Old Chatham, NY Homes

/42
$625,000 Pending
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
284 County Route 27b, Hudson, NY 12534

Meadowood is an 1840 farmhouse full of enduring charm that sits on nearly eight acres of open lawns, mature trees, and woodland just outside Hudson. With its guest cottage and beautiful natural surroundings, it is a welcoming country retreat with space to gather, relax, and grow.The living room is centered around a brick fireplace with a graceful mantelpiece and includes a cozy alcove

Daniel Romero Compass Greater New York, LLC

284 County Route 27b, Hudson, NY 12534
/36
$489,900 Sold Sep 03, 2025
- 1,908 Sq Ft
- $257/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1993
30 Overlook Ct, Hudson, NY 12534

Welcome to 30 Overlook Court, a turnkey three-bedroom, two-bath home with office, central air, propane fireplace, and multiple heating zones. Enjoy a pool, hot tub, mountain views, and oversized two-car garage.Entertain with ease in the spacious dining room, or relax on the rocking chair front porch. The primary suite features a private balcony, and the walkout basement offers extra

Daniel Mahar Mahar Real Estate, LLC

30 Overlook Ct, Hudson, NY 12534

/20
Est $852,431 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,536 Sq Ft
171 Tipple Rd, Ghent, NY 12075

171 Tipple Rd, Ghent, NY 12075

/40
$675,000 Pending
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
292 County Route 27b, Hudson, NY 12534

A Unique Creative Retreat with Custom-Built Art Studio Nestled on a peaceful one-acre parcel, this exceptional property blends modern comfort with artistic inspiration. Featuring a beautifully renovated 3-bedroom, 1.5-bathroom ranch and a custom-built contemporary studio with a full bath, it's the perfect live/work sanctuary in the heart of the Hudson Valley.The main home, originally

Bree Chambers Compass Greater NY, LLC

292 County Route 27b, Hudson, NY 12534
/37
$305,000 Sold Aug 28, 2025
- 2,010 Sq Ft
- $152/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1965
1179 New York 66, Ghent, NY 12075

Situated in Columbia County, 1179 Route 66 is a charming ranch home that offers a fantastic opportunity for a DIY enthusiast or hobby farmer to bring their vision to life. Set on 2 acres of land, this property is ideal for horses, small livestock, or a personal hobby farm, featuring a small pond, two barns, and a semi-circular driveway that makes access easy.Inside, the home boasts a sunken

Angela Lanuto Coldwell Banker Village Green

1179 New York 66, Ghent, NY 12075

Est $599,533 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,022 Sq Ft
378 Talerico Rd, Ghent, NY 12075

378 Talerico Rd, Ghent, NY 12075

/39
$549,900 Pending
- 4 Beds
- 4 Baths
- 1,976 Sq Ft
49 Macintosh Dr, Hudson, NY 12534

Welcome to this spacious and versatile home in Claverack, NY, just minutes from Hudson and all the attractions of the Hudson Valley. Built in 2003 and set on 1.4 acres, this property combines modern comfort with thoughtful spaces designed for both relaxation and entertaining. With almost 2,000 sq ft above grade and additional finished living space below, there's room for everyone.Inside,

Michael Castellano Gilcrest Properties

49 Macintosh Dr, Hudson, NY 12534
/50
$559,100 Sold Aug 18, 2025
- 1,449 Sq Ft
- $386/SF
- 41 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
410 Talerico Rd, Ghent, NY 12075

Equestrian Farm & Home in the Heart of Columbia County! Welcome to easy country living at this meticulously maintained small equestrian farm. Set on seven private acres with breathtaking, far-reaching views of the Catskill Mountains, this 3-bedroom, 2-bathroom home is designed for effortless living with many recent updates and an open and airy layout that frames the stunning landscape beyond.Step

Christine Hinz Coldwell Banker Village Green

410 Talerico Rd, Ghent, NY 12075

/26
Est $498,926 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,482 Sq Ft
417 Carpenter Rd, Ghent, NY 12075

417 Carpenter Rd, Ghent, NY 12075

/30
$949,000
- Land
- 52.06 Acres
- $18,229 per Acre
114 Old Barrington Rd, Hollowville, NY 12530

Views, Views, Views! Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place. Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or crop production.

Michael Tellerday Houlihan Lawrence Inc.

114 Old Barrington Rd, Hollowville, NY 12530
/35
$410,000 Sold Aug 15, 2025
- 1,920 Sq Ft
- $214/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1993
51 Taconic Creek Rd, Hillsdale, NY 12529

Tucked away on one of Hillsdale's most beautiful and quiet country roads, this three-bedroom, two-bathroom home offers a rare blend of privacy, potential, and charm. Set on a serene one-acre lot, the property features an inviting open-concept living, dining, and kitchen area with vaulted ceilings--perfect for gathering and entertaining. Step outside to enjoy the peaceful screened porch, a

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

51 Taconic Creek Rd, Hillsdale, NY 12529

/34
Est $564,206 Not Listed For Sale
- 5 Beds
- 2 Baths
- 1,944 Sq Ft
745 Snydertown Rd, Craryville, NY 12521

745 Snydertown Rd, Craryville, NY 12521

/7
$260,000
- Land
- 13 Acres
- $20,000 per Acre
631 New York 23, Hollowville, NY 12530

Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

Michael Tellerday Houlihan Lawrence Inc.

631 New York 23, Hollowville, NY 12530
/51
$883,000 Sold Aug 15, 2025
- 2,573 Sq Ft
- $343/SF
- 3 Beds
- 1.5 Baths
- Built 1750
284 Gahbauer Rd, Hudson, NY 12534

Welcome to Bucks Corners where the timeless charm of a 1750 Farmhouse meets the comforts of modern living. The home features wide pine floors, beamed ceilings and light-filled spaces. But what sets it apart from homes of this era are the generously proportioned rooms with high ceilings.The sunroom with its floor-to-ceiling windows is the perfect setting for a painter's easel or a potter's wheel.

Amy Krane The Kinderhook Group, Inc.

284 Gahbauer Rd, Hudson, NY 12534

/28
Est $918,747 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,980 Sq Ft
857 State Route 23, Craryville, NY 12521

857 State Route 23, Craryville, NY 12521

/30
$949,000
- Land
- 52.06 Acres
- $18,229 per Acre
114 Old Barrington Rd, Hudson, NY 12534

Views, Views, Views!Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place.Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or

Michael Tellerday Houlihan Lawrence, Inc.

114 Old Barrington Rd, Hudson, NY 12534
/3
$270,000 Sold Aug 07, 2025
- 2,280 Sq Ft
- $118/SF
- 32 Days On Market
- 5 Beds
- 2 Baths
- Built 1900
15 Martindale Rd, Philmont, NY 12534

Set on a generous 1.2 acre lot along the Agawamuck Creek and located in multi-family zoning, this property offers rare potential in a peaceful natural setting. Whether you restore it to a grand single family residence or maintain its multi-unit layout, the structure is partially demoed and ready for renovation. With direct creek frontage and nearby access to Summit Lake/Reservoir, this is a

TRACY DOBER Rouse + Co Real Estate, LLC

15 Martindale Rd, Philmont, NY 12534

/2
Est $346,379 Not Listed For Sale
- 2 Beds
- 1 Bath
- 884 Sq Ft
189 Prach Rd, Hillsdale, NY 12529

189 Prach Rd, Hillsdale, NY 12529

/7
$260,000
- Land
- 13 Acres
- $20,000 per Acre
631 New York 23, Claverack-Red Mills, NY 12513

Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

Michael Tellerday Houlihan Lawrence, Inc.

631 New York 23, Claverack-Red Mills, NY 12513
/12
$307,000 Sold Aug 04, 2025
- 1,991 Sq Ft
- $154/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
22 Woodland Rd, Craryville, NY 12521

Welcome to this charming split-level ranch set on 2.5 serene acres on a quiet dead end road, offering the perfect blend of privacy and functionality. The upper level features a spacious, sunlit living room, two comfortable bedrooms, and a full bath. The spacious kitchen boasts a large island with bar seating, complemented by a cozy dining area and sliding glass doors leading onto the back deck,

Erin Shepherd Mahar Real Estate, LLC

22 Woodland Rd, Craryville, NY 12521

/37
Est $747,442 Not Listed For Sale
- 3 Beds
- 0.5 Baths
- 2,893 Sq Ft
167 Dunbar Rd, Hudson, NY 12534

167 Dunbar Rd, Hudson, NY 12534

/20
$310,000
- 2 Beds
- 1 Bath
- 1,036 Sq Ft
441 New York 23, Hollowville, NY 12513

This well maintained house on three acres in Claverack, surrounded by hundreds of acres of conserved land, is just ten minutes from Hudson. Enjoy single story living in a two bedroom 1950's house with numerous upgrades including a new boiler, new roof, new siding, floors and windows. Original wood cabinets from the 1950's in the kitchen, a swinging door into the dining room and then into the

Sarah Lipsky William Pitt Sothebys Intn'l

441 New York 23, Hollowville, NY 12513
/17
$352,000 Sold Jul 22, 2025
- 1,872 Sq Ft
- $188/SF
- 115 Days On Market
- 5 Beds
- 2 Baths
- Built 1900
52 Church St, Hudson, NY 12534

Welcome to 52 Church St. Tucked in the heart of Philmont, this charming and lovingly restored home is full of warmth and character. Thoughtful updates including a new heating system, roof, electrical, and plumbing ensure comfort and peace of mind for years to come.The home's flexible layout includes a studio apartment, perfect for extra income, a guest suite, or an in-law space.Step inside to a

Shaina Marron Houlihan Lawrence Inc.

52 Church St, Hudson, NY 12534

/18
Est $314,441 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
217 State Route 23, Claverack, NY 12513

217 State Route 23, Claverack, NY 12513

/19
$1,600,000
- 4 Beds
- 2.5 Baths
- 2,108 Sq Ft
181 Lockwood Rd, Craryville, NY 12521

Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele

Andrea Gabel Gabel Real Estate

181 Lockwood Rd, Craryville, NY 12521
/5
$74,000 Sold Jul 14, 2025
- Land
- 5.09 Acres
- $14,538 per Acre
- 65 Days On Market
0 Fish And Game Rd Unit 156805, Claverack, NY 12513

Lovely 5+ acre parcel just outside the thriving city of Hudson. A nice mix of open and wooded with great views of farmland and distant hills. There's plenty of room for a horse, big gardens and a soccer field.

Linnea VanTassel Country Life Real Estate, LLC

0 Fish And Game Rd Unit 156805, Claverack, NY 12513

/35
Est $946,251 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,790 Sq Ft
230 Route 217, Hudson, NY 12534

230 Route 217, Hudson, NY 12534

/9
$795,000
- 8 Beds
- 4 Baths
- 3,620 Sq Ft
20 Church St, Philmont, NY 12565

Don't miss this investment opportunity in the Village of Philmont! With four well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Unlike many local multifamilies, this property was built to be an apartment house--so that all the apartments enjoy a superior, uncompromised layout. All apartments have minisplits for heating and cooling. The kitchens

Andrew Edwards Tri Hudson Realty, LLC

20 Church St, Philmont, NY 12565
/19
$342,000 Sold Jul 09, 2025
- 1,756 Sq Ft
- $195/SF
- 74 Days On Market
- 3 Beds
- 2 Baths
- Built 1897
8 Summit St, Hudson, NY 12534

Small-town charm, big possibilities: Vintage Character, Modern Vibes & Upstate Magic.Need a break from the city grind or looking for a local upgrade? Trade the hustle for serenity in this 1897 Philmont gem a perfect mix of historic charm and modern flair. 2.5 hours from NYC, this 3-bed, 2-bath Village home is your weekend sanctuary or full-time fresh start, equipped with solar power for lower

Heather Davala Davala Real Estate, LLC

8 Summit St, Hudson, NY 12534

/64
Est $366,403 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
7 Coons Rd, Hudson, NY 12534

7 Coons Rd, Hudson, NY 12534

/21
$265,000
- 3 Beds
- 1 Bath
- 1,161 Sq Ft
240 Stevers Crossing Rd, Hudson, NY 12534

Welcome to 240 Stevers Crossing in Hudson. This warm and inviting home features a new roof (2023), gutters (2024), electrical upgrade (2025), oil tank (2025), and new bedroom carpets (2025). Enjoy cozy winters by the fireplace and a spacious yard that’s perfect for kids and outdoor gatherings. The location is ideal for nature lovers, with High Falls Park less than a mile away, Olana and Bash Bish

Robert Dellaero Julia B Fee Sothebys Int. Rlty

240 Stevers Crossing Rd, Hudson, NY 12534
/3
$47,000 Sold Jul 01, 2025
- Land
- 0.33 Acre
- $142,424 per Acre
- 5 Days On Market
0 Hover Rd, Claverack-Red Mills, NY 12513

Level lot of land in well-established neighborhood is ready for your dream home on an easy lot to care for. This .33 Acre lot is ready to build upon as long as you meet the current zoning setbacks and BOHA requirements for well and septic. Set just moments from conveniences including the City of Hudson, with its shops and restaurants, this lot would make the ideal place for your next home!

Barbara Robinson Red Apple Realty

0 Hover Rd, Claverack-Red Mills, NY 12513

/12
Est $392,811 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,691 Sq Ft
328 Route 217, Hudson, NY 12534

328 Route 217, Hudson, NY 12534

/37
$250,000
- 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
/18
$586,000 Sold Jun 30, 2025
- 1,296 Sq Ft
- $452/SF
- 38 Days On Market
- 2 Beds
- 1 Bath
- Built 1988
676 County Route 21, Ghent, NY 12075

Private and Quiet 19+ Acres Surround this Hidden Contemporary Single-level Home. Built with pride and love by the skillful carpenter owner with a soothing stream included. Two bedrooms with large windows allowing one to take in the beauty of the setting and offering seasonal Catskill Mountain views to the west. Sunny and bright kitchen with skylights and glass sliding doors leading to a

Terry Cozzolino Cozzolino Real Estate Inc

676 County Route 21, Ghent, NY 12075

/27
Est $355,793 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,828 Sq Ft
581 Route 217, Hudson, NY 12534

581 Route 217, Hudson, NY 12534

/38
$499,000
- 3 Beds
- 2 Baths
- 1,729 Sq Ft
26 Woodland Rd, Craryville, NY 12521

Nestled on a peaceful dead end country road, this warm and inviting 3 bedroom, 2 bath custom log cabin sits on a scenic 2 acre lot. Step inside to find a classic cabin feel with exposed wood beams, natural woodwork, and a spacious open concept kitchen. The main level features a cozy living area, full bath, and a generously sized bedroom.Upstairs, you'll find two spacious bedrooms, a second

Erin Shepherd Mahar Real Estate, LLC

26 Woodland Rd, Craryville, NY 12521
/15
$460,000 Sold Jun 30, 2025
- 2,104 Sq Ft
- $219/SF
- 40 Days On Market
- 3 Beds
- 2 Baths
- Built 1870
32 Prospect St, Philmont, NY 12565

Tucked away on a quiet street in the heart of Philmont village, 32 Prospect Street is full of possibility. Bright and welcoming, the home offers a comfortable, easy layout, with windows that frame soft mountain light and long views of the Catskills beyond. The partially finished basement hints at further potentialalready framed and wired, it's easily imagined as a guest apartment, studio, or cozy

Miles Vidor Nicole Vidor Real Estate Inc.

32 Prospect St, Philmont, NY 12565

/2
Est $817,031 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,965 Sq Ft
5 Joann Dr, Hudson, NY 12534

5 Joann Dr, Hudson, NY 12534

/11
$350,000
- 3 Beds
- 3 Baths
- 2,365 Sq Ft
3 Church St, Philmont, NY 12565

Investment opportunity in the Village of Philmont, Columbia County NY! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities increase; including the Hawthorne Valley Farm store and School just minutes away; the

Andrew Edwards Tri Hudson Realty, LLC

3 Church St, Philmont, NY 12565

Showing Results 41 - 80, Page 2 of 18

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