USACTNew CanaanN/a2 Sleepy Hollow Rd
2 Sleepy Hollow Rd | Image 1
New
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$2,195,000

For Sale

4 days ago

2 Sleepy Hollow Rd, New Canaan, CT

House

MLS® 24166322

5 Bed

3 Bath

5050 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 5050 sqft
Garage Yes
Taxes $18,488
Days Active 4
Lot Size 
Approx. Age 1981
Avg. Price Per Sqft $434
MLS® Number 24166322

Property Address: 2 Sleepy Hollow Rd, New Canaan, CT, 06840-3211

Average square foot calculated using Size range provided by listing agent.

Description

Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity., Town has approved 5 bedroom designation. Approval paperwork available in documents. All measurements approximate. Only the lower level is in a flood zone. The previous owner and this owner have never experienced water intrusion. A transferable flood policy is available currently $1105.06 per year. Previous owners kept a canoe for pond access. Land trust trails and the magical firefly preserve are a short walk.
MLS® Number24166322
Laundry LevelMain
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1981
BasementFull, Heated, Partially Finished, Walk-out
DrivewayAttached Garage, Under House Garage
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 4:Main FloorNot available
Dining Room:Main FloorNot available
Bedroom 1:Upper LevelNot available
Office:Main FloorNot available
Other:Main FloorNot available
Other:Main FloorNot available
Other:Lower LevelNot available
Living Room:Main FloorNot available
Media Room:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

May 11, 2026List Date
$2,195,000List Price
May 6, 2025End Date
$1,900,000Sold Price

Sold

Apr 4, 2025List Date
$1,999,000List Price
  • Commute

Commute

Starting Address
Destination Address
2 Sleepy Hollow Rd, New Canaan, CT

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