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.
For sale
Price cut: $20K (6/19)
$1,139,900
16 Lori Lane, Chester, NY 10918
4beds
4,624sqft
Single Family Residence, Residential
Built in 2006
1.1 Acres Lot
$-- Zestimate®
$247/sqft
$-- HOA
What's special
- 152 days
- 378
- 20
Zillow last checked:
Listing updated:
Listed by:
eXp Realty 888-276-0630,
Randolph Rogers 646-523-4016
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 982679
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Heating
- Baseboard, Oil
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
- Laundry: Inside
Features
- Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Kitchen Island, Primary Bathroom, Open Kitchen, Walk-In Closet(s), Walk Through Kitchen
- Flooring: Carpet, Hardwood
- Doors: ENERGY STAR Qualified Doors
- Windows: Blinds
- Basement: Bilco Door(s),Finished,Full,Walk-Out Access
- Attic: Pull Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 4,624
- Total interior livable area: 4,624 sqft
Video & virtual tour
Property
Parking
- Total spaces: 9
- Parking features: Attached, Driveway, Garage Door Opener
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Three Or More
- Exterior features: Gas Grill, Mailbox, Speakers
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 1.1 Acres
- Features: Cul-De-Sac, Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear, Views
Details
- Additional structures: Gazebo, Shed(s)
- Parcel number: 3322890050000001102.0000000
- Special conditions: None
- Other equipment: Generator, Pool Equip/Cover
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Stone, Stucco
Condition
- Actual
- Year built: 2006
- Major remodel year: 2021
Utilities & green energy
- Sewer: Other, Public Sewer
- Water: Well
- Utilities for property: Trash Collection Public
Green energy
- Energy generation: Solar
Community & HOA
Community
- Security: Security System, Video Cameras
HOA
- Has HOA: No
- Amenities included: Park
Location
- Region: Chester
Financial & listing details
- Price per square foot: $247/sqft
- Tax assessed value: $413,000
- Annual tax amount: $26,855
- Date on market: 4/14/2026
- Cumulative days on market: 147 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Price change | $1,139,900-1.7%$247/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #982679 Report a problem | ||
| 4/14/2026 | Listed for sale | $1,159,9000%$251/sqft |
Source: OneKey® MLS as distributed by MLS GRID #982679 Report a problem | ||
| 11/21/2025 | Listing removed | $1,160,000$251/sqft |
Source: OneKey® MLS as distributed by MLS GRID #856184 Report a problem | ||
| 9/18/2025 | Price change | $1,160,000-3.3%$251/sqft |
Source: OneKey® MLS as distributed by MLS GRID #856184 Report a problem | ||
| 5/1/2025 | Listed for sale | $1,199,9000%$259/sqft |
Source: OneKey® MLS as distributed by MLS GRID #856184 Report a problem | ||
| 4/4/2025 | Listing removed | $1,200,000$260/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6292734 Report a problem | ||
| 2/11/2025 | Price change | $1,200,000-7.7%$260/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6292734 Report a problem | ||
| 5/12/2024 | Listed for sale | $1,299,900+6.1%$281/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6292734 Report a problem | ||
| 7/1/2023 | Listing removed | -- |
Source: OneKey® MLS as distributed by MLS GRID #H6223765 Report a problem | ||
| 4/11/2023 | Price change | $1,225,000-5.8%$265/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6223765 Report a problem | ||
| 1/9/2023 | Listed for sale | $1,300,000+76.9%$281/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6223765 Report a problem | ||
| 9/13/2018 | Sold | $735,000-3.3%$159/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H4831538 Report a problem | ||
| 8/7/2018 | Pending sale | $759,900$164/sqft |
Source: Weichert Realtors #4831538 Report a problem | ||
| 7/11/2018 | Listed for sale | $759,900+23.6%$164/sqft |
Source: Weichert Realtors #4831538 Report a problem | ||
| 10/23/2013 | Sold | $615,000-1.6%$133/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H549253 Report a problem | ||
| 8/2/2013 | Listed for sale | $624,900-6.5%$135/sqft |
Source: Better Homes and Gardens Rand Realty #549253 Report a problem | ||
| 5/3/2006 | Sold | $668,525$145/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $413,000 |
| 2024 | -- | $413,000 |
| 2023 | -- | $413,000 |
| 2022 | -- | $413,000 |
| 2021 | -- | $413,000 |
| 2020 | -- | $413,000 |
| 2019 | -- | $413,000 +24.5% |
| 2018 | -- | $331,840 |
| 2017 | $19,915 | $331,840 |
| 2016 | -- | $331,840 |
| 2015 | -- | $331,840 |
| 2014 | -- | $331,840 |
| 2013 | -- | $331,840 |
| 2012 | -- | $331,840 +4.4% |
| 2011 | -- | $317,840 -11.1% |
| 2010 | -- | $357,500 |
| 2009 | -- | $357,500 |
| 2007 | -- | $357,500 +104.3% |
| 2006 | -- | $175,000 +386.1% |
| 2005 | -- | $36,000 |
| 2004 | -- | $36,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 10918
Nearby schools
Schools provided by the listing agent
- Elementary: North Main Street
- Middle: Monroe-Woodbury High 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.
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