4 Lookout Lane
Westport, Connecticut 06880
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,301
- Acres
- 1.00
- Year Built
- 1957
- Neighborhood
- Greens Farms
- 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
Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is a jewel box with endless potential to personalize, expand and create your ideal retreat or simply enjoy it's current curated beauty. The property's expansive grounds, mature landscaping and beautiful garden create a peaceful backdrop for everyday living. Conveniently located in the heart of Westport, just minutes from beaches, train, shopping, dining, schools, and everyday amenities. 4 Lookout Lane offers an exceptional opportunity to enjoy the beauty, convenience, and a coastal community lifestyle that that is the essence of Westport. **Please see addendum for a full list of upgrades, including new roof in 2021, new oil tank 2025, newer windows and furnace and full house generator among multiple other improvements.**
Key Facts
- City/Town
- Westport
- Neighborhood
- Greens Farms
- Property / Style
- Single Family · Ranch
- Year Built
- 1957
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,301 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,139 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
61
38 under contract
Median List Price
$5.35M
61 active listings
Median Closed Price
$2.42M
304 sales
Median Days on Market
39
61 active listings
Median $ / Sq Ft
$840
61 active listings
Sale-to-List Ratio
100.0%
304 sales
How this home compares
List Price
$1.70M
vs $5.35M median
68.2% below median
Price / Sq Ft
$738
vs $840 median
12.1% below median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 61 active and 304 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of October 5, 2026.
Location
4 Lookout Lane, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$9,300
- Property Taxes$1,012
- Insurance$566
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Greens Farms
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 2,301 sq ft
- Below Grade
- 527 sq ft
Schools
- Elementary
- Greens Farms
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopWall OvenRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedStorageFully FinishedGarage AccessCooledLiveable Space
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach RightsWater CommunityAccess
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Slab
- Exterior Features
- DeckGuttersUnderground SprinklerPatio
- Lot Description
- Fence - Chain LinkTreedDryOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $12,139 / Annually
- Days on Market
- 0
- MLS #
- 24204801
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/5/2026. 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 10/5/2026 at 10:25 PM UTC.