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Newest Homes for Sale in Dillard

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  • 572 Dillard Gardens Rd, Winston, OR 97496
    572 Dillard Gardens Rd, Winston, OR 97496
    572 Dillard Gardens Rd, Winston, OR 97496
    /21

    $498,000

    $52K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    572 Dillard Gardens Rd, Winston, OR 97496

    Charming farmhouse on the South Umpqua River. Set on 6.9 acres with prime farmland and river irrigation water rights. The home features wood floors with an open living room, kitchen & dining area. A large primary bedroom with a full bathroom and walk in closet. 2nd bedroom utilized as an office. Laundry room and detached garage. Nice and private backyard with good shade. City water and new septic

    Mike Nichols MORE Realty

    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

    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

    $329,000

    $20K PRICE DROP
    • 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
Oregon Douglas County Winston

Real Estate & Homes for Sale in Dillard, Winston

Learn more about living in Dillard

Dillard, Winston, OR Home Prices vs. Nearby Neighborhoods

Dillard Green Winston
Median Home Price
$349,500
$368,000
$373,500
Median Sale Price
$264,000
+20% YoY
$349,000
+4% YoY
$325,000
-4% YoY
Avg. Price per Square Foot
$248
$250
$235
Median Single Family Price
$356,000
$350,000
$356,300
Total Active Listings
3 listings
15 listings
26 listings
Market Conditions
6 Months of Supply
Balanced Market
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market

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.
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 6.95%, your estimated principal and interest payment would be $1,850 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $79K 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 97481.
What are the most popular neighborhoods near Dillard, Winston, OR?
The most popular neighborhoods near Dillard, Winston, OR are Lookingglass, West Harvard, Hucrest, Roseburg North and Eden Orchards.
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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.

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