105 Deepwood Drive
Cheshire, Connecticut 06410
- Beds
- 2
- Baths
- 2
- SqFt
- 1,104
- Acres
- 0.40
- Year Built
- 1952
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Move right into this beautifully maintained 2-bedroom, 2-bath ranch in a desirable established neighborhood! The bright, spacious living room features hardwood floors and a cozy gas fireplace. The updated kitchen boasts granite countertops, tile flooring and stainless appliances, flowing seamlessly into the family room with a full bath and convenient laundry area. The dining room, accented by hardwood floors, connect to both the kitchen and family room, creating an ideal space for entertaining. Both bedrooms have hardwood floors and ceiling fans. Additional highlights include central air, upgraded electrical service, a newer roof, newer windows, natural gas, city water and sewer, and an updated hall bath. Detached one car garage. Situated on a beautiful level lot, this move-in-ready home is one you won't want to miss!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1952
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,104 sq ft
- Lot Size
- 0.40 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $7,007 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
20
45 under contract
Median List Price
$712,450
20 active listings
Median Closed Price
$586,000
241 sales
Median Days on Market
39
20 active listings
Median $ / Sq Ft
$298
20 active listings
Sale-to-List Ratio
103.0%
241 sales
How this home compares
List Price
$429,900
vs $712,450 median
39.7% below median
Price / Sq Ft
$389
vs $298 median
30.5% above median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 20 active and 241 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of November 9, 2026.
Location
105 Deepwood Drive, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,330
- Property Taxes$584
- Insurance$143
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Cheshire
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1952
- New Construction
- No/Resale
- Living Area
- 1,104 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRefrigeratorFreezerDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedConcrete Floor
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.40 acres
- Zoning
- R-20
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,007 / Annually
- Days on Market
- 0
- MLS #
- 24220055
- MLS Status
- Coming Soon
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/9/2026. This information is provided 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 11/9/2026 at 12:50 PM UTC.