Public Remarks: Welcome to Windsor! This split level home is updated and renovated and waiting for its new people! 3 bedrooms and a full bath are on the upper level. The main level boasts living room with stone fireplace, Dining room with slider to the back yard and kitchen with white cabinets! Lower level has a half bath and laundry room combo - a large storage closet or pantry - and a nice sized room for TV or office! Lower level goes to attached one car garage and to the basement. This home had a new roof and new exterior paint 5 years ago, along with a new furnace, new oil tank and new water heater! Main floor and rec room freshly painted! Nice sized back yard surrounded by trees for privacy and a short path leads to open meadow. Schools are Central Berkshire Regional School District.
Est. $2,281 per month, based on comparable rentals
Sale and tax history for 449 High St Hill Rd
Sale History
Tax History
Date
Event
Price
BCMLS #249326
Aug 5, 2026
Listing Removed
—
Aug 5, 2026
Sold
$350,000
$169/sq ft
May 11, 2026
Pending
—
May 6, 2026
Listed
$365,000
$177/sq ft
Apr 30, 2026
Coming Soon
$365,000
$177/sq ft
BCMLS #244388
Sep 17, 2024
Listing Removed
—
Sep 5, 2024
Listed
$350,000
$169/sq ft
BCMLS #232268
Mar 5, 2021
Sold
$265,000
$128/sq ft
Sep 11, 2020
Listed
$239,900
$116/sq ft
+31
Public Remarks
This gorgeous split-level home sits on 2.5 acres and has been beautifully renovated! Upon entering the house you'll be welcomed by a spacious great room with a stunning stone fireplace and new kitchen with stainless steel appliances. Updates also include new flooring, rebuilt chimney, new heating system, brand new roof and updated 200 amp electrical service, and more! The upper level offers 3 bedrooms and new full bath. The lower level features new half bathroom with laundry hookups and a bonus room that connects to the garage. Enjoy your morning coffee sitting in the deck while admiring the sounds of nature in your backyard. Brand new septic system! This is the perfect Berkshires home you've been looking for!
Directions: Berkshire Trail/Route 9 to Old Route 9. If coming from the east turn left onto High Hill. If coming from Pittsfield, right on High St Hill. First house on the right. Sign
Utility Information
200 Amp
Private Sewer
Public facts
Beds: 3
Baths: 1.0
Sq. Ft.: 2,066
Stories: 1.0
Lot Size: 2.5 acres
Style: Single Family Residential
Year Built: 1974
Year Renovated: —
County: Berkshire County
APN: 3870066
Home facts updated by county records on Jul 23, 2025
Other
Listing Information
Standard Status: Closed
Photos Count: 34
Internet Automated Valuation Display YN: Yes
Around this home
Schools
Craneville Elementary School
Public K-5 • Assigned • 9.0mi
7/10
Nessacus Regional Middle School
Public 6-8 • Assigned • 7.2mi
7/10
Wahconah Regional High School
Public 9-12 • Assigned • 7.1mi
6/10
Provided by GreatSchools
Historical weather
Windsor, MA • 01270
Average low and high temperatures (°F)
23
11
27
12
43
25
53
34
60
44
72
54
77
59
73
52
68
48
56
39
42
30
30
15
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
94/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.9 hrs
6.1 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$360,000 – $435,000
Sell confidently with a local market expert in Windsor.