New York Homes for Sale with a Guest House

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  /46

  $2,250,000

  • Land
  • 69 Acres
  • $32,599 per Acre

  274 Fingar Rd, Hudson, NY 12534

  Experience quiet country living with this beautiful 69 acre mixed-use farm & investment property! -- This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with

  Dana Luke Keller Williams Realty HV Nort

  274 Fingar Rd, Hudson, NY 12534
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  /75

  $2,950,000

  • 11 Beds
  • 9 Baths
  • 5,978 Sq Ft

  339 Jessup Rd, Florida, NY 10921

  Welcome to The Stables at MiraBella, a rare opportunity to own a premier equestrian estate in the charming town of Florida, NY. Set on 52 acres of meticulously maintained, picturesque land, this property is designed to cater to all facets of equestrian life, from top-tier boarding and training to breeding and recreational riding. Surrounded by rolling hills, lush woods, a tranquil pond, and a

  Eric Amaral Coldwell Banker Village Green

  339 Jessup Rd, Florida, NY 10921
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  /36

  $12,000,000

  • 5 Beds
  • 3.5 Baths
  • 6,340 Sq Ft

  118 Finkle Rd, Ancramdale, NY 12503

  Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house

  Paula Redmond Corcoran Country Living - Mill

  118 Finkle Rd, Ancramdale, NY 12503
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  /35

  $3,299,000

  • 6 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  34 Rampasture Rd, Hampton Bays, NY 11946

  There's nothing cookie-cutter about this circa 1898 three-story Victorian that sits on a shy acre overlooking Tiana Bay in the coveted Rampasture area of Hampton Bays. You'll feel like you're on vacation every day, thanks to the property's 131' of sandy beach, a deep-water dock for up to a 35+ ft. boat, and sunsets guaranteed to soothe your soul. The 6-bedroom Main House offers many modern

  Aimee Martin Saunders & Associates

  34 Rampasture Rd, Hampton Bays, NY 11946
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  /36

  $1,800,000

  • 4 Beds
  • 4 Baths
  • 3,189 Sq Ft

  19 Halsey Place, Valhalla, NY 10595

  Fully Renovated Split-Level in a Top-Rated School District! A Sanctuary of Privacy and Luxury! This meticulously maintained home is the epitome of quality, offering a private oasis surrounded by over 150 mature evergreens. The residence has been transformed into a masterpiece, featuring 4 bedrooms, 4 baths, and a newly added legal 800 sq ft accessory apartment with its own private entrance.

  Peter Sisca Real Broker NY LLC

  19 Halsey Place, Valhalla, NY 10595
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  /40

  $1,600,000

  • 18 Beds
  • 12 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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  /50

  $995,000

  • Land
  • 30 Acres
  • $32,838 per Acre

  41 Belle School Rd, Caroline, NY 14817

  This exceptional equestrian property offers a rare combination of features. Set on 30 acres only 15 minutes from Cornell University in the Finger Lakes region, this facility’s amenities are top of the line! The barn features 6 stalls, all with 12x12' mats, outlets and automatic waterers, a wash stall, heated bathroom, feed room, and heated tack room with observation area. 5 stalls have Dutch

  Karen Eldredge Howard Hanna S Tier Inc

  41 Belle School Rd, Caroline, NY 14817
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  /45

  $4,250,000

  • 6 Beds
  • 4.5 Baths
  • 4,208 Sq Ft

  570 Pumpkin Ln, Clinton Corners, NY 12514

  Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional

  E. ELIZABETH PETERS Corcoran Country Living - Mill

  570 Pumpkin Ln, Clinton Corners, NY 12514
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  /21

  $2,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  522 Warren St, Hudson, NY 12534

  Turnkey Perfection in the Historic Hudson District! This elegant property has been meticulously and lovingly restored and rebuilt in a two and a half year ground up restoration. No detail has been overlooked in this state-of-the-art rebuild. The ground floor offers a large and luxurious retail space (currently used as a shop), new 1⁄2 bath and sun-filled offices that lead out to a luscious garden

  Kathryn Johnson William Pitt Sotheby's Int'l

  522 Warren St, Hudson, NY 12534
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  /69

  $1,590,000

  • 7 Beds
  • 5.5 Baths
  • 7,316 Sq Ft

  126 Shaker Ridge Dr, Canaan, NY 12029

  Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS #2, & #3. 4616 sf Main Home (3100 + 1516 +storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with

  David Birch Barns & Farms Realty, LLC

  126 Shaker Ridge Dr, Canaan, NY 12029
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  /44

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  1205 New York 30, Mayfield, NY 12117

  ''Discover your ideal Adirondack Park retreat! This 3-bed, 2-bath home features a modern open floor plan on a scenic 1.2-acre lot with tranquil pond. With modern appliances included, you'll find convenience and comfort throughout. Step onto the large - rear deck for relaxation and outdoor enjoyment. Plus, there's a 2-car detached garage, storage shed, & a fully equipped, turn-key diner with

  Thomas Petricca Coldwell Banker Prime Properties

  1205 New York 30, Mayfield, NY 12117
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  /52

  $2,900,000

  • 6 Beds
  • 5 Baths
  • 9,000 Sq Ft

  105 Gaf Lake Rd, Windsor, NY 13865

  Experience the epitome of private luxury living in this extraordinary waterfront estate. Whether you're seeking a peaceful retreat, a family compound, or an exclusive vacation destination, this property offers everything you desire. Six bedrooms, including a luxe primary suite with panoramic water views. Featuring vaulted ceilings, exposed wood beams, and fireplaces, creating a warm ambiance for

  Maria Barr Four Seasons Sotheby's International Realty

  105 Gaf Lake Rd, Windsor, NY 13865
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  /41

  $1,799,000

  • 7 Beds
  • 4 Baths
  • 4,514 Sq Ft

  14 Armstrong Rd, Hardenburgh, NY 12406

  Own Paradise. At the end of a town-maintained dead-end road in the Catskills is The Odell Farm, 335 splendid acres of forest, meadows, pond, and stream adjoining thousands of acres of protected state land. This private and delightfully secluded retreat consists of the original 4BR 1.5 bath 1826 farmhouse and 1991 3BR 2BA oversized lodge along with a detached 5 bay garage and a professionally

  Dara Barr Keller Williams Upstate NYProp

  14 Armstrong Rd, Hardenburgh, NY 12406
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  /48

  $1,799,000

  • 7 Beds
  • 3.5 Baths
  • 4,204 Sq Ft

  12 Armstrong Rd, Arkville, NY 12406

  Own Paradise. At the end of a town-maintained dead-end road in the heart of the Catskill Mountains is The Odell Farm, 335 splendid acres of forest, meadows, pond, and stream adjoining thousands of acres of protected state land. This private and delightfully secluded retreat consists of the original 4BR 1.5 bath 1826 farmhouse and 1991 3BR 2BA oversized lodge (with its own oversized garage) along

  Dara Barr Keller Williams Upstate NY Pro

  12 Armstrong Rd, Arkville, NY 12406
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  /48

  $1,799,000

  • 7 Beds
  • 3.5 Baths
  • 4,409 Sq Ft

  12 Armstrong Rd, Arkville, NY 12406

  Own Paradise. At the end of a town-maintained dead-end road in the heart of the Catskill Mountains is The Odell Farm, 335 splendid acres of forest, meadows, pond, and stream adjoining thousands of acres of protected state land. This private and delightfully secluded retreat consists of the original 4BR 1.5 bath 1826 farmhouse and 1991 3BR 2BA oversized lodge (with its own oversized garage) along

  Dara Barr Keller Williams Upstate NY Pro

  12 Armstrong Rd, Arkville, NY 12406
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  /22

  $2,100,000

  • Land
  • 70 Acres
  • $29,787 per Acre

  243 Vineyard Ave Unit 251, Highland, NY 12528

  Spectacular 70 acre parcel located right outside the village of Highland. May be used as a farm or subdivided. Parcel has 3 rentals located on it in addition to 1 vacant house. Also on this property is a very large steel building with high ceilings and oversized garage doors as well as a barn! Close commuter location - Metro North, NYS Thruway, Mohonk Mountains and Hudson Valley Rail Trail.

  John Quinn Quinn Realty Group Inc.

  243 Vineyard Ave Unit 251, Highland, NY 12528
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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

  Nan Potter Potter Realty

  2159 New York 296, Hunter, NY 12442
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  /49

  $5,499,000

  • 6 Beds
  • 5 Baths
  • 3,762 Sq Ft

  349 Sarah Wells Trail, Goshen, NY 10924

  The nicest Equine Boarding Facility in Orange County could be yours; located on 103+ Acres with ample privacy, multiple residential houses, 3 separate Garages, a 100' By 200' Indoor Steel Equestrian Riding Arena and 30-Stall Double-Breezeway Horse Barn. The State of the art Horse Barn features a heated riders lounge, tack room and full hayloft. Horse owners know what a flex 14' by 14' horse

  Deb Cor Exclusively Equine Prop LLC

  349 Sarah Wells Trail, Goshen, NY 10924
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  /47

  $1,290,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  134 Irish Cape Rd, Napanoch, NY 12458

  Your private mountain top awaits on 19 pristine acres with a stunning metal sided modern new construction home and an over the top tiny home for your guests. Come explore this gorgeous oasis of natural beauty and modern convenience with wistful mountain views from both homes and your own private pond. The new construction home truly brings nature inside with a full wall of windows and sliders

  Mercedes Ross Coldwell Banker Village Green

  134 Irish Cape Rd, Napanoch, NY 12458
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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 08/25/2025 and ends on 08/27/2025.

  Thomas Trevett Trevett Group

  271 Hickey Rd, Hampton, NY 12837

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