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.
Active
Listed by:
Ben Prentice,
Keller Williams Realty Metro-Keene 603-352-0514
$720,000
63 Headlands Road, Winchester, NH 03470
2beds
2,036sqft
Est.:
Single Family Residence
Built in 1916
2.03 Acres Lot
$-- Zestimate®
$354/sqft
$-- HOA
What's special
Cozy fireplaceDay dockPrivate beachScenic walking trailsSpacious loftBright home officeStone patio
- 81 days
- on Zillow |
- 2,435 |
- 158 |
Zillow last checked: 7 hours ago
Listing updated: August 03, 2025 at 05:56am
Listed by:
Ben Prentice,
Keller Williams Realty Metro-Keene 603-352-0514
Source: PrimeMLS,MLS#: 5042562

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Oil, Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Microwave, Mini Fridge, Electric Range, Refrigerator
- Laundry: In Basement
Features
- Natural Woodwork
- Flooring: Wood
- Basement: Concrete Floor,Crawl Space,Partially Finished,Interior Stairs,Interior Access,Interior Entry
- Furnished: Yes
Interior area
- Total structure area: 2,744
- Total interior livable area: 2,036 sqft
- Finished area above ground: 1,911
- Finished area below ground: 125
Property
Parking
- Total spaces: 2
- Parking features: Paved, Driveway, Parking Spaces 3 - 5, Detached
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 1st Floor Full Bathroom
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Heated Porch
- Exterior features: Day Dock
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Front, Waterfront
- Body of water: Forest Lake
- Frontage length: Water frontage: 223,Road frontage: 427
Lot
- Size: 2.03 Acres
- Features: Landscaped, Sloped, Wooded
Details
- Parcel number: WNCHM00033B000007L000000
- Zoning description: LAKEFO
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Chalet
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Block, Stone
- Roof: Shake,Asphalt Shingle
Condition
- New construction: No
- Year built: 1916
Utilities & green energy
- Electric: 200+ Amp Service, Circuit Breakers
- Sewer: Private Sewer
- Utilities for property: Telephone at Site
Community & HOA
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $354/sqft
- Tax assessed value: $256,500
- Annual tax amount: $11,282
- Date on market: 5/23/2025
- Road surface type: Paved
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