BMN Boston

Get our mobile app!

Download on the App Store

166 Chestnut St # 1, Brookline MA 02445

Brookline, MA 02445
$799,000
Est. $5,128/month
3
Beds
2
Baths
1,079
Sq Ft
$741
Price/Sq Ft
2,295.68
Acres
1920
Year Built
8
Days on Market
Active Listed May 14, 2026 • MLS# 73518917 Copied!

About this home

Spacious 3-bed, 2-bath condo with one off-street parking space, ideally located near Brookline Village. This updated unit is a true gem in an exceptional location! The dine-in kitchen features updated appliances, while rich period details throughout—including beautiful window moldings, ceiling medallions, hardwood floors, and high ceilings—enhance the home’s gracious layout and timeless appeal. Additional highlights include an oversized finished storage unit in the basement. The pet-friendly building adds even more convenience and appeal.Exceptional commuter location just moments from Brookline Village and Brookline Hills with convenient Green Line access for an easy commute to Fenway, downtown Boston, and beyond. MBTA 60 Bus to Longwood Medical Area is at your door step. Enjoy nearby shops, cafés, parks, and neighborhood amenities right outside your door.

View in the App

Save this property, schedule tours instantly, and get alerts when the price drops

Scan to download BMN Boston app Scan with phone
Get the full experience in the BMN Boston app

Public Records

Current Owner

Owner CAHOON AMY B
Mailing Address 166 CHESTNUT STREET #3, BROOKLINE, MA, 02445

Land Use

Use Code 102
Description Condominium
Style DECKER

Tax Information

Assessed Value $645,100
Tax Rate $10.08 per $1,000
Base Tax $6,503
CPA Surcharge 1.5% ($82)
Estimated Annual Tax $6,585

Assessment History

Year Land Building Total Change
FY2024 $0 $645,100 $645,100

Sale History

Date Price Book/Page
Nov 29, 2016 $600,000 34709/403
Jun 2, 1998 $166,600 12552/411
Jul 8, 1996 $125,000 11429/671

Municipal Context: BROOKLINE

Median Home Value $1,250,000
Avg SF Tax Bill $12,600
Residential Tax Rate $10.08/1000
CPA Surcharge 1.5%
County Norfolk

Property Data Comparison

Field Assessor MLS Match
Year built 1,920 1,920
Match: address_condo (90.0% confidence) · Data as of May 15, 2026

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1920
Bedrooms
3
Full Bathrooms
2
Living Area
1,079 sq ft
Total Rooms
8
Stories
1
Entry Level
1

Facts & Features

Home Facts

Type Residential
Style Condominium
Year Built 1920
Living Area 1,079 sq ft
Lot Size 2,295.68 acres
Bedrooms 3
Full Baths 2
Total Rooms 8

Interior

Heating Baseboard, Natural Gas
Cooling Window Unit(s)
Flooring None
Appliances None
Fireplace None
Basement Y
Laundry First Floor, In Unit
Features Entry Hall

Exterior

Construction Frame
Architecture None
Roof Shingle
Features Porch
Pool None
Spa None
Fencing None
Patio/Porch Porch

Parking

Features None
Total Spaces 1

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $7,650
Assessed Value $747,100

Interior Features

Flooring:
Appliances:
Interior Features: Entry Hall
Windows:
Basement: Y
Laundry: First Floor, In Unit
Security:

Construction & Materials

Year Built: 1920
Structure Type: Low-Rise
Exterior Materials: Frame
Roof: Shingle
Foundation:
Stories: 1

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas
Cooling: Window Unit(s)
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch
Patio & Porch: Porch
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 1
Parking Features:

Location

Loading map...

Neighborhood

166 Chestnut St # 1, Brookline MA 02445

Brookline, MA 02445

Walkability

Loading Walk Score...

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

10 schools
A+
William H Lincoln School
0.5 mi | #19 of 352 | Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
494 students Very Diverse
Rising School Diverse Student Body
Grades K-08
Maimonides School
0.6 mi
Grades K-12
A+
Pierce School
0.8 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
St. Mary of the Assumption School
0.8 mi
Grades PK-08
The Park School
0.9 mi
Grades PK-09
A+
Lawrence School
1.1 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
A
John D Runkle School
1.2 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
Torah Academy Inc.
1.3 mi
Grades PK-08
A+
Michael Driscoll School
1.4 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
Roland Hayes School
1.4 mi | #39 of 352 | Score: 58.5
Improved 28 spots from last year
+0.3 above state avg
418 students Diverse
Rising School Diverse Student Body
Grades PK-08
H

High Schools

3 schools
JRI Bay Cove School
1.8 mi
Grades 07-12
Beaver Country Day School
2.3 mi
Grades 06-12
A+
Brookline High School
0.6 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
Learn about these ratings

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 $638
Homeowners Insurance $200
HOA Fee $250/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

Property Timeline

🏠
Listed for Sale
May 14, 2026
$799,000
Original listing
Agent: Jean Fan Office: Blue Ocean Realty, LLC

Price & Status History

Date Event Price Change
May 14, 2026 New Listing Added $799,000

Market Statistics

Days on Market
8 days
Price per Sq Ft
$741

Tax History

Year Taxes Assessment
2026 $7,650 $747,100

Financial Details

Annual Property Tax
$7,650
Tax Year 2026
HOA Fee
$250
Monthly
Assessed Value
$747,100

Listing Information

Listing Agent Jean Fan
Listing Office Blue Ocean Realty, LLC
Agent MLS ID CN226712
Office MLS ID AN2056
Listing Data Updated May 18, 2026 3:05 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

Customize Comparable Search

Finding comparable properties...

Market Analytics for Brookline, MA

Real-time market trends and pricing data for this area

166 Chestnut St # 1, Brookline MA 02445 - Photo 1 166 Chestnut St # 1, Brookline MA 02445 - Photo 2 166 Chestnut St # 1, Brookline MA 02445 - Photo 3 166 Chestnut St # 1, Brookline MA 02445 - Photo 4 166 Chestnut St # 1, Brookline MA 02445 - Photo 5 166 Chestnut St # 1, Brookline MA 02445 - Photo 6 166 Chestnut St # 1, Brookline MA 02445 - Photo 7 166 Chestnut St # 1, Brookline MA 02445 - Photo 8 166 Chestnut St # 1, Brookline MA 02445 - Photo 9 166 Chestnut St # 1, Brookline MA 02445 - Photo 10 166 Chestnut St # 1, Brookline MA 02445 - Photo 11 166 Chestnut St # 1, Brookline MA 02445 - Photo 12 166 Chestnut St # 1, Brookline MA 02445 - Photo 13 166 Chestnut St # 1, Brookline MA 02445 - Photo 14 166 Chestnut St # 1, Brookline MA 02445 - Photo 15 166 Chestnut St # 1, Brookline MA 02445 - Photo 16 166 Chestnut St # 1, Brookline MA 02445 - Photo 17 166 Chestnut St # 1, Brookline MA 02445 - Photo 18 166 Chestnut St # 1, Brookline MA 02445 - Photo 19 166 Chestnut St # 1, Brookline MA 02445 - Photo 20 166 Chestnut St # 1, Brookline MA 02445 - Photo 21 166 Chestnut St # 1, Brookline MA 02445 - Photo 22 166 Chestnut St # 1, Brookline MA 02445 - Photo 23 166 Chestnut St # 1, Brookline MA 02445 - Photo 24 166 Chestnut St # 1, Brookline MA 02445 - Photo 25 166 Chestnut St # 1, Brookline MA 02445 - Photo 26 166 Chestnut St # 1, Brookline MA 02445 - Photo 27 166 Chestnut St # 1, Brookline MA 02445 - Photo 28 166 Chestnut St # 1, Brookline MA 02445 - Photo 29 166 Chestnut St # 1, Brookline MA 02445 - Photo 30 166 Chestnut St # 1, Brookline MA 02445 - Photo 31 166 Chestnut St # 1, Brookline MA 02445 - Photo 32 166 Chestnut St # 1, Brookline MA 02445 - Photo 33
BMN Boston Real Estate

BMN Boston Real Estate

Douglas Elliman

Your message will be sent to BMN Boston Real Estate.

Schedule a Tour