25 Surrey Drive
Cheshire, Connecticut 06410
Reduced from $849,900
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,483
- Acres
- 1.07
- Year Built
- 1990
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
First-Floor Living at Its Finest! Bright and beautifully designed contemporary home offering over 3,400 square feet of versatile living space in a highly desirable neighborhood. Step into the dramatic foyer and be welcomed by a stunning open staircase that sets the tone for this exceptional home. The spacious eat-in kitchen features granite countertops, built-ins, desk area, newer wine cooler, and refrigerator. The impressive living room boasts soaring cathedral ceilings, wood-burning fp, and sliders leading to an oversized deck. A formal dining room provides the perfect setting for entertaining. The first-floor primary suite offers comfort and convenience with an extraordinary skylit walk-in closet featuring extensive custom storage. There is an adjoining office, sitting room, or dressing to suit your lifestyle. The luxurious primary bath features marble finishes, a Jacuzzi tub, shower, skylight, and adjacent laundry room. Upstairs, the guest bedroom has a walk-in cedar closet, full bath, skylight, office area, loft, and finished attic space for additional storage. The finished lower level expands the living space with a large family room and bonus room. Enjoy outdoor living in the 22' x 13' screened porch or on the expansive deck overlooking a peaceful meandering stream and private wooded backdrop. Additional highlights include an irrigation system, owned solar panels for energy efficiency, newer front and garage door, newer shed, and recently painted sunroom + deck.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1990
- Days on Market
- 41 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 3,483 sq ft
- Lot Size
- 1.07 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,493 / 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
$824,900
vs $642,000 median
28.5% above median
Price / Sq Ft
$237
vs $270 median
12.2% below median
Days on Market
41 days
vs 33 days median
8 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
25 Surrey Drive, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,206
- Property Taxes$1,041
- Insurance$275
- 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
- Contemporary
- Year Built
- 1990
- New Construction
- No/Resale
- Living Area
- 3,483 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullPartially FinishedWalk-out
- Interior Features
- Auto Garage Door OpenerCable - AvailableCentral Vacuum
Exterior & Lot
- Lot Size
- 1.07 acres
- Zoning
- R-40
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorchDeck
- Lot Description
- Some WetlandsIn SubdivisionLightly Wooded
Listing & Financials
- Property Taxes
- $12,493 / Annually
- Days on Market
- 41
- MLS #
- 24182756
- MLS Status
- Active
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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 7/28/2026. 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 7:01 AM UTC.