Sleepy Hollow Lake, NY Homes for Sale

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  /21

  $1,495,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,654 Sq Ft

  102-104 N 5th St, Hudson, NY 12534

  A very early Hudson home built c1790 likely in the Federal style, 102-104 North Fifth Street was converted into a striking Italianate at the turn of the 19th century. The beautifully ornamental porch is a fabulous place to take in the charming block, and the striking facade is adorned with bracketed cornices typical of the Italianate style. Just blocks to Warren Street, Hudson's main drag, the

  Annabel Taylor Four Seasons Sotheby's Int.

  102-104 N 5th St, Hudson, NY 12534
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  /45

  $1,495,000

  Open Sat 11AM - 2PM

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

  8 Hartwell Ave, Hudson, NY 12534

  Open Houses9/19: 11:00 - 2:00 PM9/20: 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

  Steven DiLorenzo Compass Greater NY LLC

  8 Hartwell Ave, Hudson, NY 12534
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  /22

  $230,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,610 Sq Ft

  615 State St, Hudson, NY 12534

  Welcome to your next project - a classic 2 family home in a sought after location. Over 2000 sf this four bedroom 3 bath duplex with a walkup attic has lots of space. This duplex is steps away from Hudson's vibrant restaurants, boutique shopping, galleries, cafes, parks & Amtrak station. If you have been searching for an opportunity to bring your vision this is it. Cash Buyers or Rehab only. Left

  Ronnie Rebis Grist Mill Real Estate

  615 State St, Hudson, NY 12534
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  /7

  $125,000

  $14K PRICE DROP

  • Land
  • 1.03 Acres
  • $121,359 per Acre

  Lot 3 Pulcher Ave, Stottville, NY 12534

  Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Easy access to public sewer, water, electric and gas. Permissible zoning and development friendly local officials. Great private location, set back from the Route 9 thoroghfare.

  David Birch Barns & Farms Realty, LLC

  Lot 3 Pulcher Ave, Stottville, 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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  /35

  $1,395,000

  $80K PRICE DROP

  • 9 Beds
  • 5 Baths
  • 4,032 Sq Ft

  516-518 State St, Hudson, NY 12534

  A rare opportunity to own a triple-lot townhouse compound just steps from Hudson's vibrant Warren Street, the newly opened Pocketbook Factory, The Maker Hotel, outstanding fine dining and the Amtrak station. Built in 1910, this unique property includes three attached townhomes, each outfitted with a kitchen, three bedrooms and varying layouts offering flexibility for investors, owner-occupants,

  Daniel Mahar Mahar Real Estate, LLC

  516-518 State St, Hudson, NY 12534
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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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  /36

  $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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  /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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  /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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  /13

  $1,195,000

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

  610 Warren St, Hudson, NY 12534

  On the prime Warren Street block for top-end commercial properties you will find this solid brick building with four residential units above two desirable storefronts. The residential units include two duplexes on the upper floors and a multi-bedroom unit on the second floor next to a two room unit. Rear access to each unit is from the off-street parking area. This is an ideal investment

  James Male HOUSE Hudson Valley Realty

  610 Warren St, Hudson, NY 12534
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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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  /3

  $179,000

  • Land
  • 28 Acres
  • $6,393 per Acre

  L20 High Hill Rd, Coxsackie, NY 12051

  Escape to your own private sanctuary on this stunning 28-acre property. Nestled in a serene country setting, this land offers endless possibilities for your dream retreat. Imagine waking up to the sound of a tranquil stream running through the property, surrounded by nature's beauty in every direction. With well water and electric available, This parcel is ready for you! Whether you're looking to

  Debra Danner Coldwell Banker Prime Properties

  L20 High Hill Rd, Coxsackie, NY 12051
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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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  /30

  $3,250,000

  • 8 Baths
  • 10,000 Sq Ft

  749-803 Warren St, Hudson, NY 12534

  An extraordinary opportunity to acquire the largest available building / land parcel on Hudson's iconic Warren Street. Encompassing approximately one acre with more than 200 feet of frontage on Warren Street, the property offers a scale and presence rarely found in Hudson's historic downtown.At its center stands a distinctive 10,000 square-foot steel truss building, complemented by an

  Rudy Huston Tri Hudson Realty, LLC

  749-803 Warren 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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  /24

  $60,000

  • Land
  • 1.38 Acres
  • $43,478 per Acre

  2906 Sleepy Hollow Rd, Athens, NY 12015

  Very generous 1.38 acre building lot in beautiful Sleepy Hollow Lake! The Sleepy Hollow Lake Community has so much to offer. The fishing is exceptional (large and small mounth bass and more!). Kayaking, water skiing, tubing, and pontoon boating are favorite resident pastimes and this small craft private lake has a 50hp limit on boat motors so noise and chop are kept to a minimum adding to the

  Aysa Morehead Coldwell Banker Village Green

  2906 Sleepy Hollow Rd, Athens, NY 12015
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  /5

  $125,000

  • Land
  • 1.03 Acres
  • $121,359 per Acre

  0 Pulcher Ave Unit KEY1041866, Greenport, NY 12534

  Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and reidential area. Easy access to public sewer, water, elecgtric and gas. Permissible zoning and development friendly local officials. Great private location, set back from Route 9 thoroghfare.

  David Birch Barns and Farms Realty LLC

  0 Pulcher Ave Unit KEY1041866, Greenport, NY 12534
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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

  Open Sat 2PM - 4PM $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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  /26

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,692 Sq Ft

  11 S South 6th St, Hudson, NY 12534

  Sky High Bliss A rare opportunity to own a mixed-use gem just half a block from Warren Street. The light-filled retail space below offers a warm, inviting atmosphere with a charming, approachable feel, thoughtfully designed for convenience and flow, ideal for display and customer engagement. Above, an outstanding, freshly painted duplex unfolds with natural light and effortless charm, featuring a

  Miles Vidor Nicole Vidor Real Estate Inc.

  11 S South 6th St, Hudson, NY 12534
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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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  /45

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,359 Sq Ft

  20 Market St, Athens, NY 12015

  The Blue House on Market ~ Circa 1925, now entering its second century, feels right at home in the historic Hudson River village of Athens.This classic gable-front village home offers three bedrooms and two bathrooms, with bright, comfortable spaces and an easy flow throughout. The open kitchen and dining area lead directly to the back deck, creating a natural extension of the living space

  Rebecca Sullivan KW Platform

  20 Market St, Athens, NY 12015
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  /10

  $1,590,000

  • Land
  • 1.83 Acres
  • $868,852 per Acre

  469 Fairview Ave, Hudson, NY 12534

  Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts!

  Michael Castellano Gilcrest Properties

  469 Fairview Ave, Hudson, NY 12534
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  /3

  $55,000

  $10K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $239,130 per Acre

  Lot 5 Pulcher Ave, Stottville, NY 12534

  .23 acre parcel,. 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 (route 9) thoroughfare. The best of both worlds: convenience to shopping and entertainment, yet privacy for residents. Easy access to the Taconic Parkway, The New York State Thruway,

  David Birch Barns & Farms Realty, LLC

  Lot 5 Pulcher Ave, Stottville, NY 12534
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  /17

  $500,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  29 N Vernon St, Athens, NY 12015

  Turn-Key Village Oasis: Fully Renovated 1,894 Sq Ft Home on 1.3 Acres Welcome to 29 N Vernon St, an 1,894-square-foot village home situated on a rare, surveyed 1.3-acre lot in the heart of Athens. Nearly everything in this property has been meticulously redone from professional architect plans, offering true turn-key excellence where you can simply unpack and enjoy. The spacious, light-filled

  Vitaly Isaacs Statewide Properties LLC

  29 N Vernon St, Athens, NY 12015
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  /17

  $925,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  345 State St, Hudson, NY 12534

  Welcome to 345 State Street. Built in 1920, it is one of the few bespoke, detached stand alone, brick homes in Hudson. It includes a private alley connecting State Street to your garden and parking for three cars, a coveted Hudson rarity. The listed 1,858 square feet does not include a large basement and a generous attic. It is minutes walking to all Hudson offers. Leave your cars at home and

  Charles E. Williams Rouse + Co Real Estate

  345 State St, Hudson, NY 12534
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  /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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  /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

Showing Results 121 - 160, Page 4 of 5