214 Main StreetDowntown PoughkeepsieOpportunity Zone | Courtyard | Separately Deeded Parking | Value-Add Upside214 Main is a 7,500+ SF fully renovated four-story commercial building located in the heart ofHistoric Downtown Poughkeepsie’s central business corridor and positioned within a federallydesignated Opportunity Zone.This asset offers rare flexibility: an investor can lease at market rates for stabilized yield, reposition forvalue-add upside, or occupy a flagship headquarters while generating income from additional floors. A Downtown Asset with Rare AmenitiesUnlike typical downtown inventory, 214 Main includes features that materially enhanceboth leasing velocity and long-term value: Private Rear CourtyardA spacious and rare outdoor amenity ideal for tenant gatherings, hospitality activation, wellnessprogramming, creative workspace use, or event-driven concepts. Outdoor space of this scale is a truescarcity asset. Separately Deeded Adjacent Parking Lot (211 Union Street)Off-street parking for approximately 15 vehicles a highly sought-after amenity in DowntownPoughkeepsie where dedicated parking is limited. This parcel is independently deeded, creatingoptionality for future monetization, development, or structured value enhancement. Rare Outdoor RooftopA private and rare outdoor amenity with multiple potential uses and a brand new waterproof roof. Building Configuration & InfrastructureOriginally renovated in 2012, the property is professionally configured for single-tenant or multi-tenantoccupancy.*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, ortenant amenitiesThe 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 inspectionsHeating is oil (above-ground tank).The layout supports straightforward floor-by-floor tenancy, enabling flexible lease structuring or phasedoccupancy. Prime Walkable Location214 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 redevelopmentThis positioning supports strong demand from professional offices, medical administrative users,educational operators, nonprofits, creative service firms, and hybrid office concepts seeking urbanvibrancy without Manhattan pricing. Opportunity Zone AdvantageLocated within a federally designated Opportunity Zone, qualified investors may benefit from capitalgains tax deferral and potential long-term tax advantages (buyers to consult tax advisors). Thisdesignation enhances long-term hold strategies and repositioning opportunities. Investment Strategy & UpsideThe building will be delivered vacant, allowing for immediate repositioning and lease-up. With multiplefloors, 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 optionalityDowntown 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 agrowing Hudson Valley market with direct commuter connectivity to New York City.
| MLS # | 970337 |
|---|---|
| Listing Type | For Sale |
| Style | Mixed Use |
| Sub-Type | Resale |
| Status | Active |
| Days On Site | 181 |
| Listing Provided By | K. Fortuna Realty, Inc. | Ginalea Healy |
| SQ Feet | 7,580 |
|---|---|
| Basement | Y |
| Zoning | C-2 |
| Acreage | 0.13 |
| Cooling | Central Air |
|---|---|
| Heating | Forced Air |
| Appliances | Refrigerator |
| Security Features | Fire Alarm, Fire Escape, Security System, Video Cameras |
|---|---|
| Construction Materials | Brick |
| Parking Features | Parking Lot, Private |
|---|
| Utilities | Cable Available, Electricity Connected, Natural Gas Available, Trash Collection Public |
|---|---|
| Sewer | Public Sewer |
| Tax Year | 2025 |
|---|---|
| Tax Assessed Value | 520300 |
| Tax Annual Amount | 17836.13 |
| State | NY |
|---|---|
| County | Dutchess County |
| City | Poughkeepsie |
| Zip Code | 12601 |
| Listing VS Median (in 12601) | |
Price: $1,699,000 low | high Med: $329,000 sqft: 7,580 low | high Med: 1,027 $ / sqft: $224 low | high Med: $320 On site: 181 low | high Med: 43 | |
| State | NY |
|---|---|
| County | Dutchess County |
| City | Poughkeepsie |
| Zip Code | 12601 |
| Listing VS Median (in 12601) | |
Price: $1,699,000 low | high Med: $329,000 sqft: 7,580 low | high Med: 1,027 $ / sqft: $224 low | high Med: $320 On site: 181 low | high Med: 43 | |