New York Homes for Sale with a Guest House

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  /21

  $1,799,990

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  59 Dyke Rd, Setauket, NY 11733

  Existing Home and Land with Grandfathered Boat House and Boat Ramp. 3 Bedroom, 1 Bath home (renovated 1999) on 1.78 private acres with waterfront acces to Little Bay and Setauket Harbour. 1,400 SF of living space plus partial basement, cottage, and additional structures on the property. Quiet, private location with water views and direct access to Port Jefferson and Stony Brook. Don't miss theis

  Bryan Coco Kelly Real Estate Inc

  59 Dyke Rd, Setauket, NY 11733
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  /50

  $1,885,000

  • 7 Beds
  • 4.5 Baths
  • 2,346 Sq Ft

  1 Canal Rd, Hampton Bays, NY 11946

  Water View Compound Opportunity Near Peconic BaySet on a beautifully landscaped lot with water views throughout, this unique property offers exceptional flexibility as a private family compound or income-producing investment. The main residence is a two-story home featuring a spacious living room with a fireplace, dining area, kitchen, and powder room. The second level includes two guest

  Denise Rosko Hamptons Realty Associates LLC

  1 Canal Rd, Hampton Bays, NY 11946
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  /38

  $1,495,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  332 Mohonk Rd, High Falls, NY 12440

  Set on a peaceful two-acre parcel spanning both sides of a quiet country road, this newly completed home offers a thoughtful balance of modern design and natural surroundings. A gentle creek runs through the property, creating a calm, immersive setting that defines the home's experience.The main residence offers 2,040 square feet of living space with two bedrooms, each with its own en suite

  Leslie Foti Coldwell Banker Village Green

  332 Mohonk Rd, High Falls, NY 12440
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  /43

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 2,755 Sq Ft

  292 White Hill Rd, Hillsdale, NY 12529

  Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

  Jennifer Harvey Compass Greater NY LLC

  292 White Hill Rd, Hillsdale, NY 12529
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  /80

  $2,250,000

  • 5 Beds
  • 3 Baths
  • 3,204 Sq Ft

  18 Broad St, Kinderhook, NY 12106

  In a village known for its rich history and remarkable architecture 18 Broad Street stands proud. For the first time in more than 50 years this brick residence is being offered for sale.Step into the exceptional piece of history that is this property. Built in 1858 in the Italianate style by Peter S. Hoes, a nephew of Martin Van Buren, the eighth POTUS, the 2 story home sits comfortably among

  Susan Obrien Nicholson Anderson Agency

  18 Broad St, Kinderhook, NY 12106
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  /50

  $1,500,000

  • 3 Beds
  • 5.5 Baths
  • 2,331 Sq Ft

  1091 Albany Post Rd, Gardiner, NY 12525

  1091 Albany Post Road is the kind of property people imagine when they dream about the Hudson Valley — expansive skies, river frontage, mountain views, and a home that feels both refined and deeply connected to the land.This offering represents a newly created private estate parcel. The seller will subdivide the original 78.68-acre property to convey the primary residence, a fully finished

  Brandon Mosher

  1091 Albany Post Rd, Gardiner, NY 12525
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  /47

  $1,495,000

  • 6 Beds
  • 4 Baths
  • 3,458 Sq Ft

  3 Route 216, Hopewell Junction, NY 12533

  Private Hudson Valley Estate Compound – Offered at $1,495,000 A rare opportunity to own a circa 1790 residence of exceptional character, scale, and versatility, set on approximately 3.92 picturesque acres in the Hudson Valley—offering privacy, space, and remarkable potential for inspired living. Featuring 6 bedrooms, 4 bathrooms, and over 4,300 square feet of finished living space—including a

  Joan St. Aubyn BHHS Hudson Valley Properties

  3 Route 216, Hopewell Junction, NY 12533
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  /50

  $1,849,000

  • 7 Beds
  • 3.5 Baths
  • 5,700 Sq Ft

  230 W Islip Rd, West Islip, NY 11795

  Welcome to a piece of Paradise! this beautiful 1928 5,700 sq. ft. Georgian Colonial, features 7 large bedrooms, 3.5 baths, 16 rooms total, located on beautiful Sampums deep water creek, a few hundred yards from the Great South Bay. this lavish estate offers, poly/glass siding with a 50yr warranty, new central air, decks and terrace built with azek decking. All new exterior lighting, completely

  Alice Yurkerwich Howard Hanna Coach

  230 W Islip Rd, West Islip, NY 11795
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  /26

  $1,950,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  21-23 Tinker Town Rd, Dover Plains, NY 12522

  A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

  Brian McGrath McGrath Realty Inc

  21-23 Tinker Town Rd, Dover Plains, NY 12522
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  /46

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 1,702 Sq Ft

  26 S Menantic Rd, Shelter Island, NY 11964

  Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the

  Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  26 S Menantic Rd, Shelter Island, NY 11964
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  /46

  $1,795,000

  • 7 Beds
  • 4.5 Baths
  • 6,386 Sq Ft

  1739 New York 214, Lanesville, NY 12450

  Modern Victorian estate with pool, yoga studio, cottage and mountain access. Escape to the heart of the Catskills with this extraordinary modern Victorian estate, where timeless architectural charm meets contemporary comfort. Nestled on just under 20 acres of meadows and forest, this spacious 7-bedroom, 5.5-bath residence offers the ultimate mountain lifestyle; ideal as a full-time residence,

  Michelle Bergkamp William Pitt Sothebys Int Rlty

  1739 New York 214, Lanesville, NY 12450
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  /39

  $1,450,000

  • 6 Beds
  • 4.5 Baths
  • 4,937 Sq Ft

  246 248 Updike Rd, Ithaca, NY 14850

  A private 106-acre country estate just minutes from the art, culture, and amenities of Ithaca. An original design by world-renowned modernist architect and Cornell alum Richard Meier, the primary residence showcases his signature clean lines, expansive glass, and sculptural use of light and shadow. Daily life flows through open, interconnected spaces that extend the experience into the

  Jeremy Dingy Berkshire Hathaway HomeServices Heritage Realty

  246 248 Updike Rd, Ithaca, NY 14850
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  /50

  $1,495,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  438 Lake Shore Rd, Putnam Valley, NY 10579

  There are lake houses... and then there are properties so rare, so breathtakingly complete, they feel as though they belong in another world entirely. Welcome to the true epitome of luxury waterfront living. Set on over an acre with nearly 300 feet of pristine lake frontage, this extraordinary stone ranch offers a lifestyle unlike any other. Tucked along the sparkling shores of Roaring Brook

  Christine Rowley RE/MAX Classic Realty

  438 Lake Shore Rd, Putnam Valley, NY 10579
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  /40

  $415,000 Coming Soon

  • 9 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  6355 State Route 42, Woodbourne, NY 12788

  Sitting along the banks of the Neversink River, this waterfront colonial offers direct, private access to the water, great for fishing, kayaking, or just unwinding in a peaceful natural setting. The main house features 7 bedrooms and 2 bathrooms across 2,254 sq ft, with a kitchen, dining room, living room, 3 bedrooms, and a full bath plus half bath on the first floor, and 4 additional bedrooms

  Jacob Fried Keller Williams Realty

  6355 State Route 42, Woodbourne, NY 12788
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  /87

  $529,000

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  349 Gahbauer Rd Unit 45, Hudson, NY 12534

  A Beautiful 3 to 4 Bedroom Home with a 2 Story Guest House on 2.38 Acres with a Pond! The home features a bright and cozy living room that walks out to the patio, an eat-in kitchen with an island, a family room or a 4th bedroom, a laundry room, and a utility room. The guest house features a a living room and a kitchen on the 1st floor and a bedroom and a bath on the 2nd floor. The guest house has

  Ted Banta RVW Select Properties

  349 Gahbauer Rd Unit 45, Hudson, NY 12534
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  /81

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,847 Sq Ft

  1187 County Route 31, Granville, NY 12832

  The Black Creek Headwaters Farm is 216 acres of picturesque farm and forestland in the Town of Hebron in Washington County. Located on County Route 31, a quiet year-round road, the 1860's farmhouse welcomes you, with views of a beaver pond, hayfields, and rolling hills with ever-changing colors. With its history of outstanding stewardship, natural aesthetic features, and widespread access across

  John O'Donnell Timberland Realty

  1187 County Route 31, Granville, NY 12832
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  /44

  $514,900

  • 4 Beds
  • 4 Baths
  • 2,240 Sq Ft

  1835 Call St, Lake Luzerne, NY 12846

  If you've been searching for space, sustainability, and flexibility in one complete package — this is it. Set on 2.33 private acres, this four-bedroom, four-full-bath home blends efficiency, versatility, and opportunity in a way that's hard to replicate. Featuring two primary suites — one on the main floor and one on the second level — the layout offers exceptional flexibility. The second-level

  Nikki Becker Venture Fox Realty Group LLC

  1835 Call St, Lake Luzerne, NY 12846
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  /60

  $599,000

  • 5 Beds
  • 3.5 Baths
  • 2,367 Sq Ft

  155-157 Swart St, Margaretville, NY 12455

  THE MARGARETVILLE CRAFTSMAN - An immaculate Arts & Crafts masterpiece in the heart of Margaretville. Completely renovated with no corners cut and high-end finishes throughout, this home is a piece of art. Built circa 1905 and lovingly restored, the main house offers 5 bedrooms and 3 baths PLUS a detached apartment in back with 536 additional square feet, 2 beds, 1 bath, a full kitchen, and a

  Katherine Keys The Catskill Dream Team

  155-157 Swart St, Margaretville, NY 12455
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  /48

  $7,500,000

  • 4 Beds
  • 6 Baths
  • 3,432 Sq Ft

  660 N Broadway, Saratoga Springs, NY 12866

  An exceptional opportunity for astute Buyers on North Broadway in Saratoga Springs; a sprawling 2.28-acre property hosting two homes mere steps away from downtown. Comprised of four parcels - the Main House, a Carriage House on L72 First St (165.36-72), a vacant lot on L61 First St (165.36-2-61), and 59 Catherine St (165.36-2-47) - this offering invites you to shape your private haven or fashion

  Kelly Quinn Zanella Howard Hanna Capital Inc

  660 N Broadway, Saratoga Springs, NY 12866
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  /52

  $415,000

  • 4 Beds
  • 3 Baths
  • 1,510 Sq Ft

  12295 State Highway 23, Ashland, NY 12407

  Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres between Windham and Hunter Mountains, this inviting property offers two charming homes, stunning mountain views, a tranquil setting surrounded by nature and neighboring horse pastures. The property, known as ''Walnut Grove'', is graced with mature black walnut trees, a prized and increasingly rare hardwood. This

  Zachary Palombo Berkshire Hathaway Home Services Blake

  12295 State Highway 23, Ashland, NY 12407
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  /39

  $5,950,000

  • 5 Beds
  • 4.5 Baths
  • 6,438 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  Welcome to Bald Mountain Estate, an extraordinary private compound spanning 85 breathtaking acres overlooking the Hudson Valley and the Berkshire Hills. This four-building, ultra-contemporary estate epitomizes modern country luxury, featuring floor-to-ceiling glass walls and a steel infrastructure that creates a distinctive blend of rustic elegance and architectural sophistication. The

  Janet Kain The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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  /24

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  452 Montauk Hwy, East Quogue, NY 11942

  Newly Renovated Craftsman's home, located on over an acre of land in the heart of East Quogue. The home is Energy efficient and a smart home, built with the consumer in mind. 3 over sized bedrooms 1.5 bathrooms brand new kitchen with energy star appliances. Beautiful fireplace embraces the family room plenty of light through-out. All new composite siding new electric, new walls studs ect. truly a

  Frances Ventura Licata Ventura Realty Inc

  452 Montauk Hwy, East Quogue, NY 11942
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  /23

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  271 Hickey Rd, Hampton, NY 12837

  Log home, multi-Residences, built in 1988 and offers 1764 sq ft, 3 bedrooms, 1.5 baths, partial basement, private utilities, situated on 5.44 acres, located in Granville CSD. This property is part of an online bidding event; please visit Auction. Property is sold ''as is'' and no for sale sign allowed.'' Online bidding will begin on 5/11/2026 and ends on 5/13/2026.

  Thomas Trevett Trevett Group LLC

  271 Hickey Rd, Hampton, NY 12837
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  /22

  $149,900

  64 Beaver Creek, Redfield, NY 13437

  OFF-GRID and ON Riding Trails! Nestled on 5.81 acres, this off-grid cabin puts adventure at your doorstep with snowmobile and quad trails just steps away. Towering hardwoods and roaming whitetail deer create a natural haven, while nearby state lands invite endless exploration. Cast a line in the Salmon River or its reservoir, both less than 15 minutes from your retreat. Here, tranquility reigns,

  Edward Canelli REAL BROKER LLC

  64 Beaver Creek, Redfield, NY 13437
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  /8

  $224,910

  • 1,312 Sq Ft

  143 State Route 55, Barryville, NY 12719

  Located in the Town of Highland, this approximately 3-acre property offers a unique opportunity for redevelopment or investment. The site includes two bungalow-style homes in need of remediation and carries a multi-family 280 State Use within the R-1 zoning district (buyer to verify all permitted uses). Conveniently situated near public access to the Delaware River, as well as local shopping,

  Mary Jones Rural Connection Inc.

  143 State Route 55, Barryville, NY 12719
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  /45

  $698,000

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  16 and 16A Brook St, Suffern, NY 10901

  FANTASTIC OPPORTUNITY FOR THE SAVVY BUYER! This spacious, well-maintained 3 bedroom Colonial LOCATED IN A LEGAL 2 FAMILY ZONE is filled with character and also offers the added bonus of a beautifully renovated INCOME PRODUCING LEGAL STUDIO APARTMENT WHICH RENTS FOR $1,650.00/mo. Set on a lovely corner lot, the home is within walking distance to the village, where you’ll find great restaurants,

  Amy Brown Vigotsky Howard Hanna Rand Realty

  16 and 16A Brook St, Suffern, NY 10901
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  /42

  $1,225,000

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  37 Mekeel St, Katonah, NY 10536

  37 Mekeel Street is a private, compound-style retreat set high on nearly 5 wooded acres, offering sunset views, serenity, space, and a true getaway lifestyle.The home features 4 bedrooms and 3.5 baths, thoughtfully designed across multiple levels to provide both comfort and privacy. The main level welcomes you with a warm, inviting layout, featuring a kitchen with oak cabinetry, granite

  Mark Boyland Keller Williams Realty Partner

  37 Mekeel St, Katonah, NY 10536
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  /30

  $401,000

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  48 Old Lake Colby Rd, Saranac Lake, NY 12983

  Nestled amidst the serene embrace of nature, 48 Old Lake Colby Road is a picturesque retreat that promises the perfect blend of privacy and convenience. This charming Old Style home, with its four generously sized bedrooms and four well-appointed bathrooms, offers a sanctuary of comfort and elegance. As you step through the front door, the warmth of the inviting fireplace greets you, setting the

  Richard Yeager NY Living Realty

  48 Old Lake Colby Rd, Saranac Lake, NY 12983
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  /58

  $325,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  5204 Pillar Way, Fort Ann, NY 12827

  MOTIVATED SELLERS -- PRICED TO MOVE! OPPORTUNITY AWAITS! Deeded Lake Rights = Built-In Value Just 10 Minutes to Lake George Boating, Swimming & Summer Nights at Your Fingertips Perfect for STR, Vacation Escape, or Year-Round Living

  Natalee Fawcett Coldwell Banker Prime Properties

  5204 Pillar Way, Fort Ann, NY 12827
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  /32

  $4,495,000

  • 7 Beds
  • 4 Baths
  • 5,481 Sq Ft

  8032-8060 New York 82, Pine Plains, NY 12567

  Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and

  George Langa Houlihan Lawrence Inc.

  8032-8060 New York 82, Pine Plains, NY 12567
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  /46

  $899,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  33 Keen Ct Unit 1, Brooklyn, NY 11229

  New Construction Home ! Every detail has been thoughtfully designed. Spacious, light-filled rooms flow seamlessly creating an atmosphere of refined comfort and effortless entertaining. The main level offers grand scale living, high ceilings, and lush textures-ideal for elegant dinners and celebrations. The contemporary design extends to luxurious bathrooms, radiant heated floors throughout, and a

  Mark Geller RELIABLE SELL & BUY REALTY INC

  33 Keen Ct Unit 1, Brooklyn, NY 11229
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  /46

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  1680 Gulf Rd, Callicoon Center, NY 12724

  Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (not included in square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and tidiness. A

  Jennifer Grimes Country House Realty Inc

  1680 Gulf Rd, Callicoon Center, NY 12724
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  /46

  $1,400,000

  • 18 Beds
  • 20 Baths
  • 344,124 Sq Ft

  7951 New York 22, Copake Falls, NY 12517

  This might be one of the most exciting opportunities available in Columbia County right now! Zoned both Commercial and Residential, most recently run as Newman Residence Adult Camp &previously known as 'The Rockledge Motel' on just under 16 acres. Mature landscaping and unique stone walls with 1,130 feet of road frontage on Route 22. Original building Cira 1900, added on (20x20 sq. ft additional

  Margaret Bower Avenia Columbia County RE Specialist

  7951 New York 22, Copake Falls, NY 12517
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  /29

  $2,695,000

  • 5 Beds
  • 3 Baths
  • 3,089 Sq Ft

  95 Croton Lake Rd, Katonah, NY 10536

  WILLOW FARM. Pristine Pre-Revolutionary Farmhouse. A Barrett Family homestead dating to 1750. Expanded in the 1930’s, with the addition of a handsome stone wing. Interior spaces replete with original details -- spectacular wide-plank floors, vintage millwork, built-in cupboards, windows salvaged from the old Katonah Library and three fireplaces. Beautifully proportioned Living Room with

  Benjamin Ginnel Ginnel Real Estate

  95 Croton Lake Rd, Katonah, NY 10536
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  /20

  $1,395,000

  • Land
  • 35.68 Acres
  • $39,098 per Acre

  863 E Schroon River Rd, Diamond Point, NY 12824

  A rare opportunity to step into a fully approved, high-demand investment in one of the Adirondacks' most sought-after resort corridors. Set on 36 acres with an impressive 2,400 feet of frontage along the scenic Schroon River, this property is approved for a 104-site, full-service RV park--positioned to capitalize on the region's thriving tourism market. All major approvals are in place, including

  Ashley Nagy Davies-Davies & Assoc Real Est

  863 E Schroon River Rd, Diamond Point, NY 12824
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  /34

  $11,250,000

  • 5 Beds
  • 7.5 Baths
  • 14,800 Sq Ft

  46 Ledgerock Ln, Hyde Park, NY 12538

  Ledgerock is a modern masterpiece by modernist architect, Lee Ledbetter and the only estate in the Hudson Valley that lies DIRECTLY on a bluff overlooking the Hudson River. Back on the market after undergoing significant infrastructure improvements and with significant price improvement, this one-of-a-kind estate on 9+ private acres offers the best Hudson River & Catskill Mountain views

  Jason Karadus Corcoran Country Living

  46 Ledgerock Ln, Hyde Park, NY 12538
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  /64

  $525,000

  • 6 Beds
  • 3.5 Baths
  • 3,931 Sq Ft

  306-308 Broadway, Ulster Park, NY 12487

  This spacious and meticulously maintained home blends classic charm with thoughtful modern updates. The kitchen and eating area feature engineered hardwood floors, quartz countertops, a farmhouse sink, extensive stonework, all-new cabinetry, and new appliances. Partial seasonal mountain views can be enjoyed right from the kitchen sink.The first floor layout includes a large living room

  Rodney Batista Howard Hanna Rand Realty

  306-308 Broadway, Ulster Park, NY 12487
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  /47

  $595,000

  • Land
  • 5.2 Acres
  • $114,423 per Acre

  643 Cobb St, Groton, NY 13073

  Additional acreage available! Once in a lifetime opportunity to own a former third-generation, certified organic dairy farm, thoughtfully cared for and deeply rooted in agricultural tradition. The property includes a large farmhouse and well-maintained structures that are ready to be used immediately! These buildings consist of a milking barn located across the road, two-story horse barn, long

  Karyn Scott Howard Hanna S Tier Inc

  643 Cobb St, Groton, NY 13073
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  /26

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  509 Julius Rd, College Point, NY 11356

  LUXURY THREE BEDROOM DUPLEX CONDOMINIUM FOR SALE**Private Gated Silverpointe Estates!This lovely unit sits on a cul de sac/Private block of Julius Road inside Silverpointe Estates .This unit is called the "D" Line which is the largest unit in this Development! ( Some of the pictures are virtually staged in this listing)Community: Upon entry of this private complex, you are greeted

  Alina Yukhtman Golden One Realty Group LLC

  509 Julius Rd, College Point, NY 11356
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  /50

  $5,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  3585 Route 82, Millbrook, NY 12545

  Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

  Jordan Vaccaro Serhant LLC

  3585 Route 82, Millbrook, NY 12545

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