Last Sold Price
4 beds2.5 baths2,720 sqft$138/sqft
299 Bolton Rd, Winchester, NH 03441

Property Details for 299 Bolton Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
-
MLS Type
Sale / Residential / Building / 1 / 1
Year Built
2002
Lot Size
11.90 AC / 518,364 SF

Recent comparable sales

Median sold price

$320,000

Avg days on market

61

Sale-to-list ratio

90.7%

Winchester, NH

9 comparable properties found

$377,000 | 26 Mechanic Street, Winchester, NH 03470
1/42
1

$377,000

Sold 07/21/26

4
Bedrooms
2,736
Square Feet
0.19
Acres
$518,000 | 159 Ashuelot Main Street, Winchester, NH 03441
1/58
2

$518,000

Sold 04/23/26

4
Bedrooms
2,832
Square Feet
0.75
Acres
$315,000 | 66 Richmond Road, Winchester, NH 03470
1/27
3

$315,000

Sold 11/06/24

4
Bedrooms
3,070
Square Feet
0.4
Acres
$305,000 | 128 Ashuelot Street, Winchester, NH 03470
1/35
4

$305,000

Sold 02/21/25

4
Bedrooms
2,356
Square Feet
1.68
Acres
$315,000 | 72 Richmond Road, Winchester, NH 03470
1/41
5

$315,000

Sold 11/04/24

4
Bedrooms
2,584
Square Feet
0.61
Acres
$304,000 | 50 Parker Street, Winchester, NH 03470
1/47
6

$304,000

Sold 01/05/26

4
Bedrooms
2,535
Square Feet
0.76
Acres
$490,000 | 339 Burt Hill Road, Winchester, NH 03470
1/46
7

$490,000

Sold 02/27/26

4
Bedrooms
2,200
Square Feet
4.7
Acres
$320,000 | 71 Richmond Road, Winchester, NH 03470
1/32
8

$320,000

Sold 10/18/24

4
Bedrooms
2,176
Square Feet
0.3
Acres
$455,000 | 115 Warwick Road, Winchester, NH 03470
1/21
9

$455,000

Sold 04/21/25

4
Bedrooms
2,100
Square Feet
1.65
Acres

Location

Add your commute

Building Information for 299 Bolton Road

Stories2Residences-Year Built2002Lot Size11.90 AC / 518,364 SF

Payment Calculator

$2,547 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,906

Property Taxes

$641

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 299 Bolton Road

DateEvent & SourcePriceAppreciation
Jun 26, 2025

Sold (Public Record)

Public Record #1903695114

$375,000
Jun 5, 1995

Sold

MLS PIN #30007165

$92,500
Apr 15, 1995

Pending

MLS PIN #30007165

DateEvent & SourcePrice
06/26/2025

Sold (Public Record)

Public Record #1903695114

$375,000
06/05/1995

Sold

MLS PIN #30007165

$92,500
04/15/1995

Pending

MLS PIN #30007165

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

Public Records for 299 Bolton Road

Taxable ValueLand$74,865Additions$188,000Total$262,865
Tax Record2024$7,689 ($641 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,720 SqFtAbove Grade Finished SqFt2,720 SqFtStories2Lot Size518,364 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2002ZoningRURALCountyCHESHIREAPNWNCH M:00004 B:000034 L:000000

Schools near 299 Bolton Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
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

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 299 Bolton Road, Winchester, NH 03441
$375,000
4
2.5
2,720
518,364
$11,533
400,752
$215,000
4
2,058
1,807,740
2
2,274
141,570
2,606
6,970
$450,000
3
2,224
83,112

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.

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 08/21/2026 03:04 AM