2281 Redding Road

Closed 2/9/26
Closed 2/9/26
Gallery Image 1
Sold
Last Sold Price
$4,700,000
5 beds4,191 sqft$1,121/sqft
2281 Redding Rd, Fairfield, CT 06824
Single FamilyProperty Type
5.03 acresLot Size
1941Year Built
$1,121/sq ftPrice per sq ft
4 carsParking Spaces

Description

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for...Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

Listing Agent

  1. Cindy Raney

    Cindy Raney

    Listing Agent

    Coldwell Banker Realty

    P: (203) 625-1820

    M: (203) 625-1820

    CallText
Listing closed: 02/09/2026 12:00 AM • Source: SMARTMLS, MLS#: 24127092
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Location

Sold By Keller Williams Realty, Kim Vartuli

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$26,887 per month

30 year fixed, 6.55% Interest

Principal and Interest

$23,890

Property Taxes

$2,998

HOA Dues

$0

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Property Information for 2281 Redding Road

Property Details
  • Taxes: $35,970 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Sump Pump, Storage, Garage Access, Partially Finished, Concrete Floor
  • Direct Waterfront: No
  • Expected Active Date: 09-27-2025
  • Garages Number: 4
  • Neighborhood: Greenfield Hill
  • Style: Colonial
  • Garage Parking Info: Attached Garage, Detached Garage
  • Swimming Pool: Yes
  • Expected On Market Date: 09-27-2025
Building Information
  • Year Built: 1941
  • Lot Size: 5.03 AC / 219,106 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hulls Farm or Cross Highway to Redding Road
  • Elementary School: Burr
  • High School: Fairfield Warde
  • Latitude: 41.190359
  • Longitude: -73.309257
  • Middle Jr High School: Tomlinson
  • Neighborhood Amenities: Golf Course, Health Club, Library, Paddle Tennis, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $35,970
Interior and Exterior Features
Exterior Features
  • Exterior Features: Barn, Lighting, French Doors, Patio, Tennis Court, Fruit Trees, Garden Area, Stone Wall, Underground Sprinkler
  • Pool Description: Heated, Pool House, Spa, In Ground Pool
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Gas Range, Convection Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Home Automation: Lighting, Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Humidifier, Open Floor Plan, Security System
  • Laundry Room Info: Upper Level
  • Rooms Additional: Foyer, Greenhouse, Music Room, Workshop
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 2
  • Room Features: Beams,French Doors,Patio/Terrace,Wide Board Floor
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Beams,Built-Ins,Dining Area,Island,Pantry,Wide Board Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 5
  • Listing Key: 3EEFB2BA8D36C02EE063E201100A2D6F
  • Room Entry Order: 4
  • Room Features: Built-Ins,Gas Log Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 6
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Half Bath
Room 8
  • Room Entry Order: 7
  • Room Features: Vaulted Ceiling,Beams,Built-Ins,Cedar Closet,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 9
  • Listing Key: 3EEFB2BA8D36C02EE063E201100A2D6F
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Beige
  • Construction Description: Frame
  • Exclusions: Please see attached inclusions/exclusions addendum
  • Exterior Siding: Stone, Wood
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1941
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 540
  • Living Area SQFT Per Public Records: 3651
Lot Information
  • Lot Description: Fence - Full, Some Wetlands, Level Lot, Professionally Landscaped
  • Parcel Number: 133066
  • Sq Ft Est Heated Above Grade: 3651.0
  • Sq Ft Total: 4191.0
  • Zoning: AAA
Utilities
  • Energy Features: Generator, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Natural Gas, Propane
  • Hot Water Description: Natural Gas, 65 Gallon Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2281 Redding Road

DateEvent & SourcePriceAppreciation
Feb 9, 2026

Closed (Public Record)

Public Record #1929373754

$4,700,000

+7.0% / yr

Mar 3, 2014

Closed (Public Record)

Public Record #411646534

$2,100,000—
DateEvent & SourcePrice
02/09/2026

Closed (Public Record)

Public Record #1929373754

$4,700,000

+7.0% / yr

03/03/2014

Closed (Public Record)

Public Record #411646534

$2,100,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2281 Redding Road

Taxable ValueLand$476,070Additions$790,930Total$1,267,000
Tax Record2025$35,970 ($2,998 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt3,651 SqFtAbove Grade Finished SqFt3,651 SqFtUnfinished Basement SqFt1,597 SqFtStories2Lot Size219,107 SqFtStyleSingle Family ResidenceYear Built1941Year Renovated1941ZoningAAACountyGREATER BRIDGEPORTAPNFFLD M:218 B:19

Schools near 2281 Redding Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Burr Elementary School
Public - K to 5
Tomlinson Middle School
Public - 6 to 8
Fairfield Warde High School
Public - 9 to 12
Rating
School
Distance
Burr Elementary School
PublicK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
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Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.