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Douglas High School Zone Homes For Sale | Page 2

84 Homes
 
754 SE Hall St, Winston, OR 97496
  • $379,900
  • 3Bd
  • 2Ba
  • 1,245 Sq Ft
70 NE Brosi Orchard Rd, Winston, OR 97496
  • $219,000
  • 2Bd
  • 1Ba
  • 1,242 Sq Ft
2892 Coos Bay Wagon Rd, Roseburg, OR 97471
  • $389,900
  • 3Bd
  • 2Ba
  • 1,296 Sq Ft
104 Kenya Ct, Winston, OR 97496
  • $487,000
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
340 NW Elizabeth Ave, Winston, OR 97496
  • $305,000
  • 3Bd
  • 2Ba
  • 1,594 Sq Ft
134 NW Anne Ave, Winston, OR 97496
  • $135,000
  • 3Bd
  • 2Ba
  • 1,296 Sq Ft
635 Wil Way, Winston, OR 97496
  • $619,900
  • 4Bd
  • 4Ba
  • 3,072 Sq Ft
105 NW Stephanie Ct, Winston, OR 97496
  • $155,000
  • 3Bd
  • 2Ba
  • 1,176 Sq Ft
381 SE Gregory Dr, Winston, OR 97496
  • $195,000
  • 2Bd
  • 1Ba
  • 1,323 Sq Ft
9114 Old Highway 99 S, Winston, OR 97496
  • $735,000
  • 3Bd
  • 3Ba
  • 2,722 Sq Ft
$50K
228 SEstate Loop, Winston, OR 97496
  • $16,500
  • 2Bd
  • 1Ba
  • 1,022 Sq Ft
$1.99K
206 Church St, Dillard, OR 97432
  • $299,500
  • 3Bd
  • 2Ba
  • 1,408 Sq Ft
$29.5K
186 Woodduck St, Winston, OR 97496
  • $349,900
  • 3Bd
  • 2Ba
  • 1,613 Sq Ft
$16.1K
311 SE Grape Ave, Winston, OR 97496
  • $459,000
  • 3Bd
  • 1Ba
  • 1,250 Sq Ft
101 SW Peach Ln, Winston, OR 97496
  • $299,000
  • 3Bd
  • 1Ba
  • 1,348 Sq Ft
$16K
Willis Creek Rd, Winston, OR 97496
  • $199,900
  • 40 Acre
$10K
340 SE Darrell Ave, Winston, OR 97496
  • $270,000
  • 3Bd
  • 1Ba
  • 1,000 Sq Ft
Open SUN 10-1
300 Mattie K Ln, Roseburg, OR 97471
  • $849,000
  • 4Bd
  • 3Ba
  • 2,805 Sq Ft
1349 Willis Creek Rd, Winston, OR 97496
  • $1,099,900
  • 3Bd
  • 3Ba
  • 2,856 Sq Ft
$100K
111 SE Lebleu Ln, Winston, OR 97496
  • $22,500
  • 0.14 Acre
380 NW Cary St, Winston, OR 97496
  • $350,000
  • 4Bd
  • 2Ba
  • 1,710 Sq Ft
$5K
6404 Lookingglass Rd, Roseburg, OR 97471
  • $860,000
  • 3Bd
  • 3Ba
  • 2,356 Sq Ft
6700 Upper Olalla Rd, Winston, OR 97496
  • $1,050,000
  • 3Bd
  • 3Ba
  • 2,720 Sq Ft
$50K
505 Sibold Canyon Rd, Tenmile, OR 97481
  • $249,000
  • 16.59 Acre
$10K
8690 Lookingglass Rd, Roseburg, OR 97471
  • $3,500,000
  • 3Bd
  • 2Ba
  • 1,500 Sq Ft
$300K
411 Woodland Dr, Winston, OR 97496
  • $680,000
  • 4Bd
  • 2Ba
  • 2,240 Sq Ft
$5K
90 SE Darrell Ave, Winston, OR 97496
  • $205,000
  • 2Bd
  • 2Ba
  • 924 Sq Ft
$10K
150 Wil Way, Winston, OR 97496
  • $499,900
  • 3Bd
  • 3Ba
  • 1,999 Sq Ft
$25.1K
160 Wil Way, Winston, OR 97496
  • $499,900
  • 3Bd
  • 3Ba
  • 2,089 Sq Ft
$25.1K
124 Country Side Ln, Winston, OR 97496
  • $60,000
  • 3Bd
  • 2Ba
  • 1,296 Sq Ft
Lookingglass Rd, Roseburg, OR 97471
  • $490,000
  • 8.95 Acre
$60K
1941 Byron Creek Rd, Winston, OR 97496
  • $469,900
  • 2Bd
  • 2Ba
  • 1,764 Sq Ft
$19.1K
0 Willis Creek Rd, Winston, OR 97496
  • $99,000
  • 5.78 Acre
$20K
80 NW Lost Ln, Winston, OR 97496
  • $2,000,000
  • 4Bd
  • 2Ba
  • 1,992 Sq Ft
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51 - 84 of 84 Homes for sale in Winston, OR
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Winston, OR real estate market trends

Statistics as of October 2026
$399K
Avg. list price
$242/Sqft
Avg. price/sqft
37
Homes for sale
1,440 Sqft
Avg. home size
105 Days
Avg. days on market
Movoto makes it easy to track market trends in Winston, OR. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winston, OR?
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Frequently Asked Questions about Winston, OR

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