Old Chatham, NY Homes for Sale

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  /55

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 3,051 Sq Ft

  139 County Route 21c, Ghent, NY 12075

  Perched on two lots for a total of 5.1 acres, this expansive home sits situated just minutes from Hawthorne Valley and is a dream waiting to unfold. Spanning over 3,000 square feet, this grand home is only miles from downtown Philmont. Envision summer days by the in-ground pool, evenings around the private campsite fire, and endless outdoor adventures. On the main floor find a guest bedroom and

  

  Jessica Coutsonikas

  KW Platform

  139 County Route 21c, Ghent, NY 12075
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  /53

  $625,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  46 New York 23, Claverack-Red Mills, NY 12513

  A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh

  

  James Lyman

  Field Realty

  46 New York 23, Claverack-Red Mills, NY 12513
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  /45

  $1,045,000

  • 4 Beds
  • 2.5 Baths
  • 3,424 Sq Ft

  854 County Route 9, Ghent, NY 12075

  Now Offering 3,424 Livable Sq Ft | Resort-Style Hudson Valley Retreat with Saltwater Pool | Minutes to Hudson | 2 Hours from NYC A rare opportunity to own a refined Hudson Valley retreat designed for effortless four-season living just minutes from the vibrant heart of Hudson. Privately set amidst serene natural surroundings in Ghent, this exceptional property blends resort-style outdoor living

  

  Susan Janart

  Houlihan Lawrence Inc.

  854 County Route 9, Ghent, NY 12075
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  /48

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,574 Sq Ft

  119 Fern Hill Rd, Ghent, NY 12075

  Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared

  

  Joseph Briggs

  William Pitt Sotheby's

  119 Fern Hill Rd, Ghent, NY 12075
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  /18

  $465,000

  $40K PRICE DROP

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

  61 Preusser Rd, Craryville, NY 12521

  Move right into this 3 bed, 2 bath sun-filled ranch with expansive yards on a quiet, country road. A comfy, open living room with wood burning stove and large bay window receives you and flows through to the kitchen and separate dining room. Step out on the expansive deck and enjoy the above ground pool. The main floor boasts three bedrooms and a newly renovated primary ensuite bath with an

  John Peterson THE TRUSS GROUP LLC

  61 Preusser Rd, Craryville, NY 12521
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  /20

  $550,000

  $45K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft

  52 Church St, Philmont, NY 12565

  Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect

  MATTHEW CAREY Rouse + Co Real Estate

  52 Church St, Philmont, NY 12565
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  /10

  $2,600,000

  873 New York 66, Hudson, NY 12534

  Unlock a Rare Opportunity in Columbia County! Discover 39.369 acres of undeveloped land just 3 miles outside Hudson, NY. Perfectly positioned only 2 hours from NYC and 35 minutes from Albany, the state capital. This property is ideal for industrial, commercial, and residential development, offering unmatched potential. Strategically located 1.6 miles from Columbia County Airport and directly

  Kevin Mullaney eRealty Advisors, Inc.

  873 New York 66, Hudson, NY 12534
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  /10

  $85,000

  • Land
  • 2.59 Acres
  • $32,819 per Acre

  0 Louden Rd Unit 20263901, Austerlitz, NY 12017

  Build your dream home on this spacious, private 2.6-acre lot on Louden Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views,

  Benjamin Eaton Peggy Lampman Real Estate

  0 Louden Rd Unit 20263901, Austerlitz, NY 12017
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  /17

  $499,900

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,776 Sq Ft

  349 Gahbauer Rd Unit 45, Hudson, NY 12534

  Open House Sunday July 12 1-3PM Summit View Preserve Set on 2.38 acres with a pond, this 3 BR/2 BA 1,856 sq ft ranch home feels miles away from everything while still being conveniently located to the best that the Hudson Valley has to offer. Outfitted with all of the modern amenities for comfortable living including central air, en suite bathroom, ample storage, and an updated kitchen with

  Nicholas Ager Mahar Real Estate, LLC

  349 Gahbauer Rd Unit 45, Hudson, NY 12534
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  /20

  $420,000

  • 6 Beds
  • 4 Baths
  • 3,945 Sq Ft

  7 Ellsworth St, Philmont, NY 12565

  Well-maintained 4-unit multifamily property located at 7-9 Ellsworth St in the heart of Philmont. This solid investment opportunity features three 1 bedroom, 1 bath apartments and one spacious 3 bedroom, 1 bath unit. Each apartment offers in-unit washer and dryer hookups, providing added convenience for tenants.Three of the four units are currently rented with active leases in place, while

  Heather Davala Davala Real Estate, LLC

  7 Ellsworth St, Philmont, NY 12565
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  /33

  $389,000

  • 4 Beds
  • 1 Bath
  • 2,229 Sq Ft

  1953 County Road 11, Claverack, NY 12513

  Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that

  Karen Davala Davala Real Estate, LLC

  1953 County Road 11, Claverack, NY 12513
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  /24

  $75,000

  • Land
  • 2.95 Acres
  • $25,424 per Acre

  64 Palmer Rd, Claverack, NY 12521

  Discover the possibilities at 64 Palmer Road, a unique opportunity offering two lots totaling 2.95 acres in scenic Columbia County. Tucked along a side road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience.The land is mostly flat on top and already cleared, with two established driveway entrances, making the groundwork for your future home

  Heather Davala Davala Real Estate, LLC

  64 Palmer Rd, Claverack, NY 12521
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  /6

  $140,000

  • Land
  • 5,610 Sq Ft
  • $1,086,957 per Acre

  48-51 Block St, Philmont, NY 12565

  Great available building lot in Philmont, NY. Perfect opportunity to construct a single or multifamily dwelling. Buildings in the photos are part of adjacent properties. This property is land only.

  Christopher McElroy Tri Hudson Realty, LLC

  48-51 Block St, Philmont, NY 12565
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  /44

  $449,000

  $11K PRICE DROP

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

  1941 New York 66, Ghent, NY 12075

  This beautiful house is situated in the heart of Columbia county in Ghent and has just been upgraded with high end finishes and features including fresh paint with recess lights, totally reconfigured kitchen with new appliances and hanging lights. brand new luxury bathrooms, newly installed floor, laundry room with appliances. Primary suite with attached jack 'n jill bathroom separate from other

  Asad Mehmood United Business Services

  1941 New York 66, Ghent, NY 12075
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  /38

  $1,699,900

  • 16 Beds
  • 13 Baths
  • 8,476 Sq Ft

  94 Main St, Philmont, NY 12565

  Prime Investment Opportunity in the Heart of Philmont An exceptional opportunity to acquire a fully leased, mixed-use portfolio. This offering includes three buildings located at 94 Main Street, 95-97 Main Street, and 100-102 Main Street, all generating stable income with upside potential for future growth. Property Breakdown: 94 Main StreetA two-story, approximately 4,800 SF, three-unit

  Jason Walch Coldwell Banker Advisor Realty

  94 Main St, Philmont, NY 12565
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  /21

  $195,000

  $55K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,648 Sq Ft

  280 Route 217, Hudson, NY 12534

  Set on a generous parcel in a quiet Hudson setting, this property offers a compelling opportunity for those with vision. The surrounding landscape is defined by open lawn, mature trees, and a natural sense of privacy—creating a setting that feels both spacious and serene. The existing home is a single-level residence with a straightforward layout, ready for thoughtful renovation. While the

  Erin Lee Keller Williams Realty Group

  280 Route 217, Hudson, NY 12534
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  /29

  $4,125,000

  • 26,606 Sq Ft

  7 Canal St, Hudson, NY 12534

  The Philmont Collection presents a rare opportunity to acquire a 36-unit multifamily portfolio encompassing nine buildings across seven tax lots in the heart of Philmont's National Register Historic District. Spanning approximately 26,606 square feet, the collection combines immediate scale, strong in-place cash flow, historic character, and meaningful redevelopment potential within one of the

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  7 Canal St, Hudson, NY 12534
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  /44

  $1,485,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  51 Taconic Creek Rd, Hillsdale, NY 12529

  This perfect modern farmhouse retreat is tucked away on one of Columbia County's most quiet and beautiful roads guaranteeing a tranquil respite from the city. Being one of just a handful of properties on the road creates a sense of peace and quiet that is unmatched. While a feeling of simplicity emanates throughout the land there is a clear level of sophistication in the design details. The

  Thomas Pawlowski Four Seasons Sotheby's Int.

  51 Taconic Creek Rd, Hillsdale, NY 12529
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  /12

  $1,900,000

  • 4 Beds
  • 3.5 Baths
  • 3,840 Sq Ft

  270 Fish And Game Rd, Hudson, NY 12534

  Sweeping views of the Catskill Mountains and spectacular sunsets provide a breathtaking backdrop of timeless beauty and tranquility. Place a chair or two next to the pond and enjoy a bottle of wine and cheese from local artisans while you soak in the last rays of sunlight in an amber glow. Located just moments from the charming hamlet of Claverack and the vibrant culture of Hudson, this

  Beth Harring Harring Properties, LLC

  270 Fish And Game Rd, Hudson, NY 12534
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  /29

  $349,000

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft

  12 Eagle St, Hudson, NY 12534

  This is the kind of house you think about long after you've left it. A charming three bedroom, three bath set on a quiet street, with room to garden, room to work, and room to simply be.Step through the front door into a studio space with its own sink and bath, a rare and welcome luxury for makers, artists, or anyone craving a separate creative corner. Large windows pull the eye straight out

  Shaina Marron Houlihan Lawrence Inc.

  12 Eagle St, Hudson, NY 12534
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  /33

  $355,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,104 Sq Ft

  779 New York 217, Hudson, NY 12534

  The perfect blend of historic character meets modern comfort at 779 Route 217 in Claverack. This thoughtfully updated 3-bedroom, 2-bath home offers the charm of its 1880 roots paired seamlessly with today's most desirable improvements. Original details add warmth and personality, while tasteful, modern updates enhance everyday living.The flexible layout includes an ideal in-law suite or home

  Heather Davala Davala Real Estate, LLC

  779 New York 217, Hudson, NY 12534
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  /45

  $1,050,000

  New Construction

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

  1167 Harlemville Rd, Ghent, NY 12075

  Perched high on a hilltop and approached by a winding drive framed by natural rock outcroppings, this newly constructed home was thoughtfully designed to blend modern efficiency with warmth, character, and a strong connection to its surroundings. Far-reaching views and exceptional natural light define the experience throughout the home, with oversized Marvin windows and soaring cathedral ceilings

  Nikki Carchedi Stone House Properties, LLC

  1167 Harlemville Rd, Ghent, NY 12075
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  /7

  $39,900

  • Land
  • 26,571 Sq Ft
  • $65,410 per Acre

  0 Prach Road Extension Unit 20263433, Claverack, NY 12513

  Take advantage of this opportunity to build your dream home on this cleared, flat, .61 acre parcel (with well on property). Conveniently located just minutes to Hudson's restaurants, shops, and Amtrak station, or if you prefer outdoor activities e.g. hiking, kayaking, skiing, and ariel adventure, it's all within a short drive to Bash Bish Falls State Park, Copake Lake, and Catamount Mountain

  Wendy Kenney Davala Real Estate, LLC

  0 Prach Road Extension Unit 20263433, Claverack, NY 12513
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  /13

  $599,000

  • Land
  • 56 Acres
  • $10,696 per Acre

  171 Orchard Rd, Ghent, NY 12075

  55 acres on Orchard Road in Town of Ghent NY. Pastoral acreage minutes from Hudson rail station and charming town of Chatham. Gorgeous property, build your dream home here and farm the rest, plenty of level land and treed woods for farming and or hunting Approximately 2,000 feet of frontage on Orchard Road. Property has been deeded for potential subdivision into three parcels.

  Bela Schuch B & L Property Group LLC

  171 Orchard Rd, Ghent, NY 12075
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  /30

  $1,489,000

  • 4 Beds
  • 4.5 Baths
  • 3,875 Sq Ft

  654 Route 217, Hudson, NY 12534

  Set on 4 picturesque acres, this remarkable 1700s Dutch Colonial offers a rare opportunity to own a piece of the Hudson Valley's history. Rich with original character the residence is filled with authentic period details, including wide-board floors, hand-hewn beams, multiple fireplaces, and an original bread oven that speaks to its storied heritage.While preserving its historic charm, the

  Kylah Campeta-Perez LYF Homes

  654 Route 217, Hudson, NY 12534
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  /19

  $309,900

  $89K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft

  1291 New York 23, Craryville, NY 12521

  *Some photos have been AI rendered* Location-Convenience-Opportunity Welcome to 1291 route 23, a rare live/work opportunity with character, creativity, and presence. Set on 1.94 acres along US-23 this mixed-use property offers a 2 bedroom; 1 bathroom home ready for thoughtful updates and transformation, with the one-of-a-kind commercial space, the beloved ''Purple Barn''. More than just

  Carrie Dandridge Find Advisors

  1291 New York 23, Craryville, NY 12521
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  /41

  $282,500

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft

  713 New York 217, Hudson, NY 12534

  So much for here for the money! First time offered in over 60 years, this is your opportunity to create your memories in this 1860's farmhouse. Featuring over 2,000 square feet of spacious living on a generous 0.4-acre lot there's plenty of outdoor living space fun, including a large area for your vegetable garden that is perfect for cultivating your green thumb or creating a serene outdoor

  Barbara Robinson Red Apple Realty

  713 New York 217, Hudson, NY 12534
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  /20

  $299,000

  $26K PRICE DROP

  • Land
  • 22.84 Acres
  • $13,091 per Acre

  0 County Route 21, Hillsdale, NY 12529

  Welcome to DREAMLAND.Set along a quiet country road, this exceptional 22 acre parcel offers the rare combination of privacy, curated natural beauty, and effortless access from New York City. Just minutes from the Taconic State Parkway, the property is ideally positioned for seamless weekend escapes or full-time living. A sun-drenched open meadow--perfectly oriented for southern

  Pamela King-Belfor Four Seasons Sotheby's Int.

  0 County Route 21, Hillsdale, NY 12529
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  /9

  $149,000

  • Land
  • 4.7 Acres
  • $31,702 per Acre

  0 Thomas Rd, Claverack, NY 12521

  This 4.7 acre parcel is conveniently located not far from the Taconic State Parkway, in the Town of Claverack, with a Craryville mailing address. The land sits on the corner of Bate Rd and Thomas Rd, a dead end road, and is partially cleared for a building site and septic system. The land slopes gently up from the road and has many mature trees and old stone walls on 2 sides. Just 15 minutes from

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Thomas Rd, Claverack, NY 12521
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  /50

  $949,000

  Open House 7/19

  • 5 Beds
  • 3.5 Baths
  • 3,390 Sq Ft

  23 Petty Dr, Ghent, NY 12075

  A large, turnkey home on 5.13 open acres in Ghent, with Hudson just ten minutes away and a floor plan that makes life easy. Three bedrooms on the main level, an expansive primary suite upstairs, a finished basement with a fifth bedroom alongside a sizable gym and rec room, plus an attached, insulated three-car garage. Furnishings are available, should you want to skip the moving-in part entirely.

  Arlena Armstrong Anatole House LLC

  23 Petty Dr, Ghent, NY 12075
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  /10

  $85,000

  • Land
  • 3.18 Acres
  • $26,730 per Acre

  0 Rigor Hill Rd, Austerlitz, NY 12017

  Build your dream home on this spacious, private 3.2-acre lot on Riger Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley

  Benjamin Eaton Peggy Lampman Real Estate

  0 Rigor Hill Rd, Austerlitz, NY 12017
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  /8

  $519,000

  $30K PRICE DROP

  • Land
  • 79 Acres
  • $6,570 per Acre

  Greeley Road Rte 27, Craryville, NY 12521

  RARE FIND! R-3 Zoning! Build your dream home on this beautiful 79-acre land with views of the Catskills & Berkshire Mountains! Can be subdivided for residential development with proper permits. Enjoy amazing sunsets, biking, hiking, rock walls, and trails for quadding or hunting. Minutes from the town of Hudson, Lake Taconic State Park, resorts, and an easy commute to Albany! Tons of potential to

  Gina Coletti, Ph.D., CBR GC Advisory Group Inc

  Greeley Road Rte 27, Craryville, NY 12521
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  /36

  $579,000

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  861 Snydertown Rd, Craryville, NY 12521

  Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

  Joyce Vale Coldwell Banker Advisor Realty

  861 Snydertown Rd, Craryville, NY 12521
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  /10

  $95,000

  • Land
  • 3.36 Acres
  • $28,274 per Acre

  0 Rigor Hill Rd, Austerlitz, NY 12017

  Build your dream home on this spacious, private 3.36-acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley

  Benjamin Eaton Peggy Lampman Real Estate

  0 Rigor Hill Rd, Austerlitz, NY 12017
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  /34

  $299,900

  $20K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,962 Sq Ft

  53 Main St, Philmont, NY 12565

  Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive

  Jason Walch Coldwell Banker Advisor Realty

  53 Main St, Philmont, NY 12565
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  /30

  $440,000

  • 8 Beds
  • 4 Baths
  • 2,840 Sq Ft

  142 Main St, Hudson, NY 12534

  142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd

  Heather Davala Davala Real Estate, LLC

  142 Main St, Hudson, NY 12534
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  /41

  $259,000

  $36K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  57 Main St, Philmont, NY 12565

  Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

  Barbara Robinson Red Apple Realty

  57 Main St, Philmont, NY 12565
• 

  

  /20

  $285,000

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft

  52 Main St, Philmont, NY 12565

  52 Main St, Philmont, NY Investment Opportunity with Mountain Views & Positive Cash FlowTurnkey two-unit property in the heart of the Village of Philmont offering immediate positive cash flow and strong rental appeal. Each unit features 2 bedrooms and 1 full bath, updated interiors, and desirable outdoor living spaces including a private porch and balcony for each apartment. Apartment Two

  Heather Davala Davala Real Estate, LLC

  52 Main St, Philmont, NY 12565
• 

  

  /24

  $215,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  42 State Route 9h, Hudson, NY 12534

  Charming cottage-style home featuring original character and unique architectural details, ready for renovation and updating. A cozy foyer and staircase welcome you into the combined living and dining area. The living room is highlighted by a wall of built-in bookcases and three large windows that provide great natural light. The dining area features what appear to be French doors leading

  KIMBERLEY MILLER BHHS HUDSON VALLEY PROP-R

  42 State Route 9h, Hudson, NY 12534
• 

  

  /10

  $450,000

  • Land
  • 33.48 Acres
  • $13,441 per Acre

  0 Bate Rd Unit 20263268, Claverack, NY 12521

  Far-reaching views from this private, 33 acre, hilltop site make this the perfect location to build your country hideaway. Centrally located in the beautiful Columbia Co town of Claverack, these heavily-wooded, parcels offer easy access to the Taconic State Parkway and 2 hrs to NYC. The hilltop acreage has a cleared house site. Both parcels have BOHA for septic and the electric runs through the

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Bate Rd Unit 20263268, Claverack, NY 12521

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