Your chance to own waterfront in Windham, NH! Welcome to 21 Oak Street, a charming A-frame waterfront home set along 48 feet of shoreline on private Cobbetts Pond. Soaring windows fill the open-concept living space with natural light while showcasing beautiful pond views. The home offers two first-floor bedrooms, plus a loft-style third bedroom with a half bath upstairs. Outside, a rare flat waterfront lot, patio, private dock, and beautiful sunsets set the stage for lake life. Launch your boat at the town beach and keep it right at your dock, ready for boating, tubing, jet skiing, kayaking, and more. With plenty of parking and a shed for the water toys, this is your chance to enjoy the waterfront lifestyle right here in southern NH. Private showings begin Monday, September 21st

Listing Tools

Property Details of 21 Oak Street

Property Details

Interior Features

Exterior Features

Utilities and Appliances

Community

Other Details

Map Location

Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is 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. Data last updated September 16, 2026 7:39 AM UTC

 

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 Better Homes and Gardens Real Estate The Masiello Group. 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.