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.



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Monthly Payment (Est.)
$5,292yesterday Listing first seen on site yesterday Listing updated with changes from the MLS®
Based on information submitted to the MLS GRID as of 2026-04-09 11:34 PM EDT.
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$1,159,900
1 Day On Site
16 Lori Lane
Chester, NY 10918
For Sale|Single Family Residence|Coming Soon
4
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
4,624
SqFt
$251
/SqFt
2006
Built
County:
Orange
Listing courtesy of eXp Realty randolph.rogers@exprealty.com
Call Now: 845.470.4706
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Listing Snapshot
Price
$1,159,900
Days On Site
1 Day
Bedrooms
4
Inside Area (SqFt)
4,624 sqft
Total Baths
5
Full Baths
3
Partial Baths
2
Lot Size
1.1 Acres
Year Built
2006
MLS® Number
982679
Status
Coming Soon
Property Tax
$26,855
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A
Friends & Family
Recent Activity
General Features
Acres
1.1
Attached Garage
Yes
Energy Features
Solar
Garage
Yes
Garage Spaces
3
Levels
Three Or More
Parking
AttachedDrivewayGarage Door Opener
Parking Spaces
9
Property Sub Type
Single Family Residence
Security
Security System
Sewer
OtherPublic Sewer
Style
Colonial
Water Source
PrivateWell
Interior Features
Appliances
DishwasherDryerENERGY STAR Qualified AppliancesOvenRefrigeratorStainless Steel Appliance(s)Washer
Basement
FinishedFullWalk-Out Access
Cooling
Central Air
Fireplace
Yes
Fireplaces
2
Flooring
CarpetHardwood
Heating
BaseboardOil
Interior
Cathedral Ceiling(s)Eat-in KitchenEntrance FoyerGranite CountersHigh CeilingsKitchen IslandWalk-In Closet(s)
Laundry Features
Inside
Window Features
Blinds
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Exterior Features
Construction Details
FrameStoneStucco
Exterior
Gas Grill
Fencing
Fenced
Lot Features
Cul-De-SacLevelNear Public TransitSprinklers In FrontSprinklers In RearViews
Other Structures
GazeboShed(s)
Pool Features
In GroundPrivate
Private Pool
Yes
View
Mountain(s)
Waterview
Mountain(s)
Windows/Doors
Blinds
Community Features
Association Amenities
Park
School District
Monroe-Woodbury
Schools
School District
Monroe-Woodbury
Elementary School
North Main Street
Middle School
Monroe-Woodbury High School
High School
Monroe-Woodbury High School
Listing courtesy of eXp Realty randolph.rogers@exprealty.com
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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