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195 Old South RoadFairfield, CT 06890

For Sale

$4,950,000

Smart Buyer Rebate $49,500

Set on 1.25 acres in the heart of historic Southport Village, 195 Old South Road offers something increasingly rare: the character and presence of an 1829 Federal/Greek Revival residence with an unusually expansive yard. Private and surrounded by mature plantings, the 4,254-square-foot home offers four bedrooms, three full and two half baths across three floors. A gracious Front Hall, anchored by a sweeping curved staircase, opens easily to the home's principal rooms. The sun-filled, 30-foot Living Room features 9-foot ceilings and connects to the Dining Room through a passage framed by arched openings and a built-in wet bar. An expansive Family Room/Sunroom is accessible from the Living Room, Dining Room and Kitchen, creating an easy flow for everyday living and entertaining. Three wood-burning fireplaces add warmth and character. The generous Primary Suite features a gas fireplace, dressing room and private bath. A separate Guest Suite, two additional bedrooms and unfinished upper-level space offer flexibility. A substantial historic barn/garage accommodates two cars, with potential for three, and offers a full second floor. A large, level lawn provides remarkable privacy in close proximity to Southport Harbor, Southport Beach and Metro-North. A rare combination of acreage, architectural character and Village location. 195 Old South Road can be enjoyed immediately while offering its next owners the freedom to make the home distinctly their own over time.

Listed by Matt Lahey

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Higgins Group Real Estate

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(203) 767-4190

Last updated October 08, 2026

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Source: SmartMLS #24206984

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthport
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu25
  • Taxes$44,426/year
  • Size4,254 sqft
  • Price per sqft$1,164

Location

Mortgage Calculator

Listing History

10/06/2026
Listed by Higgins Group Real Estate
$4,950,000
  1. 10/06/2026$4,950,000
    Listed by Higgins Group Real Estate

Property Details for 195 Old South Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1829
  • Year Built Details: Public Records
  • Architectural Style: Colonial, Antique
  • Construction Materials: Frame
  • Exterior Features: Sidewalk, Porch, Barn, Gutters, Covered Deck

Features

  • Waterfront Features: Walk to Water, Beach Rights, Water Community, Harbor

Measurements

  • Lot Features: Fence - Wood, Fence - Partial, Fence - Chain Link, Treed, Dry, Level Lot, Cleared, Historic District
  • Lot Size Acres: 1.25

Financial

Taxes

  • Parcel Number: 135248
  • Tax Annual Amount: $44,426.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Range, Refrigerator, Washer, Electric Dryer
  • Fireplaces Total: 4
  • Interior Features: DROPEN

Rooms

  • Basement: Full, Unfinished, Sump Pump, Hatchway Access, Interior Access, Concrete Floor, Full With Hatchway
  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Barn, Detached Garage, Off Street Parking, Driveway
  • Garage Spaces: 2
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Fairfield Ludlowe

Utilities

Equipment

  • Cooling: Wall Unit
  • Heating: Radiator
  • Laundry Features: Main 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 5 bathrooms in this single-family home at 195 Old South Road.

What schools are nearby to 195 Old South Road?

Nearby schools include the Per Board Of Ed Elementary School and Fairfield Ludlowe High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 195 Old South Road.

What are the annual taxes for 195 Old South Road?

Annual taxes for this single-family home are estimated at $44,426.

How does 195 Old South Road compare to other single-family homes in Southport?

This single-family home is listed 38% above the average price for single-family homes in Southport and has been on the market for 26 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 4,254 sqft.

195 Old South Road is a 4-bedroom, 5-bath single-family home for sale in Fairfield CT 06890. On Prevu for 25 days at $4,950,000. This home features 4,254 square feet of living space, located in Southport. The median listing price for single-family homes in this area is $3,272,500. Nearby schools include Per Board Of Ed Elementary School and Fairfield Ludlowe High School. Explore more 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.