20344 Donkey Sled Rd, Bend, OR 97702
Property image
Property image
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 $5,623/mo*
Refinance Your Home

$999,000

Last Sold: May 29, 2026
5% below list $1.05M
$329/sqft
Est. Refi. Payment $5,623/mo*
Refinance Your Home
3 Beds
3 Baths
3,036 sqft
(on 0.48 acres)

Home Value

Trulia Estimate
$986K
Since last month
Decreased$13K (-1.3%)
Since last year
Increased$20K (+2.1%)
Since last sale
Decreased$9K (-0.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +102% in the last 10 years
MonthEstimated value
2026
August 2026$990K
July 2026$995K
June 2026$1M
May 2026$999K
April 2026$1.04M
March 2026$977K
February 2026$942K
January 2026$922K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20412 Buttermilk, Bend, OR
0.20
Single-Family Home
$975,000
03/25/26
4
3
3,036
20396 Buttermilk, Bend, OR
0.18
Single-Family Home
$753,500
08/06/26
3
2
2,250
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
60640 Thunderbird, Bend, OR
0.50
Single-Family Home
$960,000
08/28/25
3
3
2,555
60645 Taos Ct, Bend, OR
0.53
Single-Family Home
$1,025,000
05/29/26
3
4
2,809
20445 Keystone Ct, Bend, OR
0.51
Single-Family Home
$925,000
09/05/25
3
3
2,196

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
20398 Donkey Sled Rd, Bend, OR 97702
0.14
$738,200
4
3
2,190
Off Market
20397 Strawline Rd, Bend, OR 97702
0.15
$608,500
2
2
1,464
Off Market
20380 Tailblock Rd, Bend, OR 97702
0.18
$715,000
3
2
2,024
Recently Sold
20412 Whistle Punk Rd, Bend, OR 97702
0.17
$744,900
3
2
2,168
Off Market
20388 Tailblock Rd, Bend, OR 97702
0.20
$524,300
4
2
1,951
Off Market
20388 Buttermilk, Bend, OR 97702
0.16
$1,194,200
4
3
3,586
Off Market
20418 Whistle Punk Rd, Bend, OR 97702
0.19
$594,600
2
2
1,548
Off Market
20396 Buttermilk, Bend, OR 97702
0.18
$753,500
3
2
2,250
Recently Sold
20417 Bullblock Rd, Bend, OR 97702
0.22
$736,300
3
3
1,893
Off Market
20420 SE Mainline Rd, Bend, OR 97702
0.22
$718,100
3
3
1,916
Off Market
20412 Buttermilk, Bend, OR 97702
0.20
$975,000
4
3
3,036
Recently Sold

Local Information

  • Map ViewExplore the area around 20344 Donkey Sled Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1979
Lot Size
0.48 acres
Living Area
3,036 sqft
Price/Sqft
$329/sqft
Parking
3 Car Garage
HOA
$250/Monthly

About this House

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.
20344 Donkey Sled Rd, Bend, OR 97702 is a 3 bedroom, 3 bathroom, 3,036 sqft single-family home in Southeast Bend, built in 1979. It last sold for $999,000 on May 29, 2026 (5% below the $1,050,000 asking price). It is currently off market. The Trulia Estimate is $986,400, with a rent estimate of $4,566/month.

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 1 hour ago
Listed by Varsity Real Estate, (541) 215-4442
Bought with: Cascade Hasson SIR, (541) 383-7600
Source: Oregon Datashare, MLS#220218914

Price and Tax history

DateEventPrice
May 29, 2026
Source: Oregon Datashare #220218914
Sold
$999,000
Apr 16, 2026
Source: Oregon Datashare #220218914
Pending
$1,050,000
Apr 9, 2026
Source: Oregon Datashare #220218914
Listed For Sale
$1,050,000
Oct 22, 2019
Source: Oregon Datashare #201908366
Sold
$629,000
Aug 30, 2019
Source: Agent Provided
Pending
$639,000

Market trends in Bend

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$813K
$36KMoM
Sale-to-List Price
99.2%
0.1%MoM
Price per sq ft
$422
$7MoM
Available listings
1083
20MoM
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Around this home

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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Frequently asked questions about 20344 Donkey Sled Rd

  • What is 20344 Donkey Sled Rd estimated to be worth?
    Trulia's estimated value for 20344 Donkey Sled Rd in Bend, OR is $986,400.
  • What is the price history for 20344 Donkey Sled Rd?
    20344 Donkey Sled Rd in Bend, OR last sold for $999,000 in May 2026.
  • Is Bend a buyer's or seller's market?
    Bend is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Bend?
    The median sale price in Bend is $813K. That is up $36K from the prior month.
  • Does 20344 Donkey Sled Rd have air conditioning?
    Yes, 20344 Donkey Sled Rd in Bend, OR has air conditioning.
  • Does 20344 Donkey Sled Rd have laundry facilities?
    Yes, 20344 Donkey Sled Rd in Bend, OR has laundry facilities.
© 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 2026-08-14 11:41:33 PDT