Recently Viewed Properties
See This Home
Save This Listing
Close

$1,750,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,642 Sq. Ft.
  • 2 Car Garage
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
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. 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, beautifully maintained homes, and a strong sense of community. Seller will review all offers on Tuesday, May 5th. Please submit all offers by 5:00 PM on Monday, May 4th. Seller reserves the right to accept an offer before this time."

Full Property Details for 264 Half Mile Rd

General

  • Sold For: $1,750,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24162941
  • Added to Site: 68 day(s) ago

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

Meet the selling agent

Meet the selling agent
— 264 Half Mile Rd —

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

Date
Details
Price
Change
Source
7/01/2026
Sold
$1,750,000
9.72%
MLS
4/29/2026
Listed
$1,595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 264 Half Mile Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

7 High Gate Rd, Westport, CT 06880 - Photo 1
$1,699,000

7 High Gate Rd  Westport, CT 06880

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,604
    Sq. Ft.
Listed by Linda Skolnick (203) 246-0088
71 High Point Rd, Westport, CT 06880 - Photo 1
$1,995,000

71 High Point Rd  Westport, CT 06880

  • Single Family
  • Active
  • Updated 10 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 6,310
    Sq. Ft.
Listed by Compass Connecticut, LLC
54 Timothy St, Fairfield, CT 06824 - Photo 1
$1,749,000

54 Timothy St  Fairfield, CT 06824

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,200
    Sq. Ft.
Listed by Anthony Fabrizio (203) 767-3354
2177 Cross Hwy, Fairfield, CT 06824 - Photo 1
$1,899,000

2177 Cross Hwy  Fairfield, CT 06824

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,921
    Sq. Ft.
Listed by ASJ Realty Partners

Just Listed near 264 Half Mile Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25 Myron Ave, Bridgeport, CT 06606 - Photo 1 Just Listed
$400,000
Open House

25 Myron Ave  Bridgeport, CT 06606

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,188
    Sq. Ft.
Listed by The Lewis Team at Coldwell Banker Realty (203) 610-9670
2612 North Ave, Bridgeport, CT 06604 - Photo 1 Just Listed
$319,000

2612 North Ave  #E9  Bridgeport, CT 06604

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 900
    Sq. Ft.
Listed by The Lage Team at Coldwell Banker Realty (203) 521-7757
189 Wells St, Bridgeport, CT 06606 - Photo 1 Just Listed
$759,500

189 Wells St  Bridgeport, CT 06606

  • Multi-Family
  • Active
  • Updated 13 hours ago
  • 6
    Total Beds
Listed by Laura Hardacre (203) 257-1477
278 Federal St, Bridgeport, CT 06606 - Photo 1 Just Listed
$739,900

278 Federal St  Bridgeport, CT 06606

  • Multi-Family
  • Active
  • Updated 2 days ago
  • 9
    Total Beds
Listed by RE/MAX Right Choice and PMI Landstar

Price Reduced near 264 Half Mile Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

604 Wood Ave, Bridgeport, CT 06604 - Photo 1 Price Reduced
-$15,000 (-3.23%)
$450,000

604 Wood Ave  Bridgeport, CT 06604

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,338
    Sq. Ft.
Listed by Houlihan Lawrence
2370 North Ave, Bridgeport, CT 06604 - Photo 1 Price Reduced
-$15,000 (-9.15%)
$149,000

2370 North Ave  #4C  Bridgeport, CT 06604

  • Apartment
  • Active
  • Updated 5 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 604
    Sq. Ft.
Listed by KW Legacy Partners
2325 E Main St, Bridgeport, CT 06610 - Photo 1 Price Reduced
-$50,000 (-12.53%)
$349,000

2325 E Main St  Bridgeport, CT 06610

  • Commercial
  • Active
Listed by RE/MAX Right Choice
114 Colony St, Bridgeport, CT 06610 - Photo 1 Price Reduced
-$20,000 (-6.06%)
$310,000

114 Colony St  Bridgeport, CT 06610

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,152
    Sq. Ft.
Listed by Besmatch Real Estate

Recent Sales near 264 Half Mile Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

230 Barberry Rd, Fairfield, CT 06890 - Photo 1 Sold
$1,600,000

230 Barberry Rd  Fairfield, CT 06890

  • Single Family
  • Closed
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,674
    Sq. Ft.
Listed and Sold by Tara Rowe Hawley
147 Carriage Dr, Fairfield, CT 06890 - Photo 1 Sold
$1,913,022

147 Carriage Dr  Fairfield, CT 06890

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,682
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Boost Real Estate Group
1001 Hulls Farm Rd, Fairfield, CT 06890 - Photo 1 Sold
$1,840,000

1001 Hulls Farm Rd  Fairfield, CT 06890

  • Single Family
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 2,760
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by William Raveis Real Estate
494 Pequot Ave, Fairfield, CT 06890 - Photo 1 Sold
$1,750,000

494 Pequot Ave  Fairfield, CT 06890

  • Single Family
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,764
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by William Pitt Sotheby's Int'l

264 Half Mile Road, Fairfield, CT 06890 (MLS# 24162941) is a Single Family property that was sold at $1,750,000 on July 01, 2026. This property was sold by Tara Rowe Hawley from our Fairfield Office.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.