

1 / 39$2,850,000
4 bd · 3.5 ba · 3,446 sqft · Single Family
16 Chestnut Street
Charlestown, Boston, MA 02129
Listing courtesy of Zachary Endicott, RE/MAX Encore · MLS PIN #73512592
$2,625,000
Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.
Listing courtesy of Tracy Shea, Coldwell Banker Realty - Boston · MLS PIN #73581324
MLS PIN #73581324 · Listed September 23, 2026
32 Pleasant Street, Charlestown, Boston · All Charlestown homes
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.
$2,625,000
32 Pleasant Street


1 / 39$2,850,000
4 bd · 3.5 ba · 3,446 sqft · Single Family
Charlestown, Boston, MA 02129
Listing courtesy of Zachary Endicott, RE/MAX Encore · MLS PIN #73512592


1 / 36$2,199,000
3 bd · 3.5 ba · 3,360 sqft · Single Family
Charlestown, Boston, MA 02129
Listing courtesy of Tracy Shea, Coldwell Banker Realty - Boston · MLS PIN #73574730


1 / 34$3,050,000
4 bd · 3.5 ba · 2,658 sqft · Single Family
Bay Village, Boston, MA 02116
Listing courtesy of Marina Papanova, New Neighbors, Inc. · MLS PIN #73591528


1 / 40$2,999,999
4 bd · 3 ba · 3,440 sqft · Single Family
Back Bay, Boston, MA 02115
Listing courtesy of Moshe Elmekias, Gibson Sotheby's International Realty · MLS PIN #73570245
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.