Sold
Last Sold Price
6 beds6,622 sqft
282 Laroe Rd, Chester, NY 10918
Single FamilyProperty Type
10.19 acresLot Size
1900Year Built
$162/sq ftPrice per sq ft

Description

“WOODSIDE” - a legacy property for the ages. This expansive colonial farmhouse sits on 10 acres of sweeping emerald lawns backed up to forested lands. This cherished offering is a recently created parcel carved from one of the largest land preservation projects executed in the region, the intended preservation of iconic Sugar Loaf Mountain and some of its surrounding acreage. The home features many 19thc. & 20thc. period details including hardwood floors in the gorgeous front parlor rooms. Across...“WOODSIDE” - a legacy property for the ages. This expansive colonial farmhouse sits on 10 acres of sweeping emerald lawns backed up to forested lands. This cherished offering is a recently created parcel carved from one of the largest land preservation projects executed in the region, the intended preservation of iconic Sugar Loaf Mountain and some of its surrounding acreage. The home features many 19thc. & 20thc. period details including hardwood floors in the gorgeous front parlor rooms. Across its approx. 6,600 sq. ft. are 6 bedrooms and 3.2 bathrooms, including the spacious, contemporary c.1960’s addition that creates a desirable, open twist on this antique beauty. Here, vaulted, beamed wood ceilings, walls of windows, and fireplaces punctuate two large living / recreation rooms on the 1st and 2nd level. The in-ground swimming pool, just off the back is complemented by a pool shed, and in the house - a locker/dressing room area. Across the large, paved driveway is “Woodside 1871”, the prominent red barn of approximately 8,000 sf with 5 bay garage; imagine the possibilities! Up a gentle rolling drive on the lawn is structure #3, the “lodge”, a fine post and steel shed building with an insulated room previously used as a hunting lodge. This building sits high where one can capture medium-distance scenic views over central Orange County as well as Woodside’s breathtaking expanse. Prior to its current acquisition Woodside was lovingly cared for by one owner for many decades. Woodside is perhaps one of the most inspiring real estate offerings to come available in recent times and is well-suited for connecting with nature, entertaining, pursuing hobbies and many imaginative uses with its abundant indoor / outdoor space and amenities. The property is highly centralized to the hamlets/villages of Sugar Loaf, Chester, Monroe and Warwick and major Orange County attractions/destinations such as orchards/vineyards, Sugar Loaf PAC, LegoLand, Woodbury Common, West Point, Goshen Historic Track and more! All just about 75 minutes to NYC in NY’s coveted Lower Hudson Valley. Additional Information: Amenities:Storage,ParkingFeatures:4+ Car Detached,
  • Listed by: Jacob P. Matthews 845.353.4250 jacob.matthews@sothebysrealty.com • Ellis Sotheby's Intl Realty
  • Listed by: Jody Atkinson 845.353.4250 jody.atkinson@sothebysrealty.com • Ellis Sotheby's Intl Realty
Listing closed: 11/20/2024 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H6283720

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Recent comparable sales

Median sold price

$850,000

Avg days on market

137

Sale-to-list ratio

93.1%

Chester, NY

9 comparable properties found

a front view of a house with a yard
1

$1,247,500

Sold 02/14/25

6
Bedrooms
5,127
Square Feet
7.9
Acres
a view of a house with a yard and sitting area
2

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Sold 06/06/25

5
Bedrooms
3,418
Square Feet
2.8
Acres
$870,000 | 86 Long Vista Lane, Chester, NY 10918
3

$870,000

Sold 08/28/26

5
Bedrooms
3,764
Square Feet
5.2
Acres
an aerial view of a house with a yard
1/49
4

$1,235,000

Sold 04/03/25

6
Bedrooms
4,556
Square Feet
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Acres
a view of a white house with a large windows and a yard with plants and large trees
1/50
5

$810,000

Sold 11/03/25

6
Bedrooms
4,387
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a house view with a garden space
6

$575,000

Sold 12/11/24

5
Bedrooms
2,554
Square Feet
1.7
Acres
a front view of house with yard and green space
7

$850,000

Sold 10/22/25

5
Bedrooms
3,485
Square Feet
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Acres
a view of a outdoor space
8

$607,700

Sold 04/29/25

5
Bedrooms
3,385
Square Feet
1.6
Acres
9

$980,000

Sold 11/18/24

6
Bedrooms
4,766
Square Feet
2.42
Acres

Location

Listing Courtesy of Ellis Sotheby's Intl Realty

Sold By New Concept Sheiks Realty Inc.

Add your commute

Payment Calculator

$8,127 per month

30 year fixed, 7.03% Interest

Principal and Interest

$5,739

Property Taxes

$2,388

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 282 Laroe Road

Property Details
  • Taxes: $28,661 / year
  • MLS Type: Single Family
  • City/Township: Chester Town
  • View: Mountain(s)
  • Architectural Style: Contemporary, Farm House
  • Waterfront: No
Building Information
  • Year Built: 1900
  • Lot Size: 10.19 AC / 444,094 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Property Condition: Estimated
  • State Or Province: NY
School Information
  • School District: Monroe-Woodbury
  • Middle Or Junior School: Monroe-Woodbury Middle School
  • High School District: Monroe-Woodbury
  • High School: Monroe-Woodbury High School
Rental
Rental
  • Lease Considered: No
  • Seasonal Rental: No
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Living Room
Room 2 Information
  • Room Level: First
  • Room Type: Dining Room
Room 3 Information
  • Room Level: First
  • Room Type: Kitchen
Room 4 Information
  • Room Level: First
Room 5 Information
  • Room Level: First
  • Room Type: Laundry
Room 6 Information
  • Room Level: First
  • Room Type: Family Room
Room 7 Information
  • Room Level: Second
  • Room Type: Bedroom 1
Room 8 Information
  • Room Level: Second
  • Room Type: Bedroom 2
Room 9 Information
  • Room Level: Second
  • Room Type: Bedroom 3
Room 10 Information
  • Room Level: Second
  • Room Type: Bedroom 4
Room 11 Information
  • Room Level: Second
  • Room Type: Bathroom 1
Room 12 Information
  • Room Level: Third
  • Room Type: Bedroom 5
Room 13 Information
  • Room Level: Third
  • Room Type: Bedroom 5
Room 14 Information
  • Room Level: Third
  • Room Type: Bathroom 2
Room 15 Information
  • Room Level: Second
  • Room Type: Bathroom 3
Room 16 Information
  • Room Level: Second
  • Room Type: Family Room
Room 17 Information
  • Room Level: First
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 332289-007-000-0001-035.210-0000
  • Included In Taxes: Trash
  • Additional Fees: No
  • Tax Source: Other
  • Tax Year: 2024
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Barn(s), Basketball Court, Contemporary, Drilled Well, Farm House, Formal Dining, Hardwood Floors As Seen, In Ground, Mountain(s), Outbuilding, Patio, Wet Bar, Workshop
  • Interior Features: Formal Dining, Wet Bar
  • Appliances: Gas Water Heater, Dishwasher, Refrigerator, Oven
  • Total Rooms: 18
  • Basement: Full, Unfinished
  • Attic Description: Partial,Partially Finished
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Basketball Court, Hardwood Floors As Seen, Formal Dining Room, Wetbar, Scenic View, Barn(s), Out Building, Workshop, Patio, In Ground Pool, Mountain Views
  • Flooring: Hardwood
  • Living Area: 6622
  • Basement: Yes
Exterior Features
  • Exterior Features: Basketball Court
  • Exterior Property Features: Basketball Court, In Ground, Patio, Detached, Carport, Garage, Off Street, Private, Views
  • Elevation Certificate: No
  • Patio And Porch Features: Patio
  • Construction Materials: Frame
  • Other Structures: Barn(s), Outbuilding, Workshop
  • Pool Features: In Ground
  • Pool Details: In Ground
Lot Information
  • Lot Features: Views
  • Site Features: Views
Parking
  • Parking Features: Detached, Carport, Garage, Off Street, Private
  • Carport: Yes
Utilities
  • Cooling: Central Air, Wall/Window Unit(s)
  • Heating: Natural Gas, Forced Air, Steam
  • Heat Fuel Type: Natural Gas, Forced Air, Steam
  • Number Of Heating Zones: 3
  • Sewer: Septic Tank
  • Water Source: Drilled Well
  • Utilities: Trash Collection Public
Green Features
  • Green Features: Gas Water Heater, Dishwasher, Refrigerator, Oven, Natural Gas, Forced Air, Steam, Basketball Court, In Ground
Virtual Tour
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 282 Laroe Road

DateEvent & SourcePriceAppreciation
Nov 20, 2024

Sold (Public Record)

Public Record #1547922337

$1,075,000

-40.5% / yr

Nov 20, 2024

Sold

ONEKEY #H6283720

$1,075,000—
May 14, 2024

Pending

ONEKEY #H6283720

—
DateEvent & SourcePrice
11/20/2024

Sold (Public Record)

Public Record #1547922337

$1,075,000

-40.5% / yr

11/20/2024

Sold

ONEKEY #H6283720

$1,075,000
05/14/2024

Pending

ONEKEY #H6283720

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 282 Laroe Road

Taxable ValueLand$79,040Additions$355,680Total$434,720
Home Facts
Beds6Baths3.5Total Finished SqFt6,622 SqFtAbove Grade Finished SqFt6,622 SqFtStories2Lot Size444,312 SqFtStyleMiscellaneous ResidentialYear Built1888ZoningAR3CountyORANGEAPN332289 7-1-35.21Fireplace TypeHas Fireplace

Schools near 282 Laroe Road

This home is within Monroe-Woodbury Central School District.
Rating
School
Type
Grades
Distance
Public - 2 to 5
Public - 6 to 8
Public - 9 to 12
Public - 2 to 5
Rating
School
Distance
North Main Street School
Public2 to 5

Monroe Woodbury Middle School
Public6 to 8

Monroe Woodbury High School
Public9 to 12

Pine Tree Elementary School
Public2 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 282 Laroe Road, Chester, NY 10918
$1,075,000
6
6,622
444,094
$350,000
4
–
9,999
$429,900
4
2,448
76,230
$419,900
4
–
9,999
–
4
3
2,598
69,696
–
4
2
2,344
148,104

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Ellis Sotheby's Intl Realty

Based on information submitted to the MLS GRID as of 11/16/2024 11:17 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.