4

Dillard Homes for Sale

Section Image Section Image
  • 572 Dillard Gardens Rd, Winston, OR 97496
    572 Dillard Gardens Rd, Winston, OR 97496
    572 Dillard Gardens Rd, Winston, OR 97496
    /17

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    572 Dillard Gardens Rd, Winston, OR 97496

    Charming property on the South Umpqua River features a 1,440 sf home set on 6.9 acres. The 2-bed 2-bath interior includes wood floors, an open living room with a fireplace insert, an open kitchen, large primary bedroom with an ensuite bath, laundry room and covered deck. Back patio and yard area is peaceful and quiet with flowers and shade trees. New septic system was installed in 2021. Detached

    Mike Nichols MORE Realty, Inc.

    572 Dillard Gardens Rd, Winston, OR 97496
  • 9114 Old Highway 99 S, Winston, OR 97496
    9114 Old Highway 99 S, Winston, OR 97496
    9114 Old Highway 99 S, Winston, OR 97496
    /83

    $735,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,722 Sq Ft

    9114 Old Highway 99 S, Winston, OR 97496

    Escape to the peace and beauty of rural Oregon with this beautifully remodeled country retreat set on 5.4 usable acres of fenced pastureland. Offering the perfect blend of modern comfort and small-acreage functionality, this stunning single-level home features 2,722 sq. ft. with 3 bedrooms, 3 full baths, and a versatile flex space ideal for a home office or hobby room. Each bedroom includes its

    Agent Photo

    Kristina Scott

    Umpqua Legacy Realty LLC

    (458) 310-3863

    9114 Old Highway 99 S, Winston, OR 97496
  • 206 Church St, Dillard, OR 97432
    206 Church St, Dillard, OR 97432
    206 Church St, Dillard, OR 97432
    /26

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    206 Church St, Dillard, OR 97432

    Beautifully remodeled home in a cozy rural neighborhood near the scenic South Umpqua River. This move-in ready property features granite kitchen countertops and new windows and roof, offering both comfort and peace of mind.The main level includes the living room, kitchen, primary bedroom, full bath, and an oversized laundry room that could easily serve as an office, craft room, or flexible

    Marilyn Kittelman Cutting Edge Real Estate

    206 Church St, Dillard, OR 97432
  • 170 Church St, Dillard, OR 97432
    170 Church St, Dillard, OR 97432
    170 Church St, Dillard, OR 97432
    /28

    $340,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    170 Church St, Dillard, OR 97432

    South Umpqua River front home with beautiful mature landscaping. This home was thoroughly remodeled in 2012 with new kitchen, HVAC, and most plumbing. Small work shop, and RV parking area. Enjoy watching the water off the relaxing deck of this adorable riverfront home.

    Christina Ronk Harcourts Integrity Team Real Estate Services, LLC.

    170 Church St, Dillard, OR 97432
Oregon Douglas County Winston Dillard

Real Estate & Homes for Sale in Dillard, Winston

Learn more about living in Dillard

Frequently Asked Questions

Is Dillard a good place to live?
Dillard is a good place to live. Dillard is considered very car-dependent and somewhat bikeable with some transit options. Dillard has 1 park for recreational activities. It has a median age of 47. The average household income is $45,408 which is below the national average. College graduates make up 4.1% of residents. A majority of residents in Dillard are home owners, with 35% of residents renting and 65% of residents owning their home. A local real estate agent serving Dillard can help you decide if this neighborhood is the right one for you. Learn more on our Dillard neighborhood guide.
Is Dillard, OR a safe neighborhood?
Dillard, OR is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Dillard?
The median home price in Dillard is $349,500. If you put a 20% down payment of $69,900 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $1,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $75K a year to afford the median home price in Dillard. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Dillard is $45K.
What are the best public schools in Dillard?
The best public schools that serve Dillard are:
What are the most popular zip codes in Dillard, Winston, OR?
The most popular zip codes in Dillard, Winston, OR include 97496, 97471, 97457, 97470 and 97469.
What are the most popular neighborhoods near Dillard, Winston, OR?
The most popular neighborhoods near Dillard, Winston, OR are Green, Lookingglass, West Harvard, Hucrest and Melrose.

Dillard Home Prices vs. Nearby Winston, OR Neighborhoods

Dillard Coquille Sutherlin Myrtle Point
Median Home Price
$349,500
$354,500
$409,000
$307,000
Median Sale Price
$220,000
-7% YoY
$317,000
+5% YoY
$385,000
+2% YoY
$280,000
-5% YoY
Median Single Family Price
$344,500
$340,000
$397,000
$302,000
Total Active Listings
5
32
41
23
Market Conditions
10 Months
Buyer's Market
5 Months
Balanced Market
5 Months
Balanced Market
9 Months
Buyer's Market
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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 brokerage firms other than Ten-X 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. All information provided is deemed reliable but is not guaranteed and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group