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1 Oak Drive

New Fairfield, Connecticut 06812

ACTIVE$4,350,000
Beds
3
Baths
4
SqFt
6,396
Acres
1.43
Year Built
2006
Matt Caiola

Matt Caiola

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WaterfrontDock / Mooring2-Car Garage2 Fireplaces

About This Home

Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 450' of shoreline, this exceptional 3-bedroom home, rebuilt in 2006, offers breathtaking panoramic views and more than 6,000 SF of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides added flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.

Key Facts

City/Town
New Fairfield
Neighborhood
N/A
Property / Style
Single Family · Colonial,Contemporary
Year Built
2006
Days on Market
40 days
Beds
3
Baths
4 full
Living Area
6,396 sq ft
Lot Size
1.43 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$41,235 / 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

$4.35M

vs $729,000 median

6.0× the median

Price / Sq Ft

$680

vs $317 median

2.1× the median

Days on Market

40 days

vs 54 days median

14 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

1 Oak Drive, New Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$27,065

per month

  • Principal & Interest$22,179
  • Property Taxes$3,436
  • Insurance$1,450
  • 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
Colonial,Contemporary
Year Built
2006
New Construction
No/Resale
Living Area
6,396 sq ft
Below Grade
1,900 sq ft

Schools

Elementary
Consolidated
Middle
Meeting House
High
New Fairfield

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Appliances
Gas CooktopWall OvenRange HoodRefrigeratorDishwasherWine Chiller
Basement
PartialHeatedStorageInterior AccessPartially FinishedLiveable SpacePartial With Walk-Out

Exterior & Lot

Lot Size
1.43 acres
Zoning
1
Garage / Parking
2 garage spaces8 total parking spacesDetached GaragePavedDrivewayPrivatePavedAsphalt
Waterfront
Direct waterfront
Waterfront Details
LakeBeachDock or MooringBeach RightsAssociation RequiredWater CommunityView
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
RockyClearedWater View

Listing & Financials

Property Taxes
$41,235 / Annually
Days on Market
40
MLS #
24184415
MLS Status
Active

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

Co-Listed By

Melissa Luks Fidanza

Luks Realty

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 7:55 AM UTC.