OFF MARKET

Listed by Nancy Panza • BHG Masiello Keene. Bought with BHG Masiello Keene.

Off market nov 2022 for $650K

$653,433

•

1,364

sq ft

39 Headlands Rd, Winchester, NH 03470

About this home

Echoing the style of simpler times, this magical house is a hidden treasure built into a picturesque setting offering the ultimate lakeside lifestyle. Mellow and comfortably rural with a soothing mix of perennial gardens, stone sculptures and lush greenery, you’ll feel apart from the busy world at this lakeside retreat. Step across the threshold from the mudroom into a storybook year-round home with sweeping views of the lake with plenty of outdoor privacy, a stone fireplace and numerous updates including a renovated kitchen; new, sun-filled principal suite with 3/4 bath with barn door entrance and lake views; a whole-house generator; central air, etc. There is extended living space outdoors on a spacious and private wooden deck with a screened porch overlooking the lake and a bonus hot/cold outdoor shower! The stairway to the dock has several landings; folding steps to the lake make access easy. A new small barn with loft offers plenty of storage or workshop space; there’s a shed too for garden tools, recycling and more storage. The exterior view of this home belies the space inside! It is an oasis for all four seasons ~ swim, kayak, boat, campfire, skate ~ Peace, Tranquility and Fun await! Stop dreaming and start living. Living is Easy at the Lake. (2 bedroom Septic System)

Single-familyProperty Type

1910Year Built

0.36 acresLot Size

$479Est. Price/Sq.Ft.

2 car garageParking

Listed by Nancy Panza • BHG Masiello Keene

Bought with Nancy Panza • BHG Masiello Keene

Redfin checked: a minute ago

•Source:PrimeMLS #4925678

Redfin Estimate

$653,433

$3,433 since sold in November 2022$40K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 134.9% higher than the average sale price ($278K) of 6 comparable homes.

SOLD JUL 13, 2026
$290,000
A
3 beds2 baths1,100 sq ft
82 Howard St, Winchester, NH 03470
SOLD OCT 21, 2026
$312,143
B
3 beds2 baths1,590 sq ft
28 Spring St, Hinsdale, NH 03451
SOLD FEB 27, 2026
$295,000
C
3 beds2 baths1,344 sq ft
19 Toofs Dr, Winchester, NH 03470
SOLD OCT 2, 2026
$225,000
D
3 beds2 baths2,128 sq ft
65 Mechanic St, Winchester, NH 03470
SOLD JAN 15, 2026
$269,900
E
3 beds2 baths1,449 sq ft
19 Aylward Ave, Swanzey, NH 03446
SOLD MAR 20, 2026
$277,000
F
3 beds1 bath1,372 sq ft
71 Parker St, Winchester, NH 03470

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Earn from this home

Sell

$133,841

Est. take-home

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Rent

$2,746/mo

Redfin rental estimate

List your home for rent

Market trends in 03470, NH

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.8%

0.9% MoM

Median sale price

$371K

$6K MoM

Avg. days on market

54d

1 days MoM

Recently sold homes

3 MoM

New listings for sale

$699,000
8 beds4 baths3,515 sq ft
37 Michigan St, Winchester, NH 03470
$499,900
4 beds2 baths2,946 sq ft
679 Warwick Rd, Winchester, NH 03470
$629,000
2 beds1.5 baths5,567 sq ft
581 Keene Rd, Winchester, NH 03470
See all

Provided by Redfin

Sale history for 39 Headlands Rd

Date

Event

Price

PrimeMLS #1

Jul 25, 2024

Price Changed

$750,000

$550/sq ft

PrimeMLS #4925678

Nov 4, 2022

Sold

$650,000

$477/sq ft

Aug 24, 2022

Pending

—

Aug 16, 2022

Listed

$695,000

$510/sq ft

PrimeMLS #4429084

Aug 3, 2015

Delisted

—

Jul 31, 2015

Sold

$292,500

$214/sq ft

Jul 9, 2015

Contingent

—

Jun 9, 2015

Listed

$299,900

$220/sq ft

+30

Echoing the style of an earlier generation and built into a picturesque setting, this hidden treasure offers the ultimate lakeside lifestyle! Mellow and comfortably rural with well-orchestrated plantings, unique stone sculptures and lush greenery this home can only be described as a nature lover's dream. Whether you're looking for a year round residence or a personal retreat, you'll feel apart from the world at this lakeside Shangri-La! Newer metal roof and many upgrades make this pristine home move-in ready. Charming nooks & crannies, stone fireplace, dramatic soaring ceilings and earth tones create a coordinated restful atmosphere. Inviting deck and screen house overlooks majestic Forest Lake. Stop dreaming and start living. .. it's definitely the one you've been waiting for!

Year

Property tax

Land + Additions

Assessment*

2024

$8,670 (−7.7%)

$129,000 + $167,400

$296,400

2023

$9,390 (+10.4%)

$129,000 + $167,400

$296,400

2022

$8,507 (−9.7%)

$129,000 + $167,400

$296,400

2021

$9,423 (+10.5%)

$129,000 + $167,400

$296,400

2020

$8,527 (−12.5%)

$129,000 + $167,400

$296,400

2019

$9,744 (+3.9%)

$131,100 + $142,300

$273,400

2018

$9,374 (+59.7%)

$131,100 + $138,800

$269,900

2016

$5,871 (−0.2%)

$94,900 + $97,400

$192,300

2015

$5,881 (−7.1%)

$94,900 + $97,400

$192,300

2013

$6,330

$113,100 + $92,900

$206,000

Tax history for 39 Headlands Rd

Year

Property tax

Land + Additions

Assessment*

2024

$8,670 (−7.7%)

$129,000 + $167,400

$296,400

2023

$9,390 (+10.4%)

$129,000 + $167,400

$296,400

2022

$8,507 (−9.7%)

$129,000 + $167,400

$296,400

2021

$9,423 (+10.5%)

$129,000 + $167,400

$296,400

2020

$8,527 (−12.5%)

$129,000 + $167,400

$296,400

2019

$9,744 (+3.9%)

$131,100 + $142,300

$273,400

2018

$9,374 (+59.7%)

$131,100 + $138,800

$269,900

2016

$5,871 (−0.2%)

$94,900 + $97,400

$192,300

2015

$5,881 (−7.1%)

$94,900 + $97,400

$192,300

2013

$6,330

$113,100 + $92,900

$206,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.36 Acres

Year renovated

—

Sq. Ft.

1,485

Year built

1910

Style

Single Family Residential

County

Cheshire County

APN

513305

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 5, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Carport
Driveway, Covered

Interior

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Crawl Space, Dirt Floor, Partial, Walkout

Other Interior Features
# of Rooms: 8
Flooring: Carpet, Hardwood, Tile
Water Heater: Electric, Owned, Tank
Ceiling Fan, Fireplace - Wood, Laundry Hook-ups, Master Bedroom With Bath, Natural Woodwork, Wood Stove Hook-up, Wood Stove Insert, Laundry - 1st Floor

Accessibility Information
1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Low-Pile Carpet, 1st Floor Laundry

Equipment & Appliance Information
Microwave, Range - Gas, Refrigerator
Smoke Detectr-Battery Powered

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1364
Approximate Sq. Ft. Total: 1364
Color: Brown
Barn, Deck, Garden Space, Natural Shade, Porch - Covered, Porch - Screened, Private Dock, Shed, Window Screens
Construction: Wood Frame
Foundation: Block, Pier/Column, Stone
Roof: Metal
Exterior: Vertical, Wood

Driveway
Crushed Stone

Lot, Zoning, & Easement Information
Lot: 12
Country Setting, Lake Frontage, Lake View, Landscaped, Mountain View, Sloping, Water View, Waterfront, Wooded

Survey Information
Surveyed: Yes

Boat, Moorage, and Water Information
Water Body Name: Forest Lake

Other Property & Lot Information
Year Built: 1910
Water View: Yes
Water View: Y
Waterfront: Yes
Waterfront Rights: Exclusively Owned
Water Body Name: Forest Lake
Water Body Access: Yes
Directly Adjoining

Financial

Tax Information
Tax Year: 2021
Gross Amount Tax: 9426

Other Tax Information
Page Deed: 0284

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Forced Air
Heat Fuel: Gas - Liquid Propane Bottle, Wood

Sewer Information
1000 Gallon, Holding Tank, Leach Field

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Public
Water Restrictions: Unknown
Water Frontage Length: 76

Other Utilities Information
High Speed Intrnt -AtSite

Location

School Information
School District: Winchester School District
Elementary School: Winchester School
Elementary School: Winchester School
Middle/Jr School: Winchester School

Road Information
Road Frontage: Yes
Road Frontage Length: 104
Dead End, Public

Other Location Information
Directions: From Keene, Rte 10 So. Left onto Forest Lake Road. Bear right onto Headlands Road. Property on right. #39
Block: 0

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,485
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Cheshire County
APN: 513305

Home facts updated by county records on Aug 5, 2026

Other

Water Body Information
Lake
Flood Zone: Unknown

Documents & Disclosures
Documents Available: Deed, Property Disclosure, Survey, Tax Map

Around this home

Schools

K - 12
Preschool & daycare

Winchester School

Public PreK-8 • Assigned • 1.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

4/10 Wind Factor

12% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winchester, NH • 03470

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

19/ 100

Low sunlight

Sunscore

This home receives average direct sun exposure in Winchester. There appears to be significant shading by surrounding buildings, terrain, and vegetation.

2.7 hrs

0.3 hr

JuneDecember

Provided by Shadowmap

Estimated sale price

$621,000 – $752,000

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Excellent visibility • Easy access • Additional buildings

Home values near 39 Headlands Rd

Data from public records.

Address	Redfin Estimate
27 Headlands Rd, Winchester, NH 2 Beds \| 1.5 Baths \| 1470 Sq. Ft.	$630,785
33 Headlands Rd, Winchester, NH 2 Beds \| 1 Baths \| - Sq. Ft.	$359,743
15 Lake Shore Dr, Winchester, NH 3 Beds \| 2 Baths \| 2466 Sq. Ft.	$429,671
306 Forest Lake Rd, Winchester, NH 3 Beds \| 2 Baths \| 1718 Sq. Ft.	$406,770

Address	Redfin Estimate
35 Headlands Rd, Winchester, NH 2 Beds \| 1 Baths \| 878 Sq. Ft.	$257,332
31 Headlands Rd, Winchester, NH 2 Beds \| 1 Baths \| 1489 Sq. Ft.	$389,618
306 Forest Lake Rd, Winchester, NH 3 Beds \| 2 Baths \| 1755 Sq. Ft.	$418,723

Address	Redfin Estimate
31 Headlands Rd, Winchester, NH 2 Beds \| 1 Baths \| 1489 Sq. Ft.	$318,904
27 Headlands Rd, Winchester, NH 2 Beds \| 1.5 Baths \| 1387 Sq. Ft.	$456,152
15 Lake Shore Dr, Winchester, NH 3 Beds \| 2 Baths \| 2466 Sq. Ft.	$445,420

Property information provided by PrimeMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 03470, NH

Sale history for 39 Headlands Rd

Tax history for 39 Headlands Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 03470

Home values near 39 Headlands Rd

More real estate resources