5 Bens Way Chester, NY $ 794,999
5 Bens Way
$ 794,999
Recently Listed
Open House 2/21 10am - 12pm
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5 Bens Way

Chester, NY, 10918
$ 794,999
Bedrooms4 Baths2.1 Sq 2,544

Monthly Estimate*

$ 4,895

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Single Family Home for sale in Chester, NY

for $794,999 with 4 bedrooms and 2 full baths, 1 half bath. This 2,544 square foot home was built in 1997 on a lot size of 1.9.

Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational attractions. Set on a generously sized parcel, this home immediately stands out for its curb appeal and setting. The peaceful residential street enhances the sense of tranquility while still being just minutes from the heart of Chester Village, Sugar Loaf, and surrounding communities. The location provides convenient access to local shopping, dining, parks, and everyday services, while also offering proximity to major roadways that connect seamlessly to Orange County and beyond. Inside, the home offers a thoughtfully designed layout that balances functionality and comfort. Natural light fills the living spaces, creating a warm and inviting atmosphere throughout. The main living areas are well-proportioned, allowing for flexible use whether entertaining guests, working from home, or enjoying everyday living. The flow between rooms enhances both usability and visual appeal, offering a layout that adapts easily to a variety of lifestyles and needs. The kitchen serves as a central gathering space and is designed to support both daily routines and special occasions. Has ample cabinetry, generous counter space, and a layout that promotes efficiency, the kitchen is well-suited for cooking, hosting, and casual dining alike. Adjacent dining and living areas allow for seamless transitions, making the home ideal for gatherings of any size. Bedrooms are comfortably sized and offer a peaceful retreat at the end of the day. Each room provides flexibility for different uses, such as guest accommodations, home office space, or creative studios. Bathrooms are conveniently located and designed to support comfort and functionality. Additional interior features contribute to the home’s overall appeal, including ample storage options, practical utility spaces, and thoughtful design elements that enhance daily living. The home’s layout allows for both shared spaces and private areas, providing balance and versatility. Step outside to enjoy the outdoor features that truly elevate this property. The yard offers abundant space for outdoor activities, gardening, or simply enjoying the natural surroundings. Whether relaxing outdoors, hosting gatherings, or creating personalized outdoor living areas, the property provides a strong foundation for a variety of uses. The lot’s size and configuration offer privacy while maintaining ease of maintenance. One of the standout aspects of Bens Way is its location within the Hudson Valley, a region known for its scenic beauty, seasonal activities, and vibrant local culture. Nearby parks, trails, and recreational areas offer year-round opportunities for outdoor enjoyment. The area also provides access to wineries, farm markets, cultural destinations, and community events that contribute to a rich and dynamic lifestyle. Commuters will appreciate the property’s accessibility to major routes, making travel to surrounding towns, employment centers, and transit options both efficient and convenient. This balance of peaceful residential living with practical connectivity makes the location particularly attractive. Whether you are looking for a primary residence or a long-term investment opportunity, this home presents a compelling option. Its combination of location, layout, outdoor space, and overall livability creates a strong value proposition in today’s market. This property offers the opportunity to own a home that supports comfort, flexibility, and connection to everything the Chester area has to offer. Schedule your private showing today and explore the potential that 5 Bens Way holds for its next owner.

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Open House

2/21/2026 10:00 AM - 12:00 PM
5 Bens Way Chester, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 794,999

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 18,976

Style

Colonial

Lot Size

1.9

Year Built

1997

Town/City

Chester

County/Region

Orange

MLS | Web ID

959390

Features
Interior
Interior Amenities Walk-In Closet(s) Washer/Dryer Hookup
Basement Full
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Full
Basement (Y/N) Y
Window Features Blinds Drapes Screens Skylight(s)
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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General
Sewer Septic Tank
Heating Forced Air
Cooling Central Air
Utilities Electricity Connected Trash Collection Private
Appliances Dishwasher Dryer Exhaust Fan Gas Oven Microwave Refrigerator Washer Gas Water Heater
Garage Spaces 2
Patio/Porch Features Deck Porch
Architectural Style Colonial
Construction Materials Frame
Year Built 1997
View None
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332089-044-000-0003-003.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures None
Total Rooms 8
Full Baths 2
High School Chester Academy-Middle/High School
City Chester Town
Senior Community Y/N N
High School District Chester
Carport Y/N N
Elementary School North Main Street
Property Attached Y/N N
Tax Annual Amount 18976.19
Showing Instructions SentriLock - 24 HOUR NOTICE Needed Make sure to take off shoes when entering the home from the side door.
Middle/Junior High School Monroe-Woodbury Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 71200
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Exterior
Exterior Amenities Gas Grill
Fencing None
Parking Features Garage Garage Door Opener Garage Garage Door Opener
Water Source Well
Total Parking 15
Parking Spaces 15
Foundation Details Concrete Perimeter
Waterfront Y/N N
Other Equipment Generator
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Internal Only
Street Number 1 5
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* Excluded Features
List By
Anthony Rivas

Listing Agent

Keller Williams Hudson Valley

Broker

845-610-6065

Contact

Affordability Calculator

$6,476
Per Month
76%
24%
0%
Monthly Principal & Interest
$4,895
Monthly Property Taxes
$1,581
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5396459 Elementary School
5396460 Middle School
Chester Academy-Middle/High School High School
Pricing History
DatePricePrice ChangeDescription
2/19/2026$794,999 -0.63% Price Down
2/7/2026$799,999 Listed Price

Map


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5 Bens Way, Chester, NY, 10918 is a Single Family Home for sale at $794,999 with 2,544 sqft and a lot size of 1.9. 5 Bens Way has 4 bedrooms, 2.1 baths, and was built in 1997. The property's zip code is 10918 which is in Chester, NY