27 Rayfield Road

Westport, CT
$ 2,000,000 Beds 3 Baths 4 Sq 3,104
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,000,000
  • City
  • Westport
  • Bedrooms
  • 3
  • Full Bathrooms
  • 4
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.77 Acres
  • Zip
  • 06880
  • Sqr Footage
  • 3,104
  • Year Built
  • 1935
  • Taxes
  • $ 14200
  • Style
  • MLS#
  • 24206830
Listed By: Meredith Cohen 718-570-5254 with Serhant Connecticut, LLC. - (203) 489-7800
Data Source: Smart MLS

Features

General

Zoning A
Neighborhood Compo South
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.77
Directions Hillspoint Rd to Spicer Rd to Rayfield Rd
High School Staples
City Westport
Elementary School Saugatuck
Sq Ft Total 3104
Year Built 1935
Style Cape Cod
Year Built Source Public Records
Energy Features Thermopane Windows
Association Fee Includes Snow Removal

Interior Features

Cooling System Central Air
Total Rooms 7
Basement Description Full,Heated,Storage,Garage Access,Partially Finished,Liveable Space,Partial With Walk-Out

Exterior Features

Water Source Public Water Connected
Lot Description Level Lot,On Cul-De-Sac
Color Grey

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
Agent Photo

Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Saugatuck Elementary School
Middle School Unknown Middle School
High School Staples High School

Price History

9/23/2026 Listed $2,000,000

Property vs Zip Code Average in 06880

Price
AVG $4.45M
$2M
Year Built
AVG 1983
1935

27 Rayfield Road Westport, CT is a Single Family Home for sale at $2000000 with 3104 sqft and a lot size of 0.77 Acres Acre(s). 27 Rayfield Road Westport has 3 bedrooms, 4 baths and was built in 1935. The property's zip code is 06880 which is in Westport, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.