8 Fleetwood Drive
New Fairfield, Connecticut 06812
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,839
- Acres
- 1.68
- Year Built
- 1973
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
31
35 under contract
Median List Price
$729,000
31 active listings
Median Closed Price
$600,000
146 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 4:25 AM UTC.