$1,699,000
214 Main St , Poughkeepsie, NY 12601
- 7,580
- sqft
- Status:
- Active
- MLS #:
- 970337
- County:
- Dutchess
- Listed By:
- Ginalea Healy - K. Fortuna Realty, Inc.
- Office Phone:
- (845) 632-3492
- Agent Email:
- Ginalea.Healy@gmail.com
Sponsoring Broker: Steven Domber, Berkshire Hathaway HomeServices Hudson Valley Properties
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.
Highlights
- Commercial Sale
- Mixed Use
- 0.13 Acre Lot
- 242 days on Market
-
- Construction Materials
- Brick
-
- Parking Features
- Private, Parking Lot
-
- Appliances
- Refrigerator
-
- Security Features
- Security System, Fire Alarm, Fire Escape
-
- Cooling
- Central Air
-
- Heating
- Forced Air
-
- Basement
- Finished, Full, Walk-Out Access, Storage Space
-
- Acres
- 0.13
-
- Utilities
- Cable Available, Natural Gas Available, Electricity Connected
-
- Water
- Public
-
- County
- Dutchess
-
- City
- Poughkeepsie
-
- Zip Code
- 12601
-
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Price History
| 03/12/2026 | Listed | $1,699,000 |
| Source: OneKey MLS #970337 | ||
| 07/23/2025 | Off Market | — |
| Source: OneKey MLS #884922 | ||
Source: MLS Data
Deed History
| 11/01/2012 | Deed | $277,500 |
Source: Public records via Constellation Data Labs
Mortgage History
| 11/25/2024 | Stand Alone Refi (Refinance of Original Loan) | $1,200,000 |
| 08/14/2014 | Commercial | $250,000 |
| 11/01/2012 | Commercial | $210,000 |
| 01/07/2005 | Commercial | $220,000 |
Source: Public records via Constellation Data Labs
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Frequently Asked Questions
How do I schedule a tour of 214 Main St?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 214 Main St.
They know commercial sales in the area well and can give you the guidance you need to buy with confidence.
How do I get more information about 214 Main St?
Click Ask a Question to talk with our team. You already know it is a N/A bed, N/A bath, listed for $1,699,000. We can talk through recent upgrades, potential seller motivation, how this mixed use compares to others in Poughkeepsie, and can even get you in to see the property quickly.
How much is the monthly mortgage payment for 214 Main St?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 214 Main St at around $11,155. This includes estimated property taxes and insurance.
Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.
How do I get pre-approved to buy 214 Main St?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Dutchess County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 214 Main St?
In most cases, yes. Whether 214 Main St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Poughkeepsie's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 214 Main St?
We can handle that for you. Our preferred local agent specializes in commercial sales in Poughkeepsie and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $1,699,000 with 7,580 sqft of space—that comes out to approximately $224 per square foot.
How long has this property been on the market?
214 Main St was listed on March 12, 2026, which means it's been on the market for 242 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
What is the lot size of this property?
214 Main St sits on a 0.13-acre lot, which is 5,663 square feet.
What are the property taxes for 214 Main St?
The most recent public record shows annual property taxes for 214 Main St were approximately $17,836. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is 214 Main St still available for sale?
Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.
Source: ez Home Search, MLS Data
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Listing information 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 by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.
Last Updated: November 09, 2026 at 08:04AM | Source: OneKey MLS | MLS#: 970337
