106 Upper Highland Circle

Closed 11/16/21
Closed 11/16/21
Gallery Image 1
Sold
Last Sold Price
$418,000
3 beds1,224 sqft
106 Upper Highland Cir, Roxbury, NY 12421
Single FamilyProperty Type
2.2 acresLot Size
1970Year Built
$342/sq ftPrice per sq ft

Description

The desirable Roxbury Run will offer you this lovely cedar sided Chalet with three bedrooms, two baths, large great room with a stone fireplace (new insert) and a nice dining area. Contemporary kitchen that leads into one of the two garages will prove to be a convenient feature. Sun drench SOLARIUM will not disappoint as you walk into the home and take in the views of the outdoors. Sliders will lead you to the generous wrap-around deck with ample room for the BBQ and plenty of entertaining. Take...The desirable Roxbury Run will offer you this lovely cedar sided Chalet with three bedrooms, two baths, large great room with a stone fireplace (new insert) and a nice dining area. Contemporary kitchen that leads into one of the two garages will prove to be a convenient feature. Sun drench SOLARIUM will not disappoint as you walk into the home and take in the views of the outdoors. Sliders will lead you to the generous wrap-around deck with ample room for the BBQ and plenty of entertaining. Take in the MOUNTAIN VIEWS, enjoy the park-like setting with all of its Perennials, stone walls and Country quiet. Also offered is a wooded lot across from the house ensuring no one will build, keeping your privacy intact. House has the Roxbury Run Country Club certificate so one can take advantage of the lovely HEATED POOL & TWO TENNIS COURTS (yearly fee to maintain certificate does apply). A FOUR SEASON FUN location just minutes from SKI CENTERS, CHARMING VILLAGES AND GOLF COURSES. With an easy 2.5 HRS drive from the GWB, make this your perfect CATSKILLS GETAWAY!
  • Listed by: Christine O'Shaughnessy 845.586.3321 christine@timberlandproperties.net • Coldwell Banker Timberland Properties
Listing closed: 11/16/2021 12:00 AM • Source: WNYREIS, MLS#: OD131542

See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$362,000

Avg days on market

61

Sale-to-list ratio

97.7%

Roxbury, NY

9 comparable properties found

1

$295,000

Sold 06/06/25

3
Bedrooms
2
Bathrooms
1,360
Square Feet
4.1
Acres

181 Kurts Lane, Roxbury, NY 12474

$420,000 | 28-30 Chapel Street, Roxbury, ME 04275
1/2
2

$420,000

Sold 03/17/25

3
Bedrooms
1,092
Square Feet
0.4
Acres

28-30 Chapel Street, Roxbury, ME 04275

$235,000 | 340 Pines Drive, Unit 453, Roxbury, NY 12421
1/2
3

$235,000

Sold 05/22/26

3
Bedrooms
1,298
Square Feet
0.03
Acres

340 Pines Drive, Unit 453, Roxbury, NY 12421

$362,000 | 2005 Bull Run Road, Roxbury, VT 05663
1/30
4

$362,000

Sold 12/27/24

3
Bedrooms
1,247
Square Feet
3.63
Acres

2005 Bull Run Road, Roxbury, VT 05663

$435,000 | 797 Lower Meeker Hollow Road, Roxbury, NY 12474
1/2
5

$435,000

Sold 09/16/25

3
Bedrooms
2,300
Square Feet
1.3
Acres

797 Lower Meeker Hollow Road, Roxbury, NY 12474

$189,000 | 225 Woodland Drive, Unit 339, Roxbury, NY 12421
1/2
6

$189,000

Sold 09/19/25

3
Bedrooms
1,216
Square Feet
Unavailable
Acres

225 Woodland Drive, Unit 339, Roxbury, NY 12421

7

$374,900

Sold 07/14/25

3
Bedrooms
3
Bathrooms
1,232
Square Feet
1.74
Acres

1926 County Highway, Roxbury, NY 12474

$320,000 | 50 Pines Drive, Unit 38, Roxbury, NY 12474
1/2
8

$320,000

Sold 04/30/25

3
Bedrooms
1,875
Square Feet
Unavailable
Acres

50 Pines Drive, Unit 38, Roxbury, NY 12474

$530,000 | 851 Lower Meeker Hollow Road, Roxbury, NY 12474
1/2
9

$530,000

Sold 09/17/26

3
Bedrooms
2,040
Square Feet
6.29
Acres

851 Lower Meeker Hollow Road, Roxbury, NY 12474

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Coldwell Banker Timberland Properties

Sold By Dugo Realty

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$2,568 per month

30 year fixed, 6.71% Interest

Principal and Interest

$2,160

Property Taxes

$408

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 106 Upper Highland Circle

Property Details
  • Taxes: $4,901 / year
  • MLS Type: Residential / Single Family Residence
  • County: Delaware County
  • Parking Description: Attached, Garage
Building Information
  • Year Built: 1970
  • Lot Size: 2.20 AC / 95,832 SF
Summary
Location and General Information
  • Elementary School District: Roxbury
  • High School District: Roxbury
  • Middle Or Junior School District: Roxbury
  • Human YN: No
Parking
  • Attached Garage YN: Yes
  • Garage Spaces per Apt: .00
  • Garage YN: Yes
Taxes and HOA Information
  • Area NYSWIS Code: Roxbury-124800
  • Tax Annual Amount: $4,901.00
Property
Lot Information
  • Building Area Total: 1224.0
  • Num Of Acres: 2.2
  • Lot Size Area: 2.2
  • Lot Size Square Feet: 95832.0
  • Lot Size Units: Acres
  • Parcel Number: 222.-1-37
Property and Assessments
  • Assessed Value: $0
  • Year Built: 1970
Utilities
  • Electric Service: Circuit Breakers
  • Sewer Description: Septic Tank
  • Utilities Available: High Speed Internet Available
  • Water Supply: Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Cedar, Frame, Shake Siding
  • Exterior Features: Deck
  • Foundation Description: Block
  • Other Structures: Sheds, Storage
  • Patio And Porch Features: Deck
  • Roof Description: Asphalt
Interior Features
  • Appliances: Dryer, Dishwasher, Electric Oven, Electric Range, Electric Water Heater, Refrigerator, Washer
  • Basement Description: Crawl Space
  • Num Of Possible Bedrooms: 3
  • Num Fireplaces Total Calculated: 1
  • Fireplace YN: Yes
  • Floor Description: Hardwood, Tile, Varies
  • Heating: Propane, Oil, Forced Air
  • Heating YN: Yes
  • Interior Features: Ceiling Fans, Cathedral Ceilings
  • Sq Ft Total: 1224.0
  • Main Level Bathrooms: 0
Room 1
  • Room Level: Second
  • Room Type: Bedroom2
Room 2
  • Room Level: First
  • Room Type: Bedroom1
Room 3
  • Room Level: Second
  • Room Type: Other
Room 4
  • Room Level: First
  • Room Type: Kitchen
Room 5
  • Room Level: First
  • Room Type: Other
Multi Family
Multi-Family Information
  • Number Of Units Total: 0

Property History for 106 Upper Highland Circle

DateEvent & SourcePriceAppreciation
Nov 16, 2021

Sold (Public Record)

Public Record #1479233683

$418,000—
Nov 16, 2021

Sold (Public Record)

Public Record #1479233683

$418,000

+13.1% / yr

Nov 16, 2021

Sold

WNYREIS #OD131542

$418,000—
DateEvent & SourcePrice
11/16/2021

Sold (Public Record)

Public Record #1479233683

$418,000
11/16/2021

Sold (Public Record)

Public Record #1479233683

$418,000

+13.1% / yr

11/16/2021

Sold

WNYREIS #OD131542

$418,000

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

Public Records for 106 Upper Highland Circle

Taxable ValueLand$35,100Additions$466,200Total$501,300
Tax Record2025$7,764 ($647 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,224 SqFtAbove Grade Finished SqFt1,224 SqFtStories2Lot Size56,628 SqFtStyleSingle Family ResidenceYear Built1970Year Renovated2005Zoning01 - NOT ZONECountyDELAWAREAPN124800 222.-1-37Fireplace TypeHas Fireplace

Schools near 106 Upper Highland Circle

This home is within Roxbury Central School District.
Rating
School
Type
Grades
Distance
Roxbury Central School
Public - PK to 12
Rating
School
Distance
Roxbury Central School
PublicPK to 12

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.

Similar Homes

New listings in 12421

$575,000 | 366 John Shultis Road, Denver, NY 12421
1/36
Listed By Compass

$575,000

3
Bedrooms
1,726
Square Feet
1.38
Acres

366 John Shultis Road, Denver, NY 12421

$995,000 | 770 John Shultis Road, Denver, NY 12421
1/50

Listing Courtesy of The Catskill Dream Team

$995,000

6
Bedrooms
5,075
Square Feet
2
Acres

770 John Shultis Road, Denver, NY 12421

$195,000 | 225 Woodland Drive, Unit 3310, Roxbury, NY 12421
1/23

Listing Courtesy of Keller Williams Upstate NY Properties

Active Under Contract

$195,000

3
Bedrooms
1,216
Square Feet

225 Woodland Drive, Unit 3310, Roxbury, NY 12421

$215,000 | 260 Pines Drive, Unit 83, Roxbury, NY 12421
1/46

Coldwell Banker Timberland Properties • MLS #R1705393

Virtual Tour

$215,000

3
Bedrooms
1,325
Square Feet
0.04
Acres

260 Pines Drive, Unit 83, Roxbury, NY 12421

$399,000 | 34 Gary Place, Roxbury, NY 12421
1/31

Listing Courtesy of Coldwell Banker Timberland Properties

$399,000

3
Bedrooms
1,000
Square Feet
1.26
Acres

34 Gary Place, Roxbury, NY 12421

$189,000 | 349 Bed Hollow Road, Roxbury, NY 12421
1/44

Listing Courtesy of Keller Williams Upstate NY Properties

$189,000

1
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
14.43
Acres

349 Bed Hollow Road, Roxbury, NY 12421

$189,000 | 349 Bed Hollow Road, Denver, NY 12421
1/44

Keller Williams Upstate NY Properties • MLS #R1701796

$189,000

1
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
14.43
Acres

349 Bed Hollow Road, Denver, NY 12421

a view of a house with large windows and plants
1/63

Listing Courtesy of The Catskill Dream Team

$695,000

Unavailable
Bedrooms
5
Bathrooms
3,847
Square Feet
0.35
Acres

53470 Highway 30, Roxbury, NY 12421

$695,000 | 53470 Highway 30, Roxbury, NY 12421
1/63

Listing Courtesy of The Catskill Dream Team

$695,000

4
Bedrooms
5
Bathrooms
3,847
Square Feet
0.35
Acres

53470 Highway 30, Roxbury, NY 12421

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 106 Upper Highland Circle, Roxbury, NY 12421
$418,000
3
1,224
95,832
211 Lower Highland Circle, Roxbury, NY 12421
$217,500
3
1,516
65,340
0 Upper Highland Circle, Denver, NY 12421
$61,000
–
–
–
279,655
300 Lower Highland Circle, Denver, NY 12421
$15,000
4
3
2,074
100,188
31 Lower Highland Circle, Denver, NY 12421
–
3
2
998
56,628
178 Upper Highland Circle, Roxbury, NY 12421
$205,000
3
1,224
65,340

Explore Nearby Homes

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 Coldwell Banker Timberland Properties

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 04/15/2026 06:01 PM