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!
Rowayton, located between Five Mile River and Wilson Cove, is a coastal and village-like Norwalk neighborhood with a working harbor and salt-air shoreline. The neighborhood’s character concentrates around Rowayton Avenue by the Pinkney Park waterfront, where coffee counters, small markets, and dockside comings-and-goings set the daily rhythm. Architectural cues lean New England, from shingled cottages to updated colonials along narrow, tree-lined lanes. Rowayton Seafood anchors the local food scene, while the Rowayton Library and Rowayton Arts Center act as cultural touchstones. Kayaks and sailboats fill the coves, and shoreline paths frame views across Long Island Sound. The Metro-North station adds a commuter note without changing the maritime pace.
Provided by Walk Score and Local Logic
Market insights
60 Crooked Trail Rd · $3,395,000
DAYS ON MARKET
22 days
The average home goes pending in 29 days.
SALE-TO-LIST
105.4%
Most homes are selling 5% above list price.
LIST PRICE
$3,395,000
Median sale price in this area is $942,496. (72% lower than this home)
PRICE DROP
0 price drops
13% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Audio system
Auto garage door opener
Security system
Three fireplaces
Bonus room
Exercise room
Mud room
Bedrooms
Five bedrooms
Bathrooms
Five full bathrooms
Kitchen
Gas cooktop
Refrigerator
Freezer
Icemaker
Dishwasher
Laundry & utility
Laundry on the 2nd floor / upper level
Washer
Dryer
65-gallon hot water tank
Heating & cooling
Hot air heating (oil-fired)
Central air conditioning
Above-ground fuel tank
Exterior features
Terrace
Wrap-around deck
Cabana
French doors
Patio
Grill
Deck
Garden area
Underground sprinkler
Professionally landscaped
Wood, partial, and stone fencing
Treed lot
Borders open space
In-ground heated gunite pool with pool house
Home design
Single-family home
Gable roof
Shingle roof
Shingle and wood siding
Concrete foundation
Frame construction
Beach rights
Parking
Attached 2-car garage
Security
Security system
Construction
Frame construction
Concrete foundation
Utilities
Public water connected
Public sewer connected
Electricity and solar
View estimated energy costs and solar savings for this home
Sitting atop 1.2 private acres just minutes from downtown Rowayton, and Rowayton station, 60 Crooked Trail is one-of-a-kind in every way. The house is discretely tucked away on a flat, high and dry lot surrounded by thoughtful landscape design which includes a gunite pool, blue stone patio, built in grilling bar, bocci court and separate pool house. Spend crisp falls days snuggled up in front of the impressive stone outdoor fireplace and make use of indoor and outdoor living in nearly every season. Inside, you'll find impressive vaulted ceilings in throughout much of the main floor, including custom-designed two story windows that highlight the impressive property. The updated kitchen boasts two dishwashers, a gas range and stunning Vermont quartzite countertops. The impressive architectural design continues into the main floor master suite with vaulted ceilings, incredible views of the back patio and pool, two walk in closets and a lovely master bathroom. There are two bedrooms on the main floor, three on the second floor (including one with an en suite bathroom, and two others with a jack and Jill bath), and a fully finished walk out lower level, with a bonus room, full bath, mudroom and large gym.
Smart MLS #170412917
Oct 7, 2021
Sold
$2,350,000
$443/sq ft
Sep 1, 2021
Listing Removed
—
Jul 13, 2021
Contingent
—
Jul 6, 2021
Listed
$2,350,000
$443/sq ft
Jul 4, 2021
Coming Soon
$2,350,000
$443/sq ft
Sitting atop 1.2 private acres just minutes from downtown Rowayton, and Rowayton station, 60 Crooked Trail is one-of-a-kind in every way. The house is discretely tucked away on a flat, high and dry lot surrounded by thoughtful landscape design which includes a gunite pool, blue stone patio, built in grilling bar, bocci court and separate pool house. Spend crisp falls days snuggled up in front of the impressive stone outdoor fireplace and make use of indoor and outdoor living in nearly every season. Inside, you’ll find impressive vaulted ceilings in throughout much of the main floor, including custom-designed two story windows that highlight the impressive property. The updated kitchen boasts two dishwashers, a gas range and stunning Vermont quartzite countertops. The impressive architectural design continues into the main floor master suite with vaulted ceilings, incredible views of the back patio and pool, two walk in closets and a lovely master bathroom. There are two bedrooms on the main floor, three on the second floor (including one with an en suite bathroom, and two others with a jack and Jill bath), and a fully finished walk out lower level, with a bonus room, full bath, mudroom and large gym.
Smart MLS #99185928
Oct 13, 2017
Sold
$1,850,000
$349/sq ft
Sep 22, 2017
Listing Removed
—
May 15, 2017
Listed
$1,950,000
$367/sq ft
Smart MLS #99175061
May 15, 2017
Listing Removed
—
Mar 3, 2017
Listed
$1,950,000
$367/sq ft
Smart MLS #99134317
Jun 24, 2016
Listing Removed
—
Feb 29, 2016
Listed
$2,095,000
$395/sq ft
Smart MLS #99010258
Jul 16, 2013
Listing Removed
—
Nov 19, 2012
Listed
$1,650,000
$311/sq ft
Smart MLS #98475107
Feb 28, 2011
Listing Removed
—
Aug 30, 2010
Listed
$1,875,000
$353/sq ft
Smart MLS #98376625
Aug 2, 2008
Listing Removed
—
Apr 30, 2008
Listed
$2,295,000
$432/sq ft
Public Records
Mar 8, 2004
Sold
$641,500
$121/sq ft
Smart MLS #98179222
Oct 22, 2003
Listed
$659,000
$124/sq ft
Public Records
Sep 2, 1998
Sold
$340,000
$64/sq ft
Smart MLS #98015339
Jun 1, 1998
Listed
$349,000
$66/sq ft
Public Records
Mar 3, 1997
Sold
$300,000
$57/sq ft
Smart MLS #96018242
May 31, 1996
Listed
$334,000
$63/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$30,928 (+4.3%)
$427,180 + $865,510
$1,292,690
2022
$29,648 (+3.5%)
$427,180 + $865,510
$1,292,690
2021
$28,651 (−0.4%)
$427,180 + $865,510
$1,292,690
2020
$28,765 (+4.0%)
$427,180 + $865,510
$1,292,690
2019
$27,657 (+24.2%)
$427,180 + $865,510
$1,292,690
2018
$22,270 (+3.8%)
$357,270 + $563,190
$920,460
2017
$21,458 (+1.6%)
$357,270 + $563,190
$920,460
2016
$21,115 (+5.2%)
$357,270 + $563,190
$920,460
2014
$20,069
$357,270 + $537,670
$894,940
Public record
Beds
5
Baths
5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.21 Acres
Year renovated
—
Finished Sq. Ft.
3,807
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,807
Year built
1950
Style
Single Family Residential
County
Fairfield County
APN
256520
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 99° expected this year, 15 days in 30 years
6/10 Wind Factor
77% chance of strong winds in next 30 years
8/10 Air Factor
13 unhealthy days expected this year, 18 days in 30 years
Provided by First Street
Historical weather
Norwalk, CT • 06853
Average low and high temperatures (°F)
36
23
38
24
53
35
61
43
69
53
81
62
86
70
82
64
76
59
67
48
55
39
41
27
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
84/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.6 hrs
5.2 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 60 Crooked Trail Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,900,000 and $3,670,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.9M to $3.7M.