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Chester NY Real Estate

Chester New York Real Estate offers pretty homes, in a pretty landscape, not too far from NYC. If the country life is for you but the mountains are not, Chester may be just the place! Let's explore Chester...

The Orange County Town of Chester, in the black dirt region of Warwick Valley (more on this later!), is encircled by flourishing orchards, horse farms and wineries. In the 1970's, the village was a crafts center of dedicated artisans, now the Sugar Loaf Arts & Crafts Village, comprising everything from workshops and galleries in original 1700s structures to a world-class performing arts center, in the benevolent shadow of Sugar Loaf Mountain.

Fun fact! Philadelphia cream cheese originated here. For proof, visit the Chester Historical Society to see photos of William Lawrence’s rustic creamery and the Lawrence Neufchatel cream cheese imprint plate. Kraft bought Lawrence’s plant in 1928, and to this day sells his Neufchatel as Philadelphia cream cheese.

But, the Town of Chester boasts of a heritage above and beyond cream cheese, and some of the surviving buildings are on the National Register of Historic Places. For one, there’s the 1915 Erie Station, Chester’s local history museum, where the Historical Society holds its monthly meetings. To get an authentic taste of the town, don’t miss their events, including the annual yard sale fundraiser, penny social and holiday special exhibitions. Being directly on the Heritage Trail, several yearly charity walks and runs avail themselves of the Museum's hospitality. The Historical Society is involved in modern Chester as well, maintaining this list of community businesses and resources for locals and newcomers. 


 

Chester Properties For Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
25 Oakland Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

25 Oakland Avenue, Chester

$30,000,000
7 Black Meadow Road, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

7 Black Meadow Road, Chester

$8,000,000 ↑ $1,000,000
42 Brookside Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

42 Brookside Avenue, Chester

$1,750,000
6 Silvertail Road, Chester
  • Residential
  • 6 Beds
  • 5 Baths
  • 5,127 SqFt

6 Silvertail Road, Chester

$1,499,000
8 Kings Highway, Chester
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

8 Kings Highway, Chester

$1,499,000
New
10 Silvertail Road, Chester
  • Residential
  • 4 Beds
  • 5 Baths
  • 5,007 SqFt

10 Silvertail Road, Chester

$1,399,999
16 Lori Lane, Chester
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,624 SqFt

16 Lori Lane, Chester

$1,299,900
90 Main (1 Oakland Ave) Street, Chester
  • Residential
  • 6 Beds
  • 4 Baths
  • 4,837 SqFt

90 Main (1 Oakland Ave) Street, Chester

$1,299,000
282 Laroe Road, Chester
  • Residential
  • 6 Beds
  • 5 Baths
  • 6,622 SqFt

282 Laroe Road, Chester

$1,250,000
40 Deer Trail Road, Chester
  • Residential
  • 4 Beds
  • 5 Baths
  • 3,114 SqFt

40 Deer Trail Road, Chester

$1,200,000 ↓ $290,000
11 Sunfish Lane, Chester
  • Residential
  • 5 Beds
  • 3 Baths
  • 4,198 SqFt

11 Sunfish Lane, Chester

$1,095,000
1355 Kings Highway, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1355 Kings Highway, Chester

$999,000

 


 

 

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Things To Do In Chester, NY

LODGING

When you’ve been new-home-hunting in Chester, stay over at the Holiday Inn right in the Village of Chester. Or choose from one of the elegantly decorated rooms at the Stagecoach Inn. 

Sports & Outdoor Activities

Explore Goosepond Mountain State Park’s 1,500 acres. Put the clubs in the car & head to Bill Flynn’s course at Monroe Country Club.

Arts & Entertainment

Creativity is alive & well in Chester at Sugar Loaf Performing Arts Center. From cumbia to country, trip the light fantastic at Diva Dance Studio. Take in a film at Elite Cinema 6. 

Farms & Markets

Shop for all your farm-fresh veggies & fruit at Bienskie Farm & Sun Sprout Farm. In the market for edible flowers? Chester Agricultural Center has them… & organic watermelons too! 

FOOD

Agua Fresca & Frijoles at Sabor A Casa.  Felafel & Tzatziki at Allan’s. Tofu & Spicy Soup at Magoya. Bacon Burger at Christopher’s Bistro. Maple Latte & Croissants at Meadow Blues. 

Fitness & Lifestyle

Northeastern Martial Arts offers Tae Kwon Do. Flexibility In Flight puts yoga in the air. Spruce up at Chris Cuttz Barbershop. 

Shopping 

Artisans thrive at Sugar Loaf Arts & Crafts Village: Sugar Loaf Candle Shop is celebrating 40+ years! Sift through herbs, essential oils & skin care at Sugar Loaf Mountain Herbs. 

Attractions

At Castle Fun Center visitors go from the roller skating rink to mini-golf, from the climbing wall to the arcade, from the driving range to the batting cages - there’s something for everyone! 

There's so much to do in Chester, NY - it can be hard to decide! Contact one of our Local Experts at Village Green Realty. We'd love to give you our recommendation on the best things to do in Chester.

 

 


 

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Chester NY Homes For Sale

Chester Homes For Sale

 

There are things to do and places to go in Chester. Visit Knapp’s View at the foot of Sugar Loaf Mountain (it's preserved in perpetuity as open space for “passive recreation,” including bird-watching!) or Goosepond Mountain State Park, where you can investigate the 5,000+-year-old Greycourt Rock Shelter. 

Because of the famously nutrient rich "black dirt" in Chester, the area is abundant in beautiful farms; find delicious organic jams and produce at Pine Hill Farm, fruits and vegetables at Roe Orchards and organic produce at Sun Sprout Farm. And stop by the roadside shed for honey, eggs and syrup at the historic Fury Brook Farm, founded in 1731! Thirsty? Within a really small radius are four breweries: Rushing Duck, Long Lot Farm, Tin Barn and Drowned Lands Brewery.

It’s hard to express the richness of a place like Chester. It’s just like the black dirt, made up of years of hard work, history and helping hands.

 

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Chester NY Homes

Chester NY Real Estate

Chester is a lovely place to live and own property in - it's rich in history, art, and diverse styles; the homes are too! You can find anything from pretty and practical ranches and townhouses, to farms on rolling acreage, arts and crafts estates, 1800s victorians and colonials, and newly built modern mansions. 

If you have any questions about Chester Real Estate and Chester Homes For Sale, contact Coldwell Banker Village Green Realty. We'd love to show you all that Chester NY has to offer.

 


 

Chester NY Real Estate Statistics
At Coldwell Banker Village Green Realty we love sharing our market knowledge with our clients and neighbors. Market statistics might inform whether or not you decide to sell or hold a property or they might impact which town or village you choose of the three you're considering. To the right you'll find some basic market statistics. For in-depth comparative statistical reports visit our "Market News" page.
Property Types (active listings)
Average Price: $873,518
Total Listings: 94
Avg. Days On Market: 140
Avg. Price/SQFT: $216
Highest Price: $30,000,000
Lowest Price: $10
Avg. Property Age: 51 YEARS
Basic Statistics (active listings)

 

 


 

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Hudson Gateway MLS LogoINFORMATION COPYRIGHT 2022, ONEKEY™ MLS. ALL RIGHTS RESERVED. THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. THIS INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS’ PERSONAL, NON-COMMERCIAL USE. THE DATA RELATING TO REAL ESTATE FOR SALE ON THIS WEBSITE COMES IN PART FROM THE IDX PROGRAM OF ONEKEY® MLS

Listing information last updated on May 20th, 2024 at 11:40pm EDT.

Listing information last updated on May 20th, 2024 at 11:35pm EDT.