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69 Chestnut Hill Avenue, Boston MA 02135

Boston, MA 02135 • Brighton
$2,250,000
Est. $13,015/month
7
Beds
3
Baths
4,125
Sq Ft
$545
Price/Sq Ft
0.33
Acres
1900
Year Built
2 Family - 2 Units Up/Down
Type
16 hours 19 minutes
Time on Market
Active Listed Mar 30, 2026 • MLS# 73493491 Copied!

About this home

Rare opportunity to acquire a large parcel in a prime Brighton location where opportunities like this rarely come to market. Positioned near Commonwealth Avenue and the MBTA Green Line, the property offers excellent access to public transportation and strong connectivity throughout Boston. Close proximity to Boston College and other major universities continues to drive consistent demand from students, faculty, and young professionals.The surrounding area features a vibrant mix of restaurants, retail, parks, and the Chestnut Hill Reservoir, along with convenient access to Brighton Center and neighboring Allston. The size and layout of the lot and existing structures provide a strong opportunity for redevelopment or repositioning. With easy access to the Mass Pike, Storrow Drive, and major commuter routes, this is a limited opportunity to acquire a parcel in one of Boston’s most active and supply constrained rental and development areas.

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Property Overview

Property Type
2 Family - 2 Units Up/Down
Listing Type
For Sale
Year Built
1900
Bedrooms
7
Full Bathrooms
3
Living Area
4,125 sq ft
Total Rooms
16
Stories
3
Levels
3

Facts & Features

2 Car Garage

Home Facts

Type Residential Income
Style 2 Family - 2 Units Up/Down
Year Built 1900
Living Area 4,125 sq ft
Lot Size 0.33 acres
Bedrooms 7
Full Baths 3
Total Rooms 16

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None

Parking

Garage Spaces 2
Has Garage Yes
Features None
Total Spaces 10

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $17,256
Assessed Value $1,378,900

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Block, Stone
Stories: 3

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Public Sewer

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 10
Parking Features:

Location

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Neighborhood

Brighton

69 Chestnut Hill Avenue, Boston MA 02135

Boston, MA 02135

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
⚠ School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
↓ 1.8% below state avg
E

Elementary Schools

10 schools
B
Winship Elementary School
0.2 mi | #407 of 824 | Score: 47.6
Dropped 189 spots from last year
-10.6 below state avg
353 students Very Diverse
Diverse Student Body
Grades PK-06
D
Edison Elementary School
0.4 mi | #759 of 824 | Score: 31.7
Improved 21 spots from last year
-26.5 below state avg
502 students Diverse
Rising School Diverse Student Body
Grades PK-06
St. Columbkille Partnership School
0.5 mi
Grades PK-08
D
Lyon Elementary School
0.6 mi | #333 of 352 | Score: 27.3
Dropped 194 spots from last year
-30.9 below state avg
143 students Very Diverse
Diverse Student Body
Grades K-08
Kennedy Hope Academy
0.7 mi
Grades 01-12
Kennedy Day School
0.7 mi
Grades PK-12
German International School Boston
1.4 mi
Grades PK-12
C
Gardner Pilot Academy
1.4 mi | #10 of 12 | Score: 30.9
Improved 651 spots from last year
-27.3 below state avg
364 students Diverse
Rising School
Grades PK-06
C-
Match Charter Public School
1.7 mi | #281 of 346 | Score: 43.2
Improved 41 spots from last year
-15 below state avg
1,189 students Diverse
Rising School
Grades PK-12
The Winsor School
2.3 mi
Grades 05-12
M

Middle Schools

10 schools
Nativity Prep School
3.1 mi
Grades 05-08
F
Higginson/Lewis K-8 School
3.8 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Mother Caroline Academy
4.4 mi
Grades 05-08
Dearborn Middle School
4.5 mi
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
4.7 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Middle School Academy
5.3 mi
Epiphany School
5.7 mi
Grades 05-08
C
Ohrenberger School
5.8 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Timilty Middle
3.4 mi
Irving Middle
4.5 mi
H

High Schools

10 schools
D
Brighton High School
0.5 mi | #321 of 346 | Score: 31.3
Improved 43 spots from last year
-26.9 below state avg
667 students Diverse
11 sports • 520 athletes
Early College Program Rising School
Grades 07-12
C-
Boston Green Academy Horace Mann Charter School
0.5 mi | #312 of 346 | Score: 35.4
Improved 17 spots from last year
-22.8 below state avg
426 students Diverse
Career Tech Programs Diverse Student Body
Grades 07-12
F
Albert D Holland School of Technology
0.6 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+
Boston Latin School
2.7 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
B-
Margarita Muniz Academy
3.3 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
3.4 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
Meridian Academy
3.4 mi
Grades 06-09
D
English High School
3.5 mi | #324 of 346 | Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students Moderate
8 sports • 332 athletes
Rising School Career Tech Programs
Grades 07-12
Newman School
3.7 mi
Grades 07-12
B
Dearborn STEM Academy
3.9 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,438
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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

Rate Impact

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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

28.9%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Mar 30, 2026
$2,250,000
Original listing
Office: Compass
Previous Transaction - MLS #73265353
Full transaction history available when tracking began
🏷️
Previously Sold
Nov 21, 2024
$1,600,000
MLS #73265353
View Listing →

Price & Status History

Date Event Price Change
Mar 30, 2026 New Listing Added $2,250,000 —
Nov 21, 2024 Sold $1,600,000 —

Market Statistics

Time on Market
16 hours 19 minutes
Price per Sq Ft
$545

Tax History

Year Taxes Assessment
2026 $17,256 $1,378,900

Financial Details

Annual Property Tax
$17,256
Tax Year 2026
Assessed Value
$1,378,900

Listing Information

Listing Agent Yassien Youssef
Listing Office Compass
Agent MLS ID CN252565
Office MLS ID AN2606
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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69 Chestnut Hill Avenue, Boston MA 02135 - Photo 1 69 Chestnut Hill Avenue, Boston MA 02135 - Photo 2
Steven Novak

Steven Novak

BMN Boston Real Estate

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