29
$1,949,000
4 bd · 3 ba · 1,949 sqft
57-59 Highland Rd #59, Brookline, MA
AD Advisors Team · Block Realty
Est. $16,579/moGet pre-qualified$502/sqft · 134 days on Realty
8
Beds
6
Baths
5,076
Sqft
1900
Built
First time on the market since the 1900s, this grand Victorian is set in Brookline’s historical district and offers a rare opportunity for a buyer or premiere builder to restore its timeless charm. Nestled on a tree-lined street in a coveted neighborhood, this residence offers over 5,000 sq ft of versatile living space, including 8 beds and 4 full baths. Inside, period details like soaring ceilings, intricate millwork, & original hardwood floors blend with a light-filled layout. The elegant foyer flows into spacious living & dining rooms framed by oversized windows, while the kitchen & breakfast area overlook the private yard. Upstairs, a serene primary suite and additional bedrooms provide flexibility, with the top floor offering space for a studio, home office, or playroom. Set on a 0.21-acre lot, the home is surrounded by mature landscaping & offers space for outdoor entertaining or a garden. Near Coolidge Corner, schools, and MBTA, this is a rare chance to own a Brookline classic.
Listing agent
The Mazer Group
Courtesy of Compass
(617) 905-7379
MLS Property Information Network (MLS PIN) · Listing 73495297
Range $1,652,516 – $2,347,483 · as of August 30, 2026
ATTOM automated valuation model · 38 published estimates over 6.7 years
Highest reading $4,027,949 in September 2025; lowest $2,000,000 in August 2026. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$510,000
Estimated monthly payment
$16,579/mo
Loan amount $2,040,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
William H. Lincoln School
KG-8 · Regular · Brookline School District
494 students · 12.6:1 student–teacher
Maimonides School Elementary Section
PK-12 · Special Program Emphasis
342 students · 6.9:1 student–teacher
Maimonides
PK-12 · Alternative/Other
344 students · 3.4:1 student–teacher
Brookline High School
9-12 · Regular · Brookline School District
2,181 students · 11.9:1 student–teacher
Pierce School
KG-8 · Regular · Brookline School District
592 students · 13.3:1 student–teacher
St Mary of the Assumption School
PK-8 · Regular
140 students · 11.6:1 student–teacher
John D. Runkle School
PK-8 · Regular · Brookline School District
476 students · 12.9:1 student–teacher
The Lynch Center
PK-PK · Regular · Brookline School District
50 students · 11.0:1 student–teacher
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Brookline camera map1 CCTV camera mapped within 1 mile of this home. None within ½ mile. Nearest: 1.0 mi north.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| CCTV cameras | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
CCTV cameras are fixed video cameras that record a street, building or other area.
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-12 16:24:24 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
29
$1,949,000
4 bd · 3 ba · 1,949 sqft
57-59 Highland Rd #59, Brookline, MA
AD Advisors Team · Block Realty
Price Reduced15$675,000
3 bd · 1 ba · 1,038 sqft
98 Boylston St #3, Brookline, MA
Declan O'Toole · SelectRE Boston
24$1,399,000
3 bd · 3 ba · 1,946 sqft
16 Addington #21, Brookline, MA
Migdol Moore Team · Gibson Sotheby's International Realty
22$495,000
1 bd · 1 ba · 655 sqft
44 Washington St #303, Brookline, MA
Sheryl Lezberg · Captivating Realty
Price Reduced41$16,000,000
6 bd · 8 ba · 9,411 sqft
63 Goddard Avenue, Brookline, MA
Debby Belt · Hammond Residential Real Estate
40$675,000
2 bd · 2 ba · 1,025 sqft
44 Washington #502, Brookline, MA
Karina Demurchyan · Real Broker MA, LLC





Within 2 miles of this home: 38+ restaurants and cafés, 20 grocery stores, 39+ parks and green spaces, and 33+ transit stops.
Place data from OpenStreetMap.
Bess's Cafe
Chinese restaurant · Cypress Street
Pizza Stop
Village Fare Pizza
Italian restaurant · Washington Street
Northeast Eating Club 东北吃饭公司
Chinese restaurant · Washington Street
Village Pizza House
Cupcake Therapy
Washington St
Cutty's
Washington Street
Anatolia
Turkish restaurant · Washington Street
Kurkman's Market
Stop & Shop
Harvard Street
Star Market
Beacon Street
Trader Joe's
Beacon Street
Maruichi Japanese Food & Deli
Harvard Street
Whole Foods Market
Centre Street
The Butcherie
Harvard Street
Jamaica Plain Farmer's Market
Clark Playground
Town Green
Brookline Town Green Historic District
Friedman Park
Walnut Street
Cypress Street Playground
Davis Avenue
Cypress Emerson Historic District
Sargent Beechwood Nature Walk
Daniel F. Ford Playground
Boylston St @ Kennard Rd
Boylston St @ Clark Rd
Cypress St @ Milton Rd
Cypress St @ Walnut
Cypress St @ Walnut St
Brookline Hills
Brookline Hills - Green Line (D) - Park St & North
Brookline Hills (Riverside)