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$699,999
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Property Description
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.
Full Property Details
Full Property Details for 5 Bens Way
General
- Price: $699,999
- Taxes: $18,976
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 959390
- Updated: 4/6/2026
- Added to Site: 64 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Walk-In Closet(s), Washer/Dryer Hookup
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room
- Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Oven, Microwave, Refrigerator, Washer, Gas Water Heater
- Laundry Facilities: Yes
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup
Exterior
- Exterior Features: Gas Grill
- Porch/Patio/Deck: Deck, Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 15
- Parking Features: Garage, Garage Door Opener
Location
- County: Orange County
School Information
- High School District: Chester
- Elementary School: North Main Street
- Middle School: Monroe-Woodbury Middle School
- High School: Chester Academy-Middle/High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air
- Heating Zones: 3
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected, Trash Collection Private
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Full Basement
- Windows: Blinds, Drapes, Screens, Skylight(s)
- Sq. Ft. Source: Public Records
- Year Built: 1997
Additional Structures
- Other Structures: None
Lot Features
- Property View: None
- Lot Size (Acres): 1.9
- Lot Size (Sq. Ft.): 82,764
- Fence: Yes
- Lot Features: Back Yard, Front Yard, Near Public Transit, Near Shops, Paved, Secluded, Sloped, Wooded
- Fencing (Description): None
Financial Considerations
- Tax Amount: $18,976.19
Disclosures and Reports
- Special Conditions: None
- Property ID: 332089-044-000-0003-003.000-0000
Listed by Keller Williams Hudson Valley
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Schools
Schools serving 5 Bens Way
School District:Monroe-Woodbury Central School District
| Name | Grades | Distance |
|---|---|---|
North Main Street School 212 North Main Street, Monroe, NY 10950 | 2-5 | 3.1 mi |
Smith Clove Elementary School 21 Smith Clove Rd, Woodbury, NY 10917 | K-1 | 5.5 mi |
Monroe Woodbury Middle School 199 Dunderberg Rd, Woodbury, NY 10917 | 6-8 | 5.4 mi |
Monroe Woodbury High School 155 Dunderberg Rd, Woodbury, NY 10917 | 9-12 | 5.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5 Bens Way
Date
Details
Price
Change
Source
4/06/2026
Price Reduced
$699,999
-6.04%
MLS
2/21/2026
Price Reduced
$744,999
-6.29%
MLS
2/19/2026
Price Reduced
$794,999
-0.63%
MLS
2/09/2026
Listed
$799,999
125.35%
MLS
12/27/2001
Sold
$355,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5 Bens Way
Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$71,200
—
2021
$16,793
9%
$71,200
—
2020
$15,412
10%
$71,200
—
2018
$13,962
6%
$71,200
—
2017
$13,180
—
$71,200
—
2016
$13,129
—
$71,200
—
2015
$13,146
-3%
$71,200
-2%
2015
$13,531
2%
$72,500
—
2013
$13,259
—
$72,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5 Bens Way
5 Bens Way, Chester, NY 10918 (MLS# 959390) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 5 Bens Way is currently listed for $699,999 and was received on February 09, 2026. Want to learn more about 5 Bens Way? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
