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
ZIP Code: 10918
Virtual Tour
Map
19 Properties Available

19 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
1005 Whispering HLS, Chester, NY 10918
1/28
New

$290,000

2 Beds2 Baths1,053 SqFt

1005 Whispering HLS, Chester, NY 10918

Listed by Century 21 Full Service Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2124 Whispering HLS, Chester, NY 10918
1/18
New

$299,000

2 Beds1 Bath1,084 SqFt

2124 Whispering HLS, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
173 Creamery Pond RD, Chester, NY 10918
1/48
Active

$699,000

3 Beds3 Baths2,533 SqFt

173 Creamery Pond RD, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Sanford AVE, Chester, NY 10918
1/30
Active
3D

$750,000

4 Beds3 Baths2,280 SqFt

1 Sanford AVE, Chester, NY 10918

Listed by Redfin Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Bell WAY, Chester, NY 10918
1/50
Active

$565,000

3 Beds2 Baths1,724 SqFt

1 Bell WAY, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
21 Trotting DR, Chester, NY 10918
1/50
Active

$475,000

3 Beds2 Baths1,624 SqFt

21 Trotting DR, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
412 Laroe RD, Chester, NY 10918
1/46
Active

$615,000

3 Beds2 Baths1,848 SqFt

412 Laroe RD, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
197 Oxford RD, Chester, NY 10918
1/36
Active
3D

$799,000

4 Beds3 Baths3,070 SqFt

197 Oxford RD, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
241 Meadow AVE, Chester, NY 10918
1/35
Price Dropped by $25K

$349,999

4 Beds2 Baths1,560 SqFt

241 Meadow AVE, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
19 Grand View TER, Chester, NY 10918
1/37
Active

$789,900

5 Beds4 Baths4,697 SqFt

19 Grand View TER, Chester, NY 10918

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Oakland AVE, Chester, NY 10918
1/50
Price Dropped by $10K

$990,000

4 Beds3 Baths3,955 SqFt

1 Oakland AVE, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
19 Bull Mine RD, Chester, NY 10918
1/43
Active

$949,000

4 Beds3 Baths3,332 SqFt

19 Bull Mine RD, Chester, NY 10918

Listed by BHG Real Estate Green Team

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
102 Beverly RD, Chester, NY 10918
1/49
Pending

$1,090,000

4 Beds4 Baths4,130 SqFt

102 Beverly RD, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
45 Whitetail RUN, Chester, NY 10918
1/47
Pending

$825,000

4 Beds3 Baths2,732 SqFt

45 Whitetail RUN, Chester, NY 10918

Listed by Hudson Valley Home Connection

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Garnett Hill RD, Chester, NY 10918
1/35
Active

$999,999

5 Beds3 Baths4,772 SqFt

2 Garnett Hill RD, Chester, NY 10918

Listed by Platinum Realty Associates

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
19 High ST, Chester, NY 10918
1/50
Active

$1,145,000

9 Beds7 Baths4,965 SqFt

19 High ST, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
149 Creamery Pond RD, Chester, NY 10918
1/46
Pending

$775,000

3 Beds3 Baths2,740 SqFt

149 Creamery Pond RD, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Pine Hill RD, Chester, NY 10918
1/36
Active

$875,000

3 Beds3 Baths2,302 SqFt

2 Pine Hill RD, Chester, NY 10918

Listed by Ellis Sotheby's Intl Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
16 Lori LN, Chester, NY 10918
1/41
Active

$1,139,900

4 Beds5 Baths4,624 SqFt

16 Lori LN, Chester, NY 10918

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
  • 1

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
      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.