20339 SE Jack Benny Loop, Bend, OR 97702
Property image
Property image
FOR SALE
3D VIEW

$999,000

Original price: $1,050,000
  • 3 Beds
  • 3 Baths
  • 2,096 sqft

20339 SE Jack Benny Loop, Bend, OR 97702

Southeast Bend
Est. Mortgage $6,066/mo*
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Home Highlights

Townhouse
Built in 2021
$477/sqft
2 Car Garage
HOA $412/mo

Local Information

  • Map ViewExplore the area around 20339 SE Jack Benny Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this beautifully appointed townhome in the 1925 Townhome Community, where professionally maintained landscaping and expansive green spaces create a welcoming neighborhood atmosphere. Conveniently located near Bend Golf Club, this home offers a covered patio overlooking a peaceful, park-like common area--the perfect place to enjoy your morning coffee, relax around the gas fire pit, or simply take in the view. Inside, thoughtful upgrades include premium JennAir appliances, a convection oven and microwave, heated primary bath floors, Pella windows, CAT6 wiring, instant hot water, custom closet organizers, blackout blinds, electrical upgrades, and an attached two-car garage with an EV charging station. An enclosed office space in the garage adds another layer of versatility and functionality. Come see all this home has to offer.
Last check for updates: about 3 hours ago
Listing courtesy of eXp Realty, LLC, (888) 814-9613
Source: Oregon Datashare, MLS#220225832
Also Listed on Oregon Datashare, eXp Realty.

Home Details for 20339 SE Jack Benny Loop

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: None
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3
Dimensions and Layout
Living Area: 2096 Square Feet
Appliances & Utilities
Appliances: Instant Hot Water, Cooktop, Dishwasher, Disposal, Microwave, Oven, Range, Range Hood, Refrigerator, Water HeaterDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Fireplace(s),Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Fireplace: Gas, Great RoomHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: Carpet, TileCommon Walls: 1 Common Wall
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Tile
View
Has a ViewView: Neighborhood, Park/Greenbelt
Security
Security: Carbon Monoxide Detector(s), Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Covered, PatioExterior: Fire PitFoundation: Stemwall
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Paver Block
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise HorsesDoes Not Include Irrigation Water Rights

Days on Market

Cumulative Days on Market: 45Days on Market: 46

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Northwest
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Not Included in Sale: All art-work on wall, mirror in primary bedroom, beer refrigerator and stand up refrigeration in the garage, Television in the great room, guestroom, Sonos ARC, Subwoofer and Sonos Move & Washer and DryerIncluded in Sale: Refrigerator, Microwave, Stove/RangeParcel Number: 280676

Price & Status

Price
List Price: $999,000Price Per Sqft: $477

Media

Location

Direction & Address
City: BendCommunity: 1925 Townhomes
School Information
Elementary School: R E Jewell ElemJr High / Middle School: High Desert MiddleHigh School: Caldera High

Agent Information

Listing Agent
Listing ID: 220225832

Building

Building Area
Building Area: 2096 Square Feet

Community

Community Features: Park, Short Term Rentals Not AllowedNot Senior Community

HOA

Has an HOAHOA Fee: $412/Monthly

Lot Information

Lot Area: 5662.8 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 220225832

Additional Information

HOA Amenities: Landscaping,Park

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

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

Home Value

Trulia Estimate
$979K
Since last month
Decreased$53K (-5.1%)
Since last year
Increased$151K (+18.2%)
Since last sale
Increased$249K (+34.2%)
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 +34% in the last 10 years
MonthEstimated value
2026
September 2026$979K
August 2026$974K
July 2026$1.03M
June 2026$829K
May 2026$821K
April 2026$791K
March 2026$809K
February 2026$798K
January 2026$777K
2025
2024
2023
2022
2021

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
20335 SE Jack Benny Loop, Bend, OR
0.03
Townhouse
$1,048,000
10/10/25
3
3
2,096
61221 Parrell Rd, Bend, OR
0.49
Townhouse
$439,995
07/29/26
3
3
1,462
61223 Parrell Rd, Bend, OR
0.48
Townhouse
$399,995
07/30/26
3
3
1,413
60507 Hedgewood Ln, Bend, OR
0.90
Townhouse
$505,000
08/17/26
3
3
1,874
60415 Hedgewood Ln, Bend, OR
1.03
Townhouse
$560,000
09/12/25
3
2
1,606
60275 Addie Triplett Loop, Bend, OR
1.05
Townhouse
$560,000
07/09/26
3
2
1,598
60439 Hedgewood Ln, Bend, OR
1.00
Townhouse
$500,000
08/26/26
3
3
1,874
60411 Hedgewood Ln, Bend, OR
1.04
Townhouse
$529,000
05/20/26
3
3
1,874
60383 Hedgewood Ln, Bend, OR
1.08
Townhouse
$539,000
12/05/25
3
2
1,606
60291 Addie Triplett Loop, Bend, OR
1.08
Townhouse
$565,000
07/14/26
3
2
1,598

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
20331 SE Jack Benny Loop, Bend, OR 97702
0.03
$999,800
4
4
2,873
Off Market
20358 SE Fairway Dr, Bend, OR 97702
0.07
$591,100
4
2
2,016
Off Market
20335 SE Jack Benny Loop, Bend, OR 97702
0.03
$1,030,700
3
3
2,096
Off Market
20289 SE Chandler Egan Way, Bend, OR 97702
0.04
$1,240,300
3
4
2,483
Off Market
20290 SE Chandler Egan Way, Bend, OR 97702
0.04
$876,000
3
3
2,086
Off Market
20294 SE Chandler Egan Way, Bend, OR 97702
0.04
$901,100
2
3
2,086
Off Market
20368 Fairway Dr, Bend, OR 97702
0.08
$655,700
4
3
2,016
Off Market
20391 Murphy Rd, Bend, OR 97702
0.11
$565,500
3
2
1,240
Off Market
61095 SE Country Club Dr, Bend, OR 97702
0.12
$597,000
4
2
1,570
Off Market
20390 Fairway Dr #8, Bend, OR 97702
0.11
$339,300
2
2
963
Off Market
20390 Fairway Dr #7, Bend, OR 97702
0.11
$313,300
2
2
963
Off Market

Price and Tax history

DateEventPrice
Aug 14, 2026
Source: Oregon Datashare #220225832
PriceChange
$999,000
Price decreased by 5%
Jul 23, 2026
Source: Oregon Datashare #220225832
Listed For Sale
$1,050,000
Sep 16, 2021
Source: Oregon Datashare #220109820
Sold
$729,750
Nov 17, 2020
Source: Oregon Datashare #220109820
Pending
$729,750

LGBTQ Local Legal Protections

eXp Realty, LLC, (888) 814-9613
© 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 2026-09-07 01:03:11 PDT

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Frequently asked questions about 20339 SE Jack Benny Loop

  • What is the estimated monthly payment for 20339 SE Jack Benny Loop?
    Based on a $999,000 list price with 20% down at today's rates, the estimated monthly payment for 20339 SE Jack Benny Loop in Bend, OR is approximately $5,808 (about $5,258 principal & interest, $475 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 20339 SE Jack Benny Loop compare to homes in Bend?
    20339 SE Jack Benny Loop in Bend, OR is listed at $999,000, about 23% above the $813K median sale price in Bend.
  • What do residents say about the Southeast Bend neighborhood?
    Residents describe the Southeast Bend neighborhood in Bend, OR as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Southeast Bend, Bend.
  • What are the closest schools to 20339 SE Jack Benny Loop?
    The closest schools to 20339 SE Jack Benny Loop in Bend, OR are Caldera High School (rated 4/10), High Desert Middle School (rated 6/10), R E Jewell Elementary School (rated 7/10).
  • Does 20339 SE Jack Benny Loop have air conditioning?
    Yes, 20339 SE Jack Benny Loop in Bend, OR has air conditioning.
  • Does 20339 SE Jack Benny Loop have a garage?
    Yes, 20339 SE Jack Benny Loop in Bend, OR has an attached garage.
20339 SE Jack Benny Loop, Bend, OR 97702 is a 3 bedroom, 3 bathroom, 2,096 sqft townhouse built in 2021. 20339 SE Jack Benny Loop is located in Southeast Bend, Bend. This property is currently available for sale and was listed by Oregon Datashare on Jul 23, 2026. The MLS # for this home is MLS# 220225832.