Skip to main content

4 Lookout Lane

Westport, Connecticut 06880

COMING SOON - NEW$1,699,000
Beds
4
Baths
3 | 1
SqFt
2,301
Acres
1.00
Year Built
1957
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 Fireplace

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

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,878

per 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.

Listed By

Gina Hackett

(917) 696-6050

Compass Connecticut, LLC

(203) 293-9715

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.