Are yards well-kept in Winston, OR?

As of early 2026, 98% of users say yards are well-kept

Is Winston, OR dog-friendly?

As of early 2026, 98% of users say it's dog friendly

Is parking easy in Winston, OR?

As of early 2026, 89% of users say parking is easy

Is a car needed in Winston, OR?

As of early 2026, 87% of users say car is needed

Does Winston, OR show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

Do kids play outside in Winston, OR?

As of early 2026, 73% of users say kids play outside

Is there wildlife in Winston, OR?

As of early 2026, 68% of users say there's wildlife

Is Winston, OR quiet?

As of early 2026, 67% of users say it's quiet

Does Winston, OR have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Winston, OR?

As of early 2026, 60% of users say neighbors are friendly

Do residents of Winston, OR plan to stay at least 5 years?

As of early 2026, 57% of users say they plan to stay for at least 5 years

Is Winston, OR walkable to grocery stores?

As of early 2026, 56% of users say it's walkable to grocery stores

Is Winston, OR walkable to restaurants?

As of early 2026, 55% of users say it's walkable to restaurants

Would people walk alone at night in Winston, OR?

As of early 2026, 53% of users say people would walk alone at night

Are the streets well-lit in Winston, OR?

As of early 2026, 51% of users say streets are well-lit

Are there community events in Winston, OR?

As of early 2026, 23% of users say there are community events

OFF MARKET

SE Gregory Dr
Winston, OR 97496

Local Information

Map ViewExplore the area around SE Gregory Dr.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This lot/land is located at SE Gregory Dr, Winston, OR. SE Gregory Dr is in Winston, OR and in ZIP code 97496. This property has a lot size of 4356 sqft.

SE Gregory Dr, Winston, OR 97496 is a lot/land. It is currently off market. The Trulia Estimate rent is $1,044/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for SE Gregory Dr

Property Information
Property Type / Style Property Type: Lot Land

Community
Units in Building: 1

Lot Information
Lot Area: 4356 sqft

Market trends in Winston

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

8MoM

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Property Tax and Assessment

Year	2024
Tax	$18
Assessment	$1,530

Home facts updated by county records

Comparable Sales for SE Gregory Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
271 SE Robinson St, Winston, OR	0.14	Lot/Land	$50,000	06/01/26		-	-
111 SE Lebleu Ln, Winston, OR	0.59	Lot/Land	$17,000	07/23/25		-	-
341 NE Darlene St, Winston, OR	0.60	Lot/Land	$260,000	03/10/26		-	-
320 5th St, Dillard, OR	1.31	Lot/Land	$62,500	12/09/25		-	-
2180 Edna Ave, Roseburg, OR	2.94	Lot/Land	$75,000	04/27/26	2	-	868
2736 Roberts Creek Rd, Roseburg, OR	3.21	Lot/Land	$725,000	06/10/26		-	-
Palmdale Ave, Roseburg, OR	3.19	Lot/Land	$265,000	09/22/25		-	-
Roberts Creek Rd, Roseburg, OR	3.20	Lot/Land	$700,000	06/12/26		-	-
1942 Glengary Loop Rd, Roseburg, OR	3.85	Lot/Land	$149,900	10/16/25		-	-
1954 Glengary Loop Rd, Roseburg, OR	3.89	Lot/Land	$149,900	11/20/25		-	-

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $251,900
3 bd
1 ba
824 sqft
331 SE Gregory Dr,
Winston, OR 97496
Oregon Life Homes, Sold
OFF MARKET
Est. $250,800
2 bd
1 ba
762 sqft
390 SE Gregory Dr,
Winston, OR 97496
Rogue Real Estate, LLC, Sold
OFF MARKET
Est. $296,300
2 bd
1 ba
990 sqft
370 SE Gregory Dr,
Winston, OR 97496
Paramount Real Estate LLC, Sold
SOLD
FEB 27, 2026
$315,000
3 bd
2 ba
1,421 sqft
120 SE Edwards Ave,
Winston, OR 97496
Oregon Life Homes, Sold
OFF MARKET
Est. $319,600
3 bd
2 ba
1,323 sqft
189 SE Darrell Ave,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Sold
OFF MARKET
Est. $296,200
3 bd
2 ba
1,316 sqft
200 SE Darrell Ave,
Winston, OR 97496
RE/MAX Integrity, Sold
FOR SALE
3D VIEW
0.61 ACRES
$205,000
2 bd
1 ba
1,323 sqft
381 SE Gregory Dr,
Winston, OR 97496
Platinum Realty, Active
SOLD
NOV 20, 2025
$310,000
3 bd
2 ba
1,355 sqft
190 SE Darrell Ave,
Winston, OR 97496
RE/MAX Integrity, Sold
OFF MARKET
Est. $262,900
3 bd
1 ba
960 sqft
351 SE Darrell Ave,
Winston, OR 97496
Currieco Real Estate, Sold
OFF MARKET
Est. $304,100
3 bd
2 ba
1,318 sqft
180 SE Darrell Ave,
Winston, OR 97496
RE/MAX Integrity, Sold
FOR SALE
$318,000
3 bd
1 ba
1,000 sqft
340 SE Darrell Ave,
Winston, OR 97496
Keller Williams Realty Eugene and Springfield, Active
SOLD
MAR 27, 2026
$250,000
3 bd
2 ba
1,080 sqft
265 SE Grape Ave,
Winston, OR 97496
Stellar Realty Northwest, Sold

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Additional Cost

Assigned Schools

These are the assigned schools for SE Gregory Dr.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winston

At least 37 Trulia users voted on each feature.

98 % Say yards are well-kept
98 % Say it's dog friendly
89 % Say parking is easy
87 % Say car is needed
76 % Say there's holiday spirit
73 % Say kids play outside
68 % Say there's wildlife
67 % Say it's quiet
62 % Say there are sidewalks
60 % Say neighbors are friendly
57 % Say they plan to stay for at least 5 years
56 % Say it's walkable to grocery stores
55 % Say it's walkable to restaurants
53 % Say people would walk alone at night
51 % Say streets are well-lit
23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Amy
Resident
7y ago
"I just moved here in December of 2018. So far, the neighbors are friendly, and the police frequently roam around town to show their presence. "
1
Flag
Trulia User
Resident
7y ago
"An alleged shooting happened recently on Jorgens street next door to a house pending sale. Otherwise for the most part not a bad neighborhood just a few bad houses. Drugs...."
10
Flag
Sissyboy2011
Resident
7y ago
"That there are thieves and tweekers everywhere. Watch out at the parks for needles and the streets. Lock up everything you keep outside including your vehicles. Kids bikes get stolen daily. most of the time WPD is running a skeleton crew. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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NEW - 2 DAYS AGO
$1,200/mo
3 bd
1 ba
577 NW T St #577,
Winston, OR 97496
$995/mo
2 bd
1 ba
410 SE Park St #11,
Winston, OR 97496
Contact for price
1-2 bd
1-2 ba
189 NW Glenhart Ave #776f18ccb,
Winston, OR 97496
Contact for price
1-2 bd
1-2 ba
209 NW Glenhart Ave #776f18ccb,
Winston, OR 97496
APPLY INSTANTLY
PET FRIENDLY
$1,800/mo
3 bd
2 ba
Address Not Disclosed,
Roseburg, OR 97471
See more homes for rent in
Winston
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Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Winston, OR

PET FRIENDLY
$1,650/mo
3 bd
1 ba
988 sqft
310 SE Gregory Dr,
Winston, OR 97496
$2,600/mo
3 bd
2 ba
1,734 sqft
109 Citation Ct,
Winston, OR 97496
$2,600/mo
3 bd
2 ba
1,586 sqft
105 Citation Ct,
Winston, OR 97496
$1,150/mo
2 bd
1 ba
1,000 sqft
491 NW Barbur Blvd,
Winston, OR 97496
PET FRIENDLY
$1,225/mo
3 bd
1 ba
1,000 sqft
550 SE Center St,
Winston, OR 97496
PET FRIENDLY
$2,495/mo
5 bd
2 ba
2,560 sqft
120 Winston Section Rd,
Winston, OR 97496

Homes for sale near SE Gregory Dr

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0.45 ACRES
$249,500
SW Main St,
Winston, OR 97496
RE/MAX Integrity, Active
$22,500
111 SE Lebleu Ln,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
4.77 ACRES
$590,000
350 View Point Ter,
Winston, OR 97496
Oregon Life Homes, Active
$29,900
633 Highland Vista Ln,
Roseburg, OR 97471
Different Better Real Estate, Active
$50,000
140 Erin Ct,
Roseburg, OR 97471
RE/MAX Integrity, Active
7.4 ACRES
$350,000
Wil Way,
Winston, OR 97496
Different Better Real Estate, Active
40 ACRES
$220,000
Willis Creek Rd,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
40 ACRES
$220,000
Willis Creek Rd,
Winston, OR 97496
1.2 ACRES
$225,000
4885 Grange Rd,
Roseburg, OR 97471
Vanguard Realty Group
0.8 ACRES
$225,000
201 Roberts Creek Rd,
Roseburg, OR 97471
Vanguard Realty Group
See more homes for sale in
Winston
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Off Market Homes Near SE Gregory Dr

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SOLD
JUL 2, 2026
$153,000
2 bd
2 ba
1,130 sqft
463 SE Gregory Dr,
Winston, OR 97496
Currieco Real Estate, Sold
SOLD
JUL 1, 2026
$380,000
3 bd
1 ba
1,352 sqft
421 NW Cary St,
Winston, OR 97496
eXp Realty, LLC, Sold
SOLD
JUN 30, 2026
$89,700
3 bd
2 ba
1,404 sqft
180 Twin Oaks Loop,
Winston, OR 97496
eXp Realty, LLC, Sold
SOLD
JUN 30, 2026
$712,000
4 bd
2 ba
3,746 sqft
500 Winston Section Rd,
Winston, OR 97496
The Neil Company Real Estate, Sold
SOLD
JUN 26, 2026
$330,000
3 bd
1 ba
1,000 sqft
10 Carmel Ct,
Roseburg, OR 97471
Brighthome Real Estate Group
SOLD
JUN 26, 2026
$310,100
3 bd
1 ba
1,056 sqft
113 Shaffer Ct,
Roseburg, OR 97471
The Neil Company Real Estate, Sold
SOLD
JUN 24, 2026
$338,000
3 bd
2 ba
1,848 sqft
210 NW Timothy Ave,
Winston, OR 97496
RE/MAX Integrity, Sold
SOLD
JUN 24, 2026
$320,000
3 bd
2 ba
1,295 sqft
356 Dark Horse St,
Roseburg, OR 97471
Keller Williams Southern Oregon-Umpqua Valley, Sold
SOLD
JUN 24, 2026
$275,000
3 bd
1 ba
1,434 sqft
10 SE Kegler Ave,
Winston, OR 97496
Different Better Real Estate, Sold
SOLD
JUN 24, 2026
$299,000
3 bd
2 ba
1,296 sqft
621 Highland Vista Ln,
Roseburg, OR 97471
Different Better Real Estate, Sold
See more homes for sale in
Winston
Take a look

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SE Gregory Dr
Winston, OR 97496

Local Information