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$2,595,000
18 Days On Site

1380 Old Academy Road
Fairfield, CT 06824

For Sale|Single Family Residence|Active Under Contract
4
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
3,961
SqFt
$655
/SqFt
2000
Built
County:
Fairfield
Listing courtesy of Cindy Raney of Coldwell Banker Realty Office Phone: (203) 227-8424 Broker Contact: (203) 257-8320
Call Now: 860.406.4060
Is this the listing for you? We can help make it yours.
860.406.4060
1380 Old Academy Road1380 Old Academy Road1380 Old Academy Road1380 Old Academy Road
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Mortgage Calculator

Monthly Payment (Est.)

$11,839
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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

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Listing Snapshot
Price 
$2,595,000
Days On Site 
18 Days
Bedrooms 
4
Inside Area (SqFt) 
3,961 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
1.91 Acres
Year Built 
2000
MLS® Number 
24153510
Status 
Active Under Contract
Property Tax 
$31,111
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
23 hours agoListing updated with changes from the MLS®
yesterdayStatus changed to Active Under Contract
3 weeks agoListing first seen on site
General Features
Acres 
1.91
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Garage Door OpenerAttached
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
3961
Style 
Colonial
Water Source 
Public
Zoning 
AAA
Interior Features
Appliances 
DishwasherDryerRefrigeratorOvenWasherRange HoodWine Cooler
Basement 
FullFinishedStorage Space
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
3
Heating 
OilForced Air
Interior 
Sound SystemEntrance Foyer
Jack & Jill Bath 
Level - Upper
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Exterior Features
Construction Details 
FrameClapboard
Lot Features 
Level
Patio And Porch 
Patio
Pool Features 
GuniteHeatedOutdoor PoolIn Ground
Roof 
Asphalt
Waterfront Features 
Beach Access
Community Features
Community Features 
Tennis Court(s)
Schools
School District
Unknown
Elementary School
Dwight
Middle School
Roger Ludlowe
High School
Fairfield Ludlowe
Listing courtesy of Cindy Raney of Coldwell Banker Realty Office Phone: (203) 227-8424 Broker Contact: (203) 257-8320

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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.
Last checked: 2026-03-02 12:18 AM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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