42
$4,375,000
5 bd · 6 ba · 3,539 sqft
291 Tappan St #291, Brookline, MA
Eric Tam · Compass
Est. $27,553/mo$673/sqft · 3 days on Realty
· 12:00 PM–1:30 PM
5
Beds
4
Baths
6,313
Sqft
1888
Built
Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.
Listing agent
Elisabeth Preis
Courtesy of Compass
(617) 997-1694
MLS Property Information Network (MLS PIN) · Listing 73590255
$850,000
Estimated monthly payment
$27,553/mo
Loan amount $3,400,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
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: 0.8 mi northeast.
| 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.
Within 2 miles of this home: 39+ restaurants and cafés, 19 grocery stores, 39+ parks and green spaces, and 27+ transit stops.
Place data from OpenStreetMap.
Super Fusion
The Washington Square Tavern
American restaurant · Washington Street
Athan's Bakery
Beacon Street
Bar Vlaha
Beacon Street
Starbucks
The Abbey
American restaurant · Beacon Street
Mamaleh’s Delicatessen
Beacon Street
Bartaco
Beacon Street
Star Market
Beacon Street
Kurkman's Market
Whole Foods Market
Washington Street
Stop & Shop
Harvard Street
Maruichi Japanese Food & Deli
Harvard Street
The Butcherie
Harvard Street
Trader Joe's
Beacon Street
Berezka International Food Store
Commonwealth Avenue
Lotta Bradburn Schick Park
Beaconsfield Terraces Historic District
Cypress Street Playground
Davis Avenue
Cypress Emerson Historic District
Friedman Park
Walnut Street
Strathmore Road Historic District
Brookline Town Green Historic District
Town Green
Tappan St @ Greenough St
Washington St @ Winthrop Path
Washington St @ Fairbank St
Boylston St @ Sumner Rd
Beaconsfield
Washington St @ Beacon St
Brookline Hills (Riverside)
Boylston St @ Warren St
School ratings (A+ to F) from HJN community data.
Brookline High School
9-12 · Regular · Brookline School District
2,181 students · 11.9:1 student–teacher
Maimonides
PK-12 · Alternative/Other
344 students · 3.4:1 student–teacher
Maimonides School Elementary Section
PK-12 · Special Program Emphasis
342 students · 6.9:1 student–teacher
William H. Lincoln School
KG-8 · Regular · Brookline School District
494 students · 12.6:1 student–teacher
John D. Runkle School
PK-8 · Regular · Brookline School District
476 students · 12.9:1 student–teacher
Torah Academy
PK-8 · Regular
237 students · 9.5:1 student–teacher
Michael Driscoll School
PK-8 · Regular · Brookline School District
567 students · 13.6:1 student–teacher
Pierce School
KG-8 · Regular · Brookline School District
592 students · 13.3:1 student–teacher
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-16 21:17:35 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
42
$4,375,000
5 bd · 6 ba · 3,539 sqft
291 Tappan St #291, Brookline, MA
Eric Tam · Compass
Price Reduced30$3,790,000
4 bd · 5 ba · 6,498 sqft
75 Lee Street, Brookline, MA
Weidong Li · WINN Real Estate & Consulting
30$4,250,000
6 bd · 7 ba · 5,739 sqft
362 Tappan St, Brookline, MA
Elisabeth Preis · Compass
27$3,095,000
5 bd · 3 ba · 2,834 sqft
185 Warren Street, Brookline, MA
Hilary Maddox Team · Compass
32$4,500,000
5 bd · 6 ba · 5,423 sqft
50 Sumner Road, Brookline, MA
Hilary Maddox Team · Compass
15$4,495,000
5 bd · 5 ba · 6,848 sqft
108 Codman Rd, Brookline, MA
Jamie Genser · Coldwell Banker Realty - Brookline




