1081 Hillside Road
Fairfield, CT 06824
- 5 Beds
- 5.5 Baths
- 5,176 sqft (on 3.58 acres)
5 Beds
5.5 Baths
5,176 sqft
(on 3.58 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1751
Lot Size
3.58 acres
Living Area
5,176 sqft
Price/Sqft
$579
Parking
Garage
About this House
This stunning estate in Lower Greenfield Hill exudes a warm and elegant classic-contemporary style perfect for modern living. Gorgeous 3.6-acre property with heated gunite pool, 6-car garage, and separate 1BR guest quarters which includes a full kitchen, perfect for in laws, an au pair or separate home office. The main house has a magnificent open floor plan which includes a gorgeous dining room and fireplace, perfectly set up for intimate dinner parties adjacent to the gourmet eat in kitchen with gas fireplace and vaulted ceiling. The living room leads directly into the family room which boasts a splendid 10’ x 5’ fieldstone hearth fireplace and access to the spacious outdoor patio area overlooking the pool. The patio includes a built in grill and outdoor fridge, ideal for hosting dinner parties al fresco. Spacious library/playroom with fireplace opens to the pool via French doors. Work from home in the first floor office with beautiful views of the grounds. The 2nd floor has an amazing master suite with high ceilings, luxurious master bath and two walk in closets, and 3 add'l bedrooms with 3 full baths. The 3rd floor office is bright and private with great storage space. All new exterior shingles, beautiful pea stone walkways reminiscent of English gardens, and meticulously rebuilt stone walls. The estate boasts an heirloom apple orchard and a fenced organic vegetable garden and greenhouse. Exceptional privacy and convenient to town, this property is absolutely spectacular!
1081 Hillside Road, Fairfield, CT 06824 is a 5 bedroom, 6 bathroom, 5,176 sqft single-family home built in 1751. It last sold for $2,599,000 on Jul 15, 2024 (4% above the $2,499,000 asking price). More recently, it was listed as a rental in August 2018 with an asking price of $8,000 per month. That rental listing was removed on September 21, 2018. It is currently off market. The Trulia Estimate is $2,998,000, with a rent estimate of $12,999/month.
Home Details for 1081 Hillside Road
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Interior Details Basement: Crawl Space,Full,Unfinished,Sump Pump,Storage Space,Interior Entry,ConcreteNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5176 Square Feet |
Appliances & Utilities Appliances: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Instant Hot Water, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water HeaterDishwasherDisposalDryerLaundry: Main Level,Mud RoomMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Forced Air,Radiator,Natural GasHas CoolingAir Conditioning: Attic Fan,Central Air,ZonedHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 5Has a Fireplace |
Windows, Doors, Floors & Walls Window: Storm Window(s), Thermopane WindowsDoor: Storm Door(s), French Doors |
Security Security: Security System |
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Exterior Home Features Roof: WoodPatio / Porch: Patio, PorchFencing: Wood, PartialOther Structures: Barn(s), Guest HouseExterior: Lighting, Outdoor Grill, Fruit Trees, Underground SprinklerFoundation: Stone, Concrete PerimeterHas a Private Pool |
Parking & Garage Number of Garage Spaces: 6Number of Covered Spaces: 6No CarportHas a GarageNo Attached GarageParking Spaces: 6Parking: Detached,Garage Door Opener |
Pool Pool: Gunite, Heated, In GroundPool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 5176 Square Feet |
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Year Built Year Built: 1751 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Colonial |
Building Construction Materials: Shingle Siding, CedarNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: refer to Inclusion-Exclusion Sheet available as MLS supplementParcel Number: 130261 |
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Price List Price: $2,499,000 |
Status Change & Dates Off Market Date: Wed Apr 03 2024Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: FairfieldCommunity: Greenfield Hill |
School Information Elementary School: DwightJr High / Middle School: Roger LudloweHigh School: Ffld Ludlowe |
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Building Area Building Area: 5176 Square Feet |
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Community Features: Golf, Health Club, Library, Medical Facilities, Park, Near Public Transport, Shopping/Mall |
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No HOA |
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Lot Area: 3.58 Acres |
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Energy Efficiency Features: Doors, Windows |
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BasementMls Number: 24002935Attic: Heated, Storage, Partially Finished, Walk-upAbove Grade Unfinished Area: 5176 |
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GolfHealth ClubLibraryMedical FacilitiesParkNear Public TransportShopping/Mall |
Last check for updates: about 6 hours ago
Listed by Cindy Raney, (203) 257-8320
Coldwell Banker Realty, (203) 227-8424
Bought with: Kristen Scherb, (646) 476-0091, Coldwell Banker Realty, (203) 227-8424
Source: Smart MLS, MLS#24002935

Price History for 1081 Hillside Road
| Date | Price | Event | Source |
|---|---|---|---|
| 07/15/2024 | $2,599,000 | Sold | Smart MLS #24002935 |
| 04/03/2024 | $2,499,000 | Pending | Smart MLS #24002935 |
| 03/24/2024 | $2,499,000 | Listed For Sale | Smart MLS #24002935 |
| 12/15/2020 | $2,000,000 | Sold | Smart MLS #170347573 |
| 10/19/2020 | $1,895,000 | Pending | Agent Provided |
| 10/16/2020 | $1,895,000 | Listed For Sale | Agent Provided |
| 09/21/2018 | $8,000 | ListingRemoved | Agent Provided |
| 08/17/2018 | $8,000 | Listed For Rent | Agent Provided |
| 08/04/2016 | $1,629,000 | Sold | Smart MLS #99141510 |
| 12/17/1996 | $1,500,000 | Sold | N/A |
Market trends in Fairfield
Last updated June 2026
Avg. sale price
$987K
$49KMoM
Sale-to-List Price
103.3%
0.6%MoM
Price per sq ft
$483
$16MoM
Available listings
178
10MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $24,726 |
| Assessment | $870,940 |
Home facts updated by county records
Comparable Sales for 1081 Hillside Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.13 | Single-Family Home | $2,495,000 | 07/31/26 | 4 | 4 | 4,300 | |
0.43 | Single-Family Home | $3,100,000 | 05/28/26 | 5 | 6 | 5,515 | |
0.47 | Single-Family Home | $2,945,000 | 08/22/25 | 4 | 3.5 | 5,454 | |
0.41 | Single-Family Home | $1,600,000 | 08/27/25 | 5 | 3.5 | 4,033 | |
0.54 | Single-Family Home | $3,000,000 | 04/16/26 | 4 | 5.5 | 3,961 | |
0.26 | Single-Family Home | $2,215,000 | 06/10/26 | 3 | 2.5 | 3,594 | |
0.91 | Single-Family Home | $2,995,000 | 07/02/26 | 4 | 4 | 3,847 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 1081 Hillside Road.
What Locals Say about Fairfield
At least 343 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
79 % 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
59 % Say streets are well-lit
57 % Say it's walkable to restaurants
49 % Say there are community events
48 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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