

New Renovation Plus Addition Two Family with exceptional rental potential. This one-of-a-kind home has been tastefully renovated with luxurious designer finishes. Each home features large rooms with great closet space, open living areas and exceptional private outdoor spaces including private yards and the roof deck of your dreams. Each unit has private entrances with no common space under the roof making efficient use of all the potential living space. There is extra storage for each unit in the basement/garage level. 4 garage parking spaces plus a large driveway that can accommodate additional vehicles. Those looking to owner occupy can benefit from 3 garage parking spaces plus outdoor parking while still offering a direct access and unblocked garage parking to their tenant. Rent potential of $15,000 to $20,000 per month for each unit, $35,000 to $40,000 gross rents.
Annual Expenses for 197-199 Winchester St
Total Expense:
Real Estate Taxes: $22,065
Heating:
Electricity:
Water:
Gas:
Insurance:
Sewer:
Trash Removal:
Repair & Maintenance:
Management:
Miscellaneous:
APOD Available: No
Annual Income for 197-199 Winchester St
Gross Income: $239,976
Net Operating Income: $239,976
Estimated CAP Rate: 3.64% NOI ($239,976) ÷ List Price ($6,600,000) = 3.64%
Unit 1
$9,999/mo
Beds4
Baths3.5
Floor1
Levels2
N
Unit 2
$9,999/mo
Beds4
Baths3.5
Floor2
Levels2
N
Building Features for 197-199 Winchester St
Living Area: 5,957
Lot Size (Acres): 0.17
Lot Size (sqft): 7,501
Year Built: 1925
Listing ID: 73383712
Total Parking: 7
Garage Parking: 4
Parking Features: Paved Drive, Off Street, Driveway
Water: Public
Sewer: Public Sewer
Electric: 110 Volts, Circuit Breakers
Location Information for 197-199 Winchester St
Neighborhood: Coolidge Corner
Elementary School: Florida Ruffin Ridley
Buffer Zone: Driscoll/Ridley
High School: Brookline High School
Historic District:
Voting Precinct: 9 Located at Senior Center, 93 Winchester Street
Zoning Code: T-6
Zoning Description: TWO-FAMILY & ATTACHED SINGLE-FAMILY
Zoning Category: two_family
Zoning FAR:
Zoning Min Lot: 6,000
Disclosures for 197-199 Winchester St
Real Estate Taxes: $22,065
Tax Year: 2025
Assessed Value: $2,235,600
Living Area Disclosure:
Title 5:
Lead Paint: Unknown
Rent Includes:
Exclusions:
Disclosures: Agent has ownership interest in property
Listing Lifecycle for 197-199 Winchester St
List Date: 2025-06-02
Off Market Date: 2025-12-31
Under Agreement Date:
Sold Date:
List Office: RE/MAX On the Charles
Listing Agent: Jason Gell
Original List Price: $6,800,000
Sold Price:
Last Updated on: 2026-01-01 06:02:05 from: mls-pin
Buyer Agent’s Office:
Buyer’s Agent:



