1380 Old Academy Road

Fairfield, CT 06824 Directions
$2,595,000
  • 4Bed
  • 5/1Baths
  • 3,961Sqft
  • 1.91Acres
  • 2000Built
  • DwightElementary

Property Highlights

  • Jr. High School: Roger Ludlowe
  • High School: Fairfield Ludlowe
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $655
  • Days on Market: 3
  • MLS: 24153510
  • Listing Contingent

Property Highlights

  • Jr. High School: Roger Ludlowe
  • High School: Fairfield Ludlowe
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $655
  • Days on Market: 3
  • MLS: 24153510
  • Listing Contingent

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...

Property Highlights

  • Jr. High School: Roger Ludlowe
  • High School: Fairfield Ludlowe
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $655
  • Days on Market: 3
  • MLS: 24153510
  • Listing Contingent

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

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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  • Additional Information
    • Attic Description: Storage Space, Pull-Down Stairs
    • Average Days On Market: 3
    • Basement Description: Full, Heated, Storage, Fully Finished, Cooled, Liveable Space
    • Days On Market: 3
    • Elementary School: Dwight
    • Exclusions: Light fixture in the front entry way and light fixture over the kitchen table excluded, but negotiable.
    • Garage: Attached Garage
    • Garage Count: 3
    • Has Pool?: Yes
    • High School: Fairfield Ludlowe
    • Is Occupied?: Owner
    • Junior High School: Roger Ludlowe
    • Living Area SqFt: 3,961
    • Neighborhood: Greenfield Hill
    • Property Tax: $31,111
    • Sewer: Septic
    • Style: Colonial
    • Tax Amount: $31,111
    • Tax Year: July 2025-June 2026
    • Type: Single Family For Sale
    • Year Built: 2000
    • Year Built Details: Public Records
    • Zoning: AAA
  • Amenities
    • Putting Green
    • Stables/Riding
    • Tennis Courts
    • Audio System
    • Auto Garage Door Opener
    • Security System
  • Interior/Exterior Features
    • Air Conditioning: Central Air
    • Appliances Included: Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
    • Attic: Yes
    • Beds: 4
    • Cooling: Central Air
    • Exterior Features: Patio
    • Exterior Siding: Clapboard
    • Fireplaces: 3
    • Full Baths: 5
    • Furnace Type: Oil
    • Half Baths: 1
    • Heat: Oil
    • Heat Fuel: Oil
    • Hot Water: Oil, Upright Tank
    • Laundry Room: Upper Level
    • Pool Description: Gunite, Heated, Safety Fence, In Ground Pool
    • Roof: Asphalt Shingle
    • Rooms: 9
William Pitt / Julia B. Fee Sotheby's International Realty

Fairfield-Southport Brokerage

132 Old Post Road
Southport, CT 06890

Listing Courtesy of Cindy Raney of Coldwell Banker Realty.

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