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Chester Union Free School District Real Estate Search

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Chester School District Homes for Sale

3211 Whispering Hills, Chester image
3211 Whispering Hills, Chester $370,000

Move right in! This beautifully maintained and thoughtfully updated 3-bedroom, 2-full-bath END-UNIT condo offers almost 1,400 square feet of comfortable, easy one-level l...

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  • 3 Beds
  • 2 Baths
  • 1046996 MLS
  • ACTIVE Status
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19 Meadow, Chester image
19 Meadow, Chester $495,000

Welcome to 19 Meadow Avenue in Chester! This spacious 3-bedroom home offers approximately 1,910 square feet of living space with an open-concept layout connecting the liv...

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  • 3 Beds
  • 2 Baths
  • 1046778 MLS
  • ACTIVE Status
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4704 Whispering Hills, Chester image
4704 Whispering Hills, Chester $380,000

Welcome home to your beautiful, quiet and peaceful oasis. This 3 bed/3bath unit with a spacious 2-car garage has many new recent updates including new flooring, updated k...

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  • 3 Beds
  • 3 Baths
  • 1038636 MLS
  • ACTIVE Status
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2921 Whispering Hills, Chester image
2921 Whispering Hills, Chester $374,900

WHISPERING HILLS! PRIME LOCATION! Largest Unit! Two Story Living! End Unit! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Dining/ Living Room with Fireplace!...

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  • 3 Beds
  • 3 Baths
  • 1043986 MLS
  • ACTIVE Status
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6 Main Street, Chester image
6 Main Street, Chester $25,000

Convenience store for sale located in the Village of Chester. Business only for sale. Lease is $1,700 per month.

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  • 1043650 MLS
  • ACTIVE Status
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1005 Whispering Hills, Chester image
1005 Whispering Hills, Chester $290,000

Welcome to Whispering Hills! This spacious two-level, 2-bedroom, 1.5-bath condo with a 1-car garage features a great combination of updates and an ideal commuter location...

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  • 2 Beds
  • 2 Baths
  • 1043197 MLS
  • ACTIVE Status
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50 Hambletonian Avenue, Chester image
50 Hambletonian Avenue, Chester $550,000

Welcome to this charming ranch style home set on 4 picturesque acres, featuring beautiful flowing hardwood floors and a peaceful, private setting. The inviting kitchen of...

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  • 3 Beds
  • 2 Baths
  • 1042882 MLS
  • ACTIVE Status
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2124 Whispering Hills, Chester image
2124 Whispering Hills, Chester $299,000

Welcome to Whispering Hills! This inviting end-unit home offers a comfortable blend of everyday living, privacy, and convenience. Enjoy easy access to major commuter rout...

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  • 2 Beds
  • 1 Baths
  • 1042658 MLS
  • ACTIVE Status
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3561 Rte 94, Chester image
3561 Rte 94, Chester $649,999

If open concept and bountiful space is what you are looking for, STOP right here—you have found it! Spectacular contemporary-designed ranch with nearly 3,000 sq ft of fin...

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  • 3 Beds
  • 3 Baths
  • 1041906 MLS
  • ACTIVE Status
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1 Sanford Avenue, Chester image
1 Sanford Avenue, Chester $750,000

Welcome to 1 Sanford Avenue, a beautifully designed 4-bedroom, 3-bath Bilonial offering over 2,200 square feet of thoughtfully finished living space in Chester. The invit...

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  • 4 Beds
  • 3 Baths
  • 1041533 MLS
  • ACTIVE Status
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3409 Whispering Hills, Chester image
3409 Whispering Hills, Chester $360,000

Welcome to this inviting 3 bedroom, 2.5 bath condo nestled in the sought-after Whispering Hills community! Perfectly situated for commuters, this home combines comfort an...

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  • 3 Beds
  • 3 Baths
  • 1032618 MLS
  • ACTIVE Status
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32 Surrey Road, Chester image
32 Surrey Road, Chester $475,000 ▼

Welcome to this well-maintained raised ranch in Chester, NY, offering 4 bedrooms and 1.5 bathrooms with plenty of space and flexibility. The home features hardwood floors...

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  • 4 Beds
  • 2 Baths
  • 1040785 MLS
  • ACTIVE Status
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13 Bianca Boulevard, Chester image
13 Bianca Boulevard, Chester $700,000

Gracious Colonial home features the best of the traditional style with the appeal of a contemporary open floor plan in the kitchen - family room area. Meticulously mainte...

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  • 4 Beds
  • 3 Baths
  • 1040084 MLS
  • ACTIVE Status
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20 Mountainside Drive, Chester image
20 Mountainside Drive, Chester $749,900

20 Mountainside Drive, Chester, NY offers a spacious Colonial-style single-family home on approximately 1.6 acres with 4 bedrooms, 2 full baths, 2 half baths, 10 total ro...

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  • 4 Beds
  • 4 Baths
  • 1037562 MLS
  • ACTIVE Status
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21 Trotting Drive, Chester image
21 Trotting Drive, Chester $475,000

Welcome to this impeccably maintained raised ranch in the highly sought-after Surrey Meadows Community. Upon entering the foyer, you'll find a practical area beneath the ...

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  • 3 Beds
  • 2 Baths
  • 1030740 MLS
  • ACTIVE Status
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70 Main Street, Chester image
70 Main Street, Chester $469,000

Welcome to 70 Main Street, a village gem situated right in the heart of historic Chester! This versatile 4-bedroom, 2.5-bathroom home combines classic architectural chara...

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  • 3 Beds
  • 3 Baths
  • 1034449 MLS
  • ACTIVE Status
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2522 Whispering Hills, Chester image
2522 Whispering Hills, Chester $359,000 ▼

Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're dow...

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  • 3 Beds
  • 3 Baths
  • 1027103 MLS
  • ACTIVE Status
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3 Hilltop Lane, Chester image
3 Hilltop Lane, Chester $750,000

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...

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  • 5 Beds
  • 3 Baths
  • 1031147 MLS
  • ACTIVE Status
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151 Main Street, Chester image
151 Main Street, Chester $299,000 ▼

A Diamond in the Rough! Calling all handymen to bring this Village Charmer back to its' original glory. This home has a large Living Room with a cozy alcove, spacious...

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  • 4 Beds
  • 1 Baths
  • 1031155 MLS
  • ACTIVE Status
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1 Hilltop Lane, Chester image
1 Hilltop Lane, Chester $750,000

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...

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  • 5 Beds
  • 3 Baths
  • 1031045 MLS
  • ACTIVE Status
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4008 Whispering Hills Drive, Chester image
4008 Whispering Hills Drive, Chester $290,000 ▼

Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17. Enjoy a ...

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  • 2 Beds
  • 2 Baths
  • 1027838 MLS
  • ACTIVE Status
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68 Conklingtown Road Unit #1&2, Chester image
68 Conklingtown Road Unit #1&2, Chester $575,000

Rare opportunity. Come in and see this multi-family property in Chester, NY, and very close to main highways. This features 2 separate structures with their own utilities...

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  • 6 Beds
  • 2 Baths
  • 992189 MLS
  • ACTIVE Status
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2 Hemlock Court, Chester image
2 Hemlock Court, Chester $750,000

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...

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  • 5 Beds
  • 3 Baths
  • 1025992 MLS
  • ACTIVE Status
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241 Meadow Avenue, Chester image
241 Meadow Avenue, Chester $349,999 ▼

Discover the timeless charm and endless potential of this classic Colonial farmhouse, ideally situated on just under one level acre in the heart of Chester, NY. Offering ...

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  • 4 Beds
  • 2 Baths
  • 1024779 MLS
  • ACTIVE Status
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5 Walnut Court, Goshen image
5 Walnut Court, Goshen $519,000 ▼

Lovely raised ranch on a cul de sac. Updated kitchen and bathrooms. Open floor plan with a deck off the kitchen/dining area. The deck is fabulous and large, perfect for ...

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  • 4 Beds
  • 2 Baths
  • 963560 MLS
  • ACTIVE Status
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5 Hilltop Lane, Chester image
5 Hilltop Lane, Chester $850,000

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new colonial-style residence invites you in with 12 bright and airy rooms,...

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  • 5 Beds
  • 3 Baths
  • 1020076 MLS
  • ACTIVE Status
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3 Hemlock Court, Chester image
3 Hemlock Court, Chester $750,000

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...

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  • 5 Beds
  • 3 Baths
  • 1020128 MLS
  • ACTIVE Status
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19 Grand View Terrace, Chester image
19 Grand View Terrace, Chester $789,900

Welcome to 19 Grand View Terrace in Chester, NY, an impressive Colonial offering approximately 4,697 square feet, five bedrooms, and four full bathrooms. Set on approxima...

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  • 5 Beds
  • 4 Baths
  • 1012919 MLS
  • ACTIVE Status
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1 Oakland Avenue, Chester image
1 Oakland Avenue, Chester $990,000 ▼

Welcome to Brook Farm - Village of Chester, New York - Circa 1851 - 6.8 Acres. There's a moment, just after you turn onto Main Street and the house comes into view above...

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  • 4 Beds
  • 3 Baths
  • 1006113 MLS
  • ACTIVE Status
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3318 State Route 94, Chester image
3318 State Route 94, Chester $549,900

This beautifully updated homes features wood floors throughout, three spacious bedrooms, two den/office spaces, formal dining room, and two full baths. The expansive prim...

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  • 3 Beds
  • 2 Baths
  • 1008703 MLS
  • ACTIVE Status
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2 Sycamore Lane, Goshen image
2 Sycamore Lane, Goshen $550,000 ▼

Charming Split Three-Level fenced in property located Hudson Valley's Chester School District in Goshen, New York. Don't miss the opportunity to preview this beautiful h...

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  • 4 Beds
  • 2 Baths
  • 1004057 MLS
  • ACTIVE Status
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24 Walnut Street, Chester image
24 Walnut Street, Chester $539,000 ▼

Welcome to 24 Walnut Street, Flexibility, Space & Endless Possibility in the Heart of Chester, NY Tucked on a generous half-acre lot in the charming Village of Chester, t...

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  • 4 Beds
  • 3 Baths
  • 1004369 MLS
  • ACTIVE Status
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492 Black Meadow Road, Chester image
492 Black Meadow Road, Chester $399,000

Rare opportunity to own approximately 46 acres in the desirable Black Meadow Road area of Chester, New York. Tucked privately behind a subdivision entrance at the end of ...

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  • 1002697 MLS
  • ACTIVE Status
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58 Nancy Lane, Chester image
58 Nancy Lane, Chester $749,999 ▼

Looking for a spacious home that has everything? Look no more! Perched atop the highly sought-after Fieldcrest subdivision, this stunning Colonial offers over 3,300sqft ...

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  • 4 Beds
  • 3 Baths
  • 995624 MLS
  • ACTIVE Status
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19 High Street, Chester image
19 High Street, Chester $1,145,000 ▼

Own One of America's Great Equestrian Landmarks Steeped in history and unlike anything else on the market, The Hambletonian House is a magnificent Victorian estate built ...

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  • 9 Beds
  • 7 Baths
  • 995148 MLS
  • ACTIVE Status
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19 Greentree Lane, Chester image
19 Greentree Lane, Chester $3,400,000

Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree is a true estate in every sense, engineered for pr...

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  • 4 Beds
  • 4 Baths
  • 988789 MLS
  • ACTIVE Status
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5 N Hudson Street, Chester image
5 N Hudson Street, Chester $500,000

3 bedroom 2 bath contemporary home tucked away on a quiet street. Modern renovation already started, put your finishing touches on it. Home sold as is. Open concept livi...

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  • 3 Beds
  • 2 Baths
  • 976521 MLS
  • ACTIVE Status
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552 Pine Hill Road, Chester image
552 Pine Hill Road, Chester $299,000 ▼

Beautiful 5.7-acre residential parcel located in the Town of chester, offering an exceptional opportunity to build your custom dream home in a peaceful, private setting. ...

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  • 958740 MLS
  • ACTIVE Status
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7 Hambletonian Avenue, Chester image
7 Hambletonian Avenue, Chester $379,900 ▼

Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless c...

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  • 2 Beds
  • 1 Baths
  • 964090 MLS
  • ACTIVE Status
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2113 Whispering Hills, Chester image
2113 Whispering Hills, Chester $275,000 ▼

Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathr...

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  • 2 Beds
  • 1 Baths
  • 950534 MLS
  • ACTIVE Status
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Chester Union Free School District Homes for Sale

Here you can see all the homes and real estate for sale in the Chester School District in New York:

Search for homes in Orange County NY

The Chester Union Free School District is one of the smaller school districts in Orange County, New York. It is located in Chester New York in Orange County. During the 2021-22 school year, there were 95 students in its graduating class. The high school graduation rate was 90%.

During the 2021-2022 school year, the New York State Education Department offered math and ELA (English language arts) assessment tests for students from 3rd to 8th Grade. For Math, 42% of the students in Chester School District scored proficient. The ELA proficiency score was 45%. The data is obtained from the NYS Education Department.

The school district has two campuses: the elementary school for Grades K-5, and the Chester Academy for Grades 6-12. The middle school section (grades 6-8) is housed at a separate section than the high school section (grades 9-12).

Chester Academy Middle/High School (Grades 6-12) Greatschools.org rating: 7/10

64 Hambletonian Ave, Chester, NY 10918

Chester Elementary School (Grades K-5) Greatschools.org rating: 6/10

2 Herbert Drive, Chester, NY 10918

Chester Union Free School District Real Estate Stats 

Want to find out the latest housing prices in Chester School District? Click on the button below to view the most up to date Chester School District Home Prices Report. You will see the all "Active Properties", "Properties Under Contract", and "Sold Properties" in the school district. 

Orange County NY Real Estate Market Report

 

Chester Union Free School District website: www.chesterufsd.org

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Orange County Communities

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