About This Home

This 3-bedroom, 2-bathroom single family at 166 Keene Road in Winchester, NH is listed for $419,900 ($232 per sqft). Built in 1800, the home offers 1,808 sqft of living space on a N/A lot.

Key Features

  • Built in 1800

Property Details

1 full, 1 half
1800

Amenities

Solar
Listing Description

Seller contribution of $10,000 towards interest rate buydown. Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home.

Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence.

The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings.

The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

Monthly Cost Estimate

$2,246/mo

20% down · 6.5% · 30 years

Principal$304
Interest$1,820
Insurance$122

Estimates only. Actual payments may vary.

Location

166 Keene Road

Winchester, NH 03470

Questions & Answers

This 3-bedroom, 2-bathroom single family at 166 Keene Road is listed at $419,900 ($232/sqft). The estimated monthly payment is $2,245 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1800.

This property is listed by Jamie Smith.

JS

Jamie Smith

Agent at Better Homes and Gardens Real Estate The Masiello Group

Listed by Better Homes and Gardens Real Estate The Masiello Group · Broker phone: (800) 741-1540 · Broker website

MLS# 5092617· Source: Better Homes and Gardens-The Masiello Group· 148 days on PropertySimple

Copyright © 2026 Better Homes and Gardens-The Masiello Group. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

166 Keene Road, Winchester, NH 03470

Open this listing in: