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456 Castle Glenn

Cheshire, Connecticut 06410

PENDING$769,900

Reduced from $799,900

Beds
3
Baths
2 | 1
SqFt
3,740
Year Built
1989
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage1 FireplacePrice Reduced

About This Home

Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A standout feature is the first-floor primary suite, complete with walk-in closet and en-suite bath with jetted tub, walk-in shower, and double sinks. The spacious kitchen offers hardwood floors, island, Viking gas cooktop, wall oven, and built-ins in the eat-in area. The formal dining room includes crown molding, chair rail, and slider to a sun porch with tile floor, ceiling fan, electric heat, and access to the deck. The living room features hardwood floors and crown molding, while the family room showcases a vaulted ceiling, fieldstone fireplace with propane insert, and built-ins. Plantation shutters run throughout the first floor. Upstairs offers two additional bedrooms, an updated full bath, and a loft area for flexible use. The finished lower level includes a large rec room and separate office adding an additional 900 square feet. Additional features include central air, propane heat, 2-car garage, city water/sewer, and 200-amp service. Updates include roof (2012), furnace/CA (2010), hot water heater (2010), and driveway (2017). Castle Glenn offers a Community inground pool and pool house for the 10 homes.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1989
Days on Market
97 days
Beds
3
Baths
2 full · 1 half
Living Area
3,740 sq ft
Garage / Parking
2 garage · 4 total
Property Taxes
$9,822 / Annually
HOA Fee
$590 / Monthly

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

$769,900

vs $642,000 median

19.9% above median

Price / Sq Ft

$206

vs $270 median

23.7% below median

Days on Market

97 days

vs 33 days median

64 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

456 Castle Glenn, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,591

per month

  • Principal & Interest$3,925
  • Property Taxes$819
  • Insurance$257
  • HOA$590

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
1989
New Construction
No/Resale
Living Area
3,740 sq ft
Below Grade
900 sq ft

Schools

Elementary
Highland
High
Cheshire

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Ceiling FansCentral AirDuctless
Fireplaces
1
Laundry
Main Level
Laundry Location
Main level near primary bedroom
Appliances
Gas CooktopWall OvenRange HoodRefrigeratorDishwasherDisposalWasherDryer
Basement
FullHeatedSump PumpInterior AccessPartially FinishedFull With Hatchway
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableCentral Vacuum

Exterior & Lot

Zoning
R-40
Garage / Parking
2 garage spaces4 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPaved
Waterfront Details
View
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
Pool HouseVinylIn Ground Pool
Construction
ClapboardWood
Color
Taupe
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesSidewalkDeckGuttersFrench DoorsUnderground SprinklerPatio
Lot Description
Level LotProfessionally Landscaped

HOA / Association

Fee
$590 / Monthly
Amenities
Club HousePool

Listing & Financials

Property Taxes
$9,822 / Annually
Days on Market
97
MLS #
24168866
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sally Bowman

(203) 687-8026

Berkshire Hathaway NE Prop.

(203) 272-2828

Co-Listed By

Katie Smith

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 7:01 AM UTC.