105 Sleepy Hollow Road, Ridgefield, Connecticut

$1,475,000

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4

Beds

4

Baths

2,774

Square feet

1.20

Acres

About 105 Sleepy Hollow Road

Privacy, craftsmanship, and a nearly new home come together at 105 Sleepy Hollow Road. Constructed in 2021, this distinctive Ridgefield residence offers generous proportions and a polished interior filled with sunlight. The main level was created with connection in mind, bringing the kitchen, gathering areas, and dining spaces together naturally. A substantial center island anchors the kitchen, complemented by extensive prep space and a separate butler's pantry. Nearby, a gas fireplace adds warmth and character. The second floor includes four bedrooms, highlighted by an impressive owner's suite with two walk-in closets and a beautifully finished bathroom with dual sinks, a freestanding soaking tub, and large glass-enclosed shower. Two additional full bathrooms serve the remaining bedrooms. Below, a large unfinished walk-out basement with high ceilings provides exciting possibilities for future finished space, whether envisioned as a gym, media room, recreation area, or additional living space. The property offers multiple outdoor areas, including a deck, patio, and hot tub, all surrounded by established landscaping and a peaceful natural backdrop. A whole-house generator, 2-car garage, mudroom, separate laundry room, and walk-up attic add everyday practicality. Close to Ridgefield's town center and commuter routes, this special property pairs a newer build with space, seclusion, and convenience.

Features of 105 Sleepy Hollow Road

MLS® # 24203399
Price $1,475,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,774
Acres 1.20
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 105 Sleepy Hollow Road
Area N/A
City Ridgefield
County Fairfield
State Connecticut
Zip Code 06877

Amenities

Features Generator
Parking Attached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Gas Range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Heating Hot Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Full With Walk-Out

Exterior

Exterior Vinyl Siding
Lot Description Lightly Wooded, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Scotland
Middle Scotts Ridge
High Ridgefield

Additional Information

Date Listed September 2nd, 2026
Days on Market 28
Zoning RAA
RE / Bank Owned No

Listing Details

OfficeProperty Twins Real Estate

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Listing information last updated on October 4th, 2026 at 2:59pm EDT.