20344 Donkey Sled Rd

Off Market

20344 Donkey Sled Rd

Bend OR 97702

3036 sq. ft.

20908.8 sq. ft.

Single-Family

Last sold for $999,000

Sam DeLay, last sold this property on 29 May 2026 after 49 days on market.

Overview

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.

Features

3 bedrooms

3 bathrooms

3 carspaces

3 garage spaces

3036 sq. ft. floor area

20908.8 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Bend over the last 12 months, the estimated median property value of 20344 Donkey Sled Rd is $678k.

Median value

$678k

Estimated value range

$400k - $5.35m

Median days on market

Estimated value trend

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Bend. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 20344 Donkey Sled Rd

2026

Sold

$999,000

29 May 2026 by Sam DeLay, of Varsity Real Estate

2019

Sold

$629,000

22 Oct 2019 by Michelle Mills, of REMAX Key Properties | Bend

Happy sellers in Bend

87%

87% of sellers in Bend reported that their sale price either exceeded or met their price expectations.

Bend stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 9 reviews in Bend over the last 12 months.

Local market activity for 3 bedroom single-family properties in Bend

In the last 12 months, 496 three-bedroom single-family properties similar to 20344 Donkey Sled Rd, have been sold.

This represents a 16% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Bend for a market analysis.

Kenzie Carlstrom

at REMAX Key Properties | Bend

(36 reviews)

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Megan Isola

at Keller Williams Realty C.O.

(68 reviews)

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Ann Willis

at REMAX Key Properties

(14 reviews)

Get a market analysis

Angie Mombert

at REMAX Key Properties | Bend

(10 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Bend

Kenzie Carlstrom

Kenzie Carlstrom is an award winning recommended agent for Bend. They have 8 local sales and collected 4 local reviews across the last 12 months.

5 (36 reviews)
4 Reviews in Bend
8 Sales in Bend

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Megan Isola

Sellers who recommend Megan Isola have praised them for being local expert, clear communication, responsive, supportive, honest, friendly, and hard-working