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71 Parkman St Unit B, Brookline
$409,000
2 Beds ⋅ 1 Baths ⋅ 73598304 MLS ⋅ ['Pleasant Court Condominium'] BLDG.
Amazing opportunity to own this 2 bedroom unit in a prime Coolidge Corner location. Perfect for a first time home buyer or investor. This renovated Southeast facing unit offers high ceilings, is freshly painted and has new wood flooring. It offers 6 large windows, built-ins and is 2 blocks from the Green line C train, shops, restaurants, coffee shops and Trader Joe's. Brookline at its best!!! Laundry is right outside your kitchen door. The association is professionally managed. and offers low condo fees with heat and hot water included. Rental parking and extra storage is possibly available through the association for an additional cost. Easy access to BC, BU, Northeastern, Longwood Medical area, Fenway and Back Bay.

71 Parkman St Unit B, Brookline

Listing courtesy of Listing Agent: Luan White from Listing Office: Coldwell Banker Realty - Brookline.

125 Rockwood St, Brookline
$7,900,000
6 Beds ⋅ 13 Baths ⋅ 73598292 MLS
A truly magical estate in one of Brookline’s most coveted neighborhoods, this extraordinary residence combines historic charm with understated luxury. Surrounded by breathtaking gardens, lush landscaping, and magnificent grounds, the property offers exceptional privacy and tranquility. Every room is filled with warmth, elegance, and distinctive character, creating a home as inviting and comfortable as it is sophisticated. At the heart of the home is a spectacular chef’s kitchen featuring a magnificent mahogany island, marble countertops, top-of-the-line appliances, a custom wood-burning pizza oven, walk-in pantry, and charming dining banquette. The adjoining family room and enchanting Twin Farms-inspired four-season sunroom provide wonderful spaces for everyday living and entertaining. A richly paneled study with floor-to-ceiling French doors opens to a covered terrace overlooking the spectacular gardens.The residence offers six-plus bedrooms and 14 bathrooms, including a luxurious primary suite with dual bathrooms, dressing rooms, custom built-ins, and a private balcony. Exceptional amenities include a home theater, 2,500-bottle wine cellar, spacious in-law or guest suite, two 2 car heated garages, and an enchanting one-bedroom storybook guest cottage. The beautifully landscaped grounds provide a picturesque setting that enhances the home's unique beauty and charm. Ideally located in Brookline's prestigious estate area, close to a number of independent schools, Larz Anderson Park, and all that Brookline and Boston have to offer.

125 Rockwood St, Brookline

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

15-17 University Rd Unit 22, Brookline
$399,999
1 Beds ⋅ 1 Baths ⋅ 73598227 MLS
Charming and updated one-bedroom condo in the heart of Brookline’s desirable Washington Square! Located in a classic brownstone elevator building, this inviting home features high ceilings, large windows, hardwood floors throughout, recessed lighting, and a spacious sunken living room filled with natural light. The renovated kitchen offers a dishwasher, disposal, and built-in microwave, complemented by a beautifully tiled bathroom. Enjoy a low condo fee that includes heat, hot water, landscaping, and snow removal, along with common laundry and a pet-friendly building. Ideally situated near shops, restaurants, Star Market, the Longwood Medical Area, and public transportation, including the Green Line and Route 65 bus. Currently rented through August 31, 2027, offering a great opportunity for investors or future owner-occupants. Don’t miss this opportunity to own in one of Brookline’s most desirable neighborhoods!

15-17 University Rd Unit 22, Brookline

Listing courtesy of Listing Agent: Orit Aviv from Listing Office: Coldwell Banker Realty - Newton.

71 Green Street Unit 3, Brookline
$4,349,000
4 Beds ⋅ 4 Baths ⋅ 73597865 MLS
THE PENTHOUSE at THE CELESTE is UNLIKE ANY BROOKLINE CONDO You've EVER SEEN! NEW CONSTRUCTION in the Heart of COOLIDGE CORNER. An Exclusive Boutique Building featuring just 3 Distinctive Luxury Homes. TWO HOMES already Pre-Sold to Lovely Owner Occupants...Only The PENTHOUSE Remains! Spanning 2,637SF - SINGLE-LEVEL LIVING. Direct ELEVATOR, Private ROOF DECK, Two Side-by-Side GARAGE PARKING Spaces. This Extraordinary Residence features 3 Bedrooms + Home Office, 3.5 Bathrooms, High Ceilings, Abundant Natural Light, Elegant Architectural Details, Exceptional Craftsmanship & Timeless Luxury throughout. Stunning Custom "Britania Acrylico" Kitchen Cabinets by DOCA Boston featuring Taj Mahal Quartzite Stone. Multiple Outdoor Spaces include Juliette Balconies & Oversized Wrap-Around Terrace. The Roof Deck Skylight Hatch--Fully Automated, open with just One Button, electric powered. Cocif Rubicone Doors w/Brushed Chrome Handles & concealed hinges. Primary Bathroom: Large Shower w/Herringbone Polished Marble Mosaic Tile, "Acquabella Soaking Tub & Chrome "Rohl" Fixtures. Powder Room: Custom imported Wall-Mounted Calacatte Viola Marble Sink. Brought to Life by an Award-Winning Design-Build Team: Quantum Leap Construction, Sousa Design Architects & DOCA Boston. PREMIER COOLIDGE CORNER LOCATION, steps to Shopping, Restaurants, Parks, Schools, Hospitals & Everything Brookline has to Offer. The Celeste: An Exceptional New Standard for Luxury Living in Coolidge Corner!

71 Green Street Unit 3, Brookline

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

1742 Beacon St Unit 2, Brookline
$599,000
1 Beds ⋅ 1 Baths ⋅ 73597595 MLS
Welcome to this spacious, renovated 1-bed condo with one assigned off-street parking space in the heart of Washington Square. A semi-private entrance opens directly into a generous open-concept living and dining area. The updated kitchen features premium stainless steel appliances, ample cabinetry, and a functional layout ideal for everyday living and entertaining. The oversized bedroom offers plenty of flexibility for a home office, exercise area, or reading nook. West-facing windows provide abundant natural light, complemented by high ceilings, hardwood floors, and generous closet space. Enjoy direct access to a shared outdoor patio and grill area located just outside the unit, an area principally used by the owners of Unit 2. Washer and dryer are located adjacent to the unit in the rear entry foyer. Conveniently located near Washington Square, Coolidge Corner, and Cleveland Circle, with the MBTA Green Line just outside for easy access to Brookline and Boston. Close to restaurants, shops, cafés, and neighborhood amenities. Pet friendly and rentals allowed.Vacant and easy to show!

1742 Beacon St Unit 2, Brookline

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.

622 Chestnut Hill Ave, Brookline
$1,379,000
3 Beds ⋅ 2 Baths ⋅ 73597241 MLS
Location, lifestyle & versatility await in Brookline's coveted Fisher Hill neighborhood! This charming 3-bed, 2-bath multi-level home offers the perfect blend of comfort, convenience & endless possibilities! Featuring a thoughtful layout, gleaming hardwood floors, an abundance of natural light & flexible living spaces, this home is designed to accommodate a variety of lifestyles. Recent updates include fresh interior & exterior paint, upgraded light fixtures, a brand-new induction range & more! Enjoy the privacy of a fenced-in backyard, perfect for outdoor entertaining, gardening or simply unwinding, plus the convenience of an attached one-car garage. Nestled in one of Greater Boston's most desirable communities, this home is just minutes from Boston College, The Shops at Chestnut Hill, Brookline Reservoir & the Green Line at Cleveland Circle, offering unparalleled access to shopping, dining, recreation & Boston. With Brookline's highly rated schools and an unbeatable location, this move-in-ready gem is ready for its next chapter. Bring your vision and make this special property your own!

622 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Dovetail Group from Listing Office: eXp Realty LLC - Corporate Office.

183 Babcock Unit 3, Brookline
$1,399,000
4 Beds ⋅ 2 Baths ⋅ 73597030 MLS
Welcome to 183 Babcock Street, Unit 3, Brookline, MA 02446! This beautiful, sun-filled top-floor condo offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,610 square feet of comfortable living space.Featuring abundant natural light, high ceilings, whole house hardwood floor, a spacious living area, a large kitchen with new refrigerator, and rear deck with top, this home offers both comfort and charm.Location, Location, Location! Ideally situated near Boston University, just minutes from the MBTA Green Line, Coolidge Corner, shopping, restaurants, parks, and everyday conveniences. Enjoy easy access to downtown Boston and surrounding neighborhoods. some of picture are virtual staged.

183 Babcock Unit 3, Brookline

Listing courtesy of Listing Agent: Xinsheng Zhang from Listing Office: Zhensight Realty LLC.

22 Chestnut Pl Unit 114, Brookline
$798,800
2 Beds ⋅ 2 Baths ⋅ 73596925 MLS
Your Search Ends Today! A Rare Find in Brookline’s Coveted Sargent Estates Neighborhood!Welcome to this sun-filled, beautifully updated 2-bedroom, 2-bath condo offering comfort, convenience, and resort-style living! This spacious home features a stunning renovated kitchen with granite countertops, stainless steel appliances, cherry cabinets, and a breakfast bar overlooking the expansive open-concept living and dining area. A wall of south-facing windows brings in abundant natural sunlight and offers peaceful views of beautifully landscaped grounds and distant woods. The oversized primary suite boasts a walk-in closet and updated private bath, while the generous second bedroom and renovated guest bathroom provide additional comfort. Enjoy central A/C, convenient parking, extra storage, an elevator, an outdoor pool, sauna, and on-floor laundry. The professionally maintained brick building also offers updated common areas and a function room, plus a strong association with over $600K in reserves! Move-in ready and surrounded by spectacular grounds — this is one opportunity you don't want to miss!

22 Chestnut Pl Unit 114, Brookline

Listing courtesy of Listing Agent: Chris Yang from Listing Office: Metropolitan Realty.

8 Homer Unit 4, Brookline
$685,000
2 Beds ⋅ 1 Baths ⋅ 73596528 MLS
Elevate your lifestyle in this bright and beautiful top-floor sanctuary, perfectly situated on a quiet one-way street in the heart of Brookline Village. The condo can easily be used as a 3 bedroom home, with the formal dining room simply turned into a generous third bedroom or home office. Bathed in natural light, this move-in-ready home offers a flawless blend of classic charm and modern convenience. Step inside to find gleaming hardwood floors, expansive windows, and an updated eat-in kitchen. Enjoy the convenience of in-unit laundry, and the top-floor positioning that treats you to serene, tree-top views and the peace of no neighbors above. Rental parking is available for overnight use, or leave the car behind and embrace the exceptional walk-to-everything lifestyle. You are just steps away from the Green Line T for an easy down-town commute, the world-class Longwood Medical Area, and top-rated schools. Stroll to the vibrant shops, cafes, and restaurants of both Brookline Village and Coolidge Corner, or enjoy the nearby local parks. The unit includes additional storage in the basement, and the building is professionally managed. Combining flexible space, a prime location, and a bright aesthetic, this delightful home offers incredible value for owner-occupants and investors alike. This is a rare opportunity, priced under assessed value, do not miss! OH Sat+Sun 11/7+11/8 from 12-1:30.

8 Homer Unit 4, Brookline

Listing courtesy of Listing Agent: Sanda O'Brien from Listing Office: Coldwell Banker Realty - Brookline.

41 Centre St Unit 105, Brookline
$973,000
2 Beds ⋅ 2 Baths ⋅ 73596499 MLS
Welcome to 41 Centre St #105, an exceptional offering nestled in one of Brookline’s most coveted neighborhoods. This spacious 2-bedroom, 2-bathroom home delivers an effortless blend of comfort, functionality, and unbeatable location.As you step inside, you are greeted by an expansive open-concept layout defined by brilliant natural light, rich hardwood flooring, and seamless flow between living, dining, and entertaining spaces. The kitchen is fully equipped with sleek countertops, ample cabinetry, and modern appliances, perfectly positioned to serve as the heart of the home. Both bedrooms offer generous proportions and ample closet space, complemented by well-appointed bathrooms designed with clean finishes.Step out onto your private balcony for a breath of fresh air or take advantage of the desirable association amenities, including a professionally managed setting and an inviting in-ground outdoor pool for warm New England days. Best of all, this property features two dedicated parking spaces, a rare and invaluable commodity in this prime section of Brookline.Situated right across from the renowned Florida Ruffin Ridley School and moments away from the vibrant shops, dining, and Green Line transit options of Coolidge Corner, this residence represents the ultimate urban-suburban lifestyle balance.

41 Centre St Unit 105, Brookline

Listing courtesy of Listing Agent: Marcus Guerrier from Listing Office: Centre Realty Group.

50 Lancaster Terrace Unit 3, Brookline
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 73596452 MLS ⋅ ['50 Lancaster Terrace Condo Trust'] BLDG.
On a quiet, tree lined street in Corey Hill, just off Beacon, this spacious three bedroom, two bath home welcomes you with high ceilings, generous rooms and beautiful natural light. Much of the home enjoys southern exposure. Newly painted throughout, the interior features hardwood floors and architectural details including a built in dining room hutch and hallway drawers. A wall of windows brightens the expansive living room, while the spacious dining room comfortably accommodates a large table for gatherings with family and friends. The updated eat in kitchen features granite countertops and space for casual meals. The primary suite opens to a lovely heated sunroom, where three walls of windows frame sweeping elevated views. Whether used as a home office, exercise room or peaceful place to read, this sunlit retreat is a highlight of the home. Thanks to the property’s sloping grade, this third floor unit is reached by just one flight of wide stairs with a landing from the building entrance. In unit laundry, a deeded parking space and large private storage area add everyday convenience. A new roof, newer heating system and reasonable condo fees enhance this well maintained four unit building. Ideally situated between Coolidge Corner and Washington Square, the home offers convenient access to neighborhood cafés, restaurants, shops, and the MBTA Green Line. Nearby pathways provide a pleasant connection to Corey Hill Playground and its fitness park, as well as Washington Square. Driscoll School is also within easy reach. A wonderful opportunity to enjoy a bright, spacious, well-maintained home with appealing architectural character, everyday conveniences, and an exceptional Brookline location.

50 Lancaster Terrace Unit 3, Brookline

Listing courtesy of Listing Agent: Karen Chinitz from Listing Office: Engel & Volkers Wellesley.

6 Averill Rd, Brookline
$475,000
3 Beds ⋅ 1 Baths ⋅ 73596446 MLS
Welcome to 6 Averill Rd. in Brookline, NH! This inviting 3-bedroom, 1-bath home offers a wonderful opportunity to enjoy small-town living with the convenience of an excellent commuting location. The in-ground pool is a standout feature, providing the perfect setting for summer fun, outdoor entertainment, and relaxing in your own backyard oasis. With three bedrooms offering flexibility for a variety of living arrangements, this home has plenty of potential to make it your own. Looking to expand your living space down the road? The lower level is clean, spacious, and ready to be finished to suit your specific lifestyle needs -ideal for a home office, recreation room, guest quarters, fitness center, or extra storage space. Located in a desirable community known for its excellent public schools, Brookline offers a great balance of convenience and community charm making it a stellar investment for long-term value. Whether you're looking for a place to settle in, entertain, or enjoy the warmer months by the pool, 6 Averill Rd is ready to welcome you home. Don't miss the opportunity to make this property your own!

6 Averill Rd, Brookline

Listing courtesy of Listing Agent: Jocelyn Boesch from Listing Office: Better Homes and Gardens Real Estate - The Masiello Group.

1600 Beacon St Unit 303, Brookline
$639,000
1 Beds ⋅ 1 Baths ⋅ 73596132 MLS ⋅ ['Washington On The Square'] BLDG.
Discover the elevated lifestyle offered at 1600 Beacon St, Unit 303, in the heart of Washington Square! This spacious 775-square-foot condominium offers an efficient and open contemporary layout that maximizes space and comfort. Positioned on the third floor facing the rear offering more privacy, this residence provides a distinct sense of height and perspective, allowing a streamlined living experience for those who value both location and architectural character. The residence features a generous bedroom that serves as a quiet retreat, offering a flexible space to personalize for rest and rejuvenation. Adjacent to the opulent open living areas, the home includes a cherry kitchen with stainless appliances and granite counters with one full bath plus a large walk-in closet. Some of the features include recessed lighting, central heat & A/C, and beautiful maple hardwood floors. The inclusion of one dedicated garage space provides a seamless transition from your vehicle to your home, a significant advantage for city living. This meticulously well managed building has many amenities including concierge, fitness center, common laundry, two elevators, bike storage, shared common patio and has been proactive in doing garage improvements as well as exterior improvements all covered by the seller and for you to enjoy the benefits going forward. All this and only steps to the T, shops and restaurants!

1600 Beacon St Unit 303, Brookline

Listing courtesy of Listing Agent: Yvonne Logan from Listing Office: Coldwell Banker Realty - Lexington.

45 Longwood Avenue Unit PH D, Brookline
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 73596014 MLS ⋅ ['The Longwood Condominium'] BLDG.
Elevate your lifestyle with penthouse living at The Longwood Condominium in Brookline! This spacious 2-bedroom, 2-bath residence pairs generous interior space with a spectacular, oversized private balcony offering exceptional room for outdoor dining, entertaining, and relaxation. Inside, an expansive living and dining area creates an inviting setting, complemented by a separate study or home office and a versatile floor plan with the potential to explore a three-bedroom configuration. The kitchen features stone countertops and a full suite of appliances, while custom built-ins and cabinetry provide added storage throughout. The primary bedroom offers custom cabinetry, and two full bathrooms add everyday convenience. Central air conditioning and one deeded parking space complete the offering. Residents enjoy a professionally managed, elevator-serviced building with concierge service, an outdoor swimming pool, laundry facilities, and landscaped grounds. Conveniently located near public transportation, shopping, parks, and neighborhood amenities, this penthouse offers an appealing blend of space, outdoor living, and full-service condominium convenience.

45 Longwood Avenue Unit PH D, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

9 Auburn Ct Unit 3, Brookline
$675,000
3 Beds ⋅ 1 Baths ⋅ 73595773 MLS ⋅ ['Auburn Court Condominium'] BLDG.
Prime Brookline Location with Endless Potential! Ideally situated between Coolidge Corner, Washington Square, and Brookline Village, this sun-filled, top-floor end unit offers a rare opportunity in charming Auburn Court, where condos seldom come to market. Featuring 3 bedrooms and 1 bath, the home enjoys abundant natural light, a wonderful sense of privacy, and timeless character. Freshly painted throughout with newly refinished floors, the interior offers a fresh canvas for its next chapter. Bring your vision and creativity to make this inviting space truly your own. Enjoy the best of Brookline living, with neighborhood shops, restaurants, cafés, parks, and public transportation all within easy reach. An exceptional opportunity to create something special in one of Brookline's most desirable and convenient locations!

9 Auburn Ct Unit 3, Brookline

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

89 Glen Rd Unit 5, Brookline
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 73595761 MLS ⋅ ['The Park Condominium'] BLDG.
Sited on grounds originally designed by Frederick Law Olmsted, this gorgeous 2-bedroom, 2-bathroom condominium offers all the modern amenities in a picturesque setting! A welcoming entry hall with two closets flows to a generous open-layout living room and dining room. The sun-splashed dining room area has beautiful views of the private terrace, which overlooks Olmsted Park and Leverett Pond. The living room features a wood-burning fireplace. The large, recently renovated kitchen features quartz countertops, stainless steel appliances and ample cabinetry. The spacious primary bedroom offers two closets, a renovated en suite bathroom with glass shower enclosure, and access out to a rear garden area. The second bedroom also overlooks the rear garden area. The second bathroom has been recently renovated and features tub/shower with glass enclosure. Additional amenities include air conditioning, in-unit washer/dryer, oversized private storage room, and two garage parking spaces. This 16-unit association is professionally managed and pet-friendly. The slate roof replacement was completed earlier this year. Wonderful location that is adjacent to the Emerald Necklace green space, with its walking/biking paths, stone bridges and pond views, and yet is also convenient to the shops/restaurants of Brookline Village, the D & E green line trains, and the Longwood Medical area.

89 Glen Rd Unit 5, Brookline

Listing courtesy of Listing Agent: Kathy Halley from Listing Office: Hammond Residential Real Estate.

41 Centre Street Unit 106, Brookline
$789,000
1 Beds ⋅ 1 Baths ⋅ 73595730 MLS ⋅ ['41 Centre Street Condominium Trust'] BLDG.
PRIME COOLIDGE CORNER LOCATION! Steps to everything this vibrant neighborhood has to offer! Completely updated and renovated, this exceptional one-bedroom, one-bath residence offers nearly 1,000 square feet of beautifully designed living space that feels even larger. An open, spacious floor plan, abundant natural light, and generous room proportions create an inviting atmosphere. The bedroom features double closets, while a separate storage room conveniently located within the unit provides additional space. Move right in—absolutely nothing to do! Ideally situated minutes from Longwood Medical Area, with easy access to the MBTA Green Line C branch, this residence combines convenience, comfort, and location. Set in a sought-after building, this is an outstanding opportunity for both owner-occupants and investors alike.

41 Centre Street Unit 106, Brookline

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.

301 Goddard Ave Unit 301, Brookline
$2,195,000
3 Beds ⋅ 4 Baths ⋅ 73595663 MLS
With the space and scale of a single-family home and the ease of townhouse living, this three-bedroom, three-and-a-half-bath residence offers over 3,525 square feet across three finished levels. Tall ceilings, beautifully proportioned rooms, and thoughtful architectural details give the home character, while generous windows bring in sunshine throughout. A welcoming entry leads to the main level, where distinct but connected living spaces work equally well for entertaining and everyday life. The generously proportioned living room features tall ceilings and floor-to-ceiling windows that frame views of the mature trees outside. The spacious dining room opens through sliding glass doors to an expansive deck, with plenty of room for outdoor dining and entertaining. The renovated kitchen features premium appliances, an eat-in peninsula, and abundant cabinetry. It opens to a sun-filled family room with vaulted ceilings, expansive windows, and a fireplace framed by custom built-ins. Beyond, the generous primary suite sits privately on the main level and includes a beautifully appointed bath, custom cabinetry, a walk-in closet. A half bath and laundry room complete this floor. An attached two-car garage adds everyday convenience.A sunlit staircase leads upstairs to two spacious bedrooms and a full bath. The walkout lower level offers plenty of additional living space, with a second family room, a dedicated office, and a full bath, along with a large cedar closet and abundant storage. Mature trees give the property a peaceful, private feel, with Larz Anderson Park directly across the street for walks, open space, and year-round play. The shops, restaurants, and entertainment at The Street are close by. The Park School is just down the road, with the area’s top public and private schools nearby, too. The location also offers convenient access to Longwood Medical Area, downtown Boston, and Logan Airport. The space of a single-family home, the ease of townhouse living, and a great Brookline location.

301 Goddard Ave Unit 301, Brookline

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

127 Winthrop Road Unit 1A, Brookline
$899,000
2 Beds ⋅ 2 Baths ⋅ 73595056 MLS ⋅ ['Winthrop Hill Condominium'] BLDG.
Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

127 Winthrop Road Unit 1A, Brookline

Listing courtesy of Listing Agent: Joshua Stiles from Listing Office: Compass.

133 Beaconsfield Rd Unit 14, Brookline
$479,000
1 Beds ⋅ 1 Baths ⋅ 73594992 MLS
Ideally situated in one of Brookline’s most desirable neighborhoods, this 1-bedroom, 1-bath residence offers an outstanding opportunity to create your own space in an A+ location. Set in a professionally managed elevator building, the unit is ready for updating and offers excellent potential for both owner-occupants and investors. Amenities include a deeded off-street parking space, private basement storage, and on-site laundry. Enjoy an unbeatable location just steps from the MBTA Green Line C and D trains, Beacon Street shops and restaurants, vibrant Washington Square, and the Longwood Medical Area. Nearby parks, Waldstein Playground, and tennis courts add to the appeal. A wonderful opportunity to build equity and enjoy all that Brookline has to offer. Photos have been digitally enhanced.

133 Beaconsfield Rd Unit 14, Brookline

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.

77 Payson Rd, Brookline
$849,900
3 Beds ⋅ 1 Baths ⋅ 73594577 MLS
Entering Brookline! Welcome home! Lovely entryway with closet welcomes you into fire placed, sunlit living room with mellow hardwood floors that opens to ample dining room perfect for holiday entertaining. Three season sunroom and fully applianced kitchen round out the first floor. Direct entry garage is a bonus! Second level offers 2 generous bedrooms and a smaller nursery or office and full bath. Basement is partially finished for bonus space! Situated on a lovely fenced lot. Bring your ideas and pack your bags. There is so much potential with this property. Excellent location, Baker school district. Best value in Chestnut Hill! Don't miss! Offers, if any, due Tuesday at noon!

77 Payson Rd, Brookline

Listing courtesy of Listing Agent: Patsy Brennan from Listing Office: Vogt Realty Group, LLC.

76 Green Street Unit 2, Brookline
$1,400,000
2 Beds ⋅ 2 Baths ⋅ 73594518 MLS
Rare opportunity in the heart of Coolidge Corner! Beautiful, move-in-ready 2-bedroom, 2-bathroom condo situated on a quiet street in one of Brookline’s most desirable neighborhoods. This exceptional residence features an open-concept layout with contemporary style, high ceilings, oversized windows that fill the space with natural light, and hardwood floors. The custom kitchen boasts granite countertops, stainless steel appliances, and upgraded wood cabinetry. The primary bedroom is generous in size and has a renovated bathroom with walk in shower and glass shower doors. Enjoy the convenience of an elevator, heated driveway and garage, and two side-by-side deeded parking spaces. Additional amenities include a deeded storage room, guest garage parking, and a lovely courtyard for outdoor enjoyment. Ideally located just moments from Coolidge Corner’s restaurants, shops, and public transportation, this stunning home offers an exceptional combination of style, comfort, and convenience.

76 Green Street Unit 2, Brookline

Listing courtesy of Listing Agent: Brian Caluori from Listing Office: Gibson Sotheby's International Realty.

1265 Beacon St Unit 505, Brookline
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 73593923 MLS
Fully renovated and light-filled, this home features an open floor plan in a highly desirable Brookline location, within an elevator building with garage parking. A welcoming entry foyer leads to the spacious living and dining area plus a private balcony overlooking Beacon Street. The sleek, modern kitchen opens to the living and dining areas. Two renovated bathrooms and custom closets throughout, including a walk-in closet in the primary bedroom, complete the thoughtfully updated interior. The elevator building offers full-time 24/7 concierge service, a common outdoor terrace, and a party room with a catering kitchen. One garage parking space and private storage are included. Ideally located along Beacon Street, with easy access to Coolidge Corner, the T, neighborhood shops, restaurants, schools, and all that Brookline has to offer. A wonderful opportunity for convenient, low-maintenance living in the heart of North Brookline.

1265 Beacon St Unit 505, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

69 Walnut Street Unit 7, Brookline
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 73593886 MLS ⋅ ['Walnut Crossing'] BLDG.
Checking all the boxes!! Constructed from the ground up in 2021, 69 Walnut #7 offers 3 beds, 2 baths, private balcony, elevator, direct access garage parking, common rooftop terrace, and 2 additional storage closets at Walnut Crossing. All of this in a 16 unit condominium building located across from the center of Brookline Village with close proximity to the Longwood Medical area, The Green Line, Elementary School, Parks and the Brookline Reservoir. High end finishes throughout, Open concept kitchen featuring Bosch appliances, 5 burner gas cooktop, quartz countertops , breakfast bar and beautifully and functionally designed cabinetry. Corner unit with oversized windows allowing the natural light to pour in. Walnut crossing is a professionally managed boutique condominium that is a must see for the discerning buyer.

69 Walnut Street Unit 7, Brookline

Listing courtesy of Listing Agent: Meyers Zakon Team from Listing Office: Coldwell Banker Realty - Boston.

116 Pleasant St Unit B, Brookline
$799,000
2 Beds ⋅ 2 Baths ⋅ 73593565 MLS
Set on a quiet residential street in the heart of Coolidge Corner, this two-bedroom, two-bath condominium was newly constructed in 2013 and has had just one owner since. Offering approximately 1,100 square feet of living space, the ground-floor walkout features a private exterior entrance directly into the unit and an oversized living and dining area with ample room for everyday living and entertaining. A separate kitchen features granite countertops and stainless steel appliances. The primary bedroom includes an en-suite bathroom, while a comfortably sized second bedroom and full guest bathroom complete the layout. Central heating and air conditioning provide year-round comfort, along with the convenience of in-unit laundry. Located directly across from the Coolidge Corner Library, the property is just a short distance from neighborhood shops, restaurants, cafés, and public transportation, with convenient access to Boston University and the Longwood Medical Area. With its 2013 construction, private entrance, and deeded parking, this home offers a collection of features rarely found together in such a central Brookline location.

116 Pleasant St Unit B, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.

136 Beaconsfield Rd Unit 2, Brookline
$475,000
1 Beds ⋅ 1 Baths ⋅ 73592983 MLS ⋅ ['Beaconsfield Rd Condominiums'] BLDG.
Sun-filled and stylish, this inviting high first-floor 1-bedroom, 1-bath condominium offers generously proportioned, open and airy living space in a prime Brookline location. The spacious living room easily accommodates both seating and dining areas, while oversized windows, hardwood floors, and generous closet space create a warm and comfortable feel. An assigned off-street parking space #10 is conveniently located right outside the door. The pet-friendly complex offers on-site laundry, professional management, and heat and hot water included in the low condo fee. Ideally situated between Washington Square and Cleveland Circle, just moments from the Beaconsfield D Line and Dean Road C Line stops, with restaurants, Star Market, shops, and parks all nearby. Waldstein Park is just steps away, with easy access to Boston and the Longwood Medical Area. A wonderful opportunity to own in one of Brookline’s most desirable and convenient neighborhoods. Open House Saturday 10/24 from 12-2.

136 Beaconsfield Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.

79 Randolph Road, Brookline
$2,799,999
4 Beds ⋅ 4 Baths ⋅ 73592951 MLS
Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.

7 Naples, Brookline
$4,350,000
11 Beds ⋅ 6 Baths ⋅ 73592780 MLS
BEST COOLIDGE CORNER LOCATION and Rarely available! Fully leased 6-unit brick building on a quiet side street steps from Harvard St in Coolidge Corner. Five 2-bedroom units and one 1-bedroom. Rents are well below market and there is a tremendous amount of value to add. Hardwood floors throughout, great lighting, and solid rental history. 7 Naples Rd is part of a 3 building association. Heat and Heat water are shared. Short walk to the Coolidge Corner Green Line C stop, Trader Joe’s, restaurants, with easy access to Longwood Medical area, Fenway, and Boston University. Rare chance to own a stabilized multifamily in one of Brookline’s most walkable neighborhoods. Showings by appointment with 48 hours notice to tenants.

7 Naples, Brookline

Listing courtesy of Listing Agent: Jacob Simmons from Listing Office: City Realty Group.

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