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.
Sold for $1,635,000 on 08/18/25
$1,635,000
12 Crooked Mile Road, Westport, CT 06880
4beds
3,664sqft
Single Family Residence
Built in 1920
1.31 Acres Lot
$1,664,400 Zestimate®
$446/sqft
$8,180 Estimated rent
Home value
$1,664,400
$1.50M - $1.85M
$8,180/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: August 19, 2025 at 11:36am
Listed by:
Carrie Perkins 203-258-4171,
RE/MAX Heritage 203-254-7555,
Virginia Klein 203-521-7555,
RE/MAX Heritage
Bought with:
Regi Kendig, RES.0358111
William Raveis Real Estate
Source: Smart MLS,MLS#: 24093320
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Wall/Wall Carpet, Hardwood Floor
- Level: Upper
- Area: 342 Square Feet
- Dimensions: 18 x 19
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
- Area: 198 Square Feet
- Dimensions: 18 x 11
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 13 x 12
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 15 x 16
Den
- Features: Bay/Bow Window, Built-in Features, Hardwood Floor
- Level: Main
- Area: 225 Square Feet
- Dimensions: 15 x 15
Kitchen
- Features: Kitchen Island, Tile Floor
- Level: Main
- Area: 285 Square Feet
- Dimensions: 15 x 19
Living room
- Features: Bay/Bow Window, Fireplace, Wood Stove, Hardwood Floor
- Level: Main
- Area: 527 Square Feet
- Dimensions: 17 x 31
Office
- Features: Vaulted Ceiling(s), Built-in Features, French Doors, Half Bath, Hardwood Floor
- Level: Main
- Area: 440 Square Feet
- Dimensions: 20 x 22
Other
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 209 Square Feet
- Dimensions: 19 x 11
Rec play room
- Level: Upper
- Area: 551 Square Feet
- Dimensions: 29 x 19
Sun room
- Features: Tile Floor
- Level: Main
- Area: 459 Square Feet
- Dimensions: 17 x 27
Heating
- Baseboard, Radiator, Steam, Zoned, Oil
Cooling
- None
Appliances
- Included: Gas Range, Oven, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
- Laundry: Upper Level
Features
- Wired for Data, Open Floorplan, Entrance Foyer
- Doors: French Doors
- Basement: Crawl Space,Partial,Unfinished
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 3,664
- Total interior livable area: 3,664 sqft
- Finished area above ground: 3,664
Property
Parking
- Total spaces: 8
- Parking features: Detached, Driveway, Gravel
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Bath Grab Bars, Stair Lift
Features
- Exterior features: Breezeway, Awning(s), Lighting, Stone Wall
- Waterfront features: Beach Access
Lot
- Size: 1.31 Acres
- Features: Secluded, Dry, Level, Cleared, Landscaped, In Flood Zone
Details
- Parcel number: 413939
- Zoning: AA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1920
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Golf, Health Club, Lake, Library, Private School(s), Public Rec Facilities, Tennis Court(s)
Location
- Region: Westport
- Subdivision: Red Coat
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2025 | Sold | $1,635,000-2.4%$446/sqft |
Source:  Smart MLS #24093320 Report a problem | ||
| 6/18/2025 | Pending sale | $1,675,000$457/sqft |
Source: Smart MLS #24093320 Report a problem | ||
| 6/16/2025 | Price change | $1,675,000-5.6%$457/sqft |
Source: Smart MLS #24093320 Report a problem | ||
| 6/6/2025 | Price change | $1,775,000-6.3%$484/sqft |
Source: Smart MLS #24093320 Report a problem | ||
| 5/16/2025 | Listed for sale | $1,895,000$517/sqft |
Source: Smart MLS #24093320 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,730 +1.3% | $781,000 |
| 2024 | $14,542 +1.5% | $781,000 |
| 2023 | $14,331 +1.5% | $781,000 |
Find assessor info on the county website
Neighborhood: Poplar Plains
Nearby schools
GreatSchools rating
- 9/10Coleytown Elementary SchoolGrades: K-5Distance: 1.4 mi
- 9/10Coleytown Middle SchoolGrades: 6-8Distance: 1.4 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Coleytown
- Middle: Coleytown
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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