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
| Office | Property Twins Real Estate |
|---|
