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199 Winchester St #199 Brookline MA 02446

Sold

$2,965,000

2,696 Square Feet

4 Bedrooms

3 Bathrooms

1 Half Bathrooms

2 Parking

199 Winchester Street is a multigenerational home featuring 4-bedrooms, 3.5-bathrooms, den/playroom and private fenced yard. The gourmet kitchen boasts a 9' island, 48” gas/electric range, 42” paneled refrigerator and a pantry with sink. The first floor includes a 400 sq ft living room with gas fireplace, Open Kitchen and Dining room, Primary suite with working wood fireplace and steam shower, 2 guest bedrooms with shared full bath and laundry room with storage and sink. The lower level includes a mudroom with direct access to the garage and 2 storage closets, family room with wet bar, guest bedroom and full bathroom. The lower level is ready to be used as an in-law suite. Enjoy outdoor living with the exclusive and private rear yard with treetop views of Brookline, the welcoming covered front porch and balcony off the dining room with gas connection for BBQ. This custom curated and meticulously designed home offers the perfect balance of Location, Quality and Price.

Property Details for 199 Winchester St #199

Total Rooms: 9

Bedrooms: 4

Bathrooms: 3Full 1Half

Living Area: 2,696

Lot Size (Acres/SF): /

Lot Features:

Levels:

Total Parking Spaces: 2

Garage Spaces: 2

Parking Features: Attached, Under, Off Street, Assigned, Paved

Listing ID: 73362227

Postal Code: 02446

Neighborhood: Coolidge Corner

Elementary School District: Florida Ruffin Ridley

Elementary School Buffer Zone: Driscoll/Ridley

High School: Brookline High School

Year Built: 1925

Architectural Style:

Basement: Y

Features for 199 Winchester St #199

Heating: Heat Pump

Heating Zones:

Fireplaces: 2

Accessibility Features:

Association: False

Association Fee: $400

Fee Frequency: Monthly

Association Fee Includes: Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Heat Pump

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed: Yes

Entry Level (Floor): 1

Entry Location:

Complex Complete: False

Total Units in Building: 2

Owner Occupied Units:

Utilities & Financials for 199 Winchester St #199

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $8,204

Assessed Value: $999

Tax Year: 2025

Disclosures for 199 Winchester St #199

Disclosures: HOA to be established at first sale. Taxes and HOA fee are estimates. Condo plans attached to listing. Agent has ownership interest in property. Outdoor parking space is intended for guest use only and blocks 1 garage parking space.

Exclusions:

Property Attached: False

Historic District:

Zoning Code: T-6

Zoning Description: TWO-FAMILY & ATTACHED SINGLE-FAMILY

Zoning Category: two_family

Zoning FAR:

Zoning Min Lot: 6,000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 9 Located at Senior Center, 93 Winchester Street

Listing Lifecycle for 199 Winchester St #199

List Date: 2025-04-21

Off Market Date: 2025-07-01

Under Agreement Date: 2025-06-17

Sold Date: 2025-08-15

List Office: RE/MAX On the Charles

Listing Agent: Jason Gell

Original List Price: $3,095,000

Sold Price: $2,850,000 ($1,057)

Square Feet Disclosures:

Last Updated on: 2026-02-18 13:18:09 from: mls-pin

Buyer’s Office: Keller Williams Realty Boston-Metro | Back Bay

Buyer’s Agent: Steven Cohen Team