Homes for Sale near Chatham Middle School

• 

  

  

  /55

  $632,500

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  2640 New York 203 Unit 50, Valatie, NY 12184

  HUGE price improvement! A rare opportunity on 12+ private acres with stunning views of Kinderhook Creek—a Class A Trout stream—rolling farmland, pastures, and open meadows. This custom 2,300 sq ft log home blends rustic charm with modern comfort—featuring soaring ceilings, sunlit rooms, and a warm stone hearth with woodstove for cozy winter nights. The open layout includes a formal dining room,

  

  Teresa Kippen

  Field Realty

  (518) 299-5882

  2640 New York 203 Unit 50, Valatie, NY 12184
• 

  Explore Chatham Middle School

• 

  

  

  /107

  $850,000

  • 6 Beds
  • 4 Baths
  • 3,024 Sq Ft

  30 Austerlitz St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) andv 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  (518) 299-5964

  30 Austerlitz St, Chatham, NY 12037
• 

  

  

  /100

  $850,000

  • 6 Beds
  • 4 Baths

  2 High St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) and 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  HOWARD HANNA CAPITAL INC

  (518) 806-7476

  2 High St, Chatham, NY 12037
• 

  

  

  /38

  $565,000

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft

  214 Fog Hill Rd, Austerlitz, NY 12017

  Tucked away on a country mountain road and set into the bucolic landscape of the Beebe Hill State Forest is Fog Hill Cabin. A modern cottage with a cabin-like feel. Recently the current owners have made significant upgrades to the cabin. These upgrades include an additional living area on the lower level that features its own kitchenette and en suite bathroom. A Mini Spit (heat pump) system

  

  Rachel Levine

  Patricia A. Hinkein Realty

  (518) 759-5502

  214 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  

  /35

  $599,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  340 Lower Cady Rd, Old Chatham, NY 12136

  Set on 21 peaceful acres in one of the Hudson Valley's most coveted locations, 'Dawnbreak' is an Adirondack-inspired property offering a rare opportunity to create a beloved retreat. With over 3,200 square feet of living space, this four-bedroom, four-bathroom home combines rustic charm with generous proportions—ready for your vision to bring it to life.At the heart of the home is a dramatic

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 620-5873

  340 Lower Cady Rd, Old Chatham, NY 12136
• 

  

  /35

  $189,900

  • Land
  • 23.49 Acres
  • $8,084 per Acre

  00WP Albany Turnpike Rd, Old Chatham, NY 12136

  Welcome to this versatile and picturesque 23.49-acre property located in the charming and historic town of Old Chatham, New York. Nestled in the heart of Columbia County, this buildable and subdividable parcel presents a rare opportunity for those looking to invest, build, or simply enjoy a private natural retreat. Whether you're envisioning a secluded country estate, a family compound, or a

  Mitchell Serlin Whitetail Properties Real Estate

  00WP Albany Turnpike Rd, Old Chatham, NY 12136
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  /40

  $1,075,000

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

  23 Petty Rd, Ghent, NY 12075

  Nestled down a private road, this spacious home has designer updates for a turn key experience. Set on over 5 acres, this home has 5 bedrooms, 3.5 baths. Open kitchen to dining room and living room for natural light. Perfect for entertaining, the kitchen has an oversized quartz island with prep sink, 36'' gas range, marble tile backsplash and solid wood cabinets. Mud room off kitchen with

  Andrea Gabel Gabel Real Estate

  23 Petty Rd, Ghent, NY 12075
• 

  

  /31

  $695,000

  • 5 Beds
  • 4 Baths
  • 3,165 Sq Ft

  53 Whitings Pond Rd, Canaan, NY 12029

  Whitings Pond Farmhouse is a c.1790 farmhouse set in the heart of Columbia County. Located by Queechy Lake, the home is situated on 75 acres of conserved land and exudes classic farmhouse charm. Arrive at a generous front porch that frames the home's facade. Enter through a half-lite door into a center hall. Wide-plank wood floors run the length of the entry and lead to another half-lite door,

  MATTHEW CAREY Rouse + Co Real Estate, LLC

  53 Whitings Pond Rd, Canaan, NY 12029
• 

  

  /27

  $998,000

  • 3 Beds
  • 2.5 Baths
  • 2,986 Sq Ft

  4174 State Route 66, Malden Bridge, NY 12115

  Exquisite Contemporary Retreat in ChathamTucked away at the end of a private, tree-lined drive and perched atop a hill, this one-of-a-kind modern compound offers unparalleled privacy and elegance. Surrounded by meticulously landscaped perennial gardens, a charming footbridge, and a tranquil stream with a cascading waterfall, the property invites you to indulge in the ultimate escape from

  Martin Salerno The Kinderhook Group, Inc.

  4174 State Route 66, Malden Bridge, NY 12115
• 

  

  /45

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  23 Petty Dr, Ghent, NY 12075

  Nestled down a private road, this spacious home has designer updates for a turn key experience. Set on over 5 acres, this home has 5 bedrooms, 3.5 baths. Open kitchen to dining room and living room for natural light. Perfect for entertaining, the kitchen has an oversized quartz island with prep sink, 36'' gas range, marble tile backsplash and solid wood cabinets. Mud room off kitchen with

  Beth Cozzolino Gabel Real Estate

  23 Petty Dr, Ghent, NY 12075
• 

  

  /31

  $699,000

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

  74 Habeck Rd, Ghent, NY 12075

  A rare opportunity awaits you in Ghent for this Mid Century Expanded Cape Cod home that has been in the same family since built in 1950. The 4 bedroom, 3 bath home is on a tranquil road near Art Omi. and is an easy ride to Chatham and Hudson.The 2886 sq ft home sits on a sun filled 3 acre oasis and is ready for its next chapter and new owners. The main floor consists of a living room with

  Peter Newman Beach & Bartolo Realtors

  74 Habeck Rd, Ghent, NY 12075
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  /59

  $689,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  1907 County Route 5, Canaan, NY 12029

  Discover a hidden oasis in Canaan. This magical, meticulously maintained home is set on 2.8 acres of mature landscape, with European-inspired outdoor spaces designed for tranquility and enjoyment.This quality-built, mid-century cape is move-in ready. The many luxury features includes a complete suite on the upper floor. The updated, eat-in kitchen is a cook's delight, and the grand

  Peter Newman Beach & Bartolo Realtors

  1907 County Route 5, Canaan, NY 12029
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  /28

  $739,000

  • 3 Beds
  • 3 Baths
  • 1,508 Sq Ft

  221 Tice Hill Rd, Ghent, NY 12075

  Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

  Linnea VanTassel Country Life Real Estate, LLC

  221 Tice Hill Rd, Ghent, NY 12075
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  /45

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,920 Sq Ft

  3124 County Route 9, East Chatham, NY 12060

  Modern Country FarmhouseBuilt to pamper its proud owner by offering a quiet, peaceful and very private get away w/ cathedral ceiling living room semi open to wonderfully equipped kitchen and breakfast area. Primary ensuite is spacious and bright -- offers all amenities you would ever wish for from a walk in closet, to bath with double vanity, Jacuzzi soaking tub, separate shower, separate toilet

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  3124 County Route 9, East Chatham, NY 12060
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  /17

  $825,000

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

  35 Jilroy Ln, Spencertown, NY 12165

  A House by the Pond.A thoughtfully rethought ranch in a private picturesque setting near the end of a dead end road. Delight in the wildlife as sunbeams dance across the pond. Windows act as picture frames for the view. An open and airy layout where all the living space flows. The kitchen anchors with enough space to create epic feasts. Four bedrooms with wonderfully tiled baths. The primary

  Andrea Gabel Gabel Real Estate

  35 Jilroy Ln, Spencertown, NY 12165
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  /36

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft

  605 County Route 24, East Chatham, NY 12060

  This historic home was constructed by Thomas Bishop, a veteran of the War of 1812 in the early 1800's and was once known as Bishop's Tavern. It began as an inn and tavern on what was once, the Stockbridge and Hudson stagecoach line. Since then it has been lovingly tended and updated with an eye to preservation.Located on a quiet country road in Red Rock and surrounded by mature gardens and

  Barbara Conkling Houlihan Lawrence, Inc.

  605 County Route 24, East Chatham, NY 12060
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  /28

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  11549 State Route 22, Austerlitz, NY 12017

  Step back in time with this 1830's period gem set in a postcard setting with seasonal Green River frontage, hidden meadows and private footpaths inviting you to explore the natural beauty of the property. A fabulous screened porch looks out to the lush grounds and distant foothills. This 3 bedroom, 2 bath charmer offers timeless character with wideboard floors, two fireplaces and a rich

  Linnea VanTassel Country Life Real Estate, LLC

  11549 State Route 22, Austerlitz, NY 12017
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  /17

  $782,000

  • 2 Beds
  • 2 Baths
  • 1,616 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while toasting toes in front of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or Albany

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /21

  $639,000

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  477 Fog Hill Rd, Austerlitz, NY 12017

  Wonderful farmhouse with the best of all worlds. Renovated for modern use and function with old world charm. Pine floors. Great working kitchen with eating area. Large dining area for entertaining friends and family. Great room with high ceilings and Vermont Castings propane stove to warm the cooler spring nights, wrapped in windows to bring nature in. French doors off the eating area to large

  Tracy Tassinari Gabel Real Estate

  477 Fog Hill Rd, Austerlitz, NY 12017
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  /31

  $719,000

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  326 Pratt Hill Rd, Chatham, NY 12037

  Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

  Callan Bergmann Compass Greater NY, LLC

  326 Pratt Hill Rd, Chatham, NY 12037
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  /34

  $1,180,000

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

  23 Raccoon Forks Rd, Old Chatham, NY 12136

  A post and beam barn on a dead end road in Old Chatham. Cathedral ceilings, walls wrapped in windows, bring in light and views from every angle. In the great room a brick fireplace with a chestnut mantle. Open floor plan makes it easy for entertaining. Shaker cabinets, soapstone counters, and hand crafted lighting. First floor primary bedroom ensuite with walk in closet. Two additional bedrooms

  Emma French Gabel Real Estate

  23 Raccoon Forks Rd, Old Chatham, NY 12136
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  /14

  $795,000

  • Land
  • 95.24 Acres
  • $8,347 per Acre

  0 Scannell Rd, Ghent, NY 12075

  Estate parcel. One parcel with no restrictions that has the potential for many uses. Keep it as one parcel to build the end all estate on, develop the parcel into a compound of multiple parcels, farming, hunting, recreation. The potential in this parcel is beyond belief. End of the road parcel for complete privacy and tranquility. Potential for western views of the Catskills and local

  Tracy Tassinari Gabel Real Estate

  0 Scannell Rd, Ghent, NY 12075
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  /15

  $169,000

  • Land
  • 26.5 Acres
  • $6,377 per Acre

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060

  26.5 acres of land to farm or build on . Fabulous views over surrounding farmland, valley and mountains.Great mix of open land & woods . Pond for fishing or irrigation for crops. Beautiful stream & rock walls. Perfect land to put in an agricultural program for lower taxes.Just 2.5 hours from NYC, 35 minutes to Hudson, 30 minutes to Albany, 15 minutes to Pittsfield & Jiminy Peak.

  Anne Harrison Country Life Real Estate, LLC

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060
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  /17

  $545,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  12 Reed Rd, Austerlitz, NY 12165

  Simple AestheticModern lines, simple space made warm with natural materials. The kitchen, dining and living flow easily and bring in the outside thru smart use of windows, sliding glass doors and the deck. Two perfect bedrooms, a bath. Easy to live in, easy to feel right at home.

  Andrea Gabel Gabel Real Estate

  12 Reed Rd, Austerlitz, NY 12165
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  /7

  $290,000

  • Land
  • 19.41 Acres
  • $14,941 per Acre

  124 Thorne Rd, Old Chatham, NY 12136

  FOUR ACRE POND -- Rare Build-Ready Parcel in Old Chatham Horse CountryA private, shovel-ready amazingly beautiful 20 acre parcel in one of Old Chatham's most coveted settings. The homesite is cleared, septic approved, electric ready, and surrounded by natural beauty—including a tranquil pond and long-range views abutting a land preserve. All information reliable but not

  Natalia de Amorim Preferred Country Properties

  124 Thorne Rd, Old Chatham, NY 12136
• 

  

  /43

  $3,995,000

  • 6 Beds
  • 5 Baths
  • 12,000 Sq Ft

  147 Rock City Rd, Old Chatham, NY 12136

  Escape the bustle of city life and discover Bellavista Country Estate, a grand 12,000-square-foot Georgian brick residence set on over 25 private acres in the foothills of the Berkshires, ideally situated between the Hudson River Valley and the Berkshires. Designed for both gracious living and effortless entertaining, the estate offers six to nine beautifully appointed bedrooms, including three

  Joseph Briggs William Pitt Sotheby's Int'l

  147 Rock City Rd, Old Chatham, NY 12136
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  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
• 

  

  /16

  $234,900

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft

  1539 County Route 28, Valatie, NY 12184

  New to the market in Chatham Center! This charming 2-bedroom, 1-bath country cottage offers a wonderful opportunity to create your own vision in a beautiful rural setting. The home features a welcoming family room with oak floors and plenty of original character throughout. A highlight is the spacious wraparound covered, screened-in porch—perfect for enjoying morning coffee, entertaining, or

  Michael Castellano Gilcrest Properties

  1539 County Route 28, Valatie, NY 12184
• 

  

  /13

  $215,000

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  205 Middle Rd, Austerlitz, NY 12017

  If you're looking for peace and quiet this country cottage nestled in the hills of Austerlitz is the perfect retreat. Recent upgrades include a new roof, septic system, and on-demand water heater, plus the security of a Generac backup generator. Just minutes from Beebe Hill and Harvey Mountain State Forests, you'll have endless outdoor adventures at your doorstep. Whether you're looking for a

  Kelly Harrison Taconic Valley Real Estate

  205 Middle Rd, Austerlitz, NY 12017
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  /39

  $409,000

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

  47 Austerlitz St, Chatham, NY 12037

  A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four

  Rochelle Bartolo Beach & Bartolo Realtors

  47 Austerlitz St, Chatham, NY 12037
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  /33

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1476 County Route 5, Canaan, NY 12029

  Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

  Chris Getman Houlihan Lawrence Inc.

  1476 County Route 5, Canaan, NY 12029
• 

  

  /14

  $149,900

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  1169 State Route 295, East Chatham, NY 12060

  Opportunity in East Chatham – Bring your vision to this 3-bedroom, 1.5-bath home set on 0.5 acres in a desirable Hudson Valley location. Just minutes from Chatham Village, I-90, and the Berkshires, the property offers a prime setting with endless potential. While the home is in need of renovation, it provides a solid foundation and the chance to create your ideal full-time residence, weekend

  Joseph Lukic Compass Greater NY, LLC

  1169 State Route 295, East Chatham, NY 12060
• 

  

  /23

  $1,725,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  388 Maple Dr, East Chatham, NY 12060

  If you love to drive long gravel roads through maplewood forests dotted with antique farmhouses and barns, we have this offering located in the corner of Columbia County that serves mountaintop views across the Hudson Valley. The impressive drive into the property through the gate is uphill past three meadows ablaze in native wildflowers across three seasons and through its own maple stock. The

  Parker Meyer Four Seasons Sotheby's Int.

  388 Maple Dr, East Chatham, NY 12060
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  /51

  $2,400,000

  • 3 Beds
  • 3 Baths
  • 3,030 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Patrick Heffernan Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
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  /24

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,900 Sq Ft

  767 Rock City Rd, Old Chatham, NY 12136

  NEW PROPANE FURNACE INSTALLED. Owner occupied and must approve all showings. No trespassing or access without showing appt w/Listing Broker. Mid renovation home situated on 6.58 acres where an overgrown pond was the little one's favorite cooling place in the summers of years gone by ... this 1900± sq ft, single floor home is comprised of L style open floor plan incorporating kitchen/dining

  Natalia de Amorim Preferred Country Properties

  767 Rock City Rd, Old Chatham, NY 12136
• 

  

  /19

  $165,000

  • Land
  • 0.42 Acre
  • $392,857 per Acre

  0 Murray St, Chatham, NY 12037

  RARE buildable lot available in the Village of Chatham on just under .5 acre set up and off of private dead-end road with seasonal views of the Catskill Mountains and the Clock Tower in Chatham. Easy, short walk into the village or to Borden's Pond Conservation Area. Loads of space to build within village setbacks. Property has a bit of a grade allowing building site to be up and back with a

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
• 

  

  /3

  $250,000

  • Land
  • 6.02 Acres
  • $41,528 per Acre

  590 County Route 24, Canaan, NY 12060

  Six Acres of open and wooded land located in the desirable Red Rock area of Canaan. This raw land offers an excellent opportunity for buyers ready to bring their vision to life. A deeded right of way along the Narrows Road is available for this property. The Indian Creek runs through the rear of the parcel. A right of first refusal for this property is being given to the buyers of the

  Barbara Conkling Houlihan Lawrence, Inc.

  590 County Route 24, Canaan, NY 12060
• 

  

  /14

  $375,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  3 Maiden Ln, Chatham, NY 12037

  Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler. The roof was replaced in 2014.

  Philip Feiner Country Life Real Estate, LLC

  3 Maiden Ln, Chatham, NY 12037
• 

  

  /4

  $395,000

  • Land
  • 10.03 Acres
  • $39,382 per Acre

  0 Macedonia Rd, Austerlitz, NY

  Hear a pin drop. Southern exposure and not a house in sight. Lovely 10 acre parcel in the Spencertown hills. Gorgeous swim pond and stream to fish. Open fields and gentle woods. A legacy property that has been in the same family for more than half a century.

  Tracy Tassinari Gabel Real Estate

  0 Macedonia Rd, Austerlitz, NY
• 

  

  /30

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft

  173 Hudson Ave, Chatham, NY 12037

  1892 Colonial thoughtfully renovated with hand crafted cherry kitchen. High ceilings, and large windows. Wood floors. Original detail. Three good sized bedrooms. Full attic finished off with plumbing ready for another bath. Wonderful location with private yard. Two car garage. Level land and seasonal stream. Walk to the village.

  Tracy Tassinari Gabel Real Estate

  173 Hudson Ave, Chatham, NY 12037

Showing Results 1 - 40, Page 1 of 3