85 Scenic Court
Cheshire, Connecticut 06410
Reduced from $949,000
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 5,187
- Acres
- 1.44
- Year Built
- 1994
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A private hilltop retreat with over 5,000 square feet of finished living space, an in-ground pool, walk-out lower level, and secluded resort-style setting- Welcome to 85 Scenic Court. This custom-built 5 bedroom, 3.5 bath colonial is set back on a private, beautifully landscaped lot and offers an exceptional blend of space, comfort, privacy, and luxury. The main level features a private office with glass doors, formal dining and living rooms, a great room with vaulted ceilings and gas fireplace, plus an additional family room with a wood-burning fireplace. The kitchen is a central gathering space with cherry cabinetry, granite counters, a large island with breakfast bar, beverage/wine coolers, six-burner propane Viking stove, double oven, and dining area. Multiple sliders lead to an expansive Trex deck running the length of the home, overlooking the private backyard and pool area. Upstairs offers a spacious primary suite with his-and-her walk-in closets and private bath, three additional bedrooms, a remodeled hall bath, and a large flexible living area. The finished walk-out lower level adds valuable living space with its own entrance, full bath, office, wine cellar, play area, and storage. Outside, enjoy an in-ground pool, patio, refreshed landscaping, and a peaceful setting that feels tucked away and serene. Updates include a 5-zone water irrigation system, new pool heater, new pool cover, solar, partial roof shingles in 2022, new Anderson windows, Tesla charger, and more!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1994
- Days on Market
- 49 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 5,187 sq ft
- Lot Size
- 1.44 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $16,885 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
20
58 under contract
Median List Price
$642,000
20 active listings
Median Closed Price
$555,000
239 sales
Median Days on Market
31
20 active listings
Median $ / Sq Ft
$271
20 active listings
Sale-to-List Ratio
101.6%
239 sales
How this home compares
List Price
$899,000
vs $642,000 median
40.0% above median
Price / Sq Ft
$173
vs $271 median
36.2% below median
Days on Market
49 days
vs 31 days median
18 days longer than median
Based on 20 active and 239 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 29, 2026.
Location
85 Scenic Court, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,584
- Property Taxes$1,407
- Insurance$300
- 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
- Colonial
- Year Built
- 1994
- New Construction
- No/Resale
- Living Area
- 5,187 sq ft
- Below Grade
- 983 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 2
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWine Chiller
- Basement
- FullHeatedCooledPartially FinishedLiveable SpaceFull With Walk-Out
- Interior Features
- Audio SystemAuto Garage Door OpenerCentral VacuumSecurity System
Exterior & Lot
- Lot Size
- 1.44 acres
- Zoning
- R-40
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- HeatedConcreteSafety FenceIn Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- SecludedInterior LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $16,885 / Annually
- Days on Market
- 49
- MLS #
- 24182434
- MLS Status
- Under Contract - Continue to Show
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 7/29/2026. 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 7/29/2026 at 11:55 AM UTC.