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199 Winchester St # 199, Brookline MA 02446

Brookline, MA 02446 • Coolidge Corner
$2,850,000
Est. $15,695/month
4
Beds
3.5
Baths
2,696
Sq Ft
$1,057
Price/Sq Ft
1925
Year Built
69
Days on Market
Closed Listed Apr 22, 2025 • MLS# 73362227 Copied!

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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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

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
$372/sq ft
Difference
+184.2%

This property sold for significantly more per square foot than similar nearby properties, suggesting premium features or condition.

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

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

Location

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Neighborhood

Coolidge Corner

199 Winchester St # 199, Brookline MA 02446

Brookline, MA 02446

Walkability

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Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $684
Homeowners Insurance $200
HOA Fee $400/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

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

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
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.

Comparable Properties

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Market Analytics for Brookline, MA

Real-time market trends and pricing data for this area

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