For Sale
House for sale at 39 N Chestnut St, New Paltz, NY 12561 | MLS# 1000543 | Listing updated on 2026-08-20
Photo 1 of House for sale at 39 N Chestnut St, New Paltz, NY 12561 | MLS# 1000543 | Listing updated on 2026-08-20
Photo 2 of House for sale at 39 N Chestnut St, New Paltz, NY 12561 | MLS# 1000543 | Listing updated on 2026-08-20
Photo 3 of House for sale at 39 N Chestnut St, New Paltz, NY 12561 | MLS# 1000543 | Listing updated on 2026-08-20
Photo 4 of House for sale at 39 N Chestnut St, New Paltz, NY 12561 | MLS# 1000543 | Listing updated on 2026-08-20
28+
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Street View

$999,999

Monthly Est:$4,977

  • Beds Icon9 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,273sqft

39 N Chestnut St, New Paltz, NY 12561

$4,977/moEst:

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  • 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, resta
urants, 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 OneKey MLS-NY

Part of

Building
39 N Chestnut St
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Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Ulster County

  • City

    New Paltz

  • 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

DateEventPrice

05/20/2026

Source: mls_logoOneKey MLS-NY #KEY1000543

Price Increased

$1,199,999 +20.00%

$367/sqft

05/20/2026

Source: mls_logoOneKey MLS-NY #KEY1000543

Listed for Sale

$999,999

$306/sqft

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