Recently Listed Open House 2/21 2pm - 4pm
34 Booth Road
Chester, NY, 10918 $ 720,000
Bedrooms4 Baths2.1 Sq 2,506 Monthly Estimate*
$ 4,433
for $720,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,506 square foot home was built in 1998 on a lot size of 1.4.
Updated 4BR Colonial in Chester – Monroe-Woodbury Schools! Welcome home to this beautifully maintained 4-bedroom, 3-bath Colonial offering timeless style, functional space, and significant updates in the highly sought-after Monroe-Woodbury Central School District! A grand two-story entry foyer with a dramatic cathedral ceiling makes an impressive first impression, filling the home with natural light. Hardwood floors and crown molding add warmth and architectural detail throughout the main level. The updated kitchen showcases granite countertops and stainless-steel appliances and flows seamlessly into the inviting family room, featuring a wood-burning fireplace and custom built-in cabinetry—creating the perfect setting for both everyday living and entertaining. A formal dining room provides an elegant space for gatherings, while a main-level den/home office offers flexibility for remote work, playroom, or additional living space. Upstairs, the primary suite offers high ceilings, a walk-in closet, and an updated private bath complete with a jetted tub. Three additional bedrooms and full bath complete the upper level. The finished basement adds 775 square feet of additional living space, with multiple egress windows including a versatile bonus room —ideal for a gym, media room, guest space, or second office. Major improvements have already been completed, including dual-zone central A/C (2018), roof (2021), well pump and holding tank (2019), heat pump (2020), and a Trex deck and front porch (2022), providing peace of mind for years to come. Enjoy year-round comfort, low-maintenance outdoor living, and welcoming curb appeal. Ideally located with convenient access to major highways, shopping, dining, parks, and recreational trails—just 60 miles to NYC—this home offers the perfect balance of suburban comfort and commuter convenience. Move-in ready and thoughtfully updated—this one truly stands out! Schedule your private showing today!
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Open House
2/21/2026 2:00 PM - 4:00 PM
34 Booth Road 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
FeaturesInteriorInterior Amenities Built-in Features Cathedral Ceiling(s) Chandelier Crown Molding Double Vanity Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters High Ceilings High Speed Internet Kitchen Island Open Floorp
Basement Finished Full
Flooring Carpet Ceramic Tile Hardwood
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Finished Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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GeneralSewer Septic Tank
Heating Baseboard Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Public Water Connected
Appliances Dishwasher Dryer Oven Refrigerator Stainless Steel Appliance(s) Washer Water Purifier Owned
Garage Spaces 2
Architectural Style Colonial
Construction Materials Frame Vinyl Siding
Year Built 1998
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332289-005-000-0001-007.200-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 8
Full Baths 2
High School Monroe-Woodbury High School
City Chester Town
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Spa Features Bath
Elementary School North Main Street
Property Attached Y/N N
Tax Annual Amount 16801.56
Middle/Junior High School Monroe-Woodbury Middle School
Virtual Tour https://tours.hometourvision.com/x2781609 https://tours.hometourvision.com/34-Booth-Road-Chester
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 247400
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ExteriorParking Features Attached Driveway Garage Attached Driveway Garage
Water Source Well
Waterfront Y/N N
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* Excluded FeaturesList ByKristie A. JacquesListing Agent
Century 21 Full Service RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $4,433
- Monthly Property Taxes
- $1,400
- 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.
Learn more about how to save NearbySingle family listings in Chester, NY
Average List Price $765,229
Percent of Sale Price 6%
About Chester, NY 3,423 Population
-5% Since 2002
$ 54,539 Median Income
50.03 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892010 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 2/14/2026 | $720,000 | | Listed Price |