166 Long Lots Road
Westport, Connecticut 06880
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 5,629
- Acres
- 1.06
- Year Built
- 1954
- Neighborhood
- Long Lots
- 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
Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths complete the main level. Upstairs, an additional living area is perfect for family movie nights. A large primary suite and additional bedroom suite surround the second level. Step outside to enjoy the ultimate outdoor lifestyle-lounge by the sparkling swimming pool, relax under the pergola, or retreat to the pool house before gathering for al fresco dinners on the terrace, complete with a built-in grill. The large, level backyard is perfect for outdoor fun and catching fireflies on warm summer evenings. A rare opportunity to own a slice of paradise.
Key Facts
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
61
47 under contract
Median List Price
$5.00M
61 active listings
Median Closed Price
$2.42M
310 sales
Median Days on Market
69
61 active listings
Median $ / Sq Ft
$859
61 active listings
Sale-to-List Ratio
100.0%
310 sales
How this home compares
List Price
$3.00M
vs $5.00M median
40.0% below median
Price / Sq Ft
$532
vs $859 median
38.1% below median
Days on Market
448 days
vs 69 days median
379 days longer than median
Based on 61 active and 310 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of August 11, 2026.
Location
166 Long Lots Road, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$15,445
- Property Taxes$1,875
- Insurance$998
- 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
- Contemporary
- Year Built
- 1954
- New Construction
- No/Resale
- Living Area
- 5,629 sq ft
Schools
- Elementary
- Long Lots
- High
- Staples
Interior
- Heating
- BaseboardHot AirZoned
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorSubzeroIcemakerDishwasherWasherDryerWine Chiller
- Basement
- Crawl SpaceUnfinished
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- Laundry Room
Exterior & Lot
- Lot Size
- 1.06 acres
- Zoning
- AAA
- Garage / Parking
- 3 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivate
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedPool HouseSpaTileSafety FenceIn Ground Pool
- Construction
- Hardie Board
- Color
- Grey
- Roof
- Asphalt ShingleMetal
- Foundation
- BlockConcrete
- Exterior Features
- GrillCabanaLightingHot TubFrench DoorsPatio
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $22,502 / Annually
- Days on Market
- 448
- MLS #
- 24097062
- MLS Status
- Under Contract - Continue to Show
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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 8/11/2026. 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 8/11/2026 at 2:55 AM UTC.