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63 Headlands Road, 
Winchester, NH 03470

$720,000


2

Beds


2

Baths


2,036

Sq Ft


Single Family

Active

Listed by

Ben Prentice

Keller Williams Realty Metro-Keene

603-352-0514

Last updated:

June 19, 2025, 10:23 AM

MLS#

5042562

Source:

PrimeMLS

About This Home

63 Headlands Road

Rare expansive waterfront retreat on 2 private acres! Updated with modern comforts, this charming historic chalet retains its timeless appeal. Step into the grand living room with a cozy fireplace and soak in breathtaking views of the lake, mountains, and vibrant seasonal foliage. Dine or unwind in the sun-drenched four-season sunroom. The main floor also includes two comfortable bedrooms, a bright home office, and an updated full bath. A spacious loft provides tons of flexible space for guests or recreation. The partially finished basement offers added versatility with room for play, laundry, and a half bath. Outside, relax on the stone patio or explore the pine-wooded lot featuring your own private beach, day dock, and scenic walking trails. Just across the street is the detached 2-car garage for toys and vehicles. Some furniture is included making this a turnkey rental, 4-season getaway, or your lakefront dream home. 18 minutes to Keene, 25 minutes to Brattleboro, 2 hrs to Boston.

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1916

Price Summary

720,000

$353 per Sq. Ft.

MLS #:

5042562

Last Updated:

June 19, 2025, 10:23 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,036 Sq. Ft.


Structure

Structure

Building Area:

2,744 Sq. Ft.

Year Built:

1916


Lot

Lot Size (Sq. Ft):

88,427


Finances & Disclosures

Finances

Price:

$720,000

Price per Sq. Ft:

$353 per Sq. Ft.

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Copyright 2025 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is 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. Data last updated June 20, 2025

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