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$1,850,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,515 Sq. Ft.
  • 3 Car Garage
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254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable versatility with an en-suite bedroom featuring a walk-in closet, a dedicated office, a large chef's kitchen with an impressive Wolf and Sub-Zero appliance package, and dining and living rooms that soar with elevated ceiling heights, bringing light and luxury to the main living spaces. Upstairs, the well-proportioned primary suite is a retreat with dual walk-in closets and a spa-like bath. The oversized shower is outfitted as a steam shower-an ideal sauna alternative-while two additional bedrooms share a dual bath. The fully finished lower level serves as a true multi-generational apartment, complete with a full kitchen, laundry, and full bath, opening directly to the backyard stone patio, private yard, and in-ground pool with a built-in waterfall feature-ideal for entertaining or quiet relaxation. Additional highlights include an oversized three-car garage, whole-house generator, advanced air-filtration HVAC system, and a private yet convenient Greenfield Hill location.This combination of style, flexibility, and amenities makes 254 Sherwood Farm Road a rare and exceptional property.

Full Property Details for 254 Sherwood Farm Rd

General

  • Sold For: $1,850,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24129933
  • Added to Site: 111 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Bedroom Suite, Steam/Sauna, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Full Bath, Walk-In Closet, Main
  • Bedroom 2: Bedroom - Jack & Jill Bath, Upper
  • Bedroom 3: Bedroom - Jack & Jill Bath, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Main
  • Laundry: Lower Level, Upper Level
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Underground Utilities, Shed, Deck, Lighting, Underground Sprinkler, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: Hill Farm Rd To Sherwood Farm Rd, house at the end of the Cul-De-Sac

School Information

  • Elementary School: Dwight
  • High School: Fairfield Ludlowe

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Brick
  • Basement Desc.: Full, Heated, Fully Finished, Apartment, Interior Access, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,515
  • Above Ground: 3,570 Sq. Ft.
  • Below Ground: 945 Sq. Ft.
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 1
  • Zoning: AA
  • Lot Description: Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $726,530
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 130400

Meet the listing and selling agents

Meet the listing and selling agents
— 254 Sherwood Farm Rd —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 254 Sherwood Farm Rd

School District:Fairfield School District
NameGradesDistance
Dwight Elementary School
1600 Redding Road, Fairfield, CT 06824
PK-51.8 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-81.5 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-121.4 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 254 Sherwood Farm Rd

Date
Details
Price
Change
Source
12/15/2025
Sold
$1,850,000
-2.58%
MLS
9/29/2025
Listed
$1,899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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254 Sherwood Farm Road, Fairfield, CT 06824 (MLS# 24129933) is a Single Family property that was sold at $1,850,000 on December 15, 2025. This property was listed by Aaron Goldberg from our Fairfield Office.Want to learn more about 254 Sherwood Farm 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.