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$3,095
2 Beds 1 Baths 73523455 MLS
Available July 1st! Don’t miss this fantastic opportunity to live in a beautifully maintained two-bedroom apartment in the heart of highly sought-after Washington Square in Brookline. Perfectly situated on a quiet residential street while still being just moments from some of the neighborhood’s best restaurants, cafés, shops, and everyday conveniences, this apartment offers the ideal balance of comfort, convenience, and location.Inside, the apartment features a spacious and functional layout with beautiful hardwood floors running throughout the entire unit. The modern kitchen has been tastefully updated with granite countertops and a dishwasher, making both everyday cooking and entertaining easy and enjoyable. The living space is bright and inviting, while both bedrooms offer good size and versatility for a variety of living arrangements.Parking and storage available for an additional fee.

176 Winthrop Rd. Unit 8, Brookline

Listing courtesy of Listing Agent: Jason Kaczmarczyk from Listing Office: Compass.

$4,000
2 Beds 2 Baths 73530711 MLS
Available 8/1. Spacious 2 BEDROOM, TWO BATH residence with 1 Off Street Assigned Parking INCLUDED in this elevator building ideally located between Coolidge Corner and Washington Square. The oversized windows allow for natural sunlight to filter throughout the unit. Spacious primary bedroom with ensuite bathroom & a well-size living room with adjacent balcony, a stunning kitchen, and many recent updates makes it a great home for today’s style of living. Other amenities include laundry facilities in the building. Steps to the "C" Green Line, parks, acclaimed restaurants, cafes, shops in Coolidge Corner, Washington Square and Brookline Village, Trader Joes, Stop & Shop. Easy access to Downtown Boston & Longwood Medical Area.

50 Park St Unit 21, Brookline

Listing courtesy of Listing Agent: Jennie & Eddie Luxury Living Boston Team from Listing Office: Regatta Realty.

$2,425
1 Baths 73504987 MLS
Available 7/1 or 8/1. Welcome to The Brook House where this beautifully maintained 10th floor unit offers an opportunity to live in one of Brookline's most desirable full-service buildings, moments from the Green Line (D & E) and a quick commute to the Longwood Medical Area, Downtown Boston, and several major hospitals including Brigham & Women's, Boston Children's, and Beth Israel. The unit offers an efficient layout with plenty of natural light, generous closet space, large windows, and the ease of most utilities included in the rent. Residents enjoy 24/7 security and concierge, on-site management, a fully equipped fitness center, heated outdoor pool, tennis courts, sauna/steam rooms, BBQ areas, and a resident lounge all designed for both convenience and connection. The building also includes an attached garage with parking available for rent. With unbeatable access to public transportation, green space, and major city hubs, The Brook House offers the best of Brookline living.

44 Washington Unit 1010, Brookline

Listing courtesy of Listing Agent: The Moving Greater Boston Team from Listing Office: Berkshire Hathaway HomeServices Warren Residential.

$2,525,000
6 Beds 3 Baths 73472028 MLS
Well-maintained circa-1900 Colonial Revival in the heart of Coolidge Corner, owned by the same family for many years. Classic architectural details include original millwork, high ceilings, hardwood floors, leaded stained-glass windows, and multiple fireplaces. Updated heating and hot water systems. Rebuilt front porch enhance the home’s historic character. Set on a tranquil, 6,385 square foot level and fenced lot with a detached garage. Finished third floor has kitchenette, full bathroom, and central A/C. Zoned T-5 (N-H), offering potential for two units and possible ADU (buyer to verify). Located in the highly rated F. Ridley School district and just moments from Coolidge Corner shops, restaurants, and public transportation. Easy access to Longwood Medical, Boston University, Downtown Boston. Excellent upside opportunity for an end user or developer in one of Brookline’s most desirable neighborhoods. Sold "as is". Buyer to do own due diligence.

62 Fuller St, Brookline

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

$4,300
2 Beds 2 Baths 73471956 MLS
Spread out in this sun-filled large 2 bedroom with 2 full baths. Balcony has been incorporated into the living room making for extra living space. Lots of closets with 2 car garage parking. Brook House amenities include 24/7 security, an outdoor heated Olympic style swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight room with free weights and Life Fitness equipment also aerobic/yoga/dance/boxing room, residents lounge with WIFI, outdoor barbecue areas, tennis and paddleball courts, basketball, putting green as well as ping pong. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities. Building is non smoking and pet friendly. Come see what makes the Brook House a great place to live.

77 Pond Avenue Unit 606, Brookline

Listing courtesy of Listing Agent: William L. Lefevre from Listing Office: Centre Realty Group.

$1,257,500
2 Beds 2 Baths 73428400 MLS
Ideally situated between Coolidge Corner and Longwood, this refined 6 RM 2-BD, 2BTH residence blends timeless architecture with modern comfort. Ideal for entertaining, the grand foyer, used as the dining room flanks the sun-drenched living room and an elegantly paneled family room with fireplace, accented by rich original woodwork and built-in cabinetry. The expansive eat-in kitchen offers a wonderful work space to cook and gather. Two generous bedrooms include a luxurious sun soaked primary suite with a sleek glass-enclosed shower. Unwind on your private three season porch with views of the large backyard, ideal for relaxing evenings. A gardeners delight. Additional features include soaring ceilings, replacement windows, air conditioning, private laundry, two massive exclusive storage rooms, and off-street rental parking behind building. Enjoy unmatched access to Coolidge Corner’s shops and dining, Longwood Medical Campus, and the C & D lines. Experience the best of Brookline living!

56 Marshal St. Unit 1, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$2,750
1 Baths 73535493 MLS
This thoughtfully designed 469-square-foot studio at 40 Centre offers an ideal blend of efficiency and elegance in the heart of Coolidge Corner, Brookline. Located in a brand-new boutique elevator building, this smartly laid-out home features high ceilings, oversized windows, and sleek wide-plank flooring, creating a bright and airy feel throughout. The studio has been thoughtfully designed with premium finishes, oversized windows and high ceilings that maximize natural light and space. Inside, you’ll find ultra-modern kitchens, in-unit laundry and central air, delivering both comfort and convenience at every turn. Residents enjoy a carefully selected suite of amenities including a common balcony with sweeping city views, a fitness room, elevator access and garage parking available for rent. The building is professionally managed with responsive maintenance, ensuring peace of mind and ease of living.

40 Centre St Unit 306, Brookline

Listing courtesy of Listing Agent: Marika & Associates Group from Listing Office: Hammond Residential Real Estate.

$4,200
2 Beds 2 Baths 73528253 MLS
Great opportunity to rent a spacious 2 bedroom/ 2 bath including 1 deeded garage space at The Brook House! Located in the most desirable Atrium @ 99 Pond Avenue this home offers an open living room/dining area, updated kitchen, 2 nice size bedrooms with lots of closets, wood flooring throughout, and a sun room ! The Brook House offers endless amenities- an impressive fitness center, Olympic style heated outdoor pool, 3 brand new tennis courts, pickleball court, club room with catering kitchen, outdoor patio for BBQ, onsite management and 24 hour security. The location cannot be beat -minutes to MBTA and buses, D&E train lines, across the street from parks and ponds, nearby shopping, restaurants, close to Longwood Medical Area, universities & hospitals. If you are looking for a special home with a great lifestyle, this is it!

99 Pond Unit 422, Brookline

Listing courtesy of Listing Agent: Susan Salter from Listing Office: Coldwell Banker Realty - Brookline.

$3,800
2 Beds 1 Baths 73527177 MLS
Modern renovated two-bedroom apartment in a quiet neighborhood of Brookline Coolidge Corner. With its elegant flows and hardwood floors throughout, this unit has a beautiful living room with coffered high ceilings, big bay windows, and attractive wood work. It has two spacious bedrooms with walk-in closet and high ceilings. The kitchen was upgraded with newer hardwood flooring, custom quality cabinets, neat backsplash, breakfast peninsula and quartz countertops. It also has many upgrades including new Pella windows, electrical upgrades, new light fixtures, ceiling fan in the bedroom and new French doors to the office nook. Ideally located in the most-sought after location in Brookline, it’s a "Walker's Paradise" to everywhere including Coolidge Corner shops, Boston University, restaurants, public transportation and the best that Brookline has to offer.

96 Naples Road Unit 3, Brookline

Listing courtesy of Listing Agent: WINN Rental Team from Listing Office: WINN Real Estate & Consulting.

$5,400
3 Beds 2 Baths 73526831 MLS
Rarely available 3-bedroom, 2-bath corner residence at Cypress Lofts, a concierge and professionally managed building with elevator access and two underground garage parking spaces. This sun-filled home offers 1,462 square feet of single-level living with desirable southern exposure. Features include an open-concept living/dining area, in-unit Full Size washer/dryer, new hardwood flooring throughout with a private balcony. The updated kitchen has cherry cabinetry, granite countertops, stainless steel appliances, and breakfast bar seating. The building has childcare located of the first floor and guest parking. Ideally located near Brookline Schools, Longwood Medical Area, Brookline Village and just steps to the MBTA Green Line D train at Brookline Hills for easy access to downtown Boston.

110-112 Cypress St Unit 212, Brookline

Listing courtesy of Listing Agent: Anthony Zarbano from Listing Office: Regatta Realty.

$3,995
2 Beds 2 Baths 73520278 MLS
Renovated 2 Bed & 2 Full Bathroom Apartment (950+ square feet) in Coolidge Corner with Private Balcony. Heat, hot water & deeded parking included. In Brookline where overnight street parking is banned, that spot alone rents for $250–300/month elsewhere.5-min walk to Coolidge Corner stop on Green Line C. 10 min to Longwood Medical. Trader Joe's, CVS, and Stop & Shop all nearby.$3,995 per month includes deeded parking, gas heat, hot water, storage, laundry in building, and elevator. Average electric under $100/month. Kitchen newly renovated in 2025 features 30+ ft of quartz countertops, 12-ft quartz island, new stainless steel refrigerator, and new KitchenAid range and dishwasher. Both bathrooms fully renovated in 2025 with full porcelain tile. Hardwood floors, central A/C, new oversized 5 feet south-facing windows. Remarkably quiet — no neighbor noise, no street noise.Available July 1. First, last, one month security. Credit and background check required. No pets.

20 Stearns Unit 45, Brookline

Listing courtesy of Listing Agent: Jessie Zhan Chen from Listing Office: Boston Times Realty.

$1,450,000
2 Beds 2 Baths 73520139 MLS ['Stoneholm Condominium'] BLDG.
Rarely available and truly distinctive, this exceptional two-bedroom, two-bath residence is located in one of Brookline’s most stylish and iconic buildings, The Stoneholm, set atop Corey Hill, the highest elevation on Beacon Street. Designed in a French Baroque style evocative of classic Parisian apartment houses, the building is renowned for its architecturally rich granite façade, mansard roof, and elegant central courtyard with a grand staircase. The unit itself retains an abundance of its original charm, blending timeless character with comfortable living. This prime unit offers a well-designed two-bedroom layout with excellent separation of space, including a primary suite with an ensuite bath, in-unit laundry, and a thoughtfully laid-out kitchen for everyday living. Additional highlights include a glorious balcony overlooking the building’s courtyard style entrance, deeded parking, a private storage unit, and timeless architectural detail throughout.

1514 Beacon Street Unit 24, Brookline

Listing courtesy of Listing Agent: Matthew Armstrong from Listing Office: Meridian Realty Group LLC.

$3,450,000
13 Beds 7 Baths 73517577 MLS
Exceptional four-unit building in a prime Brookline location! Close to Coolidge Corner (off Beacon Street). A rare find, offered for sale for the first time in more than 30 years. Four units in total: three upper units offering 3+ bedrooms, over 1500 square feet, original woodwork, high ceilings and charm, plus a street-level two-bedroom unit. All units are separately metered, and three of four leases expire 8/31/26 — offering immediate flexibility for an owner-occupant or anyone looking to reposition the asset. Four dedicated private parking spaces are included! The location near Coolidge Corner offers measurable value for tenants and owners alike. Proximity to the Green Line, plus the boutiques shops, restaurants, cafés, and everyday amenities that make Coolidge Corner one of Greater Boston's most vibrant and popular neighborhoods. Whether for rental income or redevelopment, this property offers a compelling opportunity in one of Brookline's most sought-after areas.

12 Parkman St, Brookline

Listing courtesy of Listing Agent: O'Connor & Highland from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$5,300
3 Beds 2 Baths 73511525 MLS
Coolidge Corner and the Longwood Medical Area! This bright and welcoming three-bedroom two full bath duplex condo was fully renovated and de-leaded in 2006, and is part of a condo complex within a gracious Federal Revival-style building. This home boasts a fabulous open layout, with large family room in the lower level. Kitchen with granite counter tops and stainless steel appliances, renovated bathrooms, newer replacement windows, and upgraded trim, walls, hardwood floors, and ceilings. Central air, two-zone heating, and many spacious closets. This condo has a convenient in-unit washer/dryer, and one long parking space that can accommodate two cars in tandem right outside the front door. This is the location of your dreams! Close to Longwood, shops, restaurants, playgrounds, the Minot Rose Garden, universities, parks, the Coolidge Corner Theatre, multiple houses of worship, and B & C Green T lines. Heat and hot water are included. Ridley School, Don't miss this opportunity!

231 Freeman Street Unit 1, Brookline

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

$8,000
3 Beds 3 Baths 73511523 MLS
Stunning new construction w/private elevator, 2-car garage parking, & exclusive fenced-in yard offers luxurious living amid leafy treetop views. Park your 2 cars in the garage, hop on your elevator, and ride it to the living level OR the bedroom suites. Fantastic A++ location near shops & restaurants in Brookline Village, Brookline High School, Cypress St Playground, all within minutes of the Green D-line T & Longwood Medical Area. Designer quality appointments, magnificent built-ins, closets galore. The gorgeous chef’s kitchen offers a spacious island w/seating, custom-designed cabinetry, exquisite stone countertops and a prep sink. The kitchen is open to the dining area, adjacent to a deck. A beautiful fireplace and half bath complete this level. Upstairs, 3 spacious bedrooms offer cathedral ceilings & custom closets, a laundry room, and a central deck for morning coffee or evening wine. The designer master suite provides large double shower, and double vanity. Don't miss this one!

71 Greenough Street Unit 2, Brookline

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

$2,280,000
5 Beds 5 Baths 73508462 MLS
PRICE IMPROVEMENT!!! Perched atop a gentle knoll on one of Brookline’s most picturesque tree-lined streets, this commanding English Manor in Chestnut Hill’s prestigious Baker School district seamlessly blends timeless elegance with sophisticated modern updates. The home makes a grand first impression with its welcoming foyer, featuring a stunning bridal staircase, soaring ceilings, and gleaming hardwood floors. Designed for both gracious entertaining and daily living, the main level boasts a sun-filled fireplaced living room, a formal dining room, and a beautifully updated chef’s kitchen equipped with high-end stainless steel appliances and granite countertops with an attached family room. With 5 spacious bedrooms and 4.5 baths, including a primary suite and a charming turret room, the home offers ample space across three levels.

32 Alberta, Brookline

Listing courtesy of Listing Agent: Holly Kampler from Listing Office: Classic Realty.

$4,800
2 Beds 2 Baths 73507440 MLS
In the heart of Coolidge Corner, this beautifully renovated luxury residence offers the perfect blend of convenience and comfort. Just one block from Harvard Street, you’re moments from neighborhood favorites like Trader Joe’s, an array of acclaimed restaurants and shops, and the iconic Coolidge Corner Theatre.This sun-drenched southeast-facing corner unit features 2 bedrooms and 2 full baths, highlighted by tall windows, gleaming wood floors, and modern recessed lighting throughout. The thoughtfully designed layout includes excellent closet space, a fully applianced kitchen with generous counter space, and the convenience of an in-unit washer and dryer.Additional amenities include one garage parking space with extra storage. Residents enjoy a beautifully maintained outdoor pool, a well-equipped fitness center, and an expansive common patio—an urban oasis that feels worlds away while keeping you right in the center of it all. Ideally located with easy access to LMA.

20 Webster Street Unit 311, Brookline

Listing courtesy of Listing Agent: The Margie and Jon Team from Listing Office: Gibson Sotheby's International Realty.

$2,900
1 Beds 1 Baths 73504034 MLS
This well-proportioned 1-bedroom apartment in a professionally managed building is perfectly positioned between the shops and vibrant dining scene of Coolidge Corner and the world-class facilities of the Longwood Medical Area. The unit features an open-concept layout that flows seamlessly onto a private balcony. The apartment is located within a professionally managed building where both heat and hot water are included in the monthly rent. It also comes with a dedicated off-street parking space, making it an ideal choice for medical professionals, commuters, or anyone looking to enjoy the best of Brookline. Close to the Green Line, Trader Joe’s, and the legendary Coolidge Corner Theatre, this apartment offers the perfect blend of comfort, location, and professional service. Available now.

15 Francis Unit 16, Brookline

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

$1,735,000
5 Beds 3 Baths 73488133 MLS
Beautifully renovated in 2022, this Chestnut Hill home offers 5 bedrooms and 3 full bathrooms. The main level features an open and functional layout with three spacious bedrooms. The kitchen is equipped with Z-Line stainless steel appliances, quartz countertops, and a waterfall island, and opens to a bonus room just off the kitchen with a sliding glass door leading to the fenced-in backyard. The entire second level is dedicated to the primary suite with a custom walk-in closet, private home office, balcony overlooking the backyard, and an ensuite bathroom finished with porcelain tile, soaking tub, and separate shower. The finished basement adds additional living space with a bonus room, full bathroom, two storage areas, and vinyl plank flooring. Major upgrades include plumbing, Navien tankless water heater (2022), HVAC (2023), and EV charging. Some photos are virtually staged.

25 Clearwater Rd, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$4,890
3 Beds 2 Baths 73540891 MLS
Gorgeous pet friendly apartment on first floor of charming home just off Beacon Street. Less than one block to C line and short distance to D line train. Beautiful wood-working details, exposed brick, two decorative fireplaces. Recently updated kitchen and bathrooms. Two spacious bedrooms on the first floor plus one smaller bedroom in the basement (also great for additional storage, guest room, or playroom). Large entryway and expansive private front porch. Ideal spot to live, work from home, relax and entertain. This property has it all! Tandem parking spot for two cars is included in the rent. Enjoy the convenience of in unit laundry. De-leaded too!

26 Kilsyth Road Unit 26, Brookline

Listing courtesy of Listing Agent: Emily Shewchuk from Listing Office: Kingston Real Estate & Management.

$1,505,000
5 Beds 2 Baths 73523828 MLS
The one you have been waiting for! Adjacent to Eliot Playground/Warren Field and ~400 feet from the sought-after Hayes K–8 School, this charming 5 bedroom home offers an exceptional blend of space, warmth, and convenience. Spanning 2,549 square feet, the home features a flexible layout with two dedicated office spaces ideal to work-from-home. Filled with character and natural light, the home offers inviting spaces designed for both comfortable daily living and gathering with family and friends. The porch just off the kitchen is perfect for morning coffee, outdoor dining, or relaxing while overlooking the surrounding greenery. 2 parking spaces, generous storage, and a low condo fee. Playground, Dog Park, Sledding, Basketball, Baseball, Tennis/pickleball, Splash Pad, all in your "backyard!". Minutes to the two bus lines, Green Line, Cleveland Circle and Washington Square, The Street at Chestnut Hill, Longwood Medical Area, Route 9, Cambridge, and downtown Boston.

33 Ackers Ave Unit 2, Brookline

Listing courtesy of Listing Agent: Claire McClintock from Listing Office: Columbus and Over Group, LLC.

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