28 Crooked Mile Rd

Darien, CT 06820

$3,975,000
Price
5
Beds
4,653 Sq. Ft.
$854 / Sq. Ft.
4,653
Sq. Ft.
$854
per Sq. Ft.
Open: 1/31 01:00PM - 03:00PM
Open: 1/31 01:00PM - 03:00PM

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...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!
  1. Listed by Nan Peter • Houlihan Lawrence
    P: (203)-247-1188 C: (203)-247-1188 npeter@houlihanlawrence.com

Property Details for 28 Crooked Mile Road

Basement Description
Partial, Unfinished, Storage, Interior Access, Concrete Floor
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Off Street Parking, Driveway
Swimming Pool
No

Open Houses

Saturday, Jan 31st

1:00 PM - 3:00 PM

Public

LISTING UPDATED: 01/29/2026 10:40 PM

Property Details for 28 Crooked Mile Road

StatusActive
MLS #24148496
Days on Market4
Taxes$32,602 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1961
Lot Size2.00 AC / 87,120 SF
CountyFairfield County

Location

Listing Courtesy of Houlihan Lawrence, Nan Peter
Add your commute

Building Information for 28 Crooked Mile Road

Stories-Year Built1961Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

$22,090 per month

30 year fixed, 6.15% Interest

Principal and Interest

$19,373

Property Taxes

$2,717

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 28 Crooked Mile Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hollow Tree Ridge Road to Crooked Mile Road
  • Elementary School: Ox Ridge
  • Flood Zone: No
  • High School: Darien
  • Latitude: 41.104678
  • Longitude: -73.497392
  • Middle Jr High School: Middlesex
  • Neighborhood Amenities: Golf Course, Park, Public Transportation, Shopping/Mall, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Home Owner's Assocation: No
  • Tax District Amount: $1,467
  • Tax Year: July 2025-June 2026
  • Property Tax: $32,602
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Gutters, French Doors, Underground Sprinkler, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Cook Top, Wall Oven, Range Hood, Refrigerator, Subzero, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Unfinished, Storage Space, Walk-up
  • Cooling System: Central Air, Heat Pump
  • Heat Type: Heat Pump, Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: First floor off the mud-room.
  • Rooms Additional: Bonus Room, Foyer, Laundry Room, Mud Room
  • Rooms Total: 15
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 25.75
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.25
Room 2
  • Room Entry Order: 10
  • Room Features: Bedroom Suite,Built-Ins,Full Bath,Stall Shower,Walk-In Closet,Hardwood Floor
  • Room Length: 12.12
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 24.25
Room 3
  • Room Entry Order: 11
  • Room Features: Bedroom Suite,Full Bath,Hardwood Floor,Tile Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.25
Room 4
  • Room Entry Order: 12
  • Room Features: Bedroom Suite,Full Bath,Hardwood Floor,Tile Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.75
Room 5
  • Listing Key: 4832BEF3FE8065DEE0631A01100AF814
  • Room Entry Order: 13
  • Room Features: Bedroom Suite,Full Bath,Hardwood Floor,Tile Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 14
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.25
Room 7
  • Room Entry Order: 15
  • Room Features: Vaulted Ceiling,Book Shelves,Built-Ins,Hardwood Floor
  • Room Length: 37.25
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 22.33
Room 8
  • Room Entry Order: 16
  • Room Length: 7.0
  • Room Level: Upper
  • Room Type: Full Bath
  • Room Width: 9.0
Room 9
  • Listing Key: 4832BEF3FE8065DEE0631A01100AF814
  • Room Entry Order: 17
  • Room Length: 10.75
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 13.0
Room 10
  • Room Entry Order: 2
  • Room Features: Built-Ins,Quartz Counters,Dining Area,Double-Sink,Eating Space,Island
  • Room Length: 22.5
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 19.5
Room 11
  • Room Entry Order: 3
  • Room Features: Skylight,Cathedral Ceiling,Built-Ins,Fireplace,Sliders
  • Room Length: 16.5
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 11.75
Room 12
  • Room Entry Order: 4
  • Room Features: Remodeled,Ceiling Fan,Wet Bar,Parquet Floor
  • Room Length: 15.25
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 23.5
Room 13
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.5
Room 14
  • Room Entry Order: 6
  • Room Features: Patio/Terrace,Sliders,Hardwood Floor
  • Room Length: 13.5
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.5
Room 15
  • Room Entry Order: 7
  • Room Features: Built-Ins,Wet Bar
  • Room Length: 6.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 11.75
Room 16
  • Room Entry Order: 8
  • Room Features: Tile Floor
  • Room Length: 6.25
  • Room Level: Main
  • Room Type: Half Bath
  • Room Width: 3.5
Room 17
  • Room Entry Order: 9
  • Room Features: Ceiling Fan,Stone Floor
  • Room Length: 3.25
  • Room Level: Main
  • Room Type: Half Bath
  • Room Width: 7.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Private, Paved, Asphalt
  • Exclusions: Draperies in living room and primary suite, wine fridge and freezer in basement, workbench in basement, televisions. All negotiable.
  • Exterior Siding: Shingle, Cedar
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1961
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Per town records.
Lot Information
  • Lot Description: Dry, Level Lot, On Cul-De-Sac, Professionally Landscaped, Open Lot
  • Parcel Number: 102896
  • Sq Ft Est Heated Above Grade: 4653.0
  • Sq Ft Total: 4653.0
  • Zoning: R2
Utilities
  • Energy Features: Active Solar, Generator, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Oil, 65 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 28 Crooked Mile Road

DateEvent & SourcePriceAppreciation
Jun 25, 2002

Closed (Public Record)

Public Record #101567609

$1,900,000

+7.7% / yr

Feb 28, 1991

Closed (Public Record)

Public Record #90945961

$817,500—
DateEvent & SourcePrice
06/25/2002

Closed (Public Record)

Public Record #101567609

$1,900,000

+7.7% / yr

02/28/1991

Closed (Public Record)

Public Record #90945961

$817,500

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

Public Records for 28 Crooked Mile Road

Taxable ValueLand$963,270Additions$1,142,820Total$2,106,090
Tax Record2024$32,602 ($2,717 / month)
Home Facts
Beds5Baths4Total Finished SqFt4,653 SqFtAbove Grade Finished SqFt4,653 SqFtStories2Lot Size88,427 SqFtStyleSingle Family ResidenceYear Built1961Year Renovated2007ZoningR2CountyFAIRFIELDAPNDARI M:03 B:52Fireplace TypeHas Fireplace

Schools near 28 Crooked Mile Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Ox Ridge Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Ox Ridge Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

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.

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More information about 28 Crooked Mile Road, Darien, CT 06820

28 Crooked Mile Road is a single family home for sale in Darien, CT 06820. This property was listed for sale on January 26, 2026 by Houlihan Lawrence, it's currently listed at $3,975,000. It has been on the market for a total of 4 days and was last sold on June 25, 2002. This listing's school district is Darien School District. Nearby schools include Ox Ridge Elementary School, Middlesex Middle School and Darien High School. 28 Crooked Mile Road is a 5-bed, 7-bath, 4,653 sqft single family home built in 1961.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Houlihan Lawrence, Nan Peter

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.