39 N Chestnut Street, New Paltz, NY

$999,999

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9

Beds

4

Baths

3,273

Square feet

0.15

Acres

About 39 N Chestnut Street

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.

Features of 39 N Chestnut Street

MLS® # 1000543
Price $999,999
Bedrooms 9
Bathrooms 4.00
Full Baths 4
Internal Footage 3,273
Square Footage 6534
Acres 0.15
Year Built 1890
Type Residential Income
Sub-Type Triplex
Style Victorian
Status Active

Community Information

Address 39 N Chestnut Street
City New Paltz
County Ulster County
State NY
Zip Code 12561

Amenities

Utilities Electricity Connected
Parking Driveway, Garage, Parking Lot
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Interior Features First Floor Bedroom, First Floor Full Bath, Natural Woodwork
Heating Forced Air
Cooling None
Fireplace No
Has Basement Yes
Basement Full, Unfinished, Walk-Out Access

Exterior

Exterior Features Courtyard
Lot Description Near Golf Course, Near Public Transit, Near School, Near Shops
Construction Brick

School Information

District New Paltz
Elementary Duzine
Middle New Paltz Middle School
High New Paltz Senior High School

Additional Information

Date Listed May 19th, 2026
Days on Market 105
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofeXp Realty

Listing Map

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