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8 Fleetwood Drive

New Fairfield, Connecticut 06812

PENDING$599,000
Beds
3
Baths
2 | 1
SqFt
1,839
Acres
1.68
Year Built
1973
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Welcome home to this move-in ready 3-bedroom, 2.5-bath raised ranch, perfectly situated on a level and exceptionally private 1.68-acre lot in one of New Fairfield's most sought-after neighborhoods. Freshly painted throughout and featuring beautiful hardwood floors, this home offers a bright, welcoming interior that's ready for you to unpack and enjoy. The thoughtfully designed layout provides comfortable everyday living, while central air conditioning keeps the home comfortable all summer long. A standout feature is the enclosed rear porch with its own mini-split system, creating the perfect year-round space for relaxing with a morning coffee, entertaining friends, working from home, or simply enjoying peaceful views of the backyard. Outside, the expansive property offers outstanding privacy, a partially fenced backyard, and abundant room for gardening, recreation, pets, or future outdoor amenities. Whether you're hosting gatherings or enjoying a quiet evening surrounded by nature, this property delivers the space and setting you've been looking for. Conveniently located just minutes from schools, shopping, dining, Candlewood Lake, and the New York commute, this turnkey home combines a desirable location with comfort, privacy, and the ease of move-in-ready living.

Key Facts

City/Town
New Fairfield
Neighborhood
N/A
Property / Style
Single Family · Raised Ranch
Year Built
1973
Days on Market
26 days
Beds
3
Baths
2 full · 1 half
Living Area
1,839 sq ft
Lot Size
1.68 acres
Garage / Parking
2 garage · 12 total
Property Taxes
$9,318 / Annually

Market Snapshot

The New Fairfield Market

Single Family · trailing 12 months

Median Days on Market

54

31 active listings

Median $ / Sq Ft

$317

31 active listings

Sale-to-List Ratio

100.0%

146 sales

How this home compares

List Price

$599,000

vs $729,000 median

17.8% below median

Price / Sq Ft

$326

vs $317 median

In line with median

Days on Market

26 days

vs 54 days median

28 days fresher than median

Based on 31 active and 146 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of July 28, 2026.

Location

8 Fleetwood Drive, New Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,031

per month

  • Principal & Interest$3,054
  • Property Taxes$777
  • Insurance$200
  • HOA$0

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

Location

City/Town
New Fairfield
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Raised Ranch
Year Built
1973
New Construction
No/Resale
Living Area
1,839 sq ft
Below Grade
499 sq ft

Schools

Elementary
Consolidated
Middle
Meeting House
High
New Fairfield

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
Central AirSplit System
Fireplaces
1
Laundry
Lower Level
Appliances
Electric RangeRefrigeratorDishwasherWasherDryer
Basement
FullHeatedStorageGarage AccessInterior AccessPartially FinishedLiveable Space
In-Law Apartment
No

Exterior & Lot

Lot Size
1.68 acres
Zoning
2
Garage / Parking
2 garage spaces12 total parking spacesUnder House GaragePavedDrivewayPrivateAsphalt
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-EnclosedPorchDeckGuttersGarden Area
Lot Description
In SubdivisionLevel Lot

Listing & Financials

Property Taxes
$9,318 / Annually
Days on Market
26
MLS #
24188344
MLS Status
Under Contract

Similar Properties

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

Listed By

Jean Flynn

(203) 350-9839

Luks Realty

(203) 746-0535

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 4:25 AM UTC.