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.
Sold for $2,850,000 on 08/15/25
$2,850,000
199 Winchester St #199, Brookline, MA 02446
4beds
2,696sqft
Condominium
Built in 1925
-- sqft lot
$-- Zestimate®
$1,057/sqft
$-- Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: September 11, 2025 at 07:33am
Listed by:
Jason Gell,
RE/MAX On the Charles
Bought with:
Steven Cohen Team
Keller Williams Realty Boston-Metro | Back Bay
Source: MLS PIN,MLS#: 73362227
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bathroom
- Features: Yes
Heating
- Heat Pump
Cooling
- Heat Pump
Appliances
- Laundry: In Unit
Features
- Sauna/Steam/Hot Tub, Wet Bar
- Flooring: Wood, Tile
- Doors: French Doors
- Has basement: Yes
- Number of fireplaces: 2
Interior area
- Total structure area: 2,696
- Total interior livable area: 2,696 sqft
- Finished area above ground: 2,049
- Finished area below ground: 647
Property
Parking
- Total spaces: 2
- Parking features: Attached, Under, Off Street, Assigned, Paved
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Deck, Deck - Composite
- Exterior features: Outdoor Gas Grill Hookup, Porch, Deck, Deck - Composite, Fenced Yard
- Fencing: Fenced
Details
- Zoning: T6
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Frame
- Roof: Shingle
Condition
- Year built: 1925
- Major remodel year: 2025
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Outdoor Gas Grill Hookup
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, House of Worship, Public School, T-Station, University
Location
- Region: Brookline
HOA & financial
HOA
- HOA fee: $400 monthly
- Services included: Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash