38 Guyer Road
Westport, Connecticut 06880
- Beds
- 4
- Baths
- 2
- SqFt
- 1,665
- Acres
- 0.51
- Year Built
- 1950
- Neighborhood
- Hillspoint
- 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
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
Active Listings
60
40 under contract
Median List Price
$5.00M
60 active listings
Median Closed Price
$2.41M
308 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per 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
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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 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.