Chatham, NY Homes

/14
$350,000
- 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
/35
$335,000 Sold Jun 04, 2025

5 Washington Ave, Chatham, NY 12037
- 4 Beds
- 1 Bath
- 1,400 Sq Ft
- Built 1920
Last Sold Summary
- 3% Below List Price
- $239/SF
- 27 Days On Market
Current Estimated Value $345,040

Last Listing Agent Karen Van Buren Berkshire Hathaway HomeService

5 Washington Ave, Chatham, NY 12037

/48
Est $1,434,537 Not Listed For Sale

1039 County Route 13, Old Chatham, NY 12136
- 2 Beds
- 2 Baths
- 4,070 Sq Ft
- Built 1991
1039 County Route 13, Old Chatham, NY 12136

Last Sold Summary
- 2% Below List Price
- $344/SF
- 18 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

/29
$225,000
- 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
/46
$1,075,000 Sold Jan 27, 2026

2659 County Route 9, East Chatham, NY 12060
- 8 Beds
- 3.5 Baths
- 3,325 Sq Ft
- Built 1880
Last Sold Summary
- 14% Below List Price
- $323/SF
- 78 Days On Market
Current Estimated Value $1,235,822

Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

2659 County Route 9, East Chatham, NY 12060

/31
Est $345,311 Not Listed For Sale

93 White Bridge Rd, Old Chatham, NY 12136
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
- Built 1924
93 White Bridge Rd, Old Chatham, NY 12136

Last Sold Summary
- 6% Above List Price
- $212/SF
- 10 Days On Market
Last Sold Price $325,000

Last Listing Agent Karen Westman Berkshire Hathaway HomeService

/18
$259,000
- Land
- 10.44 Acres
- $24,808 per Acre
266 Pitts Rd, Chatham, NY 12136

Private 10+ acre parcel with an installed driveway and buried electric, ready for your vision. Septic approvals and site plans are already in place, allowing you to begin building right away. A cleared, sun-filled building site offers excellent light and the option to expand the clearing further if desired. The property features a seasonal waterfall, a year-round stream, and striking rock

Michael Tellerday Houlihan Lawrence Inc.

266 Pitts Rd, Chatham, NY 12136
/20
Sold Mar 04, 2025

49 New Concord Rd, East Chatham, NY 12060
- 5 Beds
- 3 Baths
- 2,600 Sq Ft
- Built 1940
Last Sold Summary
- 196 Days On Market
Current Estimated Value $1,097,168

Last Listing Agent Emma French Gabel Real Estate

49 New Concord Rd, East Chatham, NY 12060

/20
Est $598,112 Not Listed For Sale

165 White Bridge Rd, Old Chatham, NY 12136
- 5 Beds
- 2 Baths
- 2,867 Sq Ft
- Built 1930
165 White Bridge Rd, Old Chatham, NY 12136

Last Sold Summary
- 117% Above List Price
- $96/SF
- 619 Days On Market
Last Sold Price $275,000

Last Listing Agent Stephanie Samuelsohn VANTAGEPOINT REALTY

/41
$669,000
- 5 Beds
- 2.5 Baths
- 2,860 Sq Ft
1754 Harlemville Rd, Chatham, NY 12037

Serene Colonial Retreat on 5.79 Wooded Acres with Private PondNestled off a quiet secondary road, this low-maintenance Colonial-style home offers 2,860 sq. ft. of peaceful living surrounded by woods on all sides. Enjoy the beauty of nature and ultimate privacy on 5.79 acres featuring a landscaped yard, a pond stocked with largemouth bass, and ample space for expansion—perfect for an inground

Frances Ingraham Heins Howard Hanna Capital Inc

1754 Harlemville Rd, Chatham, NY 12037
$999,000 Sold Sep 26, 2025

23 Lovers Ln, Chatham, NY 12037
- 4 Beds
- 2.5 Baths
- 4,590 Sq Ft
- Built 1812
Last Sold Summary
- 17% Below List Price
- $218/SF
- 102 Days On Market
Last Listing Agent Alexandra Demetrakis Upstate Down

23 Lovers Ln, Chatham, NY 12037

/42
Est $796,566 Not Listed For Sale

58 Reed Rd, Valatie, NY 12184
- 2 Beds
- 2.5 Baths
- 2,477 Sq Ft
- Built 1973
58 Reed Rd, Valatie, NY 12184

Last Sold Summary
- 6% Above List Price
- $303/SF
- 44 Days On Market
Last Sold Price $750,000

Last Listing Agent Elizabeth Hendler Berkshire Hathaway HomeService

/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
/33
$143,000 Sold May 19, 2025

97 Little Lake Rd Unit LOT23, Valatie, NY 12184
- 2 Beds
- 1 Bath
- 945 Sq Ft
- Built 2007
Last Sold Summary
- 13% Below List Price
- $151/SF
- 104 Days On Market
Last Listing Agent Paige Block Coldwell Banker Prime Properti

97 Little Lake Rd Unit LOT23, Valatie, NY 12184

/10
Est $291,262 Not Listed For Sale

3812 State Route 203, Valatie, NY 12184
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Built 1930
3812 State Route 203, Valatie, NY 12184

Last Sold Summary
- 17% Above List Price
- $278/SF
- 10 Days On Market
Last Sold Price $250,000

Last Listing Agent Elizabeth Doering Past Member

/13
$329,000
- 4 Beds
- 3 Baths
- 1,976 Sq Ft
36 Spring St, Chatham, NY 12037

This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

Melinda Barbanti Davala Real Estate, LLC

36 Spring St, Chatham, NY 12037
/36
$400,000 Sold Jul 18, 2025

52 Bowman Rd, Chatham, NY 12037
- 4 Beds
- 4 Baths
- 3,182 Sq Ft
- Built 1972
Last Sold Summary
- 11% Below List Price
- $126/SF
- 111 Days On Market
Current Estimated Value $412,798

Last Listing Agent Allison Rada Stone House Properties, LLC

52 Bowman Rd, Chatham, NY 12037

/30
Est $460,195 Not Listed For Sale

49 E Shore Dr, Valatie, NY 12184
- 2 Beds
- 2 Baths
- 1,564 Sq Ft
- Built 1910
49 E Shore Dr, Valatie, NY 12184

Last Sold Summary
- 5% Above List Price
- $281/SF
- 37 Days On Market
Last Sold Price $440,000

Last Listing Agent Elizabeth Hendler Berkshire Hathaway HomeService

/32
$749,000
- 9 Beds
- 6 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
/34
$495,000 Sold Jun 27, 2025

41 E Shore Dr, Valatie, NY 12184
- 4 Beds
- 2 Baths
- 1,624 Sq Ft
- Built 1920
Last Sold Summary
- 5% Below List Price
- $305/SF
- 47 Days On Market
Current Estimated Value $512,757

Last Listing Agent Kim Voltz Anderson Agency, Inc.

41 E Shore Dr, Valatie, NY 12184

/26
Est $334,090 Not Listed For Sale

3875 State Route 203, Valatie, NY 12184
- 2 Beds
- 2 Baths
- 1,206 Sq Ft
- Built 1947
3875 State Route 203, Valatie, NY 12184

Last Sold Summary
- 67% Above List Price
- $166/SF
- 1 Day On Market
Last Sold Price $200,000

Last Listing Agent Carol Asiello KW Platform

/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
/25
$352,000 Sold Aug 28, 2025

12 School St, Chatham, NY 12037
- 5 Beds
- 5 Baths
- 2,268 Sq Ft
- Built 1920
Last Sold Summary
- 7% Below List Price
- $155/SF
- 25 Days On Market
Last Listing Agent Anne Harrison Country Life Real Estate, LLC

12 School St, Chatham, NY 12037

/38
Est $563,838 Not Listed For Sale

99 Electric Park Rd, Valatie, NY 12184
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
- Built 1920
99 Electric Park Rd, Valatie, NY 12184

Last Sold Summary
- 31% Above List Price
- $296/SF
- 23 Days On Market
Last Sold Price $430,000

Last Listing Agent Steve King Venture Fox Realty Group LLC

/8
$108,000 Pending
- 3 Beds
- 1.5 Baths
- 906 Sq Ft
1903 Route 203 Unit 18, Chatham, NY 12037

2017 3 bed 1.5 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, tennis

Darice Joerman Garden Homes Management

1903 Route 203 Unit 18, Chatham, NY 12037
$725,000 Sold Oct 30, 2025

0 Riders Mills Rd, Old Chatham, NY 12136
- Land
- 123.2 Acres
- $5,885 per Acre
Last Sold Summary
- 46% Below List Price
- 222 Days On Market
Last Listing Agent Christine Hinz Coldwell Banker Village Green

0 Riders Mills Rd, Old Chatham, NY 12136

/46
Est $1,041,203 Not Listed For Sale

127 Crestview Dr, Valatie, NY 12184
- 4 Beds
- 2 Baths
- 4,421 Sq Ft
- Built 1990
127 Crestview Dr, Valatie, NY 12184

Last Sold Summary
- 10% Above List Price
- $214/SF
- 95 Days On Market
Last Sold Price $947,000

Last Listing Agent Jennifer Capala William Pitt Sothebys Intn'l

/37
$785,000 Pending
- 5 Beds
- 5 Baths
- 2,400 Sq Ft
40 Engel Rd, Old Chatham, NY 12136

Willow Pond Retreat — 12 Acres of Serenity and Soul Welcome to Willow Pond Retreat, a soulful, private 12-acre country sanctuary where life is meant to be lived, not merely observed. Here, whispering willows frame a tranquil pond, daffodils bloom in abundance, and meandering garden paths invite you to wander among mature trees and timeless beauty. The four bedroom, four bath main home exudes

Nancy Felcetto Brown Harris Stevens Hudson

40 Engel Rd, Old Chatham, NY 12136
/94
$2,300,000 Sold Dec 29, 2025

189 Sutherland Rd, Valatie, NY 12184
- 4 Beds
- 4.5 Baths
- 5,760 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $399/SF
- 48 Days On Market
Current Estimated Value $2,504,794

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

189 Sutherland Rd, Valatie, NY 12184

/2
Est $1,019,526 Not Listed For Sale

142 Riders Mills Rd, Old Chatham, NY 12136
- 3 Beds
- 2 Baths
- 2,807 Sq Ft
- Built 1840
142 Riders Mills Rd, Old Chatham, NY 12136

Last Sold Summary
- 7% Above List Price
- $338/SF
- 209 Days On Market
Last Sold Price $950,000

Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

/65
$450,000
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
315 Lower Cady Rd, Old Chatham, NY 12136

Enjoy serene country living in this well-maintained 3-bedroom, 2.5-bath raised ranch on 1.5 acres with a picturesque front pond. Built in 1978, the home offers 1,476 sq ft with pristine hardwood floors, a bright open layout, and a spacious kitchen with ample counters and a breakfast bar. The finished lower level provides added living space with a wood-burning fireplace, entertainment bar, half

Joanne Bongalo KW Platform

315 Lower Cady Rd, Old Chatham, NY 12136
/20
$375,000 Sold May 30, 2025

401 Bushnell Rd, Chatham, NY 12037
- 3 Beds
- 1 Bath
- 1,435 Sq Ft
- Built 1961
Last Sold Summary
- $261/SF
- 4 Days On Market
Current Estimated Value $398,975

Last Listing Agent Kelly Harrison Taconic Valley Real Estate

401 Bushnell Rd, Chatham, NY 12037

/37
Est $509,127 Not Listed For Sale

973 Albany Turnpike, Old Chatham, NY 12136
- 4 Beds
- 1 Bath
- 2,300 Sq Ft
- Built 1945
973 Albany Turnpike, Old Chatham, NY 12136

Last Sold Summary
- 24% Above List Price
- $178/SF
- 206 Days On Market
Last Sold Price $410,000

Last Listing Agent Tracy Tassinari Gabel Real Estate

/16
$169,000 Pending
- 2 Beds
- 1 Bath
- 940 Sq Ft
45 Houseman Ave, Chatham, NY 12037

The sweetest little 2-bedroom, 1-bath home! Offering 940 square feet of comfortable living space with a functional layout and great natural light throughout. The home features a bright living area, cozy kitchen, and two nicely sized bedrooms, making it ideal for simple, low-maintenance living. Conveniently located in the Village of Chatham with easy access to local shops, dining, and major

Rebecca Sullivan KW Platform

45 Houseman Ave, Chatham, NY 12037
/17
$460,000 Sold Oct 24, 2025

16 Middlebrook Ln, Chatham, NY 12037
- 3 Beds
- 2 Baths
- 1,308 Sq Ft
- Built 1968
Last Sold Summary
- 4% Below List Price
- $352/SF
- 38 Days On Market
Last Listing Agent Tracy Tassinari Gabel Real Estate

16 Middlebrook Ln, Chatham, NY 12037

/68
Est $1,370,055 Not Listed For Sale

540 County Route 17, Valatie, NY 12184
- 5 Beds
- 6 Baths
- 5,655 Sq Ft
- Built 1994
540 County Route 17, Valatie, NY 12184

Last Sold Summary
- 50% Below List Price
- $482/SF
- 122 Days On Market
Last Sold Price $2,725,000

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence

/11
$390,000 Pending
- Land
- 45 Acres
- $8,667 per Acre
0 County Route 28-A Unit 20251992, Chatham Center, NY 12184

Commanding panoramic views in the heart of Chatham Center span the Helderbergs, Jiminy Peak and the Berkshires, and into Village of Chatham — all visible from the top of this dramatic hilltop parcel. With 5-acre zoning, the property has potential for subdivision, or the perfect opportunity to build a striking home on the hill, surrounded by sweeping, bucolic landscapes. A rare and spectacular

Scott Paladino Chatham Properties

0 County Route 28-A Unit 20251992, Chatham Center, NY 12184
/33
$587,250 Sold Nov 19, 2025

9 Jones Ave, Chatham, NY 12037
- 4 Beds
- 1.5 Baths
- 1,968 Sq Ft
- Built 1880
Last Sold Summary
- 10% Below List Price
- $298/SF
- 98 Days On Market
Current Estimated Value $573,667

Last Listing Agent Lenore Packet Stone House Properties, LLC

9 Jones Ave, Chatham, NY 12037

/33
Est $364,287 Not Listed For Sale

50 Kinderhook St, Chatham, NY 12037
- 5 Beds
- 4 Baths
- 3,492 Sq Ft
- Built 1850
50 Kinderhook St, Chatham, NY 12037

Last Sold Summary
- 30% Above List Price
- $80/SF
- 48 Days On Market
Last Sold Price $280,000

Last Listing Agent Dennilu Sosa de La Fuente Monticello

/38
$4,495,000
- 6 Beds
- 4.5 Baths
- 5,029 Sq Ft
33 Ford Rd, Old Chatham, NY 12136

CEDAR HILL - A HOUSE for all SEASONS - Old Chatham NY If you’re looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York’s Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

Nancy Felcetto Brown Harris Stevens HV LLC

33 Ford Rd, Old Chatham, NY 12136

Showing Results 81 - 120, Page 3 of 18

New York Columbia County Chatham

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