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Chester, NY
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248 Properties Available

248 Properties Available

The average price in the selected areas has remained stable. Learn more
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56 Hardscrabble RD, Chester, NY 10918
1/45
Open Sun 1PM-3PM

$849,000

4 Beds3 Baths3,676 SqFt

56 Hardscrabble RD, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14 School ST, Chester, NY 10918
1/42
Open Sat 10AM-12PM

$299,999

3 Beds1 Bath1,046 SqFt

14 School ST, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3561 Rte 94, Chester, NY 10918
1/50
Open Sun 1:30PM-3:30PM

$599,999

3 Beds3 Baths2,902 SqFt

3561 Rte 94, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
5 Red Fox RUN, Chester, NY 10918
1/47
Open Wed 11AM-1PM

$679,000

4 Beds4 Baths2,960 SqFt

5 Red Fox RUN, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Academy AVE #18, Chester, NY 10918
1/19
New

$2,350

2 Beds2 Baths875 SqFt

11 Academy AVE #18, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Academy AVE #13, Chester, NY 10918
1/18
New

$2,350

2 Beds2 Baths875 SqFt

11 Academy AVE #13, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Academy AVE #26, Chester, NY 10918
1/15
New

$1,975

1 Bed1 Bath650 SqFt

11 Academy AVE #26, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Academy Avenue #20, Chester, NY 10918
1/15
New

$1,975

1 Bed1 Bath650 SqFt

11 Academy Avenue #20, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Academy AVE #22, Chester, NY 10918
1/15
New

$1,975

1 Bed1 Bath650 SqFt

11 Academy AVE #22, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
16 Old Laroe RD, Chester, NY 10918
1/28
New

$3,200

3 Beds2 Baths1,638 SqFt

16 Old Laroe RD, Chester, NY 10918

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Landmark SQ #203, Port Chester, NY 10573
1/28
New

$319,000

1 Bath939 SqFt

1 Landmark SQ #203, Port Chester, NY 10573

Listed by ERA Insite Realty Services

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4108 Whispering HLS, Chester, NY 10918
Coming Soon

$325,900

2 Beds2 Baths1,072 SqFt

4108 Whispering HLS, Chester, NY 10918

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
552 Willett AVE, Port Chester, NY 10573
1/40
New

$609,000

3 Beds2 Baths3,471 Sqft Lot

552 Willett AVE, Port Chester, NY 10573

Listed by RE/MAX Prestige Properties

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3 Honeysuckle CT, Chester, NY 10918
1/17
New

$4,500

5 Beds3 Baths2,700 SqFt

3 Honeysuckle CT, Chester, NY 10918

Listed by MK Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Landmark SQ #119, Port Chester, NY 10573
1/22
New

$2,500

1 Bath687 SqFt

1 Landmark SQ #119, Port Chester, NY 10573

Listed by Keller Williams Prestige Prop

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1311 Whispering Hills, Chester, NY 10918
1/32
Pending

$3,000

3 Beds2 Baths1,316 SqFt

1311 Whispering Hills, Chester, NY 10918

Listed by Mark One Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
607 Bull Mill RD, Chester, NY 10918
1/13
Active

$1,850

1 Bed1 Bath600 SqFt

607 Bull Mill RD, Chester, NY 10918

Listed by Absolute Real Estate of NY Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #419, Port Chester, NY 10573
1/11
Active

$2,690

1 Bed1 Bath620 SqFt

146 Westchester AVE #419, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #415, Port Chester, NY 10573
1/11
Active

$2,690

1 Bed1 Bath620 SqFt

146 Westchester AVE #415, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #416, Port Chester, NY 10573
1/11
Active

$2,690

1 Bed1 Bath620 SqFt

146 Westchester AVE #416, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #417, Port Chester, NY 10573
1/11
Active

$2,690

1 Bed1 Bath620 SqFt

146 Westchester AVE #417, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #418, Port Chester, NY 10573
1/11
Active

$2,690

1 Bed1 Bath620 SqFt

146 Westchester AVE #418, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #315, Port Chester, NY 10573
1/11
Active

$2,675

1 Bed1 Bath620 SqFt

146 Westchester AVE #315, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
146 Westchester AVE #317, Port Chester, NY 10573
1/11
Active

$2,675

1 Bed1 Bath620 SqFt

146 Westchester AVE #317, Port Chester, NY 10573

Listed by The Leasing Experts, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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HomeSmart Homes and Estates

HomeSmart Homes And Estates

+1(845) 629-3754 carbonehometeam@gmail.com

Anita Cristiano

+1(917) 439-5152 anita.s.cristiano@gmail.com

1 Hawkins Drive | Montgomery

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

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  • Home
  • Search
  • Buy
    1. Mortgage Calculator
    2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • Home Valuation
  • About
    1. About Us
    2. Contact Us
HomeSmart Homes and Estates

HomeSmart Homes And Estates

+1(845) 629-3754 carbonehometeam@gmail.com

Anita Cristiano

+1(917) 439-5152 anita.s.cristiano@gmail.com

1 Hawkins Drive | Montgomery

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.