Ulster County NY Homes for Sale with Pool

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  /63

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  109 the Middle Way, Mount Tremper, NY 12457

  Tucked away on over 7 private acres off a quiet road in coveted Mount Tremper, this striking 2-bedroom, 2.5-bath contemporary offers ultimate seclusion, panoramic mountain views, and the kind of indoor-outdoor living dreams are made of. With soaring windows and a bright open-concept layout, the living room flows effortlessly into the dining area and kitchen, complete with a breakfast bar for

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 203-8492

  109 the Middle Way, Mount Tremper, NY 12457
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  /56

  $1,799,000

  • 5 Beds
  • 5 Baths
  • 5,315 Sq Ft

  21 Barclay St, Saugerties, NY 12477

  Barclay Manor — A Hidden Gem of Historic Grandeur in the Heart of SaugertiesTucked away on two secluded acres just minutes from the vibrant Saugerties village, Barclay Manor is a rare blend of elegance, scale, and total privacy. From the moment you turn into the long drive, you're met with old-world charm: soaring trees, antique bluestone paths, and lush gardens that frame the home like a

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 572-1261

  21 Barclay St, Saugerties, NY 12477
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  /48

  $3,200,000

  • 5 Beds
  • 5.5 Baths
  • 10,946 Sq Ft

  46 Pompeys Cave Rd, High Falls, NY 12440

  Welcome to 46 Pompey's Cave — where history meets high design. Once a storied 1850s B&B, the Trowbridge Farm house has been completely reimagined for modern living by the acclaimed Janson Scurro Architects. The result is an extraordinary synthesis of Hudson Valley heritage and modern architecture, where antique bones meet cutting-edge systems, clean design, and warm, organic materials. What

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 378-9035

  46 Pompeys Cave Rd, High Falls, NY 12440
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  /64

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,440 Sq Ft

  16 Ava Maria Dr, Phoenicia, NY 12464

  The best of both worlds. This unique 1934 colonial feels like you are in the country yet is in the center of Phoenicia. Enjoy lounging by your heated saline pool surrounded by mature peach, cherry, apple, and pear trees and perennial plantings with the privacy of a fully fenced in yard, then step outside and you are in the town park with access to a beautiful hiking trail where you can take in

  Jasmine Jordaan Halter Associates Realty

  16 Ava Maria Dr, Phoenicia, NY 12464
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  /67

  $6,995,000

  • 9 Beds
  • 7 Baths
  • 8,479 Sq Ft

  1471 New York 28a, West Hurley, NY 12491

  Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all

  Richard Vizzini Corcoran Country Living

  1471 New York 28a, West Hurley, NY 12491
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  /34

  $723,999

  • 3 Beds
  • 3 Baths
  • 2,932 Sq Ft

  424 Joys Ln Unit 430, Hurley, NY 12443

  Stunning 3BR/3 bath cape with stocked pond and heated in-ground pool on 20+ acres! Nestled in seclusion yet mere minutes from bustling towns, this extraordinary property is one of a kind. Meandering through the woods apprx. 1200 feet down a lamp post lined drive, this Contemporary Cape emerges, bathed in sunlight amidst open lawns and perched at the top of a hill with amazing views of the pond

  Melanie Hogan Habitat Real Estate Group

  424 Joys Ln Unit 430, Hurley, NY 12443
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  /50

  $4,999,000

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft

  18 Striebel Rd, Woodstock, NY 12498

  Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century.Built in 1914 as a country retreat, the main Stone House

  Michelle Bergkamp Corcoran Country Living

  18 Striebel Rd, Woodstock, NY 12498
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  /26

  $550,000

  • 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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  /55

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 3,216 Sq Ft

  673 Samsonville Rd, Kerhonkson, NY 12446

  This enchanting property enveloped in a private picturesque setting is a true dream. Bluestone paths and walkways lined with gardens lead to an artistically designed country residence steeped in history. Casual elegance is the best description upon entering into the expansive sun drenched double height great room lined with windows. Beautiful wood floors throughout add to the crisp, clean design.

  Bill Sidoriak Flemming Realty

  673 Samsonville Rd, Kerhonkson, NY 12446
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  /47

  $1,699,900

  • 7 Beds
  • 6 Baths
  • 4,000 Sq Ft

  38 Clarks Ln, Milton, NY 12547

  Hudson Valley Marvel: Comfort, Charm, and Spectacular Views!Perched majestically on a stunning scenic ridge in the heart of Milton, NY, this enchanting 1911 farmhouse sprawls across 5 lush acres, blending timeless elegance with modern flair. Step inside this four-bedroom gem and be captivated by its contemporary updates that create a perfect harmony of old-world charm and modern

  John DeMarco Century 21 Alliance Rlty Group

  38 Clarks Ln, Milton, NY 12547
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  /41

  $1,495,000

  • 4 Beds
  • 5 Baths
  • 3,770 Sq Ft

  25 Zandhoek Rd, Hurley, NY 12443

  Historic elegance awaits! Located on a quiet one-way street in Old Hurley, this captivating home retains remnants of its 1800’s history and rests on 1.75 picturesque acres. Old Hurley’s Main Street is renowned for its Revolutionary-era stone homes, and 25 Zandhoek fits right in, offering timeless charm fused with tasteful modern upgrades. One approaches a vista of mature trees, beautifully

  Rebecca Hanlon Corcoran Country Living

  25 Zandhoek Rd, Hurley, NY 12443
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  /45

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 3,244 Sq Ft

  214 Wright Rd, Kerhonkson, NY 12446

  (3D Tour available) Just two hours from NYC, this secluded Catskills retreat offers the perfect blend of privacy, comfort, and room to gather. Set at the end of a quiet dead-end road on 5.2 wooded acres, this is the ideal home for anyone who craves space to entertain and host large gatherings.Relax on the huge front porch and take in the serene setting or enjoy your morning coffee from

  Joseph Satto Fresh Air Realty

  214 Wright Rd, Kerhonkson, NY 12446
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  /45

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft

  11 Grogkill Rd, Willow, NY 12495

  Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain views; all next door to your own country

  Sharon Breslau BHHS Hudson Valley Properties

  11 Grogkill Rd, Willow, NY 12495
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  /33

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 3,791 Sq Ft

  103 Albany Ave, Kingston, NY 12401

  Built between 1845 and 1860, the John Smith House is a rare architectural treasure—an iconic Kingston mansion listed on the National Register of Historic Places since 2002 for its distinctive Italianate style and regional significance. Just minutes from the city’s Stockade District, the home has been carefully renovated by its current owners, blending comfort-driven design with period

  John Kralik Compass Greater NY, LLC

  103 Albany Ave, Kingston, NY 12401
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  /64

  $985,000

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

  40-67 Pop Stone Rd, Stone Ridge, NY 12484

  Nestled in the idyllic countryside of Stone Ridge, this captivating property offers an extraordinary opportunity for investors, artisans, and anyone with a vision to create their dream homestead or artistic retreat. Currently this property is perfect for a carpenter, woodworker, or contractor ready to take advantage of the fully equipped cabinet woodworking shop. Set upon a generous 8-acre parcel

  Heidi Maloney Four Seasons Sotheby's Int'l R

  40-67 Pop Stone Rd, Stone Ridge, NY 12484
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  /62

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  21 Amy Ct, Kingston, NY 12401

  Step into a storybook setting at 21 Amy Court, an exquisite Thomas Kinkade-like residence nestled at the end of a quiet cul-de-sac in the sought-after Hillside Heights neighborhood of Kingston. Set on just under three-quarters of an acre, this beautifully landscaped property offers the perfect blend of elegance, comfort, and modern luxury. A wraparound front porch welcomes you into a gracious

  Kyla Thomas Howard Hanna Rand Realty

  21 Amy Ct, Kingston, NY 12401
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  /24

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  19 Jay St, Phoenicia, NY 12464

  An incredibly unique water front home in the cute town of Phoenicia. Located at the end of a quiet road on the outskirts of town with its shops within walking distance, and a quick 2 hour drive or a convenient bus ride from Manhattan. This is a perfect weekend house or a full time residence for a hybrid/remote worker, that allows for the best of both worlds: Access to convenience of the

  George Denise Keller Williams Realty HV Nort

  19 Jay St, Phoenicia, NY 12464
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  /38

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft

  48 Cooper Hollow Ln, Bearsville, NY 12409

  Tucked away on a scenic country road just minutes from historic Woodstock, this stunning contemporary home offers the perfect balance of privacy, tranquility, and access to nature. Set on six acres in a highly desirable neighborhood, this serene retreat is surrounded by lush woods, artfully landscaped grounds, and a feeling of peace that begins the moment you arrive. With nearby hiking trails,

  Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Ln, Bearsville, NY 12409
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  /25

  $975,000

  • 4 Beds
  • 3.5 Baths
  • 3,085 Sq Ft

  4 Moonstone Rd, New Paltz, NY 12561

  The Complete Package Awaits:Tucked away on a peaceful, dead-end street, this stunning 3,000 sq ft, 4-bedroom home offers the perfect blend of comfort, style, and seclusion. Step inside to discover a bright, open floor plan bathed in natural light, a cozy fireplace for chilly evenings, and a charming sun porch that invites relaxation year-round. Outside, enjoy total privacy, the soothing

  Stefan Bolz Hello Dolly Real Estate

  4 Moonstone Rd, New Paltz, NY 12561
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  /45

  $819,000

  • 5 Beds
  • 2 Baths
  • 2,221 Sq Ft

  5813 U S 44, Kerhonkson, NY 12446

  A rare and versatile offering in the heart of the Shawangunk Mountains: two fully separate and distinct homes, each with its own pool, hot tub, and private outdoor amenities — all set on nearly 2 acres of beautifully landscaped land. Currently operated as successful Airbnb rentals with strong financials and glowing five-star reviews, this is a standout opportunity for investors, second-home

  Dylan Taft Taft Street Realty, Inc.

  5813 U S 44, Kerhonkson, NY 12446
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  /32

  $874,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  40 Northwoods Rd, Saugerties, NY 12477

  Welcome to 40 Northwoods Road in Saugerties, NY—where contemporary charm meets natural beauty! This 3-bedroom, 3-bathroom home offers 2,220 square feet of comfortable living space on a generous 2.8 acre lot, providing ample room for both relaxation and entertainment.Inside, you'll find the warmth of hardwood floors throughout the living spaces. The living room, featuring a cozy fireplace,

  Robert Airhart Compass Greater New York, LLC

  40 Northwoods Rd, Saugerties, NY 12477
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  /30

  $895,000

  • 8 Beds
  • 5 Baths
  • 5,495 Sq Ft

  12 W Chestnut St, Kingston, NY 12401

  A twist of fate has brought a rare opportunity to market- a c1908 mansion on the historic West Chestnut street in Kingston. Chestnut street was developed in the 1840s by James McEntee, who built the first home, in the style now sometime called ''Hudson River Bracketed'', and is famous for its historic preserved mansions. For those old house lovers or investment opportunity seekers, this is an

  Lacey Brown Compass Greater NY, LLC

  12 W Chestnut St, Kingston, NY 12401
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  /41

  $925,000

  • 6 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  204-208 New York 42, Shandaken, NY 12480

  Tucked away on 10 private, wooded acres in the heart of the Catskills, this unique compound offers the perfect blend of rustic charm, modern comfort, and income-generating potential. With a 4-bedroom, 2.5-bath main house and a separate 2-bedroom, 1-bath guest house, this serene escape is ideal for full-time living, weekend getaways, or as a turnkey investment property. The grounds feature a pool,

  Jason Nadeau Compass Greater NY, LLC

  204-208 New York 42, Shandaken, NY 12480
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  /61

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  258 Watson Hollow Rd, West Shokan, NY 12494

  Spacious 3 bedroom home with breathtaking mountain views. Perched on a hill, this home offers panoramic mountain views and sits on 19.20 acres bordered by a serene stream. There is a front entrance to the home that brings you into the lower level foyer room with blue stone flooring.. On this level is a finished game room/ office space/TV room with plenty of finished space. You also have access to

  Siobhan Scanlan Win Morrison Realty-K

  258 Watson Hollow Rd, West Shokan, NY 12494
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  /49

  $899,999

  • 3 Beds
  • 2.5 Baths
  • 4,920 Sq Ft

  532 Springtown Rd, New Paltz, NY 12561

  Set on nearly 20 secluded acres, this thoughtfully designed home is just minutes from the vibrant centers of New Paltz, Rosendale, and Stone Ridge. With proximity to the Mohonk Preserve and the natural beauty of the Wallkill River, the location balances total privacy with easy access to the best of the Hudson Valley.The home welcomes you with a gracious, light-filled foyer and multiple living

  Lindsay Stevens eXp Realty

  532 Springtown Rd, New Paltz, NY 12561
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  /38

  $875,000

  • 4 Beds
  • 2.5 Baths
  • 2,596 Sq Ft

  2 Boyce Rd, Pine Bush, NY 12566

  A Peaceful Country Haven for Everyday Living and Lasting Memories. Welcome to your own slice of Hudson Valley paradise in Pine Bush—a home where timeless comfort and natural beauty set the stage for a life well-lived. Tucked away on two private acres bordered by mature trees, gentle gardens, and the soothing sound of a nearby stream, this residence offers a rare opportunity to slow down,

  Carmela Lopez Borrazas Keller Williams Realty

  2 Boyce Rd, Pine Bush, NY 12566
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  /56

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft

  48 Cooper Hollow Rd, Bearsville, NY 12409

  Tucked away on a scenic country road just minutes from historic Woodstock, this stunning contemporary home offers the perfect balance of privacy, tranquility, and access to nature. Set on six acres in a highly desirable neighborhood, this serene retreat is surrounded by lush woods, artfully landscaped grounds, and a feeling of peace that begins the moment you arrive. With nearby hiking trails,

  Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Rd, Bearsville, NY 12409
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  /50

  $995,000 Open Sun 11AM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  117 Dusinberre Rd, Gardiner, NY 12525

  Nestled amidst voluptuous greenery, this captivating and cozy home boasts breathtaking views of forests and mountains, bordered by the picturesque Old Rail Trail. Imagine biking along a scenic 21-mile path, free from the hustle and bustle of cars! As you step out of the house, a verdant allée and meandering bike path lead you to a hidden fire pit, inviting you to unwind. The living room sofa

  Jonathan Minerick HomeCoin.com

  117 Dusinberre Rd, Gardiner, NY 12525
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  /37

  $824,000

  • 4 Beds
  • 3 Baths
  • 1,456 Sq Ft

  40 Maxs Place, Kingston, NY 12401

  Tucked away on a quiet private road, this exceptional property offers a rare blend of privacy, style, and resort-like amenities—all just minutes from Woodstock and the best of the Catskills. At the heart of this beautifully updated home is a truly remarkable feature: a 40x60 indoor pool and sauna, creating an all-season sanctuary that's as perfect for quiet morning swims as it is for

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  40 Maxs Place, Kingston, NY 12401
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  /33

  $985,500

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  130 Laurel Ln, Saugerties, NY 12477

  Come and fall in love with this beautiful 4-Bedroom Colonial featuring an income-generating apartment in Saugerties! Nestled in a sought-after area of Saugerties, this stunning 4-bedroom, 2.5-bath colonial home is situated on over an acre of lush, wooded grounds. Inside, you'll discover exquisite design features, including exposed wood beams, an authentic brick kitchen wall, and custom cabinets

  Jill Zarcone Keller Williams Hudson Valley

  130 Laurel Ln, Saugerties, NY 12477
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  /59

  $985,500

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  130 Laurel Ln, Saugerties, NY 12477

  Come and fall in love with this beautiful 4-Bedroom Colonial featuring an income-generating apartment in Saugerties!Nestled in a sought-after area of Saugerties, this stunning 4-bedroom, 2.5-bath colonial home is situated on over an acre of lush, wooded grounds. Inside, you'll discover exquisite design features, including exposed wood beams, an authentic brick kitchen wall, and custom

  Jill Zarcone Keller Williams Realty HV Nort

  130 Laurel Ln, Saugerties, NY 12477
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  /42

  $1,895,000 New Construction

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

  263 Cherry Hill Rd, Accord, NY 12404

  This newly constructed modern masterpiece offers 3,900 square feet of luxurious living space, thoughtfully designed to blend seamlessly with its natural surroundings—offering the ultimate in serene country living. Privately set on 3.1 acres, the home was custom-built with the discerning buyer in mind.Soaring 27-foot ceilings and floor-to-ceiling windows flood the interior with natural light

  Megan Rios Berardi Realty

  263 Cherry Hill Rd, Accord, NY 12404
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  /62

  $695,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  12 Arnold Dr, Woodstock, NY 12498

  Located on a quiet, country road is this meticulously maintained raised ranch home with ample privacy. Enjoy nature in the many sitting areas in this beautifully landscaped yard with charming bluestone walkway and walls, and lovely shade trees. Upon entering the house the inviting tiled foyer takes you up to the first floor where the first thing you'll notice are those beautiful well cared for

  Rodney Batista Howard Hanna Rand Realty

  12 Arnold Dr, Woodstock, NY 12498
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  /30

  $739,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,394 Sq Ft

  90 Hampton Rd, Marlboro, NY 12542

  Discover this remarkable colonial home situated on 2.39 wooded acres. The pride of ownership is evident throughout, from the refinished hardwood floors to the freshly painted kitchen cabinets, and from the well-maintained mechanical systems to the impeccably manicured grounds—there's so much to appreciate!There are 4 spacious bedrooms, 3 full baths, plus 1 half bath. The large primary suite

  Lisa Williams Steger Exit Realty Connections

  90 Hampton Rd, Marlboro, NY 12542
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  /36

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  71 Duck Pond Rd, Stone Ridge, NY 12484

  Tucked away on a quiet dead-end street, this well-cared for home offers a comfortable mix of privacy, space, and everyday convenience. Set back from the road on a beautifully landscaped acre, this home features an updated kitchen and dining area that opens through sliding glass doors to a spacious tiered deck and inviting pool. The backyard is perfect for summer gatherings, with plenty of space

  Craig Smith Compass Greater NY, LLC

  71 Duck Pond Rd, Stone Ridge, NY 12484
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  /15

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  53 Sunny Brook Cir, Highland, NY 12528

  Welcome to this inviting 2-bedroom townhouse unit, perfectly situated in one of Highland’s most desirable and affordable communities. Offering both comfort and convenience, this home features a spacious layout, one-level living and a rare sense of privacy. Step outside to your own fenced-in patio, an ideal space for relaxing, gardening, or entertaining. Inside, you'll find two well-sized

  Danielle Bartula Howard Hanna Rand Realty

  53 Sunny Brook Cir, Highland, NY 12528
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  /74

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sq Ft

  235 California Quarry Rd, Woodstock, NY 12498

  Architect-Designed Modern Retreat with Unparalleled Views Over WoodstockPerched high above the town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry Rd, Woodstock, NY 12498
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  /49

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  296 Maverick Rd, Woodstock, NY 12498

  OPEN HOUSE!!! Saturday, 8/2 from 1:00-3:00.This private and beautifully sited Woodstock home is set well off the road yet convenient to everything Woodstock and the Hudson Valley have to offer. The sunshine filled living room opens up to a dining area and kitchen plus 3 bedrooms and 1.5 baths all on the main level. A fully finished walk-out lower level offers flexible space with a rec room,

  Amy Lonas Coldwell Banker Village Green

  296 Maverick Rd, Woodstock, NY 12498
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  /45

  $335,000

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  87 Sterling Place, Highland, NY 12528

  Welcome to 87 Sterling Place in Highland, located right over the Mid Hudson Bridge. The home features 2 spacious rooms and a loft for a possible office or guest space. There is an attached 1 car garage perfect for sheltering you from the elements outside. Go shopping at Hannafords right next door and pull into your garage to unload the car – no more being out in the rain and snow unloading

  Mark Snyder eXp Realty

  87 Sterling Place, Highland, NY 12528
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  /31

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  214 Whitfield Rd, Accord, NY 12404

  A slice of country heaven! Welcome to 214 Whitfield Road, a beautifully maintained ranch style home tucked away on just over 5 acres. The property is surrounded by lush landscaping and mature trees, Peterskill Creek frontage and a luxurious saline, heated in-ground pool, creating the most picture perfect country home. Upon entering, you will be greeted by a generous foyer with large storage

  Laurel Sweeney BHHS Nutshell Realty

  214 Whitfield Rd, Accord, NY 12404

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