Homes for Sale near Chatham Middle School

• 

  

  

  /57

  $575,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  105 McNamee Rd, Canaan, NY 12029

  xtensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with

  

  Joseph Cardinale

  Howard Hanna Capital, Inc.

  (518) 768-9819

  105 McNamee Rd, Canaan, NY 12029
• 

  Explore Chatham Middle School

• 

  

  

  /37

  $3,995,000

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

  147 Rock City Rd, Old Chatham, NY 12136

  A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms,

  

  Joseph Briggs

  William Pitt Sotheby's

  (518) 741-3264

  147 Rock City Rd, Old Chatham, NY 12136
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  /32

  $3,995,000

  • 5 Beds
  • 4.5 Baths
  • 6,518 Sq Ft

  167 New Concord Rd, East Chatham, NY 12060

  Perched High on a Hill, A Modern Sanctuary of Timeless Elegance. Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature,

  

  Joseph Briggs

  William Pitt Sothebys Intn'l

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
• 

  

  

  /31

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  797 State Route 203, Spencertown, NY 12165

  Charming 1923 Sears Arts & Crafts Bungalow - A rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this sears and roebuck home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the glow of original woodwork,

  

  Jack Yao

  Realmart Realty, LLC

  (518) 665-3184

  797 State Route 203, Spencertown, NY 12165
• 

  

  

  /14

  $49,999

  • Land
  • 5.1 Acres
  • $9,804 per Acre

  Albany Turnpike Rd, Old Chatham, NY 12136

  Comparable properties in the Hudson Valley start at $75,000+ financing availableThis unique 5.1-acre opportunity in Old Chatham consists of two separate parcels located along Albany Turnpike Rd and Hunt Club Rd, Parcel ID is 102689-036-000-0001-003-000-000. One parcel is approximately 2 acres, the other about 3.1 acres, for a combined total of 5.1 acres of versatile land in one of the

  Aaron Williams Aaron's Real Estate Investments LLC

  Albany Turnpike Rd, Old Chatham, NY 12136
• 

  

  /19

  $211,500

  • 4 Beds
  • 2 Baths
  • 2,314 Sq Ft

  55 Payn Ave, Chatham, NY 12037

  Charming cape on one acre with a detached garage. Lots of room to spread out on this property. 4 Bedrooms 2 Baths on a fenced in lot. Inside has high ceilings and a beautiful stone fireplace, there is a crawl space basement and attic. Lots of original features, including beautiful inlaid wood flooring and wood trim. Detached oversized garage and 2 enclosed porches wrap up this gem.

  Ronnie Rebis Grist Mill Real Estate

  55 Payn Ave, Chatham, NY 12037
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  /8

  $108,000

  • 3 Beds
  • 2 Baths

  1903 Route 203 Unit 104, Chatham, NY 12037

  2013 3 bedroom, 2 full bath manufactured home available for sale. $108,000. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community park is walking distance from downtown Chatham with playgrounds,

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 104, Chatham, NY 12037
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  /17

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  521 White Mills Rd, Valatie, NY 12184

  Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

  Emma French Gabel Real Estate

  521 White Mills Rd, Valatie, NY 12184
• 

  

  /19

  $155,000

  • Land
  • 0.42 Acre
  • $369,048 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
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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
• 

  

  /14

  $409,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 New York 66, Ghent, NY 12075

  The possibilities are endless with this well maintained 1890's property; live on the first floor, rent out the 2nd floor apartment. The barn would make a beautiful artist studio or the perfect workspace. New kitchens, new baths, new floors, fresh paint and a great feel to the place. Located in the Hamlet of Ghent, steps away from the Bartlett House, The Ghent Playhouse, minutes from Art Omi and

  Andrea Gabel Gabel Real Estate

  2262 New York 66, Ghent, NY 12075
• 

  

  /20

  $114,900

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  296 New York 295, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

  Margaret Guerra Trevett Group LLC

  296 New York 295, Chatham, NY 12037
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  /40

  $579,000

  • 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
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  /28

  $695,000

  • 2 Beds
  • 2 Baths
  • 2,366 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering spectacular 75 mile long views of the Catskill Mountains! (all photos taken of the view are taken from inside the house, not a drone!) Modern home with floor to ceiling windows to soak in the views while enjoying the warmth of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
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  /21

  $1,475,000

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

  48 Konig Rd, Ghent, NY 12075

  Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5

  Andrea Gabel Gabel Real Estate

  48 Konig Rd, Ghent, NY 12075
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  /37

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /38

  $468,000

  • 2 Beds
  • 1.5 Baths
  • 768 Sq Ft

  18 Elm St, Chatham, NY 12037

  OPEN HOUSE SUNDAY MARCH 22 - 11Am to 1PM. Hard to believe that in The Village of Chatham you would find a 4.7 acre tranquil oasis with a recently built ''easy living'' home. Privacy, distant mountain views and a glorious sunset await you in this 2 bedroom 1 and a 1/2 bath, one level living, move-in ready home. A well equipped cook's kitchen with stainless appliances, a cozy living room with a

  Peter Newman Beach & Bartolo Realtors

  18 Elm St, Chatham, NY 12037
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  /11

  $63,900

  • Land
  • 7.65 Acres
  • $8,353 per Acre

  L90 County Route 9, East Chatham, NY 12060

  Here's your chance to secure a unique assignment opportunity on a beautiful wooded lot with endless potential. Tucked away in a quiet and private setting, this land is perfect for anyone seeking a peaceful retreat surrounded by nature. The property offers plenty of options - build your dream home in a serene location, create a hunting getaway, or hold it as an investment for the future. With

  John O’Neill-Knasick EXP REALTY

  L90 County Route 9, East Chatham, NY 12060
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  /6

  $219,000

  • Land
  • 5 Acres
  • $43,800 per Acre

  0 Reed Rd Unit 153134, Austerlitz, NY 12037

  Punsit Valley and Catskill Mountain views from this usable 5 acre parcel. Privately tucked on one of Spencertown's prettiest roads. Usable land, easy to build on. Close to town, yet totally private and quiet. Western sunsets and valley views. Great spot for a spec house. Wonderful value.

  Tracy Tassinari Gabel Real Estate

  0 Reed Rd Unit 153134, Austerlitz, NY 12037
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  /65

  $1,395,000

  • 5 Beds
  • 4 Baths
  • 3,640 Sq Ft

  83 Silvernail Rd, Valatie, NY 12184

  Tucked away at the end of a quiet dead-end road in the glorious countryside of Chatham, this exceptional property offers privacy, history, and sweeping natural beauty. The circa 1840's five-bedroom farmhouse combines timeless character with comfortable living, featuring a first floor primary en suite, an inviting library, and a warm living room with a fireplace. The charming hobby room and

  Linnea VanTassel Country Life Real Estate, LLC

  83 Silvernail Rd, Valatie, NY 12184
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  /36

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  127 Queechy Shore Beach Rd, Canaan, NY 12029

  Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County’s Canaan. Built in the 1930s on land that once served as a boys' camp, this charming 1,008-square-foot cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and the kind of peaceful lake living that feels increasingly rare.The interior centers on an open living

  Anthony D'Argenzio Houlihan Lawrence, Inc

  127 Queechy Shore Beach Rd, Canaan, NY 12029
• 

  

  /24

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 2,932 Sq Ft

  786 New York 203, Spencertown, NY 12165

  A c1810 side hall Federal in the charming hamlet of Spencertown set amongst other notable antique homes and the hills of Austerlitz. The home has been lovingly restored with period appropriate details and pops of color. You'll find fabulous wide board old growth pine floors, plaster walls and stunning crown molding, the original fanlight window at the gable end. The house has been updated with a

  Annabel Taylor Four Seasons Sotheby's Int.

  786 New York 203, Spencertown, NY 12165
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  /14

  $375,000

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

  110 Hudson Ave, Chatham, NY 12037

  Nearly 2,200 sqft Chatham Village home a short distance to all conveniences, incl shopping, Crandall and MacHaydn theaters, Chatham schools and restaurants/pubs/cafes. 8 miles to Hawthorne Valley Farm/School. 3 family / 3BED / 3BATH home. Front 1st flr studio leased 985dollars/mth thru 12/14/26 - stairs and ramp entry. Rear 1st flr apt leased 1560dollars/mth thru 9/30/26. 2nd flr apt leased

  Natalia de Amorim Preferred Country Properties

  110 Hudson Ave, Chatham, NY 12037
• 

  

  /22

  $299,000

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  29 Railroad Ave, Chatham, NY 12037

  Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

  Philip Feiner Country Life Real Estate, LLC

  29 Railroad Ave, Chatham, NY 12037
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  /2

  $199,900

  • Land
  • 14 Acres
  • $14,279 per Acre

  L34.111 County Route 9, New Lebanon, NY 12062

  Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L34.111 County Route 9, New Lebanon, NY 12062
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  /43

  $439,500

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  26 Rapp Rd, Austerlitz, NY 12017

  Nestled on 3.6 acres on a private quiet road, this charming 3 bedroom, 2 bath rustic retreat offers the perfect blend of country living and modern convenience. As the second-to-last home on the road, you'll enjoy exceptional privacy with virtually no traffic, all within the Chatham School District. Extensively updated in 2023, this home is truly move-in ready. Major improvements include a new

  Tara Schubnel eXp Realty

  26 Rapp Rd, Austerlitz, NY 12017
• 

  

  /14

  $329,000

  • 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 and hot water heater. The roof was replaced in 2014.

  Philip Feiner Country Life Real Estate, LLC

  3 Maiden Ln, Chatham, NY 12037
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  /17

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  L21.3 County Route 5 & I90, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  L21.3 County Route 5 & I90, Canaan, NY 12060
• 

  

  /45

  $695,000

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

  3124 County Route 9, East Chatham, NY 12060

  Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly positioned for enjoyment of everything in between. Modern farmhouse blends volume, light and quiet luxury. Cathedral-ceiling LR opens to beautifully appointed kitchen w/breakfast area creating an effortless flow for daily living. 1st flr primary ensuite is

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  3124 County Route 9, East Chatham, NY 12060
• 

  

  /27

  $3,700,000

  • Land
  • 228.1 Acres
  • $16,221 per Acre

  120 Route 203, Austerlitz, NY 12017

  228 +/- acres with an Adirondack feel. Spectacular Catskill Mountain views with a 4 +/- acre crystal clear pond. A wonderful mix of open and wooded land with trails cut throughout. Bordered by protected NY State land and appointed with an equipment shed for storage. Perfect for the nature enthusiast. Convenient location just minutes to the TSP and Chatham, 20 minutes to Hudson & Gt Barrington and

  Anne Harrison Country Life Real Estate, LLC

  120 Route 203, Austerlitz, NY 12017
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  /48

  $2,895,000

  • 7 Beds
  • 4 Baths
  • 5,188 Sq Ft

  311 County Road 13, Old Chatham, NY 12136

  Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  311 County Road 13, Old Chatham, NY 12136
• 

  

  /29

  $189,000

  • 5 Beds
  • 1 Bath
  • 2,236 Sq Ft

  31 Albany Turnpike, Old Chatham, NY 12136

  Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

  Anne Harrison Country Life Real Estate, LLC

  31 Albany Turnpike, Old Chatham, NY 12136
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  /25

  $499,000

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  1129 New York 295, East Chatham, NY 12060

  Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/I90/Berkshire Spur, 15 minutes to Lenox/Tanglewood, 30 minutes Albany/Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased

  Natalia de Amorim Preferred Country Properties

  1129 New York 295, East Chatham, NY 12060
• 

  

  /3

  $45,000

  • Land
  • 1.95 Acres
  • $23,077 per Acre

  L4 County Route 5, Canaan, NY 12029

  Almost 2 acres on scenic County 5 populated with nicer homes and properties. This is a wooded lot on an incline with a nice setting for a future home. Route 5 is close to the Berkshires, not far from Albany, the TSP and Thruway. Tennessee Pipeline borders property.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L4 County Route 5, Canaan, NY 12029
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  /53

  $680,000

  • 9 Beds
  • 9 Baths
  • 6,935 Sq Ft

  1121 New York 295, East Chatham, NY 12060

  2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

  Natalia de Amorim Preferred Country Properties

  1121 New York 295, East Chatham, NY 12060
• 

  

  /14

  $144,000

  • Land
  • 7.68 Acres
  • $18,750 per Acre

  400 Mercer Mountain Rd, East Chatham, NY 12060

  Welcome to Mercer Mountain—an exclusive enclave of million-dollar-plus homes nestled in the rolling Taconic Mountains of Columbia County. Perfectly situated between the world-class cultural offerings of the Berkshires and the awe-inspiring Catskill Mountains, this remarkable 7.68-acre parcel offers a rare opportunity to build your dream estate toward the very end of the road in one of the Hudson

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /33

  $869,000

  • 3 Beds
  • 3 Baths
  • 4,377 Sq Ft

  1977 State Route 295, Canaan, NY 12029

  Live, work & play! Impressive post and best beam conversion offers the character of an earlier era while incorporating contemporary amenities. The exposed hand hewn beams exude a warm, rustic charm. There is an en suite primary plus 2 to 3 additional bedrooms and plenty of room for guests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

  Linnea VanTassel Country Life Real Estate, LLC

  1977 State Route 295, Canaan, NY 12029
• 

  

  /69

  $9,675,000

  • 8 Beds
  • 10 Baths
  • 8,000 Sq Ft

  47 White Bridge Rd, Old Chatham, NY 12136

  Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all

  Nancy Felcetto Brown Harris Stevens Hudson

  47 White Bridge Rd, Old Chatham, NY 12136
• 

  

  /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
• 

  

  /8

  $824,900

  • 5 Beds
  • 4 Baths
  • 4,307 Sq Ft

  1896 County Route 9, Chatham, NY 12037

  Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that

  Tammy Molinski Coldwell Banker Advisor Realty

  1896 County Route 9, Chatham, NY 12037

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