39 High Street, Boston, MA 02129

$3,500,000 - Charlestown

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Majestic Four-Family brick townhouse just off Monument Square! 5200+ Gross SF! Remarkably & tastefully renovated (2010) & fully sprinklered with a certified rear fire escape. Absolutely nothing needed! Be the fortunate new owner occupant or the very astute investor to acquire this legacy asset! Sweeping entrance foyer with inviting grand staircase, custom-built with raised panel wainscoting! Enormous Owner’s duplex offers 2 BR & 2.5 BA with towering ceilings, a formal living room with a gas fireplace & a huge gourmet chef's kitchen/dining room with direct access to a private deck & courtyard! Large garden level 1 BR unit with great entertaining space. Third & fourth floors have floor-through 2 BR, 1 BA units offering a desirable open concept living/dining and stunning Skyline & Back Bay views! Hardwood flooring, central air, in-unit laundry & gas fireplaces. Irreplaceable at this price, in this condition and in this location! Seller welcomes offers with requests for buyer concessions.

— MLSPIN #: 73345204

Map of 39 High Street, Boston, MA 02129

39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
39 High Street, Charlestown, Boston, MA 02129 39 High Street, Charlestown, Boston, MA 02129
List Price:$3,500,000
Status:New
MLS ID:73345204
Town:Boston
Neighborhood:Charlestown
County:Suffolk
Zip:02129
Property Type:Residential Income
Property Sub Type:4 Family - 4 Units Up/Down
Bedrooms:7
Full Baths:5
Half Baths:1
Living Area:5,200 sqft
Acres:0.03
Taxes:16,826
Lot Features:Level
Parking Features:On Street
Status:Active
Water Source:Public
Year Built:1900
Directions:Monument Square to High Street
Foundation Details:Granite
Construction Materials:Brick
Listing Contract Date:2025-03-13
Fireplace?:Yes
Lot Size Area:0.03
Lot Size Square Feet:1,500
Fireplaces Total:4
Rooms Total:19
Bathrooms Total Integer:6
Basement:true
Basement:Full, Finished, Walk-Out Access
Building Area Source:Measured
Building Area Total:5,200
Community Features:Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, Public School, T-Station
Levels:8
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:4
Open Parking?:Yes
Parcel Number:1281727
Patio And Porch Features:Deck, Patio - Enclosed
Road Frontage Type:Public
Sewer:Public Sewer
Zoning:0111
Stories Total:8
View:City View(s)
Year Built Source:Public Records
Disclosures:If you have a qualified buyer, inquire for floor plans and income & expense statement along with current lease terms. Agent has letters of lead compliance for each unit.
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Apod Available:No
Cooling Units:4
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:4
Disclosure:No
Dpr Flag:No
Flrs 2:1
Flrs 3:3
Flrs 4:4
Heat Units:4
Heat Zones:4
Lead Paint:Yes
Lease 1:Yes
Lease 2:Yes
Lease 3:Yes
Lease 4:Yes
Levels 1:1
Levels 2:2
Levels 3:1
Levels 4:1
Listing Alert:No
List Price Per Sqft:$673.08
Page:320
Price Per Sqft:$673.08
Square Feet Incl Base:Yes
Uffi:No
Year Round:Yes
Original List Price:$3,500,000
Tax Assessed Value:$1,439,600
Tax Year:2025
View?:Yes
Year Built Details:Approximate
Waterview Flag:No
Bedrms 1:1
Bedrms 2:2
Bedrms 3:2
Bedrms 4:2
F Bths 1:1
F Bths 2:2
F Bths 3:1
F Bths 4:1
Hot Water:Natural Gas
H Bths 2:1

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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.

MLS Property Information Network, Inc. data last updated on March 14, 2025 08:22 PM

Property Last Updated: March 14, 2025 10:16 AM

Listing Courtesy of: Gibson Sotheby's International Realty
Listing Agent: Frank A Celeste
617-872-3227