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5 Exclusive New York Estates Offering Unmatched Privacy and Elegant Design

By edson alejandro

1 min read

Tucked away in the rolling landscapes of Upstate New York, five remarkable properties beckon those yearning for solitude and a profound bond with nature. Spanning vast acreages, these secluded retreats offer everything from serene lake frontages on Canandaigua Lake to river views along the Wallkill River. Each home marries luxury with history, showcasing custom craftsmanship, scenic water features, and untouched surroundings. Perfect for escaping the urban grind, these estates promise privacy and modern comforts amidst breathtaking natural beauty, inviting you to explore a life of tranquility and elegance.

Mountain View Home | $1,500,000

20251971 1
76 Smith Rd, Preston Hollow, NY 12469
tracyboomhower
LISTING AGENT:
Tracy Boomhower

Perched atop an elevated expanse of 114 acres, 76 Smith Road offers a secluded mountain retreat that captivates with its timeless charm and natural beauty. As you wind along the tree-lined driveway, breathtaking vistas of rolling fields, a serene pond, and distant peaks unfold before you. The historic main house, with origins tracing back to the 1700s, showcases hand-hewn beams and inviting spaces to savor the ever-changing seasons. A separate studio boasts a sprawling 25×24 pine-lined recreation room and an ensuite bedroom upstairs, adaptable for additional living quarters. Nearby, a classic two-story barn with horse stalls and a light-filled room—perfect as an art studio—echoes the main house’s character. The Green Cottage, a quaint 1-bed, 1-bath haven, adds further allure with its cozy living space. A bass-stocked pond enhances the estate’s tranquility, all just a short drive from Oak Hill, Hudson, and Rensselaerville.

Price:
$1,500,000
Size:
1,885 sq ft
Contact:
Tracy Boomhower, Country View Realty, 518.495.9464
Adams Design Oct Ad Banner 1

1485 S Lake Rd | $1,495,000

r1610383 1
1485 S Lake Rd, Middlesex, NY 14507
marymahon
LISTING AGENT:
Mary Jane Mahon

Set against the serene shores of Canandaigua Lake, this exceptional rural estate offers a rare blend of privacy and modern comfort on 7.8 acres of secluded land. With 330 feet of pristine lake frontage, the property features two docks, a boat hoist, and an expansive beachfront deck ideal for gatherings or soaking in mesmerizing sunsets. The meticulously maintained home, cherished by the same owners for 18 years, showcases an open floor plan with new picture windows and sliding glass doors that frame breathtaking lake views from every angle. The main level boasts a primary suite, an updated eat-in kitchen, a separate dining area, a gas fireplace, cathedral ceilings, and gleaming hardwood floors. Upstairs, two spacious bedrooms and a full bathroom open to a balcony overlooking the water. Unwind on the main deck or in the hot tub on the private suite deck, embracing the tranquil waterfront lifestyle.

Price:
$1,495,000
Size:
1,622 sq ft
Contact:
Mary Jane Mahon, RE/MAX Plus Results Team, 585.481.2626

Riverfront Luxury Retreat | $1,495,000

848882 1
205 Clair Dr, Montgomery, NY 12549
johnruggieri
LISTING AGENT:
John Ruggieri

Set against the tranquil backdrop of Montgomery’s prestigious Sullivan’s Landing, this custom-built 3,922 sq ft residence offers a rare blend of seclusion and sophistication on 5.1 pristine acres. With 600 feet of direct Wallkill River frontage, the property affords breathtaking views of waterfalls, wooded islands, and protected forests, often graced by the presence of majestic bald eagles. Inside, 13 thoughtfully designed rooms include a luxurious primary suite, three generous bedrooms, and three full baths, complemented by a versatile bonus space ideal for a home office or media lounge. The chef’s kitchen, equipped with premium Sub-Zero and Bosch appliances, flows effortlessly into a grand living area with 20-foot ceilings and a striking stone fireplace. Outside, a saltwater pool with a built-in hot tub, a covered porch, and lush landscaping create a private oasis. Just minutes from the charming Village of Montgomery, this waterfront retreat offers serenity without sacrificing convenience.

Price:
$1,495,000
Size:
3,922 sq ft
Contact:
John Ruggieri, Berkshire Hathaway HomeServices Hudson Valley Properties, 917.608.2980

65 Sparrowhawk Point Rd | $1,450,000

s1620362 1
65 Sparrowhawk Point Rd, Lisbon, NY 13658
nicholasasterling
LISTING AGENT:
Nicholas A. Sterling

Set against the serene backdrop of the St. Lawrence River, this expansive waterfront estate spans 14 private acres, offering a rare blend of tranquility and natural beauty. With breathtaking river views, the 5-bedroom, 3.5-bath residence captures the unique spectacle of international ships gliding past your own backyard. Inside, an open layout unfolds across over 5,000 square feet, showcasing a chef’s kitchen, refined living and dining spaces, and expansive windows that frame the water at every turn. The lower level adds versatility with additional bedrooms and a cozy family room. Outside, rolling lawns and mature trees create an idyllic setting for boating, bird-watching, or simply unwinding. Whether envisioned as a full-time home, a luxurious escape, or a multigenerational retreat, this property embodies a lifestyle defined by space, privacy, and the timeless allure of waterfront living.

Price:
$1,450,000
Size:
5,230 sq ft
Contact:
Nicholas A. Sterling, TLC Real Estate , 315.276.5283

517 Sackett Lake Rd | $1,400,000

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517 Sackett Lake Rd, Monticello, NY 12701
catskillshome
LISTING AGENT:
Alan Wieder

Set against the serene backdrop of Sackett Lake, 517 Sackett Lake Road offers a rare waterfront retreat on 2.17 acres of pristine land. This custom-built estate, with direct access to a private sandy beach, invites a lifestyle of tranquility and grandeur. Spanning three floors, the expansive home boasts 11 bedrooms and 13.5 bathrooms, thoughtfully designed for comfort and versatility. The first floor welcomes with a spacious eat-in kitchen, formal dining room, and cozy living area, while upper levels feature additional family rooms with kitchenettes and an office. A basement movie theater and game room provide endless entertainment. Outside, a gated in-ground pool area—complete with a 20’x42’ pool, diving board, hot tub, kiddie pool, and pool house—creates a private oasis. With a built-in BBQ grill station, this property effortlessly blends luxury with the beauty of lakeside living.

Price:
$1,400,000
Size:
6,600 sq ft
Contact:
Alan Wieder, Catskills Home Services, 845.397.7768