Skip to main content

144 Fairway Drive #144

Cheshire, Connecticut 06410

ACTIVE - NEW$332,900
Beds
1
Baths
1 | 1
SqFt
1,052
Year Built
1986
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
1-Car Garage

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

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

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,585

per 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

Similar Properties

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

Listed By

Kris Lippi

Get Listed Realty

(855) 283-0001

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.