775 Mountain Road
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 4
- SqFt
- 2,708
- Acres
- 2.00
- Year Built
- 1957
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this spectacular Cape Cod home, where timeless charm meets modern updates and breathtaking mountain views. The beautifully renovated chef's kitchen features custom cabinetry, abundant drawers, and thoughtful storage. Enjoy meals while taking in views of the scenic backyard and peaceful surroundings. A standout feature is the newly updated 345 sq. ft. screened porch with attractive flooring and ceiling fans, creating the perfect space for morning coffee, afternoon tea, or evening relaxation overlooking the tranquil koi pond. The flexible floor plan includes a spacious dining room, den, study/music room, and private four-season room. A first-floor full bath, one of four full baths in the home, adds convenience. Additional highlights include three fireplaces (two wood-burning and one gas), three-zone heating, central air, and newer windows throughout. Major improvements completed within the last 16 years include the roof, furnace, central air system, and primary bath, providing peace of mind for years to come. Outside, the impressive grounds offer stunning views and a serene natural setting. Four garages provide exceptional space for vehicles, storage, workshops, and hobbies. Adding to the property's unique appeal is the original barn from the 1957 home, complemented by established gardens and expansive outdoor space. Ideal for artists, gardeners, and hobbyists, this remarkable property offers comfort, versatility, and natural beauty in an exceptional setting.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1957
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 4 full
- Living Area
- 2,708 sq ft
- Lot Size
- 2.00 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $11,347 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
21
44 under contract
Median List Price
$599,000
21 active listings
Median Closed Price
$560,000
248 sales
Median Days on Market
50
21 active listings
Median $ / Sq Ft
$282
21 active listings
Sale-to-List Ratio
102.0%
248 sales
How this home compares
List Price
$750,000
vs $599,000 median
25.2% above median
Price / Sq Ft
$277
vs $282 median
In line with median
Days on Market
0 days
vs 50 days median
50 days fresher than median
Based on 21 active and 248 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of September 3, 2026.
Location
775 Mountain Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,856
- Property Taxes$946
- Insurance$250
- 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
- Cape Cod
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 2,708 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hydro Air
- Heat Fuel
- Oil
- Cooling
- Central AirSplit System
- Fireplaces
- 3
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Sitting Room
Exterior & Lot
- Lot Size
- 2.00 acres
- Zoning
- R80
- Garage / Parking
- 4 garage spacesBarnAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedBreezewayShedPorchBarnGarden Area
- Lot Description
- Lightly WoodedBorders Open SpaceSloping LotClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $11,347 / Annually
- Days on Market
- 0
- MLS #
- 24202169
- MLS Status
- Coming Soon
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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 9/3/2026. 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 9/3/2026 at 10:40 PM UTC.