20339 SE Jack Benny Loop
Bend, OR 97702
Southeast Bend
3 Beds
3 Baths
2,096 sqft
3 Beds
3 Baths
2,096 sqft
Home Highlights
Parking
2 Car Garage
Outdoor
Patio
Climate Control
Heating & Cooling
HOA
$412/Monthly
Price/Sqft
$501
Listed
6 days ago
Local Information
- Map ViewExplore the area around 20339 SE Jack Benny Loop.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
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.
Home Details for 20339 SE Jack Benny Loop
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MLS Status: Active |
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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) |
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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 |
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Cumulative Days on Market: 6Days on Market: 6 |
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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 |
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Price List Price: $1,050,000Price Per Sqft: $501 |
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Direction & Address City: BendCommunity: 1925 Townhomes |
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: 220225832 |
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Building Area Building Area: 2096 Square Feet |
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Community Features: Park, Short Term Rentals Not AllowedNot Senior Community |
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Has an HOAHOA Fee: $412/Monthly |
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Lot Area: 5662.8 sqft |
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Special Conditions: Standard |
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Listing Terms: Cash, Conventional |
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Mls Number: 220225832 |
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HOA Amenities: Landscaping,Park |
Last check for updates: 1 minute ago
Listing courtesy of eXp Realty, LLC, (888) 814-9613
Source: Oregon Datashare, MLS#220225832
Also Listed on Oregon Datashare, eXp Realty.
Market trends in Bend
Last updated June 2026
Avg. sale price
$777K
$14.87KMoM
Sale-to-List Price
99.2%
0.4%MoM
Price per sq ft
$416
$4MoM
Available listings
1060
25MoM
Price History for 20339 SE Jack Benny Loop
| Date | Price | Event | Source |
|---|---|---|---|
| 07/23/2026 | $1,050,000 | Listed For Sale | Oregon Datashare #220225832 |
| 09/16/2021 | $729,750 | Sold | Oregon Datashare #220109820 |
| 11/17/2020 | $729,750 | Pending | Oregon Datashare #220109820 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,673 |
| Assessment | $962,440 |
Home facts updated by county records
Comparable Sales for 20339 SE Jack Benny Loop
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.03 | Townhouse | $1,048,000 | 10/10/25 | 3 | 3 | 2,096 | |
0.36 | Townhouse | $542,500 | 08/28/25 | 3 | 3 | 1,704 | |
0.90 | Townhouse | $539,000 | 08/11/25 | 3 | 3 | 1,874 | |
1.02 | Townhouse | $560,000 | 07/30/25 | 3 | 2 | 1,606 | |
1.03 | Townhouse | $560,000 | 09/12/25 | 3 | 2 | 1,606 | |
1.05 | Townhouse | $560,000 | 07/09/26 | 3 | 2 | 1,598 | |
1.04 | Townhouse | $529,000 | 05/20/26 | 3 | 3 | 1,874 | |
1.08 | Townhouse | $539,000 | 12/05/25 | 3 | 2 | 1,606 | |
1.08 | Townhouse | $565,000 | 07/14/26 | 3 | 2 | 1,598 |
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Assigned Schools
These are the assigned schools for 20339 SE Jack Benny Loop.
- High Desert Middle School
- 6-8
- Public
- 668 Students
6/10GreatSchools 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
- 421 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 Review7y ago - Caldera High School
- 9-12
- Public
- 1354 Students
4/10GreatSchools RatingParent Rating AverageTerrible School and they have ruined my childs education.Parent Review5mo ago 
Check out schools near 20339 SE Jack Benny Loop.
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
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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 2026-07-23 13:10:24 PDT
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.