Olive, NY Homes for Sale

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  /28

  $349,000

  • 2 Beds
  • 2 Baths
  • 848 Sq Ft

  442 Acorn Hill Rd, Olivebridge, NY 12461

  Charming & Updated 2-Bedroom Home in a Serene Country Setting. Discover this beautifully updated 2-bedroom, 2-bathroom home nestled in a private and peaceful location. With modernized electrical and mechanical systems, this home offers both comfort and reliability. The second-floor bathroom is brand new, adding a touch of luxury to the space. Step outside onto the lovely deck overlooking the

  

  Siobhan Scanlan

  Win Morrison Realty-K

  (845) 377-9502

  442 Acorn Hill Rd, Olivebridge, NY 12461
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  /40

  $2,500,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  30 Narrow Rd, Kingston, NY 12401

  Discover minimalist modern luxury in this stunning new contemporary home, set on an expansive 7.3-acre private lot. Whether you're dreaming of a tranquil upstate retreat or a primary residence, this property offers the perfect sanctuary. The open-concept living space features soaring double-height ceilings, creating an inviting and airy atmosphere, while two breathtaking walls of windows provide

  

  Veronica Newton

  Compass Greater NY, LLC

  (845) 328-5883

  30 Narrow Rd, Kingston, NY 12401
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  /33

  $725,000

  • 6 Beds
  • 3 Baths
  • 3,059 Sq Ft

  1441 County Road 2, Olivebridge, NY 12461

  Welcome to 1441 County Road 2 in Olivebridge, NY—a beautifully renovated 6-bedroom, 3-bathroom home nestled on 2.32 acres in the heart of the Catskills. This spacious 3,059 sq ft retreat features a brand-new kitchen, three cozy fireplaces, a sun-drenched great room, and a primary en suite on the main floor. With three bedrooms on each level, a full walk-out basement, and a large deck over the

  Nicholas Cuomo Keller Williams Realty

  1441 County Road 2, Olivebridge, NY 12461
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  /40

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,966 Sq Ft

  18 Rocky Mountain Rd, Kerhonkson, NY 12446

  Imagine finding your own private haven at 18 Rocky Mountain Road in Kerhonkson. Tucked away at the end of a long, winding driveway, this contemporary four-bedroom, two-bathroom home offers a true sense of escape on just under ten acres of peaceful woodland. Built in the 1980s, this property is all about embracing tranquility and the beauty of its natural surroundings. The house itself,

  Patty Kowatch Keller Williams Realty HV Nort

  18 Rocky Mountain Rd, Kerhonkson, NY 12446
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  /41

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461

  Olivebridge Homestead on almost 20 acresThis 19.87 acre home includes gardens, fields, a slice of forest ... and a pool on 5+ acres.AND, a beautiful 14.5+ acre lot that hugs the current homesite on 2 sides. With a pool, private rear deck, and a picnic shelter, it's ready for play, entertaining, and relaxing. With an oak clad studio with power, water, cabinetry,

  David Todd eXp Realty, LLC

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /26

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  58 Kelder Rd, Olivebridge, NY 12461

  This charming 3-bedroom, 2.5-bath home is nestled on 6.2 acres with picturesque mountain views abound. The home welcomes you with an inviting living area which opens up to the kitchen and dining area. Serving as the heart of the home, this thoughtful floor plan is ideal for gathering with loved ones or entertaining guests. The modern kitchen, with its sleek stainless steel appliances and ample

  Richard Vizzini Corcoran Country Living

  58 Kelder Rd, Olivebridge, NY 12461
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  /31

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  110 Brown Station Rd, Olivebridge, NY 12461

  Escape to this beautifully updated 3-bedroom, 2-bath Cape home located in the heart of Olive Bridge. Set on a generous lot, the residence blends modern comfort with rustic charm. Inside, you'll find beamed ceilings and elegant hardwood floors throughout, enhancing the spacious layout that's perfect for both relaxation and entertaining. The first floor features a large living/dining area, a full

  Megan Rios Berardi Realty

  110 Brown Station Rd, Olivebridge, NY 12461
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  /60

  $1,025,000

  • 3 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  490 Peak Rd, Stone Ridge, NY 12484

  Welcome to your private oasis in the heart of Stone Ridge! Located on highly desirable Peak Rd,quite near to the Hamlet of Stone Ridge, but far enough to enjoy the privacy of the hills and woods, this home is redolent with the vibrations of Country Living! Peaceful natural light streams in, illuminating the wood tones, two hearthwarming wood stoves, chefs kitchen and an expansive, semi-open

  Nan Potter Potter Realty

  490 Peak Rd, Stone Ridge, NY 12484
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  /27

  $695,000

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft

  860 Kripplebush Rd, Accord, NY 12404

  This stately stone and brick cottage on 1.3 acres offers a fully renovated, move-in ready stone and brick cottage to call home. Featuring an inviting layout that maintains original details, with a formal dining room and a living room centered around a working stone fireplace. A modern, functional kitchen boasts all-new appliances, and spacious bathrooms with wide-format tiles and brass fixtures.

  Shane Menaker Hudson Modern Co

  860 Kripplebush Rd, Accord, NY 12404
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  /41

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461

  This 5+ acre home includes gardens, fields, a slice of forest ... and a pool. With a pool, private rear deck, and a picnic shelter, it's ready for play, entertaining, and relaxing. With an oak clad studio with power, water, cabinetry, cork floors and a wall of shelving, it's ready for all sorts of creative pursuits. Add in an over-sized garage with mechanic's pit and

  David Todd eXp Realty, LLC

  441 Upper Sahler Mill Rd, Olivebridge, NY 12461
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  /50

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this 41 Acre property is once you arrive. Just driving down the country road to get here is already a treat. Situated at the base of the majestic High Point Mountain you'll find a private driveway that takes you through a beautiful forest and then it opens up to acres of your own open farmlands.....the open fields are perfectly suited to horses and with an

  Edwin Maldonado Howard Hanna Rand Realty

  18 Jomar Ln, Olivebridge, NY 12461
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  /30

  $849,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  4 Burger Dr, Kerhonkson, NY 12446

  For those seeking a turnkey retreat with contemporary farmhouse charm, this newly built home on 1.3 acres is a true standout. Thoughtfully designed for both beauty and low maintenance, it features white Hardie board and batten siding, bluestone patios, cedar accents, and efficient Pella windows. A picturesque pond with tall cattails and a floating stone platform adds to the serene setting, while

  Catherine Quintard Compass Greater NY, LLC

  4 Burger Dr, Kerhonkson, NY 12446
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  /24

  $389,000

  • 4 Beds
  • 2.5 Baths
  • 3,330 Sq Ft

  31 Lang Rd, West Shokan, NY 12494

  Bring your vision to this charming home in West Shokan, nestled amidst the Catskill Mountains. This spacious 4-bedroom, 2.5-bath home offers a generous 3,330 square feet of living space, situated on 1 acre of land. The charming 1 bed 1 bath accessory apartment holds significant potential for a guest/in-law suite or rental opportunity. This homes thoughtful floor plan seamlessly connects the

  Richard Vizzini Corcoran Country Living

  31 Lang Rd, West Shokan, NY 12494
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  /20

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft

  62 Grassy Ridge Rd, Olivebridge, NY 12461

  Nestled along a tranquil road, this enchanting retreat is perched on the aptly named Grassy Ridge in Olivebridge—a true natural sanctuary. As you step inside, you're greeted by a welcoming kitchen, an open-concept dining and living area, a cozy bathroom, and an additional versatile room that sparks endless possibilities. Ascend the spiral staircase to discover the primary bedroom—a dreamlike

  Sean Nutley Hudson Modern

  62 Grassy Ridge Rd, Olivebridge, NY 12461
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  /36

  $4,250,000

  • 7 Beds
  • 11 Baths
  • 9,000 Sq Ft

  295 Krumville Rd, Olivebridge, NY 12461

  Welcome to Olivebridge Acres Estate, a secluded 20-acre haven offering unmatched tranquility, luxury, and versatility in the heart of the Hudson Valley. Surrounded by mature forest, cascading waterfalls, serene ponds, and panoramic mountain views, this unique property is a rare find for those seeking refined country living with endless possibilities.At the heart of the estate is a 7,000+ sq ft

  Sharon D'Orazio Christie's Int. Real Estate

  295 Krumville Rd, Olivebridge, NY 12461
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  /17

  $209,000

  • Land
  • 4.70 Acres
  • $44,468 per Acre

  00 Wynkoop Dr, Rochester, NY 12446

  Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir for walking and biking. Encompassing three parcels sold together, this builder's dream offers unique potential, including existing

  Monica Noll Keller Williams Realty HV Nort

  00 Wynkoop Dr, Rochester, NY 12446
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  /22

  $209,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  93 Wynkoop Dr, Kerhonkson, NY 12446

  Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir for walking and biking. Encompassing three parcels sold together, this builder's dream offers unique potential, including existing

  Monica Noll Keller Williams Realty HV Nort

  93 Wynkoop Dr, Kerhonkson, NY 12446
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  /46

  $570,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  18 Harris Rd, Kerhonkson, NY 12446

  Escape to the tranquility of Kerhonkson, NY, with this meticulously clean and inviting raised ranch home! Nestled on a sprawling 3-acre parcel, this property offers the perfect blend of peaceful country living and modern conveniences.Step inside to discover bright and airy rooms, designed for comfortable living and effortless entertaining. The spacious layout features 3 bedrooms,

  Monica Noll Keller Williams Realty HV Nort

  18 Harris Rd, Kerhonkson, NY 12446
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  /22

  $925,000

  • Land
  • 11 Acres
  • $87,429 per Acre

  0 Lot Pitcairn Rd, Glenford, NY 12433

  Did you just blink? Don't do that again before booking an appointment to see this perfectly private lot with one of the best Ashokan Reservoir views you'll ever experience. The lot is cleared, with a driveway in place, electric nearby, and a BOH-approved perk test. Plus, it's surrounded on all four sides by protected lands—you won't want to miss this one! Located within the exclusive gated

  Sean Zimmerman Halter Associates Realty Inc

  0 Lot Pitcairn Rd, Glenford, NY 12433
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  /32

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,466 Sq Ft

  5147 State Route 213, Olivebridge, NY 12461

  This great mixed-use property in the heart of Olivebridge, has a lot to offer, whether owner-occupied or strictly used as an income property. The first floor contains 1,850 SQ FT of commercial space leased to the US Postal Service, a Loading dock, and plenty of parking. An additional 75 SF indoor utility room. On the top floor, you will find a beautifully renovated, 1,150 sq. ft., 3-bedroom

  Louis Naccarato BERARDI REALTY

  5147 State Route 213, Olivebridge, NY 12461
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  /17

  $95,000

  • Land
  • 3.16 Acres
  • $30,063 per Acre

  37 Wynkoop Dr, Rochester, NY 12446

  Don't miss the opportunity to own in beautiful Kerhonkson and build your dream home! Electricity is available on the road. Well installed. Perc test completed years ago. BOH approved for 4 bedroom house. Minutes from state hiking trails & parks and the Ashokan Reservoir! Conveniently, shopping, restaurants, and more are only a short drive away! Wetlands at the back of the property provide

  Kathy Shumway Win Morrison Realty-K

  37 Wynkoop Dr, Rochester, NY 12446
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  /47

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,404 Sq Ft

  3273 New York 28, Shokan, NY 12481

  Amazing opportunity in the heart of the Hudson Valley's Catskill Mountains. This charming well maintained income producing property has natural beauty inside and out. The open front porch with stone columns invokes a calm relaxed feeling to sit and enjoy nature all around you. Inside the main house there is beautiful original wood floors, trim, and doors, an eat in kitchen, large living room

  Rodney Batista Howard Hanna Rand Realty

  3273 New York 28, Shokan, NY 12481
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  /15

  $2,450,000

  • 4 Beds
  • 5 Baths
  • 4,758 Sq Ft

  0 Brown Rd, Olive, NY 12461

  Do not miss a unique opportunity to build your dream home in a stunning location in serene Olivebrige. The new custom home will be situated on a huge 31.5 acre lot. You will have a chance to design your custom home full of the best available amenities. The home will be Inviting, private and energy efficient. This beautifully designed open plan four bedroom home features a free flowing living area

  Irina Golbert UNITED NATIONAL REALTY GROUP INC

  0 Brown Rd, Olive, NY 12461
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  /14

  $2,490,000

  • 4 Beds
  • 5 Baths
  • 4,758 Sq Ft

  0 Brown Rd, Olive, NY 12461

  Do not miss a unique opportunity to build your dream home in a stunning location in serene Olivebrige. The new custom home will be situated on a huge 31.5 acre lot. You will have a chance to design your custom home full of the best available amenities. The home will be Inviting, private and energy efficient. This beautifully designed open plan four bedroom home features a free flowing living

  Irina Golbert United National Realty

  0 Brown Rd, Olive, NY 12461
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  /18

  $274,000

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft

  3382 State Route 28, Shokan, NY 12481

  This charming cottage nestled in the scenic town of Olive was built in 1921.There is a lot of natural light highlighting the unique characteristics this house has to offer. This house features a generator hook up and on the property you will find a one-bedroom mobile home that is grandfathered in. It has its own septic and shared well with the house and it is a great rental opportunity. The roof

  Siobhan Scanlan Win Morrison Realty-K

  3382 State Route 28, Shokan, NY 12481
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  /18

  $200,000

  • 4 Beds
  • 2 Baths
  • 2,228 Sq Ft

  280 Watson Hollow Rd, West Shokan, NY 12494

  Spectacular Olive area..THIS WILL NEED TO BE A CASH OFFER! ,USE EXTREME CAUTION - some floors buckled and basement access not recommended.Buyer will need to check with town and flood rules on what can be done - AS~IS!! 1 acre and Onteroa Schools. This farmhouse has 4 bedrooms 2 baths with many original details, wood beams, wood stoves, hardwood floors and wood trim on a level lot and LOW tax

  Jeanne Boice Howard Hanna Rand Realty

  280 Watson Hollow Rd, West Shokan, NY 12494
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  /28

  $395,000

  • 6 Beds
  • 4 Baths
  • 1,576 Sq Ft

  3263 New York 28, Shokan, NY 12481

  Opportunity knocks with this incredible multi-family compound, perfectly situated on 1.39 acres in the picturesque Catskills. This legal three-unit property offers versatility, income potential, and the charm of a bygone era, all in an unbeatable location.At the heart of the property is the 1920s main house, brimming with character and awaiting your personal touch. Whether you envision a spacious

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  3263 New York 28, Shokan, NY 12481
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  /5

  $499,000

  • Land
  • 18 Acres
  • $27,508 per Acre

  TBD Peak Rd, Stone Ridge, NY 12484

  Fine opportunity locate your dream home deep in the woods, but still be a stones throw from Town! Peak Rd is considered one of the premium addresses in Stone Ridge, and this beautiful parcel is right at the intersection with Scarawan Rd. A feasibility study conducted by an engineer determined there are no NYS Wetlands, critical environmental areas, flood plains, or historic sites. There is

  Nan Potter Potter Realty

  TBD Peak Rd, Stone Ridge, NY 12484
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  /35

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  50 Harris Rd, Kerhonkson, NY 12446

  Your new adventure awaits! Tucked away at the tranquil end of a cul-de-sac on Harris Road, this residence is situated in one of the most sought-after areas in Ulster County, making it an ideal retreat. Located just a quick five-minute drive from the enchanting Sundown Wild Forest, which boasts a sprawling 30,000 acres of pristine state land, your dream getaway is finally within reach. Step inside

  50 Harris Rd, Kerhonkson, NY 12446
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  /19

  $153,000

  • Land
  • 2.67 Acres
  • $57,303 per Acre

  TBD Wynkoop Rd, Olivebridge, NY 12461

  BUILDING LOT - 2.6 acres in a sought after nook in the Town of Olive. Easy location and shovel ready, recent survey and BOH approval. Wynkoop Rd is wooded and peaceful, close to Sahler Mill loop, Tetta's Market, Sundown State Forest and other local attractions. The land has a variety of mature trees and is dotted with bluestone features. Partially cleared for a driveway with an ideal homesite on

  Ryan Basten Berkshire Hathaway Homeservice

  TBD Wynkoop Rd, Olivebridge, NY 12461
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  /35

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft

  18 Tonche Terrace, Shokan, NY 12481

  This home needs some TLC and updateing to your liking. There is a full finished basement that could have many uses such as an In Law suite. Commuter friendly close to NY State Thruway and minutes to Woodstock, NY. Also close to major ski areas.This home is being sold as is. Inspections for informational purposes only make offers accordingly.

  Frank Tangredi Frank Tangredi Realty Company

  18 Tonche Terrace, Shokan, NY 12481
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  /12

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,389 Sq Ft

  4 Trails End Rd, Kerhonkson, NY 12446

  Unlike most properties where your tour begins inside, this one invites you to experience its uniqueness from the moment you arrive. Step onto the land and immediately be drawn by the sounds of the creek in the backyard. The setting of this home is truly exceptional. Cross over a few stones in the creek and you'll find yourself surrounded by trees, birds chirping and any worries seem to melt

  Monica Noll Keller Williams Realty HV Nort

  4 Trails End Rd, Kerhonkson, NY 12446
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  /24

  $359,000

  • 0.5 Baths
  • 3,297 Sq Ft

  71 Watson Hollow Rd, West Shokan, NY 12494

  If you are looking for a well maintained huge open light filled, heated space with a well and septic and water to convert into your home/studio look no further! Fantastic location with easy access to Boiceville and Route 28 this exceptional building has one half bathroom a double furnace and an additional wet sink area. Just minutes from Woodstock, Phoenicia and Boiceville with shopping and

  Faye Storms Ruth Gale Realty

  71 Watson Hollow Rd, West Shokan, NY 12494
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  /9

  $119,000

  • Land
  • 3.00 Acres
  • $39,667 per Acre

  6 Birch Knoll Ln, Olivebridge, NY 12461

  Nestled in the picturesque hamlet of Olivebridge, this 3-acre property offers the perfect blend of open space and natural beauty. Ideally situated overlooking Sheldon Hill Road, this parcel is ready to bring your vision to life.This property features a versatile layout with a spacious cleared area, perfect for building, alongside a serene wooded section that offers privacy and a

  Patty Matus eXp Realty, LLC

  6 Birch Knoll Ln, Olivebridge, NY 12461
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  /28

  $448,500

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  142 Chris Ln, Olivebridge, NY 12461

  Nestled in a serene cul-de-sac, this inviting 4-bedroom, 2.5-bathroom Ranch home offers the perfect balance of tranquility and convenience. Set on 1.5 flat acres of land, this property is a nature lover’s dream, just minutes from scenic hiking trails, kayaking, boating and the breathtaking Ashokan Reservoir and Woodstock. As you step inside, you’ll be greeted by a cozy sitting room featuring

  Juliet Lopez Keller Williams Rlty Integrity

  142 Chris Ln, Olivebridge, NY 12461
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  /26

  $1,795,000

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

  4606 Atwood Rd, Stone Ridge, NY 12484

  Build your dream home in the serene, sought-after Stone Ridge, NY. This fully BOHA-approved, shovel-ready flag lot offers ultimate privacy and tranquility, set back from the street and surrounded by nature. The layout embraces natural light with east-facing fronts and west-facing backs, seamlessly blending indoor-outdoor living. The base model features 3 bedrooms, 3 bathroom + home office &

  Tim Rothman Compass Greater NY LLC

  4606 Atwood Rd, Stone Ridge, NY 12484
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  /33

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  351 Peak Rd, Stone Ridge, NY 12484

  Stone Home with Modern Comforts in the heart of the Hudson Valley.Discover the perfect blend of timeless charm and modern luxury with this exquisite residence, built circa 1770, set on 21 sprawling acres in the scenic town of Stone Ridge, NY. This captivating antique home offers an unparalleled living experience, combining historic elegance with contemporary conveniences.The residence

  Eric Bean Coldwell Banker Village Green

  351 Peak Rd, Stone Ridge, NY 12484
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  /40

  $1,475,000

  • 4 Beds
  • 4 Baths
  • 3,941 Sq Ft

  465 High Point Mountain Rd, West Shokan, NY 12494

  Available for the first time in 50-plus years, this iconic Hudson Valley home boasts extraordinary character and charm in the perfect setting -- a secluded 10-acre nook of ponds and woods just minutes from the Ashokan Reservoir. The house, a masterful blend of timeless farmhouse style, craftsmanship and luxury, is the polar opposite of cookie cutter, with classic window awnings, cedar shakes and

  Hayes Clement BHHS HUDSON VALLEY PROP-KING

  465 High Point Mountain Rd, West Shokan, NY 12494
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  /32

  $549,900

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

  35 Mountain Rd, Shokan, NY 12481

  Welcome to Your Private Oasis!Motivated estate! Come and discover the serenity and charm of this beautiful ranch nestled on a private, pastoralDiscover the serenity and charm of this beautiful ranch 6.2-acre estate. With nearly 2,000 square feet of living space, this home offers an idyllic retreat surrounded by nature's beauty, featuring a babbling brook that adds a touch of tranquility

  Machree Quaker The Machree Group, LLC

  35 Mountain Rd, Shokan, NY 12481
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  /36

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  451 Acorn Hill Rd, Olivebridge, NY 12461

  Experience the serene charm of upstate NY living in this inviting 2+ bedroom farmhouse boasting picturesque mountain views. THREE additional flex rooms to meet your personal needs. Embrace the allure of elegance with granite countertops, stainless appliances, hardwood floors, enclosed porch, and a spacious deck, perfect for enjoying the abundant sunlight and tranquil surroundings. At the end of

  Heather Martin United RE Hudson Valley Edge

  451 Acorn Hill Rd, Olivebridge, NY 12461

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