16 Lori Ln Chester, NY 10918
Estimated payment $8,527/month
Total Views
30,269
4
Beds
5
Baths
4,624
Sq Ft
$251
Price per Sq Ft
Highlights
- In Ground Pool
- 1.1 Acre Lot
- Mountain View
- Monroe-Woodbury High School Rated A-
- Colonial Architecture
- Property is near public transit, schools, and shops
About This Home
Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the bluestone entry and custom foyer to the arched windows, detailed millwork, and stone fireplace, every major room has been designed to make a statement. The chef's granite kitchen, expansive family room, and finished lower level with theater, gym, and additional recreation space create flexibility for entertaining, working from home, and everyday luxury. Outside, the backyard becomes the headline feature: saltwater in-ground pool, firepit, koi pond, extensive pavers, and a 3-season outdoor kitchen that gives this home true vacation-at-home appeal. For buyers looking for a luxury home in Chester NY, a Hudson Valley estate near NYC, or a Monroe-Woodbury area home with pool, privacy, and commuter convenience, This is the kind of property that sells both a residence and a lifestyle.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $26,855
Year Built
- Built in 2006 | Remodeled in 2021
Lot Details
- 1.1 Acre Lot
- Cul-De-Sac
- Fenced
- Level Lot
- Front and Back Yard Sprinklers
Parking
- 3 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Colonial Architecture
- Frame Construction
- Stone Siding
- Stucco
Interior Spaces
- 4,624 Sq Ft Home
- 3-Story Property
- Cathedral Ceiling
- 2 Fireplaces
- Blinds
- ENERGY STAR Qualified Doors
- Entrance Foyer
- Formal Dining Room
- Mountain Views
- Home Security System
Kitchen
- Eat-In Galley Kitchen
- Oven
- Dishwasher
- Stainless Steel Appliances
- ENERGY STAR Qualified Appliances
- Kitchen Island
- Granite Countertops
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Primary Bedroom
- Walk-In Closet
Laundry
- Laundry in unit
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Outdoor Features
- In Ground Pool
- Outdoor Speakers
- Gazebo
- Shed
- Outdoor Gas Grill
- Private Mailbox
Location
- Property is near public transit, schools, and shops
Schools
- North Main Street Elementary School
- Monroe-Woodbury High Middle School
- Monroe-Woodbury High School
Utilities
- Central Air
- Baseboard Heating
- Heating System Uses Oil
- Well
- Oil Water Heater
Community Details
- Park
Listing and Financial Details
- Assessor Parcel Number 332289-005-000-0001-102.000-0000
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Floorplans
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $26,979 | $413,000 | $51,000 | $362,000 |
| 2024 | $27,044 | $413,000 | $51,000 | $362,000 |
| 2023 | $27,044 | $413,000 | $51,000 | $362,000 |
| 2022 | $26,787 | $413,000 | $51,000 | $362,000 |
| 2021 | $27,239 | $413,000 | $51,000 | $362,000 |
| 2020 | $26,851 | $413,000 | $51,000 | $362,000 |
| 2019 | $21,128 | $413,000 | $51,000 | $362,000 |
| 2018 | $21,128 | $331,840 | $51,000 | $280,840 |
| 2017 | $20,220 | $331,840 | $51,000 | $280,840 |
| 2016 | $19,014 | $331,840 | $51,000 | $280,840 |
| 2015 | -- | $331,840 | $51,000 | $280,840 |
| 2014 | -- | $331,840 | $51,000 | $280,840 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/14/2026 04/14/26 | For Sale | $1,159,900 | +57.8% | $251 / Sq Ft | |
| 09/13/2018 09/13/18 | Sold | $735,000 | -3.3% | $159 / Sq Ft | View Prior Sale |
| 07/11/2018 07/11/18 | Pending | -- | -- | -- | |
| 07/11/2018 07/11/18 | For Sale | $759,900 | +23.6% | $164 / Sq Ft | |
| 10/23/2013 10/23/13 | Sold | $615,000 | -1.6% | $153 / Sq Ft | View Prior Sale |
| 08/27/2013 08/27/13 | Pending | -- | -- | -- | |
| 08/01/2013 08/01/13 | For Sale | $624,900 | -- | $155 / Sq Ft |
Source: OneKey® MLS
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $735,000 | -- | |
| Deed | $615,000 | Robert Mcmanus | |
| Deed | $668,525 | Lisa Felicissimo | |
| Deed | -- | Steven L. Tarshis |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $705,425 | VA | |
| Previous Owner | $492,000 | No Value Available |
Source: Public Records
About the Listing Agent
A few years ago, I was working in the transportation industry for the city. I had a steady job, a routine, and a plan for my future. But then, everything changed.
I got injured on the job and couldn’t work anymore. The worst part? The city stopped paying me. Suddenly, I had no income and no idea what to do next. I needed to find a new path—and fast.
I turned to real estate, but I quickly realized that just being good at it wasn’t enough. If I wanted real success, I had to go all in. I
Randolph's Other Listings
Source: OneKey® MLS
MLS Number: 982679
APN: 332289-005-000-0001-102.000-0000
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
Based on information submitted to the MLS GRID. 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. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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