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189 Chestnut Hill Ave # 14, Boston MA 02135

Boston, MA 02135 • Brighton
$349,900
$295,900
Est. $2,388/month
1
Baths
395
Sq Ft
$749
Price/Sq Ft
0.01
Acres
1930
Year Built
96
Days on Market
Active Price Drop -$54,000 Listed Apr 9, 2026 • MLS# 73499410 Copied! • Updated Jul 6, 2026

About this home

**$35K PRICE DROP**CLEVELAND CIRCLE SUN-SPLASHED 3rd floor peaceful rear studio w/ optional murphy alcove. FANTASTIC location near the bustling activity of Cleveland Circle yet far enough to have a quiet sanctuary to yourself. Near the convergence of the Green B/C/D subway lines, the Chestnut Hill Reservoir, and Boston College. PROFESSIONALLY MANAGED building. Roof replaced in 2023, 185 side oil boiler Fall 2025

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Recently Sold Nearby

Property History

Market Insights

3
Price Changes
15.4%
Price Range

Property Timeline

👁️
Showing Instructions Updated
Jul 2, 2026
New showing requirements
Price Reduced
Jul 2, 2026
$295,900 $4,000 (-1.33%)
From $299,900 to $295,900 (-1.3%)
Price Reduced
Jun 4, 2026
$299,900 $30,000 (-9.09%)
From $329,900 to $299,900 (-9.1%)
Price Reduced
May 10, 2026
$329,900 $20,000 (-5.72%)
From $349,900 to $329,900 (-5.7%)
🏠
Listed for Sale
Apr 9, 2026
$349,900
Original listing
Agent: Kyle Cabral Office: Southpaw Residential

Tax History

Year Taxes Assessment
2025 $3,455 $298,400

Financial Details

Annual Property Tax
$3,455
Tax Year 2025
HOA Fee
$403
Monthly
Assessed Value
$298,400

Facts & Features

Home Facts

Type Residential
Style Condominium
Year Built 1930
Living Area 395 sq ft
Lot Size 0.01 acres
Full Baths 1
Total Rooms 2

Interior

Heating Baseboard
Cooling None
Flooring Hardwood
Appliances Range, Dishwasher, Refrigerator
Fireplace None
Basement N
Laundry In Building
Features None

Exterior

Construction Brick
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $3,455
Assessed Value $298,400

HOA & Community

HOA Fee $403 Monthly
Fee Includes Heat, Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal
Amenities Hot Water
Optional Fee Includes None
Owner-Occupied Units 6
Down Payment Resource Eligible
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type ["Low-Rise"]
Unit/Building 14
Sq Ft Source Public Record
Documents None
County Suffolk
Total market time (incl. prior listings) 88 days

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1930
Full Bathrooms
1
Living Area
395 sq ft
Total Rooms
2
Stories
1
Entry Level
3

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring: Hardwood
Appliances: Range, Dishwasher, Refrigerator
Interior Features:
Windows:
Basement: N
Laundry: In Building
Security: Intercom

Construction & Materials

Year Built: 1930
Structure Type: Low-Rise
Exterior Materials: Brick
Roof:
Foundation:
Stories: 1

Heating, Cooling & Utilities

Heating: Baseboard
Cooling: None
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

Parking Features:
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
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
B
Winship Elementary School
0.4 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
Lyon Elementary School
0.8 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
St. Columbkille Partnership School
0.8 mi
Grades PK-08
Kennedy Hope Academy
0.9 mi
Grades 01-12
Kennedy Day School
0.9 mi
Grades PK-12
German International School Boston
1.6 mi
Grades PK-12
C
Gardner Pilot Academy
1.7 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
1.9 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
2.4 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: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 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: 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
5.4 mi
C
Ohrenberger School
5.6 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
Epiphany School
5.6 mi
Grades 05-08
Timilty Middle
3.4 mi
Irving Middle
4.3 mi
H

High Schools

10 schools
F
Albert D Holland School of Technology
0.7 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
D
Brighton High School
0.7 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
0.8 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
A+
Boston Latin School
2.8 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
3.1 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
Meridian Academy
3.3 mi
Grades 06-09
D
English High School
3.4 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
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
Newman School
3.8 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
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $288
Homeowners Insurance $200
HOA Fee $403/mo
PMI (if <20% down) $0

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

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Neighborhood

Brighton

189 Chestnut Hill Ave # 14, Boston MA 02135

Boston, MA 02135

Listing Information

Listing Agent Kyle Cabral
Listing Office Southpaw Residential
Office Phone 617-822-1683
Agent MLS ID G7000074
Office MLS ID AN7721
Listing Data Updated Jul 6, 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.

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189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 1 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 2 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 3 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 4 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 5 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 6 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 7 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 8 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 9 189 Chestnut Hill Ave # 14, Boston MA 02135 - Photo 10
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