Ulster County NY Homes under $500,000

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  /59

  $425,000

  • 4 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  110 Harding Ave, Kingston, NY 12401

  This Charming Roosevelt Park Cape is located on a quiet Street in the City of Kingston and surrounded by other lovely homes as well. This location is minutes to all that Kingston has to offer including the Historic Uptown Stockade area, the Downtown Waterfront and the Midtown Art District. Enjoy this Scenic Neighborhood perfect for walking, jogging and biking. There is also Loughran Park nearby

  Marguerite Ehmann Howard Hanna Rand Realty

  110 Harding Ave, Kingston, NY 12401
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  /34

  $415,000

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft

  50 Conklin Hill Rd, Milton, NY 12547

  Welcome to the Woolsey-Conklin house - a living piece of Hudson Valley history built in 1760 by one of the foundational families of Marlboro. This English Colonial has been preserved to honor its historical integrity and updated for today's world. Classic features of colonial craftsmanship, including a steep side-gabled roof and center-hall layout, welcome you at both the front and rear

  Caroline Brennan Compass Greater NY, LLC

  50 Conklin Hill Rd, Milton, NY 12547
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  /35

  $432,800

  • 2 Beds
  • 2 Baths
  • 1,779 Sq Ft

  14 Waters (Pvt) Dr, Stone Ridge, NY 12484

  Welcome to this renovated 1924 Colonial gem, nestled on 1.39 acres down a private road in the charming hamlet of Stone Ridge. Step into the heart of the home—a galley kitchen featuring brand-new countertops and cabinets, perfect for culinary creations. With a full bathroom added on the first floor, convenience is at your fingertips. Imagine cozying up by the inviting working fireplace this

  Jennifer Fivelsdal JFive Homes Realty,LLC

  14 Waters (Pvt) Dr, Stone Ridge, NY 12484
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  /39

  $449,000

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

  407 Linderman Ave, Kingston, NY 12401

  Welcome to this well-kept 3-bedroom, 2-bath home, sited on a spacious 0.43-acre lot. Offering a perfect blend of comfort, versatility, and convenience, this home includes a separate accessory apartment ideal for multi-generational living or a private guest suite. The main level features a generous living room, formal dining area, and eat-in kitchen with ample cabinet space. Down the hall are

  Louis Naccarato Berardi Realty

  407 Linderman Ave, Kingston, NY 12401
• 

  

  

  /23

  $440,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  13 N Manheim Blvd, New Paltz, NY 12561

  Charming 1920 Colonial in the Heart of the Village Nestled on a quiet village street, this adorable 1920 Colonial offers timeless character and an unbeatable location—just a short walk to local restaurants, parks, and schools. Before even stepping inside the 1200 square foot home, you're greeted by a spacious covered wood front porch, perfect for morning coffee or relaxing afternoons. Upon

  Jason Schobert eXp Realty, LLC

  13 N Manheim Blvd, New Paltz, NY 12561
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  /43

  $499,777

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  36 Finger St, Saugerties, NY 12477

  Hard to find BRICK VILLAGE RANCH on a very private lot on a very desirable street. Within walking distance of village amenities. Easy living on one level with a light bright windowed family room to retreat to for relaxing or entertainment which overlooks a Trex composite deck and above ground pool. The laundry room and spacious workshop are located on one side of the finished basement and the

  Joanne Cobey Win Morrison Realty-K

  36 Finger St, Saugerties, NY 12477
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  /45

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,339 Sq Ft

  452 County Route 2, Accord, NY 12404

  Lyonsville Farmhouse: Restored Historic Charm & Integrated Rural Living. Discover a captivating blend of history, meticulous craftsmanship, and harmonious integration with nature in this charming farmhouse. The thorough restoration of this home reflects a commitment to quality and detail, thoughtfully blending its historic past with modern comforts and safety. Inside, you'll find a

  Francesca Noble Coldwell Banker Village GreenK

  452 County Route 2, Accord, NY 12404
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  /39

  $485,000

  • 1 Bed
  • 1 Bath
  • 1,044 Sq Ft

  249 High St, Phoenicia, NY 12464

  Set on a wooded bluff above the Esopus Creek, this updated 1974 Cape offers Catskills charm, modern upgrades, and a strong connection to the outdoors. A broad 341 sq ft deck welcomes you at the entry—perfect for gathering, grilling, or simply listening to the seasonal stream that borders the property winds down toward the creek below.Inside, the 1,044 sq ft home features a ground-level

  Leighton Ashley Coldwell Banker Timberland

  249 High St, Phoenicia, NY 12464
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  /14

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  834 1st Ave, Kingston, NY 12401

  The Porch House on the Rondout - A 1901 Kingston Classic with Modern SoulIf you've been dreaming of a Hudson Valley escape that blends architectural soul with everyday ease, this is it. Tucked on a tree-lined street just blocks from Kingston's vibrant Rondout waterfront, this stunning 1901-built home offers the rare combination of preserved character and upscale modern updates—move-in

  Machree Quaker The Machree Group, LLC

  834 1st Ave, Kingston, NY 12401
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  /21

  $419,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  5813 Route 44 55, Kerhonkson, NY 12446

  Set in the foothills of the Shawangunk Mountains, The Villa at Happy Minnewaska is a charming and well-appointed Cape offering more room to stretch out, with 3 bedrooms, an updated kitchen, and just the right mix of warmth, space, and style for your upstate retreat. Whether you're looking to host friends and family, rent as a getaway, or settle in full time, this turnkey home is ready for its

  Dylan Taft Taft Street Realty, Inc.

  5813 Route 44 55, Kerhonkson, NY 12446
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  /30

  $479,000 Open Sun 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  362 State Route 32 N, New Paltz, NY 12561

  Charming Brick Ranch Nestled on a picturesque wooded lot, this beautifully updated 3 bedroom, 2 bathroom brick ranch offers 1,438 sq. ft. of inviting living space on the main level. Functional but unfinished basement doubles square footage of property, with ample space for laundry, home office, gym, storage, etc. Featuring two wood-burning fireplaces, one on each level, and a private fenced

  Jason Schobert eXp Realty

  362 State Route 32 N, New Paltz, NY 12561
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  /25

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  27 Crosswell Manor Dr, Shokan, NY 12481

  Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

  Laura Prince Hudson Dwellings Realty

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /21

  $409,000

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft

  5815 Route 44 55, Kerhonkson, NY 12446

  Set along a scenic mountain pass that winds between Kerhonkson, Gardiner, and New Paltz, this sweet two-bedroom Cottage is the kind of upstate escape that's getting harder to find. Small in all the right ways, it offers just the right amount of space to relax, recharge, and enjoy the slower pace of Hudson Valley living, whether for weekends, weeks at a time, or year-round stays. Inside, the home

  Dylan Taft Taft Street Realty, Inc.

  5815 Route 44 55, Kerhonkson, NY 12446
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  /32

  $474,000

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  321 Spadola Ln, Pine Bush, NY 12566

  Welcome to your peaceful getaway at the foot of the beautiful Shawangunk Mountains! This charming log home sits on 2.2 acres and features a stocked pond where you will find largemouth bass, sunny's, bluegill fish and carp fed by a cool, natural spring. Pack your fishing rod! Tucked away on a private road, the home offers 1,968 sq ft of cozy, rustic living space with soaring ceilings in the

  Debbie Goldstein Howard Hanna Rand Realty

  321 Spadola Ln, Pine Bush, NY 12566
• 

  

  /31

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  3 Cedar Ln, Kerhonkson, NY 12446

  Move right into this spacious, well maintained 3 bedroom 2 bath home for sale minutes from Minnewaska State Park. Enjoy simple, open concept living with a large kitchen and plenty of cabinets and counter space providing easy access to the dining room and living area. Off the main foyer, you will find a small home office space that is easily accessible to the main living area of the home. All

  Zachary Jarvis Berkshire Hathaway Homeservice

  3 Cedar Ln, Kerhonkson, NY 12446
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  /25

  $479,500

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  44 Overlook Dr, Woodstock, NY 12498

  Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

  Qizhan Yao Realmart Realty, LLC

  44 Overlook Dr, Woodstock, NY 12498
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  /7

  $449,000

  • Land
  • 37.5 Acres
  • $11,973 per Acre

  tbd Dug Hill Rd, Hurley, NY 12443

  A rare opportunity to own 37.5 acres across two separate parcels in the heart of the Hudson Valley. Nestled in the sought-after town of Hurley, these wooded lots offer privacy, serenity, and endless potential for your Upstate dream home. Whether you envision a rustic cabin, a modern retreat, or a family estate, these parcels provide a blank canvas for your imagination. Picture crafting a

  Richard Vizzini Corcoran Country Living

  tbd Dug Hill Rd, Hurley, NY 12443
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  /35

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  2755 New York 32, Kingston, NY 12401

  Charming Cape Cod Retreat in the Heart of Kingston's Historic Waterfront DistrictWelcome to your Kingston dream home—where timeless charm meets modern convenience just minutes from the vibrant Historic Rondout Waterfront. This spacious and beautifully maintained 4-bedroom, 2.5-bathroom Cape Cod offers everything today's buyer craves: comfort, character, and location.Step inside

  Machree Quaker The Machree Group, LLC

  2755 New York 32, Kingston, NY 12401
• 

  

  /23

  $480,000

  • 2 Beds
  • 1 Bath
  • 2,200 Sq Ft

  1300 Burlingham Rd, Pine Bush, NY 12566

  One of a kind beautiful property for sale. This beautiful house has 2 bedrooms, 2 baths, spacious family room, living room, dinning room, and a renovated kitchen. The lower level has 3 car garage with a lot of potential. Enjoy the oversized deck with a beautiful gazebo. This property is .63 acre. Large fenced backyard that is great big gatherings.

  Rafael Chalas Motivated Access Realty Corp.

  1300 Burlingham Rd, Pine Bush, NY 12566
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  /35

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft

  7202 New York 28, Shandaken, NY 12480

  CATSKILLS FINEST WITH ACCESSORY STUDIO BUILDING This Circa 1880 country home (totally renovated in 2007) sits on a grassy landscaped acre in the heart of the Catskill Mountains. This property has been a very successful Airbnb/VRBO. The fully insulated house has 1975 SF with 3 BRs, 2 BAs, large Foyer, open floor plan, stunning cobblestone fireplace, and a great cast iron clawfoot tub that leads

  Alfred Peavy Ruth Gale Realty

  7202 New York 28, Shandaken, NY 12480
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  /30

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,343 Sq Ft

  62 Andrew Ln, Mount Tremper, NY 12457

  All the essentials are here—hardwood floors, an eat-in kitchen, and a light-filled living room that opens to a screened porch. Located in the Catskill foothills, just minutes from skiing, hiking, Woodstock, Kingston, and all the best of the Hudson Valley.This 3-bedroom, 2-bath home sits on 2.97 acres with a garage, barn, and outbuilding. With 2,343 sq ft and room to enjoy the outdoors,

  Robert Airhart Compass Greater New York, LLC

  62 Andrew Ln, Mount Tremper, NY 12457
• 

  

  /13

  $475,000

  • Land
  • 4.32 Acres
  • $109,954 per Acre

  2 Red Rock Rd, Wawarsing, NY 12489

  2 Red Rock Road in Wawarsing is a rare opportunity to own one of 22 properties in South Hill, a carefully planned community offering residents the chance to live in harmony with nature while being part of the vibrant surrounding communities of the Catskills. This 4.32 acre lot has stunning mountain and water views. To fully understand its character and the lifestyle it offers you have to

  Antonio Parrotta Coldwell Banker Village GreenN

  2 Red Rock Rd, Wawarsing, NY 12489
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  37 Mary's Ln, Stone Ridge, NY 12484

  Welcome to your dream hideaway, tucked at the end of a quiet dead-end country road just minutes from the heart of the charming Stone Ridge. This enchanting ranch-style home sits on 1.5 lush, private acres—where open lawn meets peaceful forest, creating the perfect backdrop for morning coffee, afternoon strolls, or starry nights by the fire. Step inside to a warm and inviting living space filled

  Sangi Nouweland Coldwell Banker Village GreenK

  37 Mary's Ln, Stone Ridge, NY 12484
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  /41

  $439,900

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft

  100 Gage St, Kingston, NY 12401

  This Spacious 2-family home with separate utilities is centrally located in mid-town Kingston with its great energy and close proximity to local coffee and sandwich shops, the Empire Rail Trail, UPAC and an ever-evolving Art Scene. You are also minutes to the Uptown Kingston Stockade Area and Downtown Waterfront with wonderful restaurants and storefronts. This duplex with separate utilities

  Marguerite Ehmann Howard Hanna Rand Realty

  100 Gage St, Kingston, NY 12401
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  /14

  $429,000

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  1930 Main St, Rifton, NY 12471

  Nestled on a serene 6.56-acre lot with breathtaking views of the Wallkill River, this charming brick cape offers the perfect blend of rustic tranquility and modern convenience. Located just minutes from Esopus and Rifton, this property provides ample space and privacy, making it ideal for those seeking both a peaceful retreat and easy access to local amenities. Other Key Features: renovated

  Craig Miller THE TRUSS GROUP LLC

  1930 Main St, Rifton, NY 12471
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  /42

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2 Shokan Park Rd, Shokan, NY 12481

  Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

  Toni Scalici Asset Property Services

  2 Shokan Park Rd, Shokan, NY 12481
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  /37

  $424,999

  • 4 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  69 Mossybrook Rd, High Falls, NY 12440

  Tucked away in the charming hamlet of High Falls, this beautifully updated 4-bedroom, 1.5-bath home blends modern comfort with Hudson Valley charm. Step inside to find a light-filled layout with thoughtful renovations throughout, including a sleek kitchen outfitted with stainless steel appliances-ideal for cooking and entertaining. The open-concept living and dining areas flow seamlessly, while

  Richard Baxter KELLER WILLIAMS REALTY

  69 Mossybrook Rd, High Falls, NY 12440
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  /15

  $469,000

  • 4 Beds
  • 4 Baths
  • 2,719 Sq Ft

  310 Old Kings Hwy, Saugerties, NY 12477

  Spectacular stone waterfront home . . Stunning Plattekill Creek frontage, unbelievable grounds with mature plantings. The home has amazing period details- huge hearth fireplace, wideboard floors, gracious center hall entryway and hand hewn beams. Guest house/artist retreat- with water views.. This is an incomparable property ! Minutes from Woodstock/Saugerties/Kingston! Glorious!

  Thomas Fedorson Greene County Realty

  310 Old Kings Hwy, Saugerties, NY 12477
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  /31

  $492,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  172 Stone Dock Rd, High Falls, NY 12440

  Waterfront and on a golf course! Just 90 minutes from Metro NY, this two-bedroom chalet style home with 2.3 acres and expansive frontage on the Rondout Creek is also sited on the 7th green and at the end of a cul-de-sac. The wrap around deck allows for seasonal dining and enjoyment of the outdoors, including sunsets and the lovely creek. The great room includes a generous sized living room and

  Laurel Sweeney Berkshire Hathaway Homeservice

  172 Stone Dock Rd, High Falls, NY 12440
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  /40

  $424,500

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  4 Schuler Ln, Lake Katrine, NY 12449

  Welcome to this mid century home located on a corner lot, this timeless split style is awaiting its' new owners. There is pride of ownership in this well maintained house. Open floor plan with gleaming hardwood floors throughout the house. Close to school, parks, library and close proximity to Rhinecliff Bridge and shopping. This offers 3 bedrooms., 1.5 baths, one car garage with workshop.

  Joan Hagedorn Hagedorn Realty

  4 Schuler Ln, Lake Katrine, NY 12449
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  /36

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  67 Picnic Woods Rd, Clintondale, NY 12515

  Welcome to your dream ranch home in Clintondale, NY—where comfort, style, and convenience come together in perfect harmony. This clean, well-maintained home set on a serene 1-acre lot is relaxing and inviting, making it the perfect retreat. Imagine waking up to the serenity of the beautiful pond as you enjoy your breakfast on the rear deck or before sunset when the sun is low on the horizon—a

  JANICE CARRASCO Nexthome NOVACARR Realty

  67 Picnic Woods Rd, Clintondale, NY 12515
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  /36

  $489,900

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

  296 Circle Rd, Cragsmoor, NY 12420

  Welcome to your private sanctuary in the heart of Cragsmoor—where refined country living meets natural beauty. This executive-style ranch is gracefully sited on 4 serene acres just moments from the scenic trails and vistas of Bear Hill Preserve. Don't miss this Artist community along with hiking the Gunks, Sam's Point and so many other Mts.Tucked away on a quiet road, the setting is peaceful and

  Jeanne Boice Howard Hanna Rand Realty

  296 Circle Rd, Cragsmoor, NY 12420
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  /13

  $435,000

  • Land
  • 16.02 Acres
  • $27,154 per Acre

  51 Night Owl Rd, Marbletown, NY 12401

  Here is a magnificent opportunity to build your dream home on 16 pristine, wooded acres — the largest and most private parcel in an idyllic four-lot subdivision. Tucked away at the end of a quiet, private road, this property offers the rare blend of peaceful seclusion and close proximity to everything you need.Surrounded by a lush, serene forest, it’s a haven for nature lovers and those seeking

  Kathryn Johnson William Pitt Sothebys Int Rlty

  51 Night Owl Rd, Marbletown, NY 12401
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  /40

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  4073 Route 9w, Saugerties, NY 12477

  **Old World Soul Meets Modern Comfort – Hilltop Charm with Endless Possibilities**Perched proudly atop a hill, this 3-bedroom, 2-bath beauty is a rare find—where vintage charm meets practical updates, and every space tells a story. From the timeless Dutch door to the coffered ceilings and picture windows, this home offers character in spades with all the right modern touches.Step into the

  Rebecca Kane Keller Williams Hudson Valley

  4073 Route 9w, Saugerties, NY 12477
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  /11

  $475,000

  236 State Route 32 S, New Paltz, NY 12561

  Excellent Investment Opportunity - Fully Occupied 3-Family with Expansion Potential This income-generating 3-family property is fully occupied and currently bringing in 4,350 per month, with tenants responsible for all utilities. The building features two 1-bedroom units and one 2-bedroom unit, with an unfinished 4th unit that offers excellent potential for added value. The entire floor is

  Jason Schobert eXp Realty

  236 State Route 32 S, New Paltz, NY 12561
• 

  

  /12

  $495,000

  232 State Route 32 S, New Paltz, NY 12561

  Rare Investment Opportunity in New Paltz - Turnkey 3-1800 square Family Property! Don't miss this chance to own a fully operational, income-generating 3-family property in the heart of New Paltz on 2.1 acres. Each of the three spacious units features 1 bedroom, offering comfortable living and strong rental appeal.Current Rent Roll: 1300 (long term tenant). 1400, 1750 (new tenant) Totaling

  Jason Schobert eXp Realty

  232 State Route 32 S, New Paltz, NY 12561
• 

  

  /23

  $450,000

  • 5 Beds
  • 3 Baths
  • 1,900 Sq Ft

  385 Main St, Rosendale, NY 12472

  Don't miss this opportunity to own a well-located, high-potential three-family property in the vibrant hamlet of Rosendale. With a projected Net Operating Income (NOI) of 45k, this property is ideal for first-time investors or seasoned buyers looking to expand their portfolio.Being sold as part of a rare three-property portfolio with neighboring 296 and 393 Main Street, this is a chance

  Savannah Miceli Century 21 Alliance-NP

  385 Main St, Rosendale, NY 12472
• 

  

  /41

  $489,900

  • 4 Beds
  • 2 Baths
  • 1,538 Sq Ft

  170 Old Route 209, Hurley, NY 12443

  Meticulously maintained 2 story home in Historic Hurley with seasonal views to the rear, and a newly refurbished Rocking Chair Front Porch. Gleaming hardwood floors, and one bedroom 1 bath on the main floor. This home features 4 bedrooms and 2 full baths.. The walk-up attic will fulfill all of your storage needs. Property is located minutes from The Hurley rail trail which goes all the way to

  Randy Spiesman Weichert, REALTORS The Spiesma

  170 Old Route 209, Hurley, NY 12443
• 

  

  /19

  $425,000

  • Land
  • 35.12 Acres
  • $12,101 per Acre

  44 Cliff Rd, Rochester, NY 12404

  Tucked away on a quiet private road in Accord, this expansive 35-acre parcel offers the rare combination of serene seclusion and proximity to some of the Hudson Valley's most beloved destinations. A babbling stream winds gently through the forest, while a mix of old-growth trees and younger woods blanket the landscape, offering both character and privacy. With some selective clearing, there's the

  Dylan Taft Taft Street Realty, Inc.

  44 Cliff Rd, Rochester, NY 12404
• 

  

  /23

  $425,000

  • 4 Beds
  • 2 Baths
  • 569 Sq Ft

  16 Marys Ave, Kingston, NY 12401

  Nestled within the heart of Kingston's historic district, this captivating property presents a rare opportunity to own a beautifully converted 2-family home that was once and could be a splendid single-family again. Situated in a neighborhood but close to the hospitals, shopping ,arts and so much more. Immerse yourself in the rich maritime history of the Rondout while being in close proximity to

  Jeanne Boice Howard Hanna Rand Realty

  16 Marys Ave, Kingston, NY 12401

Showing Results 81 - 120, Page 3 of 4