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5 Drumlin Road

Westport, Connecticut 06880

ACTIVE - NEW$1,795,000
Beds
4
Baths
3 | 1
SqFt
2,884
Acres
0.25
Year Built
2007
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage1 Fireplace

About This Home

Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring ceilings, abundant natural light, and beautifully connected living spaces create a home that feels larger, brighter, and happier than its square footage suggests. Designed for the way families actually live, the open floor plan flows effortlessly from the kitchen to the family room, while the unfinished lower level with soaring ceiling height offers exceptional potential for a home gym, golf simulator, media room, or recreation space-adding tremendous future value. Then there's something you won't find in most homes: an owned Tesla Solar Roof with integrated battery backup. Not panels mounted on top, but the roof itself generating power. Enjoy remarkably low electric costs, automatic backup power during outages, and annual income through Tesla's Virtual Power Plant-all without compromising the home's classic architecture. Outside, gather around the fire pit beneath the stars, tend the garden, and simply enjoy the feeling of belonging that makes this neighborhood so special. With beach rights, top-rated Westport schools, Longshore just around the corner, and one of the area's most welcoming communities, this is more than a beautiful home. It's the heart of Compo Beach living.

Key Facts

City/Town
Westport
Neighborhood
Compo Beach
Property / Style
Single Family · Colonial
Year Built
2007
Days on Market
9 days
Beds
4
Baths
3 full · 1 half
Living Area
2,884 sq ft
Lot Size
0.25 acres
Garage / Parking
1 garage
Property Taxes
$13,517 / Annually
HOA Fee
$125 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$821

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$1.79M

vs $4.79M median

62.6% below median

Price / Sq Ft

$622

vs $821 median

24.2% below median

Days on Market

9 days

vs 56 days median

47 days fresher than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

5 Drumlin Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,886

per month

  • Principal & Interest$9,152
  • Property Taxes$1,126
  • Insurance$598
  • HOA$10

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Compo Beach
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2007
New Construction
No/Resale
Living Area
2,884 sq ft

Schools

Elementary
Greens Farms
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Solar
Cooling
Central Air
Fireplaces
1
Appliances
MicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
FullUnfinishedStorage

Exterior & Lot

Lot Size
0.25 acres
Zoning
AA
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Walk to WaterBeach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Block
Lot Description
Level LotOn Cul-De-Sac

HOA / Association

Fee
$125 / Annually

Listing & Financials

Property Taxes
$13,517 / Annually
Days on Market
9
MLS #
24191980
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Cindy Raney

(203) 625-1820

Coldwell Banker Realty

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 2:50 PM UTC.