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!

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Tax Information

Tax Year2025

Location

Building Number39
StreetHeadlands Road
TownWinchester
StateNH
Zip03470
CountyCheshire
DistrictWinchester
Elementary SchoolWinchester School
Junior HighWinchester School
High SchoolKeene High School
Map33
Flood Zone Y/NNo
Address39 Headlands Road

Interior

Interior FeaturesCeiling Fan, Wood Fireplace, Laundry Hook-ups, Primary BR w/ BA, Natural Woodwork, Wood Stove Insert,1st Floor Laundry
FloorsCarpet, Hardwood, Tile
Stories1.75

Amenities

Accessibility Amenities1st Floor Bedroom,1st Floor Full Bathroom,1st Floor Low-Pile Carpet,1st Floor Laundry
AmenitiesBattery Smoke Detector
PricePerSqFt511.73

Legal

Taxes$11,479
Tax ReductionNo
ZoningLake
Surveyed Y/NUnknown
Docs AvailableDeed, PERC Test, Property Disclosure, Tax Map
PossessionAt Closing

Parking

Parking Spaces
GarageNo
Parking DescriptionDriveway, Covered, Carport

Building

Year Built1910
Building ConstructionWood Frame, Vertical Siding, Wood Exterior, Wood Siding
ConstructionExisting
Property StyleCape, Historic Vintage, Modified
Bedrooms3
Bathroom2
Total Baths2
3/4 Baths1
Total Rooms7
Square Feet1,364
APX Unfin Below Grade800
BasementCrawl Space, Dirt, Gravel, Partial, Walkout
FoundationBlock, Pier/Column, Stone

Utilities

Heat SystemPropane, Wood, Electric, Forced Air
WaterPublic
Sewer1000 Gallon, Concrete, Holding Tank, Leach Field, Private
Electric200+ Amp Service, Circuit Breaker(s)
UtilitiesCable at Site

Other

SeasonalNo
Page1042
Date Listed05/06/2026
View Count1

Rooms

Full Bath1

Basic Information

MLS Number5087379
MLS StatusActive
StatusACT
Property TypeSingle Family
List Price$698,000
Listing Agent NameNancy Panza
Broker NameBHG Masiello Keene

Property

Acreage0.36
Lot DescriptionCountry Setting, Lake Frontage, Lake View, Landscaped, Mountain View, Sloping, View, Waterfront, Wooded
AreaNH-Cheshire
Lot12
DrivewayCrushed Stone
RoadsDead End, Public
Road Frontage104

Exterior

Exterior FeaturesBarn, Deck, Garden Space, Natural Shade, Outbuilding, Covered Porch, Screened Porch, Private Dock
Exterior ColorBrown
RoofMetal

Water Body

Water Body NameForest Lake
Water Body TypeLake
Waterfront76
Water AccessOwned
Water ViewYes

School Name	Distance	Type	Grades

Copyright 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 May 14, 2026 6:38 PM EDT

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39 Headlands RoadWinchester, NH 03470MLS Number 5087379

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Winchester, NH Demographics

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