Oluwatosin Marriott

60 Crooked Trail Road

Norwalk, CT
$ 3,395,000 Beds 5 Baths 5 Sq 5,307
Monthly Estimate* How much can I afford?

The best of Rowayton comes together at 60 Crooked Trail-timeless architecture, resort-style outdoor amenities, exceptional living spaces offering the ideal coastal lifestyle. Privately set on over an acre at the end of one of Rowayton's most coveted cul-de-sacs, this beautifully updated five-bedroom home offers soaring cathedral ceilings, exposed wood beams, abundant natural light, rich millwork, and a dramatic floor-to-ceiling stone fireplace. The chef's kitchen, complete with premium appliances and custom cabinetry, is designed for both everyday living and effortless entertaining. French doors open to a wraparound covered porch and spectacular outdoor living spaces featuring a sparkling gunite pool, renovated pool house, outdoor kitchen, fireplace, bocce court, outdoor shower, expansive stone terraces, and beautifully landscaped level lawns-creating a private backyard retreat that lives like a luxury resort.The first-floor primary suite is a peaceful sanctuary with cathedral ceilings, a stone fireplace, two custom walk-in closets, a dressing area, and a spa-inspired bath. Three additional bedrooms, a flexible first-floor office or guest suite, and a finished lower level with a recreation room, gym, full bath, mudroom, and abundant storage provide exceptional comfort and versatility. A private, stunning retreat in the heart of Rowayton featuring gracious living spaces, spectacular outdoor amenities, and an effortless walk-to-town coastal lifestyle offered in this unique exceptional property!

Single Family

  • Price
  • $ 3,395,000
  • City
  • Norwalk
  • Bedrooms
  • 5
  • Full Bathrooms
  • 5
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 1.21 Acres
  • Zip
  • 06853
  • Sqr Footage
  • 5,307
  • Year Built
  • 1950
  • Taxes
  • $ 34608
  • Style
  • MLS#
  • 24186673
Listed By: Missy Dye 646-528-6005 with William Raveis Real Estate. - (203) 854-5116
Data Source: Smart MLS

Features

General

Zoning A1
Neighborhood Rowayton
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 1.21
Directions Witch to Ledge to Crooked Trail or Highland to Crooked Trail
High School Brien McMahon
City Norwalk
Elementary School Rowayton
Sq Ft Total 5307
DOM 23
Year Built 1950
Exclusions see inclusions and exclusions
Style Cape Cod,Colonial
Year Built Source Public Records
Pool Description Gunite,Heated,Pool House,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 12
Basement Description Full,Storage,Fully Finished,Garage Access,Interior Access

Exterior Features

Water Source Public Water Connected
Lot Description Fence - Wood,Fence - Partial,Fence - Stone,Treed,Borders Open Space,Professionally Landscaped

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Rowayton Elementary School
Middle School Unknown Middle School
High School Brien McMahon High School

Price History

6/26/2026 Listed $3,395,000

Property vs Zip Code Average in 06853

Price
AVG $4.21M
$3.4M
Taxes
AVG $39,206
$34,608
Year Built
AVG 1967
1950

In The Neighborhood

Areas That We Cover

60 Crooked Trail Road Norwalk, CT is a Single Family Home for sale at $3395000 with 5307 sqft and a lot size of 1.21 Acres Acre(s). 60 Crooked Trail Road Norwalk has 5 bedrooms, 5 baths and was built in 1950. The property's zip code is 06853 which is in Norwalk, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Oluwatosin Marriott

Oluwatosin Marriott

Sales Agent

203-243-9289

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