Laurenmallorysellsma.com Search Results

$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.

$4,650,000

An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

5 Beds ⋅ 6 Baths ⋅ 73516969 MLS

An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline

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

$7,775,000

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

73516962 MLS

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

342 Warren St. Lot 1 & 2, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$2,765,000

Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

5 Beds ⋅ 4 Baths ⋅ 73516948 MLS

Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline

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

$5,750,000

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.

$3,395,000

Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

3 Beds ⋅ 3 Baths ⋅ 73516709 MLS

Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

79 Park St Unit 3, Brookline

Listing courtesy of Listing Agent: Matias Carrasco from Listing Office: Concept Properties.

$2,049,000

Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

4 Beds ⋅ 3 Baths ⋅ 73516671 MLS

Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

76 Goodnough Rd, Brookline

Listing courtesy of Listing Agent: David Mogielnicki from Listing Office: ProSell Realty Advisors.

$7,775,000

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 73516629 MLS

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

342 Warren St, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$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.

$3,900,000

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

73516391 MLS

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

Listing courtesy of Listing Agent: Rachel Maman from Listing Office: Charlesgate Realty Group, llc.

$3,900,000

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

73516390 MLS

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

Listing courtesy of Listing Agent: Rachel Maman from Listing Office: Charlesgate Realty Group, llc.

$568,000

Prime Location in the Heart of Washington Square! First-floor 2-bedroom unit featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers high ceilings, hardwood floors, and a private covered patio just off the kitchen. Additional highlights include a large storage area and a dedicated washer and dryer located in an extra storage room in the basement. Enjoy the ultimate convenience with a short walk to Coolidge Corner and just minutes to the Green Line (C & D trains), providing easy access to downtown Boston, Longwood Medical, and area universities. Step outside to discover award-winning restaurants, cafés, boutiques, and parks—all within walking distance. The #65 bus to Longwood Medical is also nearby. Living here means access to Brookline’s top-rated schools, vibrant community resources, and the many benefits of one of Greater Boston’s most desirable towns.

2 Beds ⋅ 1 Baths ⋅ 73515715 MLS ⋅ ['Westbourne Ter Condo Trust'] BLDG.

Prime Location in the Heart of Washington Square! First-floor 2-bedroom unit featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers high ceilings, hardwood floors, and a private covered patio just off the kitchen. Additional highlights include a large storage area and a dedicated washer and dryer located in an extra storage room in the basement. Enjoy the ultimate convenience with a short walk to Coolidge Corner and just minutes to the Green Line (C & D trains), providing easy access to downtown Boston, Longwood Medical, and area universities. Step outside to discover award-winning restaurants, cafés, boutiques, and parks—all within walking distance. The #65 bus to Longwood Medical is also nearby. Living here means access to Brookline’s top-rated schools, vibrant community resources, and the many benefits of one of Greater Boston’s most desirable towns.

35 Westbourne Ter Unit 2, Brookline

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$2,399,000

A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

6 Beds ⋅ 3 Baths ⋅ 73515119 MLS

A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline

Listing courtesy of Listing Agent: John J. Canney from Listing Office: John J. Canney.

$479,500

Presenting an exceptional opportunity at 109 Winchester U:6, Brookline, MA, a meticulously maintained condominium constructed in 1920, offering 564 square feet of inviting, move-in ready living space. This residence provides a refined urban living experience. The integrated kitchen and living area are thoughtfully designed for contemporary living. The kitchen features sophisticated stone counters, seamlessly transitioning into the open-plan living room, fostering an ideal environment for both relaxation and entertaining. The bedroom is appointed with elegant hardwood flooring, contributing to a serene and comfortable private retreat. Further enhancing the property's appeal is the inclusion of a basement, providing additional functional space. Situated on the second floor, this single-story condominium offers a desirable elevated perspective. We invite you to discover the distinguished lifestyle offered by this Brookline condominium. Property is currently leased until end of August.

1 Beds ⋅ 1 Baths ⋅ 73515053 MLS

Presenting an exceptional opportunity at 109 Winchester U:6, Brookline, MA, a meticulously maintained condominium constructed in 1920, offering 564 square feet of inviting, move-in ready living space. This residence provides a refined urban living experience. The integrated kitchen and living area are thoughtfully designed for contemporary living. The kitchen features sophisticated stone counters, seamlessly transitioning into the open-plan living room, fostering an ideal environment for both relaxation and entertaining. The bedroom is appointed with elegant hardwood flooring, contributing to a serene and comfortable private retreat. Further enhancing the property's appeal is the inclusion of a basement, providing additional functional space. Situated on the second floor, this single-story condominium offers a desirable elevated perspective. We invite you to discover the distinguished lifestyle offered by this Brookline condominium. Property is currently leased until end of August.

109 Winchester Unit 6, Brookline

Listing courtesy of Listing Agent: Alex Zhang from Listing Office: HMW Real Estate, LLC.

$2,950,000

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

4 Beds ⋅ 3 Baths ⋅ 73514639 MLS

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$3,750,000

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

3 Beds ⋅ 4 Baths ⋅ 73514594 MLS

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.

$1,650,000

Situated between Coolidge Corner and Washington Square, this exquisite 2,928 sq. ft. residence in a boutique, elevator building seamlessly blends luxury and convenience in the heart of Brookline. Spanning two thoughtfully designed levels, the 3-4 bedroom, 4-bathroom home features rich hardwood floors, recessed lighting, crown molding, and exposed brick throughout an open floor plan. The European-style kitchen, complete with stainless steel appliances, premium countertops, and custom cabinetry, overlooks spacious living and dining areas, perfect for both everyday life and entertaining. Two primary suites with custom closets and spa-like bathrooms, a sunlit family room, a private patio overlooking serene Griggs Park, in-unit laundry, two-zone heating and cooling, and a covered deck add to the home’s appeal. All this, just steps from Brookline’s finest dining, shops, vibrant community scene, and Green Line transit—this is more than a home; it’s a lifestyle.

3 Beds ⋅ 4 Baths ⋅ 73514517 MLS ⋅ ['Empire Building'] BLDG.

Situated between Coolidge Corner and Washington Square, this exquisite 2,928 sq. ft. residence in a boutique, elevator building seamlessly blends luxury and convenience in the heart of Brookline. Spanning two thoughtfully designed levels, the 3-4 bedroom, 4-bathroom home features rich hardwood floors, recessed lighting, crown molding, and exposed brick throughout an open floor plan. The European-style kitchen, complete with stainless steel appliances, premium countertops, and custom cabinetry, overlooks spacious living and dining areas, perfect for both everyday life and entertaining. Two primary suites with custom closets and spa-like bathrooms, a sunlit family room, a private patio overlooking serene Griggs Park, in-unit laundry, two-zone heating and cooling, and a covered deck add to the home’s appeal. All this, just steps from Brookline’s finest dining, shops, vibrant community scene, and Green Line transit—this is more than a home; it’s a lifestyle.

1471 Beacon Street Unit 1, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$615,000

Spacious one bedroom, over 950 sq ft. 1.5 baths at 50/60 Longwood Avenue. Unit feature one garage parking, open layout, kitchen is open with stainless steel appliances. Building is well managed has onsite management during the week, 24 hour security, swimming pool, and gym. A plus location walk to C and D greenline, Longwood Medical Area, coffee shops and super markets.

1 Beds ⋅ 2 Baths ⋅ 73514306 MLS ⋅ ['50/60 Longwood Avenue'] BLDG.

Spacious one bedroom, over 950 sq ft. 1.5 baths at 50/60 Longwood Avenue. Unit feature one garage parking, open layout, kitchen is open with stainless steel appliances. Building is well managed has onsite management during the week, 24 hour security, swimming pool, and gym. A plus location walk to C and D greenline, Longwood Medical Area, coffee shops and super markets.

60 Longwood Ave Unit 408, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

$1,170,000

Value-add opportunity in a desirable, established location. This spacious 3-bedroom, 2-bath condominium offers 1,732 square feet of living space, deeded garage parking, generous room sizes, and a functional layout ready for renovation. The property requires significant repairs and updating, but the scale, layout, and location create strong potential for investors, contractors, renovators, or end users with vision. A rare chance to improve, customize, and build equity in a property with substantial upside. Sold as is.

3 Beds ⋅ 2 Baths ⋅ 73512999 MLS

Value-add opportunity in a desirable, established location. This spacious 3-bedroom, 2-bath condominium offers 1,732 square feet of living space, deeded garage parking, generous room sizes, and a functional layout ready for renovation. The property requires significant repairs and updating, but the scale, layout, and location create strong potential for investors, contractors, renovators, or end users with vision. A rare chance to improve, customize, and build equity in a property with substantial upside. Sold as is.

127 Winthrop Rd Unit 6A, Brookline

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.

$979,000

1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached double-vanity tiled bath. A generous second bedroom sits adjacent to the second full tiled tub bath. Features individual central air, forced hot air gas heating. Includes 1 assigned garage parking space. Building amenities: elevator, and fitness center. Fixed $616/mo HOA covers water, sewer, master insurance, snow removal, and grounds maintenance. Premier location paces from shopping and dining at The Street & Chestnut Hill Mall, local conservation trails, and T-Station commuting.

2 Beds ⋅ 2 Baths ⋅ 73512522 MLS

1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached double-vanity tiled bath. A generous second bedroom sits adjacent to the second full tiled tub bath. Features individual central air, forced hot air gas heating. Includes 1 assigned garage parking space. Building amenities: elevator, and fitness center. Fixed $616/mo HOA covers water, sewer, master insurance, snow removal, and grounds maintenance. Premier location paces from shopping and dining at The Street & Chestnut Hill Mall, local conservation trails, and T-Station commuting.

321 Hammond Pond Pkwy Unit 103, Brookline

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.

$1,850,000

Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

3 Beds ⋅ 4 Baths ⋅ 73511799 MLS

Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

310 Hammond Pond Pkwy Unit 401, Brookline

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..

$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.

$2,299,000

FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

5 Beds ⋅ 2 Baths ⋅ 73511051 MLS

FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

79 Winthrop Road, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$2,899,999

Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

4 Beds ⋅ 4 Baths ⋅ 73510090 MLS

Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

21 Kent Square Unit 2, Brookline

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

$2,649,000

Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

3 Beds ⋅ 4 Baths ⋅ 73510087 MLS

Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

21 Kent Square Unit 1, Brookline

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

$4,250,000

Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

3 Beds ⋅ 4 Baths ⋅ 73509999 MLS

Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

322 Tappan St Unit 2, Brookline

Listing courtesy of Listing Agent: Jason Pan from Listing Office: Midtown Properties, Inc..

$1,650,000

Experience elevated city living in this exceptional penthouse at The Empire, a boutique 1910s row house reimagined in 2014. Ideally located between Coolidge Corner and Washington Square, enjoy easy access to shops, dining, and daily essentials. This sun-filled, floor-through home offers single-level living with soaring ceilings, oversized and bow windows, in-unit laundry, elevator access, and private storage. The open living and dining area features a custom-built entertainment center with integrated shelving, while a European-style chef’s kitchen anchors the space with high-end appliances, sleek cabinetry, and premium countertops—perfect for entertaining. The primary suite offers custom closets and a spa-like bath, while two additional bedrooms provide flexibility for guests or a home office. A rare opportunity to own a refined, well-appointed home that seamlessly blends luxury, character, and convenience.

3 Beds ⋅ 2 Baths ⋅ 73508894 MLS ⋅ ['1471 Beacon Street'] BLDG.

Experience elevated city living in this exceptional penthouse at The Empire, a boutique 1910s row house reimagined in 2014. Ideally located between Coolidge Corner and Washington Square, enjoy easy access to shops, dining, and daily essentials. This sun-filled, floor-through home offers single-level living with soaring ceilings, oversized and bow windows, in-unit laundry, elevator access, and private storage. The open living and dining area features a custom-built entertainment center with integrated shelving, while a European-style chef’s kitchen anchors the space with high-end appliances, sleek cabinetry, and premium countertops—perfect for entertaining. The primary suite offers custom closets and a spa-like bath, while two additional bedrooms provide flexibility for guests or a home office. A rare opportunity to own a refined, well-appointed home that seamlessly blends luxury, character, and convenience.

1471 Beacon St Unit 10(PH), Brookline

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

$5,950,000

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

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

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

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$2,950,000

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

73508623 MLS

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

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$3,295,000

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

5 Beds ⋅ 3 Baths ⋅ 73508555 MLS

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

185 Warren Street, Brookline

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