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.
Active
Listed by: Redfin Corporation
$565,000
19 Rogers Road, Bennington, NH 03442
4beds
2,136sqft
Single Family Residence
Built in 1750
1.5 Acres Lot
$439,300 Zestimate®
$265/sqft
$-- HOA
What's special
- 2 days |
- 180 |
- 14 |
Zillow last checked:
Listing updated:
Listed by:
Lori Oliveira,
Redfin Corporation 603-733-4257
Source: PrimeMLS,MLS#: 5095203
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Propane, Oil, Gas Heater, Hot Air, Wood Stove, Wood/Oil Combo Furnace
Cooling
- None
Features
- Basement: Full,Walkout,Walk-Out Access
Interior area
- Total structure area: 2,136
- Total interior livable area: 2,136 sqft
- Finished area above ground: 2,136
- Finished area below ground: 0
Property
Parking
- Total spaces: 3
- Parking features: Paved
- Garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Frontage length: Road frontage: 231
Lot
- Size: 1.5 Acres
- Features: Country Setting, Landscaped, Secluded, Wooded, Rural
Details
- Parcel number: BENNM00003B000024L000000
- Zoning description: WRP W
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior
- Foundation: Concrete
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1750
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: 1000 Gallon, Leach Field, Septic Tank
- Utilities for property: Other
Community & HOA
Location
- Region: Bennington
Financial & listing details
- Price per square foot: $265/sqft
- Tax assessed value: $389,300
- Annual tax amount: $8,042
- Date on market: 6/17/2026
- Road surface type: Gravel
Estimated market value
$439,300
$400,000 - $474,000
$3,064/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Listed for sale | $565,000+135.4%$265/sqft |
Source:  PrimeMLS #5095203 Report a problem | ||
| 10/12/2017 | Sold | $240,000+4.3%$112/sqft |
Source: PrimeMLS #4651902 Report a problem | ||
| 8/18/2017 | Pending sale | $230,000$108/sqft |
Source: Century 21 NorthShore/Salem #4651902 Report a problem | ||
| 8/7/2017 | Listed for sale | $230,000+41.2%$108/sqft |
Source: Century 21 NorthShore/Salem #4651902 Report a problem | ||
| 7/25/2014 | Sold | $162,900-4.1%$76/sqft |
Source: Public Record Report a problem | ||
| 6/7/2014 | Listed for sale | $169,900+61.8%$80/sqft |
Source: The Mollers, Inc. #4362101 Report a problem | ||
| 11/2/1998 | Sold | $105,000$49/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,478 -30.1% | $243,800 |
| 2023 | $7,838 +1.6% | $243,800 |
| 2022 | $7,716 +7.7% | $243,800 |
| 2021 | $7,165 | $243,800 |
| 2020 | $7,165 +1.6% | $243,800 |
| 2019 | $7,053 +2.6% | $243,800 +15.3% |
| 2018 | $6,873 +40.8% | $211,400 +38.4% |
| 2017 | $4,880 +0.5% | $152,800 |
| 2016 | $4,856 +3.9% | $152,800 |
| 2015 | $4,673 +4.7% | $152,800 |
| 2014 | $4,462 -7.8% | $152,800 -19.8% |
| 2013 | $4,841 | $190,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 03442
Nearby schools
GreatSchools rating
- 3/10Pierce Elementary SchoolGrades: K-4Distance: 1.8 mi
- 6/10Great Brook SchoolGrades: 5-8Distance: 3.8 mi
- 8/10Conval Regional High SchoolGrades: 9-12Distance: 5.7 mi
Schools provided by the listing agent
- Middle: Great Brook School
- High: Contoocook Valley Regional Hig
- District: Contoocook Valley SD SAU #1
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New Hampshire
- Hillsborough County
- Bennington
- 03442
- 19 Rogers Road
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