Sleepy Hollow Lake, NY Homes for Sale with Garage

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  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,084 Sq Ft

  525-527 Union St, Hudson, NY 12534

  A Grand Macy Residence -- A Timeless Piece of Hudson's History.Once home to Gertrude and Hiram Macy, descendants of one of Hudson's early founding families who arrived from Nantucket, MA, in the 18th century, this Victorian-era residence showcases remarkable craftsmanship and architectural grandeur that simply cannot be reproduced today.Over the past 13 years, the current owners

  Martin Salerno The Kinderhook Group, Inc.

  525-527 Union St, Hudson, NY 12534
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  /29

  $299,999

  $30K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,383 Sq Ft

  57 Lovecky Rd, West Coxsackie, NY 12192

  An incredible change to own a well-cared for and loved, 4-bedroom, 1,383 sf ranch home on almost an acre (.88 acre), in West Coxsackie. Hardwood floors throughout, newer roof (<5yrs), large 2 car garage, large living room, dining room, front porch, rear deck, shed, woodstove in partially finished basement, 1st floor laundry, flat yard and 2 driveways. Single story living. Same owner for 65 years.

  Orlando Valero Valero Associates

  57 Lovecky Rd, West Coxsackie, NY 12192
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  /14

  $529,000

  Open Sun 1PM - 3PM $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,325 Sq Ft

  84 Worth Ave, Hudson, NY 12534

  MLS Public Remarks:''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful

  Elizabeth Hendler Berkshire Hathaway Home Services Blake

  84 Worth Ave, Hudson, NY 12534
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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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  /15

  $595,000

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

  2788 Atlantic Ave, Hudson, NY 12534

  This fine example of Italianate architecture has been in long ownership and very well maintained. Many original details are intact and the exterior has a strong street presence. The large open yard of 0.60 acre offers the perfect setting for a pool or tennis court. The entire property is fenced. The interior has high ceilings, wood flooring throughout, and large double hung windows. The updated

  Greg Kendall The Kinderhook Group, Inc.

  2788 Atlantic Ave, 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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  /45

  $1,495,000

  Open Sun 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  8 Hartwell Ave, Hudson, NY 12534

  Open House9/20: 11:00 - 2:00 PMWelcome to Centennial House. This 1926 Tudor Revival is a rare architectural artifact, offering 2,290 square feet of impeccably preserved living space. The residence features four bedrooms, two full bathrooms, and one half bathroom across two floors, a finished attic, and a full basement with a direct entry garage. The property sits on 0.21

  Steven DiLorenzo Compass Greater NY LLC

  8 Hartwell Ave, Hudson, NY 12534
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  /24

  $395,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,204 Sq Ft

  187 New York 9j, Hudson, NY 12534

  Recently renovated, this four-bedroom, two full bath home is ''move-in'' ready and waiting for one's final touches. The level and grassed half-acre property is sun drenched and sits nearby to 550+ acres of state-owned land - The Brickyard Preserve. Furnace, A/C, water heater, appliances and septic system are all under five years old. The walls of the full walkout basement are spray foamed, for

  Michael Stasi Corcoran Country Living

  187 New York 9j, Hudson, NY 12534
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  /25

  $449,000

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

  3118 Sleepy Hollow Rd, Athens, NY 12015

  Welcome to your perfect retreat in the private Sleepy Hollow Lake Community!This charming 3-bedroom, 2-full-bath, 1,450 sq. ft. single-level ranch offers comfortable one-floor living on a beautiful ½-acre lot surrounded by mature woods. The inviting open floor plan creates a spacious, connected feel throughout the main living area, making it ideal for both everyday living and

  Kelli Forschner Lake and Mountain Realty, LLC

  3118 Sleepy Hollow Rd, Athens, NY 12015
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  /30

  $399,000

  $76K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  129 Gypsy Point Rd, Catskill, NY 12414

  Two homes, endless possibilities! This unique country property offers two charming residences on nearly an acre (0.97) of land, conveniently located near amenities and perfect for every season. The main house features 3 bedrooms, full bath, spacious living room, large eat-in kitchen, office space, enclosed porch/sunroom plus a detached garage/workspace. The cozy bungalow offers 2 bedrooms, full

  Silvana Gryka Link NY Realty

  129 Gypsy Point Rd, Catskill, NY 12414
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  $279,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  571 State Route 81, Climax, NY 12042

  Welcome home to this charming 3-bedroom, 1-bath Ranch offering comfort, convenience, and plenty of space to enjoy both indoors and out. The private, fully fenced backyard is perfect for entertaining or relaxing, featuring a garden area and fire pit for year-round enjoyment.Inside, you'll find a bright and inviting eat-in kitchen with durable tile flooring, while the spacious living room

  Josephine Bruno Berkshire Hathaway HomeService

  571 State Route 81, Climax, NY 12042
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  /33

  $499,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  103 High Hill Rd, Athens, NY 12015

  Completely renovated contemporary split-level home situated on a private lot in the desirable Town of Athens. Designed for comfortable everyday living and entertaining, the home features an open kitchen and dining area and a spacious living room that opens onto an expansive Trex deck overlooking the peaceful level backyard. The stylish kitchen, offers stainless steel appliances, gorgeous tile

  TINA TOWNSEND BHHS Hudson Valley Properties

  103 High Hill Rd, Athens, NY 12015
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  /40

  $599,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft

  22 Van Winkle Rd, Hudson, NY 12534

  Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's

  Lisa Miller Coldwell Banker Prime Properties

  22 Van Winkle Rd, Hudson, NY 12534
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  /15

  $2,499,000

  $2M PRICE INCREASE

  • Land
  • 27 Acres
  • $92,556 per Acre

  35 Pulcher Ave, Stottville, 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

  35 Pulcher Ave, Stottville, 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
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  /30

  $1,995,000

  • 3 Beds
  • 5 Baths
  • 3,612 Sq Ft

  94-96 N 5th St, Hudson, NY 12534

  On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins

  Annabel Taylor Four Seasons Sotheby's Int.

  94-96 N 5th St, Hudson, NY 12534
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  /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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  /36

  $279,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  571 Rt 81, Climax, NY 12042

  Welcome home to this charming 3-bedroom, 1-bath Ranch offering comfort, convenience, and plenty of space to enjoy both indoors and out. The private, fully fenced backyard is perfect for entertaining or relaxing, featuring a garden area and fire pit for year-round enjoyment.Inside, you'll find a bright and inviting eat-in kitchen with durable tile flooring, while the spacious living room

  Josephine Bruno Berkshire Hathaway Home Services Blake

  571 Rt 81, Climax, NY 12042
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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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  /39

  $425,000

  • 6 Beds
  • 6 Baths
  • 2,660 Sq Ft

  20 N Washington St, Athens, NY 12015

  Charming Three-Family Investment Opportunity in the Village of AthensDiscover the character and charm of this three-family property ideally located in the Village of Athens, just moments from the Hudson River. Rich in historic appeal, this property offers a wonderful opportunity for investors, owner-occupants, or those looking to expand their rental portfolio.Many renovations have

  Ina Griffin-Guilzon Keller Williams Realty HV Nort

  20 N Washington St, Athens, NY 12015
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  /24

  $599,000

  Open Sun 1PM - 3PM $100K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,208 Sq Ft

  3 Milo St, Hudson, NY 12534

  Beautifully rebuilt and move-in ready, this bright 2-bedroom, 2-bath home offers stylish finishes and easy living just minutes from downtown Hudson. The open main level features red oak hardwood floors, recessed lighting, custom trim, and a spacious kitchen with white shaker cabinetry, granite countertops, and stainless-steel appliances. A first-floor bedroom suite includes a walk-in closet and

  Elizabeth Hendler Berkshire Hathaway Home Services Blake

  3 Milo St, Hudson, NY 12534
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  /48

  $449,900

  $39K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  16 Appalachian Dr, Athens, NY 12015

  PUBLIC OPEN HOUSESATURDAY Sept 19 from 2-4pmWelcome to your dream home in the sought-after community of Sleepy Hollow Lake! Nestled on a quiet cul-de-sac, this beautifully maintained property offers the perfect blend of comfort, convenience, and outdoor living. Just moments from the community beach and main pool, this home is ideal for those looking to enjoy both relaxation and

  Kelli Forschner Lake and Mountain Realty, LLC

  16 Appalachian Dr, 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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  /34

  $1,150,000

  • 6 Beds
  • 3 Baths
  • 2,106 Sq Ft

  724 Green Lake Rd, Catskill, NY 12414

  Take a look at this 6 bedroom, 3 full bath totally renovated home. Walk into the open living, dining & kitchen area where you find a wood fireplace, modern kitchen with stainless appliances, sleek fixtures, & spacious dining area. Down the hall you'll find 2 bedrooms, 1 full bathroom & laundry. Head upstairs to the master suite with full bath along with 3 other bedrooms & full bathroom. Head

  Jamie Sittner Find Advisors

  724 Green Lake Rd, Catskill, NY 12414
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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
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  /28

  $455,000

  • 2 Beds
  • 1 Bath
  • 1,650 Sq Ft

  528 Schoharie Turnpike, Athens, NY 12015

  Nestled on 6.79 picturesque acres in Athens, New York, this circa-1800 home is a rare opportunity to own a piece of Hudson Valley history.From the moment you arrive, the charm is undeniable. The classic stone exterior sits beautifully against open land and mature trees, offering privacy and timeless country appeal. A detached shed adds flexibility for storage, workshop space, or future

  Melissa Cox Keller Williams Realty HV Nort

  528 Schoharie Turnpike, Athens, NY 12015
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  /28

  $449,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  20 8th St, Hudson, NY 12534

  Offered for the first time in many years, this Hudson 1890's Townhouse has much potential. Located on desirable Eighth Street in a quiet neighborhood of similar homes, yet within easy reach of the local amenities. Large back yard for entertaining, gardening, or your four legged friends. Bring your vision to take this charmer to its next chapter.

  Greg Kendall The Kinderhook Group, Inc.

  20 8th St, Hudson, NY 12534
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  /38

  $1,385,000

  • 3 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  21 Old Route 9, Stuyvesant, NY 12173

  Old Kleinrood, circa 1789 - a rare 18th century Dutch Stone House with Greek Revival addition. A chance survivor of the region's earliest architecture, Old Kleinrood pairs an authentic 1789 Dutch stone cottage - its thick fieldstone walls, original beams, and hand-wrought details intact - with a graceful Greek Revival addition believed to date to circa1820. A rare balance is achieved; two

  Andrew Gates Houlihan Lawrence, Inc.

  21 Old Route 9, Stuyvesant, NY 12173
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  /48

  $399,000

  • 5 Beds
  • 5 Baths
  • 3,400 Sq Ft

  94 N Franklin St, Athens, NY 12015

  Attention investors and contractors -- value-add opportunity in the heart of the Village of Athens! This spacious multi-unit property offers strong income potential with approximately 3,440 square feet, multiple units, off-street parking, detached garage, and a large oversized village lot.The property needs work and updating but offers tremendous upside for the right buyer looking to

  Marie Wolpert Keller Williams Realty HV Nort

  94 N Franklin St, Athens, NY 12015
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  /50

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,458 Sq Ft

  567 Four Mile Point Rd, Coxsackie, NY 12051

  Welcome to Four Mile River House, where water is a way of life. This four-bedroom, three-and-a-half-bath contemporary post and beam home in Athens sits right at the river's edge, sand and shoreline giving way to a waterfront with room to dock or moor a boat. Built in 1997, the home spans roughly 3,458 square feet across two main levels, a finished lower level, and a third-floor crow's nest.

  Anthony D'Argenzio Houlihan Lawrence, Inc

  567 Four Mile Point Rd, Coxsackie, NY 12051
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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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  /8

  $160,000

  • Land
  • 8.6 Acres
  • $18,605 per Acre

  1046 Schoharie Turnpike, Athens, NY 12015

  Athens great 8.6 acre grassy parcel great for mini estate. Next to multifamily and across from single family residence. Electric on road and access to town water. Requires new septic system installed.

  David Birch Barns & Farms Realty, LLC

  1046 Schoharie Turnpike, Athens, NY 12015
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  $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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  $6,650,000

  • 11 Beds
  • 7.5 Baths
  • 6,421 Sq Ft

  216 Route 385, Athens, NY 12015

  River House is a rarely available, Hudson River-front estate that lies on 48+ breathtaking acres directly on the Hudson River in Catskill. Currently used as an incredible, income-producing event space and rental property, River House was designed with privacy in mind. The long, private drive winds through mature trees to this expansive, 7,800+/- square foot, 11-bedroom, 7.5-bath retreat, where

  Michael Stasi Corcoran Country Living

  216 Route 385, 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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  /42

  $2,975,000

  • 3 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  188 Mount Merino Rd, Hudson, NY 12534

  Only two miles from Warren Street, yet 188 Mt. Merino Road feels a world away. Set across 5.7 private acres overlooking the Hudson River, the property is an extraordinary convergence of open lawn, wildflower fields, mature trees and woodland, a peaceful, transporting landscape of sweeping water views, remarkable sunsets and true immersion in nature.The house itself has an entirely

  Kathryn Johnson William Pitt Sotheby's Interna

  188 Mount Merino Rd, 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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  /11

  $895,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  2654 Sleepy Hollow Rd, Athens, NY 12015

  Experience timeless design, quality craftsmanship, and modern comfort in this exceptional new construction to be built home by Paul R. Szafran Carpentry, Inc. (Explore more from Paul R Szafran Carpentry Inc by checking out an extensive local portfolio in Greene and Columbia counties, this home will be set on a private 2.59 acre lot within the desirable Sleepy Hollow Lake community.This

  Cathleen Hamm Mahar Real Estate, LLC

  2654 Sleepy Hollow Rd, Athens, NY 12015
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  /50

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,156 Sq Ft

  544 State St, Hudson, NY 12534

  Prime Hudson location. Steps from Warren Street and close to riverfront parks, dining, art, and shopping. 544 State St offers a two family with one unit over another, built with early 1900s charm and solid scale. Classic gable lines brim the exterior, along with scalloped detail, and a welcoming front porch. Each unit holds tall ceilings, natural light, and a smart layout. Upstairs, a bright

  Rebecca Sullivan KW Platform

  544 State St, Hudson, NY 12534

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