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$2,000,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 3,104 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

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Open House: 12:00 PM - 2:00 PM

Sunday 9/27 12:00 PM - 2:00 PM

27 Rayfield Road,Westport, CT 06880

27 Rayfield RoadWestportCT06880

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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.

Full Property Details for 27 Rayfield Rd

General

  • Price: $2,000,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24206830
  • Updated: 9/23/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Bonus Room, Mud Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Skylight, Full Bath, Walk-In Closet, 13 x 15, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13 x 11, Main
  • Bedroom 2: Bedroom - Skylight, Hardwood Floor, 21 x 12, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Beams, Fireplace, Hardwood Floor, 18 x 17, Main
  • Family Room: Family Room - Skylight, 9 ft+ Ceilings, Vaulted Ceiling, Sliders, Hardwood Floor, 22 x 20, Main
  • Kitchen: Kitchen - Hardwood Floor, 15 x 13, Main
  • Dining Room: Dining Room - Vaulted Ceiling, Balcony/Deck, Gas Log Fireplace, Hardwood Floor, 19 x 23, Main
  • Office: Office - Full Bath, 13 x 17, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Lighting, Underground Sprinkler
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Compo South
  • Driving Directions: Hillspoint Rd to Spicer Rd to Rayfield Rd

School Information

  • Elementary School: Saugatuck
  • Middle School: Bedford
  • High School: Staples

Community

  • Community Name: Compo South
  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Snow Removal

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full, Heated, Storage, Garage Access, Partially Finished, Liveable Space, Partial With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,104
  • Above Ground: 3,104 Sq. Ft.
  • Year Built: 1935

Lot Features

  • Lot Size (Acres): 0.77
  • Zoning: A
  • Lot Description: Level Lot, On Cul-De-Sac

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $752,900
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 410791

Listed by Serhant Connecticut, LLC, Meredith Cohen

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Listing agent

— 27 Rayfield Rd —

  • Meredith Cohen

    Serhant Connecticut, LLC

Agent Contact: (718) 570-5254 Office Contact: (203) 489-7800

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Rayfield Rd

School District:Westport School District
NameGradesDistance
Saugatuck Elementary School
170 Riverside Avenue, Westport, CT 06880
K-51 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-81.8 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Rayfield Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/23/2026
Listed
$2,000,000
26.98%
MLS
6/30/2021
Sold
$1,575,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 27 Rayfield Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,200
1%
$752,900
—
2023
$14,019
1%
$752,900
—
2023
$13,816
2%
$752,900
—
2022
$13,605
—
$752,900
—
2021
$13,605
6%
$752,900
-2%
2020
$12,781
-1%
$764,900
—
2019
$12,896
—
$764,900
—
2018
$12,896
—
$764,900
—
2017
$12,896
—
$764,900
—
2016
$12,896
8%
$764,900
16%
2015
$11,891
1%
$657,300
—
2014
$11,792
-1%
$657,300
—
2011
$11,877
—
$657,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 27 Rayfield Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Serhant Connecticut, LLC, Meredith Cohen

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27 Rayfield Road, Westport, CT 06880 (MLS# 24206830) is a Single Family property with 3 bedrooms and 4 full bathrooms. 27 Rayfield Road is currently listed for $2,000,000 and was received on September 23, 2026. Want to learn more about 27 Rayfield Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

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