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.
For sale
Price cut: $200K (7/10)
$999,999
39 N Chestnut Street, New Paltz, NY 12561
9beds
3,273sqft
Triplex, Multi Family
Built in 1890
-- sqft lot
$-- Zestimate®
$306/sqft
$-- HOA
What's special
Detached garage
- 105 days
- 610
- 26
Zillow last checked:
Listing updated:
Listed by:
eXp Realty 888-276-0630,
Jacob M. Cohen 845-514-7786
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1000543
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: $15,244
- Date on market: 5/20/2026
- Cumulative days on market: 106 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/10/2026 | Price change | $999,999-16.7%$306/sqft |
Source: | ||
| 5/20/2026 | Listed for sale | $1,199,999$367/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $380,000 |
| 2023 | -- | $380,000 |
| 2022 | -- | $380,000 |
| 2021 | -- | $380,000 |
| 2020 | -- | $380,000 |
| 2019 | -- | $380,000 |
| 2018 | -- | $380,000 |
| 2017 | $11,839 | $380,000 |
| 2016 | -- | $380,000 |
| 2015 | -- | $380,000 -15.4% |
| 2014 | -- | $449,000 |
| 2013 | -- | $449,000 |
| 2011 | -- | $449,000 |
| 2010 | -- | $449,000 +5.6% |
| 2009 | -- | $425,000 |
| 2008 | -- | $425,000 |
| 2007 | -- | $425,000 +26.9% |
| 2006 | -- | $335,000 |
| 2005 | -- | $335,000 +9.8% |
| 2004 | -- | $305,000 +13.8% |
| 2003 | -- | $268,000 +34% |
| 2002 | -- | $200,000 +18.3% |
| 2001 | -- | $169,000 |
| 2000 | -- | $169,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 12561
Nearby schools
Schools provided by the listing agent
- Elementary: Duzine
- Middle: New Paltz Middle School
- High: New Paltz Senior High School
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.





