39 Bear Mountain Road
New Fairfield, Connecticut 06812
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,744
- Acres
- 1.50
- Year Built
- 1975
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
32
34 under contract
Median List Price
$699,950
32 active listings
Median Closed Price
$600,000
143 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per 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
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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 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.