Chester NY Real Estate & Land for Sale

12 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
946546
Type:
Land
Lot size:
7.2 Acres
A broker reciprocity listing Courtesy: Blooming Realty 845-388-1900
View additional info

ADDITIONAL INFORMATION

7.20 Acre Vacant land, Nice partly cleared and private land

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
945194
Type:
Land
Lot size:
2.6 Acres
A broker reciprocity listing Courtesy: Blooming Realty 845-388-1900
View additional info

ADDITIONAL INFORMATION

2.6 Acre Vacant land, Nice piece of land

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
912372
Type:
Land
Subdivision:
Country Woods
Lot size:
4.9 Acres
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Nestled at the end of a private cul-de-sac, this 5 acre homesite offers breathtaking mountain and valley views in the sought-after Bull Mill Road area of Monroe/Chester, NY. The property’s gentle slopes create the perfect opportunity for a walkout lower level, allowing you to capture spectacular sunsets. This shovel-ready, fully approved, and engineered building lot features Belgian block curbing, underground electric, and open space and mature trees for both privacy and natural beauty. Enjoy the serenity of a quiet country road while being just minutes from the Village of Monroe, local shopping, dining, vineyards, Stewart Airport, and West Point. Commuters will appreciate the property’s convenience just one mile to the park & ride, major highways (Routes 17, 32, 87), and the train station. Located within the highly rated Monroe-Woodbury School District, this is truly a rare opportunity to build your dream home on one of the area’s most exceptional parcels.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
907969
Type:
Land
Lot size:
2 Acres
A broker reciprocity listing Courtesy: Exit Realty Venture 845-999-3948
View additional info

ADDITIONAL INFORMATION

A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds great promise, making this a smart choice for both present enjoyment and long-term value. Don’t miss the chance to secure this spacious lot in a growing and desirable Orange County location, and many more plus! Please call me to discuss this property.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
858370
Type:
Land
Lot size:
5.1 Acres
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Very private lot in mature subdivision of large homes. Home site has been cleared and driveway base laid down. With a small amount of brush-clearing in the tree line there can be views of the valley and watershed lands.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202427761
Type:
Land
Lot size:
5.1 Acres
Courtesy: Gallo Realty ADK Inc Walter Swartz 518-791-1545
View additional info

ADDITIONAL INFORMATION

Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of lots.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202427760
Type:
Land
Lot size:
5.76 Acres
Courtesy: Gallo Realty ADK Inc Walter Swartz 518-791-1545
View additional info

ADDITIONAL INFORMATION

Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of lots.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202427758
Type:
Land
Lot size:
4.31 Acres
Courtesy: Gallo Realty ADK Inc Walter Swartz 518-791-1545
View additional info

ADDITIONAL INFORMATION

Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of lots.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
H6328761
Type:
Land
Subdivision:
Cooper's Ridge
Lot size:
20.18 Acres
A broker reciprocity listing Courtesy: Our House Real Estate Group 845-705-8093
View additional info

ADDITIONAL INFORMATION

A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with the neighboring 12 acre back lot. Very commutable with easy highway access plus minutes from the vibrant towns of Sugar Loaf and Chester, NY! .. Survey Available!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
H6326715
Type:
Land
Subdivision:
Cooper's Ridge
Lot size:
1 Acres
A broker reciprocity listing Courtesy: Our House Real Estate Group 845-705-8093
View additional info

ADDITIONAL INFORMATION

Lovely 1-Acre lot w/MOUNTAIN VIEWS & NATURAL GAS in a beautiful newly built SUB-DIVISION. Build out this nearly completely built lovely sub-division, curb-cuts, paved road sloping lot perfect for a WALK-OUT BASEMENT and DECKS FOR BEAUTIFUL VIEWS ... FULLY APPROVED LOT, ESTABLISHED NEIGHBORHOOD, VERY COMMUTABLE location! Close to the vibrant shopping, restaurants, nightlife, shows/events at Sugar Loaf and Chester ...... ONLY 2 LOTS REMAINING!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202316072
Type:
Land
Lot size:
13.33 Acres
Courtesy: Gallo Realty ADK Inc Walter Swartz 518-791-1545
View additional info

ADDITIONAL INFORMATION

Private 13+ acres of gently sloping land just minutes from Gore Mountain. Roughed-in driveway/Road leading from Bird Pond Rd. Several nice building locations around the property. One house-site staked-out for reference. Possible views from higher on the property with some select clearing. Listing agent will provide one set of existing preliminary building plans for the future homeowner from several previous designs. Listing agent was a local builder for many years and will help guide the buyer through the construction process.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
H6204360
Type:
Land
Lot size:
0.83 Acres
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Open commercial lot directly behind the existing Cumberland Farms and just to the east of the former Brookside carwash. Good use may be for a parking lot for a building built on 42 Brookside.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.



Chester Real Estate

Chester is located in New York. Chester, New York has a population of 12,477. Chester is more family-centric than the surrounding county with 37.24% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Chester, New York is $120,288. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Chester is 39.1 years.

Chester Weather

The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 47.1 inches per year, with 39.1 inches of snow per year.

Chester Map

Chester Real Estate Market Conditions

  • Median sales price

    $499,000
    17.6%
    change since last quarter
  • # Active listings

    45
    30-day change

Chester Schools and Demographics

Education near Chester, NY

City County
High School Graduates 95.19 89.92
College Degree - 2 year 9.51 10.52
College Degree - 4 year 37.38 31.44
Graduate Degree 12.24 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Chester, NY

Grades Students P/T Ratio ZIP
Chester Elementary School KG - 05 469 14.7 10918
Golden Hill Elementary School PK - 05 388 12.4 10921
Goshen Intermediate School 03 - 05 655 15.2 10924
Kiryas Joel Village School PK - KG 149 6 10950
North Main Street School 02 - 05 558 13.9 10950
Pine Tree Elementary School 02 - 05 833 13.5 10950
Round Hill Elementary School PK - 05 540 17.4 10992
Scotchtown Avenue School KG - 02 591 16 10924
Taft Elementary School KG - 05 785 18.3 10992

Middle Schools near Chester, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Greenwood Lake Middle School 04 - 08 303 12.4 10950
Washingtonville Middle School 06 - 08 1,027 13.7 10992

High Schools near Chester, NY

Grades Students P/T Ratio ZIP
Chester Academy-Middle/High School 06 - 12 556 13.2 10918
Goshen Central High School 09 - 12 925 13.6 10924
Washingtonville Senior High School 09 - 12 1,411 13.5 10992

Ungraded Schools near Chester, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924
S S Seward Institute 06 - 12 465 11.4 10921

Demographics near Chester, NY

City County
Neighborhood Type Suburban
Population 12,477 398,277
Population Density 379 490
Median Age 39.1 37
People per Household 2.8 2.9
Median Household Income 120,288 85,640
Average Income per Capita 49,991 37,651

Real estate near Chester