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$4,315,000
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Property Description
Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home underwent a major renovation in 2007 and more recently, in 2020, the kitchen and bar area had a fabulous redo!. The classic shaker style kitchen shares an adjacent family room with a fireplace and access to the patio beyond. Formal living and dining rooms and an office anchor the first floor, along with a magazine worthy, newly renovated sunroom (complete with wet bar)! The second floor holds 5 bedrooms. Four are en-suite and positioned along the south side of the house, while a 5th (and potential 6th) bedroom sit on the North side - well suited for guests, older children or an au pair. Also, up the back stairs, is a generous bonus room, perfect for any number of activities! In 2025 the entire roof was replaced, and an array of solar panels were installed on the rear of the home. An electric car charger in the 3-car garage and generator complete this very well-equipped house. Don't miss the chance to make this well maintained and beautifully updated colonial your forever home!
Full Property Details
Full Property Details for 28 Crooked Mile Rd
General
- Sold For: $4,315,000
- Taxes: $1,467 (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24148496
- Added to Site: 169 day(s) ago
Interior
- Number of Rooms: 15
- Rooms/Areas: Bonus Room, Foyer, Laundry Room, Mud Room
- Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Gas Cooktop, Cook Top, Wall Oven, Range Hood, Refrigerator, Subzero, Dishwasher, Disposal, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
- Full Bath: 7 x 9, Upper
- Partial Bath: Ceiling Fan, Stone Floor, 3.25 x 7, Main
Bedrooms
- Total Bedrooms: 5
- Primary Suite: Bedroom Suite, Built-Ins, Full Bath, Stall Shower, Wal, 12.12 x 24.25, Upper
- Bedroom 1: Bedroom - Bedroom Suite, Full Bath, Hardwood Floor, Tile Floor, Upper
- Bedroom 2: Bedroom - Bedroom Suite, Full Bath, Hardwood Floor, Tile Floor, 12 x 12.75, Upper
- Bedroom 3: Bedroom - Bedroom Suite, Full Bath, Hardwood Floor, Tile Floor, 13 x 14.25, Upper
- Bedroom 4: Bedroom - Hardwood Floor, 15 x 12.25, Upper
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, 25.75 x 17.25, Main
- Family Room: Family Room - Skylight, Cathedral Ceiling, Built-Ins, Fireplace, Sliders, 16.5 x 11.75, Main
- Eat In Kitchen: Eat-In Kitchen - Built-Ins, Quartz Counters, Dining Area, Double-Sink, Eating S, 22.5 x 19.5, Main
- Dining Room: Dining Room - Patio/Terrace, Sliders, Hardwood Floor, 13.5 x 16.5, Main
- Office: Office - Hardwood Floor, 12 x 12.5, Main
- Game room: Yes
- Game Room: Rec/Play Room - Vaulted Ceiling, Book Shelves, Built-Ins, Hardwood Floor, 37.25 x 22.33, Upper
- Rec Room: Vaulted Ceiling, Book Shelves, Built-Ins, Hardwood Floor, 37.25 x 22.33, Upper
- Laundry: Main Level
- Other Room 1: Other - Built-Ins, Wet Bar, 6 x 11.75, Main
- Other Room 2: Other, 10.75 x 13, Upper
Exterior
- Exterior Features: Underground Utilities, Gutters, French Doors, Underground Sprinkler, Patio
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 5
- Parking: Attached Garage, Paved, Off Street Parking, Driveway
Location
- County: Fairfield
- Driving Directions: Hollow Tree Ridge Road to Crooked Mile Road
School Information
- Elementary School: Ox Ridge
- Middle School: Middlesex
- High School: Darien
Heating & Cooling
- Cooling Type: Central Air, Heat Pump
- Heating Type: Heat Pump, Hot Air, Electric, Oil
- Heating Fuel: Electric, Oil
- Water Heater: Oil, 65 Gallon Tank
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle, Cedar
- Basement Desc.: Partial, Unfinished, Storage, Interior Access, Concrete Floor
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 4,653
- Above Ground: 4,653 Sq. Ft.
- Year Built: 1961
Lot Features
- Lot Size (Acres): 2
- Driveway/Sidewalk: Private, Paved, Asphalt
- Zoning: R2
- Lot Description: Dry, Level Lot, On Cul-De-Sac, Professionally Landscaped, Open Lot
Green Features
- Energy Features: Active Solar, Generator, Programmable Thermostat, Thermopane Windows
Financial Considerations
- Assessment Amount: $2,106,090
- Tax Amount: $1,467
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: Draperies in living room and primary suite, wine fridge and freezer in basement, workbench in basement, televisions. All negotiable.
- Property ID: 102896
Listed by Houlihan Lawrence, Nan Peter
Sold by William Pitt Sotheby's Int'l, Bob Green
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Schools
Schools serving 28 Crooked Mile Rd
School District:Darien School District
| Name | Grades | Distance |
|---|---|---|
Ox Ridge Elementary School 395 Mansfield Avenue, Darien, CT 06820 | K-5 | 0.6 mi |
Middlesex Middle School 204 Hollow Tree Ridge Road, Darien, CT 06820 | 6-8 | 2.2 mi |
Darien High School 80 High School Lane, Darien, CT 06820 | 9-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 28 Crooked Mile Rd
Date
Details
Price
Change
Source
6/11/2026
Sold
$4,315,000
8.55%
MLS
1/26/2026
Listed
$3,975,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
28 Crooked Mile Road, Darien, CT 06820 (MLS# 24148496) is a Single Family property that was sold at $4,315,000 on June 11, 2026. Want to learn more about 28 Crooked Mile Road? Do you have questions about finding other Single Family real estate for sale in Darien? You can browse all Darien real estate or contact a Coldwell Banker agent to request more information.

