108 Shortwoods Road
New Fairfield, Connecticut 06812
- Beds
- 3
- Baths
- 2
- SqFt
- 1,904
- Acres
- 7.00
- Year Built
- 1980
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A truly one-of-a-kind log cabin retreat set on 7 private acres, abutting over 150 acres of state forest! Follow the long, winding driveway to your secluded homestead, surrounded by peace, privacy, and nature. Renovated from top to bottom, this classic log cabin blends timeless rustic charm with the comfort and sophistication of modern living. A charming front porch welcomes you home, while the interior offers a fresh, thoughtfully designed feel. Gather around the stunning stone fireplace in the inviting family room, or enjoy the beautifully renovated eat-in kitchen featuring high-end appliances. A separate dining room provides the perfect setting for entertaining. The main level also features a bedroom and a beautifully appointed full bath. Upstairs, discover the primary bedroom, an additional bedroom, and a second full bath showcasing a gorgeous walk-in shower and impressive design details. Step outside to the expansive deck and take in the tranquil surroundings. The lower level offers a tandem two-car garage, laundry, and utilities. A separate detached garage provides additional space for vehicles, recreational equipment, hobbies, and all your toys. Whether you're looking for a unique year-round home or a private escape from the everyday, this extraordinary property delivers the perfect combination of character, modern updates, and an exceptional natural setting. A rare opportunity to own something truly special and unique in the beautiful Northern Fairfield County.
Key Facts
- City/Town
- New Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1980
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,904 sq ft
- Lot Size
- 7.00 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $10,603 / Annually
Market Snapshot
The New Fairfield Market
Single Family · trailing 12 months
Active Listings
36
31 under contract
Median List Price
$649,450
36 active listings
Median Closed Price
$610,000
144 sales
Median Days on Market
46
36 active listings
Median $ / Sq Ft
$289
36 active listings
Sale-to-List Ratio
100.0%
144 sales
How this home compares
List Price
$899,900
vs $649,450 median
38.6% above median
Price / Sq Ft
$473
vs $289 median
63.7% above median
Days on Market
0 days
vs 46 days median
46 days fresher than median
Based on 36 active and 144 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of October 16, 2026.
Location
108 Shortwoods Road, New Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$4,985
- Property Taxes$884
- Insurance$300
- 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
- Cape Cod
- Year Built
- 1980
- New Construction
- No/Resale
- Living Area
- 1,904 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
- Gas RangeWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessFull With Walk-Out
Exterior & Lot
- Lot Size
- 7.00 acres
- Zoning
- 2
- Garage / Parking
- 4 garage spacesDetached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Logs
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeck
- Lot Description
- SecludedTreed
Listing & Financials
- Property Taxes
- $10,603 / Annually
- Days on Market
- 0
- MLS #
- 24214587
- MLS Status
- Active
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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 10/16/2026. 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 10/16/2026 at 1:20 AM UTC.