Chester NY Real Estate & Homes for Sale

34 Properties Found

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Beds:
3
Baths:
3.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
944607
Type:
Single Family
Lot size:
3.2 Acres
Year built:
2008
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
View additional info

ADDITIONAL INFORMATION

B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!! Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom. Full unfinished attic with lots of storage space. Sq. Ft. is approximate

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
Active
MLS#:
942965
Type:
Condo
Lot size:
0.09 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-610-6065
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ADDITIONAL INFORMATION

Welcome to Whispering Hills! This beautifully maintained home features a galley kitchen with stainless steel appliances and a convenient in-unit washer and dryer. The first level offers a stylish half bath and well-kept flooring throughout the kitchen, dining room, and living room. Enjoy cozy evenings by the fireplace, and extend your living space outdoors on the private patio. Upstairs, you’ll find two comfortable bedrooms and a full bath. The primary bedroom includes a walk-through closet that provides direct access to the bathroom, which also opens to the hallway for added convenience. A skylight brightens the upper level with natural light, and both bedrooms are carpeted for comfort. Whispering Hills offers exceptional community amenities, including two pools, a clubhouse, a tennis court, and a tot lot. Sidewalks throughout the neighborhood make it ideal for leisurely strolls any day. Close to shopping, restaurants, and the Short Line bus to the city, this home combines comfort, convenience, and an enjoyable lifestyle. Come take a look!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,816
Status:
Active
MLS#:
943068
Type:
Single Family
Lot size:
10.5 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Loop Realty Inc 845-388-1155
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ADDITIONAL INFORMATION

This nice quiet house is a great place to call home. With almost 11 acres of land, there's a lot of space to enjoy activities and outdoor fun. The first floor of the house offers a nice layout with big living room, family room, kitchen, dining room, and a half bath. and a washer and dryer room . Bedrooms are nice and big making it very comfortable . The house will need some TLC and will need renovation and repairs to restore it to its full potential. This gives you the opportunity to add taste and value to the property. worth checking this out!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,866
Status:
Active
MLS#:
940751
Type:
Single Family
Lot size:
5.2 Acres
Year built:
1860
A broker reciprocity listing Courtesy: Tuxedo Hudson Realty Corp 845-915-4567
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ADDITIONAL INFORMATION

Set atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, this pristine 1860 farmhouse blends preserved historic character with thoughtful modern updates. Originally part of the Sears family dairy pasture, the 3,866 sq ft home has been meticulously maintained and features original wide-plank hardwood floors, a striking hand-carved banister, five fireplaces with original wooden and stone mantles, 10' ceilings, and large sun-filled windows throughout. The main level offers two gracious living rooms, a formal dining room, a dedicated office, and an updated kitchen outfitted with a Wolf range, cherry cabinetry, generous storage, and a walk-in pantry. A dedicated first-floor laundry room adds convenience. Upstairs are four spacious bedrooms and two full bathrooms, including a generous primary suite with a large walk-in closet and a 5-piece ensuite bath. These spaces reflect the thoughtful renovation completed in 2014 by previous owners, which also included a living room extension, upgraded kitchen, and a 1,250 sq ft three-car garage designed to complement the home’s historic profile. The lower level is just as impressive. The dry, clean basement contains a unique wine-tasting room set against the original hand-stacked stone foundation, offering a charming and unexpected entertaining space. The 5-acre property offers level, usable land framed by mature native trees—including two historic Linden trees dating to the late 1800s—and expansive lawn. In 2022, the owners installed an 8,000 sq ft organic vegetable garden complete with deer fencing and a full irrigation system, creating a highly productive and beautiful outdoor space. Additional improvements include new trees and screening, newly added parking, a ground-floor repaint, refinished wood floors, an EV charger (CCS), and the conversion of the former stable into a functional workshop. Three outbuildings expand the estate’s potential for creative, professional, or commercial work. The 3,036 sq ft workshop is fully equipped with 6" concrete floors for heavy machinery, 220V power, propane heat, ventilation systems, a bathroom with independent septic, and a four-bay garage. The 1,300 sq ft former stable has been transformed into another heated workspace with 220V power, a kitchenette, a sink, and large sliding barn doors for easy access. The charming 144 sq ft red barn, believed to predate the house and possibly dating back to the 1700s, features traditional mortise-and-tenon joinery and hand-tooled beams. Today it serves as a functional landscape shed while retaining its historic character. History runs deep on the property. The grounds include the historic Sears Cemetery, an 11-memorial family graveyard with stones predating the home's construction. Among those buried here is Hector Craig, a U.S. Congressman and father-in-law to William Havemeyer, part of a family central to the development of early Washingtonville. A rare opportunity to own a fully modernized historic estate, this property seamlessly merges historic integrity, architectural detail, and contemporary comfort across home, land, and workspaces. One Hour to NYC, Close to All Transportations, Dining, Hiking, Shopping and other Conveniences.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
935471
Type:
Condo
Subdivision:
Whispering Hills
Year built:
1984
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
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ADDITIONAL INFORMATION

Discover the perfect blend of comfort, convenience, and community in this 2-bedroom, 1-bath end-unit townhouse. Situated in a quiet corner of the neighborhood, this home offers extra privacy and natural light, along with the added benefit of an attached 1-car garage for secure parking and storage. Inside, you'll find a thoughtfully designed layout that maximizes space and livability - ideal for first-time buyers, downsizers, or anyone seeking a low-maintenance lifestyle. But this home is more than just what's inside. Located in a commuter-friendly community, you'll have access to an impressive selection of amenities designed to enhance your daily life: Two (2) sparkling swimming pools perfect for cooling off in the summer; Two (2) tennis courts, plus basketball and handball courts to keep you active; A fully equipped fitness center just steps from your door; Two (2) playgrounds for little ones to enjoy; and two (2) dedicated dog runs - a dream for your furry friends. Whether you're relaxing poolside, getting in a workout, or taking a stroll with your pup, this community truly offers something for everyone.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,780
Status:
Active
MLS#:
927218
Type:
Single Family
Lot size:
5 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Century 21 Full Service Realty 845-782-2221
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ADDITIONAL INFORMATION

Welcome to your private, wooded oasis! This charming home perfectly blends convenience with comfort, featuring an ideal layout for multi-generational living or guests with two bedrooms and a full bathroom on the main floor. A cozy wood insert is the heart of the main living space, creating both warmth and a wonderful ambiance on chilly evenings. Beyond the existing bedrooms, there is additional flexible space on the main floor that could serve as a dedicated office, den, or playroom. The current owners are maximizing the space by utilizing it as a third main-floor bedroom. Unbeatable Outdoor Entertainment Step outside to your incredible backyard retreat. This true oasis features a heated pool, a charming fire pit for evening gatherings, and a spacious back patio with awnings that offers plenty of room for outdoor dining and cooking. An added outdoor shower is perfect after a swim. For the culinary enthusiast, the sellers have built three outdoor ovens! Expansive Acreage and Versatility The property spans a generous five acres, offering incredible space and flexibility. Two acres are fully fenced, creating a secure area, while the remaining three acres are perfect for recreational vehicles, ATVs, or other outdoor pursuits. A unique feature is the additional sunroom, currently serving as a dedicated space for a home-based business, offering even more versatility. Spacious Second Floor Sanctuary The second floor is dedicated to relaxation and space, featuring a total of three bedrooms. The primary suite is a spacious haven complete with a private ensuite bath. The primary bedroom boasts a huge closet and there's a huge hall closet that offers exceptional storage for the second floor. The second upstairs bedroom also offers great comfort and has access from the bedroom to the second full bathroom. The third bedroom on the second floor provides extra space for family or guests. This home is a perfect blend of indoor comfort, dedicated main-floor living, outdoor entertaining, and acreage for all your hobbies!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,561
Status:
Active
MLS#:
907272
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1952
A broker reciprocity listing Courtesy: River Realty Services, Inc. 845-564-2800
View additional info

ADDITIONAL INFORMATION

One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk to the village!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,603
Status:
Active
MLS#:
901144
Type:
Single Family
Subdivision:
Cooper's Ridge
Lot size:
20.18 Acres
Year built:
2025
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 will truly be a lovely property with land, privacy and wonderful mountain views! This modern farm house cape features over 2,600 sq ft. and is completely CUSTOM and DELIVERED TURN-KEY ... build this home, or bring your own dream plans/ideas! This ONE LEVEL living floor-plan features a primary bedroom suite with full bath and walk-in closets plus a second first floor bedroom or office; a wonderful kitchen/great-room open floor plan and walk-in pantry; formal dining room; fabulous front and rear covered porches and more! Optional finished bonus room on the second level can add an additional 410 sq ft. .... Buyer-Financed CONSTRUCTION TO PERM FINANCING OR CASH ONLY.... Very commutable plus minutes from the vibrant town of Sugar Loaf and Chester, NY!... TO BE BUILT, may have additions/subtractions to price for customization, the taxes are not known at this time, and the attached photos may be computer-generated images and are depictions of what the property may look like.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,467
Status:
Active
MLS#:
881474
Type:
Single Family
Subdivision:
Black Meadow Farms
Lot size:
5.5 Acres
Year built:
1993
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
View additional info

ADDITIONAL INFORMATION

Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a harmonious main floor, where an open-flow layout seamlessly blends with versatile spaces tailored for a home office, music room, or study. Freshly painted in a neutral palette, the living room, complete with a TV and Bose surround sound system (included), sets the stage for memorable gatherings. The adjacent kitchen flows effortlessly into a convenient laundry and pantry room, strategically positioned off the garage for easy grocery unloading and discreet meal prep, keeping your entertaining space pristine. Ascend to the upper level, where the master suite serves as a tranquil retreat, boasting brand-new flooring, fresh paint, a modern ceiling fan, and a luxurious 2024-renovated bathroom featuring new fixtures, elegant tiles, and a rejuvenating steam shower. Three additional bedrooms share a fully renovated, contemporary bathroom with sleek fixtures and a walk-in shower, ensuring comfort for family or guests. The walk-out basement, currently a stylish home office, offers boundless potential as a guest suite or multi-generational living space, complete with a private bathroom and dining area for extended stays. The festivities continue outdoors on a private deck and patio, where you can luxuriate in the BRAND NEW hot tub, take a refreshing dip in the pool, or gather around the firepit for s’mores under the stars. Host unforgettable gatherings with the poolside TV, outdoor kitchen, and gazebo bar area, perfect for grilling favorites or crafting cocktails. Nestled just minutes from Harriman, Legoland, Woodbury Commons, and major shopping, with easy access to train and bus lines, this home offers both seclusion and convenience. A scenic drive to the charming Village of Warwick and approximately 50 miles to the George Washington Bridge make this an ideal retreat for those seeking a blend of rural serenity and urban accessibility. This is more than a home—it’s a lifestyle.

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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.



Chester 10918 Real Estate

Chester is located in New York. Chester, New York 10918has a population of 12,477. Chester 10918 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 10918 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 10918 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

    $515,000
    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 10918

Zip Code City
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