199 Winchester St # 199, Brookline MA 02446

Brookline, MA 02446 • Coolidge Corner
$2,850,000
Est. $15,169/month
4
Beds
3.5
Baths
2,696
Sq Ft
$1,057
Price/Sq Ft
1925
Year Built
Condominium
Type
69
Days on Market
Closed Listed Sep 26, 2025 • MLS# 73362227

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.

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.

Facts & Features

Property Overview

Property Type
Condominium
Property Category
Residential
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

Interior Features

Flooring
Wood, Tile
Heating
Heat Pump
Has Heating
Yes
Cooling
Heat Pump
Has Cooling
Yes
Has Fireplace
Yes
Number of Fireplaces
2
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Interior Features
Sauna/Steam/Hot Tub, Wet Bar
Laundry Features
In Unit
Basement Details
Y
Door Features
French Doors

Exterior & Structure

Construction Materials
Frame
Roof
Shingle
Exterior Features
Outdoor Gas Grill Hookup, Porch, Deck, Deck - Composite, Fenced Yard
Patio/Porch Features
Porch, Deck, Deck - Composite
Fencing
Fenced
Has Spa
No
Waterfront Property
No

Lot & Land

Parking & Garage

Garage Spaces
2
Has Garage
Yes
Attached Garage
Yes
Has Carport
No
Parking Features
Attached, Under, Off Street, Assigned, Paved
Covered Parking Spaces
2

Utilities & Systems

Utilities Available
Outdoor Gas Grill Hookup
Water Source
Public
Sewer
Public Sewer
Electric
200+ Amp Service

Community & HOA

Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, House of Worship, Public School, T-Station, University
HOA Fee
$400
HOA Fee Frequency
Monthly
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$8,204
Tax Year
2025
Tax Assessed Value
$999
Zoning
T6

Additional Details

Year Built Source
Public Records
Year Built Details
Renovated Since
Building Name
197-199 Winchester Street Condo Trust
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.

Location

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Neighborhood

Coolidge Corner

199 Winchester St # 199, Brookline MA 02446

Brookline, MA 02446

Walkability

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Schools

Elementary School
Driscoll/Ridley
Rating information coming soon
Middle School
Driscoll/Ridley
Rating information coming soon
High School
Brookline
Rating information coming soon

Monthly Payment Calculator

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%
Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $684
Homeowners Insurance $200
HOA Fee $400
PMI $0

Property History

Market Insights

Property Timeline

Sold
Aug 15, 2025
Property sold
🏠
Listed for Sale
Apr 22, 2025
$2,965,000
Original listing
Agent: Jason Gell Office: RE/MAX On the Charles

Price & Status History

Date Event Price Change
Apr 22, 2025 New Listing Added $2,965,000

Market Statistics

Days on Market
69 days
Price per Sq Ft
$1,057

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

Listing Information

Listing Agent Jason Gell
Listing Office RE/MAX On the Charles
Agent MLS ID BB806543
Office MLS ID AC1264

Similar Homes

199 Winchester St # 199, Brookline MA 02446 - Photo 1 199 Winchester St # 199, Brookline MA 02446 - Photo 2 199 Winchester St # 199, Brookline MA 02446 - Photo 3 199 Winchester St # 199, Brookline MA 02446 - Photo 4 199 Winchester St # 199, Brookline MA 02446 - Photo 5 199 Winchester St # 199, Brookline MA 02446 - Photo 6 199 Winchester St # 199, Brookline MA 02446 - Photo 7 199 Winchester St # 199, Brookline MA 02446 - Photo 8 199 Winchester St # 199, Brookline MA 02446 - Photo 9 199 Winchester St # 199, Brookline MA 02446 - Photo 10 199 Winchester St # 199, Brookline MA 02446 - Photo 11 199 Winchester St # 199, Brookline MA 02446 - Photo 12 199 Winchester St # 199, Brookline MA 02446 - Photo 13 199 Winchester St # 199, Brookline MA 02446 - Photo 14 199 Winchester St # 199, Brookline MA 02446 - Photo 15 199 Winchester St # 199, Brookline MA 02446 - Photo 16 199 Winchester St # 199, Brookline MA 02446 - Photo 17 199 Winchester St # 199, Brookline MA 02446 - Photo 18 199 Winchester St # 199, Brookline MA 02446 - Photo 19 199 Winchester St # 199, Brookline MA 02446 - Photo 20 199 Winchester St # 199, Brookline MA 02446 - Photo 21 199 Winchester St # 199, Brookline MA 02446 - Photo 22 199 Winchester St # 199, Brookline MA 02446 - Photo 23 199 Winchester St # 199, Brookline MA 02446 - Photo 24 199 Winchester St # 199, Brookline MA 02446 - Photo 25 199 Winchester St # 199, Brookline MA 02446 - Photo 26 199 Winchester St # 199, Brookline MA 02446 - Photo 27 199 Winchester St # 199, Brookline MA 02446 - Photo 28 199 Winchester St # 199, Brookline MA 02446 - Photo 29 199 Winchester St # 199, Brookline MA 02446 - Photo 30 199 Winchester St # 199, Brookline MA 02446 - Photo 31 199 Winchester St # 199, Brookline MA 02446 - Photo 32 199 Winchester St # 199, Brookline MA 02446 - Photo 33 199 Winchester St # 199, Brookline MA 02446 - Photo 34 199 Winchester St # 199, Brookline MA 02446 - Photo 35

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