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199 Winchester St # 199, Brookline MA 02446

Brookline, MA 02446 • Coolidge Corner
$2,850,000
4
Beds
3.5
Baths
2,696
Sq Ft
$1,057
Price/Sq Ft
1925
Year Built
2
Garage Spaces
69
Days on Market
Closed Listed Apr 21, 2025 • MLS# 73362227 Copied! • Updated Sep 11, 2025

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 Average
$463/sq ft
Difference
+128.1%

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.

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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

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
Garage Spaces 2
Has Garage Yes
Features Attached, Under, Off Street, Assigned, Paved
Total Spaces 2
Electric 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other Outdoor Gas Grill Hookup
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
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.
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
For Sale
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

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

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
School District
Brookline School District local
A+
School Safety 2024-25
0.4% Low
0.3% Suspensions 0.6% In-School 0.1% Emergency
5.1% below state avg
E

Elementary Schools

10 schools
A+
Michael Driscoll School
0.4 mi | #30 of 352 | Score: 60.1
Improved 10 spots from last year
+1.9 above state avg
567 students Diverse
Diverse Student Body
Grades PK-08
A
Florida Ruffin Ridley School
0.4 mi | #40 of 352 | Score: 58.5
Improved 3 spots from last year
+0.3 above state avg
857 students Diverse
Diverse Student Body
Grades PK-08
Torah Academy Inc.
0.6 mi
Grades PK-08
A+
Pierce School
0.9 mi | #27 of 352 | Score: 60.5
Dropped 16 spots from last year
+2.3 above state avg
592 students Very Diverse
Diverse Student Body
Grades K-08
A
John D Runkle School
0.9 mi | #44 of 352 | Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students Diverse
Diverse Student Body
Grades PK-08
St. Mary of the Assumption School
0.9 mi
Grades PK-08
A+
Lawrence School
1.0 mi | #8 of 352 | Score: 63.9
Improved 2 spots from last year
+5.7 above state avg
630 students Diverse
Diverse Student Body
Grades K-08
Ivy Street School
1.0 mi
Grades 01-12
Maimonides School
1.1 mi
Grades K-12
New England Hebrew Academy Elementary and Secondary School
1.1 mi
Grades PK-06
H

High Schools

3 schools
JRI Bay Cove School
0.4 mi
Grades 07-12
Beaver Country Day School
2.5 mi
Grades 06-12
A+
Brookline High School
1.0 mi | #1 of 346 | Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students Diverse
21 sports • 3,004 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Location

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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.

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