Listing updated: October 28, 2026 at 4:15 pm
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop
44 Tower Hill Loop

44 Tower Hill Loop

44 Tower Hill Loop, Orange County, NY 10987
$2,000,000
For Sale 4,280 sq ft
44 Tower Hill Loop
Listing updated: October 28, 2026 at 4:15 pm
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44 Tower Hill Loop

$2,000,000
44 Tower Hill Loop, Orange County, NY 10987
Category
Square feet
4,280 sq ft
Listing type
Property type
City/Town
Borough/County
ZIP code
10987

Description

Ary-Brynn: A luxury villa in Manhattan’s backyard. This enchanting 1890 villa rests in the fabled gated community of Tuxedo Park, just 45 minutes from Manhattan. Originally built for Consuelo, Duchess of Manchester, this landmark restoration sits high above Big Tuxedo Lake, offering uninterrupted panoramic views of the majestic lake and mountain climes, from every window, and its three grand verandas. A rare blend of Gilded Age craftsmanship and modern comfort, the home features a Stanford White-inspired interior with soaring ceilings and a graceful flow that brings natural light into the home from dawn to dusk.

The main level offers a grand parlor and foyer, a custom mahogany library with wet bar, an elegant granite kitchen, dining conservatory, powder room, and a sun-drenched Cuban sanctuary with sweeping lake and mountain views. The sweeping staircase leads to a gallery of four spacious bedrooms and an oak-paneled library with cocktail veranda. The primary suite features a private sitting room and opens to its own veranda overlooking the lake.

Exposed beams stretch along the top floor, with an additional three romantic hideaway bedrooms. The home includes four renovated granite baths with double vanities, radiant heat, a walk-in shower, and an extra-long soaking tub. The laundry room features modern appliances alongside three preserved original marble basins, with the original, one-of-a-kind 1898 clothes dryer, blending convenience with historic charm. The above-ground finished plaza level, with original hardwood floors and woodwork, is ideal for an artist’s studio or home gym.

Steeped in history and warmly inviting, Ary-Brynn has welcomed illustrious figures, from Mark Twain and Henry James, to Charles Spencer-Churchill and Edith Wharton. The property offers an unparalleled sense of peace, privacy, and timeless elegance, all within easy reach of the city. Ideal as a full-time residence or a refined weekend retreat, Ary-Brynn invites you to experience the extraordinary lifestyle of Tuxedo Park.

Frank Lloyd Wright once observed that Nature herself was the architect of Tuxedo Park. He may well have stood on Ary-Brynn’s venerable verandas for his inspiration. Tuxedo Park is where Edith Wharton and her favorite subjects, the Vanderbilts, Astors, Whitneys, Delanos, Pells and Goelets, convened for convivial dinner parties and weekend retreats, and where Presidents, governors and statesmen stopped by for tea.

When Edith Wharton sought a model for her Cuban enchantress in what would prove her final novel, THE BUCCANEERS, she needed to go no further than the home of her close friend, Consuelo, after whom she would name her first daughter, Consuelo (Vanderbilt). John Singer Sergeant’s portrait of the Duchess hangs in Harvard’s permanent collection. During the last Gilded Age, Manhattan’s super moguls lavished their affluence on their weekend retreats and estates.

Tuxedo was the shining jewel a century ago and it is the best-preserved community of that fabled generation. And, yes, the tuxedo was fashioned here, a daring dinner jacket that at last cut the swallow tails from men’s evening wear. The movers and shakers of Tuxedo have always been comfortable in taking the lead in American high society. Tuxedo has been home to Einstein, Emily Post, the Whitney, and Juilliard families, but it is also a place where you will see people enjoying activities in jeans and sweatshirts. Among your neighbors will be people who daily commute into the city to earn their living.

Map
Street View

Property details

Interior
Bedrooms
6
Full bathrooms
4
Half bathrooms
1
Total rooms
19
Rooms
Den, Master Bedroom, Living Room, Library, Laundry, Kitchen, Family, Bonus
Interior features
Entrance Foyer
Appliances
Range, Refrigerator, Dishwasher
Flooring
Hardwood
Furnished
Unfurnished

Listed by: Andrew Markowitz, Andrew J Markowitz Real Estate, LLC,

Source: New York State MLS, MLS# 12044269

Copyright My State MLS. All rights reserved. Information is deemed reliable but not guaranteed

Basement
Basement
Walk-Out Access, Finished
Basement bathrooms
1
Building
Year built
1903
Roof
Tar/Gravel
Utilities
Heating
Steam, Oil
Water source
Public
Sewer
Other
Lot & exterior
Lot size in acres
1 acres
Exterior features
Generator
Patio and porch
Deck
Parking
Driveway
View
Lake
Financial
Annual taxes
$40,456
Original list price
$2,000,000
Availability & terms
Available from
October 27, 2026

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$2,000,000
44 Tower Hill Loop, Orange County, NY 10987

Frequently Asked Questions about this house in Orange County

Yes, this house is currently listed as available for sale. The listing was last updated on October 28, 2026. To confirm availability or schedule a viewing, contact the listing agent directly through the inquiry form on this page. All inquiries go directly to the listing agent.

The listed price is $2,000,000. Contact the listing agent for additional details or to arrange a viewing.

This is an off-market listing. The seller or landlord has chosen not to advertise this house publicly on the MLS or major platforms. Exact addresses are never required on LavaZoo. Full property details are shared directly with serious inquiries upon contact with the listing agent.