2787 Redding Road
Fairfield, CT 06824
4 Beds
4.5 Baths
4,060 sqft (on 2.06 acres)
$2,000,000
Last Sold: Aug 18, 2025
5% below list $2.1M
$493/sqft
Est. Refi. Payment $12,869/mo*
$2,000,000
Last Sold: Aug 18, 2025
5% below list $2.1M
$493/sqft
Est. Refi. Payment $12,869/mo*
4 Beds
4.5 Baths
4,060 sqft
(on 2.06 acres)
Local Information
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Description
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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 18, 2025
Home Highlights
Parking
4 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$493/sqft
Listed
180+ days ago
Home Details for 2787 Redding Road
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Interior Details Basement: Full,Unfinished,Storage SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4060 Square Feet |
Appliances & Utilities Appliances: Gas Range, Oven, Microwave, Freezer, Dishwasher, Disposal, Water HeaterDishwasherDisposalLaundry: Main LevelMicrowave |
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 4Has a Fireplace |
Security Security: Security System |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached,Detached,Garage Door Opener |
Frontage Waterfront: Beach Access, Water CommunityNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 4060 Square Feet |
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Year Built Year Built: 1989 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 133069 |
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Price List Price: $2,100,000Price Per Sqft: $493/sqft |
Status Change & Dates Off Market Date: Mon Aug 11 2025Possession Timing: Neg. |
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MLS Status: Closed |
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Direction & Address City: FairfieldCommunity: Greenfield Hill |
School Information Elementary School: BurrJr High / Middle School: TomlinsonHigh School: Fairfield Warde |
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Building Area Building Area: 4060 Square Feet |
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Community Features: Golf, Tennis Court(s) |
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No HOA |
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Lot Area: 2.06 Acres |
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BasementMls Number: 24103411Attic: Pull Down StairsAbove Grade Unfinished Area: 4060 |
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GolfTennis Court(s) |
Last check for updates: about 14 hours ago
Listed by Kathy FitzSimons, (203) 520-8056
William Pitt Sotheby's Int'l, (203) 255-9900
Bought with: Zef Vataj, (914) 960-1061, Houlihan Lawrence, (914) 273-9505
Source: Smart MLS, MLS#24103411
Price History for 2787 Redding Road
| Date | Price | Event | Source |
|---|---|---|---|
| 08/18/2025 | $2,000,000 | Sold | Smart MLS #24103411 |
| 08/12/2025 | $2,100,000 | Pending | Smart MLS #24103411 |
| 06/18/2025 | $2,100,000 | Listed For Sale | Smart MLS #24103411 |
| 10/17/2023 | $1,805,000 | Sold | Smart MLS #170593559 |
| 10/04/2023 | $1,499,000 | PendingToActive | William Raveis Real Estate, Mortgage & Insurance #170593559 |
| 10/03/2023 | $1,499,000 | Pending | William Raveis Real Estate, Mortgage & Insurance #170593559 |
| 09/29/2023 | $1,499,000 | Listed For Sale | Smart MLS #170593559 |
| 09/05/2019 | $3,990 | ListingRemoved | Agent Provided |
| 08/19/2019 | $3,990 | PriceChange | Agent Provided |
| 08/13/2019 | $999,000 | ListingRemoved | Agent Provided |
| 07/15/2019 | $999,000 | Listed For Sale | Agent Provided |
| 04/14/2015 | $9,500 | ListingRemoved | Agent Provided |
| 03/02/2015 | $9,500 | PriceChange | Agent Provided |
| 10/21/2014 | $5,995 | Listed For Rent | Agent Provided |
| 07/31/2014 | $5,995 | ListingRemoved | Agent Provided |
| 07/23/2014 | $5,995 | Listed For Rent | Agent Provided |
| 11/08/2010 | $1,100,000 | Sold | Smart MLS #98473606 |
| 03/12/2010 | $1,399,000 | ListingRemoved | Agent Provided |
| 03/10/2010 | $1,399,000 | PriceChange | Agent Provided |
| 03/08/2010 | $1,449,000 | PriceChange | Agent Provided |
| 02/25/2010 | $1,699,500 | Listed For Sale | Agent Provided |
| 01/04/1988 | $390,000 | Sold | N/A |
| 06/26/1987 | $305,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,323 |
| Assessment | $680,610 |
Home facts updated by county records
Comparable Sales for 2787 Redding Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $2,225,000 | 03/17/26 | 4 | 3.5 | 4,255 | |
0.27 | Single-Family Home | $2,402,000 | 06/30/25 | 6 | 5.5 | 7,000 | |
0.57 | Single-Family Home | $2,500,000 | 04/24/26 | 4 | 2.5 | 5,015 | |
0.73 | Single-Family Home | $1,875,000 | 08/22/25 | 4 | 4.5 | 5,737 | |
0.74 | Single-Family Home | $2,100,000 | 08/29/25 | 4 | 4 | 5,532 | |
0.62 | Single-Family Home | $998,000 | 07/21/25 | 4 | 2.5 | 4,406 | |
0.40 | Single-Family Home | $4,700,000 | 02/09/26 | 5 | 4.5 | 4,191 | |
0.28 | Single-Family Home | $2,337,000 | 10/10/25 | 6 | 8 | 7,843 |
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Assigned Schools
These are the assigned schools for 2787 Redding Road.
- Fairfield Warde High School
- 9-12
- Public
- 1418 Students
9/10GreatSchools RatingParent Rating AverageGreat school my five boys all graduated went on to college there doing great nowParent Review4y ago - Tomlinson Middle School
- 6-8
- Public
- 621 Students
8/10GreatSchools RatingParent Rating AverageAfter very bad experiences with another middle school outside of Fairfield, Tomlinson school was like heaven for us. My son entered the 8th grade and we were apprehensive about his reception and adaptation, but the staff and most of the students were very receptive and welcoming. We had an excellent conversation, introduction and guidance from the Guidance Counselor, we felt welcomed and included in the community. We finally felt safe sending our son to school and that is priceless! He made great friends too. As for school contents, subjects, teachers and staff, I think they did their job very well. TMS has good extra activities, groups, projects, with great development and academic support. The musical part of the school is extremely competent, both orchestra and choir and especially the band. They rock ! Well, I only have praise for this school, which is not perfect as all are not, but in our case it was perfect for our son, both academically, physically and mentally. It was a pleasure having our son attend this school.Parent Review2y ago - Burr Elementary School
- K-5
- Public
- 352 Students
8/10GreatSchools RatingParent Rating AverageExcellent very happy at Burr elementary schoolParent Review5y ago 
Check out schools near 2787 Redding Road.
What Locals Say about Fairfield
At least 342 Trulia users voted on each feature.
91 % Say it's dog friendly
87 % Say car is needed
85 % Say parking is easy
82 % Say yards are well-kept
78 % Say there's holiday spirit
76 % Say people would walk alone at night
71 % Say kids play outside
66 % Say they plan to stay for at least 5 years
66 % Say it's quiet
64 % Say there's wildlife
61 % Say neighbors are friendly
61 % Say there are sidewalks
58 % Say streets are well-lit
56 % Say it's walkable to restaurants
49 % Say there are community events
47 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 2787 Redding Road
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Homes for rent near 2787 Redding Road
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2787 Redding Road, Fairfield, CT 06824 is a 4 bedroom, 5 bathroom, 4,060 sqft single-family home built in 1989. This property is not currently available for sale. 2787 Redding Road was last sold on Aug 18, 2025 for $2,000,000 (5% lower than the asking price of $2,100,000). The current Trulia Estimate for 2787 Redding Road is $2,091,700.