Seller's Agent in 2025
Kimberly Arenas
Compass Greater NY, LLC
(914) 262-6329
90 in this area
135 Total Sales
Welcome to 169 Milton Road, a once-in-a-lifetime opportunity to own one of Rye’s most iconic properties once known as the sea captain's house. This home offers an unparalleled lifestyle in a sought after, walk-to-all location. The elegant 7-bedroom home is set on a sprawling one-acre lot, offering both historical charm and modern sophistication. The property underwent a significant transformation in 2016 to create outdoor living space designed by renowned Sean Jancski Landscape Architects. The outdoor resort space features a stunning 20x44 swimming pool, a luxurious hot tub, and a meticulously designed entertainment area with two handsome fireplaces, a built-in BBQ, bar, and pergola. Enjoy the tranquil sound of fountains amid lush new plantings, all enhanced by state-of-the-art outdoor lighting and sound systems. In 2021, the original four-car garage was reimagined into a versatile two-car garage with an adjoining pool house. This sanctuary includes a lounge area with a built-in bar and fireplace, a full bath, and flexible space for fitness pursuits—perfect for retreating and relaxing in a resort-like setting and great for guest. Inside, the home exudes elegance with its high ceilings, built-in cabinetry, and beautifully scaled rooms, ideal for both grand entertaining and intimate gatherings. The sophisticated dining area features a charming fireplace, complemented by a butler's pantry for seamless hosting. The kitchen boasts modern upgrades while maintaining its classic appeal. Additional enhancements include new flooring throughout, updated bathrooms, and essential infrastructure upgrades such as new A/C units, a new boiler, and a new roof. The exterior has been refreshed with new paint, shutters, and shingles, ensuring this home is as striking outside as it is within.
This residence offers a harmonious blend of retreat and convenience, situated in the heart of Rye less than minutes to the vibrant, quaint town of Rye, schools and beach. Walk to all schools, nursery schools, town, train and beach.
Last Agent to Sell the Property
Compass Greater NY, LLC Brokerage Phone: 914-353-5570 License #40AR1147578 Listed on: 04/09/2025
Last Buyer's Agent
Non Non Member-MLS
Non-Member MLS
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $6,995,000 | Judicial Title | |
| Bargain Sale Deed | $6,929,000 | Stewart Title | |
| Interfamily Deed Transfer | -- | Future Title Agency Inc | |
| Bargain Sale Deed | $4,840,000 | Future Title Co Inc |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $6,295,500 | New Conventional | |
| Previous Owner | $3,100,000 | Adjustable Rate Mortgage/ARM |
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/19/2025 05/19/25 | Sold | $6,929,000 | -1.0% | $950 / Sq Ft | |
| 04/14/2025 04/14/25 | Pending | -- | -- | -- | |
| 04/09/2025 04/09/25 | For Sale | $6,999,000 | +44.6% | $959 / Sq Ft | |
| 08/04/2014 08/04/14 | Sold | $4,840,000 | -8.6% | $760 / Sq Ft | View Prior Sale |
| 05/15/2014 05/15/14 | Pending | -- | -- | -- | |
| 04/03/2014 04/03/14 | For Sale | $5,295,000 | -- | $831 / Sq Ft |
| 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 |
|---|---|---|---|---|
| 2024 | $85,205 | $70,300 | $9,450 | $60,850 |
| 2023 | $79,753 | $70,300 | $9,450 | $60,850 |
| 2022 | $77,251 | $70,300 | $9,450 | $60,850 |
| 2021 | $77,022 | $70,300 | $9,450 | $60,850 |
| 2020 | $76,082 | $70,300 | $9,450 | $60,850 |
| 2019 | $30,918 | $70,300 | $9,450 | $60,850 |
| 2018 | $56,262 | $70,300 | $9,450 | $60,850 |
| 2017 | $18,012 | $70,300 | $9,450 | $60,850 |
| 2016 | $27,331 | $70,300 | $9,450 | $60,850 |
| 2015 | -- | $66,800 | $9,450 | $57,350 |
| 2014 | -- | $66,800 | $9,450 | $57,350 |
| 2013 | -- | $66,800 | $9,450 | $57,350 |
Seller's Agent in 2025
Kimberly Arenas
Compass Greater NY, LLC
(914) 262-6329
90 in this area
135 Total Sales
N
Buyer's Agent in 2025
Non Non Member-MLS
Non-Member MLS
Seller's Agent in 2014
Laura DeVita
Julia B Fee Sothebys Int. Rlty
(914) 473-1439
47 in this area
63 Total Sales
Buyer's Agent in 2014
Loretta Rapisardi
Julia B Fee Sothebys Int. Rlty
(914) 522-5347
8 in this area
11 Total Sales
Source: OneKey® MLS
MLS Number: 821114
APN: 1400-146-015-00001-000-0009