264 Half Mile Rd

Fairfield, CT 06890

$1,595,000
Price
4
Beds
2,642 Sq. Ft.
$604 / Sq. Ft.
2,642
Sq. Ft.
$604
per Sq. Ft.
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Compass Coming SoonOpen: 4/30 11:00AM - 02:00PM
Compass Coming SoonOpen: 4/30 11:00AM - 02:00PM

Description

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...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.

Listing Agents

  1. Beth Mengel

    Beth Mengel

    Listing Agent

    Compass

    beth.mengel@compass.com

    P: (203)-610-3638

    CallTextEmail
  2. Katie O'Grady

    Katie O'Grady

    Alternative Listing Agent

    Compass

    katie.ogrady@compass.com

    P: (203)-913-7777

    CallTextEmail

Property Details for 264 Half Mile Road

Basement Description
Crawl Space, Full
Direct Waterfront
No
Expected Active Date
04-29-2026
Garages Number
2
Neighborhood
Southport
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No

Open Houses

Thursday, Apr 30th11:00 AM - 2:00 PM
PublicView contact
Saturday, May 2nd12:00 PM - 3:00 PM
PublicView contact
Sunday, May 3rd12:00 PM - 3:00 PM
PublicView contact
LISTING UPDATED: 04/27/2026 04:06 PM

Property Details for 264 Half Mile Road

StatusComing Soon
MLS #24162941
Days on Market-
Taxes$17,745 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1973
Lot Size1.03 AC / 44,866 SF
CountyFairfield County
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Location

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Building Information for 264 Half Mile Road

Stories-Year Built1973Building Size-Lot Size1.03 AC / 44,866 SF

Payment Calculator

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$9,510 per month

30 year fixed, 6.46% Interest

Principal and Interest

$8,032

Property Taxes

$1,479

HOA Dues

$0

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Property Information for 264 Half Mile Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hulls Farm Road to Cedar Road to right onto Half Mile Road
  • Elementary School: Dwight
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.151969
  • Longitude: -73.291048
  • Middle Jr High School: Roger Ludlowe
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $17,745
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Screened, Underground Utilities, Porch, Hot Tub, Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Available, Cable - Pre-wired
  • Laundry Room Info: Lower Level
  • Laundry Room Location: basement
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Laminate Floor
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 5
  • Listing Key: 4E1BB71A7E49767EE0631A01100A7291
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 7
  • Room Entry Order: 4
  • Room Features: Built-Ins,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 4E1BB71A7E49767EE0631A01100A7291
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 7
  • Room Features: Book Shelves,Built-Ins,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 11
  • Room Entry Order: 8
  • Room Features: Granite Counters,Dry Bar,Island,Pantry,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 12
  • Room Entry Order: 9
  • Room Features: Built-Ins,Tile Floor
  • Room Level: Main
  • Room Type: Other
Property
Property and Assessments
  • Color: grey
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1973
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2642
Lot Information
  • Lot Description: Sloping Lot, On Cul-De-Sac
  • Parcel Number: 133395
  • Sq Ft Est Heated Above Grade: 2642.0
  • Sq Ft Total: 2642.0
  • Zoning: AA
Utilities
  • Energy Features: Generator Ready, Storm Doors, Storm Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 30 Gallon Tank
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 264 Half Mile Road

DateEvent & SourcePriceAppreciation
Jun 2, 2006

Closed (Public Record)

Public Record #197750026

$995,000

+6.6% / yr

Nov 5, 1990

Closed (Public Record)

Public Record #90971868

$370,000—
DateEvent & SourcePrice
06/02/2006

Closed (Public Record)

Public Record #197750026

$995,000

+6.6% / yr

11/05/1990

Closed (Public Record)

Public Record #90971868

$370,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 264 Half Mile Road

Taxable ValueLand$401,380Additions$223,650Total$625,030
Tax Record2024$17,745 ($1,479 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,642 SqFtAbove Grade Finished SqFt2,642 SqFtUnfinished Basement SqFt908 SqFtStories2Lot Size44,867 SqFtStyleSingle Family ResidenceYear Built1973ZoningAACountyFAIRFIELDAPNFFLD M:226 B:47-C

Schools near 264 Half Mile Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Dwight Elementary School
Public - K to 5
Roger Ludlowe Middle School
Public - 6 to 8
Fairfield Ludlowe High School
Public - 9 to 12
Giant Steps Connecticut
Private - K to 12
Rating
School
Distance
Dwight Elementary School
PublicK to 5

Roger Ludlowe Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

Giant Steps Connecticut
PrivateK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...
Fairfield & Southport Guide

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More information about 264 Half Mile Road, Fairfield, CT 06890

264 Half Mile Road is a single family home Coming Soon in Fairfield, CT 06890. This property is currently priced at $1,595,000. This listing's school district is Fairfield School District. Nearby schools include Dwight Elementary School, Roger Ludlowe Middle School and Fairfield Ludlowe High School. 264 Half Mile Road is a 4-bed, 3-bath, 2,642 sqft single family home built in 1973.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.