Get new listings emailed daily! JOIN SIGN IN
Denny Osborn, Broker
REALTOR®, ABR, e-PRO, RSPS
(541) 771-1578
Facebook Icon LinkedIn Icon Instagram Icon 
Refine Search

20558 SW Trails End Dr, Sherwood, OR 97140

$649,900
Matterport Tour Logo Virtual Tour

47 Total Photos [Click to View All]

Property Description

Imagine living where wide streets invite evening strolls, the local park is just around the corner, and walking to Ridges Elementary is part of your daily routine. In this sought-after Sherwood community, this updated home pairs a welcoming neighborhood feel with living spaces built for connection.From the covered porch, step into a foyer featuring a craftsman-style drop zone. Barn-style glass doors open to a dedicated home office filled with natural light. The main living area is designed for gathering, anchored by a stacked-stone gas fireplace and log mantle. This room includes extensive library built-ins and a wet bar with a wine cooler, sink, and custom cabinetry.The vaulted dining room and kitchen act as the centerpiece of the home. Features include slab granite counters, stained cabinetry with glass reveal uppers, under-mount lighting, stainless steel appliances, and a large island with casual seating.Sliding glass doors extend the living space outside to an expansive composite deck. The vaulted covered area, complete with lighting and a ceiling fan, is designed for year-round dining. An open deck section offers sun and privacy, stepping down to a fully fenced backyard with grass, shade, and a garden shed.Upstairs, hard surface flooring continues through all three bedrooms. The vaulted primary suite is spacious, offering beautiful molding and a seating area, plus a dual-vanity bathroom and two closets. Two bright bedrooms overlook the front of the home and share a full hall bathroom.With a dedicated laundry room, an oversized two-car garage with built-in storage, and an ideal Sherwood location, this home just keeps on giving!

20558 SW Trails End Dr | MLS# 338045968

This single family home located at 20558 SW Trails End Dr, Sherwood, OR 97140 is currently listed for sale with an asking price of $649,900. This property was built in 1997 and has 3 bedrooms and 2 full and 1 partial baths with 2055 sq. ft. Search Sherwood real estate on dennyosborn.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Fuel Type: Gas
Garage: 2 car attached
Heating: Forced Air
Home Style: 2 Story, Traditional
Lot Size: 0.12 Acres
Roof Type: Composition
Stories: 2.0
Taxes: $5,943
Year Built: 1997
Square Feet: 2,055

Feature Descriptions

Bathroom: 0.1 (Main), 2.0 (Upper)
Days on Site: 3
Exterior: Covered Deck, Deck, Fenced, Patio, Porch, Tool Shed, Yard
Exterior: Wood Siding
Fireplace: Gas
HOA Fee: Fee 1 - $150.00 (Annually)
Hot Water: Gas
Interior: Ceiling Fan(s), Granite, High Speed Internet, Vaulted Ceiling(s)
Kitchen: Built-in Range, Dishwasher, Disposal, Granite, Island, Microwave, Pot Filler, Stainless Steel Appliance(s)
Lot: Level
Lot Dimensions: 5227
Parking Notes: Attached, Driveway
Sewer: Public Sewer
Square Footage: 1116 (Main), 939 (Upper)
Water: Public Water

Room Sizes

Laundry: 7 X 5 Level - Main
Office: 10 X 11 Level - Main
Entry: 8 X 13 Level - Main
2nd Bedroom: 10 X 11 Level - Upper
3rd Bedroom: 11 X 12 Level - Upper
Dining Room: 11 X 16 Level - Main
Kitchen: 10 X 18 Level - Main
Living Room: 21 X 25 Level - Main
Primary Bedroom: 21 X 28 Level - Upper

Local Schools

High School: Sherwood
Middle School: Sherwood
Elementary School: Ridges

Listed By / Shown By

Listed By

Agency Name: Premiere Property Group, LLC
Agency Phone: 503-670-9000

Shown By

Agent Name: Denny Osborn, Broker
Agent Phone: (541) 771-1578
Agency Title: Bend Premier Real Estate

IDX logo

Estimate Your Payment

Estimated Payment

$ 3,971.05 per month $3,286.25 Principal & Interest $495.25 Property Tax $189.55 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 08/01/2026. The listing information on this page last changed on 08/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 08/01/2026 12:11:22 AM EST) or RMLS (last updated Fri 07/31/2026 2:43:17 AM EST) or COAR/MLSCO (last updated Sat 08/01/2026 12:01:24 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel