100 Shortwoods Road, New Fairfield, Connecticut

$649,000

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3

Beds

2

Baths

2,176

Square feet

2.05

Acres

About 100 Shortwoods Road

Step into easy living at this classic red barn-style home on two acres. Complete with cupola and stable door, it blends New England charm with many upgrades. The open main floor showcases exposed beams, a sunlit dining area, a kitchen with peninsula, and a living room anchored by a Lopi woodstove. An open staircase leads up to a cozy den, ready for movie nights. The adjacent bathroom includes a bathtub with shower and laundry closet. The 2nd floor primary is a spacious retreat with vaulted ceilings, wide plank floors, beams, walk-in closet, and a retro Preway fireplace. The light-filled ensuite bathroom features a tiled shower and its own balcony. Two additional bedrooms complete the upper floor. Outside, a bluestone terrace is ready for grilling, alfresco dining, and stargazing among the mature maple trees. Practicality abounds with an EV charger, shed and 2-car garage with walk-up attic. Nature lovers rejoice: steps to Pootatuck Forest and just up the hill from Squantz Pond swimming, boating, and fishing. Winter fun is around the corner at Thunder Ridge. Just 5 mins for small-town perks like groceries and other essentials, and 20 mins to all manner of options. Charming neighboring villages sit ready for jaunts. Access to NYC? 25 mins to Brewster station and just over an hour's drive to Henry Hudson bridge. Best of all? Recent updates include a new roof, renovated bathrooms, efficient mini-splits and professional landscaping, so just pack your bags and move right in!

Features of 100 Shortwoods Road

MLS® # 24196522
Price $649,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 2,176
Acres 2.05
Type Single Family For Sale
Style Barn, Cottage
Status Under Contract - Continue to Show

Community Information

Address 100 Shortwoods Road
Area N/A
City New Fairfield
County Fairfield
State Connecticut
Zip Code 06812

Amenities

Parking Spaces 8
Parking Detached Garage, Paved, Off Street Parking, Driveway
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Open Floor Plan
Appliances Convection Range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
Heating Baseboard, Heat Pump, Wood/Coal Stove, Electric, Wood
Cooling Ceiling Fans, Ductless, Heat Pump, Split System
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Crawl Space, Partial, Storage, Interior Access

Exterior

Exterior Vertical Siding, Wood
Exterior Features Balcony, Shed, Gutters, Stone Wall, French Doors, Patio
Lot Description Lightly Wooded, Sloping Lot, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete, Slab

School Information

Elementary Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 5th, 2026
Days on Market 27
Zoning 2
RE / Bank Owned No

Listing Details

OfficeCountry House Realty CT Inc.

Listing Map

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Listing information last updated on September 9th, 2026 at 9:57pm EDT.