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39 N Chestnut Street
New Paltz, NY 12561
FOR
SALE
$999,999
Active
9
Beds
4
Baths
1
Garage
3,273
Sqft
0.15
Acres
MLS# 1000543
Cumulative Days on Market: 123 · Includes prior listings · Currently listed since 05/20/26 · Data provided by the MLS.

Property 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.

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Property Highlights

Property Type
Residential Income
Property Sub Type
Triplex
Architectural Style
Victorian
Bedrooms
9
Total Bathrooms
4
Acres
0.15
Year Built
1890
Cumulative Days On Market
92

Location

City/Township
New Paltz
Post Office/Town
New Paltz
County
Ulster County

Property Details

Price
$999,999
Property Type
Residential Income
Property Sub Type
Triplex

Building

Total Area
3,273 Sqft

Community

Local Schools

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

Interior Features

Bedrooms and Bathrooms

Total Bathrooms
4
Full Bathrooms
4
Bedrooms
9

Rooms and Basement

Has Basement
Yes
Basement Features
Full, Unfinished, Walk-Out Access

Area and Spaces

Number of Units
3

Interior Features

Interior Features
First Floor Bedroom, First Floor Full Bath, Natural Woodwork

Heating and Cooling

Heating Features
Forced Air

Building Details

Construction

Architectural Style
Victorian
Year Built
1890

Materials

Construction Materials
Brick

Terms

Terms

Special Conditions
None
Cumulative Days On Market
92

Taxes

Tax

Tax (Annual)
$15,244
Tax Assessed Value
380000.00

Heating, Cooling & Utilities

Cooling Features
None

Utilities

Utilities
Electricity Connected
Sewer
Public Sewer
Water Source
Public

Lot

Acres
0.15
Lot Size Area Sq Ft
6,534
Lot Features
Near Golf Course, Near Public Transit, Near School, Near Shops
Road Frontage
Municipal

Exterior Features

Exterior Features
Courtyard

Parking

Garage Capacity
1
Parking Features
Driveway, Garage, Parking Lot
Listed by eXp Realty
Listing Data last updated 09/21/2026 06:00 am
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Property History

3 days ago
Property information last updated
73 days ago
Date of last price change
123 days ago
Status Active. This is the date the listing was placed on market.
Cumulative Days on Market: 123 days (includes prior listings) · Currently listed since May 20, 2026. Data provided by the MLS.

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