Olalla Rd, Winston, OR 97496
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OFF MARKET

    Olalla Rd, Winston, OR 97496

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    Hoover Hill Rd, Winston, OR
    1.76
    Lot/Land
    $1,230,000
    10/16/25
    -
    -
    NW Brockway Rd, Winston, OR
    3.11
    Lot/Land
    $295,000
    08/10/26
    -
    -
    584 Buzz Mountain Ln, Roseburg, OR
    3.68
    Lot/Land
    $240,000
    06/22/26
    -
    -
    Reston Rd, Roseburg, OR
    3.56
    Lot/Land
    $140,000
    09/26/25
    -
    -
    320 5th St, Dillard, OR
    3.82
    Lot/Land
    $62,500
    12/09/25
    -
    -
    271 SE Robinson St, Winston, OR
    4.92
    Lot/Land
    $50,000
    06/01/26
    -
    -
    341 NE Darlene St, Winston, OR
    5.06
    Lot/Land
    $260,000
    03/10/26
    -
    -
    4781 Flournoy Valley Rd, Roseburg, OR
    6.45
    Lot/Land
    $450,000
    11/18/25
    -
    -
    596 Raleigh Dr, Winston, OR
    6.61
    Lot/Land
    $149,900
    07/02/26
    -
    -
    1650 Gem Dr, Roseburg, OR
    7.15
    Lot/Land
    $159,000
    04/22/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    Hidden Hill Ln #500, Winston, OR 97496
    0.19
    -
    -
    -
    -
    Off Market
    5189 Strickland Canyon Rd, Roseburg, OR 97471
    0.61
    $329,000
    3
    1
    1,782
    Recently Sold
    213 Croxton Ln, Roseburg, OR 97471
    0.71
    $551,200
    3
    2
    2,215
    Off Market
    127 Haven Ln, Tenmile, OR 97481
    0.73
    $445,600
    7
    5
    3,528
    Off Market
    287 Croxton Ln, Roseburg, OR 97471
    0.77
    -
    2
    2
    540
    Off Market
    3153 Strickland Canyon Rd, Roseburg, OR 97471
    0.90
    $360,200
    2
    2
    1,920
    Off Market
    5771 Strickland Canyon Rd, Tenmile, OR 97481
    0.98
    $456,700
    4
    2
    2,465
    Off Market
    285 Towhee Ln, Tenmile, OR 97481
    1.40
    $144,600
    2
    1
    924
    Off Market

    Homes for rent near Olalla Rd

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    Local Information

    • Map ViewExplore the area around Olalla Rd.
    • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land
    107 acre lot

    About this House

    Approx. 107 acres with 70+ acres of water rights. Olalla Creek runs through the property. Blend of flat ground, sloped ground and hillside. Currently running cattle but has potential for higher value crops/commodities.
    Olalla Rd, Winston, OR 97496 is a lot/land. This property is not currently displayed as for sale or rent on Trulia.

    Home Details for Olalla Rd

    Interior Features

    Heating & Cooling
    Heating: ElectricHeating Fuel: Electric

    Exterior Features

    Exterior Home Features
    Roof: Other

    Property Information

    Property Type / Style
    Property Type: Lot LandArchitecture: Other

    Lot Information

    Lot Area: 107.00 acres

    Price and Tax history

    DateEventPrice
    Jan 20, 2021
    Source: RMLS (OR)
    		ListingRemoved
    Sep 25, 2020
    Source: Agent Provided
    		Pending
    $425,000
    Sep 26, 2019
    Source: Agent Provided
    		Listed For Sale
    $425,000
    May 6, 2015
    Source: Agent Provided
    		ListingRemoved
    $495,000
    Feb 1, 2014
    Source: Agent Provided
    		Listed For Sale
    $495,000

    Market trends in Roseburg

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $353K
    $5.83K    MoM
    Sale-to-List Price
    99.0%
    0.5%    MoM
    Price per sq ft
    $255
    $3    MoM
    Available listings
    259
    19    MoM

    Around this home

    What Locals Say about Roseburg

    At least 187 Trulia users voted on each feature.

    • 86 % Say parking is easy

    • 85 % Say it's dog friendly

    • 84 % Say car is needed

    • 81 % Say yards are well-kept

    • 73 % Say there's holiday spirit

    • 69 % Say there's wildlife

    • 64 % Say kids play outside

    • 59 % Say people would walk alone at night

    • 56 % Say it's quiet

    • 55 % Say neighbors are friendly

    • 52 % Say there are sidewalks

    • 47 % Say they plan to stay for at least 5 years

    • 40 % Say it's walkable to restaurants

    • 40 % Say it's walkable to grocery stores

    • 40 % Say streets are well-lit

    • 22 % Say there are community events

    Sourced by Trulia users. Learn more about our methodology.
    • Raventrouble
      "The commute to downtown is within 15 mins, little to no public transportation, beautiful views, small town"
      0
      Flag
    • Eeyorex7
      "We live right on Hwy 138, so traffic is always going by fast and there are no sidewalks. Dog walking is not possible. "
      2
      Flag
    • Tirzahsingleton
      "There is a dog park in my neighborhood, but there are many homeless camps near the dog park as well."
      12
      Flag
    • Lorelei_jane
      "Has slow cars, it's safe to walk in the evening, and the street is well lit. it has a field that you csn take your dog yo snd play fetch with them. "
      1
      Flag
    • Jackey W.
      "I love to see dogs with their owners out on the street that is if the pick up after them and are well-behaved"
      0
      Flag
    • Vanessa D.
      "the best kind of weather you will find in oregon is in this area. beautiful in the summer and beautiful in the winter. the communities are well protected by the neighbors and all in all the people are very friendly. "
      1
      Flag
    • Harmony R. E.
      "A very warm and welcoming town. Lovely family area. Grew up here and plan to stay great schools, and career opportunities "
      3
      Flag
    • Jennifer I.
      "friendly people and beautiful scenery. Roseburg has a warm atmosphere and several community events throughout the year. Some examples are graffiti days, music on the half shell, 4th of July fireworks at Stewart Park, etc"
      7
      Flag
    • Mikehunnicutt81
      "Too many crackheads. Can’t leave anything out without it being stolen. Even had our x-mad decorations stolen last year"
      3
      Flag
    • Morgan C.
      "Heavy drug scene. Thieves sneaking on to property. Many drug users looking to sell stuff for money. Very sad to see. Have had families just move in, then shortly move out because of the drug problems"
      38
      Flag
    • Virginia L.
      "No sidewalks, no parks/playgrounds nearby, mediocre schools, lots of poorly upkept rental properties "
      0
      Flag
    • kiki
      "I grew up here moved away for a few years but came back its home not a lot to do like big cities but it's a nice quiet country place crowded places like downtown and green have some theft issues but otherwise it's pretty safe at all times of day or night "
      0
      Flag
    • Swamericanpainting
      "they get turned in every time they bark . and people do not wont the dogs to poop or walk in their yards. this area is not animal friendly at all."
      0
      Flag
    • Madisonstitch2632
      "The community is great here I lived here for a long time but it just needs little more for rentals that people can afford to get into a place and not so high money to the deposit And the pet deposit"
      1
      Flag
    • Rmalone
      "School is close by. Stores, Dutch Bros, fast food are in the neighborhood. Hospitals,malls movie theater is within 10 miles. Two hours to the mountain east of me and two hours to the west is the ocean"
      3
      Flag
    • Hottgamadd
      "I have a Service dog. He is welcomed at/in all stores and restaurants no questions asked. We, who live here are happy people."
      5
      Flag
    • Anthonyarnott
      "Lots of young families. Very quiet and friendly community. Great first time home buyer area. My kids love it here. "
      0
      Flag
    • Jasmine M.
      "Costume parade on Halloween and holiday lights and Christmas tree lighting, parades for Veterans Day"
      3
      Flag
    • Charity H. A.
      "That it like a little western town and everyone is nice but the don’t stick there nose in other peoples business "
      0
      Flag
    • Savannah T.
      "My neighborhood is full of families and lots of kids playing outside. Animals and kids are watched for and the crime rate is low. "
      4
      Flag
    • Thetumbleweedcafe
      "We’ve owned our home in the Hucrest neighborhood of Roseburg for 13 yrs & we love the safe family oriented people in this area. It’s amazing for families with children."
      8
      Flag
    • omega1713
      "The people are the best. People go out of their way to be polite and friendly. been here 2 years from CA and it amazing the difference a zip code makes"
      6
      Flag
    • Hyattstephanie00
      "my neighbors are pretty quiet. There are lots of Turkeys. sometimes we get a few die with there babies. it is really nice."
      4
      Flag
    • Donna S.
      "we just moved and are still looking for a place, but we love it here. The people are nice, but man is it hard to find a place! "
      3
      Flag

    LGBTQ Local Legal Protections

    Frequently asked questions about Olalla Rd

    • Is Winston a buyer's or seller's market?
      Winston is currently a buyer's market, based on recent for-sale activity.
    • What's the median sale price in Winston?
      The median sale price in Winston is $353K. That is up $5.83K from the prior month.
    • What do residents say about Winston?
      Residents describe Winston, OR as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Winston, OR.
    • What are the closest schools to Olalla Rd?
      The closest schools to Olalla Rd in Winston, OR are Douglas High School (rated 5/10), Lookingglass Elementary School (Pre-K, rated 6/10), Mcgovern Elementary School (rated 7/10).

    Explore by feature - Pet Friendly

    27 pet-friendly rentals in Winston, OR

    Explore by feature - Garage

    14 rentals with a garage in Winston, OR

    Explore by feature - Air Conditioning

    28 rentals with air conditioning in Winston, OR

    Explore by feature - Washer/dryer

    37 rentals with a washer/dryer in Winston, OR

    Apartments for Rent

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    Off Market Homes Near Olalla Rd

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    Homes for sale near Olalla Rd

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