105 Sleepy Hollow Road
Ridgefield, CT, 06877 $ 1,475,000
Bedrooms4 Baths3.1 Sq 2,774 Monthly Estimate*
$ 10,187
for $1,475,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,774 square foot home was built in 2021 on a lot size of 1.2.
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.
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FeaturesGeneralZoning RAA
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 1.2
Directions GPS Friendly
High School Ridgefield
City Ridgefield
Elementary School Scotland
Sq Ft Total 2774
DOM 34
Year Built 2021
Style Colonial
Year Built Source Public Records
Energy Features Generator
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InteriorCooling System Central Air
Total Rooms 8
Basement Description Full Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Lightly Wooded Professionally Landscaped
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* Excluded FeaturesList ByDerek HeeringListing Agent
Property Twins Real EstateBroker
derek@propertytwinsteam.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $10,187
- Monthly Property Taxes
- $1,600
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Ridgefield, CT
Average List Price $1,473,617
Percent of Sale Price 0%
About Ridgefield, CT 25,291 Population
7% Since 2002
$ 145,219 Median Income
47 Median Age
40% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042355 Elementary School
4801184 Middle School
Ridgefield High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/14/2026 | $1,475,000 | -6.35% | Price Down |
| 9/2/2026 | $1,575,000 | | Listed Price |