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 great 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!
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Pending
$699,000
34 Booth Road, Chester, NY 10918
4beds
2,506sqft
Single Family Residence, Residential
Built in 1998
1.4 Acres Lot
$-- Zestimate®
$279/sqft
$-- HOA
What's special
- 59 days |
- 732 |
- 46 |
Zillow last checked:
Listing updated:
Listing by:
Century 21 Full Service Realty 845-782-2221,
Kristie A. Jacques 845-699-9463
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 961100
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Baseboard, Oil
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Water Purifier Owned
Features
- Built-in Features, Cathedral Ceiling(s), Chandelier, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Speed Internet, Kitchen Island, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Storage
- Flooring: Carpet, Ceramic Tile, Hardwood
- Basement: Finished,Full
- Attic: Pull Stairs
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,506
- Total interior livable area: 2,506 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached, Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Lot
- Size: 1.4 Acres
Details
- Parcel number: 3322890050000001007.2000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Vinyl Siding
Condition
- Year built: 1998
Utilities & green energy
- Sewer: Septic Tank
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $279/sqft
- Tax assessed value: $247,400
- Annual tax amount: $16,801
- Date on market: 2/20/2026
- Cumulative days on market: 50 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/3/2026 | Pending sale | $699,000$279/sqft |
Source: | ||
| 4/1/2026 | Listing removed | $699,000$279/sqft |
Source: | ||
| 3/6/2026 | Price change | $699,000-2.9%$279/sqft |
Source: | ||
| 2/20/2026 | Listed for sale | $720,000+84.6%$287/sqft |
Source: | ||
| 5/21/2019 | Listing removed | $3,000$1/sqft |
Source: Weichert Realtors Report a problem | ||
| 5/13/2019 | Listed for rent | $3,000$1/sqft |
Source: Weichert Realtors Report a problem | ||
| 5/3/2018 | Sold | $390,000-2.5%$156/sqft |
Source: | ||
| 1/2/2018 | Pending sale | $399,799$160/sqft |
Source: Rand Realty Company #4730414 Report a problem | ||
| 11/20/2017 | Price change | $399,7990%$160/sqft |
Source: Rand Realty Company #4730414 Report a problem | ||
| 10/22/2017 | Price change | $399,8000%$160/sqft |
Source: Rand Realty Company #4730414 Report a problem | ||
| 9/12/2017 | Listed for sale | $399,900+0.2%$160/sqft |
Source: BHG Rand Realty #4730414 Report a problem | ||
| 2/2/2016 | Listing removed | $399,000$159/sqft |
Source: Keller Williams - Hudson Valley United #4539907 Report a problem | ||
| 2/25/2015 | Price change | $399,000-6.1%$159/sqft |
Source: Real Estate Solutions, R.J. Smith Realty and D.L. Hawkins & Associates #4401546 Report a problem | ||
| 3/21/2014 | Listed for sale | $425,000+70%$170/sqft |
Source: Real Estate Solutions, R.J. Smith Realty and D.L. Hawkins & Associates #4401546 Report a problem | ||
| 5/20/1998 | Sold | $250,000$100/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $247,400 |
| 2024 | -- | $247,400 |
| 2023 | -- | $247,400 |
| 2022 | -- | $247,400 |
| 2021 | -- | $247,400 |
| 2020 | -- | $247,400 |
| 2019 | -- | $247,400 |
| 2018 | -- | $247,400 |
| 2017 | $12,583 | $247,400 |
| 2016 | -- | $247,400 |
| 2015 | -- | $247,400 |
| 2014 | -- | $247,400 |
| 2013 | -- | $247,400 |
| 2012 | -- | $247,400 |
| 2011 | -- | $247,400 |
| 2010 | -- | $247,400 |
| 2009 | -- | $247,400 |
| 2007 | -- | $247,400 |
| 2006 | -- | $247,400 |
| 2005 | -- | $247,400 |
| 2004 | -- | $247,400 |
| 2002 | -- | $247,400 |
| 2001 | -- | $247,400 |
| 2000 | -- | $247,400 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 10918
Nearby schools
GreatSchools rating
- 5/10North Main Street SchoolGrades: 2-5Distance: 2.5 mi
- 4/10Monroe Woodbury Middle SchoolGrades: 6-8Distance: 5.1 mi
- 7/10Monroe Woodbury High SchoolGrades: 9-12Distance: 5.2 mi
Schools provided by the listing agent
- Elementary: North Main Street
- Middle: Monroe-Woodbury Middle School
- High: Monroe-Woodbury High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Orange County
- Chester
- 10918
- 34 Booth Road





