Pill Hill Real Estate, Homes, Condos for Sale in Brookline, MA

$2,500,000

7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73562477 MLS ⋅ 3,948 SqFt.

Owner is Broker.

103-105 Colbourne Crescent, Brookline

$850,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73562278 MLS ⋅ 955 SqFt.

Sun-filled top-floor 2BR/1BA condo with garage parking in a prime Brookline Coolidge Corner location. Freshly painted throughout with beautifully refinished hardwood floors in a light, contemporary finish, this move-in-ready home offers generously proportioned living spaces and a bright, fresh feel. South-facing bedrooms enjoy abundant natural light and leafy views, while the spacious living and dining areas offer flexibility for everyday living and entertaining. The building was converted to condominiums in 2002. Additional highlights include in-unit laundry, a large private storage room, secure entry, and a pet-friendly association with beautifully maintained landscaped grounds. Ideally located near Coolidge Corner, Brookline Village, Washington Square, and the Longwood Medical Area, with shops, restaurants, cafés, markets, parks, the C & D Green Lines, and bus routes all nearby. A rare combination of top-floor living, garage parking, recent updates, and exceptional Brookline convenience.

57 Harvard Ave Unit 5, Brookline

$3,700,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73561991 MLS ⋅ 4,350 SqFt.

292 Clinton Road is a timeless Victorian residence, built in 1892 and prominently situated in Brookline’s Fisher Hill neighborhood. Rich in architectural detail, this meticulous home has been thoughtfully updated while preserving elegance and craftsmanship. A welcoming front porch leads to a gracious foyer with soaring ceilings, abundant natural light and original woodwork. Designed for grand entertaining and comfortable everyday living, the first floor features a fireplaced living room, dining room, family room with a bay window, a renovated Chef’s kitchen, pantry, mudroom and half bath. A stunning staircase leads to the second level, with a charming sun-drenched landing and a wall of glass. The primary suite offers a custom walk-in closet, and renovated en-suite bath, accompanied by two additional good-sized bedrooms with en-suite baths and a second-floor laundry room. The third floor offers flexibility with three additional bedrooms, a full bath, and a spacious room ideal for a home office.

292 Clinton Rd, Brookline

$550,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73561880 MLS ⋅ 577 SqFt.

Welcome to 55 Thatcher Street, a beautifully appointed 1-bedroom, 1-bathroom residence offering comfortable, thoughtfully designed living space in the heart of Brookline. Warm natural light, wood and tile floors, and a welcoming neutral palette create an inviting backdrop throughout. The living room is ideal for relaxing or entertaining, while the updated kitchen features abundant cabinetry, a gas range, and a dedicated dining area. The spacious bedroom offers excellent natural light and generous storage, and the well-finished bath adds a polished touch. In-unit laundry provides everyday convenience, while deeded garage parking is a rare and valuable amenity. With its blend of character, functionality, and modern comfort, this home offers an exceptional opportunity to enjoy all that Brookline has to offer. Come see why this adorable condo is the perfect place to call home.

55 Thatcher St Unit 1, Brookline

$2,150,000

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73561839 MLS ⋅ 2,489 SqFt.

Welcome to your dream home in the heart of Coolidge Corner. This spacious 4-bedroom, 3-bath residence blends timeless character with everyday comfort. An inviting, sun-filled foyer with southern exposure welcomes you inside. Entertain with ease in the expansive living and dining rooms, highlighted by a decorative fireplace and original moldings. The large eat-in kitchen offers abundant storage and plenty of space for preparing and sharing meals. A versatile sunroom is perfect as a home office, nursery, or relaxing retreat. Generous closet space throughout provides exceptional storage. Take in breathtaking city views from the shared roof deck, the perfect setting to watch Boston's iconic fireworks or unwind with a glass of wine. Ideally located on the Green Line and just minutes from downtown Boston, Longwood Medical Area, and all that Brookline has to offer, this exceptional condo delivers convenience at every turn.

1272 Beacon Street Unit 2, Brookline

$3,175,000

UNDER AGREEMENT Status ⋅ 73561391 MLS ⋅ 4,686 SqFt.

Blue-Chip Coolidge Corner mixed-use opportunity. 1343 Beacon Street sits in the middle of one of Greater Boston's strongest and most walkable retail corridors, with the Green Line C branch at the door and a direct ride to Longwood Medical Area, Fenway, BU and downtown Boston. The immediate stretch of Beacon and Harvard Streets is anchored by Trader Joe's, the Coolidge Corner Theatre, banks, cafes and long-established neighborhood retail, generating steady foot traffic day and night in a submarket where storefront vacancy has long been low. The property consists of three residential apartments over a ground-floor commercial space: three 3-bedroom/1-bath units plus ground floor retail. Residential units are recently updated and leased through 9/1/27. Commercial space is delivered VACANT, allowing an owner-user to occupy or an investor to lease it at current market terms. A rare chance to own a well-located mixed-use asset with in-place residential cash flow, immediate upside in the ground-floor commercial space, and long-term land value on Beacon Street.

1343 Beacon St, Brookline

$3,175,000

9 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73561389 MLS ⋅ 5,536 SqFt.

Blue-Chip Coolidge Corner mixed-use opportunity. 1343 Beacon Street sits in the middle of one of Greater Boston's strongest and most walkable retail corridors, with the Green Line C branch at the door and a direct ride to Longwood Medical Area, Fenway, BU and downtown Boston. The immediate stretch of Beacon and Harvard Streets is anchored by Trader Joe's, the Coolidge Corner Theatre, banks, cafes and long-established neighborhood retail, generating steady foot traffic day and night in a submarket where storefront vacancy has long been low. The property consists of three residential apartments over a ground-floor commercial space: three 3-bedroom/1-bath units plus ground floor retail. Residential units are recently updated and leased through 9/1/27. Commercial space is delivered VACANT, allowing an owner-user to occupy or an investor to lease it at current market terms. A rare chance to own a well-located mixed-use asset with in-place residential cash flow, immediate upside in the ground-floor commercial space, and long-term land value on Beacon Street.

1343 Beacon St, Brookline

$2,999,000

9 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73561142 MLS ⋅ 4,600 SqFt.

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

120 Seaver Street Unit U:C401, Brookline

$3,000,000

2 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73561043 MLS ⋅ 2,827 SqFt.

Perched among the treetops at the prestigious Longyear at Fisher Hill Estates, this elegant 2-bedroom, 2.5-bath residence offers 2,827 square feet of sophisticated single-level living. High ceilings and expansive windows fill the home with natural light while framing beautiful treetop and city views. The beautifully appointed chef's kitchen opens seamlessly to the living and dining spaces, creating an effortless setting for everyday living and entertaining. A stunning custom-built bar adds a touch of elegance, while the covered balcony provides the perfect place to relax and enjoy the serene surroundings. Complete with two deeded garage parking spaces and additional storage, this exceptional home combines timeless luxury, comfort, and convenience in one of Brookline's most coveted communities.

120 Seaver Street Unit U:C401, Brookline

$2,100,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73560438 MLS ⋅ 3,193 SqFt.

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

$599,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73559842 MLS ⋅ 632 SqFt.

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. 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

$1,699,000

9 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73559809 MLS ⋅ 3,681 SqFt.

Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door. Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.Add your own modern day updates, and with repairs, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking.! Located in a community renowned for its exceptional schools, vibrant neighborhoods!

86 Chestnut St, Brookline

$545,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73559417 MLS ⋅ 829 SqFt.

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

$2,800,000

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73558881 MLS ⋅ 2,992 SqFt.

Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience. Close to Roland Hayes School & Brookline High School, Route 9, Chestnut Hill Reservoir, Golf Courses, Green Line (MBTA) and The Mall at Chestnut Hill. Quick drives to Newton Centre or Brookline hubs for everyday groceries and dining.

44 Valley Rd, Brookline

$3,615,500

7 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73558672 MLS ⋅ 4,726 SqFt.

Nestled on one of Fisher Hill's most coveted tree-lined streets, this distinguished Colonial seamlessly blends the warmth and craftsmanship of the early 1900s with thoughtfully designed modern updates. Beautifully maintained and set on a professionally landscaped level lot, the home offers 4,726 square feet across four finished levels with 13 rooms, 7 bedrooms, 4.5 baths, a garage, and ample additional parking. Designed for both everyday living and exceptional entertaining, a stunning kitchen and family room addition serves as the heart of the home. The chef's kitchen features custom cabinetry, three sinks, two dishwashers, double ovens, a gas cooktop with grill, 3 skylights and a sun-filled office nook with vaulted ceilings. The adjoining family spaces flow effortlessly outdoors, while the elegant front-to-back living room opens to a spacious south facing side deck with views of the backyard. There are 4 bedrooms, 2 baths and laundry on the 2nd floor, which includes the primary bedroom with a beautiful fireplace and spa-like bath. 3rd floor offers 2 bedrooms and a full bath. The walkout lower level expands the home's versatility featuring a family room, kitchen, bedroom, full bath with W/D and radiant heat, adjoining to the sitting room with a dining area. There is direct access to the backyard offering excellent flexibility for guests, extended family, or potential ADU use (subject to applicable approvals). Seven bedrooms provide exceptional flexibility for today's lifestyle, including home offices, guest accommodations, or multigenerational living. Ideally situated near Runkle School, Brookline High School, the MBTA Green Line (D Branch), and the Longwood Medical Area, this is a rare opportunity to own a home that masterfully combines historic elegance, modern comfort, and an exceptional Fisher Hill location.

111 Clinton Road, Brookline

$460,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73558491 MLS ⋅ 661 SqFt.

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

$2,695,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73558493 MLS ⋅ 2,900 SqFt.

Last Unit Available! Thoughtfully renovated, this 2025 Coolidge Corner condominium blends classic charm with modern comfort. A welcoming mudroom opens to a sunlit kitchen with generous counter space, perfect for cooking or hosting. The main level features a cozy family room with fireplace, cheerful breakfast nook, and powder room. Upstairs, a curved staircase leads to a reading nook, laundry, and serene primary suite with walk-in closet and double-vanity ensuite. A second ensuite bedroom completes the floor. The finished lower level offers a spacious rec room, wet bar, two additional bedrooms (one ensuite), and another full bath, with direct walk-out to the backyard and parking. Filled with natural light and designed for everyday living and entertaining, this move-in ready home is located near Brookline’s shops, cafés, schools, parks, and medical centers.

65 Francis Unit A, Brookline

$799,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73557434 MLS ⋅ 1,413 SqFt.

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

$521,000

1 Baths ⋅ ACTIVE Status ⋅ 73557405 MLS ⋅ 557 SqFt.

Prime Washington Square location. This bright and sunny, modern, extra large studio offers 557 square feet of living space, plus a separate room ideal for a home office. This 9th floor freshly painted unit with new floors features southern exposure, a maple kitchen with granite countertops and stainless steel appliances, two large closets, and pleasant treetop views. The professionally managed building offers a concierge, two elevators, fitness center, common laundry room, bicycle storage, and a shared rear patio. Rooms are virtually staged.

1600 Beacon St Unit 904, Brookline

$875,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73556341 MLS ⋅ 962 SqFt.

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

$960,000

3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73556320 MLS ⋅ 1,248 SqFt.

Nestled on a quiet street in South Brookline, this charming, multigenerational, home near the Brookline Country Club and Larz Anderson Park, this home provides an opportunity for any investor or family looking to buy in Brookline. The character and charm present a unique opportunity to create your own dream home. The property features hardwood floors throughout. Upon entering, you are greeted to a spacious living room, a functional kitchen, a half bathroom, a dining room, and a sunroom that overlooks your gorgeous backyard perfect for relaxing or entertaining the kids! The second level has a full bathroom, 2 decent size bedrooms and one large bedroom. Basement has lots of storage an attached garage, and one tandem parking space in front. With some TLC this could be your beautiful home and have the wonderful Brookline School District.

25 Leland Rd, Brookline

$125,000

PRICE CHANGED Status ⋅ 73556302 MLS

5 Kendall, Brookline

$85,000

PRICE CHANGED Status ⋅ 73556286 MLS

Turnkey café/restaurant opportunity in a highly visible location with a bright, inviting interior and modern finishes. This well-maintained space features an open dining area, stylish décor, updated flooring, a professional coffee bar, commercial kitchen equipment, refrigerated display cases, prep area, storage, and a clean customer restroom. Large front windows provide abundant natural light and excellent street presence, while the efficient layout allows for smooth daily operations. Ideal for a café, bakery, dessert shop, sandwich shop, breakfast spot, or other food service concept. A rare opportunity to own a beautifully built-out business with a welcoming atmosphere and excellent potential for an owner-operator or investor.

3 Kendall, Brookline

$549,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73556085 MLS ⋅ 770 SqFt.

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

$15,750,000

79 Beds ⋅ 31 Baths ⋅ ACTIVE Status ⋅ 73554361 MLS ⋅ 35,512 SqFt.

Rare opportunity to acquire a generational asset in the heart of Washington Sq., Brookline. Just a stone’s throw away from Beacon St. – 10-24 University Rd. is positioned alongside one of the most transit-oriented throughfares in/around Greater Boston, providing immediate MBTA access to major universities, like BU, Northeastern and Wentworth, the Longwood Medical Area and the many tech and engineering hubs in Kenmore Sq./Downtown Boston. Addressed as 10-12, 16-18 and 22-24 University Rd., the offering consists of three (3) 7-unit buildings and eleven (11) surface level parking spaces on contiguous parcels spanning 23,479 sq./ft. in cumulative lot size. Gross building area within the shells of all three buildings amounts to 57,928 sq./ft. but twenty-one (21) residential units comprise 35,512 sq./ft. of living space, with eighteen (18) 4-5 bedroom dwellings across the first, second and third levels and three (3) 1-2 bedroom dwellings on the garden levels. While substantial value-add potential can be achieved by preserving the current building designs, additional opportunities may also exist by tapping into unutilized space on the fourth floors/garden levels, rearranging floorplans and/or increasing the total unit count.

10-24 University Rd., Brookline

$699,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73553757 MLS ⋅ 768 SqFt.

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

$949,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73553528 MLS ⋅ 1,086 SqFt.

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

$495,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73553357 MLS ⋅ 884 SqFt.

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

1834 Beacon St Unit B1, Brookline

$1,949,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73552409 MLS ⋅ 1,949 SqFt.

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.

57-59 Highland Rd Unit 59, Brookline

$1,940,000

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73552349 MLS ⋅ 3,123 SqFt.

Chestnut Hill - Baker School neighborhood. This 9-room brick Tudor pairs classic architectural charm with 3,123 square feet of updated living space, offering 4 bedrooms, 2.5 bathrooms on three levels. A beautifully updated eat-in kitchen, gracious living room with ornate fireplace and dining room set the stage for elegant entertaining. A first floor great room with vaulted ceiling opens to a 31'x19' patio and private backyard. Handsome masonry work throughout the beautifully landscaped outdoor spaces. The finished lower level features a family room with fireplace and stone surround. Direct access garage parking. A prime location near Chestnut Hill shopping and dining. Easy access to Cambridge, Boston, area hospitals and universities.

142 Beverly Rd., Brookline

$615,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73551258 MLS ⋅ 792 SqFt.

Don't miss this move-in ready 2-bedroom, 1-bath condo in one of Brookline's most convenient locations! This sun-filled home features an updated kitchen with granite countertops and stainless steel appliances, an open living and dining area ideal for everyday living and entertaining, two spacious bedrooms with ample closet space. Heat, hot water, and one assigned parking space are all included in the HOA fee, providing exceptional value. Additional amenities include on-site laundry and a shared outdoor picnic area. Ideally located just minutes from the MBTA Green B, C, and D Lines, parks, schools, grocery stores, restaurants, and everything Brookline has to offer. A fantastic opportunity for both owner-occupants and investors.

21 Englewood Ave Unit 2, Brookline

$500,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73551176 MLS ⋅ 554 SqFt.

Ideally situated on a picturesque tree-lined street between vibrant Washington Square and the scenic Chestnut Hill Reservoir. The unit feature a foyer with loads of shelving. The eat in kitchen has a microwave, dishwasher and disposal.Lovely living room with a wall of windows . The bedroom is generously sized .Additional highlights include high ceilings, hardwood floors, a kitchen with gas cooking,laundry in basement, and private basement storage. Enjoy unbeatable convenience just moments from shops, restaurants, and parks, with easy access to the MBTA Green Line (B, C, and D) for seamless commuting to Boston College, Boston University, the Longwood Medical Area, and downtown Boston.

38 Kilsyth Road Unit 23, Brookline

$2,810,000

5 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73550700 MLS ⋅ 3,050 SqFt.

This pristine, move-in ready residence offers the best of Brookline with easy access to transit, parks, restaurants, shopping, universities, museums, and the Longwood Medical Area. In the heart of Corey Hill, Coolidge Corner, and Washington Square this property was expertly transformed in 2016 from a multifamily into a stunning multilevel single-family home. The home showcases exceptional craftsmanship and thoughtful design throughout. Oak floors throughout, custom built-ins, two gas fireplaces, and an open-concept kitchen with upgraded appliances, double oven, create inviting spaces for everyday living and entertaining. Every bedroom features an ensuite bath, while two kitchenette areas and a walkout lower-level suite offer exceptional flexibility for multigenerational living, guests, or work-from-home needs. A spacious deck, low-maintenance lot, and two-car garage complete this remarkable home.

16 York Ter, Brookline

$2,200,000

4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73550522 MLS ⋅ 2,746 SqFt.

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!

324 Tappan Unit PH, Brookline

$785,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73550424 MLS ⋅ 975 SqFt.

Welcome to effortless living in this pristine 2-bedroom, 1-bath home with deeded garage parking, ideally located in the heart of Brookline at Regency Park. A sun-filled living space is framed by stunning sunset views and finished with a modern, updated aesthetic throughout — the kind of layout that makes everyday living feel easy and entertaining feel natural. The kitchen and bathroom are true standouts, both chic and thoughtfully updated, with abundant natural light flooding the space and ample storage throughout — a rare and welcome combination. This home includes one deeded garage parking space, a true asset in this well-run elevator building. Building amenities elevate everyday life even further: a heated indoor pool, modern fitness center, and laundry on every floor, all set within recently renovated common areas. The location is unbeatable — moments from Brookline Village's shops, restaurants, and the C Line trolley, with easy access to everything the neighborhood has to offer.

1731 Beacon St Unit 508, Brookline

$885,000

ACTIVE Status ⋅ 73550233 MLS

RARE RETAIL CONDO FOR SALE - Exceptional opportunity to purchase a prime street-level retail space in the heart of Brookline’s highly desirable Coolidge Corner in a new construction luxury building. Located just off Beacon Street near the Harvard Street intersection, 14 Green St #101 offers strong visibility and steady pedestrian traffic in one of Greater Boston’s most vibrant retail corridors. The area features a dynamic mix of national brands, local retailers, and popular dining destinations, anchored by the historic Coolidge Corner Theatre. Surrounded by a dense, affluent, and highly educated population, the neighborhood provides a strong and consistent customer base. Excellent access to the MBTA Green Line (C branch) and proximity to Boston and the Longwood Medical Area further enhance its appeal. Ideal for traditional retail, personal services, or food uses seeking a premier, walkable location. The unit includes 235 SF of storage and the option to add 1 on-site parking spot.

14 Green Unit 101, Brookline

$1,790,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73549795 MLS ⋅ 2,274 SqFt.

$200,000 PRICE REDUCTION!! Fantastic move-in-ready 4 bedroom, 2.5 bathroom in BROOKLINE. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. An attached 2 car garage and large driveway complete this offering.

75 Hammond Pond Parkway, Brookline

$1,140,000

3 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73549575 MLS ⋅ 1,358 SqFt.

Located on a picturesque tree-lined street in one's of Brookline's most desirable neighborhoods, this 3bed brownstone residence truly feels like a home. Step into a gracious foyer, an elegant living & formal dining spaces, with original built-ins, stained wood period details & beamed ceilings, and a wood-burning fireplace. A renovated eat-in kitchen with cherry cabinets, granite counters, excellent storage & custom window seat. Sunlit & spacious bedrooms, including one with a lovely balcony, while a separate third room provides flexibility as a nursery, guest bedroom or dedicated home office. Bonus storage room in the basement has been upgraded to a useable workspace/office. Included is also a fully deeded parking space and a magical shared patio & garden out back. 2025 boiler & 2020 HW tank. Fabulous location minutes to Coolidge Corner, Harvard St, BU, Trader's, shopping & dining, plus both the B & C lines + buses, as well as several parks & green space. Truly special home, must see!

147 Fuller St Unit 2, Brookline

$535,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73549549 MLS ⋅ 636 SqFt.

Welcome to a sophisticated home located in the heart of Coolidge Corner, barely a block from the Green Line, Trader Joe's, restaurants, shops, parks and urban amenities. The quintessential Coolidge Corner six-unit rowhouse greets with marble and wood wainscoting entryway. Located on the top floor, Unit 6 opens to a generous foyer that leads towards the living area via a hallway with gallery-style hanging track and lighting. Elegant open concept living space with high ceilings, crown molding and hardwood floors throughout. The bright and spacious bedroom features a bonus area with built-in wardrobe. Designer European-style, space-saving kitchen with high-end appliances leads to the private covered deck overlooking a community garden. Find designated free laundry, private locked storage and bike storage in the basement A truly unique and special home!

58 Pleasant Street Unit 6, Brookline

$1,795,000

4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73549336 MLS ⋅ 2,075 SqFt.

With its private entrance and welcoming foyer, this stunning 4 bed, 3.5 bath duplex condo showcases an architecturally designed layout created for a modern lifestyle. Defined by soaring cathedral ceilings, dramatic lines, and interesting angles, the home is filled with splendid natural light throughout. Every aspect has been thoughtfully designed to enhance openness, flow, and livability. The main level features an open floor plan and a chef’s kitchen with vented gas cooking and island seating for four. A private patio, central air-conditioning, in-unit laundry, generous storage with California Closet organizers, and tandem parking for two cars complete the home. Just blocks from the Lincoln School, Brookline High School, and the MBTA Green Line, the location offers unmatched convenience. Stroll to Brookline Village for dinner or shopping, explore nearby parks, or take a jog around the Reservoir. Commuting into Boston—including the Longwood Medical Area—can be done with ease.

157 Cypress St Unit 2, Brookline

$2,399,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73547641 MLS ⋅ 3,243 SqFt.

Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 & I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!

365 Newton St, Brookline

$780,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73547029 MLS ⋅ 947 SqFt.

Conveniently located in the heart of Washington Square, this wonderful condominium unit offers the perfect blend of comfort, convenience, and city living. A spacious foyer welcomes you into a bright and airy living and dining room featuring oversized newer windows that fill the home with natural light. The well-appointed kitchen offers abundant storage, quality appliances, and excellent functionality for everyday living. The refreshed bathroom adds a modern touch, while two generously sized bedrooms provide ample space and comfort. Additional storage throughout the home enhances its practicality and appeal. Part of a well-maintained, self-managed association, this residence offers effortless access to the Green Line T and the vibrant amenities of Washington Square, including restaurants, cafés, boutiques, and parks, making it an exceptional opportunity in one of Brookline's most sought-after neighborhoods. Unit has a storage area and shared outdoor space. Rental parking is available.

231 Rawson Unit 6, Brookline

$1,444,000

3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73545728 MLS ⋅ 1,928 SqFt.

Rarely available 2/3 bedroom condo in the heart of Washington Square! Just moments from the C & D Green Lines, parks, shopping, and restaurants, this bright, move-in-ready home offers the perfect blend of comfort and convenience. A skylight and large front and rear windows fill the space with natural light. The flexible floor plan includes a spacious primary suite with an en suite bath, plus a potential third bedroom, office, or den. Enjoy abundant storage with multiple closets, attic space, and garage storage. Relax or entertain on your private enclosed patio. Recent updates include a new HVAC system, new hot water tank, and numerous upgrades throughout. Complete with an attached garage and two additional parking spaces—an exceptional offering in one of Brookline's most sought-after neighborhoods.

54 Regent Circle Unit 54, Brookline

$555,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73543418 MLS ⋅ 684 SqFt.

Super sunny one bedroom condo with large south facing windows and one car parking in elevator building, walking distance to Longwood Medical & Academic Area, Brookline Village, Coolidge Corner & multiple T stops. Also easy access to the Riverway and Route 9. Open concept plan including large living room, dining area and kitchen. Spacious bedroom with good-sized closet. Hardwood floors. Move in condition: recently refinished floors with beautiful satin finish, new thermopane windows Low condo fee that includes heat & hot water. Building amenities include spacious common laundry room, private storage unit, indoor bike storage area. Professionally managed association consisting of 68 units in 2 brick buildings.

197 Kent St Unit 35, Brookline

$1,355,000

3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73543265 MLS ⋅ 2,590 SqFt.

A distinguished single-family residence constructed in 1935, presents a refined living experience across 2,590 square feet. This property thoughtfully blends historical integrity with contemporary living, offering a unique opportunity in a coveted locale. The property's 5001 square foot lot provides ample outdoor space,A new architectural roof and the newly refinished hardwood floors in the living room and dining room compliment the interior's expansive design. A single-car garage exist but is used for storage. We invite you to explore this exceptional property and discover its potential to fulfill your lifestyle aspirations.

291 Russett Rd, Brookline

$11,000,000

ACTIVE Status ⋅ 73543050 MLS

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.

39 Cottage St, Brookline

45 Bartlett Crescent Unit 202, Brookline

$2,048,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73542797 MLS ⋅ 1,463 SqFt.

New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 23-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 202, Brookline

45 Bartlett Crescent Unit 104, Brookline

$1,250,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73542520 MLS ⋅ 1,007 SqFt.

New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 23-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace. .Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 104, Brookline

$2,799,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73542360 MLS ⋅ 3,768 SqFt.

From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

177 Thorndike St Unit 1, Brookline

$730,000

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73541029 MLS ⋅ 974 SqFt.

Welcome to Regency Park, one of Brookline's premier full-service luxury residences in the heart of Washington Square. This bright and spacious home offers an ideal layout with generous living and dining areas, abundant natural light, and elevated views from a higher floor. Additional features include central air conditioning, garage parking, and ample storage.Residents enjoy exceptional amenities including 24-hour concierge, on-site management, indoor heated pool, fitness center, landscaped courtyard with grilling area, resident lounges, library, roof deck, elevator access, guest parking, and recently renovated common areas.Ideally located across from the Green Line C branch and moments to the D line, Star Market, Washington Square's shops and restaurants, Coolidge Corner, Longwood Medical Area, and downtown Boston. Experience convenient, low-maintenance living in one of Brookline's most desirable communities.

1731 Beacon St Unit 915, Brookline

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