List Price
decreased
from $1,775,000
to $1,675,000
4
Beds
4
Baths
3,664
Sq Ft
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 By: Carrie Perkins - RE/MAX Heritage 
- MLS# 24093320
- Date Listed05/08/2025
- Bedrooms 4
- Bathrooms 3 Full baths, 1 Half baths
- Lot Size 1.31 acres (57,064 sq. ft)
- Sewer Septic Tank
- Property Type Single Family
- County Fairfield
- Year Built 1920
- Water Public
- Square Feet 3,664 sq. ft
- Price Per Sq. Ft $457.15
Interior Features
- Appliances Dishwasher, Gas Range, Refrigerator, Oven, Electric Water Heater
- Cooling None
- Heating Oil, Baseboard, Hot Water, Steam, Zoned
Exterior / Lot Features
- Roof Wood
- Lot Size Acres 1.31
- Lot Size SQFT 57,063.60
- Lot Features Cleared, Level
Financial Considerations
- Tax Amount $14,730
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Sales & Tax History
Source: Public Records
Population & Environment
Source: Sperling's Best Places
2/100
Car-Dependent
Walk Score ®
31/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 15/100, Transit Score: 3/100, Bike Score: 20/100.
Property Change History
Price Per Square Foot
decreased
from $484.44
to $457.15
List Price
decreased
from $1,895,000
to $1,775,000
Price Per Square Foot
decreased
from $517.19
to $484.44
Property description updated with
new details
View Changes
Previous 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. Interior photos coming soon.
Updated 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.
Agent added 3 new
photos to the listing
33 →
36 photos
Agent added 4 new
photos to the listing
29 →
33 photos
Agent added 19 new
photos to the listing
10 →
29 photos
Property description updated with
new details
View Changes
Previous 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, laundry room, three bedrooms and a full 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. Interior photos coming soon.
Updated 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. Interior photos coming soon.
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Frequently Asked Questions for 12 Crooked Mile Road
Source: Realty.com
12 Crooked Mile Road, Westport, CT 06880 is a Single Family 3,664 sq. ft. home listed for sale. Realty.com has 36 photos available of this 4 bed, 4 bath house, listed at $1,675,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 36 photos of 12 Crooked Mile Road.
Our records indicate that 12 Crooked Mile Road was built in 1920.
The full address for this home is 12 Crooked Mile Road, Westport, CT 06880.
12 Crooked Mile Road has been listed on Realty.com since Thu May 08, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 15/100, Transit Score: 3/100, Bike Score: 20/100.
There are 3 schools assigned to this home. Check out the schools near 12 Crooked Mile Road. Coleytown Elementary School (Grades: PK - 5), Weston Middle School (Grades: 6 - 8), Staples High School (Grades: 9 - 12)
Listing provided courtesy of:
Re/max Heritage
(tel: 203-254-7555)
Listing agent:
Carrie Perkins
(tel: 203-258-4171)
(#D3067)
This content last refreshed on 2025-11-30 11:57:45. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 12 Crooked Mile Road, Westport, CT 06880 : MLS# 24093320
