For Sale5d on market
16 Lori Lane
Chester, NY, 10918 • 10918 • Orange County
$1,159,900
$251/sqft
Down payment assistance available
4Beds
5Baths
4,624Sqft
1.1 acLot
2006Built
Property DNA
Mountain(s) Views
Mountain(s)
Colonial Style
Built 2006 · 20 years of history
Enhanced Security
Security System · Video Cameras
2 Fireplaces
Cozy heat source
Gazebo
Gazebo
Private Pool
In Ground
3-Car Garage
Attached · Driveway · Garage Door Opener
Premium Finishes
Granite Counters
This home is getting attention
Listed 5 days ago · 316 views · 16 saves
Market activity
Demand and pricing signals for this listing
316 views
People checking out this listing
16 saves
Buyers have saved this home
5 days on market
Just listed — act fast
$251/sqft
Price per square foot
About this home
Single Family · Built 2006
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.
Estimated monthly payment
Based on current rates
$7,641/month
Principal & Interest$6,095
Property Tax$1,160
Insurance$387
Down payment20% ($231,980)
3%50%
Est. 6.87% rate · 30yr fixed · $927,920 loan
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At a glance
Key facts and listing details
TypeSingle Family Residence, Residential
Year Built2006
HeatingBaseboard, Oil
CoolingCentral Air
Parking3 Garage spaces
Lot1.10 Acres
Days on Zillow5 Days
Price/sqft$251
Property
Home typeSingle Family
Sub-typeSingle Family Residence, Residential
StyleColonial
ConditionActual
Year built2006
Systems
HeatingBaseboard, Oil
CoolingCentral Air
ConstructionStone, Stucco
Water / SewerOther, Public Sewer
Parking & Outdoor
ParkingAttached, Driveway, Garage Door Opener
Garage3 spaces
BasementBilco Door(s),Finished,Full,Walk-Out Access
Fireplaces2
FencingFenced
Lot1.10 Acres
Location & Tax
Neighborhood10918
Annual tax$26,855
Parcel33228951102
Bathrooms & Fees
Full baths3
Features & details
17 categories of property features
Interior Features
Interior
Cathedral Ceiling(s)
Eat-in Kitchen
Entrance Foyer
Formal Dining
Granite Counters
Kitchen Island
Primary Bathroom
Open Kitchen
Walk Through Kitchen
Appliances
Dishwasher
Dryer
ENERGY STAR Qualified Appliances
Oven
Refrigerator
Stainless Steel Appliance(s)
Washer
Oil Water Heater
Flooring
Carpet
Hardwood
Heating
Baseboard
Oil
Cooling
Central Air
Laundry
Inside
Windows
Blinds
Exterior Features
Exterior
Gas Grill
Mailbox
Speakers
Parking
Attached
Driveway
Garage Door Opener
Construction
Stone
Stucco
Lot Features
Cul-De-Sac
Level
Near Public Transit
Near School
Near Shops
Sprinklers In Front
Sprinklers In Rear
Views
Security
Security System
Video Cameras
Views
Mountain(s)
Pool Features
In Ground
Utilities
Trash Collection Public
Other Equipment
Generator
Pool Equip/Cover
Other Structures
Gazebo
Listing insights
Market data and value estimates
StatusFor Sale
Days on market5
Tax rate1.94%
Price/sqft$251
On marketApr 14, 2026
PostedApr 9, 2026
Last sold$735,000
MLS updatedApr 13, 2026
Tour days9
Views316
Favorites16
How are the schools in Chester?
3 schools rated nearby
Location
Chester, NY, 10918
Price history
16 events
DateEventPrice$/sqftSource
Apr 14, 2026Listed For Sale$1,159,900$251OneKey® MLS as distributed by MLS GRID
Nov 21, 2025Listing Removed$1,160,000$251OneKey® MLS as distributed by MLS GRID
Sep 18, 2025Price Change$1,160,000$251OneKey® MLS as distributed by MLS GRID
May 1, 2025Listed For Sale$1,199,900$259OneKey® MLS as distributed by MLS GRID
Apr 4, 2025Listing Removed$1,200,000$260OneKey® MLS as distributed by MLS GRID
Feb 11, 2025Price Change$1,200,000$260OneKey® MLS as distributed by MLS GRID
May 12, 2024Listed For Sale$1,299,900$281OneKey® MLS as distributed by MLS GRID
Jul 1, 2023Listing Removed——OneKey® MLS as distributed by MLS GRID
Apr 11, 2023Price Change$1,225,000$265OneKey® MLS as distributed by MLS GRID
Jan 9, 2023Listed For Sale$1,300,000$281OneKey® MLS as distributed by MLS GRID
Sep 13, 2018Sold$735,000$159OneKey® MLS as distributed by MLS GRID
Aug 7, 2018Pending Sale$759,900$164Weichert Realtors
Jul 11, 2018Listed For Sale$759,900$164Weichert Realtors
Oct 23, 2013Sold$615,000$133OneKey® MLS as distributed by MLS GRID
Aug 2, 2013Listed For Sale$624,900$135Better Homes and Gardens Rand Realty
May 3, 2006Sold$668,525$145Public Record
Listed For Sale$1,159,900
Apr 14, 2026•$251/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$1,160,000
Nov 21, 2025•$251/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$1,160,000
Sep 18, 2025•$251/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$1,199,900
May 1, 2025•$259/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$1,200,000
Apr 4, 2025•$260/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$1,200,000
Feb 11, 2025•$260/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$1,299,900
May 12, 2024•$281/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed—
Jul 1, 2023•OneKey® MLS as distributed by MLS GRID
Price Change$1,225,000
Apr 11, 2023•$265/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$1,300,000
Jan 9, 2023•$281/sqft•OneKey® MLS as distributed by MLS GRID
Sold$735,000
Sep 13, 2018•$159/sqft•OneKey® MLS as distributed by MLS GRID
Pending Sale$759,900
Aug 7, 2018•$164/sqft•Weichert Realtors
Listed For Sale$759,900
Jul 11, 2018•$164/sqft•Weichert Realtors
Sold$615,000
Oct 23, 2013•$133/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$624,900
Aug 2, 2013•$135/sqft•Better Homes and Gardens Rand Realty
Sold$668,525
May 3, 2006•$145/sqft•Public Record
Tax history
21 years of records
YearTax paidAssessed value
Apr 15, 2025—$413,000
Apr 15, 2024—$413,000
Apr 15, 2023—$413,000
Apr 15, 2022—$413,000
Apr 15, 2021—$413,000
Apr 15, 2020—$413,000
Apr 15, 2019—$413,000
Apr 15, 2018—$331,840
Apr 15, 2017$19,915$331,840
Apr 15, 2016—$331,840
Apr 15, 2015—$331,840
Apr 15, 2014—$331,840
Apr 15, 2013—$331,840
Apr 15, 2012—$331,840
Apr 15, 2011—$317,840
Apr 15, 2010—$357,500
Apr 15, 2009—$357,500
Apr 15, 2007—$357,500
Apr 15, 2006—$175,000
Apr 15, 2005—$36,000
Apr 15, 2004—$36,000
Nearby homes
Neighborhood details
Local context around this listing
Chester, NY • Orange County
Nearby cities
ChesterGoshenMiddletownMonroeMontgomeryNew WindsorNewburghPort Jervis
Nearby zip codes
1091810981
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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. [Click here for more information](/mls-disclaimers/#778)
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