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76 Smith Road, 
Preston Hollow, NY 12469

$1,195,000


3

Beds


2

Baths


1,684

Sq Ft


Single Family

Active

Listed by

Leigh Bokser

Compass Greater Ny, LLC.

838-877-8283

Last updated:

October 19, 2025, 03:39 PM

MLS#

20255083

Source:

NY MLSUC

About This Home

76 Smith Road

Mountain-View Farmhouse Compound on 60 Magical Acres Welcome to 76 Smith Road, a countryside retreat where historic charm meets some of the most beautiful mountain views in the region. Set on 60 private acres, it's a full world of its own with a classic farmhouse, a barn, studio space with guest suite, and a charming one-bedroom cottage tucked nearby. A long, tree-lined driveway creates a dramatic sense of arrival, opening to rolling fields, stone walls, mature maples, overlooking a serene spring-fed half-acre pond, all set against a breathtaking backdrop of wide-open sky and panoramic views. The main house dates back to the 1800s and has been lovingly maintained to preserve its character while offering comfortable modern living. Inside, original hand-hewn beams, hardwood floors, and period details add warmth and authenticity throughout. The living room centers around a cozy wood stove set into a brick hearth, a perfect spot for relaxing or gathering with company. The kitchen radiates country charm with its vintage stove, butcher block counters, and farmhouse cabinetry, while a sunny breakfast nook invites slow mornings overlooking the gardens. Just off the living room is a bright central dining and sitting area, anchored by a stunning floor to ceiling window that frames sweeping mountain views, the ideal setting for entertaining, or simply relaxing with a book and taking in the scenery. Nearby, a smaller first-floor room, currently used as a bedroom, offers flexibility for a home office, library, or guest room. A full bath completes the main level for convenience. Upstairs, three spacious bedrooms offer peaceful treetop vistas and abundant natural light, providing comfortable private space for family or guests. A second full bath can be found on this level. With its southern exposure, the house is flooded with sunlight from dawn to dusk, with nearly every window offering a postcard view of mountains or meadows. Step outside onto the front rocking chair porch or stone patio, ideal for taking in the unobstructed sunrises and sunsets that paint the entire property in gold. Beyond the main residence, a separate studio building offers a spacious 600 sq ft pine-lined recreation room with soaring ceilings, perfect for a game room, art studio, yoga space, or home office - plus an ensuite bedroom upstairs for guests or extended stays. The classic two-story barn provides two horse stalls, equipment storage, and a light-filled studio space, ready for a workshop or studio.. And just down the road, The Green Cottage offers a charming 1-bedroom, 1-bath guest retreat with its own private setting, ideal for visitors or rental potential. The grounds invite endless exploration with its meadows for gardening or animals, open sky for stargazing, and level lawn areas ready for a pool, orchards, or events. Two additional parcels are also available for purchase separately, allowing for expanded privacy, family compound potential, or future development. Located a little over two hours from NYC, 5 minutes to the charming town of Oak Hill, and 20 minutes to the ski slopes at Windham, this property offers a rare blend of history, privacy, and truly unforgettable views that make you never want to leave.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1850

Price Summary

1,195,000

$709 per Sq. Ft.

MLS #:

20255083

Last Updated:

October 19, 2025, 03:39 PM

Added:

5 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,684 Sq. Ft.


Structure

Structure

Architectural Style:

Farmhouse

Building Area:

1,684 Sq. Ft.

Year Built:

1850


Lot

Lot Size (Sq. Ft):

2,613,600


Finances & Disclosures

Finances

Price:

$1,195,000

Price per Sq. Ft:

$709 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Hudson Valley Catskill Mls All rights reserved.

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