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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.
Full Property Details
Full Property Details for 39 N Chestnut St
General
- Price: $999,999
- Taxes: $15,244
- Status: Active
- Type: Multi-Family
- Source: Long_Island
- MLS ID: 1000543
- Updated: 7/28/2026
- Added to Site: 146 day(s) ago
Interior
- Interior Features: First Floor Bedroom, First Floor Full Bath, Natural Woodwork
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 9
Exterior
- Exterior Features: Courtyard
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Driveway, Garage, Parking Lot
Location
- County: Ulster County
- Driving Directions: From Main St, turn onto 32 N. The red brick Victorian will be on the left.
School Information
- High School District: New Paltz
- Elementary School: Duzine
- Middle School: New Paltz Middle School
- High School: New Paltz Senior High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Forced Air
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Victorian
- Detached/Attached: Detached
- Construction: Brick
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished, Walk-Out Access
- Building Size: 3273
- Square Feet: 3,273
- Year Built: 1890
Lot Features
- Lot Size (Acres): 0.15
- Lot Size (Sq. Ft.): 6,534
- Frontage: Municipal
- Lot Features: Near Golf Course, Near Public Transit, Near School, Near Shops
Financial Considerations
- Tax Amount: $15,244
Disclosures and Reports
- Special Conditions: None
- Property ID: 3801-086.034-0001-009.100-0000
Listed by eXp Realty
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Schools
Schools serving 39 N Chestnut St
School District:New Paltz Central School District
| Name | Grades | Distance |
|---|---|---|
Duzine School 31 Sunset Ridge, New Paltz, NY 12561 | K-2 | 0.8 mi |
Lenape Elementary School 1 Eugene L Brown Drive, New Paltz, NY 12561 | 3-5 | 2.9 mi |
New Paltz Middle School 196 Main Street, New Paltz, NY 12561 | 6-8 | 0.5 mi |
New Paltz Senior High School 134 South Putt Corners Road, New Paltz, NY 12561 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 39 N Chestnut St
Date
Details
Price
Change
Source
7/10/2026
Price Reduced
$999,999
-16.67%
MLS
5/20/2026
Listed
$1,199,999
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 39 N Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,315
4%
$380,000
—
2024
$13,821
5%
$380,000
—
2021
$13,104
-13%
$380,000
—
2020
$15,098
4%
$380,000
—
2018
$14,540
3%
$380,000
—
2017
$14,147
2%
$380,000
—
2016
$13,851
-1%
$380,000
—
2015
$13,969
-11%
$380,000
-15%
2015
$15,747
1%
$449,000
—
2013
$15,633
—
$449,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 39 N Chestnut St
39 N Chestnut Street, New Paltz, NY 12561 (MLS# 1000543) is a Multi-Family property with 3 units containing 9 bedrooms and 4 full bathrooms. 39 N Chestnut Street is currently listed for $999,999 and was received on May 20, 2026. Want to learn more about 39 N Chestnut Street? Do you have questions about finding other Multi-Family real estate for sale in New Paltz? You can browse all New Paltz real estate or contact a Coldwell Banker agent to request more information.
