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27 Chestnut Street, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$1,450,000
Est. $9,789/month
2
Beds
2
Baths
1,321
Sq Ft
$1,098
Price/Sq Ft
1875
Year Built
38
Days on Market
Closed Listed Feb 27, 2020 • MLS# 72624900 Copied!

About this home

Available for the first time since the mid 1970's. Located in the heart of Beacon Hill, 27 Chestnut Street is one of the most iconic buildings offered in the city. It was formerly a church, which is evident from the outside structure. There is an open two-story living room with soaring ceilings, custom woodwork and a large floor to ceiling window providing an abundance of natural light and city views. Additionally, there is a dining area that leads to an adjoining kitchen. The master bedroom suite completes the main level. The second floor offers a second bedroom with access to a balcony, office that overlooks the living room, full bathroom with laundry and a large study with vaulted ceiling. A spectacular common roof deck with panoramic views, common courtyard, private storage in the basement and live-in superintendent!

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Public Records

Current Owner

Owner MAHMOOD MALIHI TRUST
Mailing Address 70 MOUNT VERNON ST #4B-70, BOSTON, MA, 02108

Land Use

Use Code 102
Description Condominium
Style Mid Rise

Tax Information

Assessed Value $874,900
Tax Rate $10.29 per $1,000
Base Tax $9,003
CPA Surcharge 1% ($80)
Estimated Annual Tax $9,082

Assessment History

Year Land Building Total Change
FY2023 $0 $8,113,200 $8,113,200

Municipal Context: BOSTON

Median Home Value $745,000
Avg SF Tax Bill $4,523
Residential Tax Rate $10.29/1000
CPA Surcharge 1%
County Suffolk
Match: geocode_proximity (84.9% confidence) · Data as of Mar 8, 2026

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1875
Bedrooms
2
Full Bathrooms
2
Living Area
1,321 sq ft
Total Rooms
6
Stories
2
Entry Level
4

Sale Statistics

Sale Overview
Original List Price: $1,495,000
Final Sale Price: $1,450,000
Difference: $45,000 (-3.0%)
Performance Metrics
97.0%
List to Sale Ratio
Sold below asking price
38
Days on Market
Average time
Price per Square Foot Analysis
Original $/sq ft: $1,132
Sale $/sq ft: $1,098
This property sold for $1,098 per square foot
Sale Summary

This property sold for 3.0% below the original asking price.

The property spent 38 days on market before selling.

Nearby Sales Comparison

Based on 50 similar properties sold within 0.5 miles in the last 90 days

This Property
$1,098/sq ft
Area Average
$468/sq ft
Difference
+134.8%

This property sold for significantly more per square foot than similar nearby properties, suggesting premium features or condition.

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1875
Living Area 1,321 sq ft
Bedrooms 2
Full Baths 2
Total Rooms 6

Interior

Heating Forced Air
Cooling Central Air
Flooring Wood, Tile, Carpet
Appliances Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace None
Basement Y
Laundry In Unit
Features None

Exterior

Construction None
Architecture None
Roof None
Features Deck - Roof, Patio, City View(s), Professional Landscaping
Pool None
Spa None
Fencing None
Patio/Porch Deck - Roof, Patio

Parking

Features None

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $14,364
Assessed Value $1,362,800

Interior Features

Flooring: Wood, Tile, Carpet
Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: Y
Laundry: In Unit
Security: Intercom

Construction & Materials

Year Built: 1875
Structure Type: Low-Rise
Exterior Materials:
Roof:
Foundation:
Stories: 2

Heating, Cooling & Utilities

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

Exterior & Lot

Exterior Features: Deck - Roof, Patio, City View(s), Professional Landscaping
Patio & Porch: Deck - Roof, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Parking Features:

Special Features

View: Yes
View Type: City
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, Private School, Public School, T-Station, University

Location

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Neighborhood

Beacon Hill

27 Chestnut Street, Boston MA 02108

Boston, MA 02108

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
Advent School
0.2 mi
Grades K-06
Park Street School
0.2 mi
Grades K-07
The Learning Project
0.6 mi
Grades K-06
St. John Elementary School
0.9 mi
Grades PK-08
Kingsley Montessori School
0.9 mi
Grades PK-06
A
Eliot K-8 Innovation School
0.9 mi | #48 of 352 | Score: 57.2
Improved 2 spots from last year
-1.1 below state avg
784 students Diverse
Strong Attendance
Grades PK-08
D
Melvin H. King South End Academy
1.0 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
F
Blackstone Elementary School
1.2 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
C
Harvard-Kent Elementary School
1.4 mi | #589 of 824 | Score: 41.5
Dropped 181 spots from last year
-16.7 below state avg
334 students Very Diverse
Diverse Student Body
Grades PK-06
A-
Warren-Prescott K-8 School
1.4 mi | #85 of 352 | Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students Diverse
Grades PK-08
M

Middle Schools

10 schools
Middle School Academy
1.9 mi
F
Higginson/Lewis K-8 School
2.7 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
3.1 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.2 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
Dearborn Middle School
3.6 mi
Mother Caroline Academy
3.6 mi
Grades 05-08
Epiphany School
4.5 mi
Grades 05-08
C
Ohrenberger School
7.9 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
Edwards Middle
1.5 mi
UP Academy
1.9 mi
H

High Schools

10 schools
C
Quincy Upper School
0.7 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Newman School
0.8 mi
Grades 07-12
Cathedral High School
1.2 mi
9 sports • 430 athletes
Grades 07-12
D
Charlestown High School
1.6 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
2.2 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
A+
Boston Latin School
2.2 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
Dearborn STEM Academy
2.3 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
C-
East Boston High School
2.3 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
3.0 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
C
Ruth Batson Academy
3.0 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,197
Homeowners Insurance $200
HOA Fee $1,060/mo
PMI (if <20% down) $0

Loan Summary

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Total principal paid $0
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Property History

Market Insights

46.3%
Price Range
35
Total Days on Market
1
Previous Sales

Property Timeline

Current Active Listing - MLS #73504892
Full transaction history available when tracking began
🏡
Currently Listed
Apr 21, 2026
$2,699,000
MLS #73504892 - Active
Previous Transaction - MLS #72732235
Full transaction history available when tracking began
🏷️
Previously Sold
Jan 15, 2021
$1,880,000
MLS #72732235
Sold
Apr 24, 2020
$1,450,000
Property sold
Days on Market: 35
🏠
Listed for Sale
Feb 27, 2020
$1,495,000
Original listing
Agent: Lois Kunian Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Apr 25, 2026 Sold $2,699,000
Jan 15, 2021 Sold $1,880,000
Feb 27, 2020 New Listing Added $1,495,000

Market Statistics

Days on Market
38 days
Price per Sq Ft
$1,098

Tax History

Year Taxes Assessment
2019 $14,364 $1,362,800

Financial Details

Annual Property Tax
$14,364
Tax Year 2019
HOA Fee
$1,060
Monthly
Assessed Value
$1,362,800

Listing Information

Listing Office Gibson Sotheby's International Realty
Agent MLS ID BB981522
Office MLS ID BB5919
Listing Data Updated Apr 28, 2020 12:41 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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Market Analytics for Boston, MA

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