Fairfield, CT

72 Old Barn RoadFairfield, CT 06824

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

Asking price$2,399,000Coming Soon

Scheduled to be active October 16, 2026

Our Take

72 Old Barn Road is a classic colonial in Winton Park, a private association incorporated by special act in 1937 and spanning an estimated 70 acres. The home includes front and back staircases, a covered front entry, screened porch, wood-burning fireplace, and private backyard patio with built-in firepit. Hardwood floors run through the house, and the kitchen has a front-to-back layout, appliances, and a center island seating six. A finished lower level adds room for a playroom, gym, den, or game room.

Estimated buyer rebate

Buy with Cress and Save $29,988 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Coming Soon · MLS #24212223
Bedrooms
4
BathroomsBaths
3 full / 1 half
Square feet
4,434
Year built
1950
Acres
1.34
Property taxes
$23,305

July 2026-June 2027

What stands out

  • Screened porch and backyard patio with built-in firepit
  • Front and back staircases
  • Hardwood floors throughout the house
  • Front-to-back kitchen with island seating for six
  • Primary suite with vaulted ceiling and walk-in closet
  • Second-floor office with custom built-ins
  • Finished lower level for playroom, gym, den, or game room
  • Winton Park spans an estimated 70 acres
Read the full listing description

Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

Schools

Elementary
Riverfield
Middle
Roger Ludlowe
High
Fairfield Ludlowe

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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72 Old Barn Road, Fairfield, CT 06824

Price history

DateEventPrice
Originally listed$2,399,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $2,399,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $29,988. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation.

Listed by Compass Connecticut, LLC · (203) 293-9715

Veronica Monahan · (203) 520-1568

SmartMLS · Listing #24212223 · Coming Soon

Listing data checked: Oct 11, 2026, 6:02 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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