44 Tower Hill Loop, Tuxedo Park, NY

$2,000,000

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6

Beds

4

Baths

4,280

Square feet

1.00

Acre

About 44 Tower Hill Loop

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.

Open House

Thu, Oct 15th, 2026 @ 12pm - 2:30pm
Thu, Oct 15th, 2026 @ 12pm - 2:30pm

Features of 44 Tower Hill Loop

MLS® # 1058529
Price $2,000,000
Bedrooms 6
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 4,280
Acres 1.00
Taxes $40,456
Year Built 1903
Type Residential
Sub-Type Single Family Residence
Style Chalet, Colonial, Estate, Tudor
Status Active

Community Information

Address 44 Tower Hill Loop
City Tuxedo Park
County Orange County
State NY
Zip Code 10987
Adult 55+ Community No

Amenities

Utilities Electricity Connected, Sewer Connected, Water Connected
Parking Spaces 7
Parking Attached, Carport, Detached, Parking Lot, Private
View Lake
Is Waterfront Yes
Waterfront Lake Front
Has Pool No

Interior

Interior Hardwood, Tile, Wood
Interior Features 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
Heating Steam
Cooling Central Air, Zoned
Has Basement Yes
Basement Finished, Full, Walk-Out Access
Fireplace Yes
# of Fireplaces 8
Fireplaces Wood Burning

Exterior

Exterior Features Balcony, Garden, Other
Lot Description Irregular Lot, Landscaped, Part Wooded, Private, Views
Windows Oversized Windows
Exterior Frame

School Information

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

Additional Information

Date Listed October 6th, 2026
Days on Market 3
Short Sale No
RE / Bank Owned No
Levels Three Or More

Listing Details

OfficeAndrew J Markowitz R E LLC
Contact Info646-688-5009

Listing Map

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