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27 Main Street

Kingston, NY 12401
  • $1,400,000
  • STATUS: Active
  • MLS #: 20252258
UPDATED: 38 min ago
$1,400,000
  • 0
    BEDS
  • 0.53
    ACRES
  • 0
    BATHS
  • 0
    1/2 BATHS
  • 8,663
    SQFT
  • $162
    $/SQFT
Neighborhood:
Type:
Commercial
Built:
1839
County:

School Ratings & Info

School District:

Description

PRICE REDUCED 250,000 to encourage offers. Prime Investment Opportunity in the Heart of Uptown Kingston. Strategically positioned in the heart of Kingston's historic Old Stockade Business District, 27 Main Street offers an exceptional opportunity for investors or owner-users to establish a commanding presence in Uptown Kingston. Located adjacent to the Ulster County government offices and a short walk to the County Courthouse, this rare offering includes three contiguous tax parcels totaling approximately 0.53 acres. The flagship property, 27 Main Street, is a distinguished two-story, 8663 SF commercial building constructed of limestone and brick in 1843. Rich with architectural character, it features soaring ceilings, grand columns, and original banking elements including a classic vault on the first floor and in the basement. A 1.9 million renovation in 2010 and a brand new roof installed in 2022 ensure modern functionality with historic charm. The first floor is leased to Rhinebeck Bank, a stable tenant since 2005. The Bank is in its second 10-year lease term, with 7 years remaining, and pays separately metered utilities. The second floor has been owner-occupied and will be delivered vacant. An ideal opportunity for office use or conversion in a low-vacancy office market. Alternatively, this space could be an amazing apartment or live/work space. Included in the sale are two additional parcels located at 264-266 Fair Street, totaling 0.23 acres and currently configured as a 32-space private parking lot. Of these, 7 are deeded exclusive use spaces, 20 unencumbered shared spaces, and 12 additional income producing spaces.. The parking lot offers immediate income potential or the ability to redevelop for a higher and better use, given its premium location in a fast-growing commercial corridor. Highlights: Three Contiguous Parcels | Total 0.53 Acres 7,415 SF Building | Built 1900 | Renovated 2010 2022 Net Operating Income: 113,896 New Roof (2022) Rhinebeck Bank: Long-Term Tenant (7 Years Remaining on Lease) 39 Space Parking Lot | Additional Development Potential Adjacent to Ulster County Office Building | Steps from Courthouse Separately Metered Utilities for Second Floor Significant Foot Traffic and Visibility in Uptown Kingston Whether you're looking for a flagship office location, an income-producing asset, or a development opportunity, 27 Main Street offers unmatched versatility, history, and prime positioning in one of the Hudson Valley's most vibrant commercial hubs.

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© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2026-04-15T17:53:18.23
www.thisoldhudsonrealestate.com/homes/164919779
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27 Main Street Kingston, NY 12401

  • Price: $1,400,000
  • Status: Active
  • On Site: Days
  • Updated: 38 min ago
  • MLS #: 20252258
0
Beds
0
Baths
0
½ Baths
0.53
Acres
8,663
SQFT
$162
$/SQFT
1839
Built
Neighborhood:
Kingston-City
County:
Ulster
Area:
Kingston-City
School District:
Kingston Consolidated
Property Description
PRICE REDUCED 250,000 to encourage offers. Prime Investment Opportunity in the Heart of Uptown Kingston. Strategically positioned in the heart of Kingston's historic Old Stockade Business District, 27 Main Street offers an exceptional opportunity for investors or owner-users to establish a commanding presence in Uptown Kingston. Located adjacent to the Ulster County government offices and a short walk to the County Courthouse, this rare offering includes three contiguous tax parcels totaling approximately 0.53 acres. The flagship property, 27 Main Street, is a distinguished two-story, 8663 SF commercial building constructed of limestone and brick in 1843. Rich with architectural character, it features soaring ceilings, grand columns, and original banking elements including a classic vault on the first floor and in the basement. A 1.9 million renovation in 2010 and a brand new roof installed in 2022 ensure modern functionality with historic charm. The first floor is leased to Rhinebeck Bank, a stable tenant since 2005. The Bank is in its second 10-year lease term, with 7 years remaining, and pays separately metered utilities. The second floor has been owner-occupied and will be delivered vacant. An ideal opportunity for office use or conversion in a low-vacancy office market. Alternatively, this space could be an amazing apartment or live/work space. Included in the sale are two additional parcels located at 264-266 Fair Street, totaling 0.23 acres and currently configured as a 32-space private parking lot. Of these, 7 are deeded exclusive use spaces, 20 unencumbered shared spaces, and 12 additional income producing spaces.. The parking lot offers immediate income potential or the ability to redevelop for a higher and better use, given its premium location in a fast-growing commercial corridor. Highlights: Three Contiguous Parcels | Total 0.53 Acres 7,415 SF Building | Built 1900 | Renovated 2010 2022 Net Operating Income: 113,896 New Roof (2022) Rhinebeck Bank: Long-Term Tenant (7 Years Remaining on Lease) 39 Space Parking Lot | Additional Development Potential Adjacent to Ulster County Office Building | Steps from Courthouse Separately Metered Utilities for Second Floor Significant Foot Traffic and Visibility in Uptown Kingston Whether you're looking for a flagship office location, an income-producing asset, or a development opportunity, 27 Main Street offers unmatched versatility, history, and prime positioning in one of the Hudson Valley's most vibrant commercial hubs.
Exterior Features

Exterior Features Lighting Fencing Fenced Foundation Details Brick/Mortar Lot Features Paved Road Frontage Type City Street Road Surface Type Paved Roof [] Waterfront Features []

Interior Features

Appliances [] Basement Unfinished Construction Materials [] Cooling Central Air Cooling YN Yes Electric 200+ Amp Service Flooring [] Heating Natural Gas Heating YN Yes

Property Features

Accessibility Features Yn Yes Building Features Private Restroom(s) Business Type Professional ServiceProfessional/Office Current Use Office General Tax 18497.58 Listing Terms [] Other Structures [] Owner Pays SewerTaxesWater Property Sub Type Business School Tax 34753.66 Security Features [] Sewer Public Sewer Special Listing Conditions [] Structure Type Office Tax Annual Amount 53251 Tax Assessed Value 982000 Tax Block 16 Tax Lot 4 Tenant Pays All Utilities Township City of Kingston Utilities [] Water Source Public

[Hudson Valley Catskill Region MLS] logo© 2026 by Hudson Valley Catskill Region MLS.
Listing # 20252258 provided courtesy of Nan Potter of Potter Realty: 845-331-0898.
© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2026-04-15T17:53:18.23
 
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This Old Hudson Team at Houlihan Lawrence
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