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27 Headlands Road, Winchester, NH, 03470

2beds
2baths
1,351sqft
$715,000
$529price/sqft
$5,350/moest. monthly cost
$214,000/yrincome needed

About This Home

Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being offered as part of a portfolio of short-term rental properties.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
1
BikeSomewhat Bikeable

Schools

3/10
Winchester SchoolGrades PK-81.6 mi

Construction

Condition

  • Year built: 1992

Materials

  • Foundation: Concrete,Poured Concrete
  • Roof: Architectural Shingle
  • Construction materials: Post and Beam,Wood Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Cape
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Dishwasher,Microwave,Mini Fridge,Gas Range,Refrigerator

Basement

  • Has basement: Yes
  • Basement: Finished,Interior Stairs,Walkout,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 2
  • Bathrooms: 2
  • Full bathrooms: 1
  • 1/2 bathrooms: 1

Features

  • Cathedral Ceiling(s),Kitchen Island
  • Flooring: Carpet,Softwood,Vinyl
  • Fireplace features: Gas
  • Fireplace: Yes
  • Finished area below ground: 378
  • Finished area above ground: 973

Heating & Cooling

  • Heating features: Baseboard
  • Cooling features: Mini Split

Interior Area

  • Total structure area: 1,471
  • Total interior livable area: 1,351 sqft

Property

Details

  • Parcel number: WNCHM00033B000016L000000
  • Zoning description: Forest Lake District

Features

  • Levels: One and One Half
  • Stories: 1
  • Exterior features: Boat Mooring,Dock,Deck,Shed
  • Has view: Yes
  • View description: Lake
  • Water view: Lake
  • On waterfront: Yes
  • Waterfront features: Lake Front,Waterfront
  • Waterbody name: Forest Lake
  • Frontage length: Road frontage: 71

Lot

  • Lot size: 6,970 sqft
  • Features: Sloped

Parking

  • Total spaces: 4
  • Parking features: Gravel,Parking Spaces 4

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Inland Flooding
    Inland FloodingRelatively High
  • Lightning
    LightningRelatively High
  • Cold Wave
    Cold WaveModerate
  • Ice Storm
    Ice StormModerate
  • Strong Wind
    Strong WindModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Inland Flooding
Lightning
Cold Wave
Ice Storm
Strong Wind
Winter Weather

FEMA Declared Disasters Across New Hampshire Counties

Flood
Severe Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $3,615$43,380
Home Insurance $338$4,056
Property Taxes $1,114$13,368
Electricity $283$3,398
Total$5,350$64,200

Income You'd Need if You Spent...

35% on housing$183,428/yr
40% on housing$160,500/yr
45% on housing$142,666/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 0.9%
0.9%
0%30.0%
Electricity Growth Rate10-year average: 8.6%
8.6%
0%15.0%
Property Taxes Growth Rate2-year average: -1.7%
-1.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$529This listing

vs Other Active Listings

Avg $/sqft

ZIP 03470$193
Cheshire County$247

vs Homes Sold Last Month

Median $/sqft

ZIP 03470$180
Cheshire County$214

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2025-11-19Price change$725,000
2025-06-11Listed for sale$735,000
2022-12-22Sold$650,000
2022-12-21Contingent$679,000
2022-05-20Listed for sale$679,000
2019-05-15Sold$268,391
2019-04-09Pending sale$287,000
2019-03-29Listed for sale$287,000
2018-12-17Listing removed$287,000
2018-10-02Price change$287,000
2018-07-26Price change$289,000
2018-05-30Listed for sale$295,000
2017-12-16Listing removed$299,000
2017-04-20Listed for sale$299,000
2017-01-02Listing removed$299,950
2016-03-25Listed for sale$299,950
2015-12-08Listing removed$309,000
2015-07-10Price change$309,000
2015-05-05Listed for sale$311,000
2014-11-02Listing removed$319,000
2014-05-06Listed for sale$319,000
2005-01-31Sold$255,000
2001-01-18Sold$127,500

For Sale by Agent

AgentVincent Dolan
BrokerageRE/MAX Town & Country

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