259 Bolton Rd

Winchester, NH 03441

$899,000
Price
3
Beds
3,472 Sq. Ft.
$259 / Sq. Ft.
3,472
Sq. Ft.
$259
per Sq. Ft.
Virtual Tour
Virtual Tour

Description

Stunning & modern unique Post & Beam home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with separate parking entrance & Pad. Artistic & cathedral ceilings and incredible Mountain views, update &...Stunning & modern unique Post & Beam home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with separate parking entrance & Pad. Artistic & cathedral ceilings and incredible Mountain views, update & modern Kitchen featuring slow close cabinetry, Moroccan inspired cement tile backsplash, and quartz countertops. Just steps from the Kitchen you’ll find the sunken Living room that leads you to the quaint Sun room or access to the back deck. The Primary Master suite is conveniently located on the first flr with a wood fireplace, sliding doors onto your private deck, and the private Bathroom has a large walk-in tiled shower, heated flrs & beautiful double-vanity topped with marble. The finished walk-out lower level offers a large exercise area, Laundry rm and extensive storage. The lower level serves as an addt’l lvng space. In-law apt or Airbnb. There is a separate Kitchen with beautiful finishes, SS appliances, and quartz counter-tops, Living/Dining area, generous 3rd room can serve as a Bedroom & suite. A 25 mile long trail system touches the rear of the lot. Act Now!
  1. Listed by Donald Goudreau • EXP Realty • Cell: 603-370-0798

Property Details for 259 Bolton Road

Zoning
Rural
LISTING UPDATED: 01/01/2026 11:46 PM

Property Details for 259 Bolton Road

StatusActive
MLS #5071991
Days on Market27
Taxes$8,374 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1985
Lot Size1.89 AC / 82,328 SF
CountyCheshire County

Location

Listing Courtesy of EXP Realty
Add your commute

Virtual Tour

Building Information for 259 Bolton Road

Stories2Year Built1985Building Size-Lot Size1.89 AC / 82,328 SF

Payment Calculator

$5,079 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,382

Property Taxes

$698

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 259 Bolton Road

Summary
Location and General Information
  • City: Winchester
  • County: NH-Cheshire
  • Directions: Take Rte 10 to the Mass state line, R onto Min, R onto S Parrish, R onto Bolton home on right as you go up the hill.
  • Latitude: 42.754143732623447
  • Longitude: -72.437982457672121
  • Road Frontage: Yes
  • Seasonal: Unknown
  • State: NH
  • Street Designation: Road
  • Map: 004
  • Zip Code: 03470
Taxes and HOA Information
  • Tax Year: 2024
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Paved
Property
Lot Information
  • Block: 037
  • Footprint: 26X81
  • Lot: 001
  • Lot Features: Country Setting, Landscaped, Open, Rolling, Sloping, Timber, Trail/Near Trail, View, Walking Trails, Near Country Club, Near Paths, Near Snowmobile Trails, Rural, Near Hospital
  • Lot Size Acres: 1.89
  • Road Frontage Length: 317.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: Unknown
  • Flood Zone: No
  • PreConstruction: No
  • Suitable Use: Agriculture, Bed and Breakfast, Farm, Field/Pasture, Horse/Animal Farm, Residential, Tillable, Woodland
  • Surveyed: Yes
  • Year Built: 1985
Utilities
  • Electric Company: Eversource
  • Cable Company: Xfinity
  • Fuel Company: Dead River-Propane
  • Electric: 200+ Amp Service, Circuit Breaker(s), Generator
  • Sewer: Leach Field, Septic
  • Water Source: Drilled Well
  • Utilities: Cable at Site
  • Internet: Cable Internet, High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Color: Brown
  • Construction Materials: Foam/ClkAirSl Insulation, Wood Siding
  • Roof: Architectural Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Basement Stairs, Climate Controlled, Finished, Full, Insulated, Interior Stairs, Walkout
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Kitchen, Level 1: Sunroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Loft
  • Rooms: Level B: Level B: Exercise Room, Level B: Kitchen, Level B: Laundry Room, Level B: Living Room
  • Flooring: Laminate, Softwood, Tile
  • Heating: Radiator, Stove, Mini Split, Boiler
  • Cooling: Mini Split
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 10'2"X18'5"
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 15'0"X17'7"
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 3
  • Room Dimensions: 7'9'X15'5"
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 9'10"X8'9"
  • Room Level: 1
  • Room Type: Sunroom
Room 5
  • Room Dimensions: 15'0"X17'X5
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 9'3"X11'8"
  • Room Level: 2
  • Room Type: Loft
Room 7
  • Room Dimensions: 10'2"X15'4"
  • Room Level: Basement
  • Room Type: Exercise Room
Room 8
  • Room Dimensions: 8'1"X13'3"
  • Room Level: Basement
  • Room Type: Kitchen
Room 9
  • Room Dimensions: 15'0"X14'9"
  • Room Level: Basement
  • Room Type: Living Room
Room 10
  • Room Dimensions: 9'10"X17'0"
  • Room Level: Basement
  • Room Type: Bedroom with Bath
Room 11
  • Room Dimensions: 7'11"X15'2"
  • Room Level: Basement
  • Room Type: Laundry Room

Property History for 259 Bolton Road

DateEvent & SourcePriceAppreciation
Dec 11, 2025

Listed (Active)

New England Real Estate Network #5071991

$899,000—
Jul 10, 2023

Sold (Public Record)

Public Record #1514571573

$675,000

+16.7% / yr

Jul 10, 2023

Sold

New England Real Estate Network #4952686

$675,000—
Jul 10, 2023

Pending

New England Real Estate Network #4952686

—
Jun 7, 2023

Active Under Contract

New England Real Estate Network #4952686

—
May 15, 2023

Listed (Active)

New England Real Estate Network #4952686

$689,000—
Nov 6, 2022

Expired

New England Real Estate Network #4919302

—
Aug 26, 2022

Price Change

New England Real Estate Network #4919302

$699,000—
Jul 6, 2022

Listed (Active)

New England Real Estate Network #4919302

$750,000—
Apr 11, 2016

Sold (Public Record)

Public Record #568594801

$220,000—
Apr 11, 2016

Sold

New England Real Estate Network #4453064

$220,000—
Apr 11, 2016

Pending

New England Real Estate Network #4453064

—
Sep 26, 2015

Price Change

New England Real Estate Network #4453064

$324,900—
Sep 26, 2015

Listed (Active)

New England Real Estate Network #4453064

$225,000—
Sep 25, 2015

Expired

New England Real Estate Network #4444649

—
Aug 13, 2015

Listed (Active)

New England Real Estate Network #4444649

$379,000—
DateEvent & SourcePrice
12/11/2025

Listed (Active)

New England Real Estate Network #5071991

$899,000
07/10/2023

Sold (Public Record)

Public Record #1514571573

$675,000

+16.7% / yr

07/10/2023

Sold

New England Real Estate Network #4952686

$675,000
07/10/2023

Pending

New England Real Estate Network #4952686

—
06/07/2023

Active Under Contract

New England Real Estate Network #4952686

—
05/15/2023

Listed (Active)

New England Real Estate Network #4952686

$689,000
11/06/2022

Expired

New England Real Estate Network #4919302

—
08/26/2022

Price Change

New England Real Estate Network #4919302

$699,000
07/06/2022

Listed (Active)

New England Real Estate Network #4919302

$750,000
04/11/2016

Sold (Public Record)

Public Record #568594801

$220,000
04/11/2016

Sold

New England Real Estate Network #4453064

$220,000
04/11/2016

Pending

New England Real Estate Network #4453064

—
09/26/2015

Price Change

New England Real Estate Network #4453064

$324,900
09/26/2015

Listed (Active)

New England Real Estate Network #4453064

$225,000
09/25/2015

Expired

New England Real Estate Network #4444649

—
08/13/2015

Listed (Active)

New England Real Estate Network #4444649

$379,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 259 Bolton Road

Taxable ValueLand$67,800Additions$218,500Total$286,300
Tax Record2024$8,374 ($698 / month)
Home Facts
Beds2Baths2Total Finished SqFt2,406 SqFtAbove Grade Finished SqFt2,406 SqFtStories2Lot Size82,546 SqFtStyleSingle Family ResidenceYear Built1985ZoningRURALCountyCHESHIREAPNWNCH M:00004 B:000037 L:000001

Schools near 259 Bolton Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Winchester School
Public - PK to 8
Keene High School
Public - 9 to 12
Rating
School
Distance
Winchester School
PublicPK to 8

Keene High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 259 Bolton Road, Winchester, NH 03441

259 Bolton Road is a single family home for sale in Winchester, NH 03441. This property was listed for sale on December 11, 2025 by EXP Realty, it's currently listed at $899,000. It has been on the market for a total of 27 days and was last sold on July 10, 2023. This listing's school districts are Winchester School District, Keene School District. Nearby schools include Winchester School and Keene High School. 259 Bolton Road is a 3-bed, 2-bath, 3,472 sqft single family home built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EXP Realty

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. Data last updated 01/08/2026 12:40 PM