Alexander Simunek
Five Mile Realty
(516) 928-6025
12 Total Sales
1 in Wilton
$1,985,000 Price
Estimated Value: $1,719,000 - $1,850,000
South Wilton living at its best! Welcome to 304 Chestnut Hill Road, a 4/5 bedroom residence privately sited at the end of a quiet country lane in South Wilton. This well maintained home offers a spacious and flexible floor plan on 2.21 acres, ideal for both everyday living and entertaining. The main level features generous living areas filled with natural light, while the finished walkout lower level provides additional living space perfect for a playroom, home office, or media room. The property offers mature landscaping, a serene setting, and abundant privacy, yet is conveniently located close to schools, commuting options, shopping, and amenities. Minutes to both Wilton and Westport Town Centers and Train Stations. A rare combination of space, location, and peaceful surroundings. This house is a true gem!
Last Agent to Sell the Property
Compass Connecticut, LLC Brokerage Phone: (917) 270-5168 License #RES.0795917 Listed on: 09/07/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Alexander Simunek
Five Mile Realty
(516) 928-6025
12 Total Sales
1 in Wilton
$1,985,000 Price
Santiago Jaraba
Whitestone Real Estate Group
(888) 483-4006
331 Total Sales
1 in Wilton
$840,000 Price
Jay Contessa
William Pitt Sotheby's Int'l
(475) 250-1748
52 Total Sales
2 in Wilton
$750K - $1.7M Price Range
Heather Lindgren
Coldwell Banker Realty
(646) 859-5399
49 Total Sales
2 in Wilton
$265K - $900K Price Range
Marilyn E. Profit
Coldwell Banker Realty
(475) 471-1056
110 Total Sales
1 in Wilton
$295,000 Price
Brittany Strouse
Coldwell Banker Realty
(475) 250-1518
10 Total Sales
1 in Wilton
$1,150,000 Price
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 |
|---|---|---|---|
| $1,660,000 | -- | ||
| $850,000 | None Available | ||
| $844,000 | -- | ||
| $675,000 | -- |
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 |
|---|---|---|---|
| Closed | $578,800 | ||
| Previous Owner | $78,550 | ||
| Previous Owner | $601,450 | ||
| Closed | $50,000 | ||
| Previous Owner | $60,000 | ||
| Previous Owner | $675,000 | ||
| Previous Owner | $675,000 | ||
| Previous Owner | $499,000 | ||
| Previous Owner | $385,000 |
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 |
|---|---|---|---|---|---|
| 11/07/2025 11/07/25 | Sold | $1,660,000 | +3.8% | $399 / Sq Ft | |
| 09/30/2025 09/30/25 | Pending | -- | -- | -- | |
| 09/11/2025 09/11/25 | For Sale | $1,599,000 | +88.1% | $384 / Sq Ft | |
| 07/27/2020 07/27/20 | Sold | $850,000 | -2.9% | $166 / Sq Ft | View Prior Sale |
| 06/22/2020 06/22/20 | Pending | -- | -- | -- | |
| 04/03/2020 04/03/20 | Price Changed | $875,000 | -2.2% | $171 / Sq Ft | |
| 03/12/2020 03/12/20 | For Sale | $895,000 | -- | $175 / 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 | $23,838 | $976,570 | $306,180 | $670,390 |
| 2024 | $23,379 | $976,570 | $306,180 | $670,390 |
| 2023 | $20,099 | $686,910 | $283,990 | $402,920 |
| 2022 | $19,391 | $686,910 | $283,990 | $402,920 |
| 2021 | $19,144 | $686,910 | $283,990 | $402,920 |
| 2020 | $18,863 | $686,910 | $283,990 | $402,920 |
| 2019 | $19,604 | $686,910 | $283,990 | $402,920 |
| 2018 | $18,058 | $640,570 | $298,620 | $341,950 |
| 2017 | $17,789 | $640,570 | $298,620 | $341,950 |
| 2016 | $17,513 | $640,570 | $298,620 | $341,950 |
| 2015 | $17,186 | $640,570 | $298,620 | $341,950 |
| 2014 | $16,982 | $640,570 | $298,620 | $341,950 |
Seller's Agent in 2025
Kim Harizman
Compass Connecticut, LLC
(917) 270-5168
92 Total Sales
B
Buyer's Agent in 2025
Brian Hu
Coldwell Banker Realty
(203) 452-3700
2 Total Sales
L
Seller's Agent in 2020
Laurie Maggio
Berkshire Hathaway Home Services
K
Buyer's Agent in 2020
Kerry mcmahon
Compass Connecticut, LLC
Buyer Co-Listing Agent in 2020
Marion Filley
Compass Connecticut, LLC
(203) 515-1387
98 Total Sales
Source: SmartMLS
MLS Number: 24118749
APN: WILT-000017-000023
Ask me questions while you tour the home.