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$4,495,000

SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms an office & a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

5 Beds ⋅ 5 Baths ⋅ 73550033 MLS

SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms an office & a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

$2,925,000

From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

4 Beds ⋅ 5 Baths ⋅ 73542360 MLS

From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

177 Thorndike St Unit 1, Brookline

Listing courtesy of Listing Agent: Liz Dehler from Listing Office: Donnelly + Co..

$4,100,000

These newly built luxury townhomes are a down-sizers dream but are spacious enough for a family. The rear residence offers the privacy and feel of a single-family home with its own private elevator, garage parking, and private yard. Magnificent open-concept living and entertaining areas, a chef's kitchen with sleek cabinetry and professional-grade appliances, and high-end finishes throughout. This 5 bedroom, 4.5 bathroom residence is right in the heart of COOLIDGE CORNER with all the bells and whistles. Walk to your favorite restaurants, shops, and parks. Schedule a private showing today!

5 Beds ⋅ 5 Baths ⋅ 73538731 MLS

These newly built luxury townhomes are a down-sizers dream but are spacious enough for a family. The rear residence offers the privacy and feel of a single-family home with its own private elevator, garage parking, and private yard. Magnificent open-concept living and entertaining areas, a chef's kitchen with sleek cabinetry and professional-grade appliances, and high-end finishes throughout. This 5 bedroom, 4.5 bathroom residence is right in the heart of COOLIDGE CORNER with all the bells and whistles. Walk to your favorite restaurants, shops, and parks. Schedule a private showing today!

123 Fuller Unit B, Brookline

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

$3,000,000

This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

4 Beds ⋅ 5 Baths ⋅ 73536119 MLS

This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

84 Westbourne Terrace Unit 84, Brookline

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.

$3,000,000

This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

4 Beds ⋅ 5 Baths ⋅ 73533889 MLS

This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

84 Westbourne Terrace Unit 84, Brookline

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.

$12,500

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

4 Beds ⋅ 5 Baths ⋅ 73527965 MLS

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: WINN Rental Team from Listing Office: WINN Real Estate & Consulting.

$3,295,000

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

4 Beds ⋅ 5 Baths ⋅ 73526507 MLS

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.

$4,998,500

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$3,995,000

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

5 Beds ⋅ 5 Baths ⋅ 73517349 MLS

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$3,295,000

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

4 Beds ⋅ 5 Baths ⋅ 73516451 MLS

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St Unit 80, Brookline

Listing courtesy of Listing Agent: The Bushari Team Compass from Listing Office: Compass.

$3,295,000

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.

7 Beds ⋅ 5 Baths ⋅ 73511269 MLS

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

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.

$3,950,000

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

4 Beds ⋅ 5 Baths ⋅ 73505387 MLS

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.

$3,295,000

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.

7 Beds ⋅ 5 Baths ⋅ 73505099 MLS

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

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.

$4,250,000

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.

$6,400,000

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

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

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

198 Clyde Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$5,990,000

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

3 Beds ⋅ 5 Baths ⋅ 73475133 MLS

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

1002 Beacon St, Brookline

Listing courtesy of Listing Agent: Michelle Chen from Listing Office: Coldwell Banker Realty - Cambridge.

$4,475,000

Now available for sale is a six-unit mixed-use property in the heart of Brookline, MA. This free-standing building includes four street-level retail spaces and two apartments above, offering a solid mix of income. Located directly across from the Green Line, the property benefits from great visibility, steady foot traffic, and easy access to public transportation. With strong surrounding residential density and an active commercial area, this property continues to see consistent demand from both retail tenants and residents.

3 Beds ⋅ 5 Baths ⋅ 73459972 MLS

Now available for sale is a six-unit mixed-use property in the heart of Brookline, MA. This free-standing building includes four street-level retail spaces and two apartments above, offering a solid mix of income. Located directly across from the Green Line, the property benefits from great visibility, steady foot traffic, and easy access to public transportation. With strong surrounding residential density and an active commercial area, this property continues to see consistent demand from both retail tenants and residents.

1620 Beacon Street, Brookline

Listing courtesy of Listing Agent: Tayler Barbella from Listing Office: Boston Realty Advisors.

$5,485,000

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.