2281 Redding Rd Fairfield, CT 06824
Greenfield Hill NeighborhoodEstimated payment $29,324/month
Highlights
- Barn
- Greenhouse
- Pool House
- Burr Elementary School Rated A
- Tennis Courts
- 5.03 Acre Lot
About This Home
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
Coldwell Banker Realty Brokerage Phone: (203) 257-8320 License #RES.0766946 Listed on: 09/18/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $35,970
Year Built
- Built in 1941
Lot Details
- 5.03 Acre Lot
- Stone Wall
- Sprinkler System
- Fruit Trees
- Garden
- Property is zoned AAA
Home Design
- Colonial Architecture
- Concrete Foundation
- Stone Foundation
- Frame Construction
- Wood Shingle Roof
- Wood Siding
- Stone Siding
Interior Spaces
- Open Floorplan
- Sound System
- 4 Fireplaces
- Thermal Windows
- French Doors
- Entrance Foyer
- Workshop
- Concrete Flooring
- Pull Down Stairs to Attic
Kitchen
- Gas Range
- Dishwasher
- Wine Cooler
Bedrooms and Bathrooms
- 5 Bedrooms
Laundry
- Laundry on upper level
- Dryer
- Washer
Partially Finished Basement
- Basement Fills Entire Space Under The House
- Garage Access
- Sump Pump
- Basement Storage
Home Security
- Home Security System
- Smart Lights or Controls
- Smart Thermostat
Parking
- 4 Car Garage
- Automatic Garage Door Opener
Pool
- Pool House
- Heated In Ground Pool
- Spa
Outdoor Features
- Tennis Courts
- Patio
- Exterior Lighting
- Greenhouse
Schools
- Burr Elementary School
- Tomlinson Middle School
- Fairfield Warde High School
Utilities
- Zoned Heating and Cooling
- Humidifier
- Heating System Uses Natural Gas
- Heating System Uses Propane
- Programmable Thermostat
- Power Generator
- 60+ Gallon Tank
- Fuel Tank Located in Ground
Additional Features
- Energy-Efficient Lighting
- Property is near a golf course
- Barn
Community Details
- Music or Sound Studio
Listing and Financial Details
- Exclusions: Please see attached inclusions/exclusions addendum
- Assessor Parcel Number 133066
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $35,970 | $1,267,000 | $476,070 | $790,930 |
| 2024 | $35,052 | $1,256,360 | $476,070 | $780,290 |
| 2023 | $34,562 | $1,256,360 | $476,070 | $780,290 |
| 2022 | $34,223 | $1,256,360 | $476,070 | $780,290 |
| 2021 | $33,897 | $1,256,360 | $476,070 | $780,290 |
| 2020 | $34,114 | $1,273,370 | $475,510 | $797,860 |
| 2019 | $33,416 | $1,247,330 | $475,510 | $771,820 |
| 2018 | $32,880 | $1,247,330 | $475,510 | $771,820 |
| 2017 | $32,206 | $1,247,330 | $475,510 | $771,820 |
| 2016 | $31,777 | $1,248,590 | $475,510 | $773,080 |
| 2015 | $23,437 | $945,420 | $518,420 | $427,000 |
| 2014 | $23,068 | $945,420 | $518,420 | $427,000 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/27/2025 09/27/25 | For Sale | $4,995,000 | +137.9% | $1,192 / Sq Ft | |
| 02/28/2014 02/28/14 | Sold | $2,100,000 | -12.3% | $501 / Sq Ft | View Prior Sale |
| 01/29/2014 01/29/14 | Pending | -- | -- | -- | |
| 04/18/2012 04/18/12 | For Sale | $2,395,000 | -- | $571 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $2,100,000 | -- | |
| Warranty Deed | $2,100,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,000,000 | Unknown | |
| Open | $1,575,000 | Purchase Money Mortgage | |
| Closed | $1,575,000 | Purchase Money Mortgage | |
| Previous Owner | $1,000,000 | No Value Available |
Source: SmartMLS
MLS Number: 24127092
APN: FAIR-000218-000000-000019
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
- 2015 Redding Rd
- 158 Coventry Ln
- 22 Brett Rd
- 3853 Congress St
- 180 Catamount Rd
- 4800 Congress St
- 2425 Merwins Ln
- 101 Brambley Hedge Cir
- 88 Merry Meet Cir
- 212 Fence Row Dr
- 480 Riders Ln
- 2190 Sturges Hwy
- 2775 North St
- 2180 Cross Hwy
- 342 Midlock Rd
- 24 Tupelo Rd
- 312 Towne House Rd
- 545 Shrub Oak Ln
- 1375 Westport Turnpike
- 80 Gilbert Hwy
- 177 Brett Rd
- 4900 Congress St
- 2180 Cross Hwy
- 120 Merwins Ln
- 161 Foggwood Rd
- 18 Thorp Dr
- 99 Sturges Hwy
- 21 Half Mile Common
- 9 Grays Farm Rd
- 220 Burr St
- 1990 Bronson Rd Unit 8
- 1990 Bronson Rd Unit 6
- 1990 Bronson Rd Unit 2
- 14 Northfield Dr
- 2318 Mill Plain Rd
- 151 Sasapequan Rd
- 41 Butternut Ln
- 2107 N Benson Rd
- 55 Cider Mill Ln Unit Cottage
- 41 Burr Farms Rd