87 Sleepy Hollow Rd

2,442 Sq. Ft.
$367 / Sq. Ft.
2,442
Sq. Ft.
$367
per Sq. Ft.

Description

Welcome to this lovely 4-bedroom, 2.5-bath antique reproduction privately set on 1.5 parklike acres, minutes to Ridgefield's charming Main Street. Major improvements over the past five years ensure carefree enjoyment for years to come: new roof (2024), new furnace and hot water heater (2024-25), rebuilt deck, replaced sliding door, regraded and repaved driveway, replaced garage doors and well pump, plus new dishwasher, induction range, washer, and dryer. Simply move in. The inviting living room showcases...Welcome to this lovely 4-bedroom, 2.5-bath antique reproduction privately set on 1.5 parklike acres, minutes to Ridgefield's charming Main Street. Major improvements over the past five years ensure carefree enjoyment for years to come: new roof (2024), new furnace and hot water heater (2024-25), rebuilt deck, replaced sliding door, regraded and repaved driveway, replaced garage doors and well pump, plus new dishwasher, induction range, washer, and dryer. Simply move in. The inviting living room showcases a stunning stone fireplace and soaring vaulted ceilings, creating a light-filled gathering space perfect for family and friends. The cozy family room/den features a wood-burning stove, perfect for home office or play room. The thoughtful floor plan provides wonderful flow for both everyday living and entertaining. The private, level backyard is ideal for outdoor activities, gardening, or peaceful relaxation within a serene, parklike setting. Ample storage throughout, including two separate floored attics, offers excellent functionality. Optional lake rights to Lake Mamanasco provide access to a beach, swimming, kayaking-summer fun without leaving home! Ideally located minutes from Ridgefield's Main Street with exceptional dining, shopping, cultural offerings, and top-rated schools. Enjoy convenient commuting with easy access to Metro North trains in Westchester and both I-84 and 684 . Ridgefield, voted the Safest Town in CT, is the perfect place to call home!
  1. Listed by Lisa Pompeo • William Pitt Sotheby's Int'l
    P: (203)-240-2937 C: (203)-240-2937 LPompeo@wpsir.com

Property Details for 87 Sleepy Hollow Road

Basement Description
Crawl Space, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
West Mountain
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
No

Open Houses

Saturday, Mar 21st1:00 PM - 3:00 PM
Sunday, Mar 22nd1:00 PM - 3:00 PM
LISTING UPDATED: 03/21/2026 12:04 AM

Property Details for 87 Sleepy Hollow Road

StatusActive
MLS #24160002
Days on Market1
Taxes$13,082 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1979
Lot Size1.50 AC / 65,340 SF
CountyFairfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa Pompeo
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Building Information for 87 Sleepy Hollow Road

Stories-Year Built1979Building Size-Lot Size1.50 AC / 65,340 SF

Payment Calculator

$5,434 per month

30 year fixed, 6.11% Interest

Principal and Interest

$4,344

Property Taxes

$1,090

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 87 Sleepy Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: 116 to Barrick Hill to left on Round Lake to right on Sleepy Hill Rd. House on the left side of street
  • Elementary School: Scotland
  • Flood Zone: No
  • High School: Ridgefield
  • Latitude: 41.311309
  • Longitude: -73.539334
  • Middle Jr High School: Scotts Ridge
  • Neighborhood Amenities: Lake, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 7
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,082
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Floored, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Laundry Room Location: Utility room in garage
  • Rooms Additional: Foyer, Laundry Room, Mud Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Book Shelves,Fireplace,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 18.0
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Pantry,Sliders,Tile Floor
  • Room Length: 29.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 15.0
Room 4
  • Room Entry Order: 4
  • Room Features: Wood Stove,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 13.0
Room 5
  • Listing Key: 4D27B0EE55E7FF92E063E201100AF606
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Full Bath,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 8
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Property
Property and Assessments
  • Color: Grey Cedar Shakes
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exclusions: Lighting fixtures in the dining room and the family room (with FLPC). Wine refrigerator in kitchen pantry
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Garage
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1979
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2442
Lot Information
  • Lot Description: Secluded, Lightly Wooded, Level Lot, Sloping Lot
  • Parcel Number: 273417
  • Sq Ft Est Heated Above Grade: 2442.0
  • Sq Ft Total: 2442.0
  • Zoning: RAA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 50 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 87 Sleepy Hollow Road

DateEvent & SourcePriceAppreciation
Sep 18, 2020

Closed (Public Record)

Public Record #680342087

$650,000

+1.4% / yr

Aug 14, 2000

Closed (Public Record)

Public Record #91150365

$488,000—
DateEvent & SourcePrice
09/18/2020

Closed (Public Record)

Public Record #680342087

$650,000

+1.4% / yr

08/14/2000

Closed (Public Record)

Public Record #91150365

$488,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 87 Sleepy Hollow Road

Taxable ValueLand$199,500Additions$278,110Total$477,610
Tax Record2024$13,082 ($1,090 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,442 SqFtAbove Grade Finished SqFt2,442 SqFtStories2Lot Size65,340 SqFtStyleSingle Family ResidenceYear Built1979Year Renovated2001ZoningRAACountyFAIRFIELDAPNRIDG M:B10 B:0019Fireplace TypeHas Fireplace

Schools near 87 Sleepy Hollow Road

This home is within Ridgefield School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 1
Rating
School
Distance
Scotland Elementary School
PublicPK to 5

Scotts Ridge Middle School
Public6 to 8

Ridgefield High School
Public9 to 12

District Program Ses
PublicPK to 1

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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87 Sleepy Hollow Road is a single family home for sale in Ridgefield, CT 06877. This property was listed for sale on March 19, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $895,000. It has been on the market for a total of 1 days and was last sold on September 18, 2020. This listing's school district is Ridgefield School District. Nearby schools include Scotland Elementary School, Scotts Ridge Middle School and Ridgefield High School. 87 Sleepy Hollow Road is a 4-bed, 3-bath, 2,442 sqft single family home built in 1979.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa Pompeo

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.