansive patio and lush yard. A bedroom, den and office complete the first floor. Upstairs, the primary suite is complemented by four additional bedrooms, each with its own en-suite bathroom for exceptional privacy and comfort. A second staircase enhances both convenience and architectural appeal. With its pool and hot tub, the private backyard provides the perfect retreat for gatherings or quiet relaxation. Convenient to top schools, shopping, and commuter routes.

88 Cutler Ln, Brookline

Listing courtesy of Listing Agent: Viktoriya Vilkomir from Listing Office: New England Elite Realty, LLC.

$5,790,000

Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass railings and soaring ceilings that offer abundant natural light through grand Pella windows. The chef's kitchen features top-of-the-line Sub-Zero, Miele, and Wolf appliances, custom cabinetry, a wine room, and a walk-in pantry. The first floor has a formal living and dining room, a junior primary suite, and two half bathrooms, while the upper level boasts a grand primary suite and four guest bedrooms — each with en-suite bathrooms and walk-in closets. The exterior features tastefully landscaped grounds and a large deck — perfect for entertaining friends and family.

6 Beds ⋅ 8 Baths ⋅ 73338915 MLS

Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass railings and soaring ceilings that offer abundant natural light through grand Pella windows. The chef's kitchen features top-of-the-line Sub-Zero, Miele, and Wolf appliances, custom cabinetry, a wine room, and a walk-in pantry. The first floor has a formal living and dining room, a junior primary suite, and two half bathrooms, while the upper level boasts a grand primary suite and four guest bedrooms — each with en-suite bathrooms and walk-in closets. The exterior features tastefully landscaped grounds and a large deck — perfect for entertaining friends and family.

100 Cottage Street, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$5,700,000

Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a butler’s pantry and a sunlit breakfast solarium with outdoor access to a slate terrace, manicured gardens, coi pond, and heated pool, where the setting feels like a private European retreat. The first-floor primary suite is a private sanctuary with 2 renovated bathrooms and custom closets, and 5 additional bedrooms on the 2nd level provide ample space for family and guests. Developed by Thoughtforms, known for their high quality design and builds, this extraordinary home offers an unparalleled lifestyle in one of Brookline’s most coveted neighborhoods.

6 Beds ⋅ 9 Baths ⋅ 73355987 MLS

Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a butler’s pantry and a sunlit breakfast solarium with outdoor access to a slate terrace, manicured gardens, coi pond, and heated pool, where the setting feels like a private European retreat. The first-floor primary suite is a private sanctuary with 2 renovated bathrooms and custom closets, and 5 additional bedrooms on the 2nd level provide ample space for family and guests. Developed by Thoughtforms, known for their high quality design and builds, this extraordinary home offers an unparalleled lifestyle in one of Brookline’s most coveted neighborhoods.

120 Cabot St, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$5,700,000

Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stunning 2024 fireplace kitchen w/radiant heat flooring & new enclosed breezeway. Dining room w/double French doors leading to a Greenhouse/Conservatory w/SW exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room with fireplace, French doors and 9.9ft ceilings. Wood paneled library with state-of-the-art gas fireplace. All second-floor bedrooms are en-suite with contemporized baths & radiant heat flooring. Third floor in home theater with Martin Logan sound system, superb gym plus more. Private entrance, attached, in-law/au pair/guest quarters apartment. All new Pella windows throughout, 2 car attached garage, ample room to build additional garage. This stately brick home has all the bells and whistles for modern living. A serene setting with all the urban amenities. 3 min to Reservoir, 7.2 mi to airport.

9 Beds ⋅ 8 Baths ⋅ 73352790 MLS

Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stunning 2024 fireplace kitchen w/radiant heat flooring & new enclosed breezeway. Dining room w/double French doors leading to a Greenhouse/Conservatory w/SW exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room with fireplace, French doors and 9.9ft ceilings. Wood paneled library with state-of-the-art gas fireplace. All second-floor bedrooms are en-suite with contemporized baths & radiant heat flooring. Third floor in home theater with Martin Logan sound system, superb gym plus more. Private entrance, attached, in-law/au pair/guest quarters apartment. All new Pella windows throughout, 2 car attached garage, ample room to build additional garage. This stately brick home has all the bells and whistles for modern living. A serene setting with all the urban amenities. 3 min to Reservoir, 7.2 mi to airport.

372 Warren Street, Brookline

Listing courtesy of Listing Agent: Jill Streck from Listing Office: Coldwell Banker Realty - Brookline.

$5,700,000

Welcome to 130 Cabot Street— a distinguished estate on a generous corner lot in Chestnut Hill. This exceptional property boasts 6 bedrooms, 7 bathrooms, private entry guest suite, private office, home gym, 3 car garage, wine cellar, and a finished walkout lower-level media room. Additional features include high ceilings, 3 fireplaces, and a 1st floor primary suite with walk-in closets. The chef’s kitchen features a large pantry, while a scullery and wet bars raise the home’s entertainment appeal. The expansive dining and living area showcase a custom mantel, and the home includes multiple laundry rooms and powder rooms. Blending indoor and outdoor living, 130 Cabot St offers extensive hardscaping with 3 grand terraces, heated pool and built in bocce court. The professionally landscaped grounds provide exceptional privacy. Located near shops, dining, and downtown Boston. Here is your chance to own a rare offering in Brookline’s most sought after neighborhoods

6 Beds ⋅ 9 Baths ⋅ 73350996 MLS

Welcome to 130 Cabot Street— a distinguished estate on a generous corner lot in Chestnut Hill. This exceptional property boasts 6 bedrooms, 7 bathrooms, private entry guest suite, private office, home gym, 3 car garage, wine cellar, and a finished walkout lower-level media room. Additional features include high ceilings, 3 fireplaces, and a 1st floor primary suite with walk-in closets. The chef’s kitchen features a large pantry, while a scullery and wet bars raise the home’s entertainment appeal. The expansive dining and living area showcase a custom mantel, and the home includes multiple laundry rooms and powder rooms. Blending indoor and outdoor living, 130 Cabot St offers extensive hardscaping with 3 grand terraces, heated pool and built in bocce court. The professionally landscaped grounds provide exceptional privacy. Located near shops, dining, and downtown Boston. Here is your chance to own a rare offering in Brookline’s most sought after neighborhoods

130 Cabot Street, Brookline

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$5,500,000

Enter the gates into this stunning Colonial-style home in Brookline. Custom-built in 2017, this home features a grand double-height entry that opens to formal living and dining areas. The kitchen is a showstopper, featuring an oversized island, wet bar, multiple beverage centers, and a full suite of Sub-Zero/Wolf appliances. Completing the main floor is a sunny family room off the kitchen leading to the lush backyard, and a bedroom suite currently used as an office. Upstairs, four spacious bedrooms all boast ensuite baths. The primary suite, located on its own side of the home, offers two walk-in closets, a study, balcony and a spa-like bathroom with a steam shower, dressing table, and a soaking tub.The professionally landscaped backyard is a private oasis with mature trees, a built-in grill, fire pit, and hot tub, ideal for relaxation and entertaining. This tranquil home is close to The Country Club, top schools, parks, and attractions of Brookline and Boston.

5 Beds ⋅ 6 Baths ⋅ 73387945 MLS

Enter the gates into this stunning Colonial-style home in Brookline. Custom-built in 2017, this home features a grand double-height entry that opens to formal living and dining areas. The kitchen is a showstopper, featuring an oversized island, wet bar, multiple beverage centers, and a full suite of Sub-Zero/Wolf appliances. Completing the main floor is a sunny family room off the kitchen leading to the lush backyard, and a bedroom suite currently used as an office. Upstairs, four spacious bedrooms all boast ensuite baths. The primary suite, located on its own side of the home, offers two walk-in closets, a study, balcony and a spa-like bathroom with a steam shower, dressing table, and a soaking tub.The professionally landscaped backyard is a private oasis with mature trees, a built-in grill, fire pit, and hot tub, ideal for relaxation and entertaining. This tranquil home is close to The Country Club, top schools, parks, and attractions of Brookline and Boston.

382 Lee St, Brookline

Listing courtesy of Listing Agent: Siu Fu Lau Team from Listing Office: Compass.

$5,250,000

This 7BD, 5.5BA c1880 Greek Revival reflects historic character while embracing a meticulous, modern renovation. Set on a landscaped .96AC lot, this stately 6,100+SF residence has been thoughtfully expanded & updated to enhance today’s modern living. Soaring ceilings, bespoke millwork & 5 FP highlight the architecture, while clean, timeless finishes offer understated elegance. Gracious entry connects 1st floor. LR w/ FP, built-ins, & french doors lead to porch. Cozy den w/ FP. DR w/ FP & french doors open to patio. Kitchen w/ custom cabinetry, eat-in, walk-in pantry, & butler’s pantry. Sun-filled FR w/ FP. Office, laundry, 1.5 BA complete level. 2nd floor includes primary suite w/ full bath & dressing room, 3BDs & 2BAs. 3rd floor offers 3 add’l BDs, 1BA, & private terrace. Cubby lined mudroom leads to 2 car attached garage. Separate 1,400+SF 3BD, 2BA carriage house adds flexibility as rental or guest. Property provides privacy & scale of an estate, all within prime Brookline location.

7 Beds ⋅ 6 Baths ⋅ 73427913 MLS

This 7BD, 5.5BA c1880 Greek Revival reflects historic character while embracing a meticulous, modern renovation. Set on a landscaped .96AC lot, this stately 6,100+SF residence has been thoughtfully expanded & updated to enhance today’s modern living. Soaring ceilings, bespoke millwork & 5 FP highlight the architecture, while clean, timeless finishes offer understated elegance. Gracious entry connects 1st floor. LR w/ FP, built-ins, & french doors lead to porch. Cozy den w/ FP. DR w/ FP & french doors open to patio. Kitchen w/ custom cabinetry, eat-in, walk-in pantry, & butler’s pantry. Sun-filled FR w/ FP. Office, laundry, 1.5 BA complete level. 2nd floor includes primary suite w/ full bath & dressing room, 3BDs & 2BAs. 3rd floor offers 3 add’l BDs, 1BA, & private terrace. Cubby lined mudroom leads to 2 car attached garage. Separate 1,400+SF 3BD, 2BA carriage house adds flexibility as rental or guest. Property provides privacy & scale of an estate, all within prime Brookline location.

371 Walnut Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$5,000,000

Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.

5 Beds ⋅ 6 Baths ⋅ 73528174 MLS

Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.

18 Naples Rd, Brookline

Listing courtesy of Listing Agent: Scott Goldsmith from Listing Office: Gibson Sotheby's International Realty.

$4,650,000

Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

4 Beds ⋅ 5 Baths ⋅ 73373524 MLS

Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$4,600,000

Classic brick colonial nestled on a quaint side street in ideal Brookline location. This 4300 SQFT 5+ bedroom, 6.5 bathroom home was extensively renovated in 2021. The main level offers a custom kitchen with a large marble island, 6 burner Wolf range, & built in Thermador columns. Banquette area & breakfast bar offer ample dining options. A connected family room with gas fireplace and dual french doors out to the bluestone patio offers wonderful connectivity between indoor & outdoor living. The second floor has a primary suite w/ large custom walk-in closet & 5 piece en suite marble bath w/ steam shower. 2 spare bedrooms w/ a jack and jill bath & the third floor has 2 additional bedrooms, each with their own bath (1 ensuite) custom closets. The outdoor space is highlighted by a fully fenced in flat yard, outdoor kitchen w/ built-in gas grill & sunken hot tub. The detached 2 car garage has a finished home office/guest suite complete with a full bath, electronic murphy bed & wet bar.

5 Beds ⋅ 7 Baths ⋅ 73509230 MLS

Classic brick colonial nestled on a quaint side street in ideal Brookline location. This 4300 SQFT 5+ bedroom, 6.5 bathroom home was extensively renovated in 2021. The main level offers a custom kitchen with a large marble island, 6 burner Wolf range, & built in Thermador columns. Banquette area & breakfast bar offer ample dining options. A connected family room with gas fireplace and dual french doors out to the bluestone patio offers wonderful connectivity between indoor & outdoor living. The second floor has a primary suite w/ large custom walk-in closet & 5 piece en suite marble bath w/ steam shower. 2 spare bedrooms w/ a jack and jill bath & the third floor has 2 additional bedrooms, each with their own bath (1 ensuite) custom closets. The outdoor space is highlighted by a fully fenced in flat yard, outdoor kitchen w/ built-in gas grill & sunken hot tub. The detached 2 car garage has a finished home office/guest suite complete with a full bath, electronic murphy bed & wet bar.

3 Cleveland, Brookline

Listing courtesy of Listing Agent: Vineburgh / DiMella Team from Listing Office: Charlesgate Realty Group, llc.

$4,470,000

Immaculate 4 bed Colonial on private ½ acre in prestigious Chestnut Hill. Gated drive leads to landscaped lot w/ mature trees, new deck, patio & large backyard. Over 8,000 sq/ft of fully renovated living space. Stunning 2-story foyer w/ crema marble, Venetian plaster & Serip chandelier. Formal living & dining rooms w/ custom lighting. Great room w/ 15' ceilings & marble fireplace. Bulthaup-designed kitchen w/ Sub-Zero, Miele appliances, Dornbracht fixtures & large island. Private office w/ custom cabinetry & marble powder room. Expansive primary suite w/ 2 sitting areas, 3 walk-in closets & spa-like bath w/ soaking tub, glass shower & heated floors. 2 additional bedrooms share designer bath. Finished lower level w/ family room, gym, guest suite, kitchenette & full bath. 2-car garage w/ Sub-Zero fridge & sleek mudroom. Prime location near top public & private schools, The Country Club, Brookline/Newton shops & dining. Convenient to Longwood Medical & Back Bay.

4 Beds ⋅ 5 Baths ⋅ 73391909 MLS

Immaculate 4 bed Colonial on private ½ acre in prestigious Chestnut Hill. Gated drive leads to landscaped lot w/ mature trees, new deck, patio & large backyard. Over 8,000 sq/ft of fully renovated living space. Stunning 2-story foyer w/ crema marble, Venetian plaster & Serip chandelier. Formal living & dining rooms w/ custom lighting. Great room w/ 15' ceilings & marble fireplace. Bulthaup-designed kitchen w/ Sub-Zero, Miele appliances, Dornbracht fixtures & large island. Private office w/ custom cabinetry & marble powder room. Expansive primary suite w/ 2 sitting areas, 3 walk-in closets & spa-like bath w/ soaking tub, glass shower & heated floors. 2 additional bedrooms share designer bath. Finished lower level w/ family room, gym, guest suite, kitchenette & full bath. 2-car garage w/ Sub-Zero fridge & sleek mudroom. Prime location near top public & private schools, The Country Club, Brookline/Newton shops & dining. Convenient to Longwood Medical & Back Bay.

69 Princeton Rd, Brookline

Listing courtesy of Listing Agent: Dave Costello & Scott Accorsini Team from Listing Office: Gibson Sotheby's International Realty.

$4,400,000

Stunning 3,006 SF, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor space with a yard and patio. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

4 Beds ⋅ 4 Baths ⋅ 73487524 MLS

Stunning 3,006 SF, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor space with a yard and patio. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

38 Stedman Street Unit 38, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

$4,368,000

Rarely does a pristinely renovated single family home in A+ Coolidge Corner location offer a combination of space, flexibility and functionality for long term needs, peaceful outdoor living space, abundant parking, and unlimited potential. This classic colonial has curb appeal,6 bedrooms, 4.5 baths and 4060 Sq feet finished space. 7016 sq foot lot in T5 zone. 4 levels of comfortable living with room for extended family. 90 foot driveway with wide turn around. 4 car garage plus parking for 3 additional NON tandem spaces - major bonus in Brookline. Landscape graced with beautiful cherry tree. Fenced in yard offering tranquility, unusual plantings, trees, plus fire pit for gatherings. 900 sq feet by right ADU potential development in carriage house. Also, a private entry in law/office suite or rental unit for generating income. Kitchen boasts white quartz with wonderful breakfast area, lots of storage & state of art new appliances. New tiled bathrooms. All new Lennox HVAC systems, hot water tank, and rubber roof. Multiple heating zones. Refurbished slate roof, newly painted interior, mudroom, recessed lighting, refinished hardwood flooring, updated electric, and gas fireplace. Custom sauna for well being. 2 sets of washer dryers. Every daily convenience outside your door. Close to Longwood medical, Cambridge pharma and biotech. Excellent public and private schools nearby. 3000 sq ft expansion potential. Wired ring security system. Explore diverse ethnic restaurants nearby surrounded by arts and entertainment. Easy living. Endless possibilities for this unique offering, an expansive and multigenerational home for future years of enjoyment. Area rich in history. Beautiful tree lined property and area.

6 Beds ⋅ 5 Baths ⋅ 73566334 MLS

Rarely does a pristinely renovated single family home in A+ Coolidge Corner location offer a combination of space, flexibility and functionality for long term needs, peaceful outdoor living space, abundant parking, and unlimited potential. This classic colonial has curb appeal,6 bedrooms, 4.5 baths and 4060 Sq feet finished space. 7016 sq foot lot in T5 zone. 4 levels of comfortable living with room for extended family. 90 foot driveway with wide turn around. 4 car garage plus parking for 3 additional NON tandem spaces - major bonus in Brookline. Landscape graced with beautiful cherry tree. Fenced in yard offering tranquility, unusual plantings, trees, plus fire pit for gatherings. 900 sq feet by right ADU potential development in carriage house. Also, a private entry in law/office suite or rental unit for generating income. Kitchen boasts white quartz with wonderful breakfast area, lots of storage & state of art new appliances. New tiled bathrooms. All new Lennox HVAC systems, hot water tank, and rubber roof. Multiple heating zones. Refurbished slate roof, newly painted interior, mudroom, recessed lighting, refinished hardwood flooring, updated electric, and gas fireplace. Custom sauna for well being. 2 sets of washer dryers. Every daily convenience outside your door. Close to Longwood medical, Cambridge pharma and biotech. Excellent public and private schools nearby. 3000 sq ft expansion potential. Wired ring security system. Explore diverse ethnic restaurants nearby surrounded by arts and entertainment. Easy living. Endless possibilities for this unique offering, an expansive and multigenerational home for future years of enjoyment. Area rich in history. Beautiful tree lined property and area.

38 Fuller Street, Brookline

Listing courtesy of Listing Agent: Stacey Steck from Listing Office: Gibson Sotheby's International Realty.

$4,350,000

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

6 Beds ⋅ 3 Baths ⋅ 73516805 MLS

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

19 Linden Street, Brookline

Listing courtesy of Listing Agent: Scott Goldsmith from Listing Office: Gibson Sotheby's International Realty.

$4,250,000

Exquisite 2005 Arts & Crafts style home in Historic Pill Hill by noted architect Tom Catalano, unique in every regard, offers luxurious custom elements at every turn. Beautiful gardens and hardscaping set the scene from the street. An over-the-top kitchen w/large center island and spacious FP’d family room anchor the home and offer glass slider access a lovely rear bluestone patio, heated lap pool w/water features and a ‘walled garden’ with hand-made historical brick, gas lamp lighting, arched entries, wrought iron gates and intricate plantings. Upstairs are 5 BRs, a covered sleeping porch, 3rd floor play space, 2 add’l designer baths, laundry & a fab Primary w/ 4-piece marble bath, walk-in closet & city views. Lower level, with private entrance, kitchenette, full bath, & huge living space provides options - large gym, au pair suite, home office! Allerton is a popular treelined street walkable to Lincoln and BHS, the T, shops+ restr’s of Brkl Village, Longwood Medical, Emerald Neckl

5 Beds ⋅ 5 Baths ⋅ 73433547 MLS

Exquisite 2005 Arts & Crafts style home in Historic Pill Hill by noted architect Tom Catalano, unique in every regard, offers luxurious custom elements at every turn. Beautiful gardens and hardscaping set the scene from the street. An over-the-top kitchen w/large center island and spacious FP’d family room anchor the home and offer glass slider access a lovely rear bluestone patio, heated lap pool w/water features and a ‘walled garden’ with hand-made historical brick, gas lamp lighting, arched entries, wrought iron gates and intricate plantings. Upstairs are 5 BRs, a covered sleeping porch, 3rd floor play space, 2 add’l designer baths, laundry & a fab Primary w/ 4-piece marble bath, walk-in closet & city views. Lower level, with private entrance, kitchenette, full bath, & huge living space provides options - large gym, au pair suite, home office! Allerton is a popular treelined street walkable to Lincoln and BHS, the T, shops+ restr’s of Brkl Village, Longwood Medical, Emerald Neckl

36 Allerton St, Brookline

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

$4,200,000

Experience modern luxury wrapped in Victorian elegance on the coveted Naples Rd in the heart of Coolidge Corner! This charming 6 bed, 6.5 bath Victorian is just steps from the highly sought-after Devotion School and minutes to the Green Line, shops, restaurants, parks, and the Longwood Medical Area. Sun-filled interiors feature 9+ ft ceilings and an open layout throughout. First floor offers a spacious living room with fireplace, dining room, family room, and an amazing kitchen with top end Thermador appliances. Luxurious primary suite with dressing room and spa-like bath sits on the second floor along with two oversized bedrooms. Walk-out lower level includes en suite bedroom, rec room, and wet bar; third floor adds two bedrooms and loft. Beautifully landscaped yard and large driveway with 2-car garage offer even greater convenience. Rare opportunity for modern family living in a premier neighborhood in a top-tier school district!

6 Beds ⋅ 7 Baths ⋅ 73500801 MLS

Experience modern luxury wrapped in Victorian elegance on the coveted Naples Rd in the heart of Coolidge Corner! This charming 6 bed, 6.5 bath Victorian is just steps from the highly sought-after Devotion School and minutes to the Green Line, shops, restaurants, parks, and the Longwood Medical Area. Sun-filled interiors feature 9+ ft ceilings and an open layout throughout. First floor offers a spacious living room with fireplace, dining room, family room, and an amazing kitchen with top end Thermador appliances. Luxurious primary suite with dressing room and spa-like bath sits on the second floor along with two oversized bedrooms. Walk-out lower level includes en suite bedroom, rec room, and wet bar; third floor adds two bedrooms and loft. Beautifully landscaped yard and large driveway with 2-car garage offer even greater convenience. Rare opportunity for modern family living in a premier neighborhood in a top-tier school district!

36 Naples Rd, Brookline

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$4,125,000

This very special residence is beautifully sited on one of Fisher Hill’s loveliest streets. Featuring 11 rooms, 5 bedrooms, and 4.5 bathrooms, it was completely renovated by the current owner with impeccable craftsmanship and design. Soaring ceilings, skylights, and abundant windows fill the space with natural light and create a contemporary flair. Glass doors from the living area open to a lush, landscaped private yard that feels like an extension of the interior. The upper level includes four bedrooms, one of which is the luxurious primary suite. A mezzanine level offers a private guest suite with its own entrance. Additional highlights include a fireplace and a heated, direct-entry 3-car garage. Located in a premier neighborhood with convenient access to fine shops, restaurants, and all that Brookline has to offer.

5 Beds ⋅ 5 Baths ⋅ 73483265 MLS

This very special residence is beautifully sited on one of Fisher Hill’s loveliest streets. Featuring 11 rooms, 5 bedrooms, and 4.5 bathrooms, it was completely renovated by the current owner with impeccable craftsmanship and design. Soaring ceilings, skylights, and abundant windows fill the space with natural light and create a contemporary flair. Glass doors from the living area open to a lush, landscaped private yard that feels like an extension of the interior. The upper level includes four bedrooms, one of which is the luxurious primary suite. A mezzanine level offers a private guest suite with its own entrance. Additional highlights include a fireplace and a heated, direct-entry 3-car garage. Located in a premier neighborhood with convenient access to fine shops, restaurants, and all that Brookline has to offer.

34 Hyslop Road, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

$4,100,000

This stately Fisher Hill home offers easy access to the Green Line, Runkle Elementary, Brookline High and Jean Waldstein Park. With air conditioning, a 2-car garage and beautiful details including 5 original fireplaces, this property is a wonderful opportunity in one of Brookline's most coveted locations on a 14,057 square foot lot. The main level has entertainment-sized living and dining rooms, an oversized foyer, a unique sun room and den with sliders to the yard. There is also a spacious renovated eat-in kitchen with granite counters, an island & high-end stainless appliances, plus updated laundry and powder rooms. On the second level is the primary bedroom with ample closets & large en suite bath, 3 additional bedrooms, a 2023- renovated full bathroom & older full bath. The third level has two more bedrooms sharing a Jack-and-Jill bath plus abundant storage areas. This is a truly grand home that is an entertainer’s dream while also exuding the warmth we all want for everyday living

6 Beds ⋅ 5 Baths ⋅ 73479679 MLS

This stately Fisher Hill home offers easy access to the Green Line, Runkle Elementary, Brookline High and Jean Waldstein Park. With air conditioning, a 2-car garage and beautiful details including 5 original fireplaces, this property is a wonderful opportunity in one of Brookline's most coveted locations on a 14,057 square foot lot. The main level has entertainment-sized living and dining rooms, an oversized foyer, a unique sun room and den with sliders to the yard. There is also a spacious renovated eat-in kitchen with granite counters, an island & high-end stainless appliances, plus updated laundry and powder rooms. On the second level is the primary bedroom with ample closets & large en suite bath, 3 additional bedrooms, a 2023- renovated full bathroom & older full bath. The third level has two more bedrooms sharing a Jack-and-Jill bath plus abundant storage areas. This is a truly grand home that is an entertainer’s dream while also exuding the warmth we all want for everyday living

282 Buckminster Rd, Brookline

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

$4,070,000

Located in the heart of Coolidge Corner, this stunning Victorian-era residence has been extensively renovated inside and out, showcasing high-end materials, quality finishes, and multiple zones of heating/air-conditioning. There are ten rooms, five bedrooms, and four and one-half bathrooms. Magnificent architectural details—including graceful archways, intricate moldings, and an elegant staircase—enhance the historic character. A charming front porch leads to the main level where large principal rooms provide wonderful space for entertaining. The renovated kitchen features a large island with seating and overlooks the fenced yard. It is complemented by a butler’s pantry and a mudroom with direct access to the two-car heated garage and heated driveway with pavers. The second level has four bedrooms and two bathrooms, and the third level is a primary suite with gas fireplace, sitting area, spa-like bathroom, and walk-in closets. Finished lower level with high ceiling. Truly beautiful.

5 Beds ⋅ 5 Baths ⋅ 73483015 MLS

Located in the heart of Coolidge Corner, this stunning Victorian-era residence has been extensively renovated inside and out, showcasing high-end materials, quality finishes, and multiple zones of heating/air-conditioning. There are ten rooms, five bedrooms, and four and one-half bathrooms. Magnificent architectural details—including graceful archways, intricate moldings, and an elegant staircase—enhance the historic character. A charming front porch leads to the main level where large principal rooms provide wonderful space for entertaining. The renovated kitchen features a large island with seating and overlooks the fenced yard. It is complemented by a butler’s pantry and a mudroom with direct access to the two-car heated garage and heated driveway with pavers. The second level has four bedrooms and two bathrooms, and the third level is a primary suite with gas fireplace, sitting area, spa-like bathroom, and walk-in closets. Finished lower level with high ceiling. Truly beautiful.

123 Centre Street, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

$4,050,000

In the ultimate Coolidge Corner location, this carefully restored home blends historic character with modern amenities including central AC. It is only 1/3 mile to the C Line and under ½ mile to the B line. A covered front porch welcomes you to the home. Inside, an airy foyer opens to the sun-filled living room with a gas fireplace and French doors to the office with bespoke cabinetry. The foyer also opens to an entertainment-sized dining room. At the back of the home is the renovated kitchen with high-end appliances, an oversized island and a sunny breakfast room. Completing this level are side entry only steps to the driveway and yard, walk-in pantry and powder room. On the 2nd floor is the enviable primary suite with a dressing room and en suite bathroom, plus two more good-sized bedrooms and the second full bath with laundry. The third level offers two more bedrooms and the 3rd full bath. Partially finished lower level with family room, kitchenette, full bath, storage & wine closet

5 Beds ⋅ 5 Baths ⋅ 73516921 MLS

In the ultimate Coolidge Corner location, this carefully restored home blends historic character with modern amenities including central AC. It is only 1/3 mile to the C Line and under ½ mile to the B line. A covered front porch welcomes you to the home. Inside, an airy foyer opens to the sun-filled living room with a gas fireplace and French doors to the office with bespoke cabinetry. The foyer also opens to an entertainment-sized dining room. At the back of the home is the renovated kitchen with high-end appliances, an oversized island and a sunny breakfast room. Completing this level are side entry only steps to the driveway and yard, walk-in pantry and powder room. On the 2nd floor is the enviable primary suite with a dressing room and en suite bathroom, plus two more good-sized bedrooms and the second full bath with laundry. The third level offers two more bedrooms and the 3rd full bath. Partially finished lower level with family room, kitchenette, full bath, storage & wine closet

95 Babcock St, Brookline

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

$4,000,000

Ideally located in Brookline’s coveted Coolidge Corner, this exquisite to-the-studs renovation marks the confluence of modern luxury, architectural elegance, and historic charm. Stunning millwork, turrets and copper gutters evoke timeless style, while a private elevator provides effortless access across three of the home’s four floors. The property offers a phenomenal open floor plan with expansive living and dining areas, a show-stopping kitchen with Thermador appliances, marble countertops, a butler’s pantry / mudroom and brilliantly curated fixtures and finishes. Six beautiful bedrooms including a sumptuous primary with double walk-in closets. Four and a half elegant baths. Incredible hi-ceiling walkout lower level w/ living area, gym/office, guest room or au pair and full bath. Seamless indoor-outdoor flow to exclusive-use deck & fenced yard. State of the art systems. Attached heated garage w/ EV charger. Elegant block near shops, dining, parks, schools, Longwood, Fenway & T lines.

6 Beds ⋅ 5 Baths ⋅ 73468038 MLS

Ideally located in Brookline’s coveted Coolidge Corner, this exquisite to-the-studs renovation marks the confluence of modern luxury, architectural elegance, and historic charm. Stunning millwork, turrets and copper gutters evoke timeless style, while a private elevator provides effortless access across three of the home’s four floors. The property offers a phenomenal open floor plan with expansive living and dining areas, a show-stopping kitchen with Thermador appliances, marble countertops, a butler’s pantry / mudroom and brilliantly curated fixtures and finishes. Six beautiful bedrooms including a sumptuous primary with double walk-in closets. Four and a half elegant baths. Incredible hi-ceiling walkout lower level w/ living area, gym/office, guest room or au pair and full bath. Seamless indoor-outdoor flow to exclusive-use deck & fenced yard. State of the art systems. Attached heated garage w/ EV charger. Elegant block near shops, dining, parks, schools, Longwood, Fenway & T lines.

85 Naples Rd Unit 1, Brookline

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

$3,900,000

An incredible opportunity to own an end-unit townhouse in Longyear at Fisher Hill, Brookline's most coveted gated community set on 8 acres of beautiful landscaped grounds. The private residence offers elegant living space across three levels, complete with a private elevator and a 2 car garage. The main floor features vaulted ceilings, oversized windows, a bright sunroom, and a large deck. The sun-filled kitchen connects effortlessly to the dining room, which flows seamlessly into the living room with a fireplace, built-ins and a wet bar. A first floor bedroom with full bath and closet adds flexibility. Upstairs, has a large primary suite with an ensuite bath and two walk in closets. An additional bedroom, full bath and office complete the upper level. The entry level includes a private garage and a spacious unfinished lower level - offering endless possibilities for customization. The amenities at Longyear include 24hr security, a gym, a pool and conveniences to shops and restaurants.

3 Beds ⋅ 4 Baths ⋅ 73366023 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

An incredible opportunity to own an end-unit townhouse in Longyear at Fisher Hill, Brookline's most coveted gated community set on 8 acres of beautiful landscaped grounds. The private residence offers elegant living space across three levels, complete with a private elevator and a 2 car garage. The main floor features vaulted ceilings, oversized windows, a bright sunroom, and a large deck. The sun-filled kitchen connects effortlessly to the dining room, which flows seamlessly into the living room with a fireplace, built-ins and a wet bar. A first floor bedroom with full bath and closet adds flexibility. Upstairs, has a large primary suite with an ensuite bath and two walk in closets. An additional bedroom, full bath and office complete the upper level. The entry level includes a private garage and a spacious unfinished lower level - offering endless possibilities for customization. The amenities at Longyear include 24hr security, a gym, a pool and conveniences to shops and restaurants.

120 Seaver St Unit A103, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$3,875,000

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.

5 Beds ⋅ 5 Baths ⋅ 73504708 MLS

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

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.

$3,875,000

Located on a quiet, residential street, this spacious contemporary residence offers 6,200 sq ft of living space with 5 bedrooms and 4.5 bathrooms. Thoughtfully designed, this home balances scale and functionality across expansive, light-filled interior spaces. Kitchen opens to adjoining family, dining spaces and patio. 1st floor bedroom with en-suite bathroom. 1st floor office/music room provides flexible work or recreation space. 2nd level spacious primary suite with fireplace, luxurious bathroom including stall shower and jacuzzi, walk-in closet and balcony. Three well-sized bedrooms provide versatility for family/work space. Finished lower level with garage access, mud room, extra storage space, large recreation room, fitness room, and full bath. 3-car garage, a rarity in this urban location, heated driveway, and the property’s efficient footprint allows for a low-maintenance lifestyle without compromising interior volume. Located near all Coolidge Corner has to offer. A rare find!

5 Beds ⋅ 5 Baths ⋅ 73484713 MLS

Located on a quiet, residential street, this spacious contemporary residence offers 6,200 sq ft of living space with 5 bedrooms and 4.5 bathrooms. Thoughtfully designed, this home balances scale and functionality across expansive, light-filled interior spaces. Kitchen opens to adjoining family, dining spaces and patio. 1st floor bedroom with en-suite bathroom. 1st floor office/music room provides flexible work or recreation space. 2nd level spacious primary suite with fireplace, luxurious bathroom including stall shower and jacuzzi, walk-in closet and balcony. Three well-sized bedrooms provide versatility for family/work space. Finished lower level with garage access, mud room, extra storage space, large recreation room, fitness room, and full bath. 3-car garage, a rarity in this urban location, heated driveway, and the property’s efficient footprint allows for a low-maintenance lifestyle without compromising interior volume. Located near all Coolidge Corner has to offer. A rare find!

66 Mason Terrace, Brookline

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

$3,860,000

Exquisite Brookline Victorian. Designed for today’s lifestyle, this stunning home blends timeless character w/ modern comfort. Perfectly situated in the heart of Coolidge Corner, offering grand-scale rooms, abundant natural light, and versatile spaces ideal for both everyday living & entertaining. A welcoming front porch and gracious foyer set the tone. The first floor features a spacious living room, formal dining room, inviting family room/library, sun room, butler’s pantry, eat-in kitchen, and powder room. Upstairs, the primary suite includes a full bath & walk-in custom closet, accompanied by 3 generous bedrooms, full bathroom, & laundry. The third floor offers even more flexibility with an en suite bedroom, office or second family room (w/ city views) plus a 6th bedroom and full bath.The newly finished walk-out lower level is a show stopper featuring a media room, gym, spa-like bath, and an oversized storage room. Lovely patio and yard. Easy access to the T, shops and restaurants.

6 Beds ⋅ 6 Baths ⋅ 73440672 MLS

Exquisite Brookline Victorian. Designed for today’s lifestyle, this stunning home blends timeless character w/ modern comfort. Perfectly situated in the heart of Coolidge Corner, offering grand-scale rooms, abundant natural light, and versatile spaces ideal for both everyday living & entertaining. A welcoming front porch and gracious foyer set the tone. The first floor features a spacious living room, formal dining room, inviting family room/library, sun room, butler’s pantry, eat-in kitchen, and powder room. Upstairs, the primary suite includes a full bath & walk-in custom closet, accompanied by 3 generous bedrooms, full bathroom, & laundry. The third floor offers even more flexibility with an en suite bedroom, office or second family room (w/ city views) plus a 6th bedroom and full bath.The newly finished walk-out lower level is a show stopper featuring a media room, gym, spa-like bath, and an oversized storage room. Lovely patio and yard. Easy access to the T, shops and restaurants.

66 Summit Ave, Brookline

Listing courtesy of Listing Agent: Kami Gray from Listing Office: Coldwell Banker Realty - Brookline.

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