169 Milton Rd

7,297 Sq. Ft.
$950 / Sq. Ft.
7,297
Sq. Ft.
$950
per Sq. Ft.

Description

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...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.

Listing Agent

  1. Kim Arenas

    Kim Arenas

    Listing Agent

    Compass

    kim.arenas@compass.com

    P: (914)-262-6329

Property Details for 169 Milton Road

City/Township
Rye City
Architectural Style
Victorian
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 05/19/2025 01:27 PM

Property Details for 169 Milton Road

StatusClosed
MLS #821114
Days on Market5
Taxes$84,099 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1884
Lot Size1.00 AC / 43,560 SF
CountyWestchester County
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Building Information for 169 Milton Road

Stories-Year Built1884Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

$40,779 per month

30 year fixed, 6.15% Interest

Principal and Interest

$33,771

Property Taxes

$7,008

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 169 Milton Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • State Or Province: NY
School Information
  • School District: Rye City
  • Elementary School: Midland
  • Middle Or Junior School: Rye Middle School
  • High School District: Rye City
  • High School: Rye High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1400-146-015-00001-000-0009
  • Tax Assessed Value: $70,300.00
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Eat in Kitchen, Formal Dining, In-Law Floorplan, Public, Victorian
  • Interior Features: Eat-in Kitchen, Formal Dining, In-Law Floorplan
  • Appliances: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer, Wine Refrigerator
  • Total Rooms: 14
  • Basement: Partial
  • Attic Description: Partial
  • Fireplace: Yes
  • Fireplaces Total: 5
  • Location Amenities: Eat in Kitchen, Formal Dining Room
  • Spa: Yes
  • Living Area: 7,297.00
  • Basement: Yes
Exterior Features
  • Elevation Certificate: No
  • Pool Private: Yes
Lot Information
  • Building Area Units: Square Feet
Parking
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Hot Water, Hydro Air
  • Heat Fuel Type: Hot Water, Hydro Air
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer, Wine Refrigerator, Hot Water, Hydro Air
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 169 Milton Road

DateEvent & SourcePriceAppreciation
Nov 5, 2025

Sold (Public Record)

Public Record #1919797733

$6,995,000

+2.1% / yr

May 19, 2025

Sold (Public Record)

Public Record #1558402319

$6,929,000

+3.4% / yr

May 19, 2025

Sold

ONEKEY #821114

$6,929,000
Apr 14, 2025

Pending

ONEKEY #821114

Apr 9, 2025

Listed (Active)

ONEKEY #821114

$6,999,000
Aug 4, 2014

Sold (Public Record)

Public Record #432648586

$4,840,000
Aug 4, 2014

Sold (Public Record)

Public Record #432648586

$4,840,000
Aug 4, 2014

Sold

ONEKEY #H4401915

$4,840,000
Aug 4, 2014

Sold

HGMLS #4401915

$4,840,000
May 15, 2014

Pending

ONEKEY #H4401915

May 15, 2014

Contract

HGMLS #4401915

Apr 3, 2014

Listed (Active)

ONEKEY #H4401915

$5,295,000
Apr 3, 2014

Listed (Active)

HGMLS #4401915

$5,295,000
Aug 1, 2000

Sold

HGMLS #2006878

$2,750,000
May 15, 2000

Contract

HGMLS #2006878

May 4, 2000

Listed (Active)

HGMLS #2006878

$2,850,000
DateEvent & SourcePrice
11/05/2025

Sold (Public Record)

Public Record #1919797733

$6,995,000

+2.1% / yr

05/19/2025

Sold (Public Record)

Public Record #1558402319

$6,929,000

+3.4% / yr

05/19/2025

Sold

ONEKEY #821114

$6,929,000
04/14/2025

Pending

ONEKEY #821114

04/09/2025

Listed (Active)

ONEKEY #821114

$6,999,000
08/04/2014

Sold (Public Record)

Public Record #432648586

$4,840,000
08/04/2014

Sold (Public Record)

Public Record #432648586

$4,840,000
08/04/2014

Sold

ONEKEY #H4401915

$4,840,000
08/04/2014

Sold

HGMLS #4401915

$4,840,000
05/15/2014

Pending

ONEKEY #H4401915

05/15/2014

Contract

HGMLS #4401915

04/03/2014

Listed (Active)

ONEKEY #H4401915

$5,295,000
04/03/2014

Listed (Active)

HGMLS #4401915

$5,295,000
08/01/2000

Sold

HGMLS #2006878

$2,750,000
05/15/2000

Contract

HGMLS #2006878

05/04/2000

Listed (Active)

HGMLS #2006878

$2,850,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 169 Milton Road

Taxable ValueLand$9,450Additions$60,850Total$70,300
Tax Record2020$76,082 ($6,340 / month)
Home Facts
Beds7Baths4Total Finished SqFt5,813 SqFtAbove Grade Finished SqFt5,813 SqFtStories3Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1884ZoningR1CountyWESTCHESTERAPN551400 146-15-1-9Fireplace TypeHas Fireplace

Schools near 169 Milton Road

This home is within Rye City School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Midland School
PublicK to 5

Rye Middle School
Public6 to 8

Rye High School
Public9 to 12

Osborn School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 05/19/2025 01:27 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.