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USACTFairfieldGreenfield Hill1380 Old Academy Rd
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1380 Old Academy Rd, Fairfield, CT

House

For Sale

Listed price in listed location currency (USD).
$2,595,000

460

MLS® 24153510

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3961 sqft
Garage Yes
Taxes $31,111
Days Active 15
Lot Size 1.91 acres
Approx. Age 2000
Avg. Price Per Sqft $655
MLS® Number 24153510

Property Address: 1380 Old Academy Rd, Fairfield, CT, 06824-2033

Average square foot calculated using Size range provided by listing agent.

Description

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
MLS® Number24153510
Laundry LevelUpper Level
Central VacNo
FireplaceNo
Acreage1.91
Exterior
GarageYes
Approx. Age2000
BasementFull, Heated, Storage, Fully Finished, Cooled, Liveable Space
DrivewayAttached Garage
Garage Spaces3
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:Main FloorNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Other:Main FloorNot available
Bedroom 1:Upper LevelNot available
Other:Upper LevelNot available
Dining Room:Main FloorNot available
Office:Main FloorNot available
Family Room:Main FloorNot available
Other:Lower LevelNot available
Living Room:Main FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 11, 2026List Date
$2,595,000List Price
  • Commute

Commute

Starting Address
Destination Address
1380 Old Academy Rd, Fairfield, CT

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