39 N Chestnut Street

Property feature image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Address: 39 N Chestnut St, New Paltz, NY 12561, USA
New York & Tri-State + 2-4 Units
Created date: May 20, 2026
Date last updated: October 4, 2026
Price: $999,999Investment Analyzer NEW!

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.

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: 2-4 Units
Price: $999,999
No. of Units: 3
Year Built: 1890
Opportunity Zone: No
Price per unit: $333,333
Property Website Click Here
Number of Bedrooms: 9
Number of Bathrooms: 4
Address: 39 N Chestnut Street, New Paltz, NY 12561, USA
Provided by:

Investment Analyzer

Step 1Financing Calculation

$
$
%
$
%
$
$

Step 2Gross Rent Analysis

Please enter annual amounts.

$
$
%
$
%
$
%
$
%
$
%
$
%
$
%
$
$

Step 3Final Deal Analysis

$
$
%
%
$
$

Similar Properties in the Area

15 Jefferson Street

Johnstown, Pennsylvania
New York & Tri-State + 2-4 Units
Units: 2
Price: $129,900

405-407 S Cherry Street

Ebensburg, Pennsylvania
New York & Tri-State + 2-4 Units
Units: 2
Price: $199,900

, NY

, New York
New York & Tri-State + 2-4 Units
Units: 2
Price: $375,000

Brokers

View All

Lenders

View All