163-165 Chestnut Hill Ave, Boston MA 02135

Boston, MA 02135 • Brighton
$969,000
Est. $6,423/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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2
Beds
2
Baths
1,062
Sq Ft
$912
Price/Sq Ft
0.02
Acres
2002
Year Built
2
Garage Spaces
New today
Time on Market
For Sale Open House Listed Oct 28, 2026 • MLS# 73596339 Copied! • Updated Oct 28, 2026

Track this home for price, status, and open-house alerts.

Open House Schedule

31
Oct
Saturday, October 31
10:30 AM - 12:00 PM EDT
01
Nov
Sunday, November 1
12:30 PM - 2:00 PM EST

About this home

Discover contemporary living at Chestnut Hill Gardens, ideally situated in the heart of Brighton. This beautifully appointed, move-in-ready penthouse residence offers over 1,000 square feet of thoughtfully designed living space, featuring two spacious bedrooms, two full bathrooms, and an inviting open-concept layout. Rich bamboo hardwood floors, oversized windows, and abundant natural light create a warm and sophisticated atmosphere throughout. The modern kitchen features granite countertops, stainless steel appliances, and generous cabinetry, seamlessly connecting to the living and dining areas. A private balcony with turf flooring provides an inviting outdoor retreat. The expansive primary suite features a walk-in closet and an en-suite bathroom, while the second bedroom offers a spacious custom built-in closet. Additional highlights include central air conditioning, recessed lighting, in-unit laundry, two tandem garage parking spaces, and one deeded outdoor parking space. Set within a pet-friendly, professionally managed elevator building, this exceptional residence offers convenient access to Boston College, Boston University, Chestnut Hill Reservoir, multiple Green Line branches, express bus routes, I-90, and Route 9. A wonderful opportunity to enjoy modern comfort, generous living space, and exceptional connectivity in one of Brighton’s most convenient locations.

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Recently Sold Nearby

Price & Status History

Market Insights

20.2%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Oct 29, 2026
$969,000
Original listing
Agent: S. Kyle Buyuksakayan Office: Compass
Previous Transaction - MLS #73076784
Full transaction history available when tracking began
🏷️
Previously Sold
Apr 18, 2023
$773,000
MLS #73076784

Tax History

Year Taxes Assessment
2026 $8,440 $680,700

Financial Details

Annual Property Tax
$8,440
Tax Year 2026
HOA Fee
$620
Monthly
Assessed Value
$680,700

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Condominium
Year Built 2002
Living Area 1,062 sq ft
Lot Size 0.02 acres
Stories 1
Bedrooms 2
Full Baths 2
Total Rooms 4

Interior

Heating Forced Air
Cooling Central Air
Flooring None
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace None
Basement N
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features Detached, Garage Door Opener, Heated Garage, Storage, Off Street
Total Spaces 3
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $8,440
Assessed Value $680,700

HOA & Community

HOA Fee $620 Monthly
Fee Includes Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Trash
Amenities Hot Water, Elevator(s)
Optional Fee Includes None
Lead Paint None
Seller Disclosures Garage Parking Space # 9 (tandem) And Outdoor Parking Space # 26. Rental Restriction 90% Owner Occupancy, 10% Rental Allowed. Taxes Dont Include Residential Tax Exemption!
Possession None
Accepted Financing None
Structure Type ["Mid-Rise"]
Unit/Building PH5
Sq Ft Source Public Record
Documents None
County Suffolk

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
2002
Bedrooms
2
Full Bathrooms
2
Living Area
1,062 sq ft
Total Rooms
4
Stories
1
Entry Level
4

Floor Layout

Interior Features

Flooring:
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: N
Laundry:
Security:

Construction & Materials

Year Built: 2002
Structure Type: Mid-Rise
Exterior Materials:
Roof:
Foundation:
Stories: 1

Utilities & Systems

Heating: Forced Air
Heating Zones: 1
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 3
Parking Features: Detached, Garage Door Opener, Heated Garage, Storage, Off Street
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
0.4 mi | #418 of 825 | Score: 47.3
Dropped 200 spots from last year
-10.9 below state avg
349 students Very Diverse
Diverse Student Body
Grades PK-06
D
Edison Elementary School
0.4 mi | #764 of 825 | Score: 31.3
Improved 16 spots from last year
-26.9 below state avg
455 students Diverse
Diverse Student Body
Grades PK-06
St. Columbkille Partnership School
0.7 mi
Grades PK-08
D
Lyon Elementary School
0.7 mi | #333 of 352 | Score: 27.2
Dropped 194 spots from last year
-31.1 below state avg
129 students Very Diverse
Diverse Student Body
Grades K-08
Kennedy Hope Academy
0.8 mi
Grades 01-12
Kennedy Day School
0.8 mi
Grades PK-12
German International School Boston
1.6 mi
Grades PK-12
C
Gardner Pilot Academy
1.6 mi | #10 of 12 | Score: 30.0
Improved 651 spots from last year
-28.2 below state avg
296 students Diverse
Rising School
Grades PK-06
C-
Match Charter Public School
1.8 mi | #290 of 346 | Score: 42.1
Improved 32 spots from last year
-16.1 below state avg
1,192 students Diverse
Rising School
Grades PK-12
The Winsor School
2.4 mi
Grades 05-12
M

Middle Schools

10 schools
Nativity Prep School
3.0 mi
Grades 05-08
F
Higginson/Lewis K-8 School
3.8 mi | #349 of 352 | Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students Diverse
Grades 03-08
Mother Caroline Academy
4.3 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: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Middle School Academy
5.3 mi
C
Ohrenberger School
5.6 mi | #266 of 352 | Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students Diverse
Diverse Student Body
Grades 03-08
Epiphany School
5.7 mi
Grades 05-08
Timilty Middle
3.3 mi
Irving Middle
4.3 mi
H

High Schools

10 schools
F
Albert D Holland School of Technology
0.6 mi | #333 of 346 | Score: 25.4
Improved 28 spots from last year
-32.8 below state avg
526 students Diverse
Rising School
Grades 07-12
D
Brighton High School
0.7 mi | #320 of 346 | Score: 32.5
Improved 44 spots from last year
-25.7 below state avg
609 students Diverse
11 sports • 520 athletes
Early College Program Rising School
Grades 07-12
C-
Boston Green Academy Horace Mann Charter School
0.7 mi | #313 of 346 | Score: 35.8
Improved 16 spots from last year
-22.4 below state avg
450 students Diverse
Career Tech Programs Diverse Student Body
Grades 07-12
A+
Boston Latin School
2.7 mi | #20 of 346 | Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 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
3.2 mi | #14 of 25 | Score: 31.6
Improved 349 spots from last year
-26.7 below state avg
480 students Less Diverse
Rising School
Grades 07-12
Meridian Academy
3.3 mi
Grades 06-09
A-
O'Bryant School of Math & Science
3.4 mi | #90 of 346 | Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
D
English High School
3.4 mi | #328 of 346 | Score: 28.9
Improved 30 spots from last year
-29.3 below state avg
653 students Diverse
8 sports • 332 athletes
Rising School Career Tech Programs
Grades 07-12
Newman School
3.8 mi
Grades 07-12
B
Dearborn STEM Academy
3.9 mi | #13 of 25 | Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students Moderate
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $703
Homeowners Insurance $200
HOA Fee $620/mo
PMI (if <20% down) $0

Loan Summary

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

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Payment Over Time

Interest
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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

Brighton

163-165 Chestnut Hill Ave, Boston MA 02135

Boston, MA 02135

Listing Information

Listing Agent S. Kyle Buyuksakayan
Listing Office Compass
Office Phone 617-206-3333
Agent MLS ID CN222976
Office MLS ID AN2383
Listing Data Updated Oct 28, 2026 9:40 PM 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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