1680 Hillside Rd
Fairfield, CT 06824
- 5 Beds
- 5 Baths
- 6,439 sqft (on 4.45 acres)
5 Beds
5 Baths
6,439 sqft
(on 4.45 acres)
Local Information
-- mins to
Description
"Uplands" a 1914 monumental estate sets way up on Hillside on 4.5 lush green acres at the end of a private cul-de-sac in a coveted, picturesque area of Greenfield Hill with distant water views. Recently renovated & restyled with care and precision for nearly 1.5 million bringing together old world charm with new world vitality. A gracious, grand canopied entry greets you with elegant archways, 9.5 ceilings and Walnut flooring in a Herringbone pattern lthat leads to the sun-filled two sectional living room with a marble fireplace, baby grand piano and french doors opening to a blue stone/brick patio for extended indoor and outdoor entertaining. A hand painted mural is in its original glory on all four walls of the handsome dining room which depicts the original family's journey from England to the New World making for interesting dinner conversations. A cavernous, new gourmet kitchen offers kitchen harmony with its coffered ceiling, Walnut center island, Calcutta gold marble counters, farm sink, breakfast room, custom cabinetry and high end appliances. There is a modern day unique butler's pantry and repurposed icebox cabinets for storing everyday items at your fingertips. Separate but near the kitchen is a custom designed work station for working at home. A wonderful family room offers audio sound for game night. Second floor landing has a master suite and sitting area with built ins for an abundance of storage space plus four more en-suite bedrooms. SEE remarks below
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.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 1680 Hillside Rd
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Interior Details Number of Rooms: 15Types of Rooms: Laundry Room |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Windows, Doors, Floors & Walls Double Paned Windows |
Levels, Entrance, & Accessibility Floors: Concrete |
Security Security System |
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Year Built Year Built: 1914 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Exterior Home Features Exterior: Stone, WoodGardenPatioPorch |
Parking & Garage GarageParking Spaces: 4Parking: Garage Detached |
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Units in Building: 1 |
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Lot Area: 4.45 acres |
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Fitness & Sports Tennis Court |
Price History for 1680 Hillside Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 10/13/2020 | $3,150,000 | Sold | Smart MLS #170320173 |
| 08/31/2020 | $3,290,000 | Pending | Agent Provided |
| 08/07/2020 | $3,290,000 | Listed For Sale | Agent Provided |
| 10/02/2018 | $3,500,000 | ListingRemoved | Agent Provided |
| 05/02/2018 | $3,500,000 | Listed For Sale | Agent Provided |
| 11/21/2007 | $3,700,000 | Sold | Smart MLS #98330813 |
Market trends in Fairfield
Last updated May 2026
Avg. sale price
$921K
$34.17KMoM
Sale-to-List Price
102.7%
0.5%MoM
Price per sq ft
$498
$23MoM
Available listings
168
38MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $36,916 |
| Assessment | $1,300,320 |
Home facts updated by county records
Comparable Sales for 1680 Hillside Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $2,945,000 | 08/22/25 | 4 | 3.5 | 5,454 | |
0.07 | Single-Family Home | $2,500,000 | 06/30/25 | 5 | 2.5 | 5,449 | |
0.54 | Single-Family Home | $4,250,000 | 07/24/25 | 5 | 5 | 8,004 | |
0.26 | Single-Family Home | $1,700,000 | 08/29/25 | 4 | 4.5 | 4,047 | |
0.46 | Single-Family Home | $1,170,000 | 01/15/26 | 4 | 5.5 | 4,906 | |
0.69 | Single-Family Home | $3,292,000 | 12/15/25 | 6 | 7.5 | 7,062 | |
0.74 | Single-Family Home | $2,700,000 | 10/30/25 | 5 | 4.5 | 3,703 | |
0.64 | Single-Family Home | $3,000,000 | 04/16/26 | 4 | 5.5 | 3,961 | |
0.42 | Single-Family Home | $1,753,000 | 05/18/26 | 4 | 2.5 | 4,051 | |
0.30 | Single-Family Home | $1,600,000 | 05/15/26 | 3 | 2.5 | 3,760 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 1680 Hillside Rd.
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
78 % Say there's holiday spirit
76 % Say people would walk alone at night
71 % Say kids play outside
67 % 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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
Homes for sale near 1680 Hillside Rd
Off Market Homes Near 1680 Hillside Rd
1680 Hillside Rd, Fairfield, CT 06824 is a 5 bedroom, 6 bathroom, 6,439 sqft single-family home built in 1914. This property is not currently available for sale. 1680 Hillside Rd was last sold on Oct 13, 2020 for $3,150,000. The current Trulia Estimate for 1680 Hillside Rd is $4,425,800.

