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$3,200,000
8 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73575010 MLS ⋅ 5,118 SqFt.
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.

3 Strathmore Rd, Brookline
$2,200,000
9 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73568321 MLS ⋅ 4,364 SqFt.
Calling all investors, developers, and owner-occupants! Introducing 26 Parkway Road, a rare and highly desirable 3-family brick building on a prominent corner lot in Brookline, complete with pre-existing off-street parking. Each of the three spacious units features 3 bedrooms, 1 bathroom, in-unit laundry hookups, and its own private enclosed porch, offering an exceptional combination of space, privacy, and rental appeal. Located minutes from the Longwood Medical Area and some of the world’s leading hospitals and universities, including Harvard Medical School, Boston University, Boston College, Northeastern University, and Simmons University. Enjoy unparalleled access to the Green Line, major roadways, restaurants, shopping, parks, and everything Brookline and Boston have to offer. A rare opportunity to acquire a multifamily asset in a premier location with strong rental potential and significant long-term upside. Properties like this rarely come to market—don’t miss it.

26 Parkway Road, Brookline
$2,895,000
7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73568175 MLS ⋅ 4,805 SqFt.
Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely fireplaces. A foyer opens to the living room with a curved bay window, which leads to the formal dining room, also highlighted by bay windows, and finally to an updated kitchen with a large peninsula, ample wood cabinetry, great pantry space and a laundry area. Two bedrooms plus an updated full bathroom complete this level. Upstairs is a large primary bedroom, graced by a curved bay window, with a bright adjoining sitting room offering excellent closet space. Also on this level are another bedroom and an updated full bathroom, with a pristine soaking tub. The second unit offers an eat-in kitchen with 2 adjoining pantries, living room, and unique reading nook, plus 1/2 bath on one level, and 3 bedrooms plus a full bathroom on the upper level. Generous storage space throughout both units. Recently renovated Schick Park is very close by, as well as walking paths. Close proximity to Runkle School and Brookline High. Also nearby are shops, restaurants, public transportation, Star Market and Whole Foods.

71 Addington Rd, Brookline
$2,700,000
6 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565926 MLS ⋅ 4,281 SqFt.
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.

16 Harris St, Brookline
$2,500,000
7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73562477 MLS ⋅ 3,948 SqFt.
Owner is Broker.

103-105 Colbourne Crescent, Brookline
$3,175,000
9 Beds ⋅ 5 Baths ⋅ ACTIVE 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
$3,195,000
9 Beds ⋅ 5 Baths ⋅ PRICE CHANGED 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
$1,800,000
10 Beds ⋅ 4 Baths ⋅ ACTIVE 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.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.

86 Chestnut St, 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
$1,450,000
7 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551078 MLS ⋅ 3,036 SqFt.
Unbelievable opportunity to own a multiple building 4 unit property with great rental history. The front 3 family building is composed of 2 two bedroom and 1 one bedroom units. There have been many updates completed within each unit with newer appliances, flooring, and washer and dryer combo units in each unit. Each unit also feature gas cooking and heating systems. Behind this building a a 2 bedroom stand alone house that features two levels of living space. Downstairs there is a living room featuring nice hardwood floors and a spacious eat in kitchen. Upstairs there are 2 bedrooms with skylights and a full bath. Between the building is a paved driveway with room for 2 car parking which is a big plus in Brookline.

258-260 Cypress, Brookline
$5,500,000
12 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73534622 MLS ⋅ 7,308 SqFt.
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.

97-103 University Rd, Brookline
$28,000,000
UNDER AGREEMENT Status ⋅ 73533673 MLS ⋅ 41,863 SqFt.
The Regent is is a 65-unit apartment community at 1401 Beacon Street Built in 1929, the building has been well maintained and have seen several upgrades to common areas and apartment homes over the years. Notably current ownership has spent over $4.2m over the last 5 years on full elevator modernization (2026), roof replacement (2025), hot water boiler replacement (2025), building intercom replacement (2025), facade project (2024), courtyard landscaping (2024) and six new apartment renovations (2022). Please reach out directly for more information and/or to schedule a private showing.

1401 Beacon Street, Brookline
$36,000,000
UNDER AGREEMENT Status ⋅ 73533672 MLS ⋅ 45,935 SqFt.
Marion Square consists of 51 apartments and 1 retail suite at 77 Marion Street and 1405 Beacon Street. The main building is 77 Marion built in 2003, which is comprised of a four-story podium apartment community with elevator service, a roof deck and a three-level, underground parking garage. The 1405 Beacon building is a four-story walkup building built in 1910. The two buildings are on the same tax parcel. The buildings has been well maintained and have seen several upgrades to common areas and apartment homes over the years. Notably current ownership has spent over $2.2m over the last 10 years on roof replacement (2025), boiler replacement (2024), water submetering project (2024), facade project (2021 & 2022) and select apartment renovations. Please reach out directly for more information and/or to schedule a private showing.

77 Marion Street, Brookline
$5,750,000
6 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516805 MLS ⋅ 4,253 SqFt.
19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

19 Linden Street, Brookline
$2,399,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515119 MLS ⋅ 4,404 SqFt.
A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline
$2,299,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73511051 MLS ⋅ 3,161 SqFt.
FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

79 Winthrop Road, Brookline
$5,990,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73475133 MLS ⋅ 8,325 SqFt.
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 a recent $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.

1002 Beacon St, Brookline
$3,400,000
ACTIVE Status ⋅ 73471109 MLS ⋅ 4,304 SqFt.
Dream Development Opportunity - APPROVALS in place! - to Create 6 Luxury Condos in AAA Brookline location Attention Developers! Rarely available prime development opportunity in the absolute heart of Brookline Village, near the MBTA Green Line, and Brookline's best schools, shops, and restaurants, plus the Longwood Medical Area. Approvals in hand to create six luxury condos with an elevator, covered parking, and ideal sizes and layouts. A dream opportunity to create luxury condos in one of the strongest condo markets in the country with numbers that work. Marketing package including approved plans available for buyer review. No representations made, buyer to do due diligence.

370 Washington St, Brookline

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