39 N Chestnut Street
New Paltz, NY, 12561 $ 999,999
Bedrooms9 Baths4.0 Sq 3,273 Monthly Estimate*
$ 6,314
for $999,999 with 9 bedrooms and 4 full baths. This 3,273 square foot home was built in 1890 on a lot size of 0.15.
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 $3,300/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 $3,000/month. Total monthly rental income is $8,925, equating to $107,100 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.
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FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Natural Woodwork
Basement Full Unfinished Walk-Out Access
Total Fireplaces 0
Basement Features Full Unfinished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N N
Total Bedrooms 9
Total Baths 4
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GeneralSewer Public Sewer
Heating Forced Air
Cooling None
Utilities Electricity Connected
Garage Spaces 1
Architectural Style Victorian
Construction Materials Brick
Year Built 1890
Property Subtype Triplex
Tax Year 2026
Parcel Number 3801-086.034-0001-009.100-0000
County Ulster County
Property Type Residential Income
Garage Y/N Y
Full Baths 4
Directions From Main St turn onto 32 N. The red brick Victorian will be on the left.
High School New Paltz Senior High School
City New Paltz
Senior Community Y/N N
High School District New Paltz
Number Of Units Total 3
Carport Spaces 0
Carport Y/N N
Elementary School Duzine
Property Attached Y/N N
Tax Annual Amount 15244
Middle/Junior High School New Paltz Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District New Paltz
Elementary School District New Paltz
Tax Assessed Value 380000
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ExteriorExterior Amenities Courtyard
Parking Features Driveway Garage Parking Lot Driveway Garage Parking Lot
Water Source Public
Building Area Total 3273
Waterfront Y/N N
Road Frontage Type Municipal
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* Excluded FeaturesList ByJacob M. CohenListing Agent
Jacob@stevensrealtygrp.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $6,314
- Monthly Property Taxes
- $1,270
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in New Paltz, NY
Average List Price $764,375
Percent of Sale Price 24%
About New Paltz, NY 14,065 Population
10% Since 2002
$ 72,398 Median Income
27.93 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892290 Elementary School
4098940 Middle School
New Paltz Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/10/2026 | $999,999 | -16.67% | Price Down |
| 5/20/2026 | $1,199,999 | | Listed Price |