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.
54 days
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568
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25
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Zillow last checked:
Listing updated:
Listed by:
eXp Realty888-276-0630,
Jacob M. Cohen845-514-7786
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1000543
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Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 9
Bathrooms: 4
Full bathrooms: 4
Heating
Forced Air
Cooling
None
Features
First Floor Bedroom, First Floor Full Bath, Natural Woodwork
Basement: Full,Unfinished,Walk-Out Access
Attic: None
Has fireplace: No
Interior area
Total structure area: 3,273
Total interior livable area: 3,273 sqft
Property
Parking
Total spaces: 1
Parking features: Driveway, Garage, Parking Lot
Garage spaces: 1
Has uncovered spaces: Yes
Features
Exterior features: Courtyard
Lot
Size: 6,534 Square Feet
Features: Near Golf Course, Near Public Transit, Near School, Near Shops
Details
Parcel number: 3801086.0340001009.1000000
Special conditions: None
Construction
Type & style
Home type: MultiFamily
Architectural style: Victorian
Property subtype: Triplex, Multi Family
Materials
Brick
Condition
Year built: 1890
Utilities & green energy
Sewer: Public Sewer
Water: Public
Utilities for property: Electricity Connected
Community & HOA
Location
Region: New Paltz
Financial & listing details
Price per square foot: $306/sqft
Tax assessed value: $380,000
Annual tax amount: $8,592
Date on market: 5/20/2026
Cumulative days on market: 55 days
Listing agreement: Exclusive Right To Sell
Electric utility on property: Yes
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/10/2026
Price change
$999,999-16.7%$306/sqft
Source: OneKey® MLS as distributed by MLS GRID #1000543Report a problem
5/20/2026
Listed for sale
$1,199,999$367/sqft
Source: OneKey® MLS as distributed by MLS GRID #1000543Report a problem
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.