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$1,635,000
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Property 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 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.
Full Property Details
Full Property Details for 12 Crooked Mile Rd
General
- Sold For: $1,635,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24093320
- Added to Site: 255 day(s) ago
Interior
- Number of Rooms: 9
- Rooms/Areas: Foyer, Laundry Room
- Interior Features: Cable - Pre-wired, Open Floor Plan
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Range, Wall Oven, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Full Bath, Wall/Wall Carpet, Hardwood Floor, 19 x 18, Upper
- Bedroom 1: Bedroom - Built-Ins, Hardwood Floor, 11 x 18, Upper
- Bedroom 2: Bedroom - Built-Ins, Hardwood Floor, 12 x 13, Upper
- Bedroom 3: Bedroom - Built-Ins, Hardwood Floor, 16 x 15, Upper
Other Rooms
- Living Room: Living Room - Bay/Bow Window, Fireplace, Wood Stove, Hardwood Floor, 31 x 17, Main
- Eat In Kitchen: Eat-In Kitchen - Island, Tile Floor, 19 x 15, Main
- Office: Office - Vaulted Ceiling, Built-Ins, French Doors, Half Bath, Hardwood Floor, 22 x 20, Main
- Den: Den - Bay/Bow Window, Built-Ins, Hardwood Floor, 15 x 15, Main
- Game room: Yes
- Game Room: Rec/Play Room, 19 x 29, Upper
- Rec Room: 19 x 29, Upper
- Laundry: Upper Level
- Other Room 1: Other - French Doors, Hardwood Floor, 11 x 19, Main
Exterior
- Exterior Features: Breezeway, Awnings, Lighting, Stone Wall, French Doors
- Color: Grey
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 8
- Parking: Detached Garage, Driveway
Location
- County: Fairfield
- Neighborhood: Red Coat
- Driving Directions: Newtown Turnpike or Calvary Road to Crooked Mile Road
School Information
- Elementary School: Coleytown
- Middle School: Coleytown
- High School: Staples
Community
- Community Name: Red Coat
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Radiator, Steam, Zoned, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Crawl Space, Partial, Unfinished
- Roof: Wood Shingle
- Attic: Yes
- Disability Access: Bath Grab Bars, Chair Lift
- Square Feet: 3,664
- Above Ground: 3,664 Sq. Ft.
- Year Built: 1920
Lot Features
- Lot Size (Acres): 1.31
- Driveway/Sidewalk: Gravel
- Zoning: AA
- Lot Description: Secluded, Dry, Level Lot, Cleared, Professionally Landscaped
Water Features
- Water Front Desc.: Beach Rights
Financial Considerations
- Assessment Amount: $781,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Flood Zone: Yes
- Property ID: 413939
Listed by RE/MAX Heritage, Carrie Perkins and RE/MAX Heritage, Virginia Klein
Sold by William Raveis Real Estate, Regi Kendig
Get Pre-Approved Today
Schools
Schools serving 12 Crooked Mile Rd
School District:Westport School District
| Name | Grades | Distance |
|---|---|---|
Coleytown Elementary School 65 Easton Road, Westport, CT 06880 | K-5 | 1.4 mi |
Coleytown Middle School 255 North Avenue, Westport, CT 06880 | 6-8 | 1.4 mi |
Staples High School 70 North Avenue, Westport, CT 06880 | 9-12 | 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 12 Crooked Mile Rd
Date
Details
Price
Change
Source
8/18/2025
Sold
$1,635,000
-2.39%
MLS
6/16/2025
Price Reduced
$1,675,000
-5.63%
MLS
6/06/2025
Price Reduced
$1,775,000
-6.33%
MLS
5/16/2025
Listed
$1,895,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
12 Crooked Mile Road, Westport, CT 06880 (MLS# 24093320) is a Single Family property that was sold at $1,635,000 on August 18, 2025. Want to learn more about 12 Crooked Mile Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

