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142 Chestnut St 89, Boston MA 02108
142 Chestnut St 89, Boston MA 02108
Massachusetts>Boston>Flat of the Hill

142 Chestnut St 89Boston, MA 02108

For Sale

$2,950,000

Smart Buyer Rebate $14,750

Fully renovated 2+ bedroom, 2.5 bath duplex on the Flat of Beacon Hill! This italiante style turn of the century building is comprised of 9 owner occupied units, offer professional off site management, a charming shared courtyard and an elevator to every floor. This 3rd and 4th floor duplex has been completely renovated and offers front facing views over prestigious Chestnut Street from every room. An open concept living area with hardwood floors, a decorative fireplace and elegant crown molding is adjacent to a large eat in kitchen with top of the line appliances and large dining area. This gracious first floor offers a large foyer with entry storage, half bath and elegant staircase to second floor bedrooms and study. A serene primary suite has abundant storage and an attached spa like bath with soaking tub, separate shower and two vanities. A large guest bedroom and an open study share a full bath accessed from the hall way. Complete with central air, private storage & elevator!

Last updated September 12, 2026

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Source: MLSPin #73487100

Listing Facts

  • TypeCondo
  • NeighborhoodFlat of the Hill
  • Bedrooms2
  • Bathrooms3
  • Days on Prevu183
  • HOA/Maint. Fees$1,408/month
  • Taxes$28,286/year
  • Size1,875 sqft
  • Price per sqft$1,573

Amenities

  • Pets Allowed
  • Air Conditioning
  • Storage

Location

Mortgage Calculator

Listing History

09/08/2026
Price Decreased
$2,950,000
03/16/2026
Listed by
$3,150,000
  1. 09/08/2026$2,950,000
    Price Decreased
  2. 03/16/2026$3,150,000
    Listed by

Property Details for 142 Chestnut St 89

Association

Amenities

  • Association Amenities: Hot Water, Elevator(s), Storage
  • Community Features: Tennis Court(s), Park, Other
  • Pets Allowed: Yes

Fees

  • Association Fee: $1,408.00 Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Snow Removal

Exterior

Construction

  • Number Of Units Total: 9
  • Property Attached: Yes
  • Stories: 2
  • Stories Total: 2
  • Year Built: 1930
  • Year Built Details: Approximate
  • Entry Level: 3
  • Entry Location: Unit Placement(Upper)

Measurements

  • Building Area Total: 1,875
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.07
  • Lot Size Area: 0
  • Lot Size Square Feet: 3,230
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: W:05 P:02535 S:015,4759182
  • Tax Annual Amount: $28,286.00
  • Tax Assessed Value: $2,442,700.00
  • Tax Year: 2025

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 1

Measurements

  • Living Area: 1,875
  • Living Area Source: Public Records

Rooms

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 2
  • Rooms Total: 5

Parking

Parking

  • Open Parking: Yes
  • Parking Features: On Street

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Central, Heat Pump
  • Has Heating: Yes
  • Other Equipment: Intercom
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this condo have?

There are 2 bedrooms and 3 bathrooms in this condo at 142 Chestnut St 89.

Are pets allowed at 142 Chestnut St?

Yes, 142 Chestnut St allows pets.

What are the annual taxes for 142 Chestnut St 89?

Annual taxes for this condo are estimated at $28,286.

How does 142 Chestnut St 89 compare to other condos in Flat of the Hill?

This condo is listed 2% above the average price for condos in Flat of the Hill and has been on the market for 95 more days than the typical home in this area.

What is the square footage on this condo?

According to the MLS, this listing is 1,875 sqft.

142 Chestnut St 89 is a 2-bedroom, 3-bath condo for sale in Boston MA 02108. Available on Prevu for 183 days at $2,950,000. This includes a recent price decrease of $200,000. This property features 1,875 square feet of living space, located in Flat of the Hill. The median listing price for condos in this area is $4,795,000. The home offers pets allowed, air conditioning, and storage. View other condo listings in Boston.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.