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Back 1380 Old Academy Rd
Off Market

1380 Old Academy Rd

Fairfield County CT 06824

4
6
3
3961 sq. ft.
1.91 ac.
Single-Family
Last sold for $3,000,000
Cindy RaneyCindy Raney, last sold this property on 16 April 2026 after 50 days on market.

Overview

THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi

Features

4 bedrooms
6 bathrooms
3 carspaces
3 garage spaces
3961 sq. ft. floor area
1.91 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Fairfield County over the last 12 months, the estimated median property value of 1380 Old Academy Rd is $1.55m.

Median value
$1.55m
Estimated value range
$10k - $7.2m
Median days on market
13
Estimated value trend
10%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Fairfield County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1380 Old Academy Rd

2026
Sold
$3,000,000
16 Apr 2026 by Cindy Raney, of Coldwell Banker Realty

Happy sellers in Fairfield County

~%

We have insufficient information to provide an overview of customer satisfaction for Fairfield County. Viewing the agent profiles, reviews and sales for Fairfield County can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Fairfield County

In the last 12 months, 156 four-bedroom single-family properties similar to 1380 Old Academy Rd, have been sold.

This represents a 5% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Fairfield County

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Arcy Khan

Arcy Khan is a recommended agent for Fairfield County.  They have 1 local sale and collected 3 local reviews across the last 12 months.

  •   5   (20 reviews)
  •  3 Reviews in Fairfield County
  •  1 Sale in Fairfield County
View profile
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Alex Kniffin

Alex Kniffin is a recommended agent for Fairfield County.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (16 reviews)
  •  1 Review in Fairfield County
  •  2 Sales in Fairfield County
View profile
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Madeline O'Shea

Sellers who recommend Madeline O'Shea have praised them for being local expert, stress-free process, supportive, and patient

  •   5   (15 reviews)
  •  1 Review in Fairfield County
  •  2 Sales in Fairfield County
View profile
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Amaryllis Rodriguez

Amaryllis Rodriguez is a recommended agent for Fairfield County.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (5 reviews)
  •  1 Review in Fairfield County
  •  1 Sale in Fairfield County
View profile
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