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$1,950,000
2 Beds ⋅ 3 Baths ⋅ 73573463 MLS ⋅ ['Fisher Hill Estates'] BLDG.
Rarely available three-level townhouse in the historic 1881 Peabody & Stearns-designed Carriage House at Fisher Hill Estates, set on approximately 13 acres of beautifully landscaped grounds with a private heated pool and tennis courts. This distinctive Brookline residence combines architectural character, dramatic scale, thoughtful updates, and exceptional privacy in a highly desirable setting. The main level opens to an impressive living and dining area with exposed beams, abundant natural light, and a soaring 25-foot atrium ceiling, creating a striking sense of volume and openness. The renovated kitchen features quartz countertops, updated appliances, generous cabinetry and storage, a center island, and a comfortable breakfast area. A guest bathroom completes this level.Upstairs, the spacious primary suite includes an en-suite bathroom with double vanity and shower, a walk-in closet, and a separate dressing room. A second bedroom and full hall bathroom complete the second floor. The third floor offers flexible additional space ideal for a home office, den, guest room, or studio. The residence also includes two-car garage parking with direct interior access. Tucked away near the Buckminster Road entrance and set well back from Boylston Street, the home is across from Brookline Reservoir Park and offers convenient access to the Longwood Medical Area, Downtown Boston, the Brookline Hills Green Line D stop, Chestnut Hill, Brookline Village, and Washington Square. A compelling combination of historic pedigree, dramatic architecture, resort-style amenities, and outstanding Brookline convenience.

563 Boylston Street Unit 563, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 73573467 MLS
Townhouse in the heart of Washington Square! With Over 2,000 sq ft of living space, 2 car garage, fantastic outdoor space and great storage this home has room to grow into. Lovely open floor plan in the main living level featuring living room, dining room and kitchen all overlooking the private yard along with a family room tucked away with a 1/2 bath and laundry closet. 2nd floor holds another full bath, primary bedroom with walk in closet and primary bath. 3 other bedrooms take up the 2nd and 3rd floor of the home with ample closet space, sky lights and excellent ceiling height. This home is tucked aware far from the main road in a 3 unit town house association. Low costing associations fees and up-kept grounds.

618 Washington St Unit 618, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.
$1,699,000
3 Beds ⋅ 2 Baths ⋅ 73573430 MLS
Nestled on a tree-lined Brookline block, this beautifully updated, move-in ready residence seamlessly blends timeless mid-century elegance with crisp, contemporary charm. Impeccable design and beautifully curated fixtures and finishes distinguish every inch of this elegant home. The expansive formal living room, graced with a fireplace and picture window, flows easily into the open-plan dining area and kitchen. It also connects to an inviting first floor family room. Remodeled in 2025, the airy open kitchen is outfitted with quartz countertops, a large central island, a Wolf range, and modern appliances. A gorgeous new window and an ingenious Dutch door offer great sight lines to the stone patio and generous backyard / garden from the kitchen and dining area. The main level also offers three spacious bedrooms including a luxurious primary suite with a walk-in closet and a fully renovated ensuite bathroom that balances vintage charm with modern touches. The two other main level bedrooms share a second full bathroom. The versatile walkout lower level, recently re-finished, includes a convenient office, gym or flex guest space, a spacious rec room or play room, a picture-perfect laundry room with a built-in sink and storage, and direct access to the attached garage. Numerous infrastructure upgrades over the last few years include a new heat pump / AC system on the main level, new blown-in insulation, recessed lighting, refinished hardwood floors, updated fixtures, interior paint and wallpaper, and Pex plumbing in the kitchen and primary bath. Exterior updates include a newly mechanized garage door, extensive landscaping, and new window-boxes and house numbers. This property is located in Brookline's desirable Baker School area convenient to Putterham Circle, Chestnut Hill shopping, public and private schools, the golf course, and the Putterham Library. Enjoy a quick commute to downtown and Longwood. A wonderful opportunity to land in a thoughtfully renovated, turn-key home at an affordable price in a beloved Brookline neighborhood!

154 Bellingham Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
$1,995,000
3 Beds ⋅ 2 Baths ⋅ 73572969 MLS
Rare townhouse-like residence on Beacon Street with a large private garden, deeded parking and grand private entrance. This exceptional 2,218 square foot ,three -bedroom, two bathroom condominium offers an uncommon combination of space, privacy, historic character and urban convenience. Gracious rooms feature high ceilings, beautiful architectural detail and three fireplaces. The main level includes a spacious primary suite with fireplace, elegant formal living and dining rooms, while the lower level offers two bedrooms and a large family room/study. One bedroom opens directly to a gorgeous bluestone patio and large, fully enclosed private garden. Additional highlights include deeded off-street parking, two private street entrances, exceptional storage and recent upgrades throughout. Steps from the Green Line and minutes to Coolidge Corner and Back Bay. A truly special Beacon Street residence offering the space and privacy of a townhouse with the convenience of condominium living. Pet friendly.

1081 Beacon Unit 8, Brookline

Listing courtesy of Listing Agent: S. Amber Smit from Listing Office: Coldwell Banker Realty - Brookline.
$1,790,000
4 Beds ⋅ 3 Baths ⋅ 73572511 MLS
Captivating colonial tastefully designed for elegant entertaining and comfort in mind. Privacy + nature abound in this 4 bedrooms, 3 bathrooms + 2450 square feet of refined living space in a premier Chestnut Hill location. Near Baker Elementary school (grades K-8) + close proximity to Putterham Shops, tennis, golf, wildlife sanctuary, Longwood Medical Area, Arnold Arboretum + Jamaica Pond. First floor has living room with wood burning fireplace, family room, bedroom with full bath + access to expansive outdoor deck. In the heart of the residence is a beautifully renovated kitchen with custom white shaker cabinets, sleek black granite countertops, stainless steel appliances + generous center island. Upper level has a sprawling primary bedroom suite complimented by majestic sunset views + an abundance of attributes such as walk-in closet, separate sitting area + spa-like bath with dual sink vanity, glass enclosed shower + soaking tub/jacuzzi. Additional finished lower level provides versatile space for a fitness gym, home theatre or home office to meet today's evolving lifestyle needs. One car garage, one carport + plenty of additional driveway parking make this an ideal residence to call home.

133 Wolcott Road, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.
$1,800,000
10 Beds ⋅ 4 Baths ⋅ 73559809 MLS
Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door.Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.The rear porches offer beautiful city views, and with modern updates, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking. Enjoy the ample yard space for grilling, bonfires, or just taking in the fresh air! Located in a community renowned for its exceptional schools, vibrant neighborhoods, and unbeatable location, this is an investment opportunity you won't want to miss.

86 Chestnut St, Brookline

Listing courtesy of Listing Agent: Sarah McIntyre from Listing Office: Red Tree Real Estate.
$1,949,000
4 Beds ⋅ 3 Baths ⋅ 73552409 MLS
Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

57-59 Highland Rd Unit 59, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73549795 MLS
Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

Listing courtesy of Listing Agent: Amy Sassoon from Listing Office: Coldwell Banker Realty - Brookline.
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 73549642 MLS ⋅ ['101 Sumner Road Condominium'] BLDG.
Highly desirable 2023 construction 4 bed/3.5 bath duplex w/ 2 car parking & private yard in coveted Aspinwall Hill. Enter to an open concept floor plan with windows on 3 sides that stream natural light. Chef's kitchen boasts Bertazzoni appliances, quartz countertops, abundant cabinetry & breakfast bar w/ seating for 3. Living room is centered around ample fenestration & opens to dining area that easily accommodates a table for 8. Top floor king-size primary suite offers a large bedroom w/ built-out California closets & expansive bath w/ double vanity & sizable glass shower. Downstairs features an inviting guest suite with room for king sized bed w/ plenty of closet space serviced by a full bath w/ double vanity. This floor is complete with a separate stackable laundry. This home offers a wonderful single family alternative w/ expansive private & fenced granite patio/yard garage,1 garage pkg & 1 outdoor pkg. Live in the heart of Brookline, 2/10 mile to Brookline Hills T stop.

101 Sumner Road Unit 1, Brookline

Listing courtesy of Listing Agent: Aaron Adler from Listing Office: Appraisals Unlimited, Inc.
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 73548945 MLS
PRICE IMPROVEMENT Nestled on a quiet private street in sought-after Brookline Village, this 3-bedroom, 3-full-bath mid-century single family blends classic character with everyday comfort. Steps from the T, shops, restaurants, and parks, it offers an unbeatable location with true walk-to-everything convenience. The bright, inviting layout features a large living room and a standout 2004 addition: a three-season sunroom that opens toward the private yard and works beautifully for relaxing or entertaining. Three generously sized bedrooms and three full baths include a large primary suite. A significant 2005 addition created a partially finished basement with flexible space for a family room, home office, gym, or guest area, plus ample storage. Recent upgrades include a 2023 mini-split system for heat and A/C and a 2025 solar installation. A newer roof adds further peace of mind. Walk to Brookline Village’s Green Line D Branch station for a direct ride to Longwood Medical Area, Fenway, Back Bay, and downtown Boston. Nearby buses expand commuting options. Everyday errands, parks, and neighborhood life are all close at hand. The Village is packed with favorites within a short stroll: La Morra, Orinoco, Mahaniyom, Garrison House, Matt Murphy’s Pub, Martin’s Coffee Shop, Boca Grande, and Brothers & Sisters café near the T. Coolidge Corner is a few minutes farther for additional restaurants, shops, and the historic theatre. Served by the highly regarded Public Schools of Brookline. Nearby K–8 options include Lincoln School and Pierce School, with Brookline High School close by on Greenough Street. Private options such as The Park School, Dexter Southfield, and Maimonides are also in the broader Brookline area. A rare Village single-family with outdoor space, transit at your doorstep, and a location families and professionals seek. Come see why this street and this Street and neighborhood is hard to leave.

50 Franklin St, Brookline

Listing courtesy of Listing Agent: Richard Knox from Listing Office: RF Boston Realty Group.
$1,880,000
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..
$1,710,000
5 Beds ⋅ 4 Baths ⋅ 73492913 MLS
Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back, which can be used as a perfect in-law suite. The second floor has three bedrooms and twofull bathrooms. Master bedroom has its own master bathroom with a shower room and a soaking tub. Walk to the thirdfloor, it serves as an additional living area with lots of storage rooms.The house system is brand-new installed in 2019,with central A/C and heating.This house is walking distance to Baker Elementary School, shops, the Library and localamenities. Photos shown was the staging last year.

303 Russett Road, Brookline

Listing courtesy of Listing Agent: Zhou Chen from Listing Office: Blue Ocean Realty, LLC.
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 73482825 MLS
Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.

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