List Price: $698,000 | $512 per sq.ft. | 3 Bedroom | 2 Bathroom | 1.75 Story Single Family Home on Forest with 76 ft. of Water Frontage
Date Listed Wednesday May 6, 2026 | MLS# 5087379


Address: 39 Headlands Road Winchester NH
Listed by Nancy Panza BHG Masiello Keene
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!

Room Information:
Total Rooms: 7
Total Baths: 2
Flooring: Carpet | Hardwood | Tile
Full Baths: 1
3/4 Baths: 1
Bedrooms: 3
Basement: Crawl Space | Dirt | Gravel | Partial | Walkout

Construction Information:
Year Built: 1910
Type: Wood Frame | Vertical Siding | Wood Exterior | Wood Siding

Building Info
Finished Sq.Ft.: 2164
Above Grade Sq.Ft.: 1364
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 800

Exterior Info
Style: Cape | Historic Vintage | Modified
Exterior Color Brown
Roof: Metal

Utilities
Electric: 200+ Amp Service | Circuit Breaker(s)
Water: Public
Sewer: 1000 Gallon | Concrete | Holding Tank | Leach Field | Private

Land Description:
Country Setting | Landscaped | Mountain View | Sloping | View | Wooded
Lot size: 0.36 acres
Zoned: Lake
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 104
Driveway: Crushed Stone

Additional Information
Docs Available : Deed | PERC Test | Property Disclosure | Tax Map
Block - 0
Taxes $11,479
Assesed Value Not Reported
Schools
School District: Winchester
Elementary School: Winchester School
Middle School: Winchester School
High School: Keene High School

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