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82 Properties

82 Properties Available In Chester

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NY >Chester >
Market Insights
220 Oxford RD, Chester, NY 10918
1/3 3

$999,000

New

Single Family

3 Beds 4 Baths 3,535 SqFt

220 Oxford RD, Chester, NY 10918

220 Oxford Road is a Truly Impressive Property! Offering over 3,500 sq ft of beautifully maintained living space, this h...

Listed by Blooming Realty

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

$999,999

New

Single Family

5 Beds 3 Baths 4,772 SqFt

2 Garnett Hill RD, Chester, NY 10918

A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refine...

Listed by Platinum Realty Associates

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
208 Glenmere RD, Chester, NY 10918
1/30 30

$550,000

New

Single Family

5 Beds 3 Baths 1,815 SqFt

208 Glenmere RD, Chester, NY 10918

Welcome to 208 Glenmere Rd, Chester, NY! This charming country home, nestled on picturesque grounds, is now available fo...

Listed by MK Realty Inc

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

$1,195,000

Active

Single Family

9 Beds 7 Baths 4,965 SqFt

19 High ST, Chester, NY 10918

Own a true piece of history with the iconic Hambletonian House, a one-of-a-kind Victorian estate built in the 19th centu...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4 Greycourt RD, Chester, NY 10918
1/12 12

$640,000

Active

Single Family

3 Beds 2 Baths 2,136 SqFt

4 Greycourt RD, Chester, NY 10918

Welcome to 4 Greycourt Road, your dream home awaits! This delightful residence boasts a spacious 6-room layout, featurin...

Listed by MK Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
58 Nancy LN, Chester, NY 10918
1/47 47

$799,999

Open 5/16 11AM-2PM

Single Family

3 Beds 3 Baths 2,718 SqFt

58 Nancy LN, Chester, NY 10918

Brand new to the market! This spectacular spacious colonial has room for everyone! Perched at the top of the Fieldcrest ...

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
151 Laroe RD, Chester, NY 10918
1/43 43

$450,000

Active

Single Family

3 Beds 2 Baths 1,177 SqFt

151 Laroe RD, Chester, NY 10918

What a remarkable property in the town of Chester, NY-a highly sought after town in the southern Hudson Valley, only 45 ...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2820 Whispering HLS, Chester, NY 10918
1/32 32

$319,900

Active

Condo

2 Beds 2 Baths 1,072 SqFt

2820 Whispering HLS, Chester, NY 10918

Lovely, Light and Airy 2 Bedroom 1 and 1/2 Bath Unit in Desireable Whispering Hills! Updated Kitchen and Bath, New Carpe...

Listed by R2M Realty Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Heidi LN, Chester, NY 10918
1/45 45

$899,900

Active

Single Family

5 Beds 3 Baths 3,846 SqFt

2 Heidi LN, Chester, NY 10918

Set at the end of a quiet executive cul-de-sac, this refined modern colonial offers a rare blend of quality, scale, and ...

Listed by Cronin & Company Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
63 Hubshop RD, Chester, NY 10918
1/45 45

$529,000

Open Sun 12PM-2PM

Single Family

4 Beds 3 Baths 2,060 SqFt

63 Hubshop RD, Chester, NY 10918

Nestled on a quiet road off the beaten path, this serene 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of se...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
11 Oxford Depot, Chester, NY 10918
1/27 27

$499,900

Open Sun 12PM-2PM

Single Family

3 Beds 2 Baths 1,748 SqFt

11 Oxford Depot, Chester, NY 10918

Welcome to 11 Oxford Depot Rd, Chester, NY — a unique 3-bedroom, 2-bath home that perfectly blends charm, space, and mod...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Primrose LN, Chester, NY 10918
1/42 42

$849,900

Open 5/16 1PM-4PM

Single Family

4 Beds 3 Baths 2,370 SqFt

2 Primrose LN, Chester, NY 10918

Welcome to this stunning Colonial, perfectly blending comfort, style, and functionality. Offering 2,370 sq ft plus full ...

Listed by Weichert Realtors

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
35 Maple AVE, Chester, NY 10918
1/29 29

$529,900

Open Sun 1PM-3PM

Single Family

3 Beds 3 Baths 2,032 SqFt

35 Maple AVE, Chester, NY 10918

Welcome to 35 Maple Avenue, a bright 3 bedroom, 3 full bath Raised Ranch in the desirable Village of Chester ideally loc...

Listed by RE/MAX Benchmark Realty Group

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3815 Whispering Hills DR, Chester, NY 10918
1/50 50

$370,000

Active

Condo

3 Beds 3 Baths 1,331 SqFt

3815 Whispering Hills DR, Chester, NY 10918

Discover your new haven at this charming 3-bedroom, 2.5-bathroom condo nestled in the vibrant community of Chester, NY. ...

Listed by MK Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
19 Greentree LN, Chester, NY 10918
1/50 50

$3,400,000

Active

Single Family

4 Beds 4 Baths 7,750 SqFt

19 Greentree LN, Chester, NY 10918

Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree ...

Listed by Serhant LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
149 Creamery Pond RD, Chester, NY 10918
1/50 50

$849,900

Open Sun 11AM-1PM

Single Family

3 Beds 3 Baths 2,740 SqFt

149 Creamery Pond RD, Chester, NY 10918

Welcome to the highly sought-after Creamery Estate! This inviting waterfront Colonial-style home offers the perfect blen...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
53 Gibson Hill RD, Chester, NY 10918
1/48 48

$1,100,000

Open Sun 12PM-2PM

Single Family

5 Beds 4 Baths 5,312 SqFt

53 Gibson Hill RD, Chester, NY 10918

Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsma...

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
17 Woodridge DR, Chester, NY 10918
1/50 50

$715,000

Price Dropped by $34K

Single Family

4 Beds 3 Baths 2,524 SqFt

17 Woodridge DR, Chester, NY 10918

Beautiful Colonial set on just under an acre of meticulously landscaped property, offering breathtaking sunset views fro...

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
145 Kings Highway BYP, Chester, NY 10918
1/50 50

$1,399,777

Open Sun 10AM-12PM

Single Family

4 Beds 4 Baths 4,508 SqFt

145 Kings Highway BYP, Chester, NY 10918

Set gracefully on 3.8 private acres within the highly coveted Warwick School District, this exceptional custom home offe...

Listed by Keller Williams Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
5 Gabriels DR, Chester, NY 10918
1/45 45

$850,000

Active

Single Family

4 Beds 3 Baths 2,722 SqFt

5 Gabriels DR, Chester, NY 10918

Welcome to Blooming Grove NY (Chester) Monroe/Woodbury Schools! Wow! This home has a vibe! Custom built 4 bedroom colon...

Listed by Q Home Sales

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

$875,000

Active

Single Family

3 Beds 3 Baths 2,302 SqFt

2 Pine Hill RD, Chester, NY 10918

The Conklin House: A Masterpiece of History & Modern Luxury. Experience the perfect blend of early 20th-century charm an...

Listed by Ellis Sotheby's Intl Realty

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

$344,900

Price Dropped by $5K

Condo

3 Beds 2 Baths 1,316 SqFt

1311 Whispering HLS, Chester, NY 10918

Experience Elevated Living: Your Private Hudson Valley Retreat at 1311 Whispering Hills<br><br>Welcome to a home that of...

Listed by Keller Williams Realty

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

$1,159,900

Active

Single Family

4 Beds 5 Baths 4,624 SqFt

16 Lori LN, Chester, NY 10918

Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury a...

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
90 Pewter CIR, Chester, NY 10918
1/5 5

$759,900

Active

Single Family

4 Beds 3 Baths 2,250 SqFt

90 Pewter CIR, Chester, NY 10918

This beautiful custom home is planned to be built in the highly sought-after Sugar Loaf area, offering the convenience o...

Listed by Keller Williams Realty

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