New York Homes for Sale with a Guest House

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  $1,225,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  174 County Route 11, Pine Plains, NY 12567

  Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic

  Paula Redmond Corcoran Country Living - Mill

  174 County Route 11, Pine Plains, NY 12567
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  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 12,659 Sq Ft

  309 Woodstock Rd, Millbrook, NY 12545

  Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

  Jason Karadus Corcoran Country Living

  309 Woodstock Rd, Millbrook, NY 12545
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  /47

  $850,000

  • 3 Beds
  • 3.5 Baths
  • 2,444 Sq Ft

  7775 State Route 55, Neversink, NY 12765

  Set on 7 parklike acres framed by woodland, Spruce Haven is a serene country retreat where open lawns, stately maples, stonewalls and the soothing sounds of Scott Brook create a distinctly gracious experience. The brook meanders along the property line and next to a delightful old barn, offering a tranquil place to reflect or for younger explorers to wade and wander. And a bijou guest house is a

  Jennifer Grimes Country House Realty, Inc.

  7775 State Route 55, Neversink, NY 12765
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  /36

  $18,995,000

  • 8 Beds
  • 13 Baths
  • 13,481 Sq Ft

  104 Premium Point Rd, New Rochelle, NY 10801

  Welcome to Four Seasons waterfront living! Introducing this brand-new Malibu-cool stunner beautifully situated atop a private peninsula overlooking Long Island Sound and backing onto the tranquil waters of Premium Mill Pond. This Architectural Digest-quality home is the creme de la creme of an exclusive guard-gated community that’s just 35 minutes from NYC in the town of Mamaroneck. Such an

  Wendy Alper Julia B Fee Sothebys Int. Rlty

  104 Premium Point Rd, New Rochelle, NY 10801
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  /49

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 4,201 Sq Ft

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /35

  $95,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  112 Nestle Rd, Fort Plain, NY 13339

  Fantastic location at the corner of Rt 163 and Nestle Rd. Just 2 miles from the Village of Fort Plain. Offering 2 acres and artesian well with plenty of water. Property includes well maintain single wide trailer on full foundation with large covered deck and paved driveway. Property owned by the same family for over 70 years. Another old home with some original woodwork with former dance hall in

  Rebecca Zarski Howard Hanna Capital Inc

  112 Nestle Rd, Fort Plain, NY 13339
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  /75

  $775,000

  • 5 Beds
  • 5 Baths
  • 9,300 Sq Ft

  3645 Route 67, Freehold, NY 12431

  Freehold Country Inn - Bar & Restaurant Opportunity in the Catskills Step into a turnkey business in the heart of the Catskills with the Freehold Country Inn, a rustic and inviting bar and restaurant with multiple income streams and endless potential. The property features a 3,500 sq. ft. restaurant with seating for 80 in the dining rooms and 15 at the bar. A full commercial kitchen, active

  Jason Dugo Dugo Realty

  3645 Route 67, Freehold, NY 12431
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  /25

  $240,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  39 West St, Whitehall, NY 12887

  2 HOMES!!! Check out these 2 move in ready homes for your family member to move in back or rent out for rental income.Front home was a 2 unit at one time as well so can be reverted back. 4 bedroom home and 2 Bedroom home.(37 1/2 West) Many upgrades have been done to both since purchasing. Front-New oil tank, whole house insulated, new appliances, Electrical work, floor joists, new rock in

  Eileen Clark eXp Realty

  39 West St, Whitehall, NY 12887
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  /50

  $3,195,000

  • 4 Beds
  • 6 Baths
  • 7,669 Sq Ft

  12 Mountain Brook Rd, Cornwall, NY 12518

  Welcome to Mountain Brook Estate, an ultra-private, luxurious mountaintop retreat encompassing 26+ acres on one of the highest elevations in the Hudson Valley. An hour from New York City and minutes from West Point, this nearly 8,000 square foot contemporary estate has been meticulously renovated to showcase commanding views of the Hudson River, Storm King Mountain, and the surrounding Catskill

  Jake Garay Serhant LLC

  12 Mountain Brook Rd, Cornwall, NY 12518
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  /50

  $6,000,000

  • 5 Beds
  • 7 Baths
  • 5,680 Sq Ft

  99 Quaker Bridge Rd, Croton On Hudson, NY 10520

  Rolling Stone Farm. A truly rare, extraordinary 106+ acre sprawling estate, overlooking the Hudson River, just 37 miles from Manhattan. Marvelous grounds with sweeping lawns, formal English gardens, specimen trees, rolling pastures, enchanting cottages, and equestrian facilities, to boot. You will be enthralled. European style stone and wood shingle home, originally built in the 1930’s for the

  William Stuart Berkshire Hathaway HS NE Prop

  99 Quaker Bridge Rd, Croton On Hudson, NY 10520
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  /50

  $5,900,000

  • 7 Beds
  • 7.5 Baths
  • 5,165 Sq Ft

  4317 New York 23, Hudson, NY 12534

  Mountain views, historic charm, hiking trails and 100 private acres, just minutes toeverything Hudson....what's not to love.Say hello to your new Hudson Valley venture. As you pull up the winding tree-lined drive its like entering another world; serene andwelcoming. The grand estate slowly comes into view. A stately Manor house sits on alush hilltop, a three bedroom cottage

  Jennifer Capala William Pitt Sothebys Intn'l

  4317 New York 23, Hudson, NY 12534
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  /66

  $2,850,000

  • 4 Beds
  • 5 Baths
  • 4,200 Sq Ft

  130 Cedar Dr, Kerhonkson, NY 12446

  Modern Compound with Guest House + Pool + Hot TubSet on 5 magical acres in the heart of the Hudson Valley, this modern compound is tucked along a quiet road surrounded by mature woods, mountain air, and serene natural beauty. As the grounds open up, a landscaped pond with an open gazebo, custom bluestone walkways, and a charming 3-bedroom guest house announce that this is something truly

  Bree Chambers Compass Greater NY, LLC

  130 Cedar Dr, Kerhonkson, NY 12446
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  /77

  $2,600,000

  • 16 Beds
  • 8 Baths
  • 7,159 Sq Ft

  4028 County Route 26, Greenville, NY 12083

  Catskills Estate + Proven Income + Endless Possibility4 Parcels | 3 Homes | 2 Massive Barns | Dozens of Uses | 1 Private LakeThis is your once-in-a-generation opportunity to own a legacy compound in the Catskills, where every acre has possibility and positioned for future growth. Spanning over 24 acres across four separate tax parcels, this remarkable offering includes three

  Jason Dugo Dugo Realty

  4028 County Route 26, Greenville, NY 12083
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  /50

  $834,000

  • 5 Beds
  • 4.5 Baths
  • 4,051 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

  Stately 1900 Victorian Estate with Guest House, 4051 sqft combined on 2.8 Manicured AcresWelcome to this impeccably restored 4-bedroom, 3.5-bath Victorian masterpiece, nestled on 2.8 acres of lush, landscaped grounds. From the moment you arrive via the circle driveway, you’ll be captivated by the charm of yesteryear paired with the comfort and efficiency of today. Geothermal heating and

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  12 Perry Creek Rd, Washingtonville, NY 10992
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  /47

  $4,250,000

  • 4 Beds
  • 7 Baths
  • 5,500 Sq Ft

  141A N Ferry Rd, Sag Harbor, NY 11963

  Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to

  Annmarie Seddio Atlas Sales Realty

  141A N Ferry Rd, Sag Harbor, NY 11963
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  /43

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 3,080 Sq Ft

  27 Old Wagon Rd, Woodstock, NY 12498

  Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths

  Megan Rios Berardi Realty

  27 Old Wagon Rd, Woodstock, NY 12498
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  /28

  $380,000

  • 3 Beds
  • 3 Baths
  • 2,630 Sq Ft

  25 County Route 413, Westerlo, NY 12193

  This must see home located at 25 County Route 413 in Westerlo, NY nestled in the Heldeberg mountains was built in 2001. This home has 3 Bedrooms 2 full baths laundry, living and family & dining rooms. There is a wood fireplace. A new roof on the house and garage, new front and sliding doors. The guest/in-law house was built in 2006 has 2 bedrooms a full handicap accessible bath, a full kitchen

  Mark Karten Karten Real Estate Services LLC

  25 County Route 413, Westerlo, NY 12193
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  /31

  $1,179,000

  • 4 Beds
  • 4 Baths
  • 3,661 Sq Ft

  5-15 Old Depot Way, Stanfordville, NY 12581

  If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

  George Langa Houlihan Lawrence Inc.

  5-15 Old Depot Way, Stanfordville, NY 12581
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  /36

  $379,900

  • 3 Beds
  • 4 Baths
  • 3,298 Sq Ft

  453 County Route 47, Argyle, NY 12809

  PRICE IMPROVED-RARE OPPORTUNITY! Lovely newer three bedroom, two full bathroom ranch home with potential for multiple streams of income that include a former brewery zoned F.1 ,hop farm, Christmas tree farm, AirBNB cabins w/ full bathhouse and a glamping area. All of this on a beautiful 8 acre setting. The Ranch house estimated 1378 sq ft, former brewery building estimated 1920 sq ft. While the

  Jay Walsh Red Door Realty NY Inc

  453 County Route 47, Argyle, NY 12809
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  /36

  $949,000

  • 4 Beds
  • 4 Baths
  • 3,900 Sq Ft

  3880 County Route 30, Salem, NY 12865

  The Ultimate Getaway. The perfect country retreat! Long drive to total privacy. A historical home from the 1700’s, once originally part of a hay farm. Over 50 glorious acres with beautiful open meadows, spring-fed pond, fruit trees and flowering gardens. Unique Post “& Beam Converted Barn, dating to 1763. Remarkable interior spaces with vaulted ceilings, hardwood floors, exposed beams and open

  Cristina Civetta Ginnel Real Estate

  3880 County Route 30, Salem, NY 12865
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  /54

  $14,500,000

  • 4 Beds
  • 5.5 Baths
  • 5,888 Sq Ft

  199 Eichybush Rd, Kinderhook, NY 12106

  DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling

  Michael Stasi Corcoran Country Living

  199 Eichybush Rd, Kinderhook, NY 12106
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  /36

  $5,900,000

  • 3 Beds
  • 4 Baths
  • 5,300 Sq Ft

  2159 New York 296, Hunter, NY 12442

  Mountain Top Estate !Private Air Strip! 555 acres !Truly one of kind property features a custom built Contempo, with awesome Mtn views. For aircraft enthusiasts, this property has its own registered 2600' private airstrip with 2 Hangers. Parcels of this nature remain in families for generations, and it is a rarity for one of this magnitude to come to market. Seems to be a remote and private part

  Nan Potter Potter Realty

  2159 New York 296, Hunter, NY 12442
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  /12

  $1,600,000

  • Land
  • 73 Acres
  • $21,918 per Acre

  10252 Short Cut Rd, Cato, NY 13033

  73 acres of partially developed farmland and 3 large buildings for your generational farming or development opportunity. First time on market in over 60 years. 5 minute drive to NYS Thruway Weedsport Exit. Well established 19 acre turnkey blueberry farm with significant farm equipment and 19,000 blueberry plants. One 8,000sf main building and 2 10,000sf pole barns with 3 phase electric. One pole

  Mike Barry Pyramid Brokerage Company - Co

  10252 Short Cut Rd, Cato, NY 13033
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  /35

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  200 Central Ave, Bohemia, NY 11716

  Beautiful, flat 1/2 acre property with plenty of room for a pool. Professionally designed 3 bedroom 2 bath ranch with natural light throughout. Basement is a potential 2 bedroom accessory apartment with proper permits. Newly painted; new A/C unit; newly refinished wood floors; new LVP flooring in secondary bedrooms; new vanities on main level; new carpet on basement stairs. Owners wife broker.

  Denise Trifaro DT Realty

  200 Central Ave, Bohemia, NY 11716
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  /36

  $7,100,000

  • 6 Beds
  • 6.5 Baths
  • 9,553 Sq Ft

  998 W Shore Rd, Mill Neck, NY 11771

  Often dreamed about but rarely available: Welcome to a truly beautiful waterfront property " Harbor Torre" has been completely renovated to perfection. This 9500 square foot home with breathtaking views of Oyster Bay Harbor has a combination of elegance, luxury and meticulous detail. 1.7 acres of waterfront with your own private staircase and beach provide reasonable maintenance and taxes while

  Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

  998 W Shore Rd, Mill Neck, NY 11771
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  /114

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,586 Sq Ft

  49 County Route 39, Round Top, NY 12473

  A Beautiful Contemporary Home with 3 to 5 Bedrooms & 3 Baths on 15 Acres with a Tranquil Stream that could be a Mother/Daughter in the Charming Hamlet of Round Top! There's a captivating old red barn for animals, equipment, vehicles, recreation, entertainment, an artist's studio, a workshop, a creative space, or a home business asset. There's a 2 story bungalow that needs work and repairs with

  Ted Banta RVW Select Properties

  49 County Route 39, Round Top, NY 12473

Showing Results 161 - 186, Page 5 of 5