108 Clapboard Hill Road

Closed 8/1/25
Closed 8/1/25
Gallery Image 1
Last Sold Price
$4,950,000
5 beds5,312 sqft$932/sqft
108 Clapboard Hill Rd, Westport, CT 06880

Description

On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a view of the property, bringing the outdoors in. With character and warmth, and an abundance of natural light,...On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a view of the property, bringing the outdoors in. With character and warmth, and an abundance of natural light, this is a rare gem w/views of the landscape from virtually every room. The library has the original Delft tile bordered fireplace, window-seats and walls lined with bookcases. The gracious living room welcomes you w/a fireplace, French doors to verdant gardens, and connects to a spacious dining room - also w/a wide fireplace and French doors to the terrace. Beautiful chef's kitchen with plentiful wooden and glass-paned cabinetry, butcher-block center island, and a top of the line suite of appliances. A sun-drenched dining area leads to an incredible family room w/a wooden cathedral ceiling, oversized fireplace and office. The exquisite central staircase leads to a second floor w/vaulted primary suite, one ensuite bedroom and two additional bedrooms that share a hall bathroom. There is also a guest room on the main floor, full bath and easy access to the pool and bluestone patio. The gunite pool is bordered by lilac hedges and a wisteria covered pergola - weathered to perfection.
LISTING CLOSED: 08/01/2025 12:00 AM

Listing Agents

  1. Lynne Nolan

    Lynne Nolan

    Listing Agent

    Compass Connecticut, LLC

    P: (703) 906-3003

    CallText
  2. Michael Mombello

    Michael Mombello

    Alternative Listing Agent

    Compass Connecticut, LLC

    P: (203) 505-4477

    CallText

Property Details for 108 Clapboard Hill Road

Status
Closed
MLS #
24101388
Days on Market
4
Taxes
$29,906 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential
Year Built
1920
Lot Size
2.12 AC / 92,347 SF
County
Fairfield County
Buyer's Agent Compensation
2%
Basement Description
Full, Partially Finished
Direct Waterfront
No
Expected Active Date
06-12-2025
Garages Number
2
Neighborhood
Greens Farms
Style
Colonial, Antique
Garage Parking Info
Attached Garage
Swimming Pool
Yes
Expected On Market Date
06-12-2025
Get preapproved with Rocket Mortgage1

Location

Add your commute

Building Information for 108 Clapboard Hill Road

Stories-Year Built1920Building Size-Lot Size2.12 AC / 92,347 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$27,652 per month

30 year fixed, 6.55% Interest

Principal and Interest

$25,160

Property Taxes

$2,492

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 108 Clapboard Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Clapboard Hill Road to number 108.
  • Elementary School: Greens Farms
  • High School: Staples
  • Latitude: 41.131022
  • Longitude: -73.30601
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Golf Course, Library, Paddle Tennis, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $29,906
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Gutters, Garden Area, Lighting, French Doors, Underground Sprinkler, Patio
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Walk to Water, Beach Rights
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Home Automation: Security System
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
  • Laundry Room Info: Upper Level
  • Rooms Additional: Foyer, Laundry Room, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Cathedral Ceiling,Book Shelves,Wide Board Floor
  • Room Level: Main
  • Room Type: Office
Room 4
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Patio/Terrace,Wide Board Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 36C23BE3D1823542E0631A01100A84EF
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Book Shelves,Gas Log Fireplace,Wide Board Floor
  • Room Level: Main
  • Room Type: Library
Room 6
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Beams,Dining Area,Island,Wide Board Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 7
  • Room Entry Order: 5
  • Room Features: Cathedral Ceiling,Beams,Built-Ins,Fireplace,Wide Board Floor
  • Room Level: Main
  • Room Type: Family Room
Room 8
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Beams,Wide Board Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 9
  • Listing Key: 36C23BE3D1823542E0631A01100A84EF
  • Room Entry Order: 7
  • Room Features: Cathedral Ceiling,Beams,Full Bath,Walk-In Closet,Wide Board Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 10
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Features: Built-Ins,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Cliffside Gray
  • Construction Description: Frame
  • Exclusions: see inclusion/exclusion list
  • Exterior Siding: Shingle, Cedar, Wood
  • Foundation Type: Block, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle, Gable
  • Year Built: 1920
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 5312
Lot Information
  • Lot Description: Some Wetlands, Treed, Cleared, Professionally Landscaped, Rolling, Open Lot
  • Parcel Number: 417121
  • Sq Ft Est Heated Above Grade: 5312.0
  • Sq Ft Total: 5312.0
  • Zoning: AAA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 108 Clapboard Hill Road

DateEvent & SourcePriceAppreciation
Jul 30, 2025

Closed (Public Record)

Public Record #1909388020

$4,950,000

+5.6% / yr

May 1, 1997

Closed (Public Record)

Public Record #91303509

$1,075,000—
DateEvent & SourcePrice
07/30/2025

Closed (Public Record)

Public Record #1909388020

$4,950,000

+5.6% / yr

05/01/1997

Closed (Public Record)

Public Record #91303509

$1,075,000

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

Public Records for 108 Clapboard Hill Road

Taxable ValueLand$810,900Additions$774,800Total$1,585,700
Tax Record2025$29,906 ($2,492 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,312 SqFtAbove Grade Finished SqFt5,312 SqFtUnfinished Basement SqFt3,202 SqFtStories2Lot Size92,347 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated1920ZoningAAACountyWESTERN CONNECTICUTAPNWPRT M:H07 L:063-000

Schools near 108 Clapboard Hill Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Green's Farms School
Public - K to 5
Bedford Middle School
Public - 6 to 8
Staples High School
Public - 9 to 12
Ces Segregated
Public - 1 to 3
Rating
School
Distance
Green's Farms School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

Ces Segregated
Public1 to 3

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

$899,000 | 383 Main Street, Westport, CT 06880
1/17
Open: 8/16 11:00AM - 02:00PMNew

$899,000

3
Bedrooms
1,591
Square Feet
0.12
Acres

383 Main Street, Westport, CT 06880

$1,850,000 | 5 Aspetuck Lane, Westport, CT 06880
1/11
Open: 8/16 12:00PM - 02:00PM

$1,850,000

6
Bedrooms
3,240
Square Feet
2.02
Acres

5 Aspetuck Lane, Westport, CT 06880

$2,850,000 | 27 Bauer Place, Westport, CT 06880
1/9
Open: 8/16 02:00PM - 04:00PM

$2,850,000

5
Bedrooms
4,529
Square Feet
0.28
Acres

27 Bauer Place, Westport, CT 06880

$1,599,000 | 23 Pequot Trail, Westport, CT 06880
1/28
Open: 8/15 12:00PM - 03:00PM

$1,599,000

4
Bedrooms
3,536
Square Feet
1
Acres

23 Pequot Trail, Westport, CT 06880

$6,650,000 | 4 Lantern Hill Road, Westport, CT 06880
1/14

$6,650,000

5
Bedrooms
11,000
Square Feet
1.23
Acres

4 Lantern Hill Road, Westport, CT 06880

$1,425,000 | 19 Vineyard Lane, Westport, CT 06880
1/35
Listed By CompassUnder Contract - Continue To Show

$1,425,000

5
Bedrooms
3,246
Square Feet
1.24
Acres

19 Vineyard Lane, Westport, CT 06880

$6,495,000 | 5 Baldwin Place, Westport, CT 06880
1/20
Listed By Coldwell Banker Realty

$6,495,000

6
Bedrooms
9,062
Square Feet
2.27
Acres

5 Baldwin Place, Westport, CT 06880

a view of a dining room with furniture
1/13

$7,990,000

6
Bedrooms
6,000
Square Feet
1
Acres

4 A Compo Parkway, Westport, CT 06880

$1,495,000 | 11 Hitchcock Road, Westport, CT 06880
1/27

$1,495,000

1
Bedrooms
1,551
Square Feet
1.38
Acres

11 Hitchcock Road, Westport, CT 06880

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 108 Clapboard Hill Road, Westport, CT 06880
$4,950,000
5
5,312
92,347
107 Clapboard Hill Road, Westport, CT 06880
$535,000
4
4.5
5,534
89,734
345 Greens Farms Road, Westport, CT 06880
$3,200,000
7
10,531
87,991
355 Greens Farms Road, Westport, CT 06880
$4,750,000
6
9,630
98,010
4 Tiffany Lane, Westport, CT 06880
$1
3
2
2,097
264,409
104 Clapboard Hill Road, Westport, CT 06880
$2,100,000
–
–
–
88,862

Explore Nearby Homes

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.

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.