38 Mountain Road
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 2
- SqFt
- 1,704
- Acres
- 0.46
- Year Built
- 1955
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nicely maintained 4-bedroom, 2 full bath split-level home offering 1,488 sq. ft. of living space plus an additional 216 sq. ft. in the finished lower level with walk-out access. This home features hardwood flooring and a bright, inviting living room with a large bow window and a cozy brick-faced raised hearth fireplace with wood-burning insert. The spacious kitchen offers white cabinetry, stainless steel appliances and a convenient breakfast bar, opening to a dining room with access to a covered three-season porch-perfect for relaxing or entertaining. The upper level includes four bedrooms and two full baths, including a primary bedroom with en suite bath, along with two large hall closets providing excellent storage. The finished lower level offers flexible living space ideal for a family room, playroom, home office, or gym, with direct access to the two-car garage and laundry area. Additional highlights include a newer roof (2024) and a versatile layout that suits today's lifestyle. A wonderful opportunity to own a move-in ready home with great space inside and out! Come see the beauty of what the town of Cheshire offers with it's open space, Roaring Brook Falls, The Farmington Canal Heritage Trail, Parks & outdoor recreation. Offering several retail districts that feature a variety of shops and restaurants. Easy commuting with I-91, I-84, I-691, and Rt 15 (The Merritt Parkway) 30 minutes to New Haven and Hartford. Seller to find suitable housing.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Split Level
- Year Built
- 1955
- Days on Market
- 124 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,704 sq ft
- Lot Size
- 0.46 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $6,670 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
24
54 under contract
Median List Price
$642,000
24 active listings
Median Closed Price
$553,750
238 sales
Median Days on Market
33
24 active listings
Median $ / Sq Ft
$270
24 active listings
Sale-to-List Ratio
101.6%
238 sales
How this home compares
List Price
$439,900
vs $642,000 median
31.5% below median
Price / Sq Ft
$258
vs $270 median
In line with median
Days on Market
124 days
vs 33 days median
91 days longer than median
Based on 24 active and 238 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 28, 2026.
Location
38 Mountain Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,243
- Property Taxes$556
- Insurance$147
- 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
- Split Level
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,704 sq ft
- Below Grade
- 216 sq ft
Schools
- Elementary
- Doolittle
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- In finished lower level
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessPartially FinishedWalk-outFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.46 acres
- Zoning
- R-20
- Garage / Parking
- 2 garage spaces4 total parking spacesUnder House GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorch-EnclosedShedPorchGutters
- Lot Description
- Fence - PrivacyFence - FullFence - Chain LinkLevel Lot
Listing & Financials
- Property Taxes
- $6,670 / Annually
- Days on Market
- 124
- MLS #
- 24161844
- MLS Status
- Under Contract
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Co-Listed By
Sally Bowman
Berkshire Hathaway NE Prop.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.