151 Cheshire Road
Bethany, Connecticut 06524
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,396
- Acres
- 5.00
- Year Built
- 1979
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
6
12 under contract
Median List Price
$879,500
6 active listings
Median Closed Price
$545,500
62 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 8:01 AM UTC.