144 Fairway Drive #144
Cheshire, Connecticut 06410
- Beds
- 1
- Baths
- 1 | 1
- SqFt
- 1,052
- Year Built
- 1986
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Peaceful country living in a quiet community. Well-maintained contemporary townhouse home features two spacious bedrooms, one full bath, and one half-bath, offering comfort and convenience in an attractive setting. Well designed floor plan includes a bright eat-in kitchen enhanced by updated finishes throughout the kitchen and bathrooms. Updated vinyl plank flooring and neatly painting throughout. Clean and modern feel to this unit. Private deck and yard with peaceful view. Two generously sized bedrooms located on the second floor with abundant closet space. Community amenities include a swimming pool and clubhouse. Parking includes a detached one-car garage and an additional assigned parking space, accommodating two vehicles. Complex is tucked away off main streets but offers easy access to downtown Cheshire and highways.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Condo · Townhouse
- Year Built
- 1986
- Days on Market
- 0 days
- Beds
- 1
- Baths
- 1 full · 1 half
- Living Area
- 1,052 sq ft
- Garage / Parking
- 1 garage
- Property Taxes
- $4,343 / Annually
- HOA Fee
- $399 / Monthly
Market Snapshot
The Cheshire Market
Condo · trailing 12 months
Active Listings
11
12 under contract
Median List Price
$549,900
11 active listings
Median Closed Price
$350,000
79 sales
Median Days on Market
28
11 active listings
Median $ / Sq Ft
$259
11 active listings
Sale-to-List Ratio
100.0%
79 sales
How this home compares
List Price
$332,900
vs $549,900 median
39.5% below median
Price / Sq Ft
$316
vs $259 median
22.0% above median
Days on Market
0 days
vs 28 days median
28 days fresher than median
Based on 11 active and 79 closed sales (trailing 12 mo) of condo in Cheshire. Source: SmartMLS · As of August 13, 2026.
Location
144 Fairway Drive #144, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$1,713
- Property Taxes$362
- Insurance$111
- HOA$399
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
- Condo
- Subtype
- Condominium
- Style
- Townhouse
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 1,052 sq ft
Schools
- Elementary
- Doolittle
- High
- Cheshire
Interior
- Heating
- Hot WaterBaseboard
- Heat Fuel
- Oil
- Cooling
- Wall UnitWindow Unit
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- FullSump PumpInterior AccessConcrete FloorFull With Hatchway
Exterior & Lot
- Zoning
- CNDO
- Garage / Parking
- 1 garage spaceUnit Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Gray/Blue
- Lot Description
- Lightly Wooded
HOA / Association
- Fee
- $399 / Monthly
Listing & Financials
- Property Taxes
- $4,343 / Annually
- Days on Market
- 0
- MLS #
- 24199125
- 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 8/13/2026. 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 8/13/2026 at 11:02 PM UTC.