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

60 SE Gregory Dr
Winston, OR 97496

3 Beds
1 Bath
1,000 sqft

$284,600

Trulia Estimate

as of Jun 18, 2026

Est. Refi. Payment $1,646/mo*

Refinance Your Home

$284,600

Trulia Estimate

as of Jun 18, 2026

Est. Refi. Payment $1,646/mo*

Refinance Your Home

3 Beds

1 Bath

1,000 sqft

Local Information

-- mins to

Commute Destination

Description

It's a perfect starter home that has a lot to offer. This 3 BR, 1 BA house is close to schools, shopping and downtown Winston. It has a large fenced yard that has a stone fire pit, and a patio for outdoor entertaining. Nice size garage with plenty of room for RV parking.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 60 SE Gregory Dr

Interior Features
Heating & Cooling Heating: Baseboard, ElectricCooling System: OtherHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Tile
Interior Details Types of Rooms: Pantry
Appliances & Utilities DishwasherRefrigerator

Exterior Features
Exterior Home Features Roof: OtherExterior: WoodFoundation Type: Concrete
Parking & Garage GarageParking Space: 1Parking: Garage Attached

Property Information
Year Built Year Built: 1993Year Updated: 1993
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 9147 sqft

Price History for 60 SE Gregory Dr

Date	Price	Event	Source
10/19/2021	$240,000	Sold	RMLS (OR) #21183160
Recording Date 10/19/2021 County Transfer Tax N/A Total Transfer Tax N/A
08/30/2021	$245,000	Pending	RMLS (OR) #21183160

08/20/2021	$245,000	PriceChange	BHHS broker feed #21183160
Price Change $5,000 (-2%)
08/13/2021	$250,000	PendingToActive	Berkshire Hathaway HomeServices #21183160

07/29/2021	$250,000	Pending	Berkshire Hathaway HomeServices #21183160

07/20/2021	$250,000	Listed For Sale	Berkshire Hathaway HomeServices #21183160

06/06/2019	$178,000	Sold	RMLS (OR) #18275868
Recording Date 06/06/2019 County Transfer Tax N/A Total Transfer Tax N/A
05/06/2019	$178,000	Pending	Agent Provided

04/25/2019	$178,000	PriceChange	Agent Provided
Price Change $2,000 (-1%)
12/27/2018	$180,000	Listed For Sale	Agent Provided

07/07/2017	$153,000	Sold	RMLS (OR) #17417947
Recording Date 07/07/2017 County Transfer Tax N/A Total Transfer Tax N/A
05/09/2017	$165,000	Listed For Sale	Agent Provided

05/12/2008	$149,000	ListingRemoved	Agent Provided

04/16/2008	$149,000	Listed For Sale	Agent Provided

01/31/2008	$138,000	Sold	N/A
Recording Date 01/31/2008 Contract Date 01/29/2008 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Winston

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

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Property Tax and Assessment

Year	2024
Tax	$2,168
Assessment	$221,981

Home facts updated by county records

Homeowner tools

Estimated monthly rent$1,568/mo

List your home for rent

Homes for rent near 60 SE Gregory Dr

See what comparable homes in the neighborhood are renting for.

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2 bd
2 ba
189 NW Glenhart Ave #f320a52c6,
Winston, OR 97496
2 bd
2 ba
209 NW Glenhart Ave #f320a52c6,
Winston, OR 97496
APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
4 bd
2.5 ba
1,512 sqft
149 NE Plum Ridge Dr,
Winston, OR 97496
$995/mo
2 bd
1 ba
784 sqft
410 SE Park St #11,
Winston, OR 97496
PET FRIENDLY
$1,225/mo
3 bd
1 ba
1,000 sqft
550 SE Center St,
Winston, OR 97496
$1,150/mo
2 bd
1 ba
1,000 sqft
491 NW Barbur Blvd,
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
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
3 bd
2 ba
1,196 sqft
133 Rolling Hills Rd #133,
Roseburg, OR 97471
APPLY INSTANTLY
PET FRIENDLY
$1,650/mo
3 bd
2 ba
1,152 sqft
12929 Lookingglass Rd,
Roseburg, OR 97471
See more homes for rent in
Winston
Take a look

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Comparable Sales for 60 SE Gregory Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
50 NE Ronald St, Winston, OR	0.23	Single-Family Home	$185,000	10/06/25	3	1	1,104
350 SE Park St, Winston, OR	0.44	Single-Family Home	$245,000	03/16/26	3	1	994
50 NE Brosi Orchard Rd, Winston, OR	0.36	Single-Family Home	$225,000	12/23/25	2	1	1,031
54 NW Rose St, Winston, OR	0.18	Single-Family Home	$200,000	10/10/25	3	2	1,412
40 SW Tower St, Winston, OR	0.34	Single-Family Home	$143,000	08/21/25	3	1	864
271 NW Sherry St, Winston, OR	0.36	Single-Family Home	$285,000	03/13/26	3	1	1,260
260 SW Ford Ave, Winston, OR	0.38	Single-Family Home	$289,900	01/27/26	3	1	1,180
260 Ford St, Winston, OR	0.39	Single-Family Home	$289,900	01/27/26	3	1	1,180
110 SE Darrell Ave, Winston, OR	0.16	Single-Family Home	$183,300	04/08/26	2	1	735
68 NW Rose St, Winston, OR	0.18	Single-Family Home	$300,000	01/09/26	4	2	1,288

Nearby homes

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

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OFF MARKET
4 bd
2 ba
1,608 sqft
53 SE Darrell Ave,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Sold
OFF MARKET
Est. $297,400
3 bd
2 ba
1,556 sqft
10 NE Gregory Dr,
Winston, OR 97496
Oregon Life Homes, Sold
SOLD
MAR 19, 2026
$148,000
1 bd
1 ba
978 sqft
31 SE Darrell Ave,
Winston, OR 97496
Winston Realty & Insurance, Sold
OFF MARKET
3 bd
1 ba
1,100 sqft
51 SE Darrell Ave,
Winston, OR 97496
Lamonte Real Estate Professionals, Sold
OFF MARKET
Est. $135,400
111 NE Baker St,
Winston, OR 97496
Hybrid Real Estate, Sold
OFF MARKET
Est. $299,800
3 bd
1 ba
1,475 sqft
71 SE Darrell Ave,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Sold
OFF MARKET
Est. $335,400
3 bd
2 ba
1,323 sqft
SE Darrell Ave,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Sold
OFF MARKET
Est. $84,500
241 SE Gregory Dr,
Winston, OR 97496
Karen Volk Realty, Sold
FOR SALE
0.45 ACRES
$249,500
SW Main St,
Winston, OR 97496
RE/MAX Integrity, Active
OFF MARKET
Est. $326,600
3 bd
1 ba
1,180 sqft
30 SE Darrell Ave,
Winston, OR 97496
Oregon Life Homes, Sold
FOR SALE
$229,000
2 bd
2 ba
924 sqft
90 SE Darrell Ave,
Winston, OR 97496
eXp Realty, LLC, Active
OFF MARKET
Est. $232,700
2 bd
1 ba
866 sqft
11 NE Hillside Ave,
Winston, OR 97496
Platinum Realty, Sold

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Additional Cost

Assigned Schools

These are the assigned schools for 60 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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$1,425/mo
2 bd
2 ba
3696 & 3698 Joe St #3698,
Roseburg, OR 97471
$995/mo
2 bd
1 ba
410 SE Park St #11,
Winston, OR 97496
Contact for price
1-2 bd
1-2 ba
209 NW Glenhart Ave #776f18ccb,
Winston, OR 97496
Contact for price
1-2 bd
1-2 ba
189 NW Glenhart Ave #776f18ccb,
Winston, OR 97496
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
3 bd
2 ba
133 Rolling Hills Rd #133,
Roseburg, OR 97471
$650/mo
1 ba
1 NE Main St #101-206-88,
Winston, OR 97496
See more homes for rent in
Winston
Take a look

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Explore by feature - Washer/dryer

APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
4 bd
2.5 ba
1,512 sqft
149 NE Plum Ridge 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
6 rentals with a washer/dryer in Winston, OR

Homes for sale near 60 SE Gregory Dr

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0.25 ACRES
$259,000
2 bd
1 ba
939 sqft
71 SE Ronald St,
Winston, OR 97496
ICON Real Estate Group, Active
$318,000
3 bd
1 ba
1,000 sqft
340 SE Darrell Ave,
Winston, OR 97496
Keller Williams Realty Eugene and Springfield, Active
NEW
COMING SOON 6/19
$389,000
3 bd
1 ba
1,440 sqft
10 SW Peach Ln,
Winston, OR 97496
Stellar Realty Northwest, ComingSoonNoShowing
$315,000
3 bd
1 ba
1,348 sqft
101 SW Peach Ln,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals, Active
AUCTION
Price Unknown
2 bd
1 ba
1,356 sqft
380 NW Morgan Ave,
Winston, OR 97496
0.74 ACRES
$459,000
3 bd
1 ba
1,250 sqft
311 SE Grape Ave,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
NEW - 2 DAYS AGO
0.4 ACRES
$314,900
3 bd
2 ba
1,156 sqft
301 NW Midway St,
Winston, OR 97496
Faas Realty, Active
$245,000
2 bd
1 ba
1,224 sqft
66 NW Cary St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Active
AUCTION
0.45 ACRES
Est. $285,400
3 bd
2 ba
1,284 sqft
41 NE Ronald St,
Winston, OR 97496
0.61 ACRES
$205,000
2 bd
1 ba
1,323 sqft
381 SE Gregory Dr,
Winston, OR 97496
Platinum Realty, Active
See more homes for sale in
Winston
Take a look

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Off Market Homes Near 60 SE Gregory Dr

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SOLD
JUN 12, 2026
$350,000
3 bd
2 ba
1,492 sqft
223 Armande Loop,
Roseburg, OR 97471
ICON Real Estate Group, Sold
SOLD
JUN 11, 2026
$190,000
2 bd
2 ba
1,120 sqft
751 SE Meadowood Dr,
Winston, OR 97496
RE/MAX Integrity, Sold
SOLD
MAY 29, 2026
$152,500
3 bd
2 ba
1,296 sqft
157 NW Bree Dr,
Winston, OR 97496
Different Better Real Estate, Sold
SOLD
MAY 27, 2026
$265,000
3 bd
2 ba
1,512 sqft
212 Dyke Rd,
Dillard, OR 97432
Keller Williams Southern Oregon-Umpqua Valley, Sold
SOLD
MAY 27, 2026
$399,500
3 bd
2 ba
1,622 sqft
101 Pleasant View Loop,
Roseburg, OR 97471
Platinum Realty, Sold
SOLD
MAY 26, 2026
$314,549
4 bd
3 ba
1,782 sqft
591 SE Carrol St,
Winston, OR 97496
Gorilla Realty, LLC, Sold
SOLD
MAY 26, 2026
$370,000
4 bd
2 ba
2,770 sqft
4467 Melody Ln,
Roseburg, OR 97471
RE/MAX Integrity, Sold
SOLD
MAY 22, 2026
$314,548
4 bd
3 ba
1,782 sqft
591 SE Carroll St,
Winston, OR 97496
SOLD
MAY 19, 2026
$367,000
3 bd
2 ba
1,452 sqft
182 Woodduck St,
Winston, OR 97496
Currieco Real Estate, Sold
SOLD
MAY 18, 2026
$225,000
3 bd
2 ba
1,431 sqft
350 SE Tokay St,
Winston, OR 97496
See more homes for sale in
Winston
Take a look

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60 SE Gregory Dr, Winston, OR 97496 is a 3 bedroom, 1 bathroom, 1,000 sqft single-family home built in 1993. This property is not currently available for sale. 60 SE Gregory Dr was last sold on Oct 19, 2021 for $240,000. The current Trulia Estimate for 60 SE Gregory Dr is $284,600.

60 SE Gregory Dr
Winston, OR 97496

$284,600

$284,600

Local Information