20344 Donkey Sled Rd, Bend, OR 97702
SOLD
MAY 29, 2026

20344 Donkey Sled Rd
Bend, OR 97702

Southeast Bend
  • 3 Beds
  • 3 Baths
  • 3,036 sqft (on 0.48 acres)

$999,000

Last Sold: May 29, 2026
5% below list $1.05M
$329/sqft
Est. Refi. Payment $5,539/mo*
Refinance Your Home

$999,000

Last Sold: May 29, 2026
5% below list $1.05M
$329/sqft
Est. Refi. Payment $5,539/mo*
Refinance Your Home
3 Beds
3 Baths
3,036 sqft
(on 0.48 acres)

Local Information

  • Map ViewExplore the area around 20344 Donkey Sled Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Tucked among towering Ponderosa pines on a .48-acre homesite within Timber Ridge, this custom single-level home offers privacy, character, and effortless living in SE Bend. A fully fenced courtyard creates a peaceful outdoor retreat that feels worlds away. Enter through striking double mahogany doors into a warm, inviting foyer. Generous, light-filled spaces flow seamlessly from indoors to out, designed for everyday living & entertaining. The updated kitchen features quartz countertops, tile backsplash and a skylight that floods the space with natural light for an inspiring cooking experience. Upgrades include a heated three-car garage plus additional golf cart storage, a custom wrought iron gate, heated primary bath floors, three fireplaces, & an AprilAire whole-house humidifier. Enjoy morning coffee or evening happy hours on the new back deck overlooking the Bend Golf and Country Club. A rare opportunity to own a home with true character in one of Bend's most established communities.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 29, 2026

Home Highlights

Parking
3 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$250/Monthly
Price/Sqft
$329/sqft
Listed
18 days ago

Home Details for 20344 Donkey Sled Rd

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3
Dimensions and Layout
Living Area: 3036 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Double Oven, Microwave, Oven, Range, Range Hood, Refrigerator, Water Heater, Wine RefrigeratorDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Family Room, Gas, Living Room, Primary Bedroom, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Skylight(s), Wood FramesFlooring: Hardwood, Laminate, TileCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: Accessible BedroomFloors: Hardwood, Laminate, Tile
View
Has a ViewView: Golf Course, Territorial
Security
Security: Carbon Monoxide Detector(s), Security System Owned, Smoke Detector(s), Other

Exterior Features

Exterior Home Features
Roof: CompositionFoundation: Stemwall
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Concrete,Driveway,Garage Door Opener,Heated Garage,Storage,Workshop in Garage,Other
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 7

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Northwest
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: Washer, DryerIncluded in Sale: Refrigerator, wine refrigerator, firewoodParcel Number: 121363

Price & Status

Price
List Price: $1,050,000Price Per Sqft: $329/sqft
Status Change & Dates
Off Market Date: Thu Apr 16 2026

Media

Location

Direction & Address
City: BendCommunity: Timber Ridge
School Information
Elementary School: R E Jewell ElemJr High / Middle School: High Desert MiddleHigh School: Caldera High

Building

Building Area
Building Area: 3036 Square Feet

Community

Community Features: Short Term Rentals Not AllowedNot Senior Community

HOA

Has an HOAHOA Fee: $250/Monthly

Lot Information

Lot Area: 0.48 acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 220218914

Additional Information

HOA Amenities: Firewise Certification,Snow Removal,Other
Last check for updates: about 4 hours ago
Listed by Varsity Real Estate, (541) 215-4442
Bought with: Cascade Hasson SIR, (541) 383-7600
Source: Oregon Datashare, MLS#220218914

Price History for 20344 Donkey Sled Rd

DatePriceEventSource
05/29/2026$999,000Sold
Oregon Datashare #220218914
04/16/2026$1,050,000PendingOregon Datashare #220218914
04/09/2026$1,050,000Listed For SaleOregon Datashare #220218914
10/22/2019$629,000Sold
Oregon Datashare #201908366
08/30/2019$639,000PendingAgent Provided
08/27/2019$639,000Listed For SaleAgent Provided

Market trends in Bend

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$762K
$1.67KMoM
Sale-to-List Price
98.8%
0.6%MoM
Price per sq ft
$412
$5MoM
Available listings
1034
164MoM
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Property Tax and Assessment

Year2025
Tax$9,024
Assessment$848,160
Home facts updated by county records

Comparable Sales for 20344 Donkey Sled Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20442 Timberline, Bend, OR
0.27
Single-Family Home
$900,000
07/15/25
3
3
3,336
20412 Buttermilk, Bend, OR
0.20
Single-Family Home
$975,000
03/25/26
4
3
3,036
20405 White Pass Ct, Bend, OR
0.25
Single-Family Home
$880,000
07/17/25
3
2
2,044
20386 White Pass, Bend, OR
0.20
Single-Family Home
$790,000
08/27/25
3
2
2,208
61039 High Lead Dr, Bend, OR
0.26
Single-Family Home
$1,640,000
01/28/26
3
4
3,530
20375 SE Big Bear Ct, Bend, OR
0.38
Single-Family Home
$799,000
03/20/26
4
3
2,825
20455 Outback, Bend, OR
0.39
Single-Family Home
$875,000
08/01/25
3
3
4,008
20400 Keystone Ct, Bend, OR
0.46
Single-Family Home
$925,000
06/27/25
4
3
2,877

Nearby homes

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Assigned Schools

These are the assigned schools for 20344 Donkey Sled Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Southeast Bend
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Southeast Bend

At least 16 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 95 % Say it's dog friendly

  • 95 % Say yards are well-kept

  • 82 % Say there's wildlife

  • 75 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 62 % Say kids play outside

  • 61 % Say it's quiet

  • 61 % Say people would walk alone at night

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 52 % Say there are community events

  • 50 % Say there are sidewalks

  • 32 % Say streets are well-lit

  • 21 % Say it's walkable to restaurants

  • 15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "You’ll love the new off leash dog park at Alpenglow Park! There are also lots of trails in the area."
    1
    Flag
  • Alexa O.
    "It’s kid friendly and I feel very safe as a female who runs by myself in and around these surrounding neighborhoods. Everyone seems to maintain their yards, wave as you walk by and thus far I’ve had a positive experience living on this side of town. In my neighborhood kids are always playing together and all the parents seem to do potluck Sunday’s etc. "
    3
    Flag
  • Mom
    "It’s a good place to walk your dog and children Nice walking paths Pool in our neighborhood Green space"
    1
    Flag
  • Jimm B.
    "Found on the southern edge of Bend, the area gives easy access to shopping and downtown activities yet one can easily get out to a myriad of outdoor activities as well. Lot's of golf, hiking, biking, kayaking, skiing. Almost all of Bend nightlife is within 15 minutes. Very friendly people. "
    11
    Flag

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Homes for sale near 20344 Donkey Sled Rd

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Off Market Homes Near 20344 Donkey Sled Rd

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© 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Zillow Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-06-24 11:12:27 PDT
20344 Donkey Sled Rd, Bend, OR 97702 is a 3 bedroom, 3 bathroom, 3,036 sqft single-family home built in 1979. 20344 Donkey Sled Rd is located in Southeast Bend, Bend. This property is not currently available for sale. 20344 Donkey Sled Rd was last sold on May 29, 2026 for $999,000 (5% lower than the asking price of $1,050,000). The current Trulia Estimate for 20344 Donkey Sled Rd is $999,000.