Recently Viewed Properties
See This Home
Save This Listing
Close

$890,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,641 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Stunning saltbox contemporary on over 2 acres-minutes from the NY border! This unique & sun-drenched home provides a perfect combination of livability & character w/ over 2600sf of living space centered around an impressive 2-story brick fireplace (visible from the main & upper levels!). The gorgeous living room boasts soaring ceilings, a wall of windows, & opens seamlessly to the oversized dining room, perfect for entertaining! The light-filled eat-in kitchen features windows on 2 sides, stainless steel appliances, a spacious pantry & a built in desk area.There is also a generous main level primary bedroom w/ double closets, dressing area, & an ensuite bath. Upstairs the loft-like design continues w/ views from either side of the brick fireplace to the living space below. Two oversized bedrooms & a 2nd full bath complete the upstairs. The walk-out lower level offers a sprawling family room w/ space for both relaxation & extra "nook", ideal as a workout area or craft space; plus a private home office, convenient laundry room w/ a half bath, & an attached 2-car garage! The exterior enjoys a spectacular mahogany deck opening from the main living area, & a ground level deck accessible from the lower level family room. This meticulous home has been continually updated incl. windows, siding, floors, driveway, garage doors, etc., see full list at home! The property offers a bit of everything, from privacy to play space, just 7 minutes from downtown Ridgefield & 20 min to NY trains!

Full Property Details for 5 Sleepy Hollow Rd

General

  • Sold For: $890,000
  • Taxes: (July 2024-June 2025)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24082908
  • Added to Site: 295 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Dressing Room, Full Bath, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Balcony/Deck, Ceiling Fan, Pellet Stove, Sliders, Hardwood Floor, Main
  • Family Room: Family Room - Balcony/Deck, Sliders, Vinyl Floor, Lower
  • Eat In Kitchen: Eat-In Kitchen - Built-Ins, Pantry, Tile Floor, Main
  • Dining Room: Dining Room - Combination Liv/Din Rm, Hardwood Floor, Main
  • Office: Office - Vinyl Floor, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Deck, Gutters, Lighting
  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Barrack Hill to Round Lake to Sleep Hollow.

School Information

  • Elementary School: Scotland
  • Middle School: Scotts Ridge
  • High School: Ridgefield

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Electric, Other
  • Heating Fuel: Electric, Other
  • Water Heater: Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Saltbox
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Fully Finished, Garage Access, Interior Access, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,641
  • Above Ground: 2,191 Sq. Ft.
  • Below Ground: 450 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 2.1
  • Zoning: RAA
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot, Sloping Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Seasonal

Green Features

  • Energy Features: Fireplace Insert

Financial Considerations

  • Assessment Amount: $394,310
  • Tax Year: July 2024-June 2025

Disclosures and Reports

  • Property ID: 274420

Meet the listing agents

Meet the listing agents
— 5 Sleepy Hollow Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5 Sleepy Hollow Rd

School District:Ridgefield School District
NameGradesDistance
Scotland Elementary School, Ridgefield, CT
111 Barlow Mountain Road, Ridgefield, CT 06877
K-51.4 mi
Scotts Ridge Middle School
750 North Salem Road, Ridgefield, CT 06877
6-81.3 mi
Ridgefield High School
700 North Salem Road, Ridgefield, CT 06877
9-121.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Sleepy Hollow Rd

Date
Details
Price
Change
Source
5/29/2025
Sold
$890,000
11.39%
MLS
4/04/2025
Listed
$799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 5 Sleepy Hollow Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

355 North St, Ridgefield, CT 06877 - Photo 1 Just Listed
$939,000

355 North St  Ridgefield, CT 06877

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,534
    Sq. Ft.
Listed by Jefferson Guthrie (203) 788-9400
4 Holly Ridge Way, Danbury, CT 06810 - Photo 1
$945,000

4 Holly Ridge Way  #Lot #80  Danbury, CT 06810

  • Single Family
  • Active
  • Updated 14 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 3,002
    Sq. Ft.
Listed by Thomas Jacovino
6 Holly Ridge Way Dr, Danbury, CT 06810 - Photo 1
$899,000

6 Holly Ridge Way Dr  #Lot #81  Danbury, CT 06810

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,948
    Sq. Ft.
Listed by Thomas Jacovino
26 Wilridge Rd, Ridgefield, CT 06877 - Photo 1
$834,000

26 Wilridge Rd  Ridgefield, CT 06877

  • Single Family
  • Active
  • Updated 11 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,948
    Sq. Ft.
Listed by Finish Line Realty

Just Listed near 5 Sleepy Hollow Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

71 Picketts Ridge Rd, Redding, CT 06896 - Photo 1 Just Listed
$539,000

71 Picketts Ridge Rd  Redding, CT 06896

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 930
    Sq. Ft.
Listed by Houlihan Lawrence
146 Scribner Hill Rd, Wilton, CT 06897 - Photo 1 Just Listed
$585,000

146 Scribner Hill Rd  Wilton, CT 06897

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,368
    Sq. Ft.
Listed by Keller Williams Realty
124 Wolfpit Rd, Wilton, CT 06897 - Photo 1 Just Listed
$885,000

124 Wolfpit Rd  Wilton, CT 06897

  • Single Family
  • Active
  • Updated 21 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,812
    Sq. Ft.
Listed by Houlihan Lawrence
5 Danbury Rd, Wilton, CT 06877 - Photo 1 Just Listed
$1,600

5 Danbury Rd  Wilton, CT 06877

  • Commercial Lease
  • Active
Listed by DVB Commercial Realty LLC

Price Reduced near 5 Sleepy Hollow Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

332 Belden Hill Rd, Wilton, CT 06897 - Photo 1 Price Reduced
-$50,000 (-4.17%)
$1,148,000

332 Belden Hill Rd  Wilton, CT 06897

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,803
    Sq. Ft.
Listed by Century 21 AllPoints Realty
62 Walnut Hill Rd, Bethel, CT 06801 - Photo 1 Price Reduced
-$36,000 (-5.26%)
$649,000

62 Walnut Hill Rd  Bethel, CT 06801

  • Single Family
  • Active
  • Updated 6 days ago
  • 5
    Beds
  • 2
    Total Baths
  • 2,963
    Sq. Ft.
Listed by William Raveis Real Estate
1206 Eaton Ct, Danbury, CT 06811 - Photo 1 Price Reduced
-$13,500 (-2.7%)
$486,000

1206 Eaton Ct  #1206  Danbury, CT 06811

  • Townhouse
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,604
    Sq. Ft.
Listed by Arleen Norton (203) 790-9500
25 Padanaram Rd, Danbury, CT 06811 - Photo 1 Price Reduced
-$10,000 (-2.56%)
$379,900

25 Padanaram Rd  #APT 30  Danbury, CT 06811

  • Townhouse
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,335
    Sq. Ft.
Listed by Joseph Chemero (860) 354-4111

Recent Sales near 5 Sleepy Hollow Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

131 Round Lake Rd, Ridgefield, CT 06877 - Photo 1 Sold
$901,302

131 Round Lake Rd  Ridgefield, CT 06877

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,237
    Sq. Ft.
Listed by RE/MAX Right Choice
Sold by Houlihan Lawrence
78 Blue Ridge Rd, Ridgefield, CT 06877 - Photo 1 Sold
$910,000

78 Blue Ridge Rd  Ridgefield, CT 06877

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,002
    Sq. Ft.
Listed and Sold by William Pitt Sotheby's Int'l
39 Aspen Mill Rd, Ridgefield, CT 06877 - Photo 1 Sold
$920,000

39 Aspen Mill Rd  Ridgefield, CT 06877

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,227
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Re/Max Prestige Properties
223 North St, Ridgefield, CT 06877 - Photo 1 Sold
$999,000

223 North St  Ridgefield, CT 06877

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,554
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Five Mile Realty

5 Sleepy Hollow Road, Ridgefield, CT 06877 (MLS# 24082908) is a Single Family property that was sold at $890,000 on May 29, 2025. This property was listed by Sarah Patterson from our Ridgefield Office.Want to learn more about 5 Sleepy Hollow Road? Do you have questions about finding other Single Family real estate for sale in Ridgefield? You can browse all Ridgefield real estate or contact a Coldwell Banker agent to request more information.