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$1,600,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 3,225 Sq. Ft.
  • 2 Car Garage
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Highest/Best 2/16 by 5 PM. Applewood is a rare and charming 2-acre petite estate that seamlessly blends historic character with exceptional potential. Originally a barn, nestled within the remnants of a picturesque apple tree farm, this unique home offers an incredible opportunity to renovate, reimagine, or build anew while taking advantage of the existing 2-BEDROOM GUEST COTTAGE, INGROUND POOL and lovingly curated gardens planted over the last 2 decades. The main residence is filled with vintage appeal including wood-burning fireplace, custom built-ins and hardwood floors. Notable features include a private guest wing with full bath, the inviting screened porch, primary bedroom with bath en suite in a second wing and the finished walk-out level. This lower level presents a flexible bonus room/BR with full bath and fireplace with wood-burning stove. MAIN RESIDENCE: SF is 1815 + 209 screened porch + 480 Fin LL = 2504 SF with 4BR, 4 full baths. A versatile GUEST HOUSE offers endless possibilities, whether for guests, a home office, or rental income. The cozy living room features a wood-burning fireplace and built-ins open to kitchen, while 2 bedrooms share 1 full bath. SF = 930 SF. An IN-GROUND POOL provides a refreshing escape embraced by a perimeter of mature trees. An idyllic setting adorned with stone walls, creeping ivy and stone fireplace. Walk along the period homes, shady lanes and meandering stone walls to Greenfield Hill's center, farmer's market and parks.

Full Property Details for 1242 Old Academy Rd

General

  • Sold For: $1,600,000
  • Taxes: (July 2024-June 2025)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24071518
  • Added to Site: 388 day(s) ago

Interior

  • Number of Rooms: 5
  • Rooms/Areas: Foyer
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cook Top, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Full Bath: Stall Shower, Tile Floor, 6 x 7, Lower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, Tile Floor, 15 x 14, Main
  • Bedroom 1: Bedroom - Full Bath, Wall/Wall Carpet, 12 x 10, Main
  • Bedroom 2: Bedroom - Built-Ins, Hardwood Floor, 12 x 13, Main

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Fireplace, Hardwood Floor, 15 x 15, Main
  • Family Room: Family Room - Book Shelves, Wood Stove, French Doors, Tile Floor, 19 x 13, Lower
  • Kitchen: Kitchen - Dining Area, Island, Pantry, Sliders, Tile Floor, 15 x 18, Main
  • Dining Room: Dining Room - Built-Ins, Hardwood Floor, 15 x 15, Main
  • Laundry: Lower Level
  • Other Room 1: Other, 11 x 18, Main
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Vinyl, In Ground Pool

Exterior

  • Exterior Features: Porch-Screened, Shed, Porch, Gutters, Lighting, Guest House, Stone Wall, Patio
  • Color: Greige

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Attached Garage, Paved, Driveway

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: Mill Plain to Duck Farm to Greenfield Hill Rd to Old Academy

School Information

  • Elementary School: Dwight
  • Middle School: Roger Ludlowe
  • High School: Fairfield Ludlowe

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Wood
  • Basement Desc.: Full, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,225
  • Above Ground: 2,745 Sq. Ft.
  • Below Ground: 480 Sq. Ft.
  • Year Built: 1946

Lot Features

  • Lot Size (Acres): 2.02
  • Driveway/Sidewalk: Private, Paved
  • Zoning: AAA
  • Lot Description: Level Lot

Water Features

  • Water Front Desc.: Beach Rights, Water Community

Financial Considerations

  • Assessment Amount: $504,140
  • Tax Year: July 2024-June 2025

Disclosures and Reports

  • Exclusions: Dining Room Chandelier, Fireplace Items, Shelving, Water Heater (RENTED), Workbench, Master Bedroom Drapes. Exterior Bird Feeders, Planters & Pots
  • Property ID: 133139

Listed by William Raveis Real Estate, The Denise Walsh Team, Denise Walsh
Sold by William Raveis Real Estate, The Hyde Homes Team at William Raveis Real Estate, Matthew Hyde

Listing agent

— 1242 Old Academy Rd —

  • Denise Walsh

    William Raveis Real Estate

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1242 Old Academy Rd

School District:Fairfield School District
NameGradesDistance
Dwight Elementary School
1600 Redding Road, Fairfield, CT 06824
PK-50.6 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-82.7 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1242 Old Academy Rd

Date
Details
Price
Change
Source
4/04/2025
Sold
$1,600,000
23.17%
MLS
2/12/2025
Listed
$1,299,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, The Denise Walsh Team, Denise Walsh
Sold by William Raveis Real Estate, The Hyde Homes Team at William Raveis Real Estate, Matthew Hyde

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1242 Old Academy Road, Fairfield, CT 06824 (MLS# 24071518) is a Single Family property that was sold at $1,600,000 on April 04, 2025. Want to learn more about 1242 Old Academy Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.