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38 Guyer Road

Westport, Connecticut 06880

COMING SOON - NEW$1,399,000
Beds
4
Baths
2
SqFt
1,665
Acres
0.51
Year Built
1950
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

About This Home

Don't let the square footage fool you - this home lives large. Tucked into a lovely, walkable neighborhood perfect for evening strolls and bike rides, this is a home that punches well above its size, with all the essentials thoughtfully in place. The main level sets the tone with soaring ceilings and an open kitchen-to-living-room flow that feels bright and spacious. Just a short flight up, three bedrooms share their own private level. Downstairs, a large family room with a fireplace anchors the lower level, alongside a fourth bedroom that flexes easily as a home office. The basement adds laundry and abundant storage, with plenty of untapped potential to finish. Outside, a cozy screened-in porch is made for lazy summer evenings and movie nights. And there's room to grow: expand above the oversized two-car garage for a primary suite retreat, or enclose the porch to create a formal dining room - the footprint here has real potential to stretch further. Best of all, the hard work is already done. Fresh exterior paint, a new roof, and many recent updates mean this home is truly move-in ready. With 5mins to train and I95, 6mins to Compo beach, 5mins to downtown Main St. this location is hard to beat.

Key Facts

City/Town
Westport
Neighborhood
Hillspoint
Property / Style
Single Family · Split Level
Year Built
1950
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,665 sq ft
Lot Size
0.51 acres
Garage / Parking
2 garage
Property Taxes
$9,200 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

Median Days on Market

58

60 active listings

Median $ / Sq Ft

$856

60 active listings

Sale-to-List Ratio

100.0%

308 sales

How this home compares

List Price

$1.40M

vs $5.00M median

72.0% below median

Price / Sq Ft

$840

vs $856 median

In line with median

Days on Market

0 days

vs 58 days median

58 days fresher than median

Based on 60 active and 308 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 28, 2026.

Location

38 Guyer Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,702

per month

  • Principal & Interest$7,469
  • Property Taxes$767
  • Insurance$466
  • HOA$0

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

Location

City/Town
Westport
Neighborhood
Hillspoint
County
Fairfield

Residence

Property Type
Single Family
Style
Split Level
Year Built
1950
New Construction
No/Resale
Living Area
1,665 sq ft

Schools

Elementary
Saugatuck
High
Staples

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Lower Level
Laundry Location
Basement
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorWasherDryer
Basement
Crawl SpacePartialUnfinishedSump PumpStorageConcrete Floor
In-Law Apartment
No
Interior Features
Security System

Exterior & Lot

Lot Size
0.51 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-ScreenedPorch
Lot Description
Some WetlandsLightly Wooded

Listing & Financials

Property Taxes
$9,200 / Annually
Days on Market
0
MLS #
24206112
MLS Status
Coming Soon

Similar Properties

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Listed By

Debra Shaughnessy

(917) 751-5837

Coldwell Banker Realty

(203) 227-8424

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. 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 9/28/2026 at 3:30 AM UTC.