Katie O'Grady
Compass Connecticut, LLC
(475) 269-6412
168 Total Sales
14 in Greenfield Hill
$912K - $2.6M Price Range
Welcome to 66 Gate Stone Lane, a quintessential Connecticut estate in the heart of historic Greenfield Hill. A gated entrance introduces this private 3.8-acre property, ideally positioned at the end of a quiet cul-de-sac among other distinguished homes. A gracious stone path leads to a double-height foyer, setting the tone for the home's refined architectural details and thoughtfully updated interiors. The formal living room features a fireplace, custom built-ins, and French doors opening to an outdoor dining area. A wood-paneled library with parquet floors offers serene views of the garden pond, while the elegant dining room flows seamlessly into a warm and inviting family room with fireplace and direct access to the patio. The home has been extensively and thoughtfully renovated throughout, including a completely redesigned chef's kitchen featuring custom cabinetry, high-end finishes, and the addition of a striking fireplace-creating a true heart-of-the-home gathering space. New hardwood floors run throughout, complemented by updated powder rooms and a state-of-the-art water filtration system. Upstairs, the expansive primary suite has been fully reimagined, offering a luxurious bedroom retreat with built-ins and window seat, along with a spa-caliber bath finished to the highest standard. Three additional guest bedrooms and a versatile additional room with Palladian windows-ideal for office or play-complete the second level. The fully finished lower level includes a spacious recreation room and temperature-controlled wine cellar. Outdoors, the property is equally compelling, with beautifully landscaped grounds, a pond with fountain, and multiple areas for relaxation and entertaining. A newly constructed patio enhances the outdoor living experience, complemented by a free-form pool and an updated pool house/cabana with his-and-her baths, as well as a charming potting shed. Every element of this home has been meticulously updated with a designer's eye, offering a rare blend of classic New England charm and modern, turnkey living in one of Fairfield's most coveted locations.
Last Agent to Sell the Property
William Pitt Sotheby's Int'l Brokerage Phone: (203) 227-1246 License #RES.0835514 Listed on: 04/28/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Katie O'Grady
Compass Connecticut, LLC
(475) 269-6412
168 Total Sales
14 in Greenfield Hill
$912K - $2.6M Price Range
Mark Gilrain
Brown Harris Stevens
(862) 256-1028
39 Total Sales
1 in Greenfield Hill
$1,051,000 Price
Carol Cutler
Higgins Group Bedford Square
(475) 445-2129
22 Total Sales
1 in Greenfield Hill
$4,750,000 Price
Brett Lieberman
The Riverside Realty Group
(475) 889-7388
81 Total Sales
2 in Greenfield Hill
$2M - $3.5M Price Range
Jim Cullinan
Coldwell Banker Realty
(914) 690-7588
33 Total Sales
1 in Greenfield Hill
$1,104,000 Price
Amy Waugh Curry ABR CRS GRI
Berkshire Hathaway NE Prop.
(475) 269-3234
52 Total Sales
2 in Greenfield Hill
$1,600,000 Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,150,000 | -- | |
| Warranty Deed | $1,065,000 | -- | |
| Warranty Deed | $1,195,080 | -- | |
| Deed | $945,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $862,500 | No Value Available |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/23/2026 06/23/26 | Sold | $2,256,600 | +0.3% | $305 / Sq Ft | |
| 05/08/2026 05/08/26 | Pending | -- | -- | -- | |
| 04/28/2026 04/28/26 | For Sale | $2,250,000 | +23.3% | $304 / Sq Ft | |
| 10/22/2024 10/22/24 | Sold | $1,825,000 | -8.5% | $246 / Sq Ft | View Prior Sale |
| 10/16/2024 10/16/24 | Pending | -- | -- | -- | |
| 09/18/2024 09/18/24 | For Sale | $1,995,000 | +73.5% | $269 / Sq Ft | |
| 07/31/2013 07/31/13 | Sold | $1,150,000 | -7.9% | $153 / Sq Ft | View Prior Sale |
| 07/01/2013 07/01/13 | Pending | -- | -- | -- | |
| 01/09/2013 01/09/13 | For Sale | $1,249,000 | -- | $166 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,293 | $820,470 | $290,990 | $529,480 |
| 2024 | $22,891 | $820,470 | $290,990 | $529,480 |
| 2023 | $22,571 | $820,470 | $290,990 | $529,480 |
| 2022 | $22,350 | $820,470 | $290,990 | $529,480 |
| 2021 | $22,136 | $820,470 | $290,990 | $529,480 |
| 2020 | $21,825 | $814,660 | $285,320 | $529,340 |
| 2019 | $21,825 | $814,660 | $285,320 | $529,340 |
| 2018 | $21,474 | $814,660 | $285,320 | $529,340 |
| 2017 | $21,035 | $814,660 | $285,320 | $529,340 |
| 2016 | $20,733 | $814,660 | $285,320 | $529,340 |
| 2015 | $20,400 | $822,920 | $295,330 | $527,590 |
| 2014 | $20,079 | $822,920 | $295,330 | $527,590 |
B
Seller's Agent in 2026
Bill Wackermann
William Pitt
(203) 227-1246
1 in this area
1 Total Sale
Buyer's Agent in 2026
Cathy Chelstowski
Berkshire Hathaway Home Services
(203) 581-2252
2 in this area
3 Total Sales
Seller's Agent in 2024
Angela Benzan
Higgins Group Bedford Square
(203) 644-3510
2 in this area
22 Total Sales
Buyer's Agent in 2024
Karen Liss-uomoleale
Coldwell Banker Realty
(203) 505-5255
1 in this area
34 Total Sales
Seller's Agent in 2013
Alison Healy
Coldwell Banker Realty
(203) 858-1656
17 Total Sales
N
Seller Co-Listing Agent in 2013
NANCY COLLINS
Nancy Roy Collins Real Estate LLC
Source: SmartMLS
MLS Number: 24169966
APN: FAIR-000113-000000-000003-A000000
Ask me questions while you tour the home.