20344 Donkey Sled Rd
Bend, OR 97702
Southeast Bend
3 Beds
3 Baths
3,036 sqft (on 0.48 acres)
3 Beds
3 Baths
3,036 sqft
(on 0.48 acres)
Local Information
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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.
Home Highlights
Parking
3 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$250/Monthly
Price/Sqft
$346
Listed
30 days ago
Home Details for 20344 Donkey Sled Rd
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MLS Status: Pending |
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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 |
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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 |
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Cumulative Days on Market: 7Days on Market: 30 |
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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 |
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Price List Price: $1,050,000Price Per Sqft: $346 |
Status Change & Dates Off Market Date: Thu Apr 16 2026 |
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Direction & Address City: BendCommunity: Timber Ridge |
School Information Elementary School: R E Jewell ElemJr High / Middle School: High Desert MiddleHigh School: Caldera High |
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Listing Agent Listing ID: 220218914 |
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Building Area Building Area: 3036 Square Feet |
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Community Features: Short Term Rentals Not AllowedNot Senior Community |
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Has an HOAHOA Fee: $250/Monthly |
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Lot Area: 0.48 acres |
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Special Conditions: Standard |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Mls Number: 220218914 |
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HOA Amenities: Firewise Certification,Snow Removal,Other |
Last check for updates: about 16 hours ago
Listing courtesy of Varsity Real Estate, (541) 215-4442
Source: Oregon Datashare, MLS#220218914
Also Listed on Oregon Datashare.
Price History for 20344 Donkey Sled Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/16/2026 | $1,050,000 | Pending | Oregon Datashare #220218914 |
| 04/09/2026 | $1,050,000 | Listed For Sale | Oregon Datashare #220218914 |
| 10/22/2019 | $629,000 | Sold | Oregon Datashare #201908366 |
| 08/30/2019 | $639,000 | Pending | Agent Provided |
| 08/27/2019 | $639,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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 |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $900,000 | 07/15/25 | 3 | 3 | 3,336 | |
0.20 | Single-Family Home | $790,000 | 08/27/25 | 3 | 2 | 2,208 | |
0.20 | Single-Family Home | $975,000 | 03/25/26 | 4 | 3 | 3,036 | |
0.38 | Single-Family Home | $799,000 | 03/20/26 | 4 | 3 | 2,825 | |
0.25 | Single-Family Home | $880,000 | 07/17/25 | 3 | 2 | 2,044 | |
0.39 | Single-Family Home | $875,000 | 08/01/25 | 3 | 3 | 4,008 | |
0.29 | Single-Family Home | $664,500 | 06/23/25 | 3 | 2 | 1,843 | |
0.20 | Single-Family Home | $517,500 | 10/09/25 | 4 | 2 | 1,951 | |
0.26 | Single-Family Home | $1,640,000 | 01/28/26 | 3 | 4 | 3,530 |
Assigned Schools
These are the assigned schools for 20344 Donkey Sled Rd.
- High Desert Middle School
- 6-8
- Public
- 677 Students
5/10GreatSchools RatingParent Rating AverageI went here a couple years ago, and I have to say the best part about it was the teachers there. Or at least, a handful of them. However, the way that the school handles bullying and racially motivated harassment is absolutely terrible. It is a school's job to make everyone feel welcomed, safe, and ready to learn. That was not the case for me or my brother. We are both biracial, and we both were picked on for it. My brother's harassment was more severe than mine, with students calling him the "n-word" in multiple instances. The students were reported but nothing happened to them. It just continued to the point of him having to leave the school and get his education elsewhere. Additionally, HDMS, even when I was there, had issues with students using drugs in the bathroom. Of course, a school can't constantly monitor students, but there were times where I think things could have been handled more efficiently. I'm sure the issues with student vaping or whatever is even worse now, so I can't even imagine what it's like. In short, this school is not recommended. The ONLY saving grace it has is the aforementioned handful of amazing teachers.Other Review1y ago - R E Jewell Elementary School
- K-5
- Public
- 435 Students
7/10GreatSchools RatingParent Rating AverageJewell is a wonderful environment. Teachers are enthusiastic and want to be there which is contagious for the kids! Lucky to be part of this top notch school.Parent Review6y ago - Caldera High School
- 9-12
- Public
- 939 Students
4/10GreatSchools RatingParent Rating AverageTerrible School and they have ruined my childs education.Parent Review3mo ago 
Check out schools near 20344 Donkey Sled Rd.
Neighborhood Overview
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
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Varsity Real Estate, (541) 215-4442
© 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 2026-05-09 04:05:14 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 currently available for sale and was listed by Oregon Datashare on Apr 9, 2026. The MLS # for this home is MLS# 220218914.