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MLS ID KEY1058529Last updated Oct 15, 2026

Single Family

44 Tower Hill Loop

Active · Tuxedo · Orange County, NY 10987

Bedrooms
6 Beds
Bathrooms
4 Baths
Year built
1903
Est. monthly taxes
$3,371.3
Property gallery0 / 48
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About this home

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.

Listing snapshot

Days on site
22 days
Listed on MLS
Oct 6, 2026
Full baths
3
Half baths
1
Annual property tax (MLS)
$40,455.56
Tax year
2026
Area source (MLS)
Other
Listing brokerage
Andrew J Markowitz R E LLC
MLS ID
KEY1058529
Last updated
Oct 15, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1903
Garage
No
Total parking
7
Parking
Attached, Carport, Detached, Parking Lot, Private
Water source
Public
Sewer
Public Sewer
Utilities
Electricity Connected, Sewer Connected, Water Connected

Interior features

Basement
Finished, Full, Walk-Out Access
Heating
Steam
Cooling
Central Air, Zoned
Interior
Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, Kitchen Island, Natural Woodwork, Original Details, Primary Bathroom, Recessed Lighting, Soaking Tub, Speakers, Washer/Dryer Hookup
Appliances
Cooktop, Dishwasher, Dryer, Exhaust Fan, Oven, Refrigerator, Washer, Indirect Water Heater
Flooring
Hardwood, Tile, Wood
Fireplace
Yes
Fireplaces
8

Exterior features

Architectural style
Chalet, Colonial, Estate, Tudor
Construction materials
Frame
Exterior
Balcony, Garden, Other
Private pool
No

Schools (MLS)

Elementary school
George Grant Mason Elementary School
Elementary school district
Tuxedo Union Free
Middle school
George F Baker High Sch
Middle school district
Tuxedo Union Free
High school
George F Baker High Sch
High school district
Tuxedo Union Free

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Tuxedo · Orange County, NY 10987Show interactive map
44 Tower Hill Loop

Tuxedo · Orange County, NY 10987

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Monthly property taxNot provided

Monthly association / maintenance feesNot provided

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Listing data is supplied by the MLS and may change without notice.