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264 Half Mile RoadFairfield, CT 06890

For Sale

$1,595,000

Smart Buyer Rebate $15,950

Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With approximately 2,900 square feet of living space, the home is thoughtfully scaled with four bedrooms and two and a half baths, creating a layout that is both functional and inviting. Built in the early 1970s, its architecture reflects timeless New England character-graceful proportions, warm wood elements, and a sense of quiet permanence-while offering the opportunity for a discerning buyer to reimagine or elevate the interiors to today's luxury standards. Mature trees, open lawn, and the gentle rhythm of the surrounding landscape create a private, park-like atmosphere-ideal for outdoor entertaining, future enhancements, or simply enjoying the tranquility that defines life on Half Mile Road. Located just minutes from Southport Village, residents enjoy effortless access to shopping, harbor views, beaches, and the Metro-North Railroad for a seamless connection to Manhattan. The neighborhood itself is celebrated for its peaceful, established feel, where a tree lined street, beautifully maintained homes, and a strong sense of community create an exceptional quality of life.

Listed by Beth Mengel

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Compass Connecticut, LLC

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(203) 610-3638

Last updated April 30, 2026

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Source: SmartMLS #24162941

Listing Facts

  • TypeSingle-family
  • NeighborhoodFairfield
  • Bedrooms4
  • Bathrooms3
  • Days on Prevu5
  • Taxes$17,745/year
  • Size2,642 sqft
  • Price per sqft$604

Location

Mortgage Calculator

Listing History

04/30/2026
Status changed to Active
$1,595,000
04/29/2026
Status changed to Removed from Feed
$1,595,000
04/27/2026
Listed by Compass Connecticut, LLC
$1,595,000

Property Details for 264 Half Mile Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1973
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch-Screened, Underground Utilities, Porch, Hot Tub, Patio

Features

  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Sloping Lot, On Cul-De-Sac
  • Lot Size Acres: 1.03

Financial

Taxes

  • Parcel Number: 133395
  • Tax Annual Amount: $17,745.00
  • Tax Year: 25

Interior

Features

  • Appliances: Electric Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
  • Fireplaces Total: 2
  • Interior Features: DROPEN, CABLE, PREWIRED

Measurements

  • Living Area: 2,642

Rooms

  • Basement: Crawl Space, Full
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Dwight

High School

  • High School: Fairfield Ludlowe

Middle or Junior School

  • Middle Or Junior School: Roger Ludlowe

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air, Zoned
  • Laundry Features: Lower Level
  • Sewer: Septic
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 3 bathrooms in this single-family home at 264 Half Mile Road.

What schools are nearby to 264 Half Mile Road?

Nearby schools include the Dwight Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 264 Half Mile Road.

What are the annual taxes for 264 Half Mile Road?

Annual taxes for this single-family home are estimated at $17,745.

How does 264 Half Mile Road compare to other single-family homes in Fairfield?

This single-family home is listed 2% above the average price for single-family homes in Fairfield and has been on the market for 53 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,642 sqft.

264 Half Mile Road is a 4-bedroom, 3-bath single-family home for sale in Fairfield CT 06890. On Prevu for 5 days at $1,595,000. This residence features 2,642 square feet of living space, located in Fairfield. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Dwight Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School. View other single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.