D Todd Ogden
Licensed Associate Real Estate Broker
REALTOR®
Walton, NY
Office: (607) 865-7000 (607) 353-3350

39 N Chestnut Street, New Paltz, NY 12561

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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 $3,300/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.

39 N Chestnut Street | MLS# 1000543

This multi-family property located at 39 N Chestnut Street, New Paltz, NY 12561 is currently listed for sale with an asking price of $1,199,999. N Chestnut Street is located within the New Paltz school district. Search New Paltz real estate on todd-ogden.timberlandproperties.com today.

Gallery

Property Features

Property Type: Multi Unit - Multiple
Basement: Yes
Basement: Full, Unfinished, Walk-Out Access
Cooling: None
Garage: 1
Heating: Forced Air
Home Style: Victorian
Lot Size: 0.15 Acres
Taxes: $8,592
Year Built: 1890

Amenities

First Floor Bedroom
First Floor Full Bath
Natural Woodwork
Courtyard

Feature Descriptions

Building Area Total: 3273
Days on Site: 14
Exterior: Brick
GarageY/N: Yes
Heating Units: 1
Lot Features: Near Golf Course, Near Public Transit, Near School, Near Shops
On Market Date: 2026-05-20
Parcel Number: 3801-086.034-0001-009.100-0000
Parking Features: Driveway, Garage, Parking Lot
Rental Term: Monthly
Separate Electric Meters: 4
Sewer: Public Sewer
Units: 3
Utilities: Electricity Connected
Water: Public

Local Schools

High School: New Paltz Senior High School
Middle School: New Paltz Middle School
Elementary School: Duzine
School District: New Paltz

Estimate Your Payment

Estimated Payment

$ 3,736.68 per month $2,670.68 Principal & Interest $716.00 Property Tax $350.00 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: eXp Realty
Agency Phone: 888-276-0630

Shown By

Agent Name: D Todd Ogden
Agent Phone: (607) 353-3350
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:01:01 AM EST) or Global MLS (last updated Wed 06/03/2026 11:52:29 PM EST) or New York State Alliance MLS (last updated Wed 06/03/2026 11:58:57 PM EST) or Hudson Valley Catskill Region MLS (last updated Wed 06/03/2026 11:51:28 PM EST) or OneKey MLS (last updated Wed 06/03/2026 11:53:26 PM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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