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108 Shortwoods Road

New Fairfield, Connecticut 06812

ACTIVE - NEW$899,900
Beds
3
Baths
2
SqFt
1,904
Acres
7.00
Year Built
1980
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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4-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,169

per 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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Listed By

Cory Neumann

(203) 947-5803

Houlihan Lawrence

(203) 746-6565

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.