19 Rogers Road, Bennington, NH 03442

Listing by: Lori Oliveira, Redfin Corporation, 603-733-4257

4 Beds

2 Baths

2,136SqFt

Active

***Offer Deadline: 5PM, Tue 6/23. Nestled on a quiet dead-end road right on the Greenfield-Bennington line, this beautifully renovated Cape-style home offers an unparalleled blend of privacy and outdoor adventure. Situated perfectly at the base of Crotched Mountain, the unique property close to hundreds of acres of pristine conservation land, with the Crotched Mountain Hiking Trail accessible right at the end of the driveway. Outdoor living shines with a sprawling composite deck with an attached greenhouse that overlooks well manicured grounds, vibrant gardens, and a patio, all wrapped in serene seclusion. Inside, the feature-rich home boasts exposed beams, built in cabinets, a formal dining room, a dedicated office space, and cozy wood stoves and fireplace to gather around. Full house basement including large main workspace, multiple storage rooms and an attached garage. Complete with a detached 2 car garage and easy access to a charming town beach on Whittemore Lake, this remarkable estate truly has it all—allowing you to walk to the lake, drive to Crotched Mountain in minutes, and fully embrace the quintessential lifestyle of the Monadnock Region.

Property Details
Price $565,000
Bedrooms 4
Full Baths 2
Half Baths 0
Total Baths 2
Property Style Cape
Lot Size Area 65340
Acres 1.5
Property Type Residential
Sub type SingleFamilyResidence
MLS® Sub type Single Family
Stories 2
Year Built 1750
Roof Asphalt Shingle
Heating Propane,Oil,Gas Heater,Hot Air,Wood Stove,Wood/Oil Combo Furnace
Foundation Concrete
Lot Description Country Setting,Landscaped,Secluded,Wooded,Rural
Parking Spaces 3
Garage spaces 3
Additional Rooms 8
Geographic Data
Directions From Greenfield center take rte 31 for 3 miles. Rogers Road is on the right, located on the Greenfield-Bennington line. Home is on the left.
County NH-Hillsborough
Latitude 42.986055
Longitude -71.897098271164
Market Area NH-Hillsborough
Address Information
Address 19 Rogers Road, Bennington, NH 03442
Postal Code 03442
City Bennington
State NH
Country United States
Listing Information
Listing Office Redfin Corporation
Listing Office Phone 603-733-4257
Listing Office Email doug.gartley@redfin.com
Listing Agent Lori Oliveira
Listing Agent Phone 603-733-4257
Virtual Tour URL https://my.matterport.com/show/?m=ZnzQFfwcs8X
School Information
District Contoocook Valley SD SAU #1
Middle School Great Brook School
High School Contoocook Valley Regional Hig
MLS® Information
Days on market 3
MLS® Status Active
Listing Date Jun 17, 2026
Listing Last Modified Jun 22, 2026
Tax Year 2026
Tax Annual Amount 8042
MLS® Area NH-Hillsborough
MLS® # 5095203

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This information is believed to be accurate, but without any warranty.