169 Milton Road
Rye, NY 10580
- 7 beds
- 7 baths
- 7,297 sqft
- ~1 acre lot
- $959 per sqft
- 1884 build
- – on site
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 checked:
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Last updated Apr 11, 2025
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MLS# 821114 —
The Building
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Year Built:1884
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Basement:true
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Architectural Style:Victorian
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Building Area Units:Square Feet
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Building Area Total:7297
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Building Area Source:Appraiser
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Attic:Partial
Interior
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Living Area:7297
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Total Rooms:14
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Interior Features:Eat-in Kitchen, Formal Dining, High Ceilings, In-Law Floorplan
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Fireplaces Total:5
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Fireplace:true
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Living Area Source:Appraiser
Financial & Terms
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Lease Considered:false
The Property
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Lot Size Acres:1
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Parcel Number:1400-146-015-00001-000-0009
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:43,560 Sqft
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Property Attached:false
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Waterfront:false
Listing Agent
- Contact info:
- Agent phone:
- (914) 262-6329
- Office phone:
- (914) 353-5570
Taxes
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Tax Year:2024
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Tax Source:Municipality
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Tax Annual Amount:84099
Beds
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Total Bedrooms:7
Baths
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Full Baths:6
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Half Baths:1
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Total Baths:7
The Listing
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Special Listing Conditions:None
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Virtual Tour URL Unbranded:
Heating & Cooling
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Heating:Hot Water, Hydro Air
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Cooling:Central Air
Utilities
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Sewer:Public Sewer
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Utilities:Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
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Water Source:Public
Appliances
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Appliances:Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer, Wine Refrigerator
Schools
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High School:Rye High School
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Elementary School:Midland
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High School District:Rye City
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Middle School:Rye Middle School
The Community
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Association:false
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Senior Community:false
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Pool Private:true
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Spa:true
Parking
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Garage:true
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Garage Spaces:2
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Carport:false
Monthly cost estimate

Asking price
$6,999,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$37,477
|
Taxes | $7,008 |
Insurance | $1,924 |
Utilities | $766 See report |
Total | $47,175/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
4/8/25
Apr 8, 2025
|
Listed / Active | ONEKEY | $6,999,000 | |
4/4/25
Apr 4, 2025
|
Coming Soon | ONEKEY | $6,999,000 | 44.6% (4.2% / YR) |
8/4/14
Aug 4, 2014
|
ONEKEY | $4,840,000 |