270 Guinevere Ridge
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 2
- SqFt
- 1,883
- Acres
- 0.58
- Year Built
- 1983
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Thoughtfully updated and exceptionally maintained, this 4 bedroom, 2 full bathroom "saltbox" colonial offers classic New England charm with modern comfort in a highly desirable North Cheshire neighborhood. Major improvements include a new furnace and A/C (2024), oil tank (2024), hot water heater (2025), chimney liner (2026), and front entry door (2026), giving you peace of mind for years to come. The open floor plan with hardwood floors stretching wall to wall features a remodeled kitchen (2022) and spacious dining area elevated by vaulted ceilings and a gas fireplace. This is the perfect space for gatherings with family and friends! The first floor also offers a large living room, bedroom, full bathroom, and laundry. The gleaming hardwood floors continue upstairs to a primary bedroom with two oversized closets, a full bathroom, and two additional bedrooms. A recently refinished basement (2025) provides a convenient flex space ideal for a home office or play room. The features don't stop inside! Exit the glass door on the main level to a large composite deck and custom bluestone patio with firepit seating ideal for entertaining. This home is situated in a beautiful neighborhood with underground utilities complimented by sidewalks that connect the subdivision to the Farmington Canal Linear Trail. Backed by acres of land protected by the Cheshire Land Trust, close proximity to local farms, and districted for the new Barnum Elementary School, this home is not to be missed!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Saltbox
- Year Built
- 1983
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,883 sq ft
- Lot Size
- 0.58 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $8,588 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
16
53 under contract
Median List Price
$687,450
16 active listings
Median Closed Price
$550,000
245 sales
Median Days on Market
38
16 active listings
Median $ / Sq Ft
$283
16 active listings
Sale-to-List Ratio
101.7%
245 sales
How this home compares
List Price
$579,900
vs $687,450 median
15.6% below median
Price / Sq Ft
$308
vs $283 median
8.8% above median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 16 active and 245 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of August 19, 2026.
Location
270 Guinevere Ridge, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$2,984
- Property Taxes$716
- Insurance$193
- 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
- Saltbox
- Year Built
- 1983
- New Construction
- No/Resale
- Living Area
- 1,883 sq ft
- Below Grade
- 220 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Can be moved to the basement.
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullGarage AccessPartially FinishedFull With Walk-Out
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 0.58 acres
- Zoning
- R-40
- Garage / Parking
- 1 garage spaceUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ClapboardWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckStone WallPatio
- Lot Description
- SecludedBorders Open SpaceSloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $8,588 / Annually
- Days on Market
- 0
- MLS #
- 24200457
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/19/2026. 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 8/19/2026 at 9:11 PM UTC.