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214 Main Street, Poughkeepsie, NY 12601

Dutchess County

Key Facts

7,580Sq Ft
0.13Lot (acres)

Description

214 Main Street Downtown Poughkeepsie Opportunity Zone | Courtyard | Separately Deeded Parking | Value-Add Upside 214 Main is a 7,500+ SF fully renovated four-story commercial building located in the heart of Historic Downtown Poughkeepsie’s central business corridor and positioned within a federally designated Opportunity Zone. This asset offers rare flexibility: an investor can lease at market rates for stabilized yield, reposition for value-add upside, or occupy a flagship headquarters while generating income from additional floors. A Downtown Asset with Rare Amenities Unlike typical downtown inventory, 214 Main includes features that materially enhance both leasing velocity and long-term value: • Private Rear Courtyard A spacious and rare outdoor amenity ideal for tenant gatherings, hospitality activation, wellness programming, creative workspace use, or event-driven concepts. Outdoor space of this scale is a true scarcity asset. • Separately Deeded Adjacent Parking Lot (211 Union Street) Off-street parking for approximately 15 vehicles — a highly sought-after amenity in Downtown Poughkeepsie where dedicated parking is limited. This parcel is independently deeded, creating optionality for future monetization, development, or structured value enhancement. • Rare Outdoor Rooftop A private and rare outdoor amenity with multiple potential uses and a brand new waterproof roof. Building Configuration & Infrastructure Originally renovated in 2012, the property is professionally configured for single-tenant or multi-tenant occupancy. *10 private offices *2 conference rooms* Restrooms on every floor * Multiple storage areas *Separate utilities per level *Intercom system for controlled access *Large cellar-level recreation/training space suitable for classrooms, collaborative workspace, or tenant amenities The structure is handicap accessible and has undergone significant capital improvements, including: *Roof replacement *Updated front windows * Exterior lighting upgrades * Copper plumbing *Annual boiler and fire/alarm system inspections Heating is oil (above-ground tank). The layout supports straightforward floor-by-floor tenancy, enabling flexible lease structuring or phased occupancy. Prime Walkable Location 214 Main Street sits at the intersection of culture, commerce, and commuter flow: *Steps from the Bardavon 1869 Opera House *Near the Mid-Hudson Civic Center *Surrounded by restaurants, bars, retail, and nightlife *Close to government and municipal offices * Minutes to Metro-North (direct access to NYC) *Near Hudson River waterfront redevelopment This positioning supports strong demand from professional offices, medical administrative users, educational operators, nonprofits, creative service firms, and hybrid office concepts seeking urban vibrancy without Manhattan pricing. Opportunity Zone Advantage Located within a federally designated Opportunity Zone, qualified investors may benefit from capital gains tax deferral and potential long-term tax advantages (buyers to consult tax advisors). This designation enhances long-term hold strategies and repositioning opportunities. Investment Strategy & Upside The building will be delivered vacant, allowing for immediate repositioning and lease-up. With multiple floors, separately metered utilities, a private courtyard, and dedicated parking, the property provides: *Clear value-add lease-up potential * Owner-occupant with income strategy * Multi-tenant professional office conversion* Adaptive reuse potential *Long-term redevelopment optionality Downtown Poughkeepsie is undergoing sustained revitalization, and assets offering outdoor space, deeded parking, and walkable proximity to entertainment and transit are limited. 214 Main Street represents a rare combination of scale, flexibility, and embedded amenity value in a growing Hudson Valley market with direct commuter connectivity to New York City.

Property Information

Property Type

Commercial Sale

Sub-Type

Mixed Use

Living Area

7,580 sq ft

Lot Size

0.13 acres

Parking Spaces

14

MLS® Listing#

970337

Property Features

Appliances

Refrigerator

Cooling

Central Air

Heating

Forced Air

Basement

FinishedFullStorage SpaceWalk-Out Access

Parking

Parking LotPrivate

Construction

Brick

Security

Fire AlarmFire EscapeSecurity System

Utilities

Natural Gas AvailableCable AvailableElectricity Connected

Sewer

Public Sewer

Water Source

Public

Financial Details

Annual Taxes

$17,836

Assessed Value

$520,300

Parcel Number

131300-6062-84-981118-0000

Affordability Calculator

$339,800

Estimated monthly payment

$9,043/mo

Principal $1,359,200 · Est. interest $1,896,205 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Poughkeepsie, NY

$433,784
Median Listing Price
36
Median Days on Market
1,823
Median Sq Ft
$241
Median Price / Sq Ft
189
Active Listings
  • This home’s price is 292% above the area median.
  • Its price per sq ft is 7% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Poughkeepsie, NY.

Location

  • 214 Main Street, Poughkeepsie, NY 12601

Points of Interest in Poughkeepsie, NY

Showing the Poughkeepsie area map.

Nearby Schools

  • Columbus Elementary School

    Elementary · 0.2 mi away

  • Poughkeepsie Public School Teachers

    School · 0.2 mi away

  • Morse Young Magnet School

    Elementary · 0.4 mi away

  • Clinton Elementary School

    Elementary · 0.4 mi away

  • The Institute for Holistic Health

    School · 0.4 mi away

  • Our Lady of Mt Carmel Faith Formation Program

    School · 0.5 mi away

  • Warring Magnet Academy of Science and Technology

    School · 0.8 mi away

  • Smith Humanities Magnet School

    School · 1.0 mi away

  • Poughkeepsie City School District

    School · 1.1 mi away

  • Poughkeepsie High School

    Secondary · 1.1 mi away

  • Poughkeepsie Middle School

    Secondary · 1.3 mi away

  • Holy Trinity School

    School · 1.6 mi away

  • Arlington Central School District

    Secondary · 1.6 mi away

  • Rose Hill Manor Day School of Highland

    School · 1.7 mi away

  • Krieger Elementary School

    Elementary · 1.7 mi away

  • Alumnae Alumni Vassar College

    School · 1.8 mi away

  • Violet Avenue Elementary School

    Elementary · 1.9 mi away

  • Arthur S May School

    Elementary · 1.9 mi away

  • Arlington Middle School

    Elementary · 2.0 mi away

  • Highland Elementary School

    Elementary · 2.1 mi away

Commute Calculator

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
302-304 Main Street, Poughkeepsie, NY$1,290,00014,744
26 Gentry Bend, Poughkeepsie, NY$1,295,000433,358
188 Cottage Street, Poughkeepsie, NY$1,400,00012,832
26 Kimlin Court, Poughkeepsie, NY$1,595,000443,455
6 Conifer Court, Poughkeepsie, NY$1,704,000455,250
17 Forrest Way, Poughkeepsie, NY$1,750,000465,404

Moving Cost Estimate

EXIT Agents in Poughkeepsie

Listing Courtesy: K. Fortuna Realty, Inc. - 8456323492

Presented by: Ginalea Healy

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. 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. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#970337. © 2026EXIT Realty®. All rights reserved.