# 39 N Chestnut Street, New Paltz, NY 12561 > **TL;DR:** 9bd/4ba multi-family, $999,999, built 1890. > 1-car garage. Est. $5,349/mo. Listed 167 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $999,999 | | Bedrooms | 9 | | Bathrooms | 4 full | | Year Built | 1890 | | Lot Size | 6,534 sqft (0.15 acres) | | Garage | 1-car | | Property Type | Multi-Family (Triplex) | | Status | Active | | Days on Market | 167 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,057 | | Estimated Insurance | $292 | | **Total** | **$5,349** | ## Nearby Schools - **Elementary:** Duzine - **Middle:** New Paltz Middle School - **High:** New Paltz Senior High School ## Key Amenities - 1-car garage ## Property Highlights - Built in 1890 - 0.15 acre lot ## Description ### Agent Description Charming 1890 brick Victorian triplex in the heart of the Village of New Paltz. Located at 39 N Chestnut St, this well-maintained multi-family property offers a rare opportunity for both owner-occupants and investors seeking strong, consistent rental income in one of the Hudson Valley's most sought-after and high-demand village locations. It also presents a unique tri-family getaway opportunity, ideal for extended family use, multi-generational living, or a shared Hudson Valley retreat with income potential. The location is truly exceptional - set in the vibrant village core where everything is just steps away. Enjoy immediate access to SUNY New Paltz, local cafes, restaurants, shops, and daily conveniences, along with direct proximity to the Rail Trail for recreation and an easy connection to the broader Hudson Valley lifestyle. The Trailways bus station is also nearby, providing direct and convenient access to New York City for commuters and visitors alike. The property features a total of 3,273 square feet with three separate units. The first floor consists of a spacious 2-bedroom apartment with an additional flex room that generates $3,150/month. The second-floor unit is a 3-bedroom apartment with a monthly rental income of $2,625. The third-floor unit is a 4-bedroom apartment generating $2,735/month. Total monthly rental income is $8,510, equating to $102,120 annually. Recent improvements include a new roof installed in 2025. Tenants are responsible for their own heat and electric, helping to minimize owner expenses. The property offers off-street parking at the rear, along with a detached garage. A rare opportunity to own a character-filled 1890 brick Victorian multi-family property in a premier Village of New Paltz location - offering strong income, long-term upside, and unmatched walkability in a consistently in-demand rental market. ## Location - **Address:** 39 N Chestnut Street, New Paltz, NY 12561 - **County:** Ulster County - **Coordinates:** 41.750598, -74.086122 - **Google Maps:** https://www.google.com/maps?q=41.750598,-74.086122 ## Listing Agent - **Name:** Jacob M. Cohen - **Brokerage:** eXp Realty - **Broker Phone:** (888) 276-0630 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/39-N-Chestnut-St_New-Paltz_NY_12561_M32819-02004?f=listhub&s=MLSLINY&m=1000543&c=propsimple) ## Photos ![39 N Chestnut Street - Photo 1](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f1696161401r.jpg) ![39 N Chestnut Street - Photo 2](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f1292421178r.jpg) ![39 N Chestnut Street - Photo 3](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2296897276r.jpg) ![39 N Chestnut Street - Photo 4](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f155304653r.jpg) ![39 N Chestnut Street - Photo 5](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2838935177r.jpg) ![39 N Chestnut Street - Photo 6](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3577538901r.jpg) ![39 N Chestnut Street - Photo 7](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2379313163r.jpg) ![39 N Chestnut Street - Photo 8](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f732336110r.jpg) ![39 N Chestnut Street - Photo 9](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f463499465r.jpg) ![39 N Chestnut Street - Photo 10](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2768067477r.jpg) ![39 N Chestnut Street - Photo 11](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3897838755r.jpg) ![39 N Chestnut Street - Photo 12](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f4210522504r.jpg) ![39 N Chestnut Street - Photo 13](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2025412258r.jpg) ![39 N Chestnut Street - Photo 14](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3300401912r.jpg) ![39 N Chestnut Street - Photo 15](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3465609844r.jpg) ![39 N Chestnut Street - Photo 16](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2781764751r.jpg) ![39 N Chestnut Street - Photo 17](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f4283028543r.jpg) ![39 N Chestnut Street - Photo 18](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2912467284r.jpg) ![39 N Chestnut Street - Photo 19](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f188540154r.jpg) ![39 N Chestnut Street - Photo 20](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2604786267r.jpg) ![39 N Chestnut Street - Photo 21](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2266906406r.jpg) ![39 N Chestnut Street - Photo 22](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3107927127r.jpg) ![39 N Chestnut Street - Photo 23](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3041467617r.jpg) ![39 N Chestnut Street - Photo 24](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f1352911282r.jpg) ![39 N Chestnut Street - Photo 25](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2764270301r.jpg) ![39 N Chestnut Street - Photo 26](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f495476303r.jpg) ![39 N Chestnut Street - Photo 27](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f2709596099r.jpg) ![39 N Chestnut Street - Photo 28](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f3250820766r.jpg) ![39 N Chestnut Street - Photo 29](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f1820634238r.jpg) ![39 N Chestnut Street - Photo 30](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f428051670r.jpg) ![39 N Chestnut Street - Photo 31](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f1513018347r.jpg) ![39 N Chestnut Street - Photo 32](http://lh.rdcpix.com/841c722381013bf9e41b0bc6380863e0l-f4211016655r.jpg) --- **MLS#:** 1000543 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/39-n-chestnut-street-new-paltz-ny-12561-e2725ffa3b494ff9bab8fb3cb6ae67dc) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/39-n-chestnut-street-new-paltz-ny-12561-e2725ffa3b494ff9bab8fb3cb6ae67dc#listing", "url": "https://www.propertysimple.ai/listing/39-n-chestnut-street-new-paltz-ny-12561-e2725ffa3b494ff9bab8fb3cb6ae67dc", "name": "39 N Chestnut Street, New Paltz, NY 12561", "description": "Charming 1890 brick Victorian triplex in the heart of the Village of New Paltz. Located at 39 N Chestnut St, this well-maintained multi-family property offers a rare opportunity for both owner-occupants and investors seeking strong, consistent rental income in one of the Hudson Valley's most sought-after and high-demand village locations. It also presents a unique tri-family getaway opportunity, ideal for extended family use, multi-generational living, or a shared Hudson Valley retreat with income potential. The location is truly exceptional - set in the vibrant village core where everything is just steps away. Enjoy immediate access to SUNY New Paltz, local cafes, restaurants, shops, and daily conveniences, along with direct proximity to the Rail Trail for recreation and an easy connection to the broader Hudson Valley lifestyle. The Trailways bus station is also nearby, providing direct and convenient access to New York City for commuters and visitors alike. The property features a total of 3,273 square feet with three separate units. The first floor consists of a spacious 2-bedroom apartment with an additional flex room that generates $3,150/month. The second-floor unit is a 3-bedroom apartment with a monthly rental income of $2,625. The third-floor unit is a 4-bedroom apartment generating $2,735/month. Total monthly rental income is $8,510, equating to $102,120 annually. Recent improvements include a new roof installed in 2025. Tenants are responsible for their own heat and electric, helping to minimize owner expenses. The property offers off-street parking at the rear, along with a detached garage. 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