# 14 Castleton Drive, Highland Mills, NY 10930 > **TL;DR:** 16bd/16ba single family, $11,000,000 ($721/sqft), built 1908, 15,252 sqft. > Pool, Fireplace, Waterfront, Hardwood. Est. $58,830/mo. Listed 180 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $11,000,000 | | Price/sqft | $721 | | Bedrooms | 16 | | Bathrooms | 11 full, 5 half | | Square Feet | 15,252 | | Year Built | 1908 | | Lot Size | 1,703,196 sqft (39.10 acres) | | Stories | 3 | | Garage | 4-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 180 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified - **Waterfront** - Waterfront location listed - **Large Garage** - 4-car garage - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $55,622 | | Estimated Insurance | $3,208 | | **Total** | **$58,830** | ## Nearby Schools - **Elementary:** Smith Clove Elementary School - **Middle:** Monroe-Woodbury Middle School - **High:** Monroe-Woodbury High School ## Key Amenities - Pool - Fireplace - Waterfront - Hardwood - A/C - 4-car garage ## Property Highlights - Built in 1908 - 39.10 acre lot - 3 stories - 200 parking spaces - Private pool - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 14 Castleton Drive, Highland Mills, NY 10930 - **County:** Orange County - **Coordinates:** 41.36262, -74.119504 - **Google Maps:** https://www.google.com/maps?q=41.36262,-74.119504 ## Listing Agent - **Name:** Laura Denberg - **Brokerage:** William Raveis Baer & McIntosh Real Estate - **Broker Phone:** (845) 358-9440 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/14-Castleton-Dr_Highland-Mills_NY_10930_M38740-29337?f=listhub&s=MLSLINY&m=974021&c=propsimple) ## Photos ![14 Castleton Drive - Photo 1](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2726218897r.jpg) ![14 Castleton Drive - Photo 2](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1111877431r.jpg) ![14 Castleton Drive - Photo 3](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2245653842r.jpg) ![14 Castleton Drive - Photo 4](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3349333234r.jpg) ![14 Castleton Drive - Photo 5](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2003172118r.jpg) ![14 Castleton Drive - Photo 6](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2592565911r.jpg) ![14 Castleton Drive - Photo 7](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4201189026r.jpg) ![14 Castleton Drive - Photo 8](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2739474676r.jpg) ![14 Castleton Drive - Photo 9](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2639539599r.jpg) ![14 Castleton Drive - Photo 10](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3420759012r.jpg) ![14 Castleton Drive - Photo 11](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3571924218r.jpg) ![14 Castleton Drive - Photo 12](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2423243065r.jpg) ![14 Castleton Drive - Photo 13](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f396845875r.jpg) ![14 Castleton Drive - Photo 14](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f192737932r.jpg) ![14 Castleton Drive - Photo 15](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4096899380r.jpg) ![14 Castleton Drive - Photo 16](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3045577332r.jpg) ![14 Castleton Drive - Photo 17](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1065688394r.jpg) ![14 Castleton Drive - Photo 18](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3178788865r.jpg) ![14 Castleton Drive - Photo 19](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4185247346r.jpg) ![14 Castleton Drive - Photo 20](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f161251990r.jpg) ![14 Castleton Drive - Photo 21](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2222456117r.jpg) ![14 Castleton Drive - Photo 22](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1892684054r.jpg) ![14 Castleton Drive - Photo 23](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1767533938r.jpg) ![14 Castleton Drive - Photo 24](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4278700463r.jpg) ![14 Castleton Drive - Photo 25](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2216044014r.jpg) ![14 Castleton Drive - Photo 26](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1520677344r.jpg) ![14 Castleton Drive - Photo 27](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1086477130r.jpg) ![14 Castleton Drive - Photo 28](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2730469299r.jpg) ![14 Castleton Drive - Photo 29](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f418444859r.jpg) ![14 Castleton Drive - Photo 30](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1913211841r.jpg) ![14 Castleton Drive - Photo 31](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1904109216r.jpg) ![14 Castleton Drive - Photo 32](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2061414023r.jpg) ![14 Castleton Drive - Photo 33](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f103971289r.jpg) ![14 Castleton Drive - Photo 34](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3465076228r.jpg) ![14 Castleton Drive - Photo 35](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f1860603137r.jpg) ![14 Castleton Drive - Photo 36](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f12790879r.jpg) ![14 Castleton Drive - Photo 37](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4126123601r.jpg) ![14 Castleton Drive - Photo 38](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3370182434r.jpg) ![14 Castleton Drive - Photo 39](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f4266882142r.jpg) ![14 Castleton Drive - Photo 40](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f355769055r.jpg) ![14 Castleton Drive - Photo 41](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2820852927r.jpg) ![14 Castleton Drive - Photo 42](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f2938592267r.jpg) ![14 Castleton Drive - Photo 43](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f204463208r.jpg) ![14 Castleton Drive - Photo 44](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f3094191850r.jpg) ![14 Castleton Drive - Photo 45](http://lh.rdcpix.com/4ba3bacc12372b58f4607cee26e53896l-f51891183r.jpg) --- **MLS#:** 974021 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/14-castleton-drive-highland-mills-ny-10930-49676339c3ab4d76a74baa7e9defa669) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/14-castleton-drive-highland-mills-ny-10930-49676339c3ab4d76a74baa7e9defa669#listing", "url": "https://www.propertysimple.ai/listing/14-castleton-drive-highland-mills-ny-10930-49676339c3ab4d76a74baa7e9defa669", "name": "14 Castleton Drive, Highland Mills, NY 10930", "description": "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. 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