63 Headlands Road, Winchester, NH 03470

Listing by: Ben Prentice, Keller Williams Realty Metro-Keene, 603-352-0514

2 Beds

2 Baths

2,036SqFt

Active

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.

Property Details
Price $720,000
Bedrooms 2
Full Baths 1
Half Baths 1
Total Baths 2
Property Style Chalet
Lot Size Area 88427
Acres 2.03
Property Type Residential
Sub type SingleFamilyResidence
MLS® Sub type Single Family
Stories 2
Features Furnished,Natural Woodwork,Basement Laundry
Exterior Features Day Dock,Patio,Heated Porch
Year Built 1916
Roof Shake,Asphalt Shingle
Waterfront Forest Lake
Heating Oil,Forced Air
Foundation Block,Stone
Accessibility 1st Floor Full Bathroom
Lot Description Lake Frontage,Lake View,Landscaped,Sloping,Waterfront,Wooded
Parking Description Driveway,Parking Spaces 3 - 5,Detached
Parking Spaces 2
Garage spaces 2
Additional Rooms 10
Geographic Data
Directions Use GPS
County NH-Cheshire
Latitude 42.787729631871
Longitude -72.364362758266
Market Area NH-Cheshire
Address Information
Address 63 Headlands Road, Winchester, NH 03470
Postal Code 03470
City Winchester
State NH
Country United States
Listing Information
Listing Office Keller Williams Realty Metro-Keene
Listing Office Phone 603-352-0514
Listing Office Email ecarrasquillo@kw.com
Listing Agent Ben Prentice
Listing Agent Phone 603-352-0514
School Information
District Winchester
Elementary School Winchester School
MLS® Information
Days on market 93
MLS® Status Active
Listing Date May 22, 2025
Listing Last Modified Aug 23, 2025
Tax Year 2024
Tax Annual Amount 11282
MLS® Area NH-Cheshire
MLS® # 5042562

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This information is believed to be accurate, but without any warranty.