60 Crooked Trail Road
Norwalk, Connecticut 06853
- Beds
- 5
- Baths
- 5
- SqFt
- 5,307
- Acres
- 1.21
- Year Built
- 1950
- Neighborhood
- Rowayton
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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.
Key Facts
Market Snapshot
The Norwalk Market
Single Family · trailing 12 months
Active Listings
75
86 under contract
Median List Price
$899,000
75 active listings
Median Closed Price
$810,000
516 sales
Median Days on Market
28
75 active listings
Median $ / Sq Ft
$420
75 active listings
Sale-to-List Ratio
102.3%
516 sales
How this home compares
List Price
$3.40M
vs $899,000 median
3.8× the median
Price / Sq Ft
$640
vs $420 median
52.4% above median
Days on Market
31 days
vs 28 days median
3 days longer than median
Based on 75 active and 516 closed sales (trailing 12 mo) of single family in Norwalk. Source: SmartMLS · As of July 27, 2026.
Location
60 Crooked Trail Road, Norwalk, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$17,310
- Property Taxes$2,884
- Insurance$1,132
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Colonial
- Year Built
- 1950
- New Construction
- No/Resale
- Living Area
- 5,307 sq ft
- Below Grade
- 1,500 sq ft
Schools
- Elementary
- Rowayton
- Middle
- Roton
- High
- Brien McMahon
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Upper Level
- Laundry Location
- 2nd Floor
- Appliances
- Gas CooktopRefrigeratorFreezerIcemakerDishwasherWasherDryer
- Basement
- FullStorageFully FinishedGarage AccessInterior Access
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerSecurity System
- Additional Rooms
- Bonus RoomExercise RoomMud Room
Exterior & Lot
- Lot Size
- 1.21 acres
- Zoning
- A1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseIn Ground Pool
- Construction
- ShingleWood
- Roof
- Asphalt ShingleGable
- Foundation
- Concrete
- Exterior Features
- TerraceWrap Around DeckCabanaFrench DoorsPatioGrillDeckGarden AreaUnderground Sprinkler
- Lot Description
- Fence - WoodFence - PartialFence - StoneTreedBorders Open SpaceProfessionally Landscaped
Listing & Financials
- Property Taxes
- $34,608 / Annually
- Days on Market
- 31
- MLS #
- 24186673
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 7:15 PM UTC.