Woodland Drive

Port Chester | New York

The Pinnacle of

Estate Luxury

View Photos Watch Film 360° VTour Open House

Marcia Rogull

Presented At

$5,000,000

Bedrooms

Bathrooms

Living

6,832

SQFT

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 1

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 2

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 3

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 4

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 5

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 6

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 7

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 8

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 9

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 10

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 11

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 12

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 13

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 14

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 15

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 16

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 17

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 18

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 19

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 20

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 21

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 22

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 23

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 24

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 25

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 26

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 27

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 28

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 29

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 30

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. - Photo 31

Woodland Drive

Port Chester | New York

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States. , Port Chester , New York

20 Woodland Drive

Nestled on 1.5 acres of beautifully landscaped, level grounds in the prestigious Hillandale estate area of Rye Brook, this exceptional newer Colonial exemplifies timeless elegance and modern sophistication. Custom built with the finest craftsmanship, the residence offers 6 bedrooms and 5.1 baths, designed to accommodate today's lifestyle with effortless grace. A grand and light-filled interior showcases exquisite architectural details, including custom millwork, refined cabinetry, marble and hardwood flooring, and soaring ceilings. At the heart of the home, a Christopher Peacock kitchen with marble counters, an expansive center island, walk-in pantry, and top-of-the-line appliances creates an unparalleled culinary setting. The stunning primary suite serves as a serene private retreat, complemented by generously scaled secondary bedrooms and thoughtfully designed guest quarters. There are many beautifully appointed rooms for entertaining and a home office to complete this exceptional home. Equally impressive, the exterior enhances the sense of arrival and refined living. A long, meandering driveway leads to a heated courtyard and welcoming front porch, while a three-season room and expansive wraparound deck seamlessly connect the home to its scenic surroundings. The property's setting provides exceptional privacy and tranquility, offering a true retreat from the everyday. Recently and professionally decorated with refined updates, this remarkable home also features ample storage, a three-car attached garage, and a wealth of modern amenities. A rare offering in a coveted estate enclave—this property is truly one of distinction.

Gallery

3D Street View Tour

Property Location

20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States., Port Chester New York

Local Weather & Climate

Port Chester, New York

Current Conditions Updated recently

18 °F

Scattered clouds

Feels Like 12°F

Humidity 96%

Wind 4 mph

Visibility 6.2 mi

Sunrise 12:02 PM

Sunset 10:14 PM

5-Day Forecast

Wed 4 Feb

Clouds

High 29°

Low 16°

Thu 5 Feb

Clouds

High 27°

Low 6°

Fri 6 Feb

Clouds

High 25°

Low 10°

Sat 7 Feb

Clouds

High 25°

Low 9°

Sun 8 Feb

Clouds

High 17°

Low -0°

Annual Climate Based on last 12 months

45° Avg Low

Feb

60° Avg High

Jul

150 Rainy Days

per year

Arid

Semi-Arid

Moderate

Wet

54.4" Annual Rainfall

Moderate climate

❄

38 Snow Days

per year

Monthly Temperatures

Jan

33°

21°

Feb

33°

19°

Mar

51°

34°

Apr

62°

43°

May

71°

53°

Jun

82°

64°

Jul

84°

68°

Aug

82°

67°

Sep

73°

60°

Oct

65°

50°

Nov

51°

38°

Dec

37°

24°

Data from OpenWeatherMap & Open-Meteo

Walkability & Transit Scores

How easy is it to get around Port Chester?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States have?

This house at 20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States features 6 bedrooms with 6,832 square feet of living space.

What is the size of 20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States?

This property offers 6,832 square feet of living space.

What is the listing price for 20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States?

This property is listed at $500,000,000, which equals $73185 per square foot.

What is the climate like in Port Chester?

Port Chester features a pleasant climate. Average temperatures range from 45°F in winter to 60°F in summer. The area receives approximately 54.4 inches of precipitation annually. There are about 150 days with rain throughout the year. Expect around 38 days with snow. This climate information can help you plan for seasonal activities and energy costs.

What are the best months to visit or move to Port Chester?

Port Chester tends to be warmest in Jul and coldest in Feb. The shoulder seasons of spring and fall often offer the most comfortable weather for moving and outdoor activities.

What type of property is 20 Woodland Drive, Rye Brook, NY 10573, Port Chester, New York, United States?

This is a house located in Port Chester, New York. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: