12 Crooked Mile Road

Closed 8/18/25
Closed 8/18/25
Gallery Image 1
Last Sold Price
$1,635,000
4 beds3,664 sqft$446/sqft
12 Crooked Mile Rd, Westport, CT 06880

Description

Have you ever met someone and thought that's an old soul? They have character, exude warmth, and give you a feeling of deep comfort right from the start. Special historic homes are the same way. They have a magical ambiance and carry the energy from the generations before who've loved and cared for them. That shared experience inspires future custodians and artists to bring their vision, and Pinterest boards, to remake the space in a way that adds value while respecting the vintage of it all. The...Have you ever met someone and thought that's an old soul? They have character, exude warmth, and give you a feeling of deep comfort right from the start. Special historic homes are the same way. They have a magical ambiance and carry the energy from the generations before who've loved and cared for them. That shared experience inspires future custodians and artists to bring their vision, and Pinterest boards, to remake the space in a way that adds value while respecting the vintage of it all. The architectural significance of this Colonial Revival has been well preserved over the decades. The main floor features a grand salon which walks out to an incredibly spacious three season porch. There is also a separate sitting area, butlers pantry, library/den and a comfortable eat-in kitchen. The upper level offers a primary suite plus three additional bedrooms, a laundry room, and a full hall bath. The third floor walks up to two bonus spaces. The current owners have a "Home Occupation" use which is a rare find. The adjoined professional office is both peaceful and refined with a private client entrance. Crooked Mile is steeped in Westport history and it's a location worthy of the investment. Tucked on an acre and a third in the Red Coat neighborhood this well manicured property offers privacy and ample room to grow. Anything you can imagine, you can create here and be in good company.
LISTING CLOSED: 08/18/2025 12:00 AM

  1. Listed by Carrie Perkins • RE/MAX Heritage
    P: (203) 254-7555 C: (203) 258-4171 carrie@spacesct.com
  2. Listed by Virginia Klein • RE/MAX Heritage
    P: (203) 254-7555 C: (203) 521-7555 virginia@soldonct.com

Property Details for 12 Crooked Mile Road

Status
Closed
MLS #
24093320
Days on Market
63
Taxes
$14,730 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential
Year Built
1920
Lot Size
1.31 AC / 57,063 SF
County
Fairfield County
Basement Description
Crawl Space, Partial, Unfinished
Direct Waterfront
No
Expected Active Date
05-16-2025
Garages Number
2
Neighborhood
Red Coat
Style
Colonial
Garage Parking Info
Detached Garage, Driveway
Swimming Pool
No
Expected On Market Date
05-16-2025
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of RE/MAX Heritage, Carrie Perkins; RE/MAX Heritage, Virginia Klein

Sold By William Raveis Real Estate, Regi Kendig

Add your commute

Building Information for 12 Crooked Mile Road

Stories-Year Built1920Building Size-Lot Size1.31 AC / 57,063 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$9,538 per month

30 year fixed, 6.55% Interest

Principal and Interest

$8,311

Property Taxes

$1,228

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 12 Crooked Mile Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Newtown Turnpike or Calvary Road to Crooked Mile Road
  • Elementary School: Coleytown
  • Flood Zone: Yes
  • High School: Staples
  • Latitude: 41.176283
  • Longitude: -73.37694
  • Middle Jr High School: Coleytown
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Private School(s), Public Rec Facilities, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,730
Interior and Exterior Features
Exterior Features
  • Exterior Features: Breezeway, Awnings, Lighting, Stone Wall, French Doors
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Refrigerator, Dishwasher
  • Attic Description: Partially Finished, Walk-up
  • Cooling System: None
  • Heat Type: Baseboard, Radiator, Steam, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Security System
  • Interior Features: Cable - Pre-wired, Open Floor Plan
  • Laundry Room Info: Upper Level
  • Laundry Room Location: 2nd Floor
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Fireplace,Wood Stove,Hardwood Floor
  • Room Length: 31.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 10
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 3
  • Room Entry Order: 11
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 29.0
Room 4
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 19.0
Room 5
  • Listing Key: 3463D47A69023056E063E201100A96A1
  • Room Entry Order: 3
  • Room Features: Tile Floor
  • Room Length: 27.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 17.0
Room 6
  • Room Entry Order: 4
  • Room Features: Island,Tile Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 15.0
Room 7
  • Room Entry Order: 5
  • Room Features: Bay/Bow Window,Built-Ins,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 15.0
Room 8
  • Room Entry Order: 6
  • Room Features: Vaulted Ceiling,Built-Ins,French Doors,Half Bath,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 20.0
Room 9
  • Listing Key: 3463D47A69023056E063E201100A96A1
  • Room Entry Order: 7
  • Room Features: Full Bath,Wall/Wall Carpet,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 18.0
Room 10
  • Room Entry Order: 8
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 11
  • Room Entry Order: 9
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Driveway Type: Gravel
  • Elevation Certificate: No
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • Handicap Features: Bath Grab Bars, Chair Lift
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1920
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3664
Lot Information
  • Lot Description: Secluded, Dry, Level Lot, Cleared, Professionally Landscaped
  • Parcel Number: 413939
  • Sq Ft Est Heated Above Grade: 3664.0
  • Sq Ft Total: 3664.0
  • Zoning: AA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 12 Crooked Mile Road

DateEvent & SourcePriceAppreciation
Aug 18, 2025

Closed (Public Record)

Public Record #1910984666

$1,635,000

+25.9% / yr

Jan 6, 2021

Closed (Public Record)

Public Record #1541309732

$565,000—
DateEvent & SourcePrice
08/18/2025

Closed (Public Record)

Public Record #1910984666

$1,635,000

+25.9% / yr

01/06/2021

Closed (Public Record)

Public Record #1541309732

$565,000

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

Public Records for 12 Crooked Mile Road

Taxable ValueLand$458,300Additions$322,700Total$781,000
Tax Record2025$14,730 ($1,228 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,664 SqFtAbove Grade Finished SqFt3,664 SqFtUnfinished Basement SqFt1,427 SqFtStories2Lot Size57,064 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated1920ZoningAACountyWESTERN CONNECTICUTAPNWPRT M:B16 L:055-000

Schools near 12 Crooked Mile Road

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

Coleytown 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.

Similar Homes

New listings in 06880

$2,850,000 | 27 Bauer Place, Westport, CT 06880
1/9
Coming SoonOpen: 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
1/3
Coming SoonOpen: 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 Compass

$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

a front view of a building with a lot of windows
1/12
Listed By Compass

$4,995,000

3
Bedrooms
2,440
Square Feet
0.12
Acres

238 Hillspoint Road, Westport, CT 06880

$5,900,000 | 22 Cavalry Road, Westport, CT 06880
1/22

$5,900,000

7
Bedrooms
9,800
Square Feet
2.27
Acres

22 Cavalry Road, Westport, CT 06880

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 12 Crooked Mile Road, Westport, CT 06880
$1,635,000
4
3,664
57,063
11 Crooked Mile Road, Westport, CT 06880
$2,090,000
5
7,000
43,560
13 Crooked Mile Road, Westport, CT 06880
–
4
3.5
2,800
43,996
14 Crooked Mile Road, Westport, CT 06880
$1,075,000
3
2,691
73,616
10 Crooked Mile Road, Westport, CT 06880
$1,460,000
4
4,521
43,560
6 Hermit Court, Westport, CT 06880
$1,200,000
4
3,664
43,995

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.

Listing Courtesy of RE/MAX Heritage, Carrie Perkins; RE/MAX Heritage, Virginia Klein

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.