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105 Sleepy Hollow Road, Ridgefield, CT 06877

Single Family For Sale

$1,475,000
$532/sqft
105 Sleepy Hollow Road, Ridgefield, CT
Active Open House 9/19 · 11am–1pm
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4
Bedrooms
4
Bathrooms
2,774
Sq Ft
1.2
Acres
2021
Year Built

About This Home

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.

Listed by Derek Heering (203) 832-7677 with Property Twins Real Estate (203) 832-7677

Listing Snapshot

Price $1,475,000 Days on Our Site 13 days
Property Tax $19,196/yr Style Colonial
Year Built 2021 Total Sq Ft 2,774
Lot Size 1.2 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 8 Half Baths 1

Key Features

Appliances
  • Gas Range
  • Wall Oven
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
  • Wine Chiller

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Air
Fuel Propane
Cooling Central Air
Hot Water Propane, Domestic
Water Private Well
Sewer Septic

Schools

Elem Scotland
Middle Scotts Ridge
High Ridgefield

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,600/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 14, 2026 Price Reduced $1,475,000
Sep 2, 2026 Listed $1,575,000

Frequently Asked Questions

How much does 105 Sleepy Hollow Road in Ridgefield, CT cost?
This property is listed at $1,475,000, which works out to $532 per square foot.
How many bedrooms does 105 Sleepy Hollow Road have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 105 Sleepy Hollow Road?
The home is 2,774 square feet, situated on 1.2 acres.
When was 105 Sleepy Hollow Road in Ridgefield built?
This property was built in 2021.
Is 105 Sleepy Hollow Road, Ridgefield, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 105 Sleepy Hollow Road, Ridgefield in?
This home is served by the Ridgefield public school system, with Scotland as the elementary school and Ridgefield as the high school.
How do I schedule a tour of 105 Sleepy Hollow Road, Ridgefield, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Derek Heering · (203) 832-7677

Property Twins Real Estate · (203) 832-7677

MLS# 24203399 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 14, 2026 5:08 PM UTC