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.
Sold for $4,700,000
$4,700,000
2281 Redding Road, Fairfield, CT 06824
5beds
4,191sqft
Single Family Residence
Built in 1941
5.03 Acres Lot
$4,717,800 Zestimate®
$1,121/sqft
$8,288 Estimated rent
Home value
$4,717,800
$4.29M - $5.19M
$8,288/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$8,288/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$8,288/mo
Rent Zestimate®
Refinance and save
$31,798/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$31,798/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: February 09, 2026 at 05:52pm
Listed by:
Cindy Raney & Team,
Cindy Raney (203)257-8320,
Coldwell Banker Realty 203-227-8424
Bought with:
Kim Vartuli, RES.0785042
Keller Williams Realty
Source: Smart MLS,MLS#: 24127092
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Cedar Closet(s), Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
Bathroom
- Level: Main
Dining room
- Features: Beamed Ceilings, French Doors, Patio/Terrace, Wide Board Floor
- Level: Main
Family room
- Features: Built-in Features, Gas Log Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Beamed Ceilings, Built-in Features, Dining Area, Kitchen Island, Pantry, Wide Board Floor
- Level: Main
Living room
- Features: Wide Board Floor
- Level: Main
Heating
- Forced Air, Natural Gas, Propane
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Convection Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water Heater, Water Heater, Humidifier
- Laundry: Upper Level
Features
- Sound System, Open Floorplan, Entrance Foyer, Smart Thermostat
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Sump Pump,Storage Space,Garage Access,Partially Finished,Concrete
- Attic: Pull Down Stairs
- Number of fireplaces: 4
Interior area
- Total structure area: 4,191
- Total interior livable area: 4,191 sqft
- Finished area above ground: 3,651
- Finished area below ground: 540
Property
Parking
- Total spaces: 4
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 4
Features
- Patio & porch: Patio
- Exterior features: Lighting, Tennis Court(s), Fruit Trees, Garden, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Heated, Pool/Spa Combo, In Ground
- Fencing: Full
- Waterfront features: Beach Access, Water Community
Lot
- Size: 5.03 Acres
- Features: Wetlands, Level, Landscaped
Details
- Additional structures: Barn(s), Greenhouse, Pool House
- Parcel number: 133066
- Zoning: AAA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Stone, Wood Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1941
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Thermostat, Windows
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Golf, Health Club, Library, Paddle Tennis, Private School(s), Stables/Riding, Tennis Court(s)
Location
- Region: Fairfield
- Subdivision: Greenfield Hill
Price history
| Date | Event | Price |
|---|---|---|
| 2/9/2026 | Sold | $4,700,000-5.9%$1,121/sqft |
Source:  Smart MLS #24127092 Report a problem | ||
| 12/27/2025 | Pending sale | $4,995,000$1,192/sqft |
Source: Smart MLS #24127092 Report a problem | ||
| 9/27/2025 | Listed for sale | $4,995,000+137.9%$1,192/sqft |
Source: Smart MLS #24127092 Report a problem | ||
| 2/28/2014 | Sold | $2,100,000-12.3%$501/sqft |
Source: Smart MLS #98535917 Report a problem | ||
| 4/19/2012 | Listed for sale | $2,395,000$571/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98535917 Report a problem | ||
| 11/5/2011 | Listing removed | $2,395,000$571/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98492525 Report a problem | ||
| 3/12/2011 | Price change | $2,395,000-18.8%$571/sqft |
Source: Nicholas H. Fingelly Real Estate, Inc. #98492525 Report a problem | ||
| 7/27/2010 | Listed for sale | $2,950,000$704/sqft |
Source: Nicholas H. Fingelly Real Estate #98471011 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $35,970 +2.6% | $1,267,000 +0.8% |
| 2024 | $35,052 +1.4% | $1,256,360 |
| 2023 | $34,562 +1% | $1,256,360 |
| 2022 | $34,223 +1% | $1,256,360 |
| 2021 | $33,897 -0.6% | $1,256,360 -1.3% |
| 2020 | $34,114 +2.1% | $1,273,370 +2.1% |
| 2019 | $33,416 +1.6% | $1,247,330 |
| 2018 | $32,880 +2.1% | $1,247,330 |
| 2017 | $32,206 +37.4% | $1,247,330 +31.9% |
| 2015 | $23,437 +1.6% | $945,420 |
| 2014 | $23,068 +2% | $945,420 |
| 2013 | $22,624 +6.5% | $945,420 |
| 2011 | $21,244 -4.8% | $945,420 -18.3% |
| 2010 | $22,311 +2% | $1,157,800 |
| 2009 | $21,882 +1.7% | $1,157,800 |
| 2008 | $21,512 +6.7% | $1,157,800 |
| 2007 | $20,157 +4.4% | $1,157,800 |
| 2006 | $19,301 -21.7% | $1,157,800 +16.5% |
| 2005 | $24,644 +6% | $993,720 |
| 2004 | $23,253 +8.8% | $993,720 |
| 2003 | $21,365 +42.5% | $993,720 +93.6% |
| 2001 | $14,991 +85.3% | $513,380 |
| 2000 | $8,091 -40.7% | $513,380 +0.4% |
| 1999 | $13,655 | $511,420 |
Find assessor info on the county website
Neighborhood: 06824
Nearby schools
GreatSchools rating
- 8/10Burr Elementary SchoolGrades: K-5Distance: 1.3 mi
- 7/10Tomlinson Middle SchoolGrades: 6-8Distance: 4.2 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 3.9 mi
Schools provided by the listing agent
- Elementary: Burr
- Middle: Tomlinson
- High: Fairfield Warde
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$4,717,800
2% more
+$94,356
With Zillow Showcase(estimated)
$4,812,156
- Connecticut
- Fairfield County
- Fairfield
- 06824
- 2281 Redding Road