Date
Details
Price
Change
Source
12/22/2025
Listed
$319,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/31
$319,900 Contingent
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1/31
Property Description
Set on a peaceful 3.4-acre lot, this one-owner ranch offers privacy, space, and exciting potential. The main level features approximately 1,222 square feet with an open kitchen and living room layout, creating a welcoming central gathering space. A slider off the living area leads to a deck overlooking the wooded surroundings, perfect for enjoying the natural setting. The primary level includes a full bathroom, while the finished lower level adds approximately 375 square feet of living space complete with a second full bath, offering excellent in-law or guest suite potential. The rear boundary of the property extends down to Kitt Brook, providing a scenic and serene backdrop. Built in 1996, the home has been owned by the same owner since construction and is ready for cosmetic updates to make it your own. A 22kW whole-house generator adds peace of mind and convenience, making this a solid opportunity for buyers seeking acreage, flexibility, and long-term value. Sale subject to probate approval.
Full Property Details
Full Property Details for 21 Bennett Pond Rd
General
- Price: $319,900
- Taxes: (July 2025-June 2026)
- Status: Contingent
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24145777
- Updated: 1/3/2026
- Added to Site: 26 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: Open Floor Plan
- Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Main
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
- Laundry: Lower Level
Parking
- Parking: None
Location
- County: Windham
- Driving Directions: GPS Friendly
School Information
- Elementary School: Canterbury
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Upright Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Partially Finished, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Disability Access: Chair Lift
- Square Feet: 1,597
- Above Ground: 1,222 Sq. Ft.
- Below Ground: 375 Sq. Ft.
- Year Built: 1996
Lot Features
- Lot Size (Acres): 3.4
- Zoning: Res
- Lot Description: Sloping Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Walk to Water
Green Features
- Energy Features: Generator
Financial Considerations
- Assessment Amount: $237,500
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1679582
Listed by Carl Guild & Associates, Carl Guild
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 21 Bennett Pond Rd —
Carl Guild
Carl Guild & Associates
Agent Contact: carlguild@gmail.com Office Contact: (860) 474-3500
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 21 Bennett Pond Rd
School District:Canterbury School District
| Name | Grades | Distance |
|---|---|---|
Dr. Helen Baldwin Middle School 45 Westminster Road, Canterbury, CT 06331 | 5-8 | 1.5 mi |
Canterbury Elementary School 67 Kitt Road, Canterbury, CT 06331 | PK-4 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 21 Bennett Pond Rd
Tax History
Tax History for 21 Bennett Pond Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,981
-15%
$237,500
17%
2023
$4,676
37%
$203,300
37%
2023
$3,420
—
$148,700
—
2022
$3,420
-3%
$148,700
—
2021
$3,527
4%
$148,700
16%
2020
$3,392
—
$128,500
—
2019
$3,392
1%
$128,500
—
2018
$3,367
7%
$128,500
—
2017
$3,148
—
$128,500
—
2016
$3,148
-7%
$128,500
-18%
2015
$3,403
1%
$157,200
—
2014
$3,380
-1%
$157,200
—
2011
$3,411
—
$157,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 21 Bennett Pond Rd
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 1,640Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 1Total Bath
- 1,320Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 1,588Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,056Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 2,140Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,712Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 889Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 4Total Baths
- 3,361Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,267Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 3Total Baths
- 2,139Sq. Ft.
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21 Bennett Pond Road, Canterbury, CT 06331 (MLS# 24145777) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21 Bennett Pond Road is currently listed for $319,900 and was received on December 22, 2025. Want to learn more about 21 Bennett Pond Road? Do you have questions about finding other Single Family real estate for sale in Canterbury? You can browse all Canterbury real estate or contact a Coldwell Banker agent to request more information.