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105 Sleepy Hollow Road, 
Ridgefield, CT 06877

$1,475,000


4

Beds


4

Baths


2,774

Sq Ft


Single Family

Active

Listed by

Derek Heering, (203) 832-7677

Stephanie Heering

Property Twins Real Estate

(203) 832-7677

Last updated:

September 19, 2026, 11:54 AM

MLS#

24203399

Source:

CT

About This Home

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.

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 2021

Price Summary

1,475,000

$531 per Sq. Ft.

MLS #:

24203399

Last Updated:

September 19, 2026, 11:54 AM

Added:

17 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

2,774 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,774 Sq. Ft.

Year Built:

2021


Lot

Lot Size (Sq. Ft):

52,272


Finances & Disclosures

Finances

Price:

$1,475,000

Price per Sq. Ft:

$531 per Sq. Ft.

Source:CT
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105 Sleepy Hollow Road
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Sun, Sep 20
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.