Nestled in a private gated community, this home offers an elevated charm with a treehouse-like connection to nature. Inside, is a grand entry that opens into a soaring vaulted ceiling living room, complete with a cozy gas fireplace & an elegant dining area with hardwood floors. The open-concept kitchen features stainless steel appliances, double oven, Sub-Zero refrigerator & a Bosch 5-burner gas cooktop. Dual quartz-countertop islands provide ample prep space, while the breakfast nook flows into the family room with custom built-ins, a second fireplace, & sliding doors leading to an expansive deck. The main-level primary suite offers deck access, gas fireplace, an en-suite w/ a clawfoot tub, separate-tiled shower, w/ dual granite vanities, along w/ a 3rd updated full guest bathroom & laundry room. Upstairs, enjoy a versatile loft, home office, & two spacious bedrooms w/ custom benches. Additional features include a 3 car garage, Zoned HVAC & access to community pool & tennis courts!
Jaclyn Oakland • Cascade Hasson Sotheby's International Realty
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Provided by Redfin
Sale history for 20442 Timberline Ct
Date
Event
Price
MLSCO #220200794
Jul 15, 2025
Sold
$900,000
$270/sq ft
Jun 4, 2025
Pending
—
May 22, 2025
Relisted
—
May 14, 2025
Pending
—
May 1, 2025
Listed
$949,000
$284/sq ft
Public Records
Oct 1, 2021
Sold
$700,000
$210/sq ft
MLSCO #220124514
Oct 1, 2021
Listing Removed
—
Oct 1, 2021
Sold
$700,000
$210/sq ft
Aug 4, 2021
Pending
—
Jul 28, 2021
Price Changed
$720,000
$216/sq ft
Jul 12, 2021
Price Changed
$799,900
$240/sq ft
Jul 5, 2021
Price Changed
$824,950
$247/sq ft
Jun 24, 2021
Price Changed
$849,000
$254/sq ft
Jun 9, 2021
Listed
$875,000
$262/sq ft
+44
Beautiful large home located on a . 42 +/- acre lot surrounded by tall trees and lush green grass. As you enter the grand foyer there is a formal living room with vaulted ceiling and gas fireplace. A formal dining room with rich hardwood floors. There is a family room off the kitchen featuring built-ins & another gas fireplace. Sliding glass doors take you to the deck overlooking the backyard & views of the pond. The large kitchen has a new dishwasher, double oven, center prep island with gas cooktop and a spacious breakfast nook. The primary suite boasts a remodeled bathroom with dual vanities & granite counters, tile floors, clawfoot tub & separate shower. Also on the main level is a full bathroom and laundry room. Upstairs there is a huge loft, 2 spacious bedrooms with window benches, a full bath with double sinks, granite counters & a shower/tub with cultured marble. Additional features include a 3 car garage, Zoned HVAC & access to community pool & tennis courts!
MLSCO #201602752
May 18, 2016
Sold
$439,000
$132/sq ft
Apr 8, 2016
Pending
—
Apr 1, 2016
Listed
$439,900
$132/sq ft
+17
Gorgeous home in park like setting! Surrounded by large Ponderosa's & a view of the pond! This impressive home features a grand entry with an inviting floor plan. Formal LR & DR with additional great room. Enjoy entertaining in any of these inviting rooms, or Trex balcony while using the wet bar w/ wine frig. Enormous loft serves as office or den. Spacious guest rooms with large corner window seats. Beautiful built ins throughout. Newer roof & exterior paint. Refinished cabinets 7/2014.
MLSCO #201406785
Dec 28, 2014
Listing Removed
—
Jul 10, 2014
Listed
$425,000
$127/sq ft
MLSCO #2707536
Dec 6, 2007
Listing Removed
—
Jun 5, 2007
Listed
$549,000
$165/sq ft
Public Records
Dec 26, 1995
Sold
$377,000
$113/sq ft
Public Records
Jun 25, 1992
Sold
$65,000
$19/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$9,799 (+7.2%)
2024
$9,145 (+7.9%)
2023
$8,477 (+4.0%)
2022
$8,154 (−0.2%)
2021
$8,166 (+5.4%)
2020
$7,747 (+2.9%)
2019
$7,532 (+2.9%)
2018
$7,319 (+2.1%)
2017
$7,171 (+6.8%)
2016
$6,714 (+3.8%)
2015
$6,471 (+5.3%)
$184,500 + $247,090
$431,590
2014
$6,145
Tax history for 20442 Timberline Ct
Year
Property tax
Land + Additions
Assessment*
2025
$9,799 (+7.2%)
2024
$9,145 (+7.9%)
2023
$8,477 (+4.0%)
2022
$8,154 (−0.2%)
2021
$8,166 (+5.4%)
2020
$7,747 (+2.9%)
2019
$7,532 (+2.9%)
2018
$7,319 (+2.1%)
2017
$7,171 (+6.8%)
2016
$6,714 (+3.8%)
2015
$6,471 (+5.3%)
$184,500 + $247,090
$431,590
2014
$6,145
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.42 Acres
Year renovated
—
Sq. Ft.
3,336
Year built
1991
Style
Single Family Residential
County
Deschutes County
APN
163393
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 13, 2026.
RS
Standard Density Residential District
The Standard Density Residential District is intended to provide opportunities for a wide variety of residential housing types at the most common residential densities in places where community sewer and water services are available. The residential density range in this district is 4.0 to 7.3 dwelling units per gross acre.