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$720,000
58 Days On Site

63 Headlands Road
Winchester, NH 03470

For Sale|Single Family Residence|Active
2
Beds
2
Total Baths
1
Full Bath
1
Partial Bath
2,036
SqFt
$354
/SqFt
1916
Built
County:
NH-Cheshire
Listing courtesy of Ben Prentice of Keller Williams Realty Metro-Keene
Call Now: 802-254-6400
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802-254-6400
63 Headlands Road63 Headlands Road63 Headlands Road63 Headlands Road
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Monthly Payment (Est.)

$3,285
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$720,000
Days On Site 
58 Days
Bedrooms 
2
Inside Area (SqFt) 
2,036 sqft
Total Baths 
2
Full Baths 
1
Partial Baths 
1
Lot Size 
2.03 Acres
Year Built 
1916
MLS® Number 
5042562
Status 
Active
Property Tax 
$11,282
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Acres 
2.03
Foundation 
BlockStone
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
PavedDrivewayDetached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
SqFt Above 
1911
SqFt Below 
125
SqFt Total 
2744
Style 
Chalet
Water Source 
Public
Zoning 
LAKEFO
Interior Features
Appliances 
DishwasherRefrigeratorMicrowave
Basement 
ConcreteCrawl SpacePartially Finished
Electric 
200+ Amp ServiceCircuit Breakers
Furnished 
Furnished
Interior 
Natural WoodworkHigh Speed Internet
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Exterior Features
Construction Details 
Wood Siding
Lot Features 
SlopedWoodedWaterfront
Patio And Porch 
Patio
Roof 
Shingle
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake Front
Waterview 
LakeWater
Community Features
Accessibility Features 
Accessible Full Bath
School District 
Winchester
Schools
School District
Winchester
Elementary School
Winchester School
Middle School
Unknown
High School
Unknown
Listing courtesy of Ben Prentice of Keller Williams Realty Metro-Keene



Copyright 2025, 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2025-07-19 05:47 AM UTC
Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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