71 Headlands Road, Winchester, NH
Single Family Residence
Listed by HKS Associates, Inc. · Anna Schierioth
Property Description
From its address at 71 Headlands Road, this single-family home puts you in Winchester, New Hampshire. On offer: 3 bedrooms, 2 bathrooms and 1,066 square feet of living space, at a list price of $445,000. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries 1928 construction and roughly $417 per square foot. Browse the gallery and specs below; if it fits, we can have you through the door quickly.
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.
Location Highlights
71 Headlands Road is a single family residence in Winchester, New Hampshire, listed at $445,000. That works out to about $417 per square foot, for a home built in 1928. It has been on the market for 3 months.
At this latitude, Winchester averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Zoned schools: Winchester School (Elementary), Winchester School (Middle), KeeneHighS (High). Always confirm zoning with the district office.
Property Details
Essentials & finishes
- Bedrooms:3
- Total Baths:2
- Full Baths:2
- SqFt:1,066
- Price / SqFt:$417.45
- Property Type:Single Family Residence
- Year Built:1928
- County:NH-Cheshire
- Town:Winchester, NH
- Status:Active
- Days on Market:82
Primary Features
Interior Features
Location Information
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $7,565 |
| 2023 | $7,376 |
| 2022 | $7,187 |
Estimated from list price; verify with the town assessor.
Market Data
Live snapshot computed from active listings in this town
- Active listings in Winchester21
- Average list price$648,483
- Price range$48,000 – $3,995,000
Mortgage Calculator
Estimate your monthly payment for this home
- Principal & Interest$2,250
- Property Tax$630
- Home Insurance$93
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.
Around This Property
Schools, everyday places and nearby destinations near 71 Headlands Road, Winchester, NH
Questions About This Listing
What type of home is 71 Headlands Road?
Single-family home in Winchester, New Hampshire, built in 1928.
How much does 71 Headlands Road cost?
71 Headlands Road in Winchester, NH is listed at $445,000.
That works out to about $417 per square foot.
What area is 71 Headlands Road in?
The property is in Winchester, New Hampshire (03470).
How do I find 71 Headlands Road on the MLS?
The MLS number is #5096976 (PrimeMLS), listed on June 26, 2026.
Is 71 Headlands Road still available?
The listing's current MLS status is Active. Reach out and we can confirm availability and arrange a showing.
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Considering this property as a short-term rental?