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25 Surrey Drive

Cheshire, Connecticut 06410

ACTIVE$824,900

Reduced from $849,900

Beds
3
Baths
2 | 1
SqFt
3,483
Acres
1.07
Year Built
1990
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplacePrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,522

per 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

Similar Properties

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Listed By

Stacey Deangelis

(203) 494-7068

Calcagni Real Estate

(203) 272-1821

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.