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71 Headlands Road, Winchester, NH

Single Family Residence

For SaleActive
3 Beds|2 Baths|1,066 ft²|Built 1928|Winchester

Listed by HKS Associates, Inc. · Anna Schierioth

Property Description

This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living.

Property Details

Essentials & finishes

  • Bedrooms:3
  • Total Baths:2
  • Full Baths:2
  • SqFt:1,066
  • Price / SqFt:$464.35
  • Property Type:Single Family Residence
  • Year Built:1928
  • County:NH-Cheshire
  • Town:Winchester, NH
  • Status:Active
  • Days on Market:14

Primary Features

CountyNH-Cheshire
Property TypeResidential
Year Built1928
ZoningLAKEFO

Interior Features

AppliancesDryer, Washer, Electric Water Heater
BasementNo
1/4 Baths0
3/4 Baths0
CoolingWall Unit(s)
ElectricCircuit Breakers
FlooringCarpet
HeatingPellet Stove, Electric
Interior Features1 Fireplace, Natural Light
Rooms - Total7
SqFt-Approximate Finished Above Grade1,066
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished1,066
SqFt Approximate Total1,174

Location Information

School - DistrictWinchester School District
School - ElementaryWinchester School
School - HighKeene High School
School - Middle/JrWinchester School

Financial Details

Cable CompanyXfinity
Foreclosed / Bank-Owned / REONo
Tax - Gross Amount$7,482
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionAsbestos, Wood Frame, Shingle Siding
CovenantsUnknown
Flood ZoneUnknown
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total StoriesOne
SurveyedUnknown
Timeshare/Fractional OwnershipNo
Water Access DetailsDirectly Adjoining

External Features

ColorYellow
DrivewayGravel
Exterior FeaturesDeck, Guest House, Natural Shade, Outbuilding, Enclosed Porch, Shed
FoundationConcrete
GarageNo
Lot FeaturesLake Access, Lake Frontage, Sloping, Water View, Waterfront, Wooded
Lot - Acres0.39
Lot - SqFt16,988
ParkingPermit Required
Road Frontage TypePrivate Road
Road FrontageYes
Road Frontage Length88
RoofShingle
SewerPrivate Sewer
UtilitiesCable
Water SourcePublic
Water Body TypeLake
MLS®: PrimeMLS #5096976; Listed by HKS Associates, Inc. · Anna Schierioth

Property History

Price, listing activity & annual taxes for this property

No sales history available.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Winchester28
  • Average list price$289,809
  • Price range$19,500 – $675,000
  • Market sentimentBuyer's Market

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$3,307 / mo
  • Principal & Interest$2,503
  • Property Tax$701
  • Home Insurance$103

Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

$495,000/ Asking Price
For SaleActive
Est. $2,503 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

Owl’s Nest Real Estate · Questions?

401-648-5308

Market Sentiment

Buyer's Market
Buyer’s MarketBalancedSeller’s Market

Based on 28 active · 0 sold in Winchester (last 90 days)

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

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Owl's Nest Real Estate

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of the PrimeMLS.

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