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39 Bear Mountain Road

New Fairfield, Connecticut 06812

COMING SOON - NEW$599,900
Beds
3
Baths
2 | 1
SqFt
2,744
Acres
1.50
Year Built
1975
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Nestled in the treetops with beautiful mountain views to the west and Candlewood Lake to the east, sits this spectacular and spacious home. Meticulously cared for and updated with an inviting open concept floor plan, hardwood flooring and oversized rooms and windows throughout. The eat-in kitchen features granite countertops, stainless steel appliances and a sunny breakfast nook with sliders to the enormous private stone patio and deck. The back yard is level and tucked into a mountain range for complete privacy and an entertainer's dream with its dramatic fieldstone fire pit and custom half moon built-in seating area. The main level also features formal living and dining rooms with fireplace and Palladian and bay windows facing the trees, plus three spacious bedrooms and two full baths, including a primary suite. The lower level adds ample space with three finished rooms, laundry/bathroom and two car garage, ideal as a potential in-law suite, Family Room or home office/gym. Recent updates include furnace and water heater, attic fan, 12,000 BTU split air conditioner with heat pump, bathroom plumbing and painting throughout. Secluded, yet completely convenient-Just a few minutes to hiking at Bear Mountain Reservation, ample shopping, local restaurants, New Fairfield's center and schools, plus boating, fishing and swimming on Candlewood Lake. Also under 10 minutes to the NY border and less than 90 minutes to NYC. Perfect as a full-time residence or as a quiet weekend escape.

Key Facts

City/Town
New Fairfield
Neighborhood
N/A
Property / Style
Single Family · Raised Ranch
Year Built
1975
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
2,744 sq ft
Lot Size
1.50 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$9,251 / Annually

Market Snapshot

The New Fairfield Market

Single Family · trailing 12 months

Median Days on Market

43

32 active listings

Median $ / Sq Ft

$282

32 active listings

Sale-to-List Ratio

100.0%

143 sales

How this home compares

List Price

$599,900

vs $699,950 median

14.3% below median

Price / Sq Ft

$219

vs $282 median

22.3% below median

Days on Market

0 days

vs 43 days median

43 days fresher than median

Based on 32 active and 143 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of September 11, 2026.

Location

39 Bear Mountain Road, New Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,087

per month

  • Principal & Interest$3,116
  • Property Taxes$771
  • 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
1975
New Construction
No/Resale
Living Area
2,744 sq ft
Below Grade
900 sq ft

Schools

Elementary
Consolidated
Middle
Meeting House
High
New Fairfield

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullHeatedStorageFully FinishedGarage AccessInterior AccessLiveable Space
In-Law Apartment
PossibleLower Level
Interior Features
Cable - Pre-wired

Exterior & Lot

Lot Size
1.50 acres
Zoning
1
Garage / Parking
2 garage spaces6 total parking spacesAttached GarageUnder House GaragePavedOff Street ParkingDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Cream
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckPatio
Lot Description
Lightly WoodedSloping LotRolling

Listing & Financials

Property Taxes
$9,251 / Annually
Days on Market
0
MLS #
24206029
MLS Status
Coming Soon
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Kelley Colino

(845) 235-7942

William Raveis Real Estate

(203) 794-9494

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 8:35 PM UTC.