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99 Winchester St #4 Brookline MA 02446

SLD

$2,750,000

2,174 sqft Square Feet

3 Bedrooms

2 Bathrooms

1 Half Bathrooms

2 Parking

In the heart of Coolidge Corner, this magnificent floor-through residence features an open living/entertainment room with kitchen area in a cutting-edge LEED Certified building. The home offers approx. 2174 SF of crisp and ample space, 3 bedrooms, 2.5 baths, extraordinary kitchen, Thermador appliances, gas fireplace, gas cooking, Bamboo floors, wine cooler, 2 separate pantries and access to a private deck. Master bedroom has a large alcove perfect for an office and the master bath has a walk in shower and a bathtub with jacuzzi. With Geo-Thermal technology this home is extremely energy efficient resulting in cost savings. Four out of five units are owner occupied.Unit included two side by side heated garage spaces and extra storage unit. Walk to everything including Coolidge Corner, Longwood Medical area, restaurants, shops, Coolidge Corner Theatre, supermarkets, and the T (Coolidge Cromer stop Green line C). Open House has been cancelled, property is under agreement.

Property Details for 99 Winchester St #4

Total Rooms: 6

Bedrooms: 3

Bathrooms: 2Full 1Half

Living Area: 2,174 sqft

Lot Size (Acres/SF): /

Lot Features:

Levels:

Total Parking Spaces: 2

Garage Spaces: 2

Parking Features: Under, Off Street

Listing ID: 73359558

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: 1900

Architectural Style:

Basement: Y

Features for 99 Winchester St #4

Heating: Central, Forced Air, Natural Gas, Geothermal

Heating Zones:

Fireplaces: 1

Accessibility Features:

Association: False

Association Fee: $1,283

Fee Frequency: Monthly

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

Association Amenities: Elevator(s)

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Central Air

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed: Yes w/ Restrictions

Entry Level (Floor): 3

Entry Location:

Complex Complete: False

Total Units in Building: 5

Owner Occupied Units:

Utilities & Financials for 99 Winchester St #4

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $21,208

Assessed Value: $2,495,300

Tax Year: 2025

Disclosures for 99 Winchester St #4

Disclosures: Taxes do reflect the residential exemption.

Exclusions:

Property Attached: False

Historic District:

Zoning Code: M-2.0

Zoning Description: APARTMENT HOUSE

Zoning Category: multi_family

Zoning FAR: 2

Zoning Min Lot:

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

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

Listing Lifecycle for 99 Winchester St #4

List Date: April 14, 2025

Off Market Date: April 17, 2025

Under Agreement Date: 2025-04-17

Sold Date: May 7, 2025

List Office: Coldwell Banker Realty - Brookline

Listing Agent: Eric Glassoff

Original List Price: $2,300,000

Sold Price: $2,750,000 ($1,265/sqft)

Square Feet Disclosures:

Last Updated on: December 21, 2025 at 12:01 PM from: mls-pin

Buyer’s Office: RE/MAX Real Estate Center

Buyer’s Agent: Tatyana Anokhina