Brookline, MA Real Estate Search

Brookline, MA Homes for Sale

The Charm of Real Estate in Brookline, MA

Brookline, MA is a charming suburb located just outside of Boston, known for its tree-lined streets and historic architecture. Real estate in Brookline offers a mix of historic homes, luxury condos, and modern townhouses, providing options for a variety of buyers. The town is highly desirable due to its top-rated schools, easy access to public transportation, and proximity to downtown Boston. With its bustling commercial areas, beautiful parks, and strong sense of community, Brookline offers a unique blend of urban convenience and suburban tranquility.

The Market Trends in Brookline, MA

The real estate market in Brookline, MA is competitive, with high demand and limited inventory driving up prices. The median home price in Brookline is well above the national average, making it one of the more expensive suburbs in the Greater Boston area. Despite the high prices, properties in Brookline tend to retain their value over time, making it a solid investment for buyers. The market in Brookline is fast-paced, with homes often selling quickly and receiving multiple offers. Working with a knowledgeable real estate agent is crucial for navigating the market and securing a desirable property in Brookline.

The Appeal of Brookline for Families

Brookline is a popular choice for families looking for a suburban lifestyle with easy access to the amenities of a city. The town is home to top-rated public schools, making it an attractive option for families with children. Brookline also boasts plenty of parks, playgrounds, and recreational facilities, providing ample opportunities for outdoor activities. The family-friendly atmosphere, safe neighborhoods, and strong sense of community make Brookline a welcoming place for residents of all ages.

The Diversity of Housing Options in Brookline

Brookline offers a diverse range of housing options, from historic single-family homes to contemporary condos and apartments. The town is known for its beautiful Victorian and Colonial-style houses, many of which have been updated with modern amenities. In addition to traditional homes, Brookline also has a selection of luxury high-rise buildings, townhouses, and duplexes. Whether you're looking for a spacious family home or a convenient city apartment, Brookline has something to suit every lifestyle and budget.

The Future of Real Estate in Brookline, MA

As Brookline continues to grow and develop, the real estate market is expected to remain strong. With ongoing investments in infrastructure, public amenities, and transportation, Brookline is poised to attract even more buyers in the coming years. The town's close proximity to major highways, public transportation, and the vibrant city of Boston make it a desirable location for commuters and urban dwellers alike. For those seeking a blend of historic charm, modern convenience, and a strong sense of community, real estate in Brookline, MA offers a unique and highly sought-after opportunity.

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Brookline, MA Homes for Sale

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Newest Brookline, MA Homes for Sale

428 Boylston St, Brookline
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 73574339 MLS
A rare opportunity to own a beautifully updated home in one of Brookline’s most sought-after locations! This charming 3-bedroom, 2-bath residence offers a wonderful blend of classic character, modern updates, and versatile living space. The thoughtfully renovated kitchen features contemporary finishes and functionality, while both bathrooms have been beautifully updated for today’s lifestyle. Gleaming hardwood floors throughout add warmth and timeless appeal. A flexible bonus room provides endless possibilities as a fourth bedroom, home office, guest space, or creative studio—perfect for adapting to your needs. The inviting layout offers comfortable everyday living while providing plenty of space for entertaining. Location is truly exceptional. Situated just a few blocks from the Brookline Hills Green Line T station for quick access to downtown Boston and surrounding neighborhoods are easily accessible without sacrificing the charm and convenience of Brookline living. Enjoy close proximity to local to all the major hospital at Longwood Medical, shops, restaurants, parks, hospitals, and everyday amenities. Adding to the home's unique appeal, the property directly abuts Lincoln School, offering an uncommon level of convenience and connection to the surrounding neighborhood. With its prime location, renovated kitchen and baths, beautiful hardwood floors, flexible bonus space, and easy access to Boston, this is an opportunity you won't want to miss. Come see why 428 Boylston Street could be the perfect place to make home!

428 Boylston St, Brookline

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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.

62 Cypress Unit 1, Brookline
$850,000
2 Beds ⋅ 2 Baths ⋅ 73570551 MLS
PRICED TO SELL!! PRICE BELOW TOWN ASSESSED VALUE. RARE 2-UNITS-IN-1 CONFIGURATION | PRIME BROOKLINE VILLAGE LOCATION!! INVESTOR & MULTIGENERATIONAL OPPORTUNITY!Unlock the ultimate flexibility at 62 Cypress St #1, a uniquely structured property featuring two separate apartments contained under one deed: a charming 1-bedroom unit and a self-sufficient studio. Spanning 1,135 square feet of versatile living space, this property is perfect for investors looking to maximize rental income, buyers seeking a multigenerational living setup, or owner-occupants wanting to live in one side while renting out the other to pay down the mortgage. Alternatively, the layout offers the seamless potential to combine both spaces into a 2-bedroom, 2-bathroom residence. Steeped in classic 1895 Brookline charm, the property boasts stunning period details including soaring high ceilings, elegant moldings, tall wood pocket doors, oversized windows, and original hardwood flooring throughout. The primary apartment features a sun-drenched living room with a bay window, a fully renovated eat-in kitchen with granite countertops and stainless appliances, a comfortable spacious bedroom, and a convenient in-unit washer and dryer. The adjacent studio apartment functions perfectly as an independent guest house, passive income stream, or private home office, complete with its own large bay window, full bathroom, and a functional kitchenette. Condo includes 1 parking space and a pet-friendly association. Perfectly situated in the heart of Brookline, you are just steps away from Brookline Village, the Green Line T-station, Emerson Park, and Brookline High School. Enjoy an easy commute or quick access to the world-renowned Longwood Medical Area, local shopping, dining, and major employment centers. This is an incredibly rare opportunity to secure an asset with immediate equity growth and unparalleled lifestyle options in one of Greater Boston's most desirable communities!

62 Cypress Unit 1, Brookline

Listing courtesy of Listing Agent: Luxe Home Team from Listing Office: 1st Knock Realty.

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.

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