Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room and formal dining room each feature their own fireplace and are enhanced by exquisite custom millwork, creating a warm and inviting ambiance ideal for entertaining. A Chef's kitchen outfitted with stainless appliances, quartz countertops, custom cabinets and a vaulted ceiling seamlessly adjoins the generous family room with yet another fireplace, perfect for relaxed gatherings. The private primary suite is a serene retreat boasting dual baths, its own fireplace and walls of closet space. A second en-suite bedroom provides opportunity for an office, sitting room or gym. In addition, a separate wing offers two more spacious bedrooms ideal for extended family, guests, or flexible use. Step outside to an expansive covered veranda overlooking sweeping, manicured grounds - an ideal setting for outdoor living and entertaining. And, so many uses for a guest cottage with its own entrance.. This home has it all: 10'+ ceilings, 4 fireplaces, his and her baths, tons of closets, hardwood floors throughout, an enormous basement, and 4 garage bays. Not to be missed - move in and enjoy!
Sold for $2,000,000
$2,000,000
2787 Redding Road, Fairfield, CT 06824
4beds
4,060sqft
Single Family Residence
Built in 1989
2.06 Acres Lot
$2,047,500 Zestimate®
$493/sqft
$7,173 Estimated rent
Home value
$2,047,500
$1.84M - $2.27M
$7,173/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: August 18, 2025 at 08:40am
Listed by:
Kathy FitzSimons 203-520-8056,
William Pitt Sotheby's Int'l 203-255-9900
Bought with:
Zef Vataj, RES.0803303
Houlihan Lawrence
Source: Smart MLS,MLS#: 24103411
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bay/Bow Window, Dressing Room, Fireplace, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: High Ceilings, Full Bath
- Level: Main
Bedroom
- Features: High Ceilings, Hardwood Floor
- Level: Main
Bedroom
- Features: High Ceilings, Hardwood Floor
- Level: Main
Primary bathroom
- Features: Double-Sink, Dressing Room, Stall Shower, Whirlpool Tub, Walk-In Closet(s), Marble Floor
- Level: Main
Primary bathroom
- Features: Dressing Room, Full Bath, Stall Shower, Walk-In Closet(s), Marble Floor
- Level: Main
Bathroom
- Features: High Ceilings, Marble Floor
- Level: Main
Dining room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Family room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: High Ceilings, Vaulted Ceiling(s), Built-in Features, Quartz Counters, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Oven, Microwave, Freezer, Dishwasher, Disposal, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Entrance Foyer
- Basement: Full,Unfinished,Storage Space
- Attic: Pull Down Stairs
- Number of fireplaces: 4
Interior area
- Total structure area: 4,060
- Total interior livable area: 4,060 sqft
- Finished area above ground: 4,060
Property
Parking
- Total spaces: 4
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 4
Features
- Waterfront features: Beach Access, Water Community
Lot
- Size: 2.06 Acres
- Features: Wetlands, Wooded
Details
- Parcel number: 133069
- Zoning: AAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Golf, Tennis Court(s)
Location
- Region: Fairfield
- Subdivision: Greenfield Hill
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2025 | Sold | $2,000,000-4.8%$493/sqft |
Source:  Smart MLS #24103411 Report a problem | ||
| 8/12/2025 | Pending sale | $2,100,000$517/sqft |
Source: Smart MLS #24103411 Report a problem | ||
| 6/18/2025 | Listed for sale | $2,100,000+16.3%$517/sqft |
Source: Smart MLS #24103411 Report a problem | ||
| 10/17/2023 | Sold | $1,805,000+20.4%$445/sqft |
Source: Smart MLS #170593559 Report a problem | ||
| 10/4/2023 | Listed for sale | $1,499,000$369/sqft |
Source:  William Raveis Real Estate, Mortgage & Insurance #170593559 Report a problem | ||
| 10/3/2023 | Pending sale | $1,499,000$369/sqft |
Source: William Raveis Real Estate, Mortgage & Insurance #170593559 Report a problem | ||
| 9/29/2023 | Listed for sale | $1,499,000+50.1%$369/sqft |
Source: Smart MLS #170593559 Report a problem | ||
| 9/5/2019 | Listing removed | $3,990$1/sqft |
Source: Westport Office #170215235 Report a problem | ||
| 8/19/2019 | Price change | $3,990-58%$1/sqft |
Source: Halstead Real Estate #170215235 Report a problem | ||
| 8/13/2019 | Listing removed | $999,000$246/sqft |
Source: Halstead Real Estate #170216342 Report a problem | ||
| 7/15/2019 | Listed for sale | $999,000-9.2%$246/sqft |
Source: Halstead Real Estate #170216342 Report a problem | ||
| 4/14/2015 | Listing removed | $9,500$2/sqft |
Source: Westport Office #99094334 Report a problem | ||
| 3/2/2015 | Price change | $9,500+58.5%$2/sqft |
Source: Westport Office #99094334 Report a problem | ||
| 10/21/2014 | Listed for rent | $5,995$1/sqft |
Source: Halstead Property #99083857 Report a problem | ||
| 7/31/2014 | Listing removed | $5,995$1/sqft |
Source: Westport Office #99073938 Report a problem | ||
| 7/23/2014 | Listed for rent | $5,995$1/sqft |
Source: Halstead Property #99073938 Report a problem | ||
| 11/8/2010 | Sold | $1,100,000-21.4%$271/sqft |
Source: Smart MLS #98473606 Report a problem | ||
| 3/12/2010 | Listing removed | $1,399,000$345/sqft |
Source: William Pitt Sotheby's International Realty #98441071 Report a problem | ||
| 3/10/2010 | Price change | $1,399,000-3.5%$345/sqft |
Source: William Pitt Sotheby's International Realty #98441071 Report a problem | ||
| 3/8/2010 | Price change | $1,449,000-14.7%$357/sqft |
Source: William Pitt Sotheby's International Realty #98441071 Report a problem | ||
| 2/25/2010 | Listed for sale | $1,699,500+335.8%$419/sqft |
Source: William Pitt Sotheby's International Realty #98441071 Report a problem | ||
| 1/4/1988 | Sold | $390,000+27.9%$96/sqft |
Source: Public Record Report a problem | ||
| 6/26/1987 | Sold | $305,000$75/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $19,323 +1.8% | $680,610 |
| 2024 | $18,989 +1.4% | $680,610 |
| 2023 | $18,724 +1% | $680,610 |
| 2022 | $18,540 +1% | $680,610 |
| 2021 | $18,363 +9% | $680,610 +8.2% |
| 2020 | $16,848 | $628,880 |
| 2019 | $16,848 +1.6% | $628,880 |
| 2018 | $16,577 +2.1% | $628,880 |
| 2017 | $16,238 -6.1% | $628,880 -9.8% |
| 2015 | $17,287 +6.3% | $697,340 +4.7% |
| 2014 | $16,255 +2% | $666,190 |
| 2013 | $15,942 +6.5% | $666,190 |
| 2011 | $14,969 -7.3% | $666,190 -20.5% |
| 2010 | $16,141 +2% | $837,620 |
| 2009 | $15,831 +1.7% | $837,620 |
| 2008 | $15,563 +6.7% | $837,620 |
| 2007 | $14,583 +4.4% | $837,620 |
| 2006 | $13,963 -6.1% | $837,620 +39.6% |
| 2005 | $14,876 +6% | $599,830 |
| 2004 | $14,036 +8.8% | $599,830 |
| 2003 | $12,896 +5% | $599,830 +42.6% |
| 2001 | $12,286 +85.3% | $420,770 |
| 2000 | $6,631 -41% | $420,770 |
| 1999 | $11,235 | $420,770 |
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: 4.6 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 4.1 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.
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- Connecticut
- Fairfield County
- Fairfield
- 06824
- 2787 Redding Road