NEW PRICE - $799,000! A compelling investment opportunity in the heart of Brookline’s Washington Square. Tenants are in place through 8/31/27 at $5,530/month, generating $66,360 in annual rental income and an approx. 6% cap rate. This spacious 5-bedroom, 2-bath condo features a renovated open-concept kitchen with granite countertops, stainless steel appliances and plenty of cabinetry, along with two updated bathrooms, including one with a walk-in shower. Hardwood floors, generously sized bedrooms, in-unit laundry and bike storage add to the appeal. The professionally managed 8-unit association has completed several major improvements, including a new roof in 2020 and boiler replacement in 2016. Located on a quiet, tree-lined side street just steps from Washington Square’s restaurants, cafés, shops, Star Market and parks, with Coolidge Corner and Cleveland Circle nearby. The Green Line and bus routes are less than a quarter mile away, with easy access to Longwood Medical Area, downtown Boston and area universities. Strong rental income, a lease already in place, and a prime Brookline location make this one worth a closer look. Some photos are virtually staged.
Welcome to 110A Chestnut Street, a sunny 2 bedroom 2nd floor unit tucked away in a setting reminiscent of a traditional New England village. Taking up the entire top floor of a turn of the century converted 2 family home, it offers well proportioned rooms, deeded parking, No Condo Fees at a price normally reserved for 1 bedroom condos. A short distance to coffee shops, food shops, restaurants, the Brookline Hills Green-line station and High School. Easy access to downtown Boston, The Longwood Medical area & Boston’s Emerald Necklace, designed and created by Frederick Law Olmsted, Jamaica Pond and Arnold Arboretum. A great property without all the congestion typically found in Brookline. OPEN HOUSES SATURDAY 12-1:30 & SUNDAY 11-12:30
Turnkey Investor Opportunity in Prime Brookline! Garden-level condo situated in a well-maintained brownstone between Washington Square and Cleveland Circle. Featuring high ceilings and hardwood flooring with spacious bedrooms, a full kitchen, and an inviting living area. Low condo fees include heat and water. Common laundry is on the same floor. Excellent commuting location with quick access to the B, C, and D Green Line stations, Longwood Medical Area, and downtown Boston. Steps away from local dining, shopping, and parks. Reliable tenants in place through September 2027. Collect rent from Day 1 with zero vacancy
Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.
Motivated Seller! Last unit left!Welcome to the epitome of elegance.Historic Chateauesque 1890's "Brookline Castle" has been gut renovated to its full grandeur!The one-of-a-kind exterior stonework is a rarity in Brookline.Open up to a gorgeous foyer from the private elevator that also runs thru the entire building & brings you to every level of your new home.The kitchen & dining area features oversized windows that flood the space with natural sunlight.The chefs kitchen boasts custom cabinetry, sparkling white Bianco Carrara marble countertops, intentionally designed for functionality & style.Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace & marble mantle.The rich woodworking & walnut hardwood floors span over 3 floors, 4 spacious bedrooms & 3 baths all fitted with marble tile & marble mosaics.The roof has calming views of nature & foliage.The location is highly sought after, just steps to restaurants, cafes, public transit,hospitals & major highways!
SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms and a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.
Highly desirable 2023 construction 4 bed/3.5 bath duplex w/ 2 car parking & private yard in coveted Aspinwall Hill. Enter to an open concept floor plan with windows on 3 sides that stream natural light. Chef's kitchen boasts Bertazzoni appliances, quartz countertops, abundant cabinetry & breakfast bar w/ seating for 3. Living room is centered around ample fenestration & opens to dining area that easily accommodates a table for 8. Top floor king-size primary suite offers a large bedroom w/ built-out California closets & expansive bath w/ double vanity & sizable glass shower. Downstairs features an inviting guest suite with room for king sized bed w/ plenty of closet space serviced by a full bath w/ double vanity. This floor is complete with a separate stackable laundry. This home offers a wonderful single family alternative w/ expansive private & fenced granite patio/yard garage,1 garage pkg & 1 outdoor pkg. Live in the heart of Brookline, 2/10 mile to Brookline Hills T stop.
PRICE IMPROVEMENT Nestled on a quiet private street in sought-after Brookline Village, this 3-bedroom, 3-full-bath mid-century single family blends classic character with everyday comfort. Steps from the T, shops, restaurants, and parks, it offers an unbeatable location with true walk-to-everything convenience. The bright, inviting layout features a large living room and a standout 2004 addition: a three-season sunroom that opens toward the private yard and works beautifully for relaxing or entertaining. Three generously sized bedrooms and three full baths include a large primary suite. A significant 2005 addition created a partially finished basement with flexible space for a family room, home office, gym, or guest area, plus ample storage. Recent upgrades include a 2023 mini-split system for heat and A/C and a 2025 solar installation. A newer roof adds further peace of mind. Walk to Brookline Village’s Green Line D Branch station for a direct ride to Longwood Medical Area, Fenway, Back Bay, and downtown Boston. Nearby buses expand commuting options. Everyday errands, parks, and neighborhood life are all close at hand. The Village is packed with favorites within a short stroll: La Morra, Orinoco, Mahaniyom, Garrison House, Matt Murphy’s Pub, Martin’s Coffee Shop, Boca Grande, and Brothers & Sisters café near the T. Coolidge Corner is a few minutes farther for additional restaurants, shops, and the historic theatre. Served by the highly regarded Public Schools of Brookline. Nearby K–8 options include Lincoln School and Pierce School, with Brookline High School close by on Greenough Street. Private options such as The Park School, Dexter Southfield, and Maimonides are also in the broader Brookline area. A rare Village single-family with outdoor space, transit at your doorstep, and a location families and professionals seek. Come see why this street and this Street and neighborhood is hard to leave.
Residence E201 occupies a privileged position as one of only five homes in the Mansion at Longyear, where history and modern luxury coexist in perfect harmony. Bathed in natural light, with gleaming hardwood floors, the home unfolds across nearly 2,300 square feet of elegant single-level living. The thoughtfully designed floor plan features two spacious bedroom suites with walk in closets, the private deck overlooking the pool provides a quiet place to unwind when you're home. A spacious home office or comfortable space for an overnight guest, formal dining room, gourmet kitchen, and generous living areas that balance sophistication with comfort. For your guests convenience, a powder room is located off the living room. Two deeded garage parking spaces, private storage, elevator access, and a dedicated 24/7 staffed gatehouse complete a lifestyle defined by convenience and peace of mind. Only a handful of owners will ever call the Longyear Mansion home. Opportunities to acquire one of these residences are exceptionally rare. The home has been recently upgraded with new lighting, brand new carpeting, paint and new flat screen TVs. The unit includes a side by side washer and dryer. A well equipped gym is located within this building. The historic grounds are well manicured and feature a seasonal pool with oversized umbrellas and seating. Professionally maintained surroundings mean there is less to think about when you are away. E201 is not simply a luxury condominium. It is a home designed for people who want their time to belong to them. Make everyday life incredibly convenient!
Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.
DELEADED and spacious 3 bedroom condo in one of Brookline's best locations for access to the Longwood Medical Area! The sprawling layout offers 3 generous bedrooms, updated bathroom, formal dining room, eat in kitchen with adjacent pantry and hardwood flooring throughout. Bright, airy and great potential to add your touches throughout. One assigned parking space in the rear of the building and common laundry in the basement (great space to install in the unit as well, should you choose!). Heat is included in the condo fee- just a great condo ready for the next buyer!
Luxury living, Spacious, modern studio, Large floor to ceiling sliding glass window encompassing one wall with city views, Juliet balcony off of living area, Ample closet space including a large walk-in closet, Parquet wood floors, Amenities include 24/7 security/concierge, top notch large fitness center with a cardio/weight/aerobics rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, resident's lounge with WiFi, barbecue areas, Across the street to bus lines and D & E train lines, Enjoy Nearby Brookline Village with an array of wonderful shops and restaurants, Convenient to Longwood medical area and downtown Boston. Beautiful nature surrounds the building with the Emerald Necklace and Leverett pond with walking/jogging/biking paths, Perfect for investors or owner occupants.
Luxury Brook House, Modern & spacious studio apartment, High floor with stunning city views, Juliet balcony off of living area, Fully equipped modern kitchen with a dishwasher, Ample closet space including a large walk-in closet, Top notch fitness center with cardio/weight/aerobic rooms, steam/sauna , ping pong tables, tennis/pickleball/basketball courts, heated outdoor swimming pool, barbecue areas, 24/7 security/concierge, Convenient to bus lines and D & E train lines, shops, restaurants, Longwood Medical area & downtown Boston, Enjoy the nearby, beautiful Leverett pond on the Emerald Necklace with walking/biking/jogging paths. Enjoy vibrant Brookline Village nearby with an wonderful array of shops and restaurants, Perfect for investors or owner occupants.
Experience luxury living at Regency Park, one of Brookline’s premier buildings. This bright and spacious 2-bedroom, 2-bath condo offers over 1,200 sq. ft. of living space with views of a beautifully landscaped garden. The fully updated eat-in kitchen features quartz countertops, floor-to-ceiling cabinetry, and stainless steel appliances (including a Bosch dishwasher). New windows installed in 2024. Bamboo floors, custom California Closets, and a built-in home office desk enhance this inviting space. The all-inclusive monthly condo fee covers Heat, Central AC, Hot Water, Deeded Garage Parking, Assigned Storage, and a 24-Hour Concierge, saving you hundreds in monthly utility bills! Full-service building amenities include two elevators, an indoor heated pool, a fitness room, an impressive courtyard with a barbecue area, and a spectacular roof deck. High owner occupancy, extensively renovated common areas, and over $1.13M in association reserves complete this exceptional offering. Coveted Washington Square location steps from the Green Line C and D branches, top-tier restaurants, and parks. Seamless access to Coolidge Corner, the Longwood Medical Area, and downtown Boston. (Living room, dining area, and bedrooms are virtually staged).
Bright and spacious 5th-floor condo at The Brook House. Corner unit offfering 1,050 sq. ft. of living space with 2 bedrooms, 2 full bathrooms, and tandem garage parking with an electric vehicle charger. The desirable corner layout provides excellent natural light throughout, with southeast-facing bedrooms and a spaciou living/dining area that leads to a private balcony. The primary suite features an en-suite bath and generous closet space, while central air conditioning and abundant storage complete the home. Brook House is a full-service luxury community with 24-hour security, on-site management, a heated outdoor pool, fitness center with steam and sauna, tennis and basketball courts, outdoor grilling areas, resident lounge, and beautifully maintained grounds. Ideally located across from the Emerald Necklace and Leverett Pond, just moments from Brookline Village, the Longwood Medical Area, MBTA Green Line stations, shops, restaurants, and universities.
A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay
Seller will provide $5000 towards closing cost to buyer! Conveniently located in Washington Square, in a brownstone, elevator building, sits a duplex-style, 1 bedroom, 1 bathroom condo with hardwood floors throughout. This property features tall ceilings, recess lighting, renovated kitchen with dishwasher, disposal, built-in microwave, and a lovely tile bath. Low condo fee heat and hot water are included laundry in building. Condo is near lots of local shops, restaurants, Star market, Longwood Medical Area, Brookline High and Driscoll, and steps away from the C train, near D and B train, and 65 bus. This is one you don't want to miss! The condo is rented through 8/31/26.
Beautifully updated 1BR/1.5BA condo in Brookline Village's desirable Sargent Estates. Features an oversized living area, full kitchen with great storage, completely remodeled bathrooms, lovely views, and an outdoor parking space. Enjoy premier building amenities: doorman, elevator, in-ground pool, sauna, extra storage, and on-site laundry. Excellent location close to Longwood Medical, Brookline High, Route 9, and the Green Line "D" train.
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.
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!
Luxury Brook House, Spacious, bright, modern studio, Large sliding glass door encompassing one wall of living area, Juliet balcony off of living area, Updated modern kitchen, Abundant closet space includes a large walk-in closet, 24/7 security/concierge, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities: full scale fitness center with cardio/weight/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, resident lounge with wifi, herb garden and barbecue areas, Across the street from D & E Green train lines and bus lines, Close proximity to Brookline Village and Coolidge Corner with an array of many shops, restaurants and a movie theater, Convenient to Longwood Medical area and downtown Boston, Perfect for investors or owner occupants.
Afternoon light fills this home from midday on, catching the marble countertops and settling into the ten foot ceilings that give every room an open, airy feel. A private Juliette balcony brings in fresh air right off the living space.Set right at Station and Kent, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by. New construction like this is genuinely rare in Brookline, where opportunities like this do not come along often.Garage parking is included, with an additional space available for purchase, a real convenience in this part of town. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease into ownership!
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.
Ideally located in a beautiful brownstone in Brookline's sought-after Washington Square neighborhood, this spacious turn-key two bedroom garden-level unit features its own private entryway and 1,043 sq ft of living space. Freshly painted, the property offers a versatile layout with an inviting living space and an open plan dining / eat-in-kitchen area. There is also a separate home office space. Both bedrooms are expansive in size, with good natural light and abundant closet space. Elegant exposed brick walls provide the perfect balance of light and privacy. In-unit laundry adds to the convenience. Custom window shades. Additional extra storage. Ask broker re: rental parking options. Established self-managed building. Premier location near the C and D Green Lines, Coolidge Corner shopping, Waldstein Park. BU and BC & Longwood Medical area. Condo fee includes heat. Enjoy all that Washington Sq has to offer in an architecturally charming, well-maintained building in a coveted location.
Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

Brookline is located in Massachusetts. Brookline, Massachusetts 02445has a population of 62,620. Brookline 02445 is more family-centric than the surrounding county with 40.64% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Brookline, Massachusetts 02445 is $122,356. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Brookline 02445 is 35.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 47.2 inches per year, with 49.3 inches of snow per year.