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$725,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,351 Sq. Ft.
  • 0.16 Acres
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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.

Full Property Details for 27 Headlands Rd

General

  • Price: $725,000
  • Taxes: $9,340 (2023)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5045812
  • Updated: 11/19/2025
  • Added to Site: 261 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling, Gas Fireplace, Kitchen Island
  • Fireplace: Yes
  • Appliances: Dishwasher, Microwave, Mini-Fridge, Gas Range, Refrigerator
  • Flooring: Carpet, Softwood, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Bedroom 1: Level 2
  • Bedroom 2: Basement

Other Rooms

  • Living Room: Level 1
  • Family Room: Family Room, Basement
  • Kitchen: Kitchen, Level 1
  • 2nd Kitchen: Basement
  • Dining Room: Dining Room, Level 1

Additional Information

  • Equipment: Smoke Detector

Exterior

  • Exterior Features: Boat Mooring, Docks, Deck, Shed

Parking

  • Parking: Parking Spaces 4

Location

  • County: Cheshire

School Information

  • School District: Winchester
  • Elementary School: Winchester School

Heating & Cooling

  • Cooling Type: Mini Split
  • Heating Type: Baseboard

Utilities

  • Sewer: Leach Field On-Site, Private, Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Interior
  • Basement Desc.: Finished, Interior Stairs, Walkout
  • Roof: Architectural Shingle
  • Stories/Levels: 1.5
  • Square Feet: 1,351
  • Finished Total: 1,351 Sq. Ft.
  • Finished Above Grnd: 973 Sq. Ft.
  • Finished Below Grnd: 378 Sq. Ft.
  • Year Built: 1992

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,970
  • Frontage: Yes Road Frontage
  • Frontage Feet: 71
  • Driveway/Sidewalk: Gravel
  • Zoning: Forest Lake District

Water Features

  • Water Front: Yes
  • Water Front Type: Lake
  • Water Front Name: Forest Lake
  • Water Front Owned: 1

Financial Considerations

  • Price Per Sq. Ft.: $536.64
  • Tax Amount: $9,340
  • Tax Year: 2023

Disclosures and Reports

  • Block: 1
  • Lot Number: 16

Listed by RE/MAX Town & Country, Vincent Dolan and Alejandra L Patton Spruill

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Listed by RE/MAX Town & Country, Vincent Dolan and Alejandra L Patton Spruill

Listing agents

— 27 Headlands Rd —

  • Vincent Dolan

    RE/MAX Town & Country

  • Alejandra L Patton Spruill

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Headlands Rd

School District:Winchester School District, Winchester, NH
NameGradesDistance
Winchester School
85 Parker Street, Winchester, NH 03470
PK-81.6 mi
Keene High School
43 Arch Street, Keene, NH 03431
9-1210.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Headlands Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/19/2025
Price Reduced
$725,000
-1.36%
MLS
6/11/2025
Listed
$735,000
13.08%
MLS
12/22/2022
Sold
$650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 27 Headlands Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,623
-9%
$294,800
-1%
2023
$9,434
24%
$297,800
13%
2022
$7,585
-9%
$264,300
1%
2021
$8,358
11%
$262,900
—
2020
$7,546
-12%
$262,300
9%
2019
$8,564
3%
$240,300
—
2018
$8,346
33%
$240,300
17%
2016
$6,286
—
$205,900
—
2015
$6,296
-7%
$205,900
-7%
2014
$6,767
-1%
$221,300
—
2013
$6,831
—
$222,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by RE/MAX Town & Country, Vincent Dolan and Alejandra L Patton Spruill

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27 Headlands Road, Winchester, NH 03470 (MLS# 5045812) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 27 Headlands Road is currently listed for $725,000 and was received on June 11, 2025. Want to learn more about 27 Headlands Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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