39 N Chestnut Street,New Paltz, NY 12561
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. 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.
Details
| MLS # | 1000543 |
|---|---|
| Listing Type | For Sale |
| Sub-Type | Resale |
| Status | Active |
| Year | 1890 |
| Days On Site | 93 |
| Listing Provided By | eXp Realty | Jacob M. Cohen |
Features
| Bed(s) | 9 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 3,273 |
| Garage | 1 |
| Basement | Y |
| Units | 3 |
| Acreage | 0.15 |
| Golf Course | Yes |
Interior
| Cooling | None |
|---|---|
| Heating | Forced Air |
| Interior Features | First Floor Bedroom, First Floor Full Bath, Natural Woodwork |
Exterior
| Exterior Features | Courtyard |
|---|---|
| Construction Materials | Brick |
| Lot Features | Near Golf Course, Near Public Transit, Near School, Near Shops |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Driveway, Garage, Parking Lot |
Utilities
| Utilities | Electricity Connected |
|---|---|
| Sewer | Public Sewer |
Taxes
| Tax Year | 2026 |
|---|---|
| Tax Assessed Value | 380000 |
| Tax Annual Amount | 15244 |
Area Information
| State | NY |
|---|---|
| County | Ulster County |
| City | New Paltz |
| Zip Code | 12561 |
| School District | New Paltz Senior High School |
| Elementary School | Duzine |
| High School | New Paltz Senior High School |
| Listing VS Median (in 12561) | |
Price: $999,999 low | high Med: $525,000 sqft: 3,273 low | high Med: 2,352 $ / sqft: $306 low | high Med: $223 On site: 93 low | high Med: 88 | |
Market Activity 12561
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Learn More About This Property
| State | NY |
|---|---|
| County | Ulster County |
| City | New Paltz |
| Zip Code | 12561 |
| School District | New Paltz Senior High School |
| Elementary School | Duzine |
| High School | New Paltz Senior High School |
| Listing VS Median (in 12561) | |
Price: $999,999 low | high Med: $525,000 sqft: 3,273 low | high Med: 2,352 $ / sqft: $306 low | high Med: $223 On site: 93 low | high Med: 88 | |
 | $2,250,0001-3 Water StreetNew Paltz, NY 12561 |