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R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acres MAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and renovated in 2005, radiant heat. Main house has generator with auto transfer switch, 2 zones heat (1 zone radiant in kitchen) 4 zones central air and oil heat. BALLROOM - 4 bedrooms all with en-suite bathrooms, 2 half baths, 5 fireplaces, full kitchen with dishwasher, refrigerator and washer/dryer. Gilded age ballroom with plaster ceiling, 6 zones AC and heat (all new) each room has its own thermostat. GUEST HOUSE - 2 bedrooms, 1 full bathroom, original wood burning stove in kitchen. Guest house has 3 car-garage with a Tiffany clocktower clad in glazed ceramic. Guest house has 275 gallon oil heat, forced air, central air. Home has oil heat, 1 septic for main house & guest house. Separate septic for ballroom. Water is municipal, but there is also a well on site. Welcome to Rushmore estate. Set across over 39 acres of pristine woodland in the lower Hudson Valley. It is a rare offering of historic elegance and complete privacy. Originally commissioned in 1908 by financier/attorney Charles E. Rushmore, this Spanish Colonial-style mansion was designed as a secluded retreat. A long tree-lined 1/4 mile brick pavers driveway opens to a breathtaking estate centered around a grand Gilded-Age ballroom, vaulted hand-plastered ceilings, French doors, Palladian windows and an oversized fireplace creating an iconic setting. The home has incredible historic details throughout. The grounds are equally compelling with rolling lawns, a private lake with beachfront, a 60-foot infinity pool overlooking the water and a network of wooded trails that wind through the untouched landscapes of abundant wildlife. The trails connect to Shawangunk mountains. A romantic original gazebo, waterfall and multiple outdoor entertaining spaces create a true estate experience rarely found this close to Manhattan. This is a destination property equally suited as a private compound, legacy estate or event-driven retreat that offers a level of privacy, beauty and history that is increasingly rare in the Hudson Valley. Rushmore Estate is not just a home, it is a gilded-age masterpiece completely and historically in tact. Home is approved and zoned for event venue, house of worship, school, horses, cemetery, among others.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1908
  • 39.1 Acre Lot
  • 4 Car Garage
  • 187 days on Market

  • Bedrooms
    16
  • Bathrooms
    11 full · 3 half
  • Year Built
    1908
  • Architectural Style
    Estate, Includes Legal Accessory Apartment
  • Construction Materials
    Stucco
  • Garage Spaces
    4.0
  • Parking Features
    Driveway, Private, Garage
  • Living Area
    15252.0
  • Interior Features
    High Speed Internet, Eat-in Kitchen, Walk-In Closet(s), Pantry, Kitchen Island, Storage, High Ceilings, Entrance Foyer, Crown Molding, Stone Counters, Built-in Features, His and Hers Closets, Soaking Tub, Natural Woodwork
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Disposal, Gas Range, Convection Oven, Gas Cooktop, Cooktop, Oven, Gas Oven, Humidifier, Freezer, Electric Oven, Stainless Steel Appliance(s), Exhaust Fan
  • Flooring
    Hardwood
  • Patio And Porch
    Covered, Terrace
  • Pool Features
    In Ground, Pool Cover, Pool/Spa Combo, Private, Outdoor Pool, Infinity
  • Security Features
    Security System, Fire Alarm, Security Gate
  • Cooling
    Central Air, Zoned
  • Heating
    Radiant Floor, Oil, Steam
  • Basement
    Full, Unfinished

  • Acres
    39.1
  • Water Front Features
    Stream, Lake Front, Waterfront Access
  • View
    Mountain(s)
  • Utilities
    Cable Available, Electricity Connected, Water Connected, Underground Utilities, Propane, Phone Connected
  • Water
    Public, Private, Well

  • County
    Orange
  • City
    Highland Mills
  • Zip Code
    10930
  • High School
    Monroe-Woodbury High School
  • Middle School
    Monroe-Woodbury Middle School
  • Elementary School
    Smith Clove Elementary School

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Frequently Asked Questions

How do I schedule a tour of 14 Castleton Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 14 Castleton Dr.

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How do I get more information about 14 Castleton Dr?

Click Ask a Question to talk with our team. You already know it is a 16 bed, 11 bath, listed for $11,000,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Highland Mills, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 14 Castleton Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 14 Castleton Dr at around $64,739. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 14 Castleton Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Orange County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 14 Castleton Dr?

In most cases, yes. Whether 14 Castleton Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Highland Mills's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 14 Castleton Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Highland Mills and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $11,000,000 with 15,252 sqft of space—that comes out to approximately $721 per square foot.

How long has this property been on the market?

14 Castleton Dr was listed on May 05, 2026, which means it's been on the market for 187 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1908, making it approximately 118 years old.

What is the lot size of this property?

14 Castleton Dr sits on a 39.1-acre lot, which is 1,703,196 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Smith Clove Elementary School
  • Middle: Monroe-Woodbury Middle School
  • High: Monroe-Woodbury High School

Want to see how these schools compare? Check out our Orange County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 14 Castleton Dr?

The most recent public record shows annual property taxes for 14 Castleton Dr were approximately $61,150. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 14 Castleton Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information 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. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: November 08, 2026 at 12:56AM | Source: OneKey MLS | MLS#: 974021