A rare Brookline offering in the heart of Coolidge Corner, this distinguished renovated two-family residence delivers exceptional scale, elegance, and outdoor space seldom found in the area. Spanning an impressive 4,166 sq. ft. across 14 rooms, the home is set on an extraordinary 0.29-acre lot, presenting remarkable potential for future expansion, development, or bespoke customization. A true highlight of the estate is its expansive, level private backyard, a serene setting ideal for sophisticated outdoor entertaining, curated gardens, or recreational enjoyment. Both oversized units showcase sun-filled, flexible floor plans with 4 bedrooms and 2 full bathrooms each. Interiors are defined by gleaming hardwood floors, refined crown molding, a dedicated office/den, and an open kitchen concept that enhances flow and modern livability. The large, updated eat-in kitchens feature granite countertops, solid wood cabinetry, and stainless steel appliances. Private sunrooms and generous front and rear balcony/porches enhance the home’s indoor-outdoor flow and overlook the sweeping grounds. Additional amenities include in-unit laundry on both floors, a full unfinished walk-out basement offering substantial storage or future expansion potential, and a detached 2-car garage. The driveway accommodates up to 8 additional vehicles, with further capacity possible. Perfectly positioned just steps from the MBTA Green Line, top-rated schools including the Florida Ruffin Ridley School (PreK–8) and Brookline High School, and the vibrant Coolidge Corner district. Residents enjoy effortless access to a variety of shopping, acclaimed dining, parks, and premier medical institutions. For those seeking a refined multi-family or a single family residence, a generational estate, or a premier investment with exceptional outdoor space, this property stands in a class of its own.
Rare development opportunity at 101-103 University Road in the heart of Brookline's Washington Square. The town will allow a 3-family plus an ADU, giving builders and investors a flexible path to multiple units on an expansive lot of over 5,300 square feet. The standout advantage is timing; the property is already past the demo delay and utilities have been cut and capped, so your project can move forward immediately without the typical waiting period. Whether you envision a high-end multi-unit development, a custom build for yourself, or a significant residential transformation, this site offers the space and the framework to bring your vision to life. Skip the red tape and start building on one of the area's rarely available lots. Email or text me for details.
You don't want to miss out on this investment opportunity Gem! Come check out this charming, lovely huge 3-family house in the heart of Chestnut Hill Brookline. The property features 3 units with over 4500 SF, with an unfished basement with new coin laundry. New Electrical with separate meters was updated. Unit 1 is a 3-bedroom 1 bathroom with, a washer and dryer in the unit. Unit 2 is a 4/5 bedroom 1 bathroom with a recently renovated kitchen and bathroom. Unit 3 is a 4-bedroom 1 bathroom that has hardwood flooring throughout. All units are leased till the end of August 2027. This property is a 5-minute walk to the Hayes school and Brookline Reservoir. This property has easy highway access and public transportation (60 bus C and D train). The property is a 10-minute drive to the Longwood medical area. This attractive multifamily opportunity allows investors to own a stable cash flow! This investment won't last!
On the market for the first time in more than 60 years, this three-family home in Coolidge Corner has only had two owners. Originally a single-family home, it now has three units with 8 bedrooms and 4.5 baths in total. It features high ceilings, hardwood floors throughout, a beautiful stone foundation, slate roof, and large windows with great natural light. Livable as is, and ready for its next chapter. Perfect for a developer, a condo conversion, or an end user who can bring their own vision. It includes a detached one-car garage, a large unfinished basement, and a private rear yard. The neighborhood is secluded, having only two entrances, yet it is ideally located between the B and C Green Line branches and just a few homes away from Coolidge Park. Sold as-is.
Exceptional 3 Family Opportunity in Chestnut Hill, Brookline !! Rare Available, Well Maintained residence offering 3 separate units : each unit features nice HW floors, 3 generous size bedrooms, 1.5 baths, good size living room and well appointed kitchen with dining areas, SS appliances, granite countertops. Hardwood floors all over the units. Generous basement storage provides additional convenience close space for each unit. A major highlight is the 5 off street PARKING SPACES a valuable amenity in Brookline. Property also benefits from LETTERS OF COMPLIANCE FOR ALL 3 UNITS !!! Ideally situated near Brookline Reservoir, Chestnut Hill shopping and dining, public transportation, Rt 9 and convenient access to Boston And surrounding communities. Compelling opportunity to own a versatile 3 Family property in on of Brookline's most sought after neighborhoods. Unit 2 now available for a new owner !!
A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.
We are pleased to present 3 High Street Place, a three-unit multifamily property in Brookline Village, one block from Route 9 and a short walk from the Brookline Village Green Line station. Offered at $2,195,000, or $731,667per unit and $770.18 per square foot, the property brings a roster of all two-bedroom apartments to one of Greater Boston's most established rental submarkets.Built in 1910, the building holds three identical two-bedroom apartments set on a0.075-acre lot zoned M10. The building was gut-renovated in 2022 — all systems, windows, and the roof replaced — leaving a simple product to lease and manage. Heat is gas-fired hot water; tenants pay their own electricity on separate meters, while ownership carries water and sewer, and trash. The property draws on Brookline'sschools, transit, and proximity to the Longwood Medical Area.
Excellent opportunity to acquire a substantial three-family investment property in a desirable Brookline location with immediate access to Cleveland Circle and Coolidge Corner. Totaling 5,118 square feet, the building offers three exceptionally spacious apartments consisting of one two-bedroom and two three-bedroom units. Each residence features a generous and functional layout with large bedrooms, eat-in kitchens, hardwood floors, ample storage, and charming original details throughout. The property has been well maintained, including a new rubber roof installed in 2021, and offers off-street parking for multiple vehicles behind the building. Its location provides convenient access to public transportation, the Longwood Medical Area, Boston College, and the many shops, restaurants, and neighborhood amenities found throughout Brookline. All three apartments are occupied by long-term tenants on fixed leases extending through 2027, providing immediate and stable rental income for the next owner. A well-positioned Brookline multifamily asset offering substantial square footage, strong existing tenancy, and excellent long-term investment potential.
A compelling opportunity in Brookline’s F-1.0 Three-Family zoning district. This well-located property is currently configured as a three-family residence and offers exceptional potential for investors, developers, or an owner-occupant looking to create value in one of Brookline’s most desirable neighborhoods. Owned and loved by the same family for many decades, this distinctive property offers generous layouts, period character, multiple outdoor spaces, a 2-car garage, driveway parking, in a location that is convenient to public transportation, shops, restaurants, and neighborhood amenities. Unit 1 is a bi-level 4 bed, 2 bath residence featuring approximately 9'5" ceilings on the first floor, three fireplaces, multiple decks, generously sized bedrooms, and in-unit laundry hookup. The scale and flexibility of this unit provide an excellent foundation for future improvement and personalization. Unit 2 is a charming 1 bed, 1 bath apartment with just over 9 foot ceilings, a generous sized bedroom with: fireplace, bay window and plenty of wardrobe room. The kitchen features ample cabinetry, and gas connection for a range. A spacious bathroom with shower/tub combination add to the appeal. Unit 3, uniquely offers a flexible 1- 2 bedroom layout with plenty of character. The bedroom and living areas can be configured to accommodate different living arrangements, while an additional sitting area provides an ideal home office or flex space. For investors, the property’s three-unit configuration, substantial square footage, parking, outdoor space, and prime Brookline location create multiple avenues for maximizing the property’s potential. The existing layouts provide a strong starting point for thoughtful renovation, modernization- a canvas of limitless scope. Commuting is convenient with the 66 bus and Green Line C/D branches nearby. Additional features include basement washer/dryer hookups. 16 Harris is a rare opportunity to acquire a character-rich Brookline multifamily in a highly desirable location.
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.
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.
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.The rear porches offer beautiful city views, and with modern updates, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking. Enjoy the ample yard space for grilling, bonfires, or just taking in the fresh air! Located in a community renowned for its exceptional schools, vibrant neighborhoods, and unbeatable location, this is an investment opportunity you won't want to miss.
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.
Rare development opportunity in the heart of Brookline's coveted Washington Square neighborhood. Situated on University Road, 97 and 101-103 University are comprised of two abutting multifamily lots totaling 12,219 SF (approximately 6,000 SF each), with the ability to build three residential units on each lot by right. 6 Units total. OR ZBA-approved plans for a 9 Unit Development... past demo stay. Developers, investors, and end-users alike will appreciate the flexibility to develop the parcels separately or explore combining the lots for a larger-scale project. This property is offering a rare chance to capitalize on one of Greater Boston's most desirable and supply-constrained residential markets. No representations made by seller; buyer to perform their own due diligence. Email or Text me for more details.
Location, Location, Location! Exceptional two-unit mixed-use building in the heart of Brookline, featuring a NNN-leased commercial space occupied by a premier national restaurant operator with $2M+ buildout. The property includes a rare Brookline 1:00 AM full liquor license, elevator access for commercial deliveries, and expansive outdoor patio seating. The second floor offers a refined 3-bedroom, 1.5-bath residence with open living, dining area, in-unit laundry, and an extraordinary private roof terrace exceeding 1,000 SF. Unmatched setting just steps to the Green Line, Coolidge Corner, BU, Longwood Medical, H-Mart next door, and Boston’s most vibrant destinations.

Brookline is located in Massachusetts. Brookline, Massachusetts has a population of 62,620. Brookline is more family-centric than the surrounding county with 41.09% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Brookline, Massachusetts is $122,356. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Brookline is 35.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 47.2 inches per year, with 49.3 inches of snow per year.