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151 Cheshire Road

Bethany, Connecticut 06524

ACTIVE$675,000
Beds
4
Baths
2 | 1
SqFt
3,396
Acres
5.00
Year Built
1979
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

About This Home

Nestled on a private 5-acre setting in the Amity School District, this exceptional contemporary home offers the perfect blend of privacy, character, & comfort. Set high atop a hill and tucked well back from the road, the property provides a peaceful retreat surrounded by nature. Boasting 3,396 square feet of living space, this move-in ready home is filled with distinctive architectural details, soaring ceilings, and expansive windows that bring the beauty of the outdoors inside. The spacious living room features hardwood flooring, a fireplace, and a dramatic loft above connected by a bridge overlook. A separate den also offers hardwood floors and its own fireplace, creating warm and inviting living spaces. The modern chef's kitchen is equipped with granite countertops, ample cabinetry and generous workspace for cooking and entertaining. The main level includes an in-law bedroom or guest suite, offering flexibility for extended family, guests, or multi-generational living. Upstairs the primary suite serves as a private sanctuary with floor-to-ceiling windows overlooking the natural surroundings a beautifully appointed primary bath, and a unique exercise loft. Two additional bedrooms complete the upper level. Surrounded by mature trees and set in a tranquil hillside location, this one of a kind contemporary home offers exceptional privacy, abundant natural light, and a seamless connection to nature while remaining within the highly regarded Amity School District.

Key Facts

City/Town
Bethany
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1979
Days on Market
34 days
Beds
4
Baths
2 full · 1 half
Living Area
3,396 sq ft
Lot Size
5.00 acres
Garage / Parking
2 garage
Property Taxes
$10,558 / Annually

Market Snapshot

The Bethany Market

Single Family · trailing 12 months

Median Days on Market

41

6 active listings

Median $ / Sq Ft

$274

6 active listings

Sale-to-List Ratio

100.0%

62 sales

How this home compares

List Price

$675,000

vs $879,500 median

23.3% below median

Price / Sq Ft

$199

vs $274 median

27.4% below median

Days on Market

34 days

vs 41 days median

7 days fresher than median

Based on 6 active and 62 closed sales (trailing 12 mo) of single family in Bethany. Source: SmartMLS · As of July 28, 2026.

Location

151 Cheshire Road, Bethany, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,547

per month

  • Principal & Interest$3,442
  • Property Taxes$880
  • Insurance$225
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Bethany
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1979
New Construction
No/Resale
Living Area
3,396 sq ft

Schools

Elementary
Per Board of Ed
High
Amity Regional

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas RangeWall OvenRefrigerator
Basement
Partial

Exterior & Lot

Lot Size
5.00 acres
Zoning
R-65
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Patio
Lot Description
Treed

Listing & Financials

Property Taxes
$10,558 / Annually
Days on Market
34
MLS #
24186286
MLS Status
Active

Similar Properties

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Listed By

Tom Cavaliere

(203) 907-7800

Coldwell Banker Realty

(203) 795-6000

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 8:01 AM UTC.