16

Winston, OR Homes for Sale with Acreage

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  • /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
  • /15

    $185,000

    $90K PRICE DROP
    • Land
    • 3.14 Acres
    • $58,917 per Acre

    0 Wil Way Unit 24278136, Winston, OR 97496

    Great investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24278136, Winston, OR 97496
  • /15

    $185,000

    $90K PRICE DROP
    • Land
    • 4.26 Acres
    • $43,427 per Acre

    0 Wil Way Unit 24292479, Winston, OR 97496

    Unique investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Currently no HOA or CC&Rs! Property has already been approved to be partitioned as a larger parcel or a over a dozen lot subdivision! Utilities conveniently are available nearby ready to be connected. The other parcel is also listed separately. Or both properties are available

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24292479, Winston, OR 97496
  • /28

    $350,000

    $150K PRICE DROP
    • Land
    • 7.4 Acres
    • $47,297 per Acre

    0 Wil Way Unit 24094727, Winston, OR 97496

    Rare investment opportunity! This property features astounding views of Abacela Vineyards and the surrounding valleys. Property has already been approved to be partitioned as either 2 larger parcels or a 28 lot subdivision! Currently no HOA or CC&Rs! Utilities conveniently are available nearby ready to be connected. The 2 parcels are also listed separately. Make an offer today before one or all

    Agent Photo

    Ashton Faas

    Faas Realty

    0 Wil Way Unit 24094727, Winston, OR 97496
  • /21

    $150,000

    • Land
    • 10.56 Acres
    • $14,205 per Acre

    3541 Willis Creek Rd, Winston, OR 97496

    10.56 Acres Bordering Public Land Nestled at 3541 Willis Creek Rd, this 10.56-acre property offers a rare chance to own a slice of Oregon's natural beauty. With a newly cut-in road leading to a potential home site, you'll enjoy a stunning view of the valley-a perfect backdrop for your future home. The essentials are already in place: Community water with a meter installed near the south end

    Cliff Farley Mossy Oak Properties Oregon Field and Stream Realty

    3541 Willis Creek Rd, Winston, OR 97496
  • /48

    $469,900

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,764 Sq Ft

    1941 Byron Creek Rd, Winston, OR 97496

    Come home to your own private escape hidden in the trees! Beautiful parklike setting with amazing views and end of the road privacy. Property features include a huge, large covered RV storage, detached guest quarters, a storeroom & workshop. The manufactured home was custom built for the current owners with many custom touches. An expansive deck is perfect for gatherings or taking in the amazing

    Andrew Stoner Roseburg Realty

    1941 Byron Creek Rd, Winston, OR 97496
  • /12

    $230,000

    $19K PRICE DROP
    • Land
    • 27.31 Acres
    • $8,422 per Acre

    0 E Willis Creek Rd, Winston, OR 97496

    27.31 acres offering the opportunity to build your dream home either atop the property with expansive views or tucked into the peaceful valley below. City water is available, and additional utilities are accessible via a recorded easement. Boundary lines shown in photos are approximate; buyers to perform their own due diligence regarding property lines, buildability, utilities, and intended use.

    Tim Rist DORE

    0 E Willis Creek Rd, Winston, OR 97496
  • /48

    $1,050,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    6700 Upper Olalla Rd, Winston, OR 97496

    One of a kind custom cedar home on 5 level, usable acres—an incredible country property with space, privacy, and outstanding amenities! This Lindal style home includes a massive 2,400 sq ft shop with a full bathroom, dual garage doors, and room for a 40-foot motorhome. Three RV hookups provide power, water, and dump access—an exceptional setup for guests, RV parking, recreational vehicles, and

    Dan Gandee Real Broker

    6700 Upper Olalla Rd, Winston, OR 97496
  • /30

    $250,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,070 Sq Ft

    3707 Willis Creek Rd, Winston, OR 97496

    Rare rural opportunity priced at land and utility value — for the investor, builder, or country-living dreamer ready to create something truly their own in the hills of Douglas County, Oregon. Utilities are already in place — a significant head start on any rural build. The property is served by Pacific Power electric and Winston City Water (public water), with an on-site septic system. Septic

    Michelle Kohlhoff Sundance Realty LLC

    3707 Willis Creek Rd, Winston, OR 97496
  • /4

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    0 Berry Creek Rd, Winston, OR 97496

    This private, level 4-acre parcel offers convenient access to Ben Irving Reservoir and is the perfect setting for recreation, relaxation, or a future getaway retreat. The property features a large natural meadow surrounded by 20-year-old Douglas fir reprod, creating a peaceful and secluded atmosphere. Adjacent to BLM land, it provides direct access to endless outdoor opportunities. Improvements

    Ryan Fox Berkshire Hathaway HomeServices Real Estate Professionals

    0 Berry Creek Rd, Winston, OR 97496
  • /48

    $1,099,900

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    1349 Willis Creek Rd, Winston, OR 97496

    Quiet country living on private acreage! Offered for the first time ever, this exceptional estate presents a rare opportunity to own a truly special piece of the Pacific Northwest. Featuring two separate residences, this property is perfectly suited for multi-generational living, guest accommodations, or potential rental income. The primary home offers over 2,800 square feet of inviting living

    Jordan Anderson The Anderson Agency

    1349 Willis Creek Rd, Winston, OR 97496
  • /11

    $350,000

    • Land
    • 50 Acres
    • $7,000 per Acre

    0 Lookingglass Rd Unit TL 203, Winston, OR 97496

    Custom home site on 50 acres. Adjacent to Abacela vineyard with incredible views of the countryside. Set in the Umpqua Valley AVA. Zoned Residential Medium Density. Do not access this property without authorization.

    Mike Nichols MORE Realty

    0 Lookingglass Rd Unit TL 203, Winston, OR 97496
  • /2

    $209,900

    $10K PRICE DROP
    • Land
    • 40 Acres
    • $5,248 per Acre

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496

    New Information - This beautiful property qualifies for a Template Dwelling. Once conditions have been met and the "Template Dwelling" has been approved, this permit will allow up to 11 yrs to develop and build a residence. Currently Farm Forest–zoned timber property offers both natural beauty and strong investment potential. A recent professional timber cruise, inventory, and valuation completed

    Craig Warmouth Berkshire Hathaway HomeServices Real Estate Professionals

    0 Willis Creek Rd Unit 124013990, Winston, OR 97496
  • /8

    $590,000

    • Land
    • 4.77 Acres
    • $123,690 per Acre

    350 View Point Terrace, Winston, OR 97496

    Excellent investment opportunity! 31 platted lots prime for development in the growth seeking city of Winston! This early 1980's subdivision is prominently located next to a newer construction community to strengthen the potential development value. Pacific Power just confirmed power is available! Call Winston city manager with all your building/development questions as he will accommodate all

    Michael Fischer Oregon Life Homes

    350 View Point Terrace, Winston, OR 97496
  • /13

    $99,000

    $10K PRICE INCREASE
    • Land
    • 5.78 Acres
    • $17,128 per Acre

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496

    One of the last vacant lots on Willis Creek Rd. .76 acres between roadway and the creek. 5.02 wooded acres up the hill that levels off to a rather flat area for building site. With a bit of road grading and building pad clearing. This location offers seclusion in the trees with views of the surrounding hills and valley.

    Thomas Gulan RE/MAX Integrity

    0 Willis Creek Rd Unit 23389927, Winston, OR 97496
  • /44

    $680,000

    $39K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    411 Woodland Dr, Roseburg, OR 97471

    What if your favorite getaway was home? Set above Lookingglass Creek with stunning views of Abacela Vineyard, this property offers the kind of lifestyle that's getting harder to find. Spend summer afternoons at your own swimming hole, grow fresh produce in the fenced garden and greenhouse, and enjoy the satisfaction of having water rights, irrigation, a K-line system, and pump already in

    Nataly Mattox RE/MAX Integrity

    411 Woodland Dr, Roseburg, OR 97471

Home Price Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$354,200
Median 2 Bedroom Sale Price
$243,750
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
16
Last 12 months Home Sales
64
Months of Supply
4.70
Median List Price
$373,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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