Sold
Last Sold Price
3 beds1,456 sqft
287 Greenfield Rd, Bennington, NH 03442
Single FamilyProperty Type
57.6 acresLot Size
1907Year Built
$340/sq ftPrice per sq ft

Description

Wonderful property with main house plus 3-bedroom caretaker`s cottage. 2 octagonal outbuildings, barns, 4 carriage sheds, approx. 600` frontage on whittemore lake. Many acres of open rolling land. Some subdivision potential. A rare find. Estate sale.Wonderful property with main house plus 3-bedroom caretaker`s cottage. 2 octagonal outbuildings, barns, 4 carriage sheds, approx. 600` frontage on whittemore lake. Many acres of open rolling land. Some subdivision potential. A rare find. Estate sale.

    Sold By Winsor Brook Property Advisors

    • Listed by: Shirley Despres • Despres and Associates, Inc.
    Listing closed: 03/18/2005 12:00 AM • Source: New England Real Estate Network, MLS#: 185688

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    Recent comparable sales

    Median sold price

    $423,000

    Avg days on market

    55

    Sale-to-list ratio

    99.2%

    Bennington, NH

    9 comparable properties found

    $436,400 | Lot 10-48-2 Lot 10-48-2 Old Stagecoach Road, Bennington, NH 03442
    1/19
    1

    $436,400

    Sold 09/10/26

    3
    Bedrooms
    1,219
    Square Feet
    0.54
    Acres
    $375,000 | 11 Francestown Road, Bennington, NH 03442
    1/37
    2

    $375,000

    Sold 07/10/25

    3
    Bedrooms
    1,364
    Square Feet
    0.34
    Acres
    $430,000 | 15 Dodge Hill Road, Bennington, NH 03442
    1/40
    3

    $430,000

    Sold 12/30/25

    3
    Bedrooms
    1,456
    Square Feet
    0.4
    Acres
    $410,000 | 181 Highway 202, Bennington, NH 03442
    1/33
    4

    $410,000

    Sold 05/15/25

    3
    Bedrooms
    1,440
    Square Feet
    0.73
    Acres
    $415,000 | 63 Balch Farm Road, Bennington, NH 03442
    1/45
    5

    $415,000

    Sold 10/20/25

    3
    Bedrooms
    1,440
    Square Feet
    0.97
    Acres
    $423,000 | 58 Francestown Road, Bennington, NH 03442
    1/58
    6

    $423,000

    Sold 09/29/25

    3
    Bedrooms
    1,616
    Square Feet
    1.74
    Acres
    $455,000 | 185 Larkin Hill Road, Bennington, NH 03442
    1/46
    7

    $455,000

    Sold 03/06/26

    3
    Bedrooms
    1,742
    Square Feet
    8
    Acres
    $320,000 | 4 Main Street, Bennington, NH 03442
    1/39
    8

    $320,000

    Sold 08/15/25

    3
    Bedrooms
    1,386
    Square Feet
    0.15
    Acres
    $449,000 | 64 Durgin Road, Bennington, NH 03442
    1/19
    9

    $449,000

    Sold 04/30/25

    3
    Bedrooms
    1,219
    Square Feet
    2.7
    Acres

    Location

    Add your commute

    Payment Calculator

    $3,121 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $2,643

    Property Taxes

    $478

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 287 Greenfield Road

    Property Details
    • Taxes: $5,741 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: STONY BROOK FARM
    • Waterfront Property: Yes
    • Zoning: RURAL/AGR.
    Building Information
    • Year Built: 1907
    • Lot Size: 57.60 AC / 2,509,056 SF
    Summary
    Location and General Information
    • City: Bennington
    • County: NH-Hillsborough
    • Seasonal: No
    • State: NH
    • Map: 2
    • Zip Code: 03442
    Taxes and HOA Information
    • Tax Rate: 18.16%
    • Tax Year: 2004
    Parking
    • Garage: No
    • Garage Capacity: .00
    • Driveway: Paved
    Property
    Lot Information
    • Lot: 8
    • Lot Features: Field/Pasture, Waterfront
    • Lot Size Acres: 57.6
    • Road Frontage Length: 2275.0
    • Water Frontage Length: 600.0
    • Water Body Access: Yes
    • Water Body Access- EX: Owned
    • Water Body Name- EX: WHITTEMORE
    • Total Finished Area: 1456.0
    • Lot Size Square Feet: 2509056.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Surveyed: Yes
    • Year Built: 1907
    • Middle/Jr School: Great Brook School
    • Elementary School: Pierce School
    Utilities
    • Electric: 100 Amp Service, Circuit Breaker(s)
    • Sewer: Private
    • Water Source: Drilled Well, Shared
    Interior and Exterior Features
    Exterior Features
    • Color: WHITE
    • Construction Materials: Wood Frame, Vinyl Exterior
    • Roof: Asphalt Shingle
    Interior Features
    • Appliances: Water Heater off Boiler
    • Basement Description: Partial
    • Heating: Oil, Steam
    • Rooms Total: 7
    • Bathrooms Full: 1
    • Bathrooms Half: 0
    • Bathrooms Three Quarter: 1
    • Bedrooms Total: 3
    • Bathrooms Total: 2
    Room Information
    Room 1
    • Room Dimensions: 12X15
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 10X15
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 12X13
    • Room Level: 1
    • Room Type: Living Room
    Room 7
    • Room Dimensions: 10X11.6
    • Room Level: 2
    • Room Type: Primary Bedroom
    Room 8
    • Room Dimensions: 10X11.6
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10X11
    • Room Level: 2
    • Room Type: Bedroom
    Room 12
    • Room Dimensions: 10X16
    • Room Level: 1
    • Room Type: Den
    Room 16
    • Room Level: 2
    • Room Type: Bathroom Full
    Room 17
    • Room Level: 1
    • Room Type: Bathroom Three Quarter

    Property History for 287 Greenfield Road

    DateEvent & SourcePriceAppreciation
    Mar 18, 2005

    Sold

    New England Real Estate Network #185688

    $495,000—
    Feb 4, 2005

    Pending

    New England Real Estate Network #185688

    —
    Jan 21, 2005

    Listed (Active)

    New England Real Estate Network #185688

    $495,000—
    DateEvent & SourcePrice
    03/18/2005

    Sold

    New England Real Estate Network #185688

    $495,000
    02/04/2005

    Pending

    New England Real Estate Network #185688

    —
    01/21/2005

    Listed (Active)

    New England Real Estate Network #185688

    $495,000

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Schools near 287 Greenfield Road

    This home is within Contoocook Valley School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - K to 4
    Public - 5 to 8
    Public - 9 to 13
    Private - 2 to 12
    Rating
    School
    Distance
    Pierce Elementary School
    PublicK to 4

    Great Brook School
    Public5 to 8

    Conval Regional High School
    Public9 to 13

    Crotched Mountain School
    Private2 to 12

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Nearby home values

    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

    Listing Courtesy of Despres and Associates, Inc.

    Copyright 2026 PrimeMLS, 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 PrimeMLS. 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 10/04/2026 07:26 PM