Sleepy Hollow Lake, NY Homes for Sale under $900,000

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  /41

  $845,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  2 Jenkins Pkwy, Hudson, NY 12534

  Perfectly positioned in a quiet Hudson neighborhood, just a short stroll from Hudson's celebrated restaurants, design shops, galleries, and antique stores, this fully gut-renovated 1932 Colonial offers the rare combination of elevated design with fine historic charm.Thoughtfully restored from top to bottom in 2025, the home spans approximately 1,700 square feet and has been completely

  

  Paul Barrett

  Houlihan Lawrence Inc.

  2 Jenkins Pkwy, Hudson, NY 12534
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  /77

  $630,000

  $70K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,600 Sq Ft

  6550 Hill St, Hudson, NY 12534

  Experience the best of Hudson Valley living, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout.Ideally suited for someone needing a handicap-accommodating home, the property offers a

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  6550 Hill St, Hudson, NY 12534
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  /5

  $750,000

  • Land
  • 2,613 Sq Ft
  • $12,500,000 per Acre

  411 Warren St, Hudson, NY 12534

  Prime Hudson Real Estate! Very rare and only currently available building lot on Hudson's coveted Warren Street is now offered to investors, builders and private enterprises. 411-413 Warren Street provides a great opportunity to construct a live/work situation or build an income producing rental building right in the heart of city. Located on the vibrant 400 Block, this parcel is in the company

  

  Paul Barrett

  Houlihan Lawrence, Inc

  411 Warren St, Hudson, NY 12534
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  /32

  $799,000

  • 4 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  90 Prospect Ave, Hudson, NY 12534

  A rare opportunity in the City of Hudson! Set on nearly 4 acres and held by the same family for over 100 years, this 1925 home is ready for its next chapter. Offering tremendous character and restoration potential, the property enjoys sweeping 360-degree views encompassing the Hudson River, Catskill Mountains, and surrounding Hudson Valley landscape. Enjoy a country-like setting while being just

  

  Margaret Mondello

  Margaret Mondello Real Estate

  90 Prospect Ave, Hudson, NY 12534
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  /78

  $630,000

  $70K PRICE DROP

  • 4 Beds
  • 4 Baths

  6650 Hill St, Hudson, NY 12534

  Experience the best of Hudson Valley living, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a

  

  Joseph Cardinale

  HOWARD HANNA CAPITAL INC

  6650 Hill St, Hudson, NY 12534
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  /57

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  10 Sunrise Ct, Athens, NY 12015

  Welcome to lakefront living at its finest in the sought after community of Sleepy Hollow Lake. This beautifully maintained 4 bedroom, 3 bath home offers turnkey convenience and breathtaking waterfront enjoyment, with private lake frontage and stunning views from nearly every room.Step inside to discover a bright and airy open concept floor plan highlighted by soaring ceilings and a

  

  Patricia Meyers

  Lake and Mountain Realty, LLC

  10 Sunrise Ct, Athens, NY 12015
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  /26

  $799,000

  $90K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 2,208 Sq Ft

  22 S 7th St, Hudson, NY 12534

  This two story building between Union and Warren is ready for your ideas!!! It's a great location for a live/work opportunity with 49 Ft of frontage on 7th Street and 100 ft of Side exposure on Union Street. The first floor is great for a commercial salon, professional office or retail space but could also be converted back into a beautiful loft studio apartment. Upstairs is a 1 bedroom apartment

  

  Paul Barrett

  Houlihan Lawrence Inc.

  22 S 7th St, Hudson, NY 12534
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  /46

  $845,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  2 Jenkins Pkwy Unit 4, Hudson, NY 12534

  Stunning Hudson neighborhood gem!!! Sensitively but completely renovated, systems, roof, basement, kitchen and baths. If you're looking for a ''ready-to- enjoy'' home with many vintage and design touches this is your girl. Situated on a big corner lot on a quiet, cul-de-sac boulevard just a short walk from Warren Street, this 1850 colonial revival with excellent natural light is just the ticket!

  

  Paul Barrett

  Houlihan Lawrence, Inc

  2 Jenkins Pkwy Unit 4, Hudson, NY 12534
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  /66

  $650,000

  $100K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  73 Lisa Ln, Athens, NY 12015

  Welcome to Wonderful Sleepy Hollow Lake! This 5 bedroom 2 1/2 bath home isright down the street from the pool, beach and clubhouse.The space is bright and inviting with Cathedral ceilings in the living space that open to the very well appointed kitchen and dining areas. Two generous bedrooms and 1 1/2 baths round out the first floor. Upstairs you'll find another bright gathering space, a

  Aysa Morehead Coldwell Banker Village Green

  73 Lisa Ln, Athens, NY 12015
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  /38

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 1,812 Sq Ft

  35 Harry Howard Ave, Hudson, NY 12534

  Welcome to this stunning, fully gut-renovated Colonial Contemporary single-family home, where exceptional craftsmanship, modern design, and high-end custom finishes come together seamlessly. Featuring a renovated first-floor structure and a newly constructed second floor, this impressive home offers 4 bedrooms and 3.5 bathrooms. Enter into an inviting open-concept first floor featuring a spacious

  Johan Cha Keller Williams City Views

  35 Harry Howard Ave, Hudson, NY 12534
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  /36

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,891 Sq Ft

  32 Keils Ln, Stuyvesant, NY 12173

  Welcome to your private compound! You will never want to leave this cozy, contemporary log cabin with so many creature comforts in mind. The home's central hub, its spacious, updated kitchen, is equipped with granite counters, farm and separate prep sinks, double wall oven, built-in refrigerator and plenty of custom cabinetry. Just off the kitchen, the open dining room with A-frame architecture

  John Peterson THE TRUSS GROUP LLC

  32 Keils Ln, Stuyvesant, NY 12173
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  /61

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,896 Sq Ft

  12 Dutchman Dr, Athens, NY 12015

  Lovingly maintained by its original owners, 12 Dutchman Drive offers warmth, space, and exceptional flexibility in the private Sleepy Hollow Lake community. A large, covered front porch welcomes you home and provides the perfect place to relax and enjoy the peaceful surroundings.The heart of the home is the expansive living and dining great room, featuring soaring wood-clad cathedral

  Marie Wolpert Keller Williams Realty HV Nort

  12 Dutchman Dr, Athens, NY 12015
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  /42

  $750,000

  • 6 Beds
  • 6 Baths
  • 2,772 Sq Ft

  24 Aitken Ave, Hudson, NY 12534

  Welcome to your next investment opportunity to own this 2 family house on Aitken Ave in City of Hudson, the place to live! We have great music, Antiques, renowned art galleries and elegant restaurants. In the heart of Hudson is 24 Aitken Ave a real charming 2 family building where each unit has 3 bedrooms, Livingroom, kitchen and one full bath. Both unit are currently rented. Unit one rented

  Jahorul Liton Red Apple Realty

  24 Aitken Ave, Hudson, NY 12534
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  /56

  $899,000

  • 3 Beds
  • 3 Baths
  • 3,250 Sq Ft

  1467 Sleepy Hollow Rd, Coxsackie, NY 12051

  Experience exceptional lakefront living at Sleepy Hollow Lake in this beautifully maintained three bedroom, three bath home offering direct lake access, desirable western exposure, and unforgettable sunset views across the water. Offered turnkey and in excellent condition, this home has been thoughtfully cared for and is ready to enjoy from the moment you arrive.The setting is truly

  Jacob Meyers Lake and Mountain Realty, LLC

  1467 Sleepy Hollow Rd, Coxsackie, NY 12051
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  /21

  $619,900

  $30K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 3,193 Sq Ft

  233 Columbia St, Hudson, NY 12534

  4 UNIT MULTI FAMILY PLUS ADJOINING BUILDING LOTA Rare Investment & Development Opportunity in Historic Hudson!!An exceptional and increasingly rare opportunity to acquire a fully occupied four-unit multifamily property with an adjacent approved building lot in the heart of historic Hudson, NY. Just moments from the energy and culture of Warren Street, this offering uniquely

  Carrie Dandridge Find Advisors

  233 Columbia St, Hudson, NY 12534
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  /74

  $799,900

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,844 Sq Ft

  28 Ely St, Coxsackie, NY 12051

  Welcome to the beautiful, restored and updated masterpiece. ''The first House on the Hill'' This home was built by Doctor Ely in the Historic District of Coxsackie Riverfront. The home has been thoughtfully renovated into a single-family home that is a successful short-term vacation rental but can easily be set back up into a 2 family. As you step into the gleaming hardwood floors you soak in the

  Alvis Milligan Vera Cohen Realty LLC

  28 Ely St, Coxsackie, NY 12051
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  /31

  $785,000

  $110K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  556 State St, Hudson, NY 12534

  THE SWEET SPOT! This sun-filled circa-1920 Victorian townhouse places you in the heart of one of the Hudson Valley's most vibrant small cities. Beautifully updated while preserving its historic character, this turnkey home blends period details with modern comforts and conveniences, striking a rare balance between historic charm and effortless livability. Original woodwork, hardwood floors,

  Nancy Felcetto Brown Harris Stevens Hudson

  556 State St, Hudson, NY 12534
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  /35

  $699,000

  $100K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,416 Sq Ft

  843 Union St, Hudson, NY 12534

  Huge price reduction!!!! Immaculate, income-producing townhouse, plus a separate lot with a barn on Hudson's Union Street...now available! Walkable to everything Hudson offers, this two-family residence is in excellent condition and ready for your further refinements. The upstairs unit is unoccupied and freshly renovated, featuring hardwood floors throughout and a deck in back. The downstairs

  Rudy Huston Tri Hudson Realty, LLC

  843 Union St, Hudson, NY 12534
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  /35

  $845,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,720 Sq Ft

  315 State St, Hudson, NY 12534

  A mini artist compound in the heart of Hudson proper, where classic character and modern design come together just blocks from Warren Street and a half mile from Amtrack. The character-filled main house overflows with original woodwork, exposed brick, beams, and thoughtful details, while a striking colorful artist studio loft brings a distinctly modern counterpoint to the property. Together, the

  Craig Smith Compass Greater NY, LLC

  315 State St, Hudson, NY 12534
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  /5

  $799,000

  $100K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,887 Sq Ft

  353 Vosenkill Rd, Athens, NY 12015

  Welcome to historic Hadden Farm -- a beautifully restored farmhouse on just over 17 private serene acres along the borders of Catskill and Athens, New York. More than a marketing name, The ''Hadden Farm'' appears in Greene County deed records dating to 1870, with that same deed tracing the Hadden ownership history back to an 1838 conveyance.Set among open fields, mature woods and an original

  Bridget Hernandez RVW Select Properties

  353 Vosenkill Rd, Athens, NY 12015
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  /46

  $799,000

  Open Sun 11AM - 1PM $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,964 Sq Ft

  857 Flats Rd, Athens, NY 12015

  Discover a rare luxury country retreat set on 5.16 acres in Athens, NY, where early-1900s renovated farmhouse meets the kind of privacy and scale that feels truly ''Hudson Valley.'' With nearly 3,000 sq ft, 3 bedrooms 3 baths, the home offers flexible, gracious spaces for weekend escapes or full-time living, with room to host, create, and unwind.Known historically as Marns Farm, this

  Richard Greenspan Ruth Gale Realty

  857 Flats Rd, Athens, NY 12015
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  /60

  $680,000

  Open Sun 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  725 New York 66, Hudson, NY 12534

  Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres along a quiet country road in Hudson, this circa 1850 farmhouse carries nearly two centuries of Columbia County history. A tree-lined entrance leads up through rolling meadows to the property's highest elevation, with far-reaching views of the Taconic foothills and Berkshire Mountains from the rear of the property. An original dairy barn

  Anthony D'Argenzio Houlihan Lawrence Inc.

  725 New York 66, Hudson, NY 12534
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  /50

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  225 Robinson St, Hudson, NY 12534

  Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with design-forward, high-end updates. This three-bedroom, two-bath home features all-new systems and premium finishes, giving it timeless character just blocks from Warren Street. With a large fenced yard, off-street parking, and the option to purchase fully furnished, Carlin

  Anthony D'Argenzio Houlihan Lawrence, Inc

  225 Robinson St, Hudson, NY 12534
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  /54

  $730,000

  $20K PRICE DROP

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

  212 Joslen Blvd, Hudson, NY 12534

  Completely renovated beautiful two family home. The spectacular main level is currently a lucrative Air B&B that sleeps 7. The extra large main room has an impressive fireplace and unbelievable mountain views from the picture window. Besides two full baths and three bedrooms, there is a game room and a two tier attached deck for outside enjoyment. The house is in walking distance to Hudson. You

  Nancy Randall Val Kin Properties, LLC

  212 Joslen Blvd, Hudson, NY 12534
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  /23

  $650,000

  Open Sat 11AM - 2PM $99K PRICE DROP

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

  22 Noble St, Coxsackie, NY 12051

  Hidden in the Village. Three Private Acres. Offered for the First Time.Tucked well back from the road on three private, park-like acres, 22 Noble Street is a rare find in the Village of Coxsackie. Custom built by its current owners and meticulously maintained, this 4-bedroom, 3.5-bath ranch combines the privacy and space of a country property with the convenience of village living. A

  Martin Salerno The Kinderhook Group, Inc.

  22 Noble St, Coxsackie, NY 12051
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  /27

  $828,800

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  1367 Sleepy Hollow Rd, Athens, NY 12015

  Just over 2hrs from NYC, close to Amtrak and all Major Highways, Your Athens NY home awaits!Welcome to 1367 Sleepy Hollow Road, Athens NY, where every day feels like a retreat.Nestled on 70 feet of deep-water frontage within the private Sleepy Hollow Lake community, this 4-bedroom, 3 Bathroom Contemporary Ranch offers a rare blend of country and high-end lakefront living.This

  Manga Mwazi Corcoran Country Living

  1367 Sleepy Hollow Rd, Athens, NY 12015
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  /42

  $624,900

  $25K PRICE DROP

  • 5 Beds
  • 1 Bath
  • 2,544 Sq Ft

  83 Green St, Hudson, NY 12534

  Charming Circa 1860's Hudson Home -- Spacious, Classic, ConvenientFall in love with this historic 1860's Hudson home, lovingly retaining some of its old-world character while offering generous, modern-sized rooms. Situated on a prominent corner lot and just a short walk to Warren Street's shops and restaurants, this five-bedroom, three-story residence offers over 2,500 sq ft of living

  Jason Walch Coldwell Banker Advisor Realty

  83 Green St, Hudson, NY 12534
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  /39

  $675,000

  • 6 Beds
  • 6 Baths
  • 4,225 Sq Ft

  744 Warren St, Hudson, NY 12534

  Welcome to The Bellwether Building, a circa 1908 mixed-use building on lively Warren Street in Hudson's historic district. A beloved neighborhood gathering place for more than a century, first home to Lawrence Tavern, later Kappy's, and most recently Wunderbar, the building now stands at a complete reset following a 2025 fire and gut renovation. Historic facade intact, structurally sound,

  Anthony D'Argenzio Houlihan Lawrence Inc

  744 Warren St, Hudson, NY 12534
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  /49

  $799,000

  $20K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,622 Sq Ft

  823 Warren St, Hudson, NY 12534

  Exceptional opportunity to own a fully vacant, three-unit multi-family property in the heart of Hudson's vibrant Warren Street. This charming building offers a unique blend of investment potential and personal use, with a proven track record as a successful short-term rental and owner use property. Featuring three distinct units, this property is ideal for investors, or live in owners. Prime

  Austin Urban Venture Fox Realty Group LLC

  823 Warren St, Hudson, NY 12534
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  /9

  $895,000

  • 7 Beds
  • 2 Baths
  • 3,045 Sq Ft

  1595 New York 385, Athens, NY 12015

  Bring your vision to this unique opportunity in the heart of Greene County. Nestled on over 41 acres of beautiful farmland, this property offers expansive views, open fields, and a peaceful country setting—just waiting to be restored to its full potential. The existing farmhouse is in need of a complete renovation, offering a blank canvas to design your dream country retreat, hobby farm, or

  Marie Wolpert Keller Williams Realty HV Nort

  1595 New York 385, Athens, NY 12015
• 

  

  /31

  $880,000

  • 3 Beds
  • 3 Baths
  • 2,881 Sq Ft

  6 Janis St, Hudson, NY 12534

  DRAPER HOUSE -- a True Mid-CenturyBorn in 1957, this is quintessential one-story living, with the typically spacious rooms, easy flow and unmistakable character of its era -- an authentic mid-century vibe, updated for today, and wonderfully livable.The foyer opens into a generous living room anchored by a striking wood-burning fireplace, flowing naturally into the dining room and

  Stephan Delventhal Brown Harris Stevens Hudson

  6 Janis St, Hudson, NY 12534
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  /8

  $750,000

  • Land
  • 60.9 Acres
  • $12,315 per Acre

  6580 Route 9, Hudson, NY 12534

  Prime Development or Investment Opportunity on Route 9 - Greenport/Stockport Line Discover approximately 61 acres of exceptional development potential along Route 9, perfectly positioned on the Greenport-Stockport town line. Property Highlights: Zoning: Hamlet and Residential with a partial Senior Citizen Overlay; rear portion zoned Rural Residential.Utilities: Access to municipal water,

  Melissa Stickles Coldwell Banker Advisor Realty

  6580 Route 9, Hudson, NY 12534
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  /48

  $809,000

  • 3 Beds
  • 2.5 Baths
  • 1,178 Sq Ft

  28 Juniper Ln, Athens, NY 12015

  Some homes simply have a view. This one offers a way of life.Tucked along the shores of Sleepy Hollow Lake, this exceptional waterfront retreat is where luxury meets effortless lake living. Imagine mornings on your private deck as the water glistens in the sunrise, afternoons spent boating from your backyard, and evenings gathered around the dramatic floor-to-ceiling stone fireplace while the

  Christina Schaefer Warren Real Estate of Ithaca Inc

  28 Juniper Ln, Athens, NY 12015
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  /34

  $825,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,101 Sq Ft

  162 Greene Bedell Rd, Coxsackie, NY 12051

  Timeless Charm on the Hudson River.Experience the perfect blend of historic character and modern comfort in this charming waterfront Colonial, ideally situated along the scenic Hudson River in Coxsackie. Built in 1874, this 3-bedroom, 2-bath home offers over 2,100 square feet of inviting living space filled with warmth, charm, and endless possibilities.From the moment you arrive,

  Dolores Gori Heart Land Realty

  162 Greene Bedell Rd, Coxsackie, NY 12051
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  /50

  $680,000

  Open Sun 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  725 Route 66, Hudson, NY 12534

  Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres along a quiet country road in Hudson, this circa 1850 farmhouse carries nearly two centuries of Columbia County history. A tree-lined entrance leads up through rolling meadows to the property's highest elevation, with far-reaching views of the Taconic foothills and Berkshire Mountains from the rear of the property. An original dairy barn

  Anthony D'Argenzio Houlihan Lawrence, Inc

  725 Route 66, Hudson, NY 12534
• 

  

  /56

  $895,000

  • 6 Beds
  • 2 Baths
  • 4,668 Sq Ft

  437 E Allen St, Hudson, NY 12534

  Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants

  Anthony D'Argenzio Houlihan Lawrence Inc

  437 E Allen St, Hudson, NY 12534
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  /7

  $899,000

  • Land
  • 5.8 Acres
  • $155,000 per Acre

  Lot 2 Fairview Ave, Hudson, NY 12534

  Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview Avenue thoroughfare. The best of both worlds: convenience to

  David Birch Barns & Farms Realty, LLC

  Lot 2 Fairview Ave, Hudson, NY 12534
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  /52

  $749,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,995 Sq Ft

  15 Strange Ct Unit PP 28, Athens, NY 12015

  Commanding attention from the moment you enter, this waterfront home showcases lake views, expansive Trex decking, and three levels of refined living thoughtfully designed for both comfort and seamless multi-generational living.Step inside to a dramatic great room where floor-to-ceiling windows frame the lake and flood the space with natural light. Anchored by a gas fireplace, this stunning

  Marie Wolpert Keller Williams Realty HV Nort

  15 Strange Ct Unit PP 28, Athens, NY 12015
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  /46

  $640,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft

  10 Oakwood Blvd, Hudson, NY 12534

  Welcome to this beautifully maintained 1910 American Foursquare, one of Hudson's historic Boulevard homes. Lovingly cared for by the same owner for more than 30 years, this legal two-family residence is currently enjoyed as a spacious single-family home w/ an in-law apt. on the second floor - features that make it an outstanding owner-occupied multigenerational residence or income-producing

  Elizabeth Hendler Berkshire Hathaway HomeService

  10 Oakwood Blvd, Hudson, NY 12534
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  /32

  $825,000

  Open Sun 11AM - 12:45PM

  • 3 Beds
  • 3 Baths
  • 2,978 Sq Ft

  29 N 3rd St, Hudson, NY 12534

  Historic Hudson, Completely ReimaginedRarely does an 1850s Hudson home come to market with virtually everything done. 29 North Third Street has been completely renovated from top to bottom, blending historic character with modern comfort--all in the heart of Hudson.The masssive open-concept first floor is made for everyday living and entertaining, anchored by a stunning kitchen

  Martin Salerno The Kinderhook Group, Inc.

  29 N 3rd St, Hudson, NY 12534

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