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$899,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Partial Baths
  • 3,472 Sq. Ft.
  • 1.89 Acres
  • 3 Car Garage
  • Updated 1 day ago
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Stunning & modern unique True Timber Frame 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!

Full Property Details for 259 Bolton Rd

General

  • Price: $899,000
  • Taxes: $8,374 (2024)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5071991
  • Updated: 1/15/2026
  • Added to Site: 34 day(s) ago

Interior

  • Number of Rooms: 11
  • Interior Features: Blinds, Ceiling Fan, Draperies, Wood Fireplace, 1 Fireplace, Hearth, In-Law/Accessory Dwelling, LED Lighting, Primary BR w/ BA, Skylight, Vaulted Ceiling, Walk-In Closet, Window Treatment, Basement Laundry
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Flooring: Laminate, Softwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • 3/4 Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedroom 1: 15'0" x 17' x 5, Level 2

Other Rooms

  • Living Room: 15'0" x 14'9", Basement
  • Kitchen: Kitchen, 10'2" x 18'5", Level 1
  • 2nd Kitchen: 8'1" x 13'3", Basement
  • Dining Room: Dining Room, 7'9' x 15'5", Level 1
  • Loft: 9'3" x 11'8", Level 2
  • Exercise Room: Exercise Room, 10'2" x 15'4", Basement
  • Sun Room/Solarium: 9'10" x 8'9", Level 1
  • Laundry: 7'11" x 15'2", Basement

Additional Information

  • Equipment: CO Detector, Smoke Detector, Wood Stove, Standby Generator

Exterior

  • Exterior Features: Balcony, Barn, Deck, Partial Fence , Garden Space, Covered Porch, Double Pane Window(s), Heated Porch
  • Color: Brown

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Auto Open, Parking Spaces 11 - 20, Barn

Location

  • County: Cheshire
  • Driving 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.

School Information

  • School District: Winchester

Heating & Cooling

  • Cooling Type: Mini Split
  • Heating Type: Radiator, Stove, Mini Split, Boiler

Utilities

  • Sewer: Leach Field, Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walkout
  • Basement Desc.: Climate-Controlled, Finished, Full, Insulated, Interior Stairs, Walkout, Basement Stairs
  • Foundation Size: 26X81
  • Roof: Architectural Shingle
  • Stories/Levels: 2
  • Square Feet: 3,472
  • Finished Total: 3,472 Sq. Ft.
  • Finished Above Grnd: 2,341 Sq. Ft.
  • Finished Below Grnd: 1,131 Sq. Ft.
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 1.89
  • Lot Size (Sq. Ft.): 82,328
  • Lot Dimensions: 9'3" x 11'8"
  • Frontage: Yes Road Frontage
  • Frontage Feet: 317
  • Driveway/Sidewalk: Paved
  • Potential Use: Agriculture, Bed and Breakfast, Farm, Field/Pasture, Horse/Animal Farm, Residential, Tillable, Woodland
  • Zoning: Rural

Financial Considerations

  • Price Per Sq. Ft.: $258.93
  • Tax Amount: $8,374
  • Tax Year: 2024

Disclosures and Reports

  • Surveyed: Yes
  • Block: 37
  • Lot Number: 1

Listed by EXP Realty, Donald Goudreau

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Listed by EXP Realty, Donald Goudreau

Listing agent

— 259 Bolton Rd —

  • Donald Goudreau

    EXP Realty

Cell: 603-370-0798

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 259 Bolton Rd

School District:Winchester School District, Winchester, NH
NameGradesDistance
Winchester School
85 Parker Street, Winchester, NH 03470
PK-83.3 mi
Keene High School
43 Arch Street, Keene, NH 03431
9-1214.3 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 259 Bolton Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/13/2025
Listed
$899,000
33.19%
MLS
7/10/2023
Sold
$675,000
—
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 259 Bolton Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,374
-6%
$286,300
1%
2023
$8,946
17%
$282,400
6%
2022
$7,640
-10%
$266,200
—
2021
$8,462
10%
$266,200
—
2020
$7,659
-16%
$266,200
5%
2019
$9,074
3%
$254,600
—
2018
$8,842
9%
$254,600
-4%
2016
$8,078
—
$264,600
—
2015
$8,061
-1%
$263,600
-1%
2014
$8,147
—
$266,400
—
2013
$8,186
—
$266,400
—
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.

Estimate the Cost for 259 Bolton Rd

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

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NMLS#: 1598647

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Listed by EXP Realty, Donald Goudreau

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259 Bolton Road, Winchester, NH 03470 (MLS# 5071991) is a Single Family property with 3 bedrooms, 0 full bathrooms and 2 partial bathrooms. 259 Bolton Road is currently listed for $899,000 and was received on December 13, 2025. Want to learn more about 259 Bolton 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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