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$1,595,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,642 Sq. Ft.
  • 2 Car Garage
  • Updated 5 hours ago

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Open House: 11:00 AM - 2:00 PM

Thursday 4/30 11:00 AM - 2:00 PM

264 Half Mile Road,Fairfield, CT 06890

264 Half Mile RoadFairfieldCT06890

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Join us at 264 Half Mile Road on:

  • Open House: 12:00 PM - 3:00 PM

    Saturday 5/2 12:00 PM - 3:00 PM

    264 Half Mile Road,Fairfield, CT 06890
    264 Half Mile RoadFairfieldCT06890
  • Open House: 12:00 PM - 3:00 PM

    Sunday 5/3 12:00 PM - 3:00 PM

    264 Half Mile Road,Fairfield, CT 06890
    264 Half Mile RoadFairfieldCT06890
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See This Home
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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.

Full Property Details for 264 Half Mile Rd

General

  • Price: $1,595,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24162941
  • Updated: Today (4/29/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: Auto Garage Door Opener, Cable - Available, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Cooktop, Wall Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Full Bath: Full Bath, Tub w/Shower, Tile Floor, Upper
  • Partial Bath: Tile Floor, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Built-Ins, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Book Shelves, Built-Ins, Fireplace, Hardwood Floor, Main
  • Kitchen: Kitchen - Granite Counters, Dry Bar, Island, Pantry, Patio/Terrace, Hardwood Floor, Main
  • Dining Room: Dining Room - French Doors, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Laminate Floor, Lower
  • Rec Room: Laminate Floor, Lower
  • Laundry: Lower Level
  • Other Room 1: Other - Built-Ins, Tile Floor, Main

Exterior

  • Exterior Features: Porch-Screened, Underground Utilities, Porch, Hot Tub, Patio
  • Color: grey

Parking

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

Location

  • County: Fairfield
  • Neighborhood: Southport
  • Driving Directions: Hulls Farm Road to Cedar Road to right onto Half Mile Road

School Information

  • Elementary School: Dwight
  • Middle School: Roger Ludlowe
  • High School: Fairfield Ludlowe

Community

  • Community Name: Southport

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Zoned, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 30 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space, Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,642
  • Above Ground: 2,642 Sq. Ft.
  • Year Built: 1973

Lot Features

  • Lot Size (Acres): 1.03
  • Zoning: AA
  • Lot Description: Sloping Lot, On Cul-De-Sac

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Generator Ready, Storm Doors, Storm Windows

Financial Considerations

  • Assessment Amount: $625,030
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 133395

Listed by Compass Connecticut, LLC, Katie O'Grady & Consultants Team, Beth Mengel

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Listing agent

— 264 Half Mile Rd —

  • Beth Mengel

    Compass Connecticut, LLC

Agent Contact: (203) 610-3638 Office Contact: (203) 489-6499

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 264 Half Mile Rd

School District:Fairfield School District
NameGradesDistance
Dwight Elementary School
1600 Redding Road, Fairfield, CT 06824
PK-52.2 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-81.6 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-121.5 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 264 Half Mile Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/29/2026
Listed
$1,595,000
60.3%
MLS
6/02/2006
Sold
$995,000
—
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 264 Half Mile Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,745
2%
$625,030
—
2023
$17,438
1%
$625,030
—
2023
$17,195
1%
$625,030
—
2022
$17,026
1%
$625,030
—
2021
$16,863
-4%
$625,030
-5%
2020
$17,647
—
$658,700
—
2019
$17,647
2%
$658,700
—
2018
$17,363
2%
$658,700
—
2017
$17,008
1%
$658,700
—
2016
$16,764
—
$658,700
-3%
2015
$16,786
2%
$677,110
—
2014
$16,521
2%
$677,110
—
2011
$16,203
—
$677,110
—
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.

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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

Get Pre-Approved

Listed by Compass Connecticut, LLC, Katie O'Grady & Consultants Team, Beth Mengel

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264 Half Mile Road, Fairfield, CT 06890 (MLS# 24162941) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 264 Half Mile Road is currently listed for $1,595,000 and was received on April 29, 2026. Want to learn more about 264 Half Mile Road? Do you have questions about finding other Single Family real estate for sale in Southport? You can browse all Southport real estate or contact a Coldwell Banker agent to request more information.

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