$792,994 - $2,017,000
RENTED JUL 31, 2025

39 Chestnut St Unit 5 Boston, MA 02108

Beacon Hill Neighborhood
2 Beds
2.5 Baths
1,252 Sq Ft
$1,092 Price per Sq Ft

Highlights

  • Medical Services
  • Property is near public transit
  • 4-minute walk to The Boston Common Frog Pond
  • 9,999 Sq Ft lot
  • Jogging Path

About This Home

As of July 2025

Entire unit has just been painted! Stunning duplex two bedroom unit with private roof deck. Location can't be beat. Fourth floor walk up. Floor through unit. Corner unit of Chestnut and Willow St. Amazing location one block from Charles St. Each spacious bedroom with ensuite bath gets great natural light. Second bedroom has an optional Murphy bed. Separate area for an office space. In unit washer/dryer, decorative fireplace, extremely high ceilings. Huge walk in closet. Period detail throughout. Central AC, hardwood floors, designer lighting throughout. Walk upstairs to the open living space. Stunning roof deck 360 degree views with amazing vistas of Boston! Pocket 1/2 bath in the living room. Gourmet kitchen with eat in island is a chef's dream. Built in wine holder. This unit ticks every box. End your day on your own private roof deck. Photos from past tenant. Heat & hot water included in the rent. Armoire remains with the unit.

Last Agent to Rent the Property

Dianne Olszewski

Sterling Beacon Hill Listed on: 05/23/2025

Last Renter's Agent

Alexandra Post

Engel & Volkers Boston

Property Details

Home Type

  • Multi-Family

Est. Annual Taxes

  • $8,423

Year Built

  • 1860

Lot Details

  • 9,999

Home Design

  • 1,252 Sq Ft Home
  • Apartment
  • Entry on the 4th floor

Kitchen

  • Range
  • Microwave
  • Freezer
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 2 Bedrooms

Laundry

  • Dryer
  • Washer

Additional Features

  • 9,999 Sq Ft Lot
  • Property is near public transit
  • No Cooling

Listing and Financial Details

  • Security Deposit $3,450
  • Property Available on 7/1/25
  • Rent includes heat, hot water, sewer, snow removal
  • 12 Month Lease Term
  • Assessor Parcel Number 3356546

Community Details

Recreation

  • Jogging Path

Pet Policy

  • Call for details about the types of pets allowed

Additional Features

  • Property has a Home Owners Association
  • Medical Services

Property Details

Home Type

Multi-Family

Est. Annual Taxes

$8,423

Year Built

1860

Lot Details

0

Rental Info

  • Pets Allowed: Yes w/ Restrictions
  • Available Date: 2025-07-01
  • Lease Term: Term of Rental(12)
  • Available Now: No
  • Deposit Required: Yes
  • FIRST MON REQD: Yes
  • INSURANCE REQD: Yes
  • LAST MON REQD: Yes
  • REFERENCES REQD: Yes
  • SEC DEPOSIT: 3450

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Apartment
  • Entry Level: 4
  • Year Round: Yes
  • CoOp Comp: 50/50
  • Special Features: None
  • Year Built: 1860

Interior Features

  • Fireplace YN: No
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
  • Total Bedrooms: 2
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bathrooms: 3
  • Total Bathrooms: 2.5
  • Above Grade Finished Sq Ft: 1252
  • Living Area: 1252
  • Spa YN: No
  • MAIN LO: AN4467
  • LIST PRICE PER Sq Ft: 5.51
  • PRICE PER Sq Ft: 5.23
  • MAIN SO: AN2593

Exterior Features

  • Home Warranty YN: No
  • Waterfront YN: No

Utilities

  • Cooling Y N: No

Condo/Co-op/Association

  • Association YN: Yes
  • Community Features: Public Transportation, Walk/Jog Trails, Medical Facility, T-Station
  • Rent Includes: Heat, Hot Water, Sewer, Snow Removal
  • Senior Community YN: No
  • UNIT BUILDING: #5

Lot Info

  • Parcel Number: 3356546
  • Farm Land Area Units: Square Feet
  • Lot Size Sq Ft: 9999
  • Lot Size Units: Acres
  • Property Attached YN: Yes

Multi Family

  • Basement Included Sq Ft: No

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Dec 21, 2009
Sold by
Phelps Richard A
Bought by
Friend Douglas J
Current Estimated Value
$1,367,499

Purchase Details

Closed on
Jan 31, 2001
Sold by
Crozier Matthew E and Crozier Kelly G
Bought by
Phelps Richard A

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$636,000
Interest Rate
7.14%
Mortgage Type
Purchase Money Mortgage
Source: Public Records

Range of Values:

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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Friend Douglas J $965,000 --
Phelps Richard A $795,000 --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Phelps Richard A $173,000
Open Phelps Richard A $465,000
Previous Owner Phelps Richard A $636,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
07/31/2025 07/31/25 Rented $6,550 -5.1% --
07/28/2025 07/28/25 Under Contract -- -- --
05/23/2025 05/23/25 For Rent $6,900 +31.4% --
06/10/2020 06/10/20 Rented $5,250 -4.5% --
06/03/2020 06/03/20 Under Contract -- -- --
05/22/2020 05/22/20 For Rent $5,500 -- --
Source: MLS Property Information Network (MLS PIN)

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,423 $727,400 $0 $727,400
2024 $7,929 $727,400 $0 $727,400
2023 $7,507 $699,000 $0 $699,000
2022 $7,311 $672,000 $0 $672,000
2021 $7,029 $658,800 $0 $658,800
2020 $6,643 $629,100 $0 $629,100
2019 $6,375 $604,800 $0 $604,800
2018 $5,980 $570,600 $0 $570,600
2017 $5,868 $554,100 $0 $554,100
2016 $5,696 $517,800 $0 $517,800
2015 $6,373 $526,300 $0 $526,300
2014 $6,131 $487,400 $0 $487,400
Source: Public Records

Agents Affiliated with this Home

  • D

    Landlord's Agent in 2025

    Dianne Olszewski

    Sterling Beacon Hill

    (617) 817-5541

    1 in this area

    5 Total Sales

    Dianne Olszewski
    Section Image

  • A

    Tenant's Agent in 2025

    Alexandra Post

    Engel & Volkers Boston

  • J

    Seller's Agent in 2020

    Jonathan Finlay

    Longwood Residential, LLC

    (617) 396-3100

    9 Total Sales

    Jonathan Finlay
    Section Image
  • Nicole Kalmanidis

    Buyer's Agent in 2020

    Nicole Kalmanidis

    Coldwell Banker Realty - Boston

    (860) 335-7841

    44 Total Sales

    Nicole Kalmanidis
    Section Image
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Map

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73379446

MLS Property Information Network (MLS PIN)

APN: CBOS-000000-000005-001532-000010

Massachusetts Suffolk County Boston 02108 Beacon Hill

39 Chestnut St Unit 5, Boston, MA

This home is located at 39 Chestnut St Unit 5, Boston, MA 02108 since 23 May 2025 and is currently priced at $1,367,499. This property was built in 1860. 39 Chestnut St Unit 5 is a home located in Suffolk County with nearby schools including Advent School, Torit Montessori School, and Park Street School.

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MLS Property Information Network (MLS PIN) The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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