Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A new owner inherits immediate income with a clear and near-term path to increased returns, no waiting, no buildout, no guesswork. The lower unit offers 3 bedrooms, 2 full baths, a private primary suite with deck access overlooking a secluded backyard, wood-burning fireplace, custom kitchen with stainless appliances, and a full unfinished basement. The upper unit delivers 4 generously sized bedrooms, 2 baths, stunning pine paneled walls throughout, an eat-in kitchen with island and wall oven, wood-burning fireplace, and a private deck with sweeping views of the Walkway Over the Hudson. Oak hardwood floors run through both units. The upside does not stop at rent. Both tenants are on month-to-month leases, and the seller is prepared to deliver the property vacant or with tenants in place; the choice belongs to the new owner. For the investor who wants stabilized income from day one, it is there. For the buyer with a conversion, renovation, or repositioning plan, vacant possession is available. Zoned commercial-residential with potential to convert to a 3-unit configuration subject to minor modification and town approval, this property offers a second chapter for the investor with vision. Solid mechanicals throughout. Main Street Highland. Walkway corridor. Income-producing. Conversion potential.

Property Details of 53 Main Street

Property Details

Interior Features

Utilities and Appliances

Community

Other Details

Map Location

Driving Directions

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 1, 2026 10:24 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from East Egg Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.