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

What is 286 5th St estimated to be worth?

Trulia's estimated value for 286 5th St in Dillard, OR is $240,400 .

What is the price history for 286 5th St?

286 5th St in Dillard, OR last sold for $125,000 in April 2006.

Is Dillard a buyer's or seller's market?

Dillard is currently a buyer's market, based on recent for-sale activity.

What do residents say about Dillard?

Residents describe Dillard, OR as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Dillard, OR .

How big is the lot at 286 5th St?

The lot at 286 5th St in Dillard, OR is about 0.36 acres (15,681 sq ft).

Does 286 5th St have a garage?

Yes, 286 5th St in Dillard, OR has a garage.

OFF MARKET

$240,400

Trulia Estimate

3 Beds
1 Bath
888 sqft (on 0.36 acres)

286 5th St, Dillard, OR 97432

Est. Refi. Payment $1,490/mo*

Refinance Your Home

Currently Off Market - Sold Apr 14, 2006 for $125,000

Home Value

Trulia Estimate

$240K

Since last month

$2K (-0.8%)

Since last year

$4K (+1.8%)

Since last sale

$116K (+92.7%)

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

Trulia Estimate

The of this home's value increased by +122% in the last 10 years

Month	Estimated value
2026
September 2026	$241K
August 2026	$243K
July 2026	$244K
June 2026	$247K
May 2026	$249K
April 2026	$244K
March 2026	$237K
February 2026	$233K
January 2026	$233K
2025
December 2025	$227K
November 2025	$236K
October 2025	$235K
September 2025	$237K
August 2025	$239K
July 2025	$245K
June 2025	$242K
May 2025	$240K
April 2025	$241K
March 2025	$237K
February 2025	$232K
January 2025	$233K
2024
December 2024	$233K
November 2024	$227K
October 2024	$230K
September 2024	$230K
August 2024	$232K
July 2024	$235K
June 2024	$236K
May 2024	$231K
April 2024	$228K
March 2024	$225K
February 2024	$213K
January 2024	$208K
2023
December 2023	$212K
November 2023	$218K
October 2023	$218K
September 2023	$221K
August 2023	$225K
July 2023	$228K
June 2023	$232K
May 2023	$232K
April 2023	$229K
March 2023	$229K
February 2023	$218K
January 2023	$218K
2022
December 2022	$221K
November 2022	$227K
October 2022	$231K
September 2022	$231K
August 2022	$231K
July 2022	$231K
June 2022	$230K
May 2022	$230K
April 2022	$227K
March 2022	$222K
February 2022	$191K
January 2022	$186K
2021
December 2021	$188K
November 2021	$192K
October 2021	$194K
September 2021	$192K
August 2021	$192K
July 2021	$195K
June 2021	$196K
May 2021	$202K
April 2021	$196K
March 2021	$182K
February 2021	$183K
January 2021	$183K
2020
December 2020	$180K
November 2020	$177K
October 2020	$171K
September 2020	$165K
August 2020	$167K
July 2020	$167K
June 2020	$161K
May 2020	$160K
April 2020	$159K
March 2020	$156K
February 2020	$149K
January 2020	$149K
2019
December 2019	$150K
November 2019	$157K
October 2019	$148K
September 2019	$143K
August 2019	$138K
July 2019	$140K
June 2019	$140K
May 2019	$141K
April 2019	$143K
March 2019	$143K
February 2019	$139K
January 2019	$143K
2018
December 2018	$136K
November 2018	$137K
October 2018	$134K
September 2018	$136K
August 2018	$135K
July 2018	$134K
June 2018	$133K
May 2018	$131K
April 2018	$130K
March 2018	$128K
February 2018	$129K
January 2018	$128K
2017
December 2017	$123K
November 2017	$122K
October 2017	$120K
September 2017	$123K
August 2017	$116K
July 2017	$103K
June 2017	$112K
May 2017	$115K
April 2017	$121K
March 2017	$121K
February 2017	$114K
January 2017	$114K
2016
December 2016	$112K
November 2016	$110K
October 2016	$111K
September 2016	$108K

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
224 5th St, Dillard, OR	0.06	Single-Family Home	$259,000	09/01/26	3	1	1,085
387 4th St, Dillard, OR	0.05	Single-Family Home	$240,000	06/23/26	2	1	748
300 Reston Ave, Winston, OR	0.07	Single-Family Home	$150,000	03/06/26	2	1	680
141 5th St, Dillard, OR	0.13	Single-Family Home	$220,000	11/19/25	3	1	1,400
171 2nd St, Dillard, OR	0.16	Single-Family Home	$269,000	04/17/26	3	2	1,152
123 1st St, Dillard, OR	0.23	Single-Family Home	$375,000	10/07/25	4	2	2,604
491 NW Douglas Blvd, Winston, OR	0.96	Single-Family Home	$110,000	04/13/26	3	1	1,152
9643 Old Highway 99 S, Dillard, OR	0.69	Single-Family Home	$100,000	07/22/26	2	1	550
170 Church St, Dillard, OR	0.61	Single-Family Home	$356,000	08/19/26	2	2	1,375
211 SE Darrell Ave, Winston, OR	1.32	Single-Family Home	$127,000	07/27/26	2	1	996

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
320 5th St, Dillard, OR 97432	0.03	$62,500	-	-	-	Recently Sold
224 5th St, Dillard, OR 97432	0.06	$259,000	3	1	1,085	Recently Sold
340 5th St, Dillard, OR 97432	0.06	$85,000	3	1	672	Recently Sold
387 4th St, Dillard, OR 97432	0.05	$240,000	2	1	748	Recently Sold
332 4th St, Dillard, OR 97432	0.07	$291,200	3	1	1,187	Off Market
141 5th St, Dillard, OR 97432	0.13	$212,800	3	1	1,400	Off Market
171 2nd St, Dillard, OR 97432	0.16	$269,000	3	2	1,152	Recently Sold
125 A Ave, Winston, OR 97496	0.20	$236,900	3	1	1,118	Off Market
134 Reston Ave, Winston, OR 97496	0.18	$279,200	3	2	1,232	Off Market
161 1st St, Dillard, OR 97432	0.22	$210,300	2	1	1,152	Off Market
123 1st St, Dillard, OR 97432	0.23	$361,400	4	2	2,604	Off Market
9114 Old Highway 99 S, Winston, OR 97496	0.25	$735,000	3	3	2,722	For Sale

Local Information

Map ViewExplore the area around 286 5th St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1951

0.36 acre lot

888 sqft

$271/sqft

Garage

About this House

This single-family home is located at 286 5th St, Dillard, OR. 286 5th St is in Dillard, OR and in ZIP code 97432. This property has 3 bedrooms, 1 bathroom and approximately 888 sqft of floor space. This property has a lot size of 0.36 acres and was built in 1951.

286 5th St, Dillard, OR 97432 is a 3 bedroom, 1 bathroom, 888 sqft single-family home built in 1951. It last sold for $125,000 on Apr 14, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $240,400, with a rent estimate of $1,473/month.

Home Details for 286 5th St

Interior Features
Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Hardwood, Linoleum Vinyl

Exterior Features
Exterior Home Features Roof: CompositionDeckExterior: Other, MetalFoundation Type: Concrete
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1951Year Updated: 1951
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.36 acres

Price and Tax history

Date	Event	Price
Apr 14, 2006 Source: N/A	Sold	$125,000

Year	Property tax	Tax assessment
2025	$1,499	$210,246

Additional Cost

Market trends in Winston

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

Around this home

Brockway Elementary School
PK-2
Public
224 Students
Winston-Dillard School District 116
NA
GreatSchools Rating
Parent Rating Average
Test scores at this school are above the state average.
Other Review
8y ago
1 Reviews

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
8y 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

Frequently asked questions about 286 5th St

What is 286 5th St estimated to be worth?
Trulia's estimated value for 286 5th St in Dillard, OR is $240,400.
What is the price history for 286 5th St?
286 5th St in Dillard, OR last sold for $125,000 in April 2006.
Is Dillard a buyer's or seller's market?
Dillard is currently a buyer's market, based on recent for-sale activity.
What do residents say about Dillard?
Residents describe Dillard, OR as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Dillard, OR.
How big is the lot at 286 5th St?
The lot at 286 5th St in Dillard, OR is about 0.36 acres (15,681 sq ft).
Does 286 5th St have a garage?
Yes, 286 5th St in Dillard, OR has a garage.

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Dillard, OR

$1,800/mo
4 bd
2 ba
1,809 sqft
230 Oak Leaf Ln,
Winston, OR 97496
$1,400/mo
2 bd
2 ba
1,080 sqft
120 Woodland Dr,
Winston, OR 97496
PET FRIENDLY
$1,500/mo
2 bd
2 ba
1,090 sqft
208-230 SW Douglas Blvd #208,
Winston, OR 97496
$2,400/mo
3 bd
2 ba
1,586 sqft
105 Citation Ct,
Winston, OR 97496
$2,400/mo
3 bd
2 ba
1,734 sqft
109 Citation Ct,
Winston, OR 97496
PET FRIENDLY
$2,495/mo
5 bd
2 ba
2,560 sqft
120 Winston Section Rd,
Winston, OR 97496

Apartments for Rent

Skip to last item

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
$850/mo
1 ba
130 NW Rose St #1,
Winston, OR 97496
PET FRIENDLY
$1,500/mo
2 bd
2 ba
208-230 SW Douglas Blvd #208,
Winston, OR 97496
See more homes for rent in
Dillard
Take a look

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Off Market Homes Near 286 5th St

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SOLD
SEP 18, 2026
$259,000
3 bd
2 ba
1,568 sqft
157 Creekside Ct,
Roseburg, OR 97471
RE/MAX Integrity, Sold
SOLD
SEP 11, 2026
$150,000
2 bd
1 ba
800 sqft
600 SE Edgewood St,
Winston, OR 97496
Different Better Real Estate, Sold
SOLD
SEP 4, 2026
$247,500
2 bd
1 ba
939 sqft
71 SE Ronald St,
Winston, OR 97496
ICON Real Estate Group, Sold
SOLD
SEP 1, 2026
$259,000
3 bd
1 ba
1,085 sqft
224 5th St,
Dillard, OR 97432
eXp Realty, LLC, Sold
SOLD
AUG 26, 2026
$260,000
2 bd
1 ba
1,224 sqft
66 NW Cary St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Sold
SOLD
AUG 25, 2026
$282,500
3 bd
2 ba
1,350 sqft
1973 Castle Ave,
Roseburg, OR 97471
Oregon Life Homes, Sold
SOLD
AUG 21, 2026
$355,000
3 bd
4 ba
1,800 sqft
13471 Old Highway 99 S,
Myrtle Creek, OR 97457
Winston Realty & Insurance, Sold
SOLD
AUG 21, 2026
$270,000
3 bd
1 ba
1,080 sqft
1976 Burdette Dr,
Roseburg, OR 97471
eXp Realty, LLC, Sold
SOLD
AUG 19, 2026
$356,000
2 bd
2 ba
1,375 sqft
170 Church St,
Dillard, OR 97432
Harcourts Integrity Team Real Estate Services, LLC., Sold
SOLD
AUG 14, 2026
$305,000
3 bd
1 ba
1,280 sqft
2167 Jackie Ave,
Roseburg, OR 97471
United Real Estate Properties, Sold
See more homes for sale in
Dillard
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Homes for sale near 286 5th St

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$329,000
3 bd
2 ba
1,408 sqft
206 Church St,
Dillard, OR 97432
Cutting Edge Real Estate
0.37 ACRES
$309,900
3 bd
1 ba
960 sqft
351 SE Darrell Ave,
Winston, OR 97496
Currieco Real Estate
0.39 ACRES
$979,500
3 bd
2 ba
1,526 sqft
591 NW Douglas Blvd,
Winston, OR 97496
Gold Standard Realty
$299,000
3 bd
1 ba
1,348 sqft
101 SW Peach Ln,
Winston, OR 97496
Berkshire Hathaway HomeServices Real Estate Professionals
$364,900
3 bd
1 ba
1,440 sqft
10 SW Peach Ln,
Winston, OR 97496
Stellar Realty Northwest
5.4 ACRES
$735,000
3 bd
3 ba
2,722 sqft
9114 Old Highway 99 S,
Winston, OR 97496
Umpqua Legacy Realty LLC
0.36 ACRES
$487,000
3 bd
2 ba
1,800 sqft
104 Kenya Ct,
Winston, OR 97496
Platinum Realty
NEW CONSTRUCTION
$439,900
3 bd
2 ba
1,564 sqft
158 Collins Rd,
Winston, OR 97496
The Neil Company Real Estate
0.33 ACRES
$285,000
2 bd
1 ba
1,080 sqft
261 SE Darrell Ave,
Winston, OR 97496
Trueblood Real Estate
OPEN SUN, 11-1PM
NEW CONSTRUCTION
$469,900
3 bd
2 ba
1,770 sqft
161 Collins Ct,
Winston, OR 97496
The Neil Company Real Estate
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Dillard
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