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MLS Listings Brookline

MLS Listings Brookline

284 Woodland Road, Brookline
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 73573502 MLS
ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road, Brookline

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

563 Boylston Street Unit 563, Brookline
$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.

154 Bellingham Rd, Brookline
$1,599,000
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.

60 E Glen Road Unit 303, Brookline
$745,000
2 Beds ⋅ 1 Baths ⋅ 73572944 MLS ⋅ ['Olmsted Park Condominium'] BLDG.
Adjacent to the winding trails, tranquil ponds, and lush landscapes of the Emerald Necklace, Olmsted Park Condominium is a distinctive historic residence designed by Shaw & Hunnewell and completed in 1895 as the Boston Free Hospital for Women. This immaculate two-bedroom condominium is defined by dramatic scale, abundant natural light, and a wonderful connection to the surrounding greenery. Soaring 16-foot vaulted ceiling and a striking wall of windows create an impressive sense of volume throughout the living and dining area. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and sleek contemporary finishes, while bamboo flooring adds warmth and continuity throughout the home. The generous primary bedroom opens directly to a private deck—an inviting retreat for morning coffee or relaxing outdoors. A versatile second room, positioned just off the living area, offers flexibility as a guest bedroom, home office, or den. Additional highlights include an assigned parking space, elevator access, and private storage. Residents enjoy the convenience of a library, fitness room, and on-site laundry, all within a meticulously maintained historic building. A rare combination of architectural character, soaring proportions, modern updates, private outdoor space, and an exceptional natural setting, all just steps from the Emerald Necklace.

60 E Glen Road Unit 303, Brookline

Listing courtesy of Listing Agent: Jennifer Rothstein from Listing Office: Hammond Residential Real Estate.

58 Pleasant Street Unit 2, Brookline
$865,000
2 Beds ⋅ 2 Baths ⋅ 73571471 MLS
A Rare Coolidge Corner Opportunity — One Home, So Many Possibilities...Discover a truly distinctive brownstone condo in the heart of Brookline’s highly sought-after Coolidge Corner. Offering the flexibility to live as a 1-bedroom with an exceptionally large private office/flex space—or as a 2-bedroom, this spacious home adapts beautifully to your lifestyle.Set within a charming brownstone, the residence combines classic character with thoughtful updates, including soaring 9-foot ceilings, a spacious kitchen with a vented hood, and two full bathrooms.,The private primary suite is located on its own level, accessed by a distinctive spiral staircase. The open staircase creates a loft-like connection to the main living area, while offering a separate and private-feeling retreat.But the real surprise is outside. Step into your own private outdoor oasis, featuring an expansive deck and covered patio—an uncommon luxury in Coolidge Corner and the perfect setting for morning coffee, entertaining friends, gardening, or simply enjoying your own space. Whether you need a true second bedroom, a dedicated home office, creative studio, guest space, or simply room to spread out, this home gives you options that are hard to find in Brookline .Flexible. Spacious. Private. Full of possibilities. Come see why this unique Coolidge Corner residence deserves a closer look.

58 Pleasant Street Unit 2, Brookline

Listing courtesy of Listing Agent: Sandra Morgan from Listing Office: Amo Realty - Boston City Properties.

72 Beverly Rd, Brookline
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 73569446 MLS
Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.

72 Beverly Rd, Brookline

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

37-39 Beaconsfield Road, Brookline
$2,999,000
9 Beds ⋅ 5 Baths ⋅ 73561142 MLS
RENOVATED Side-by-Side 2-FAMILY in BROOKLINE near Washington Square. Townhome Style Layouts, Each Unit has a Private Entry & Each home enjoys Private Outdoor Space, Deck + Terrace + Patio. Central A/C with separate HVAC. The Large DRIVEWAY, holds 3 Car Parking in Tandem. Strong Rental History! One Unit (#37) is 1600SF, 4BR/2BA, located on the right side and can be "Owner Occupied" while you collect rent ($7,225/month) next door at #39 w/Lease thru 8/31/27. That Penthouse Duplex is Spacious & Renovated with 5 Bedrooms/3 Bathrooms. The Living/Dining showcase a Wall of Windows, overlooking a Tree-lined Beaconsfield Road. Each room is Bright & Sundrenched across 3000 Square Feet. The finishes throughout are Condo-Quality! Beautiful Hardwood Floors, Central A/C, In-Unit Washer/Dryer. Entering the Kitchen, The Delighted Chef in YOU feels at home with a Gas Cooking & High-End Appliances like VIKING + SUB-ZERO. On the left side, #39 has generously-sized Bedrooms with a WOW Primary Suite --Walk in Closet--Primary Bathroom. Cherry Wood Cabinets surround a Double Vanity. The Cherry on Top? The Vanity has Custom Storage on ALL sides...Left | Right | Center...PRIME LOCATION with Access to Washington Square's Restaurants, Botique Shops and Star Market. Just minutes to the Beaconsfield Green Line (T) station, D Line + C Line. Only 10 min walk to Brookline High School or The Brookline Reservoir. Beaconsfield is a side street, making this an exceptional Investment Opportunity.

37-39 Beaconsfield Road, Brookline

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

811 Heath St Unit Rear, Brookline
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 73560438 MLS
TWO CAR GARAGE: This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

811 Heath St Unit Rear, Brookline

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

58 Kent Unit U304, Brookline
$845,000
1 Baths ⋅ 73560136 MLS ⋅ ['58 Kent'] BLDG.
This corner studio redefines what urban living can feel like. Natural light pours through a wraparound window line, 9 foot ceilings soar overhead, and rich hardwood floors give the space an airy, expansive quality. The open layout is remarkably flexible, easily configured for a defined sleeping area, a home office setup, or an entertaining focused arrangement, giving new owners the freedom to design a space that fits their life rather than the other way around. The kitchen features marble countertops and a full Thermador appliance package, while the bathroom delivers a spa like finish with designer selected tilework and a dual vanity. A generous closet with custom build out potential completes a layout designed with intention at every turn.Outside, a lush landscaped backyard offers a rare pocket of green space to relax and unwind. Automated valet parking adds a level of ease and sophistication to daily life, handling the car so residents don't have to.Then there's the neighborhood. Brookline Village is consistently ranked among the best places to live in the United States, a vibrant community where exceptional dining, local boutiques, and the energy of one of Boston's most beloved neighborhoods surround you at every turn. The location also puts residents close to the Longwood Medical Area, one of the world's leading hubs for healthcare, research, and academic medicine, making this an exceptional option for anyone who values proximity to that community. The Green Line offers easy access into the rest of Boston and Cambridge.At 58 Kent Street, the lifestyle comes standard.

58 Kent Unit U304, Brookline

Listing courtesy of Listing Agent: Erik Anderson from Listing Office: Concept Properties.

60 Babcock St Unit 53, Brookline
$699,000
1 Beds ⋅ 1 Baths ⋅ 73553757 MLS ⋅ ['Peabody Terrace'] BLDG.
Beautifully renovated 5th-floor condo in the heart of Coolidge Corner with spectacular, unobstructed views of the Boston skyline and gorgeous sunrises. This spacious, sun-filled 1-bedroom home features floor-to-ceiling windows, a large private balcony, and desirable southeast exposure that fills the space with natural light. The thoughtfully updated interior includes a contemporary kitchen with stainless steel appliances and breakfast bar, an inviting dining room area, a large bedroom with walk-in closet, a newly renovated bath with glass shower enclosure, new Bosch washer/dryer, air conditioning (mini-splits) in living room and bedroom, recessed lighting, beautiful engineered hardwood floors, and motorized window shades. The private balcony is perfect for morning coffee, al fresco dining, and herb/flower gardening. Professionally managed building with recently upgraded heating system, renovated common areas, modernized elevators, secure lobby with electronic entry, package room, additional storage, and bicycle racks in the garage. Garage parking, plus guest parking. Landscaped grounds with mature plantings and benches tucked amongst the gardens. Ideally located near shops, restaurants and cafés, Trader Joe's, several parks, schools, universities, Green Line (B & C), and the Longwood Medical Area. This elegant move-in ready home offers an outstanding opportunity to own in one of Brookline's most sought-after neighborhoods.

60 Babcock St Unit 53, Brookline

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

50 Green Street Unit 401, Brookline
$949,000
2 Beds ⋅ 2 Baths ⋅ 73553528 MLS ⋅ ['Concorde Condominium Trust'] BLDG.
Turnkey Treasure in the Heart of Coolidge Corner. Welcome to this beautifully maintained top-floor corner residence, ideally situated on a picturesque one-way, tree-lined street with a dedicated bike lane and a charming neighborhood park just outside your door. Located in the heart of highly sought-after Coolidge Corner, this exceptional home offers the perfect blend of convenience, comfort, and timeless appeal. Bathed in natural light from its desirable southern exposure, the residence enjoys breathtaking sunrise and sunset views with unobstructed vistas throughout the day. The thoughtfully updated kitchen features new stainless steel appliances, granite countertops, and abundant cabinetry, while gleaming hardwood floors—professionally Bona® refinished—add warmth and elegance throughout. Meticulously cared for by the same owner-occupant since 1978, this move-in-ready home is in outstanding condition. Additional highlights include premium custom window treatments, generous closet space, and one deeded parking space (currently assigned as #60). Residents enjoy an elegant lobby, a beautifully maintained community, and access to an Olympic-sized outdoor swimming pool. This is a rare opportunity to own a turnkey home in one of Brookline’s most desirable neighborhoods, just moments from renowned restaurants, cafés, boutique shopping, public transportation, and everything Coolidge Corner has to offer.

50 Green Street Unit 401, Brookline

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

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MLS Listings Brookline

Explore the latest MLS listings in Brookline to find your ideal home in one of Greater Boston’s most desirable communities. From classic brownstones in Coolidge Corner to luxury condos in Washington Square and single-family homes in Chestnut Hill, Brookline offers a diverse range of real estate options. Buyers are drawn to its top-rated schools, beautiful parks, and convenient access to Boston via the Green Line and major routes.

Whether you’re searching for a modern condo with city views or a spacious historic home with a private yard, browsing Brookline MLS listings gives you insight into the market’s newest opportunities. This vibrant town combines urban amenities with suburban comfort, making it a top choice for professionals, families, and investors alike.

At MA New Listings | Coldwell Banker, we provide full access to Brookline MLS listings and expert guidance to help you find the perfect home. Whether you’re buying your first property or upgrading to your dream residence, our team is here to support you every step of the way. Start your Brookline home search today with trusted local expertise.

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