39 Headlands Road Winchester, NH 03470
Listing Courtesy of: MLS LogoPrimeMLS / Listed By: Nancy Panza, Better Homes And Gardens Real Estate The Masiello Group

  39 Headlands Road Winchester, NH 03470

Active (8 Days)
$698,000 (USD)
3
BED
2
BATH
1,364
SQFT

Description

Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity!

MLS #:
5087379
Lot Size
0.36 acres
Type
Single-Family Home
Year Built
1910
Style
Cape, Modified, Historic Vintage
Views
Yes
School District
Winchester
County
Cheshire County

Listed By

Nancy Panza, Better Homes And Gardens Real Estate The Masiello Group
Source
PrimeMLS
Last checked May 14 2026 at 4:07 PM GMT+0000
Bathroom Details
  • Full Bathroom: 1
  • 3/4 Bathroom: 1
Interior Features
  • Laundry Hook-Ups
  • Master Br W/ Ba
  • Natural Woodwork
  • Wood Stove Insert
  • Ceiling Fan(s)
  • Wood Fireplace
  • 1st Floor Laundry
Lot Information
  • Sloping
  • Landscaped
  • Country Setting
  • Lake View
  • Waterfront
  • Wooded
  • Mountain View
  • Lake Frontage
  • Views
Property Features
  • Fireplace: Wood Fireplace
  • Foundation: Stone
  • Foundation: Block
  • Foundation: Pillar/Post/Pier
Heating and Cooling
  • Electric
  • Forced Air
  • Propane
  • Wood
  • Central Air
  • Mini Split
Basement Information
  • Partial
  • Crawl Space
  • Dirt
  • Gravel
  • Walkout
Flooring
  • Carpet
  • Hardwood
  • Tile
Exterior Features
  • Deck
  • Barn
  • Outbuilding
  • Garden
  • Natural Shade
  • Private Dock
  • Covered Porch
  • Screened Porch
  • Roof: Metal
Utility Information
  • Utilities: Cable Connected
  • Sewer: 1000 Gallon, Leach Field, Concrete, Holding Tank, Private Sewer
  • Fuel: Electric, Wood, Propane
School Information
  • Elementary School: Winchester School
  • Middle School: Winchester School
  • High School: Keene High School
Parking
  • Driveway
  • Covered
  • Carport
Stories
  • 1.75
Living Area
  • 1,364 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
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Interest rate
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Mortgage calculator estimates are provided by Better Homes and Gardens Real Estate LLC and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: © 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 5/14/26 09:07