259 Bolton Road, Winchester, NH, 03470 | $849,900

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. *Buyer to show proof of funds or pre approval prior to showings.

Features

  • Rooms: 11
  • Bedrooms: 3
  • Baths: 2 three-quarter
  • Style: Walkout Lower Level,Post and Beam
  • Year Built: 1985
  • Garage: 3-car Garage
  • Heating: Radiator,Stove,Mini Split,Boiler
  • Cooling: Mini Split
  • Basement: Climate Controlled,Finished,Full,Insulated,Interior Stairs,Walkout,Basement Stairs
  • Approx Sq. Feet: 3,472
  • Acreage: 1.89
  • Est. Taxes: $8,374
  • Lot Desc: Country Setting,Landscaped,Open,Rolling,Sloping,Timber,Trail/Near Trail,View,Walking Trails,Near Country Club,Near Paths,Near Snowmobile Trails,Rural,Near Hospital
  • School District: Winchester
  • MLS#: 5071991
  • Website: https://www.raveis.com
    /prop/5071991/259boltonroad_winchester_nh?source=qrflyer
©2026 New England Real Estate Network, 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 PrimMLS. 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 3/15/2026

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Alison DeMaioSales Associate

203.215.7505

Alison.DeMaio@raveis.com

Our family of companies offer our clients a new level of full-service real estate. We shall:

  • Market your home to realize a quick sale at the best possible price
  • Place up to 20+ photos of your home on our website, raveis.com
  • Provide frequent communication and tracking reports showing the Internet views your home received on raveis.com
  • Showcase your home on raveis.com with a larger and more prominent format
  • Give you the full resources and strength of William Raveis Real Estate, Mortgage & Insurance and our cutting-edge technology

To learn more about our credentials, visit raveis.com today.

Gerry O'BrianVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 223191

203.274.0501

Gerry.OBrian@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Alex FerroInsurance Sales Director, William Raveis Insurance

203.610.1536

Alex.Ferro@raveis.com

Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

259 Bolton Road, Winchester, NH, 03470

$849,900

Alison DeMaio

Sales Associate

William Raveis Real Estate

Phone: 203.215.7505

Alison.DeMaio@raveis.com

Gerry O'Brian

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 203.274.0501

Gerry.OBrian@raveis.com

NMLS Mortgage Loan Originator ID 223191

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $679,920 $679,920 $679,920
Term 360 months 360 months 180 months
Initial Interest Rate** 5.250% 5.875% 5.625%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.069% 6.031% 5.846%
Monthly Tax Payment $698 $698 $698
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,755 $4,022 $5,601
Total Monthly Payment $4,545 $4,812 $6,391

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.