168 Bolton Road

Closed 7/25/25
Closed 7/25/25
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Sold
Last Sold Price
$700,000
6 beds4,316 sqft$162/sqft
168 Bolton Rd, Winchester, NH 03470
Single FamilyProperty Type
42.1 acresLot Size
1985Year Built
$162/sq ftPrice per sq ft
2 carsParking Spaces

Description

Privacy galore with home positioned well and surrounded by 40+ acres! Potential horse property with one outbuilding could hold a couple horses. This 1985 unique build was an absolute labor of love. Painstaking detail was taken over the 3 year build of a gorgeous Gambrel home. A 2 bedroom apartment is rented out above the garage for added income. The listing is comprised of 3 adjacent lots all included & made up of a 10.2 acre lot with improvements, a 5.4 acre lot with frontage & a 26.5 acre lot in...Privacy galore with home positioned well and surrounded by 40+ acres! Potential horse property with one outbuilding could hold a couple horses. This 1985 unique build was an absolute labor of love. Painstaking detail was taken over the 3 year build of a gorgeous Gambrel home. A 2 bedroom apartment is rented out above the garage for added income. The listing is comprised of 3 adjacent lots all included & made up of a 10.2 acre lot with improvements, a 5.4 acre lot with frontage & a 26.5 acre lot in Current Use. The 8 room unit is a premium home with cherry floors, cherry cabinets and multiple wood burning heat sources for low cost heat. This beautifully well kept home has large rooms and tons of daylight and windows throughout. The Full walk-out basement has walk out and could be semi-finished. The attached garage is oversized and set up with heat and own electric panel. The 2 bedroom rental is over the garage and set up well providing quietness away from the main living area. Use the entire 42.1 acres for your own use (ideal for private hunting), or sell off the 5 acre lot and create a right of way to the 26 acre lot to sell off if you choose. Highest and best use could be a sweet family compound or a farm. The utility cost is minimal with solar array producing more electric than they use currently at a service fee of $35/mo and an outside wood boiler for little to no fuel costs as the oil boiler only kicks on as needed. Set up your showing before this beauty is gone!

    Sold By Greenwald Realty Group

    • Listed by: Donald Goudreau • EXP Realty Cell: 603-370-0798
    Listing closed: 07/25/2025 12:00 AM • Source: New England Real Estate Network, MLS#: 5036409

    Recent comparable sales

    Median sold price

    $759,000

    Avg days on market

    40

    Sale-to-list ratio

    97.2%

    Winchester, NH

    9 comparable properties found

    $699,900 | 110 Renee Lane, Winchester, VA 22602
    1/59
    1

    $699,900

    Sold 12/04/24

    6
    Bedrooms
    4,840
    Square Feet
    0.41
    Acres

    110 Renee Lane, Winchester, VA 22602

    $850,000 | 101 Aster Street, Winchester, OR 97495
    1/44
    2

    $850,000

    Sold 05/08/26

    6
    Bedrooms
    4,607
    Square Feet
    0.74
    Acres

    101 Aster Street, Winchester, OR 97495

    an aerial view of a house with a garden and trees
    1/65
    3

    $619,000

    Sold 06/30/25

    6
    Bedrooms
    3,527
    Square Feet
    0.38
    Acres

    100 Duner Court, Winchester, VA 22602

    $825,000 | 448 Adams Road, Winchester, VA 22603
    1/50
    4

    $825,000

    Sold 06/05/26

    6
    Bedrooms
    3,550
    Square Feet
    8.11
    Acres

    448 Adams Road, Winchester, VA 22603

    a front view of a house with yard and green space
    1/69
    5

    $759,000

    Sold 04/13/26

    6
    Bedrooms
    4,260
    Square Feet
    0.29
    Acres

    705 Treys Drive, Winchester, VA 22601

    $700,000 | 817 Chelsea Drive, Winchester, VA 22601
    1/71
    6

    $700,000

    Sold 09/09/26

    6
    Bedrooms
    4,672
    Square Feet
    0.24
    Acres

    817 Chelsea Drive, Winchester, VA 22601

    a front view of a house with a garden
    1/38
    7

    $755,000

    Sold 02/02/26

    6
    Bedrooms
    3,417
    Square Feet
    0.17
    Acres

    36079 Pansy Street, Winchester, CA 92596

    a front view of a house with garden
    1/43
    8

    $815,000

    Sold 07/01/25

    6
    Bedrooms
    3,699
    Square Feet
    Unavailable
    Acres

    34060 Burcham Lane, Winchester, CA 92596

    a front view of a house with a yard
    1/59
    9

    $929,200

    Sold 03/27/26

    6
    Bedrooms
    3,848
    Square Feet
    7.73
    Acres

    240 Glendobbin Road, Winchester, VA 22603

    Get preapproved with Rocket Mortgage1

    Location

    Add your commute

    Payment Calculator

    Get preapproved with Rocket Mortgage1

    $4,643 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $3,617

    Property Taxes

    $1,026

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 168 Bolton Road

    Property Details
    • Taxes: $12,310 / year
    • MLS Type: Residential / Single Family
    • County: Cheshire County
    • Zoning: 2F Res
    Building Information
    • Stories: 2
    • Year Built: 1985
    • Lot Size: 42.10 AC / 1,833,876 SF
    Summary
    Location and General Information
    • City: Winchester
    • County: NH-Cheshire
    • Directions: Rte 10S to MA state line and R on Mine, Right on S Parrish, R Bolton & house on L.
    • Latitude: 42.748555428011613
    • Longitude: -72.441660050262485
    • Mount Location: Ground
    • Mount Type: Fixed Rack
    • Road Frontage: Yes
    • Seasonal: No
    • State: NH
    • Street Designation: Road
    • Map: 4
    • Zip Code: 03470
    Taxes and HOA Information
    • Tax Year: 2024
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Circular, Gravel
    Property
    Lot Information
    • Block: 43
    • Footprint: 56X32+24X40
    • Lot: 5
    • Lot Features: Agricultural, Country Setting, Landscaped, Level, Rolling, Trail/Near Trail, Wooded, Near Snowmobile Trails
    • Lot Size Acres: 42.1
    • Road Frontage Length: 927.0
    • Total Finished Area: 4316.0
    • Above Grade Finished Area: 4316.0
    • Above Grade Finished Area Source: Assessor
    • Above Grade Unfinished Area: 4316.0
    • AboveGradeUnfinishedAreaSource: Assessor
    • Below Grade Finished Area: 0.0
    • Below Grade Unfinished Area: 1280.0
    • BelowGradeUnfinishedAreaSource: Assessor
    • Lot Size Square Feet: 1833876.0
    • Total Area: 9912.0
    Property and Assessments
    • Current Use: Yes
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Yes
    • Flood Zone: No
    • Power Production Annual Status: Estimated
    • Power Production Ownership: Seller Owned
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1985
    • School District: Keene Sch Dst SAU #29
    • Elementary School: Winchester School
    Utilities
    • Electric Company: Eversource
    • Electric: 200+ Amp Service, Circuit Breaker(s), Combo, Other
    • Sewer: 1000 Gallon, Leach Field at Grade, Septic
    • Water Source: Drilled Well
    • Utilities: Phone, Telephone at Site
    • Internet: DSL
    Interior and Exterior Features
    Exterior Features
    • Color: Brown
    • Construction Materials: Wood Frame, Cedar Exterior, Wood Exterior
    • Roof: Architectural Shingle
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Trash Compactor, Washer, Water Heater off Boiler, Tankless Coil Water Heatr
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete, Concrete Floor, Daylight, Full, Interior Stairs, Storage Space, Unfinished, Walkout
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Family Room, Level 1: Eat-in Kitchen, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Eat-in Kitchen, Level 2: Living Room
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Heating: Oil, Wood, Baseboard, Hot Air, Hot Water, Wood Stove, Wood Boiler
    • Cooling: None
    • Total Stories: 2
    • Rooms Total: 12
    • Bathrooms Full: 3
    • Bathrooms Half: 1
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 0
    • Bedrooms Total: 6
    • Bathrooms Total: 4
    Room Information
    Room 1
    • Room Dimensions: 14'X15'4"
    • Room Level: 1
    • Room Type: Eat-in Kitchen
    Room 2
    • Room Dimensions: 10'X17'
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 10'X20'
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 14'4"X15'4"
    • Room Level: 1
    • Room Type: Bedroom
    Room 5
    • Room Dimensions: 16'X24'8"
    • Room Level: 1
    • Room Type: Family Room
    Room 6
    • Room Dimensions: 15'4"X24'
    • Room Level: 2
    • Room Type: Bedroom with Bath
    Room 7
    • Room Dimensions: 13'4"X18'1"
    • Room Level: 2
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 11'X13'10"
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Level: 2
    • Room Type: Eat-in Kitchen
    Room 10
    • Room Level: 2
    • Room Type: Living Room
    Room 11
    • Room Level: 2
    • Room Type: Bedroom
    Room 12
    • Room Level: 2
    • Room Type: Bedroom
    Rental
    Rent Information
    • Rented: Yes

    Property History for 168 Bolton Road

    DateEvent & SourcePriceAppreciation
    Jul 25, 2025

    Sold (Public Record)

    Public Record #1907869610

    		$700,000—
    Jul 25, 2025

    Sold

    New England Real Estate Network #5036409

    		$700,000—
    Jun 13, 2025

    Pending

    New England Real Estate Network #5036409

    		—
    DateEvent & SourcePrice
    07/25/2025

    Sold (Public Record)

    Public Record #1907869610

    $700,000
    07/25/2025

    Sold

    New England Real Estate Network #5036409

    $700,000
    06/13/2025

    Pending

    New England Real Estate Network #5036409

    —

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

    Public Records for 168 Bolton Road

    Taxable ValueLand$61,021Additions$353,800Total$414,821
    Tax Record2024$12,134 ($1,011 / month)
    Home Facts
    Baths4Total Finished SqFt5,069 SqFtAbove Grade Finished SqFt5,069 SqFtStories2Lot Size444,312 SqFtStyleMulti-Family Dwelling (2-4)Year Built1985Year Renovated1985ZoningRURALCountyCHESHIREAPNWNCH M:00004 B:000043 L:000005

    Schools near 168 Bolton Road

    This home is within Winchester School District.
    Rating
    School
    Type
    Grades
    Distance
    Winchester School
    		Public - PK to 8
    Keene High School
    		Public - 9 to 12
    Rating
    School
    Distance
    Winchester School
    PublicPK to 8

    Keene High School
    Public9 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.

    Similar Homes

    New listings in 03470

    $715,000 | 27 Headlands Road, Winchester, NH 03470
    1/36

    $715,000

    2
    Bedrooms
    1,351
    Square Feet
    0.16
    Acres

    27 Headlands Road, Winchester, NH 03470

    $290,000 | 292 Richmond Road, Winchester, NH 03470
    1/25

    $290,000

    Unavailable
    Bedrooms
    4,739
    Square Feet
    3.02
    Acres

    292 Richmond Road, Winchester, NH 03470

    $3,995,000 | 398 Scofield Mountain Road, Winchester, NH 03470
    1/60
    Listed By Coldwell Banker Realty

    $3,995,000

    4
    Bedrooms
    5,120
    Square Feet
    141
    Acres

    398 Scofield Mountain Road, Winchester, NH 03470

    $449,900 | 166 Keene Road, Winchester, NH 03470
    1/60

    $449,900

    3
    Bedrooms
    1,808
    Square Feet
    4.3
    Acres

    166 Keene Road, Winchester, NH 03470

    $475,000 | 305 Richmond Road, Winchester, NH 03470
    1/54
    Listed By Coldwell Banker Realty

    $475,000

    5
    Bedrooms
    2,790
    Square Feet
    1
    Acres

    305 Richmond Road, Winchester, NH 03470

    $120,000 | 190 Ashuelot Street, Winchester, NH 03470
    1/13

    $120,000

    3
    Bedrooms
    1,457
    Square Feet
    1.4
    Acres

    190 Ashuelot Street, Winchester, NH 03470

    $425,000 | 253 Back Ashuelot Road, Winchester, NH 03470
    1/51
    Virtual Tour

    $425,000

    1
    Bedrooms
    1,290
    Square Feet
    1.5
    Acres

    253 Back Ashuelot Road, Winchester, NH 03470

    $150,000 | 369 Manning Hill Road, Winchester, NH 03470
    1/20

    $150,000

    2
    Bedrooms
    894
    Square Feet
    8
    Acres

    369 Manning Hill Road, Winchester, NH 03470

    $445,000 | 71 Headlands Road, Winchester, NH 03470
    1/42

    $445,000

    3
    Bedrooms
    1,066
    Square Feet
    0.39
    Acres

    71 Headlands Road, Winchester, NH 03470

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 168 Bolton Road, Winchester, NH 03470
    $700,000
    6
    4,316
    1,833,876
    Lot43 Bolton Road, Winchester, NH 03470
    $32,000
    –
    –
    –
    226,512
    0 Boulton Road, Winchester, NH 03470
    $200,000
    –
    –
    –
    849,420
    179 Bolton Road, Winchester, NH 03470
    $109,900
    3
    1,487
    91,040
    195 Bolton Road, Winchester, NH 03470
    –
    2
    1
    611
    418,176
    140 Bolton Road, Winchester, NH 03470
    $48,000
    –
    –
    –
    213,444

    Explore Nearby Homes

    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.

    Listing Courtesy of EXP Realty

    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 09/11/2026 06:30 AM