HomeSmart Homes and Estates
  • Home
  • Search
  • Buy
    1. Affordability Calculator
    2. Featured Listings
  • Sell
    1. Home
    2. Sell My Home
    3. Market Snapshot
  • Home Valuation
  • About
    1. About Us
    2. Reviews
    3. Preferred Vendors
  • Contact Us
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
Chatham, NY
Map
16 Properties Available

16 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
23 Leggett RD, Chatham, NY 12075
1/41
Open 9/13 11AM-2PM

$459,000

4 Beds3 Baths2,690 SqFt

23 Leggett RD, Chatham, NY 12075

Listed by Fresh Start Properties LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
189 Sutherland RD, Chatham, NY 12184
1/31
Open Sun 12PM-2PM

$3,000,000

4 Beds5 Baths7,760 SqFt

189 Sutherland RD, Chatham, NY 12184

Listed by Rouse + Co Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
116 Ridge RD, East Chatham, NY 12060
1/42
Active

$1,950,000

4 Beds3 Baths2,800 SqFt

116 Ridge RD, East Chatham, NY 12060

Listed by William Pitt Sothebys Int Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4259 State Route 203, Chatham, NY 12132
1/27
Pending

$895,000

4 Beds3 Baths3,554 SqFt

4259 State Route 203, Chatham, NY 12132

Listed by Four Seasons Sothebys Intl

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
79 Cemetery RD, Chatham, NY 12060
1/41
Pending

$2,300,000

3 Beds2 Baths2,300 SqFt

79 Cemetery RD, Chatham, NY 12060

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2228 State Route 203, Chatham, NY 12037
1/47
Price Dropped by $100K

$649,900

3 Beds3 Baths2,005 SqFt

2228 State Route 203, Chatham, NY 12037

Listed by Living Structures

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
275 Pitts RD, Chatham, NY 12136
1/40
Price Dropped by $60K

$899,000

3 Beds3 Baths1,688 SqFt

275 Pitts RD, Chatham, NY 12136

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
53 May LN, Chatham, NY 12165
1/33
Price Dropped by $165K

$2,285,000

3 Beds3 Baths3,100 SqFt

53 May LN, Chatham, NY 12165

Listed by Corcoran Country Living

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
323 Haddock Hill RD, Chatham, NY 12136
1/23
Price Dropped by $2K

$14,000

4 Beds3 Baths3,300 SqFt

323 Haddock Hill RD, Chatham, NY 12136

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
33 Ford RD, Chatham, NY 12136
1/33
Active

$3,995,000

6 Beds5 Baths5,019 SqFt

33 Ford RD, Chatham, NY 12136

Listed by Brown Harris Stevens HV LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
174 Ten Broeck RD, Chatham, NY 12037
1/36
Pending

$4,995,000

4 Beds4 Baths4,000 SqFt

174 Ten Broeck RD, Chatham, NY 12037

Listed by Brown Harris Stevens HV LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
47 White Bridge Rd, Chatham, NY 12136
1/50
Active

$7,995,000

8 Beds10 Baths8,000 SqFt

47 White Bridge Rd, Chatham, NY 12136

Listed by Brown Harris Stevens HV LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
147 Rock City RD, Chatham, NY 12136
1/44
Active

$3,595,000

6 Beds5 Baths12,000 SqFt

147 Rock City RD, Chatham, NY 12136

Listed by William Pitt Sothebys Int Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Schillings Crossing RD, East Chatham, NY 12060
1/9
New

$125,000

3 Acres

Schillings Crossing RD, East Chatham, NY 12060

Listed by McGrath Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
42 Queechy Lake DR, Chatham, NY 12029
1/24
Active

$825,000

42 Queechy Lake DR, Chatham, NY 12029

Listed by Corcoran Country Living

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
400 Mercer Mountain RD, East Chatham, NY 12060
1/14
Active

$130,000

7.68 Acres

400 Mercer Mountain RD, East Chatham, NY 12060

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
  • 1
      Home
      Search
      Buy
      1. Affordability Calculator
      2. Featured Listings
      Sell
      1. Home
      2. Sell My Home
      3. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Reviews
      3. Preferred Vendors
      Contact Us
HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 774-5684 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
      Home
      Search
      Buy
      1. Affordability Calculator
      2. Featured Listings
      Sell
      1. Home
      2. Sell My Home
      3. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Reviews
      3. Preferred Vendors
      Contact Us
HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 774-5684 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.