Enjoy convenient one level living on a quiet, charming dead-end street just steps from Chester Village. This home offers a full unfinished walkout basement, vinyl siding, thermal windows, and a 200-amp electrical panel. A new furnace was installed in 2019. The neighborhood is truly exceptional, residents are unbelievably kind and feel like family. With a little TLC, this property is ready for your personal updates and vision!
Sold for $319,900
$319,900
12 Deep Hollow Road, Chester, CT 06412
3beds
912sqft
Single Family Residence
Built in 1960
0.28 Acres Lot
$322,900 Zestimate®
$351/sqft
$2,290 Estimated rent
Home value
$322,900
$307,000 - $339,000
$2,290/mo
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: January 23, 2026 at 09:58am
Listed by:
Craig Milton (860)388-4663,
Re/Max Valley Shore 860-388-1228
Bought with:
Craig Milton, REB.0756400
Re/Max Valley Shore
Source: Smart MLS,MLS#: 24141147
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Main
- Area: 156 Square Feet
- Dimensions: 13 x 12
Bedroom
- Level: Main
- Area: 130 Square Feet
- Dimensions: 13 x 10
Bedroom
- Level: Main
- Area: 80 Square Feet
- Dimensions: 10 x 8
Bathroom
- Level: Main
Kitchen
- Level: Main
- Area: 160 Square Feet
- Dimensions: 16 x 10
Living room
- Level: Main
- Area: 196 Square Feet
- Dimensions: 14 x 14
Heating
- Baseboard, Oil
Cooling
- None
Appliances
- Included: Oven/Range, Refrigerator, Washer, Water Heater
- Laundry: Lower Level
Features
- Basement: Full,Unfinished
- Attic: Pull Down Stairs
- Has fireplace: No
Interior area
- Total structure area: 912
- Total interior livable area: 912 sqft
- Finished area above ground: 912
Property
Parking
- Total spaces: 2
- Parking features: Unpaved
Lot
- Size: 0.28 Acres
- Features: Sloped
Details
- Parcel number: 940414
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- New construction: No
- Year built: 1960
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Community
- Community features: Library, Medical Facilities, Park, Playground, Near Public Transport, Shopping/Mall
Location
- Region: Chester
Price history
| Date | Event | Price |
|---|---|---|
| 1/23/2026 | Pending sale | $319,900$351/sqft |
Source:  Smart MLS #24141147 Report a problem | ||
| 1/20/2026 | Sold | $319,900$351/sqft |
Source: Smart MLS #24141147 Report a problem | ||
| 11/28/2025 | Listed for sale | $319,900+161.1%$351/sqft |
Source: Smart MLS #24141147 Report a problem | ||
| 8/31/1998 | Sold | $122,500$134/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,142 +10.7% | $152,950 |
| 2024 | $3,740 +8.4% | $152,950 +31.7% |
| 2023 | $3,450 +0.7% | $116,150 |
Find assessor info on the county website
Neighborhood: Chester Center
Nearby schools
GreatSchools rating
- 6/10Chester Elementary SchoolGrades: K-6Distance: 1.4 mi
- 3/10John Winthrop Middle SchoolGrades: 6-8Distance: 3 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Chester
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$322,900
2% more
+$6,458
With Zillow Showcase(estimated)
$329,358
- Connecticut
- Middlesex County
- Chester
- 06412
- Chester Center
- 12 Deep Hollow Road