1380 Old Academy Road Fairfield, CT $ 2,595,000
1380 Old Academy Road
$ 2,595,000
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1380 Old Academy Road

Fairfield, CT, 06824
$ 2,595,000
Bedrooms4 Baths5.1 Sq 3,961

Monthly Estimate*

$ 15,978

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Single Family Home for sale in Fairfield, CT

for $2,595,000 with 4 bedrooms and 5 full baths, 1 half bath. This 3,961 square foot home was built in 2000 on a lot size of 1.91.

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 living that feels grounded and enduring. A home that continues to work season to season, year after year

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Single Family Coming Soon

Price

$ 2,595,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 31,111

Style

Lot Size

1.91

Year Built

2000

Town/City

Fairfield

MLS | Web ID

24153510

Features
General
Zoning AAA
Neighborhood Greenfield Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 1.91
Directions Bronson or Redding Road to Old Academy Rd.
High School Fairfield Ludlowe
City Fairfield
Elementary School Dwight
Sq Ft Total 3961
Year Built 2000
Exclusions Light fixture in the front entry way and light fixture over the kitchen table excluded but negotiable.
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Safety Fence In Ground Pool
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Full Heated Storage Fully Finished Cooled Liveable Space
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Exterior
Water Source Public Water Connected
Lot Description Level Lot Professionally Landscaped
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* Excluded Features
List By
Cindy Raney

Listing Agent

Coldwell Banker Realty

Broker

cindy@cindyraney.com

Email

Affordability Calculator

$18,570
Per Month
86%
14%
0%
Monthly Principal & Interest
$15,978
Monthly Property Taxes
$2,593
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042661 Elementary School
3042806 Middle School
Fairfield Ludlowe High School High School
Pricing History
DatePricePrice ChangeDescription
2/14/2026$2,595,000 Listed Price

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1380 Old Academy Road, Fairfield, CT, 06824 is a Single Family Home for sale at $2,595,000 with 3,961 sqft and a lot size of 1.91. 1380 Old Academy Road has 4 bedrooms, 5.1 baths, and was built in 2000. The property's zip code is 06824 which is in Fairfield, CT