27 Rayfield Road
Westport, Connecticut 06880
- Beds
- 3
- Baths
- 4
- SqFt
- 3,104
- Acres
- 0.77
- Year Built
- 1935
- Neighborhood
- Compo South
- 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
Storybook charm meets comfortable living in this enchanting 3 bedroom, 4 bath home. Located at the end of a quiet block you will find exposed beams, character-rich details, and a warm, inviting atmosphere create a home that feels truly special. Thoughtfully designed spaces blend timeless charm with everyday functionality, offering room to gather, relax, and entertain. A spacious deck extends the living space outdoors, perfect for morning coffee, al fresco dining, or enjoying the surrounding setting. Each bedroom provides its own sense of retreat, while four full baths add exceptional convenience. From its distinctive architectural details to its cozy, welcoming feel, this is a home with personality and a true sense of place. Convenient central location close to trains and the beach.
Key Facts
- City/Town
- Westport
- Neighborhood
- Compo South
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1935
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 4 full
- Living Area
- 3,104 sq ft
- Lot Size
- 0.77 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $14,200 / Annually
- HOA Fee
- $300 / Annually
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
61
40 under contract
Median List Price
$5.00M
61 active listings
Median Closed Price
$2.42M
307 sales
Median Days on Market
55
61 active listings
Median $ / Sq Ft
$838
61 active listings
Sale-to-List Ratio
100.0%
307 sales
How this home compares
List Price
$2.00M
vs $5.00M median
60.0% below median
Price / Sq Ft
$644
vs $838 median
23.2% below median
Days on Market
0 days
vs 55 days median
55 days fresher than median
Based on 61 active and 307 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 23, 2026.
Location
27 Rayfield Road, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$10,591
- Property Taxes$1,183
- Insurance$667
- HOA$25
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westport
- Neighborhood
- Compo South
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1935
- New Construction
- No/Resale
- Living Area
- 3,104 sq ft
Schools
- Elementary
- Saugatuck
- High
- Staples
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageGarage AccessPartially FinishedLiveable SpacePartial With Walk-Out
- Additional Rooms
- Bonus RoomMud Room
Exterior & Lot
- Lot Size
- 0.77 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- ClapboardWood
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- DeckLightingUnderground Sprinkler
- Lot Description
- Level LotOn Cul-De-Sac
HOA / Association
- Fee
- $300 / Annually
Listing & Financials
- Property Taxes
- $14,200 / Annually
- Days on Market
- 0
- MLS #
- 24206830
- MLS Status
- Active
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 9/23/2026. 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 9/23/2026 at 6:30 PM UTC.