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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.

65 Glen Road Unit H4, Brookline
$789,000
2 Beds ⋅ 2 Baths ⋅ 73571180 MLS ⋅ ['The Park'] BLDG.
Welcome to a truly exquisite offering at The Park in Brookline.This elegant and sun-drenched two level corner unit boasts soaring beamed ceilings, a grand fireplace, and oversized windows that flood the space with natural light. Upon entry, you're greeted by a recently renovated kitchen, where sleek design meets functionality, and windows frame serene views of the garden. Spanning 1,213 square feet, this two-bedroom, one and a half bath home includes a primary bedroom featuring an en-suite bath with luxurious radiant heat floors. A second spacious bedroom and a half bath complete the bedroom level. This home is adorned with rich hardwood floors throughout, central air and in-unit laundry, private storage, one parking spot, and ample guest parking. There is also a well-appointed gym and an on-site superintendent. The scenic paths of the Muddy River and Jamaica Pond are just moments away as well as the shops and eateries of Brookline Village, the Green D line and the Longwood Medical.

65 Glen Road Unit H4, Brookline

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.

62 Cypress Unit 1, Brookline
$880,000
2 Beds ⋅ 2 Baths ⋅ 73570551 MLS
RARE 2-UNITS CONFIGURATION | PRIME LOCATION | INVESTOR & MULTIGENERATIONAL OPPORTUNITY!!! Unlock the potential of this uniquely configured property offering two apartments in one—a one-bedroom plus a studio—with the flexibility to create a spacious 2-bedroom, 2-bathroom home. An exceptional opportunity for investors, multigenerational living, or parents looking to help an adult child establish a home while maintaining separate living spaces. Live in one apartment and rent the other, accommodate family members, or combine the spaces for added flexibility and future equity. Ideally located near the train, Longwood Medical Area, Brookline Village, parks, and high schools. Excellent access to transportation, shopping, dining, and major employment centers. Beautiful period character includes high ceilings, elegant molding, tall wood doors, pocket doors, oversized windows, and hardwood floors, complemented by a renovated kitchen and in-unit washer/dryer. One parking space adds tremendous value. A rare property offering flexibility, rental potential, and long-term equity growth in a highly desirable location.

62 Cypress Unit 1, Brookline

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

115 Freeman St Unit 1, Brookline
$699,000
1 Beds ⋅ 1 Baths ⋅ 73570524 MLS ⋅ ['Freement Park Condominuums'] BLDG.
It's a rare opportunity to buy a property condo in this beautiful corner lot with picturesque over look from living room and bed room. It is a walking distance of Green C& D line and Boston university, long wood medical center. A great investment with move in condition - and the price for a new owner to someday upgrade the bath and kitchen. Enjoy deeded garage parking. The condo has 3 guest spots for visitors. This special first floor 1-bed/1-bath unit features gleaming hard wood floors throughout, open living and dining area, with ample closet space, plus an additional storage unit in the building's lower level #"1". Laundry in the next two buildings #127 basement. . Price is just reduce significantly. Don't miss this exceptional opportunity to own a remarkable condo!!

115 Freeman St Unit 1, Brookline

Listing courtesy of Listing Agent: Jessie Chan from Listing Office: Primary Homes Realty LLC.

124 Chestnut St Unit 1, Brookline
$839,000
3 Beds ⋅ 2 Baths ⋅ 73568857 MLS ⋅ ['124 Chestnut Condominum'] BLDG.
Welcome to this spacious floor-through 3-bedroom, 1.5-bath condominium in a classic Victorian home, ideally located near Brookline Village, the Brookline Hills T and the Emerald Necklace. Offering an exceptional combination of space and convenience, this home features private off-street parking, an exclusive-use rear deck, central air conditioning, in-unit laundry and private basement storage. A gracious entry foyer with custom built-in storage opens to an oversized living room filled with southwest-facing natural light. The floor-through layout offers three bedrooms, each with a ceiling fan, along with a full bathroom featuring a double vanity, tiled shower and soaking tub, plus a convenient half bath.? The eat-in kitchen offers granite countertops, stainless steel appliances, gas cooking, recessed lighting and generous cabinet storage, with plenty of room for everyday dining and entertaining. Step outside to the private rear deck, an ideal extension of the living space for morning coffee, outdoor dining or relaxing at the end of the day. Additional highlights include a 2019 roof, insulated windows, 100-amp electrical service, and individually controlled central heating and air conditioning. Enjoy easy access to Brookline Village shops, cafés and restaurants, as well as Olmsted Park, Jamaica Pond and the Emerald Necklace. Conveniently located near the Brookline Hills T, Route 9, Fenway, Kenmore Square and the Longwood Medical Area.? A rare opportunity to own a well-proportioned three-bedroom home with parking, outdoor space, central AC and in-unit laundry in a highly desirable Brookline location.

124 Chestnut St Unit 1, Brookline

Listing courtesy of Listing Agent: Ashley Lezama from Listing Office: Compass.

648 Washington St Unit 5, Brookline
$749,000
2 Beds ⋅ 1 Baths ⋅ 73568758 MLS ⋅ ['Washington Terrace'] BLDG.
Price Reduced! Spanning 1,101 square feet, this Washington Square 2-bedroom condo with a deeded parking space offers a roomy, versatile layout! A welcoming foyer with gleaming hardwood floors leads to an expansive living room with treetop views of the courtyard below. It’s a great “flex-space” that can include a home office or play area, alongside traditional living room furniture. The formal dining room provides an intimate setting for mealtime, and the adjacent kitchen with gas cooking offers ample cabinet space. An oversized primary bedroom with 2 closets can easily accommodate a king bed, while the generously-sized guest bedroom with a built-in bookcase also features double closets. An updated full bath with tub/shower completes the living space. The building's side entrance, accessible from the kitchen, conveniently brings you to the deeded parking space. The condo also includes a large private, lockable storage room in basement - and there's a common laundry area in the basement too. Terrific location: just blocks to Washington Square’s bustling restaurant and café scene, green line C/D subway, area parks. and Brookline’s highly rated schools. A terrific value! Open House SAT OCT 3rd, 11:30-1pm

648 Washington St Unit 5, Brookline

Listing courtesy of Listing Agent: Dan J. Keating from Listing Office: Coldwell Banker Realty - Brookline.

19 Short St Unit 6, Brookline
$599,000
2 Beds ⋅ 1 Baths ⋅ 73566468 MLS
Set on a quiet side street just off Beacon Street, this upper-floor corner 2-bedroom, 1-bath condo offers an ideal balance of classic Brookline character and everyday convenience. High ceilings, hardwood floors, oversized windows, and multiple exposures fill the home with abundant natural light. The spacious layout includes two well-proportioned bedrooms and a comfortable living area. Ideally positioned between Coolidge Corner and Washington Square, the home is surrounded by neighborhood cafés, restaurants, shops, parks, Trader Joe’s, and Whole Foods. The Brandon Hall and Summit Avenue Green Line C stations are just moments away, offering convenient access to Longwood Medical Area, Fenway, Kenmore Square, Boston University, and downtown Boston.

19 Short St Unit 6, Brookline

Listing courtesy of Listing Agent: USLiving Team from Listing Office: Hooli Homes Boston.

215 Crafts Rd Unit 2, Brookline
$728,000
2 Beds ⋅ 1 Baths ⋅ 73565940 MLS ⋅ ['Lisa Condominium'] BLDG.
Welcome to 215 Crafts Road, a bright and inviting 2-bedroom condominium set on a tree-lined street in Brookline’s Chestnut Hill neighborhood. This well-maintained second-floor home offers approximately 930 square feet of living space with an open living and dining room layout, hardwood floors, and abundant natural light. The updated kitchen features stone countertops, stainless steel appliances, a gas range, and ample cabinet space. A rare bonus for the area, the home offers two private decks, providing valuable outdoor space for relaxing, dining, or enjoying the warmer months.Additional highlights include in-unit laundry, basement storage, one assigned off-street parking space, replacement double-pane windows installed in 2019, and a newer hot water tank. The home is part of a self-managed three-unit association with a lower-than-usual monthly condo fee.Conveniently located near both the Brookline Reservoir and Chestnut Hill Reservoir, with easy access to Washington Square, Cleveland Circle, the Green Line, and the shops, restaurants, and everyday conveniences along Route 9 in Chestnut Hill. A fantastic opportunity to enjoy a residential Brookline setting while remaining close to public transportation, outdoor recreation, dining, shopping, and area amenities.

215 Crafts Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Western Atlantic Group from Listing Office: Compass.

77 Pond Ave Unit 509, Brookline
$560,000
1 Beds ⋅ 1 Baths ⋅ 73565520 MLS ⋅ ['Brook House'] BLDG.
Welcome to this exceptional one-of-a-kind 1Bed/1Bath with balcony and one garage parking space at Brook House Condominium, ideally situated just steps from Brookline Village T Station, offering effortless access to the Longwood Medical Area, downtown Boston, and nearby universities. This fully renovated unit features top-of-the-line appliances, including Sub-Zero and a Wolf gas range, along with a custom cedar closet and exceptional high-end finishes throughout.The Brook House is a well-maintained, full-service building with outstanding amenities, including 24-hour security, onsite management, package service with notifications, an outdoor swimming pool, a fitness center, a clubroom, tennis, pickleball, and basketball courts, and a courtyard with grills and seating areas.

77 Pond Ave Unit 509, Brookline

Listing courtesy of Listing Agent: Miki Honda from Listing Office: Deland Real Estate, LLC.

60 Marshal St Unit 4, Brookline
$580,000
1 Beds ⋅ 1 Baths ⋅ 73564879 MLS ⋅ ['60 Marshal Street Condominium'] BLDG.
SUBSTANTIAL PRICE REDUCTION! Oversized 1 Bed condo (828 square feet) in one of Brookline's most desirable locations; situated between Coolidge Corner & Longwood. This unit boasts an expansive floor plan with a favorable layout and loads of great features. The vast layout boasts a large entryway, spacious living room with towering ceiling height and bay windows, separate dining space, PLUS a separate office nook perfect for a home office. The bedroom can comfortably fit a queen bed plus additional furniture and the separate kitchen offers comfortable space for cooking and food prep. This is a true floor-thru layout, with front to back (east to west) exposure allowing for great natural light. There is CENTRAL AIR, WASHER / DRYER in unit, dishwasher/disposal, multiple walls of exposed brick, lots of closet space, and an incredibly LOW CONDO FEE of only $223 includes heat and hot water. The building has recently replaced the roof (July 2025), upgraded the electrical service to 400AMP (August 2025), & re-pointed the exterior masonry (July 2025). No upcoming assessments or large projects planned. Built new in 1997, this unit has been incredibly well-maintained and is in excellent / turnkey condition. There is a private entrance with access to an exclusive patio and shared yard space. A+ Location! Located one block to the C Line, several blocks to the D Line, surrounded by parks, commerce, and endless dining & entertainment options. Coolidge Corner, Audubon Circle, Kenmore Square, Fenway, and Longwood all within close proximity. 88 Walk-Score. This unit will surprise you with how much natural light it receives and how open & airy it is. Do not skip this one - you will be pleasantly surprised when you see it in person.

60 Marshal St Unit 4, Brookline

Listing courtesy of Listing Agent: Matthew Petty from Listing Office: FRAME Residential.

1896 Beacon St Unit PH3, Brookline
$975,000
3 Beds ⋅ 2 Baths ⋅ 73563483 MLS ⋅ ['1896 Beacon Street Condominium'] BLDG.
New price! Offering both classic charm and detail with a modern touch, this spacious 3 bedroom 2 bathroom home has everything on your wish list. The living room features classic built-ins, bowed windows and a cozy fireplace. Directly off of the living room with french doors is a bedroom that also functions well as a office or flex space. Down the hall are 2 additional comfortable bedrooms and 2 renovated bathrooms. The kitchen features white shaker cabinets, granite countertops, an island, stainless steel appliances and a convenient pantry closet. The kitchen opens up to a comfortable dining area. A large walk-in closet with laundry completes this space. Additional features include plenty of closet space, hardwood floors throughout, deeded parking, screened-in porch, basement storage and a condo fee that includes heat and hot water. Ideal Beacon Street location close to Washington Square, Chestnut Hill, restaurants, shopping, Green line and all that Brookline has to offer.

1896 Beacon St Unit PH3, Brookline

Listing courtesy of Listing Agent: Andrew M. McKinney from Listing Office: Donnelly + Co..

631 Chestnut Hill Ave Unit 631, Brookline
$749,000
3 Beds ⋅ 2 Baths ⋅ 73562774 MLS
Ideally situated between Route 9 and Cleveland Circle at the rear of a 100% owner occupied association, this welcoming condo with its own separate entrance offers the privacy and inviting feel of a single family home. On the main level, classic wainscoting brings timeless charm to both the comfortable living room with a half bath and the separate formal dining room. The updated, spacious kitchen opens directly to a porch, providing convenient access to assigned parking. The second floor is bright and sunny, featuring three bedrooms with high ceilings and large windows that share an updated full bath gently illuminated by a glass block feature. The partially finished basement creates versatile extra space ideal for a home office, media room, or a gym, alongside a separate unfinished storage area with laundry. Complete with roof rights and assigned parking, this lovely home places you moments from Fisher Hill Reservoir Park, the Reservoir, Hayes School, and local neighborhood shopping and dining.

631 Chestnut Hill Ave Unit 631, Brookline

Listing courtesy of Listing Agent: Yiyan Zhou from Listing Office: Coldwell Banker Realty - Brookline.

99 Pond Ave Unit 520, Brookline
$849,000
2 Beds ⋅ 2 Baths ⋅ 73562627 MLS ⋅ ['The Brookhouse'] BLDG.
Stunning renovated 2 Bed 2 Bath for purchase at the Brook House! Clean and modern High end finishes featuring cherry hardwood floors, crown moulding through-out, recess lighting, open floor plan with a garage parking spot. Kitchen has gas oven, granite counter tops, and sleek backsplash. Both bathrooms are renovated. Off the living room is a large balcony with calm serene views of courtyard. The Brook House is an elevator full-service offering exceptional amenities, including central air conditioning, a heated outdoor swimming pool, two fitness centers, tennis courts, basketball courts, 24-hour security, and on-site professional management. Building is pet friendly. Located in an unbeatable A+ location, the building is just a short walk to the Green Line (D & E), multiple bus routes, and the Longwood Medical Area,. Easy access to restaurants, supermarkets, getting into Boston. Don't miss this opportunity to enjoy luxury amenities, scenic views, and one of Brookline's most convenient locations!

99 Pond Ave Unit 520, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

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.

1724 Beacon St Unit 1, Brookline
$599,000
2 Beds ⋅ 1 Baths ⋅ 73559842 MLS
Beautifully updated 2 bedroom condo in the heart of Brookline's coveted Washington Square. This move in ready garden level home features soaring ceilings, hardwood floors, recessed lighting, and central air throughout. The thoughtfully designed kitchen offers oak cabinetry, granite countertops, and a movable island, while the updated bath includes a Jacuzzi tub. Both bedrooms are generously sized with custom California Closets, and the home includes a private, designated full-size laundry area plus two tandem off-street parking spaces. Professionally managed, this pet-friendly association offers low condo fees, high owner occupancy, and lead certification. Unbeatable location just steps to the Green Line C & D branches, Star Market, neighborhood cafés, restaurants, and shops, with convenient access to Longwood Medical Area, downtown Boston, Boston University, Boston College, and major highways.

1724 Beacon St Unit 1, Brookline

Listing courtesy of Listing Agent: Laura Springer from Listing Office: Coldwell Banker Realty - Milton.

133 Beaconsfield Rd Unit 44, Brookline
$599,000
2 Beds ⋅ 1 Baths ⋅ 73559417 MLS ⋅ ['133 Beaconsfield Road Condominium'] BLDG.
Beautifully renovated 2-bedroom, 1-bath residence in one of Brookline's most desirable neighborhoods. Ideally located just steps from the MBTA Green Line C and D trains, the shops and restaurants of Beacon Street, vibrant Washington Square, and the Longwood Medical Area, this home offers exceptional convenience and lifestyle.Situated in a professionally managed elevator building, the unit features a spacious layout, new windows, newer cabinets, refrigerator, stove, stainless steel appliances, generous closet space, additional private basement storage, on-site laundry, and the rare benefit of a deeded off-street parking space. Enjoy easy access to nearby Waldstein Playground, tennis courts, parks, and all that Brookline has to offer. With a strong rental history, this property presents an outstanding opportunity for both owner-occupants and investors seeking a turnkey home in an A+ location.

133 Beaconsfield Rd Unit 44, Brookline

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

40 Winchester St Unit 8, Brookline
$429,000
1 Beds ⋅ 1 Baths ⋅ 73559243 MLS ⋅ ['40 Winchester St Condo'] BLDG.
Charming 1 bedroom condo in Coolidge Corner -Top floor — walk to the C Line, buses & Mass Pike, plus all the shops/restaurants of Coolidge Corner & Washington Square. Low condo fee keeps carrying costs down, and owner-occupants may qualify for Brookline's residential tax exemption for added savings. Move-in ready with a freshly updated kitchen (stainless appliances, new sink, granite counters) and updated bath (new vanity, medicine cabinet, toilet, lighting). Bright living room with decorative plasterwork, molding, bow windows & recessed lighting; new ceiling fan/light. High ceilings throughout. Large front closet plus two bedroom closets for great storage. A smart, low-maintenance way to stop renting and start owning in one of Brookline's best locations.

40 Winchester St Unit 8, Brookline

Listing courtesy of Listing Agent: Jay Liu from Listing Office: Jiang Hua Liu.

1490 Beacon St Unit 3, Brookline
$639,000
1 Beds ⋅ 1 Baths ⋅ 73559050 MLS ⋅ ['Colonial Arms'] BLDG.
Sunlit and sprawling condo in the heart of Brookline right on Beacon Street between Coolidge Corner and Washington Square. This large 900+ sq ft one bedroom features: gracious foyer with beautiful arched entryways, sparkling hardwood floors, high ceilings, separate dining area and excellent closet space plus TWO additional storage spaces in basement. Tree top views make this feel like a true urban oasis, and pristinely maintained courtyard adorned with gorgeous flowers and perfectly manicured grass space. The unit is well-maintained but could use a kitchen/bath refresh to make it sparkle. Best of all, incredible location with the T right at your doorstep and directly adjacent to the steps to Corey Hill Park atop Summit Ave which has a playground and magical views of the city... and then minutes to all the conveniences of both Washington Square and Coolidge -- endless shops, restaurants, grocery stores and more. Plus convenient to Longwood Medical, Fenway, Downtown, both BC & BU and more! Wonderful opportunity for an owner-occupant or an investor. Very solid rental history and previously rented for $2750/month. Must see!

1490 Beacon St Unit 3, Brookline

Listing courtesy of Listing Agent: Fleet Homes Group from Listing Office: Keller Williams Realty.

100 Marion Street Unit 11, Brookline
$469,000
1 Beds ⋅ 1 Baths ⋅ 73558491 MLS
OPEN * * Sunday, October 4, 2026 12:00 PM to 1:30 PM * * Location, Location, Location!! Bright, spacious and charming first-floor one-bedroom condominium in move-in condition! This inviting home features oversized rooms, abundant closet space, plus a private storage area. Beautiful parquet floors run throughout the living areas, while a sliding glass door provides easy access to the outdoors. The galley kitchen offers ample cabinetry, generous counter space, and tile flooring, making meal preparation a breeze. The updated bathroom features a marble floor, tiled tub surround, and a modern vanity. The spacious bedroom includes three closets, providing exceptional storage. Ideally located between Griggs Park and the Pollinator Pathway, this home is just steps from the Green Line T, with Longwood Medical Area and Coolidge Corner within walking distance. Enjoy easy access to parks, shops, restaurants, and all the conveniences this desirable neighborhood has to offer.

100 Marion Street Unit 11, Brookline

Listing courtesy of Listing Agent: Love Live Team from Listing Office: Insight Realty Group, Inc.

16 Garrison Road Unit 7A, Brookline
$799,000
5 Beds ⋅ 2 Baths ⋅ 73557434 MLS ⋅ ['16 Garrison Condominium Trust'] BLDG.
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.

16 Garrison Road Unit 7A, Brookline

Listing courtesy of Listing Agent: Irina Spiegel from Listing Office: Coldwell Banker Realty - Brookline.

110 A Chestnut St Unit 2, Brookline
$644,000
2 Beds ⋅ 1 Baths ⋅ 73557385 MLS
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

110 A Chestnut St Unit 2, Brookline

Listing courtesy of Listing Agent: Karen Piedra from Listing Office: Realty Executives Boston West.

1600 Beacon St Unit 902, Brookline
$899,900
2 Beds ⋅ 2 Baths ⋅ 73556341 MLS ⋅ ['Washington On The Square'] BLDG.
Discover sophisticated urban living at 1600 Beacon Street, unit #902 in the heart of Washington Square! This amazing southern exposure 9th floor, 2-bedroom, 2 bath corner unit comes with garage parking. The unit is on the 9th floor in an elevator building and offers an open floor plan with a beautiful kitchen, stainless steel appliances, cherry cabinets, stone counters and backsplash. The unit has been freshly painted, with new maple wood floors in the master bedroom. The living area has wood flooring as well and beautiful city panoramic views throughout. There is central air, gas heat and extra deeded storage. The association is professionally managed, has a concierge, full-time cleaning man and on-site maintenance person several days a week. There is an exercise room, bike storage, outside common sitting area and on-site laundry. Pets are allowed for owner occupants. This premier location is near the Green line C & D train, bus line, restaurants, coffee shops, Star market, Whole foods , Trader Joe’s, Longwood medical area, Boston College, Newton, Boston, Cambridge and major commuting routes. Come see what easy living looks like!

1600 Beacon St Unit 902, Brookline

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

12 James Street Unit B, Brookline
$549,000
1 Beds ⋅ 1 Baths ⋅ 73556085 MLS ⋅ ['12-14 James Street Condominium'] BLDG.
In the center of the action in vibrant Coolidge Corner, this unique condo combines a premier location with one-floor living, in a beautiful brick building on a highly coveted street. Freshly painted and in fantastic condition, this home stands out as a true gem. The gracious open floor plan offers connection between the spacious living room and dining room, while the kitchen presents a variety of tastefully arranged options for the cooking connoisseur, and newer appliances. Many windows allow light from east and west exposures. Large walk-in storage pantry, in-building laundry just a few steps outside the back door, and extra storage included. Wonderfully proportioned rooms allow flexibility for work-at-home space, while an exclusive entrance from the driveway offers privacy. Coolidge Corner shops, restaurants, grocery, movie theater, parks, the Longwood Medical area, and the T - MBTA Green Line right around the corner. Ridley School. Transferable rental parking available; condo association has a waiting list for parking in the parking area behind the building. Perfect for an owner-occupant or an investor! ****See photos, 3D Tour, walk-through video, floor plans and more at www.12JamesB.com/unbranded

12 James Street Unit B, Brookline

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.

30 Stearns Road Unit 505, Brookline
$949,000
2 Beds ⋅ 2 Baths ⋅ 73554266 MLS ⋅ ['Crystal Tower Condominiums'] BLDG.
Experience luxury living in this beautifully maintained 5th-floor condominium with an excellent location in the heart of Coolidge Corner, Brookline. Combine this ideal location with one deeded *heated garage* parking space, and you're just minutes from the Longwood Medical Area, Lawrence School, Trader Joe's, and amazing local shops and restaurants. And with close proximity to the MBTA C & D Green Lines, access to Downtown Boston, Copley Square, and Fenway couldn't be easier! This spacious 2-bedroom, 1.5-bath home offers the perfect blend of luxury, comfort, and convenience. Features include an open-concept layout with a modern kitchen (offering granite countertops and stainless-steel appliances), hardwood floors, central air, in-unit washer and dryer, extra storage, and a large private balcony. The generously sized bedrooms include a primary suite with a full walk-in closet. Enjoy outstanding building amenities, including two elevators, an in-ground swimming pool, function room, additional laundry in the basement, and guest parking.

30 Stearns Road Unit 505, Brookline

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

1600 Beacon St Unit 1009, Brookline
$725,000
1 Beds ⋅ 1 Baths ⋅ 73554120 MLS ⋅ ['Washington On The Square Condominium'] BLDG.
In the heart of Washington Square, with restaurants and shops just steps away, this modern 1BR/1BA residence is located on the 10th floor and faces the quiet rear of the building. The open concept living, dining, and kitchen area is filled with beautiful natural light and offers treetop views. The kitchen features cherry cabinetry, stainless steel appliances, and granite countertops. Additional highlights include a white tiled bathroom, maple floors throughout, and generous closet space. Lower level garage parking space #19 and private storage in Storage Room 1. This professionally managed, pet friendly (for Owners) building offers concierge, two elevators, a fitness center, common patio area, bicycle storage, and common laundry. The rooms are virtually staged.

1600 Beacon St Unit 1009, Brookline

Listing courtesy of Listing Agent: Olga Perelman from Listing Office: Olga Perelman.

60 Babcock St Unit 53, Brookline
$729,000
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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