- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around





Street View
$999,999
Monthly Est:$4,977
9 Beds
- 4 Baths
4 full baths
3,273sqft
39 N Chestnut St, New Paltz, NY 12561
$999,999
$4,977/moEst:
Get Pre-Approved
Triplex
Built in 1890
$-- HOA
6,534 sqft lot
$306/sq.ft
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: August 20, 2026 at 4:25 pm
- Listing Provided by: Jacob M. Cohen (845) 514-7786 | eXp Realty (888) 276-0630
- Source: OneKey MLS-NY | MLS#: 1000543

Part of
Property Details
Status
Active
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
--
Year Built
1890
HOA Fees
-
Finished Area
3,273 sqft
Lot Size
6,534 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1000543
MLS Status
Active
Days on Market
143
Cumulative Days on Market
92

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 9
Bathrooms: 4
Interior
Sewer
Public Sewer
Interior Features
First Floor Bedroom, First Floor Full Bath, Natural Woodwork
Cooling
None
Heating
Forced Air
Exterior Features
Courtyard
Construction
Year Built
Year Built: 1890
Home type
Triplex
Architectural Style
Victorian
Construction Materials
Brick
Utilities & Energy
Water Source
Public
Basement
Full, Unfinished, Walk Out Access
Utilities
Electricity Connected
Parking Features
Driveway, Garage, Parking Lot
Other Features
Lot Features
Near Golf Course, Near Public Transit, Near School, Near Shops
Price History
| Date | Event | Price |
|---|---|---|
05/20/2026 Source: | Price Increased | $1,199,999 +20.00% $367/sqft |
05/20/2026 Source: | Listed for Sale | $999,999 $306/sqft |
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Based on information from OneKey MLS, through Oct 11, 2026, 05:46AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
Advertising Broker: Derek Greene | The Greene Realty Group