199 Winchester St # 199, Brookline MA 02446
Brookline, MA 02446 • Coolidge Corner
$2,850,000
Track this home for price, status, and open-house alerts.
Sale Statistics
Sale Overview
Original List Price:
$3,095,000
Final Sale Price:
$2,850,000
Difference:
$245,000 (-7.9%)
Performance Metrics
92.1%
List to Sale Ratio
Sold below asking price
69
Days on Market
Extended listing
Price per Square Foot Analysis
Original $/sq ft:
$1,148
Sale $/sq ft:
$1,057
This property sold for $1,057 per square foot
Sale Summary
This property sold for 7.9% below the original asking price.
The property spent 69 days on market before selling.
Nearby Sales Comparison
Based on 50 similar properties sold within 0.5 miles in the last 90 days
This Property
$1,057/sq ft
Area Median
$581/sq ft
Difference
+82.0%
This property sold for significantly more per square foot than similar nearby properties, suggesting premium features or condition.
About this home
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.
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Market Insights
3.9%
Price Range
71
Total Days on Market
Property Timeline
Sold
Aug 15, 2025
$2,850,000
Property sold
Days on Market: 71
Listed for Sale
Apr 22, 2025
$2,965,000
Original listing
Agent: Jason Gell
Office: RE/MAX On the Charles
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/15/2025 | ✓ Sold | $2,850,000 | - | - | Property sold |
| 04/22/2025 | 🏠 Listed for Sale | $2,965,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $8,204 | $999 |
Financial Details
Annual Property Tax
$8,204
Tax Year 2025
HOA Fee
$400
Monthly
Assessed Value
$999
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Condominium
Year Built
1925
Living Area
2,696 sq ft
Bedrooms
4
Full Baths
3
Half Baths
1
Total Rooms
9
Interior
Heating
Heat Pump
Cooling
Heat Pump
Flooring
Wood, Tile
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Fireplace
None
Fireplaces
2
Basement
Y
Laundry
In Unit
Features
Sauna/steam/hot Tub, Wet Bar
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Outdoor Gas Grill Hookup, Porch, Deck, Deck - Composite, Fenced Yard
Pool
None
Spa
None
Fencing
Fenced
Patio/Porch
Porch, Deck, Deck - Composite
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Under, Off Street, Assigned, Paved
Total Spaces
2
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
Outdoor Gas Grill Hookup
Financial
Annual Tax
$8,204
Assessed Value
$999
HOA & Community
HOA Fee
$400 Monthly
Fee Includes
Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller 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.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
["2\/3 Family"]
Unit/Building
199
Sq Ft Source
Master Deed
Documents
Master Deed, Unit Deed, Master Plan, Floor Plans (4)
County
Norfolk
Total market time (incl. prior listings)
71 days
Property Overview
Property Type
Condominium
Listing Type
Sold
Year Built
1925
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
2,696 sq ft
Total Rooms
9
Stories
2
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,049 sq ft above grade
647 sq ft below grade
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Deck, Deck - Composite
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile
Appliances:
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Interior Features:
Sauna/Steam/Hot Tub, Wet Bar
Windows:
Basement:
Y
Laundry:
In Unit
Security:
Construction & Materials
Year Built:
1925
Effective Year (Renovated):
2025
Structure Type:
2/3 Family
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stories:
2
Heating, Cooling & Utilities
Heating:
Heat Pump
Heating Zones:
3
Cooling:
Heat Pump
Cooling Zones:
3
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Outdoor Gas Grill Hookup, Porch, Deck, Deck - Composite, Fenced Yard
Patio & Porch:
Porch, Deck, Deck - Composite
Fencing:
Fenced
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
2
Parking Features:
Attached, Under, Off Street, Assigned, Paved
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, House of Worship, Public School, T-Station, University
Nearby Schools
School information not available for this location.
Location
Loading map...
Neighborhood
Coolidge Corner
199 Winchester St # 199, Brookline MA 02446
Brookline, MA 02446
Listing Information
Listing Agent
Jason Gell
Listing Office
RE/MAX On the Charles
Office Phone
781-894-1882
Agent MLS ID
BB806543
Office MLS ID
AC1264
Listing Data Updated
Sep 11, 2025 10:29 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Brookline.