Kevin O'Brien
O'Brien Premier Properties
(475) 250-1696
35 Total Sales
3 in Weston
$325K - $1.8M Price Range
Estimated Value: $1,639,000 - $2,790,000
Welcome to 38 Davis Hill Road, Weston - a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios. Designed for both relaxation and entertaining, the grounds feature a heated Gunite pool with attached spa, a pool house, and exceptional outdoor living spaces. Inside, enjoy more than 4,500 sq. ft. of elegantly furnished living space, including 6 bedrooms and 5 bathrooms. A chef's kitchen anchors the bright, flexible floor plan, while spacious living areas offer comfort and versatility. A secure vegetable garden provides abundant seasonal produce, enhancing the home's appeal for those who value fresh living. Located less than 10 minutes from downtown Westport, this residence combines privacy and convenience. Available furnished for short- or long-term rental-just bring your suitcases and move right in. Inquire with listing agent regarding short-term renatl pricing.
Last Agent to Rent the Property
Coldwell Banker Realty Brokerage Phone: (917) 837-9328 License #RES.0798108 Listed on: 08/27/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Kevin O'Brien
O'Brien Premier Properties
(475) 250-1696
35 Total Sales
3 in Weston
$325K - $1.8M Price Range
Juliana Serrao
William Raveis Real Estate
(877) 929-5118
7 Total Sales
1 in Weston
$2,427,000 Price
Amy Jo Fitzgerald
Yellowbrick Real Estate LLC
(475) 267-4383
128 Total Sales
2 in Weston
$720K - $760K Price Range
Arian Hoxha
Serhant Connecticut, LLC
(475) 263-3437
68 Total Sales
1 in Weston
$886,000 Price
Heather Lindgren
Coldwell Banker Realty
(646) 859-5399
51 Total Sales
2 in Weston
$618K - $700K Price Range
Brittany Strouse
Coldwell Banker Realty
(475) 250-1518
10 Total Sales
2 in Weston
$700K - $1.5M 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 | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,380,000 | None Available | ||
| Grodin Michael | $650,000 | None Available | |
| Austin Jane | $1,140,000 | -- | |
| Strauss Denise | $990,000 | -- | |
| Fern Sheri | $914,000 | -- | |
| Masarek Alan | $725,000 | -- | |
| Martin Tim | $250,000 | -- |
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 | Borrower | Loan Amount |
|---|---|---|---|
| Open | $980,000 | ||
| Previous Owner | Strauss Denise S | $56,900 | |
| Previous Owner | Masarek Alan | $575,000 |
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 | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/10/2025 11/10/25 | Rented | $11,500 | -3.4% | -- | |
| 10/01/2025 10/01/25 | Under Contract | -- | -- | -- | |
| 09/17/2025 09/17/25 | Price Changed | $11,900 | -7.8% | $2 / Sq Ft | |
| 09/02/2025 09/02/25 | Price Changed | $12,900 | -7.2% | $3 / Sq Ft | |
| 08/27/2025 08/27/25 | For Rent | $13,900 | 0.0% | -- | |
| 10/12/2021 10/12/21 | Sold | $1,380,000 | +2.3% | $282 / Sq Ft | View Prior Sale |
| 09/08/2021 09/08/21 | Pending | -- | -- | -- | |
| 08/26/2021 08/26/21 | For Sale | $1,349,000 | +18.3% | $276 / Sq Ft | |
| 03/15/2017 03/15/17 | Sold | $1,140,000 | -12.2% | $213 / Sq Ft | View Prior Sale |
| 02/24/2017 02/24/17 | Pending | -- | -- | -- | |
| 09/26/2016 09/26/16 | For Sale | $1,299,000 | -- | $243 / 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 | $26,970 | $1,128,470 | $242,340 | $886,130 |
| 2024 | $26,485 | $1,128,470 | $242,340 | $886,130 |
| 2023 | $25,964 | $785,370 | $242,340 | $543,030 |
| 2022 | $25,894 | $785,370 | $242,340 | $543,030 |
| 2021 | $25,854 | $785,370 | $242,340 | $543,030 |
| 2020 | $25,422 | $785,370 | $242,340 | $543,030 |
| 2019 | $25,422 | $785,370 | $242,340 | $543,030 |
| 2018 | $22,827 | $776,700 | $242,400 | $534,300 |
| 2017 | $22,454 | $776,700 | $242,400 | $534,300 |
| 2016 | $22,183 | $776,700 | $242,400 | $534,300 |
| 2015 | $22,268 | $776,700 | $242,400 | $534,300 |
| 2014 | $21,934 | $776,700 | $242,400 | $534,300 |
Landlord's Agent in 2025
Benjamin Howell
Coldwell Banker Realty
(917) 837-9328
85 Total Sales
Tenant's Agent in 2025
William Martin
Douglas Elliman of Connecticut
(917) 612-5372
22 Total Sales
KS
Seller's Agent in 2021
Kristin Spandow
William Raveis Real Estate
JZ
Buyer's Agent in 2021
Jessie Zeng
Redfin Corporation
Seller's Agent in 2017
Susan Lieberman
The Riverside Realty Group
(203) 858-9411
64 Total Sales
Source: SmartMLS
MLS Number: 24122336
APN: WSTN-000019-000003-000078
Ask me questions while you tour the home.