1 Sleepy Hollow Road
Description
![Douglas Bross]()
Douglas Bross
Listing Agent
Coldwell Banker Realty
Recent comparable sales
Median sold price
$4,225,000
Avg days on market
82
Sale-to-list ratio
97.1%
Westport, CT
9 comparable properties found
$4,200,000
Sold 06/30/25
- 5
- Bedrooms
- 8
- Bathrooms
- 8,837
- Square Feet
- 1.07
- Acres
$3,550,000
Sold 03/06/25
- 5
- Bedrooms
- 7
- Bathrooms
- 6,857
- Square Feet
- 1.01
- Acres
$3,900,000
Sold 04/30/25
- 5
- Bedrooms
- 8
- Bathrooms
- 6,342
- Square Feet
- 1.02
- Acres
$4,625,000
Sold 06/01/26
- 5
- Bedrooms
- 8
- Bathrooms
- 7,400
- Square Feet
- 1.42
- Acres
$4,250,000
Sold 06/30/25
- 5
- Bedrooms
- 7
- Bathrooms
- 8,835
- Square Feet
- 1.06
- Acres
$4,225,000
Sold 06/12/26
- 5
- Bedrooms
- 7
- Bathrooms
- 8,550
- Square Feet
- 1.03
- Acres
$3,450,000
Sold 09/04/26
- 5
- Bedrooms
- 8
- Bathrooms
- 9,819
- Square Feet
- 2
- Acres
$4,950,000
Sold 12/05/24
- 5
- Bedrooms
- 6
- Bathrooms
- 7,444
- Square Feet
- 1.99
- Acres
Location
Sold By William Raveis Real Estate, Carly Woodard
$25,803 per month
30 year fixed, 7.03% Interest
$22,956
$2,822
$25
1Property Information for 1 Sleepy Hollow Road
Property Details
- Taxes: $33,868 / year
- MLS Type: Residential
- County: Fairfield County
- Basement Description: Full, Unfinished, Interior Access
- Direct Waterfront: No
- Garages Number: 3
- Neighborhood: Greens Farms
- Style: Colonial
- Garage Parking Info: Attached Garage
- Swimming Pool: Yes
Building Information
- Year Built: 2000
- Lot Size: 1.00 AC / 43,560 SF
Summary
- Acres Source: Public Records
- Directions: Enter on Maple Ave South circular driveway. Garage is accessed off Sleepy Hollow.
- Elementary School: Greens Farms
- High School: Staples
- Latitude: 41.129864
- Longitude: -73.30981
- Middle Jr High School: Bedford
- Neighborhood Amenities: Golf Course, Library, Park, Playground/Tot Lot, Public Pool, Public Transportation, Shopping/Mall, Tennis Courts
- State: Connecticut
- Association Fee Includes: Snow Removal
- HOA Fee Amount: 300
- HOA Fee Frequency: Annually
- Home Owner's Assocation: Yes
- Special Association Assessment: No
- Tax Year: July 2024-June 2025
- Property Tax: $33,868
Interior and Exterior Features
- Exterior Features: Terrace, Gutters, Lighting, French Doors, Underground Sprinkler
- Pool Description: Gunite, Heated, Spa, Salt Water, In Ground Pool
- Waterfront Description: Beach Rights
- Appliances Included: Oven/Range, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer
- Attic Description: Walk-up
- Cooling System: Central Air, Zoned
- Heat Type: Hot Air
- Attic YN: Yes
- Fireplaces Total: 3
- Home Automation: Security System, Thermostat(s)
- Interior Features: Audio System, Cable - Available, Security System
- Laundry Room Info: Upper Level
- Rooms Additional: Bonus Room, Foyer, Laundry Room
- Rooms Total: 10
- Room Entry Order: 1
- Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
- Room Level: Main
- Room Type: Living Room
- Room Entry Order: 10
- Room Features: Hardwood Floor
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 11
- Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Hardwood Floor
- Room Level: Main
- Room Type: Rec/Play Room
- Room Entry Order: 2
- Room Features: 9 ft+ Ceilings,Hardwood Floor
- Room Level: Main
- Room Type: Dining Room
- Listing Key: 2162E95D7F7A27E8E0631401100AF180
- Room Entry Order: 3
- Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Hardwood Floor
- Room Level: Main
- Room Type: Family Room
- Room Entry Order: 4
- Room Features: 9 ft+ Ceilings,Breakfast Nook,Built-Ins,Fireplace,Hardwood Floor,Pantry
- Room Level: Main
- Room Type: Kitchen
- Room Entry Order: 5
- Room Features: 9 ft+ Ceilings,Hardwood Floor,Walk-In Closet
- Room Level: Main
- Room Type: Office
- Room Entry Order: 6
- Room Features: Full Bath,Hardwood Floor
- Room Level: Main
- Room Type: Bedroom
- Listing Key: 2162E95D7F7A27E8E0631401100AF180
- Room Entry Order: 7
- Room Features: 9 ft+ Ceilings,Bay/Bow Window,Full Bath,Vaulted Ceiling,Walk-In Closet
- Room Level: Upper
- Room Type: Primary Bedroom
- Room Entry Order: 8
- Room Features: Full Bath,Hardwood Floor,Walk-In Closet
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 9
- Room Features: Full Bath,Hardwood Floor
- Room Level: Upper
- Room Type: Bedroom
Property
- Color: Cream
- Construction Description: Concrete
- Exclusions: See Inclusion/Exclusion Addendum
- Exterior Siding: Clapboard, Wood
- Foundation Type: Concrete
- Fuel Tank Location: Above Ground
- New Construction Type: No/Resale
- Roof: Asphalt Shingle
- Year Built: 2000
- Year Built Source: Public Records
- Bank Owned Property: No
- Living Area SQFT Per Public Records: 7853
- Lot Description: Corner Lot, Some Wetlands, Level Lot, On Cul-De-Sac
- Parcel Number: 419204
- Sq Ft Est Heated Above Grade: 7853.0
- Sq Ft Total: 7853.0
- Zoning: AAA
- Energy Features: Programmable Thermostat, Thermopane Windows
- Heat Fuel Type: Oil
- Hot Water Description: Domestic
- Sewage System: Septic
- Water Source: Public Water Connected
Multi Family
- Occupied By: Owner
Property History for 1 Sleepy Hollow Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 9, 2025 | Closed (Public Record) Public Record #1558091592 | $4,300,000 | +5.9% / yr |
| Apr 25, 2023 | Closed (Public Record) Public Record #1510914638 | $3,825,000 | +9.9% / yr |
| Aug 19, 2015 | Closed (Public Record) Public Record #555341970 | $1,850,000 | +0.2% / yr |
| May 8, 2000 | Closed (Public Record) Public Record #91299805 | $1,800,000 | +132.1% / yr |
| Oct 8, 1998 | Closed (Public Record) Public Record #91303143 | $475,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/09/2025 | Closed (Public Record) Public Record #1558091592 | $4,300,000 +5.9% / yr |
| 04/25/2023 | Closed (Public Record) Public Record #1510914638 | $3,825,000 +9.9% / yr |
| 08/19/2015 | Closed (Public Record) Public Record #555341970 | $1,850,000 +0.2% / yr |
| 05/08/2000 | Closed (Public Record) Public Record #91299805 | $1,800,000 +132.1% / yr |
| 10/08/1998 | Closed (Public Record) Public Record #91303143 | $475,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 1 Sleepy Hollow Road
Taxable Value
Land
$385,600Additions
$1,433,300Tax Record
2025
$34,304 ($2,859 / month)Home Facts
Beds
4Baths
5Total Finished SqFt
7,853 SqFtAbove Grade Finished SqFt
7,853 SqFtUnfinished Basement SqFt
3,213 SqFtStories
3Lot Size
43,560 SqFtStyle
Single Family ResidenceYear Built
2000Year Renovated
2000Zoning
AAACounty
WESTERN CONNECTICUTAPN
WPRT M:H07 L:032-000Schools near 1 Sleepy Hollow Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Private - | PK to 12 |
Rating | School | Distance |
|---|---|---|
Green's Farms School PublicK to 5 | ||
Bedford Middle School Public6 to 8 | ||
Staples High School Public9 to 12 | ||
Greens Farms Academy PrivatePK to 12 |
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.
Neighborhood Map and Transit
Similar Homes
New listings in 06880
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 1 Sleepy Hollow Road, Westport, CT 06880 | $4,300,000 | 5 | 7 | 7,853 | 43,560 |
$1,115,000 | 4 | 4 | 3,536 | 43,560 | |
$702,500 | 4 | 4 | 3,338 | 43,560 | |
$1,525,000 | 4 | 3 | 2,352 | 43,560 | |
$2,450,000 | 5 | 6 | 7,103 | 43,995 | |
$3,875,000 | 6 | 8 | 8,235 | 43,560 | |
$2,200,000 | 5 | 6 | 6,172 | 43,560 | |
$1,900,000 | 4 | 4 | 3,409 | 45,302 | |
$3,714,000 | 6 | 8 | 7,000 | 71,438 | |
$1,550,000 | 4 | 3 | 2,396 | 43,560 | |
$1,750,000 | 5 | 7 | 6,429 | 43,560 | |
$1,450,000 | 6 | 8 | 5,665 | 43,560 | |
– | 4 | 3.5 | 3,776 | 95,832 | |
$2,345,000 | 4 | 4 | 3,218 | 43,560 | |
$349,000 | 3 | 2 | – | 90,169 | |
$1,539,000 | 4 | 4 | 4,594 | 59,677 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 Coldwell Banker Realty, Douglas Bross
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.
