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227 Summit Ave Unit E304, Brookline
$899,000
2 Beds ⋅ 2 Baths ⋅ 73530942 MLS ⋅ ['The Grand Condominium'] BLDG.
Ideally located just moments from Coolidge Corner, this beautifully maintained 2-bedroom, 2-bath condominium offers 1,209 square feet of comfortable single-level living with stunning Boston skyline views. The spacious living and dining areas feature a fireplace and open to an expansive deck (approximately 7' x 25'), perfect for relaxing or entertaining. The well-designed floor plan includes a generous primary suite, central air, and in-unit washer/dryer (included in the sale price).Rarely available amenities include two deeded parking spaces, a beautifully maintained outdoor swimming pool, and a large common roof deck with panoramic city views. Professionally managed and conveniently located near shops, restaurants, cafés, public transportation, and all that Coolidge Corner has to offer, this home provides an exceptional combination of comfort, convenience, and lifestyle in one of Brookline's most desirable neighborhoods.

227 Summit Ave Unit E304, Brookline

Listing courtesy of Listing Agent: Joseph Guidi from Listing Office: NEST Seekers MA LLC.
1774 Beacon Street Unit 6, Brookline
$739,000
2 Beds ⋅ 1 Baths ⋅ 73528507 MLS
Hip urban living in an architectural gem. Unique residence in an H. H. Richardson Romanesque brownstone. Ideally located in the heart of Washington Square and directly on the MBTA Green "C" and "D" lines. Assigned parking included adjacent to the building. Soaring ceilings and an exceptional open-concept layout create the perfect entertaining space. Renovated granite/stainless kitchen and Carrara marble bath. Exposed brick, hardwood floors, SouthEast facing with abundant natural light, central air, and in-unit laundry. Professionally managed building with peaceful treetop views. Steps to shopping, cafés, and some of Brookline's finest restaurants. Convenient to Downtown Boston, Cambridge, Longwood Medical complex and numerous Universities and Colleges.

1774 Beacon Street Unit 6, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
40 Singletree Rd, Brookline
$8,200,000
6 Beds ⋅ 9 Baths ⋅ 73526856 MLS
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
352 Tappan Street Unit 1, Brookline
$449,900
1 Beds ⋅ 1 Baths ⋅ 73525602 MLS
Welcome Home to 352 Tappan Street, Unit 1! This beautifully renovated and freshly painted 1-bedroom residence is ready for immediate move-in and offers an impresive combination of space, comfort, convenience and value- all in a great Brookline location. Step inside where you'll imediately appreciate the generously sized rooms, abundant closet space, comfortable living areas and In-Unit laundry for everyday convenience. The updated kitchen offers ample cabinetry and room to make meal preparation easy, while the renovated full bathroom features marble finishes and a fresh, modern look. Ideally situated, this home places you just moments from the vibrant heart of Washington Square with charming cafés, renowned restaurants, boutiques shops, Coolidge Corner, Brookline’s neighborhood parks, tree-lined streets and everyday amenities. Commuters will appreciate convenient access to Boston and MBTA Green Line C and D branches, making city travel easy. Additional highlights include water and hot water included in the $162/month condo fee, excellent updated finishes, and immediate availability. Whether you're an investor,Boston commuter, first-time buyer, downsizer, or looking for a conveniently located home, Unit 1 at Tappan offers an exceptional combination of location, comfort, updates, and value.Property Highlights:• Beautifully renovated and freshly painted• Spacious 1-bedroom layout• Generous closet space• Updated kitchen with ample cabinetry• Updated full bathroom with marble finishes and new shower doors• In-unit laundry• Water & hot water included in $162/month condo fee• Convenient access to MBTA Green Line C & D branches• In Washington Square & near Coolidge Corner• Close to restaurants, cafés, boutique shopping & parks• Convenient Boston commuter location• Available for immediate occupancyMove-in ready, wonderfully located, and waiting to welcome you home!

352 Tappan Street Unit 1, Brookline

Listing courtesy of Listing Agent: Elena Cristina Marchis from Listing Office: LAER Realty Partners.
1051 Beacon St Unit 306, Brookline
$1,295,000
73524953 MLS
A rare opportunity to acquire a fully built-out, ~1,400 SF commercial office condominium with deeded parking space in the heart of Greater Boston’s most established medical and professional corridors. The floorplan flows from a reception/business area with bay windows, leading to a private consultation office with exposed brick. Two restrooms sit just beyond. A central corridor connects to the clinical wing, featuring three exam rooms, imaging room, sterilization suite, and lab. A staff lounge completes the suite. The space has been comprehensively built out as a medical suite and is currently configured as a modern dental practice offered with a strong in-place tenant, making it equally compelling for an investor seeking stable triple-net income or an established practitioner positioning for a future flagship location. Every detail reflects a considered design sensibility. The result is a polished, immediately operational environment that would be difficult and costly to replicate.

1051 Beacon St Unit 306, Brookline

Listing courtesy of Listing Agent: Christopher Prokop from Listing Office: Serhant.
120 Seaver St Unit B204, Brookline
$2,595,000
2 Beds ⋅ 3 Baths ⋅ 73521762 MLS
Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.
321 Hammond Pond Parkway Unit 201, Brookline
$1,299,000
2 Beds ⋅ 3 Baths ⋅ 73521117 MLS
Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.

321 Hammond Pond Parkway Unit 201, Brookline

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: eXp Realty LLC - Corporate Office.
9 Singletree Rd, Brookline
$4,795,000
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 with separate entrance 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 Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
1180 Beacon St Unit 7C, Brookline
$799,000
73519697 MLS
Rare opportunity to own a medical office condominium in a premier Brookline location in an elevator building. Seventh floor sunny space with large footprint includes reception area, reception desk, four exam rooms, two offices, two bathrooms, a records room and a storage room. Within close proximity to principal highways and with easy access to public transportation and the City of Boston. MBTA is across the street. 4 parking spaces available for annual fee of $400.

1180 Beacon St Unit 7C, Brookline

Listing courtesy of Listing Agent: Rebecca Marston from Listing Office: Marston Beacon Hill, Inc..
92 Sewall Ave Unit 2C, Brookline
$2,349,000
2 Beds ⋅ 3 Baths ⋅ 73519027 MLS ⋅ ['Residences At St. Paul'] BLDG.
New construction residence in the heart of Coolidge Corner. 92 Sewall Ave Unit 2C is a 2 bed 2.5 bath duplex. The first level includes the living room, kitchen and dining area, the primary suite, and a half bath. The living room is open and bright with large bow windows and custom moulding. The chef's kitchen spans the entire length of the unit and features wood planked ceiling, a La Cornue stove and full Breccia Violetta backsplash. Adjacent to this is the dining area which leads out to a private deck (approximately 400 SQFT) via French doors. The primary suite, on the other side of this floor, features a walk-in closet and a large bathroom with double vanities and dual rainfall showerheads. The lower level houses a bedroom suite, the laundry room, and a mudroom.

92 Sewall Ave Unit 2C, Brookline

Listing courtesy of Listing Agent: Siu Fu Lau Team from Listing Office: Compass.
40 Stedman Street, Brookline
$3,750,000
4 Beds ⋅ 4 Baths ⋅ 73518363 MLS
Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.
90 Columbia, Brookline
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 73516646 MLS
Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and garden. There are 5 bedrooms and 4.5 baths. Large Primary has cathedral ceilings and an ensuite, featuring a double shower, double vanity, soaking tub, and radiant floor heating. Adjoining the primary is a large family/sitting room with sliders to the patio overlooking the back garden. There is a finished lower level with a large family room and a large bedroom, both with glass sliders for direct outdoor access. There is a convenient kitchenette as well. Playground directly across. Minutes to school, shopping, restaurants, and T. Convenient to Longwood Medical and Boston. 92 Walk Score.

90 Columbia, Brookline

Listing courtesy of Listing Agent: Sheila White from Listing Office: Compass.
75-81 Boylston St Unit B, Brookline
$3,850,000
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 $31/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently generating $170,742.60/YR at $14,228.55/MO + NNN 10-year lease, 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.
75-81 Boylston St Unit B, Brookline
$3,850,000
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 (ADA) accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for NNN lease at $31/SF. The Condo offers additioinal income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently generating $170,742.60/YR at $14,228.55/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.
7 Stetson Street, Brookline
$2,950,000
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.
135 Saint Paul Unit 5, Brookline
$3,750,000
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.
310 Hammond Pond Pkwy Unit 401, Brookline
$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..
21 Kent Square Unit 1, Brookline
$2,449,999
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.
322 Tappan St Unit 2, Brookline
$4,250,000
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..
90 Columbia Unit U90, Brookline
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 73508728 MLS
Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and garden. There are 5 bedrooms and 4.5 baths. Large Primary has cathedral ceilings and an ensuite, featuring a double shower, double vanity, soaking tub, and radiant floor heating. Adjoining the primary is a large family/sitting room with sliders to the patio overlooking the back garden. There is a finished lower level with a large family room and a large bedroom, both with glass sliders for direct outdoor access. There is a convenient kitchenette as well. Playground directly across. Minutes to school, shopping, restaurants, and T. Convenient to Longwood Medical and Boston. 92 Walk Score.

90 Columbia Unit U90, Brookline

Listing courtesy of Listing Agent: Sheila White from Listing Office: Compass.
9 Willard Road, Brookline
$6,450,000
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.
9 Willard Road, Brookline
$2,950,000
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.
280 Warren St, Brookline
$14,850,000
6 Beds ⋅ 8 Baths ⋅ 73507123 MLS
Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
75 Lee Street, Brookline
$3,790,000
4 Beds ⋅ 5 Baths ⋅ 73505387 MLS
RARE WATERFRONT OPPORTUNITY -- 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.
310 Hammond Pond Pkwy Unit 301, Brookline
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 73505018 MLS ⋅ ['The Parkway At Chestnut Hill'] BLDG.
Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with a deep closet leads to the living area. The sun-lit open-concept living area features gleaming wood floors throughout, a spacious flexible living and dining area that opens onto a large private balcony, and the stylish kitchen with many recent updates. The gourmet kitchen has double wall ovens, beverage fridge, granite countertops and stainless appliances. The spacious primary suite features a large customized walk-in closet, a second private balcony, and en-suite bathroom with double vanity and luxe tiled shower. The second bedroom has a direct entry onto the shared hallway bath with tub, and a walk-in closet. The home also offers full-size in-unit laundry. This impeccable condo has two deeded side-by-side spots in the heated garage and additional garage-level storage. The condominium association is professionally managed and has a common exercise room, common green space and patio area, and an elevator. Convenient to The Street, Wegman's, Chestnut Hill Mall, MBTA, and major routes.

310 Hammond Pond Pkwy Unit 301, Brookline

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
198 Clyde Street, Brookline
$6,400,000
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.
99 Pond Ave Unit 417, Brookline
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73495638 MLS ⋅ ['Brookhouse'] BLDG.
Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a green house enclosed balcony. Just freshly painted. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.
140 Dudley St, Brookline
$2,480,000
5 Beds ⋅ 4 Baths ⋅ 73492578 MLS
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
1 Chestnut Place, Brookline
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73487838 MLS
A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
75 Goddard Avenue, Brookline
$6,695,000
7 Beds ⋅ 9 Baths ⋅ 73486175 MLS
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

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