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Winston, OR Homes for Rent

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  • /34

    $2,495 Per Month

    • 5 Beds
    • 2 Baths
    • 2,560 Sq Ft
    • 6+ Bdrm Home Built 1895. Close In. With Pastures.

    120 Winston Section Rd, Winston, OR 97496

    A house with a history. 1895 Home with 5+ bedrooms and lots of charm. This home has been in the family for 50+ years. 5+ Bdrm home. Built in 1895. On the River. Close In. Bedrooms/Bonus: 2 Small bedrooms are in attic, three are on 2nd floor. There are three "extra" rooms on first floor that have been used in the past as an office, music room, master bedroom, playroom,

    120 Winston Section Rd, Winston, OR 97496
  • /12

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Brand New House in Winston!

    105 Citation Ct, Winston, OR 97496

    Discover this brand new 3 bedroom, 2 bath home in Winston. Offering practical living and convenient amenities. The kitchen includes a range, refrigerator, dishwasher, garbage disposal and a cupboard pantry for organized storage. A ceiling fan helps circulate air throughout the living areas, while an included washer and dryer add laundry convenience. Step outside to a fenced yard and covered

    105 Citation Ct, Winston, OR 97496
  • /20

    $1,225 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    550 SE Center St, Winston, OR 97496

    Tentatively available early July. This rental is a 3 bedroom duplex located off Thompson in Winston. There is a gas range, refrigerator, and dishwasher as well as a gas water heater and laundry hookups. Baseboard heat and there is a single car garage and a nice sized yard. Water, sewer, and garbage are paid, you may ask about pets and we do not allow smoking inside any of our

    550 SE Center St, Winston, OR 97496
  • /25

    $1,650 Per Month

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • House for Rent

    310 SE Gregory Dr, Winston, OR 97496

    This three-bedroom, one-bath home is located in Winston. There is a large workshop/storage shed in this home. The kitchen has been updated nicely with stainless and black appliances, custom hickory cabinets, and laminate flooring. The exterior features a patio and a good-sized fenced backyard. Central Gas Heat. Washer and dryer hookups in the shop. Please note: The fireplace in this home is

    310 SE Gregory Dr, Winston, OR 97496
  • /17

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft
    • Brand New House in Winston! 1 Year Lease Required

    109 Citation Ct, Winston, OR 97496

    Discover this new 3-bedroom, 2-bath home in Winston. The layout offers a functional kitchen equipped with a range, microwave, dishwasher and refrigerator, while a garage and off-street parking provide convenient vehicle space. Washer and dryer are included for easy laundry, and utilities for water and sewer are paid. The property includes a fenced yard with yard maintenance paid, creating a

    109 Citation Ct, Winston, OR 97496

Why Live in Winston

Winston, Oregon, is a small community of nearly 6,000 residents nestled along the South Umpqua River and surrounded by forested landscapes. Known for its Wildlife Safari, Winston offers a driving tour featuring over 500 animals and 80 species. The town's parks, such as Riverbend Park and Winston Dillard County Park, provide playgrounds, skate parks, picnic areas, and summer concert series. Harold and Sid Nichols Park includes a public boat ramp, popular for fishing and kayaking. Winston's homes range from starter properties to high-end estates, with single-level ranch homes being the most common. Lot sizes vary from under 10,000 square feet to over 20 acres, and new developments like Rolling Meadows are underway. Dining options are concentrated around Southeast Main Street and Northwest Douglas Boulevard, with spots like Winston Diner & Drive-Thru and Willee's Cafe and Spirits. Grocery Outlet and Brosi's Sugartree Farms cater to local shopping needs, while nearby Abacela Winery and Freed Estates Vineyard offer tasting rooms. Highway 99 provides scenic routes through the area, including the Rogue-Umpqua Scenic Byway. Flooding can be a concern in local parks and boat ramps after heavy rainfall or snowmelt.

Frequently Asked Questions

How much does it cost to rent a home in Winston, OR?
The median rent for a home in Winston, OR is $2,547 per month, though prices vary by neighborhood, size, and property type. As of July 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Winston, OR?
To comfortably afford the median rent in Winston, OR, a household needs to earn roughly $101,880 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,547 per month in Winston, OR, renters typically need to show $7,641 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winston, OR?
In Winston, OR, the price-to-rent ratio is 10.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winston, OR are best for renting a home?
The best neighborhood for renting in Winston, OR depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Green and Roseburg North, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$2,547
Median Single Family Home Rent
$2,548
How to Rent a Home