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195 Winthrop Rd # 1, Brookline MA 02445

Brookline, MA 02445
$1,499,900
Est. $9,261/month
3
Beds
2
Baths
2,229
Sq Ft
$673
Price/Sq Ft
1910
Year Built
19
Days on Market
Pending Listed Jan 27, 2026 • MLS# 73472039 Copied!

About this home

Welcome to a beautifully renovated duplex offering classic Brookline charm with exceptional indoor-outdoor living. The main level features a gracious foyer and an inviting library with custom built-ins, leading seamlessly into the living and dining rooms, where a wood-burning fireplace anchors the space. The eat-in kitchen includes a charming breakfast nook and opens to a private deck overlooking the backyard below. The garden level offers a serene retreat with a spacious family room, gas fireplace, entertainment bar area, and a stunning primary suite complete with a sitting area, walk-in closet, and spa-like bath. French doors lead to a truly special hidden oasis — over 1,000 square feet of private landscaped patio and yard mature plantings, lighting, and irrigation, connected to the upper deck by a private stairway. Timeless millwork, preserved moldings, tremendous storage and thoughtful updates throughout make this home a rare offering in a coveted location in Washington Sq

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Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1910
Bedrooms
3
Full Bathrooms
2
Living Area
2,229 sq ft
Total Rooms
8
Stories
2
Entry Level
1

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1910
Living Area 2,229 sq ft
Bedrooms 3
Full Baths 2
Total Rooms 8

Interior

Heating Central, Steam
Cooling Central Air, Unit Control
Flooring Wood, Tile, Carpet, Hardwood
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Range Hood
Fireplace None
Fireplaces 2
Basement Y
Laundry First Floor, In Unit, Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction Frame, Brick, Stone
Architecture None
Roof Tar/gravel
Features Deck, Patio, Decorative Lighting, Professional Landscaping, Sprinkler System
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio

Parking

Features Off Street, Rented
Total Spaces 2

Utilities

Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Dryer, Washer Hookup

Financial

Annual Tax $12,315
Assessed Value $1,247,700

Interior Features

Flooring: Wood, Tile, Carpet, Hardwood
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Range Hood
Interior Features:
Windows: Insulated Windows
Basement: Y
Laundry: First Floor, In Unit, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Year Built: 1910
Structure Type: Brownstone
Exterior Materials: Frame, Brick, Stone
Roof: Tar/Gravel
Foundation:
Stories: 2

Heating, Cooling & Utilities

Heating: Central, Steam
Heating Zones: 1
Cooling: Central Air, Unit Control
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Deck, Patio, Decorative Lighting, Professional Landscaping, Sprinkler System
Patio & Porch: Deck, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 2
Parking Features: Off Street, Rented

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Medical Facility, House of Worship, Private School, Public School, T-Station, University

Location

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Neighborhood

195 Winthrop Rd # 1, Brookline MA 02445

Brookline, MA 02445

Walkability

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Nearby Schools

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

3 schools
Torah Academy Inc.
0.1 mi
Grades PK-08
A+
Michael Driscoll School
0.2 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
Baldwin Early Learning Pilot Academy
0.3 mi
165 students Very Diverse
Diverse Student Body
Grades PK-01
H

High Schools

3 schools
F
Albert D Holland School of Technology
0.5 mi | #333 of 346 | Score: 25.8
Improved 28 spots from last year
-32.4 below state avg
399 students Diverse
Rising School
Grades 07-12
A+
Brookline High School
0.7 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
Brighton High
0.9 mi
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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 $1,026
Homeowners Insurance $200
HOA Fee $450/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

Property Timeline

📋
Status: Active under contract
Feb 3, 2026
Active → Active Under Contract
Pending Sale
Feb 3, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Jan 27, 2026
$1,499,900
Original listing
Agent: The Shahani Group Office: Compass

Price & Status History

Date Event Price Change
Feb 3, 2026 Status: Active under contract $0
Jan 27, 2026 New Listing Added $1,499,900

Market Statistics

Days on Market
19 days
Price per Sq Ft
$673

Tax History

Year Taxes Assessment
2025 $12,315 $1,247,700

Financial Details

Annual Property Tax
$12,315
Tax Year 2025
HOA Fee
$450
Monthly
Assessed Value
$1,247,700

Listing Information

Listing Agent The Shahani Group
Listing Office Compass
Agent MLS ID TEAM0355
Office MLS ID AN3337
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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Market Analytics for Brookline, MA

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195 Winthrop Rd # 1, Brookline MA 02445 - Photo 1 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 2 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 3 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 4 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 5 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 6 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 7 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 8 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 9 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 10 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 11 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 12 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 13 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 14 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 15 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 16 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 17 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 18 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 19 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 20 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 21 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 22 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 23 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 24 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 25 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 26 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 27 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 28 195 Winthrop Rd # 1, Brookline MA 02445 - Photo 29
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