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 158 2nd St estimated to be worth?

Trulia's estimated value for 158 2nd St in Dillard, OR is $113,400 .

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 .

What are the closest schools to 158 2nd St?

The closest schools to 158 2nd St in Dillard, OR are Brockway Elementary School (Pre-K), Douglas High School (rated 5/10), Mcgovern Elementary School (rated 7/10).

How big is the lot at 158 2nd St?

The lot at 158 2nd St in Dillard, OR is about 0.18 acres (7,840 sq ft).

OFF MARKET

$113,400

Trulia Estimate

3 Beds
2 Baths
1,020 sqft

158 2nd St, Dillard, OR 97432

Est. Refi. Payment $743/mo*

Refinance Your Home

Home Value

Trulia Estimate

$113K

Since last month

$21K (-15.3%)

Since last year

$23K (-16.7%)

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 decreased by -3% in the last 10 years

Month	Estimated value
2026
September 2026	$113K
August 2026	$134K
July 2026	$161K
June 2026	$178K
May 2026	$189K
April 2026	$176K
March 2026	$174K
February 2026	$159K
2025
December 2025	$157K
November 2025	$156K
October 2025	$133K
September 2025	$136K
August 2025	$134K
July 2025	$133K
2023
May 2023	$52K
April 2023	$53K
February 2023	$54K
January 2023	$56K
2022
October 2022	$57K
September 2022	$56K
August 2022	$59K
2020
April 2020	$163K
March 2020	$164K
February 2020	$162K
January 2020	$161K
2019
December 2019	$153K
November 2019	$155K
October 2019	$167K
September 2019	$173K
August 2019	$181K
July 2019	$185K
June 2019	$199K
May 2019	$194K
April 2019	$176K
March 2019	$174K
February 2019	$177K
January 2019	$168K
2018
December 2018	$79K
November 2018	$63K
October 2018	$47K
September 2018	$50K
August 2018	$51K
July 2018	$58K
June 2018	$51K
May 2018	$48K
April 2018	$52K
March 2018	$63K
February 2018	$62K
January 2018	$62K
2017
December 2017	$74K
November 2017	$84K
October 2017	$74K
September 2017	$71K
August 2017	$71K
July 2017	$74K
June 2017	$83K
May 2017	$82K
April 2017	$80K
March 2017	$62K
February 2017	$83K
January 2017	$82K
2016
December 2016	$84K
November 2016	$78K
October 2016	$95K
September 2016	$117K

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
171 2nd St, Dillard, OR	0.03	Single-Family Home	$269,000	04/17/26	3	2	1,152
141 5th St, Dillard, OR	0.25	Single-Family Home	$220,000	11/19/25	3	1	1,400
224 5th St, Dillard, OR	0.19	Single-Family Home	$259,000	09/01/26	3	1	1,085
300 Reston Ave, Winston, OR	0.19	Single-Family Home	$150,000	03/06/26	2	1	680
123 1st St, Dillard, OR	0.04	Single-Family Home	$375,000	10/07/25	4	2	2,604
387 4th St, Dillard, OR	0.16	Single-Family Home	$240,000	06/23/26	2	1	748
170 Church St, Dillard, OR	0.42	Single-Family Home	$356,000	08/19/26	2	2	1,375
165 Collins Rd, Winston, OR	1.15	Single-Family Home	$359,000	07/31/26	3	2	1,290
481 SE Gregory Dr, Winston, OR	1.20	Single-Family Home	$90,000	09/25/25	3	2	1,008
669 NW T St, Winston, OR	1.11	Single-Family Home	$365,000	04/30/26	3	2	1,416

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
171 2nd St, Dillard, OR 97432	0.03	$269,000	3	2	1,152	Recently Sold
161 1st St, Dillard, OR 97432	0.03	$210,300	2	1	1,152	Off Market
123 1st St, Dillard, OR 97432	0.04	$361,400	4	2	2,604	Off Market
134 Reston Ave, Winston, OR 97496	0.05	$279,200	3	2	1,232	Off Market
9197 Old Highway 99, Winston, OR 97496	0.08	$342,600	5	2	2,520	Off Market
332 4th St, Dillard, OR 97432	0.13	$291,200	3	1	1,187	Off Market
509 Dyke Rd, Dillard, OR 97432	0.13	-	2	1	1,232	Off Market
387 4th St, Dillard, OR 97432	0.16	$240,000	2	1	748	Recently Sold
135 Hult Ave, Dillard, OR 97432	0.15	$164,300	2	1	744	Off Market
9114 Old Highway 99 S, Winston, OR 97496	0.16	$735,000	3	3	2,722	For Sale
320 5th St, Dillard, OR 97432	0.20	$62,500	-	-	-	Recently Sold
224 5th St, Dillard, OR 97432	0.19	$259,000	3	1	1,085	Recently Sold

Local Information

Map ViewExplore the area around 158 2nd St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1999

1,020 sqft

$111/sqft

About this House

This single-family home is located at 158 2nd St, Dillard, OR. 158 2nd St is in Dillard, OR and in ZIP code 97432. This property has 3 bedrooms, 2 bathrooms and approximately 1,020 sqft of floor space. This property has a lot size of 7840 sqft and was built in 1999.

158 2nd St, Dillard, OR 97432 is a 3 bedroom, 2 bathroom, 1,020 sqft single-family home built in 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $113,400, with a rent estimate of $1,564/month.

Home Details for 158 2nd St

Interior Features
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air

Exterior Features
Exterior Home Features Roof: CompositionExterior: Other

Property Information
Year Built Year Built: 1999Year Updated: 1999
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 7840 sqft

Price and Tax history

Year	Property tax	Tax assessment
2025	$318	$61,200

Home facts updated by county records

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 158 2nd St

What is 158 2nd St estimated to be worth?
Trulia's estimated value for 158 2nd St in Dillard, OR is $113,400.
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.
What are the closest schools to 158 2nd St?
The closest schools to 158 2nd St in Dillard, OR are Brockway Elementary School (Pre-K), Douglas High School (rated 5/10), Mcgovern Elementary School (rated 7/10).
How big is the lot at 158 2nd St?
The lot at 158 2nd St in Dillard, OR is about 0.18 acres (7,840 sq ft).

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 158 2nd St

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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 3, 2026
$115,000
3 bd
2 ba
1,188 sqft
1580 Winston Section Rd,
Winston, OR 97496
The Neil Company Real Estate, Sold
SOLD
SEP 1, 2026
$85,000
3 bd
1 ba
672 sqft
340 5th St,
Dillard, OR 97432
The Neil Company Real Estate, Sold
SOLD
AUG 31, 2026
$69,000
3 bd
2 ba
1,188 sqft
235 SE Twin Oaks Loop,
Winston, OR 97496
Stellar Realty Northwest, Sold
SOLD
AUG 12, 2026
$85,000
2 bd
2 ba
1,188 sqft
205 SE Twin Oaks Loop,
Winston, OR 97496
RE/MAX Integrity, Sold
SOLD
JUL 27, 2026
$127,000
2 bd
1 ba
996 sqft
211 SE Darrell Ave,
Winston, OR 97496
SOLD
JUL 22, 2026
$100,000
2 bd
1 ba
550 sqft
9643 Old Highway 99 S,
Dillard, OR 97432
SOLD
JUL 6, 2026
$63,000
2 bd
2 ba
1,152 sqft
125 SE Estate Loop,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley, Sold
SOLD
JUL 2, 2026
$149,900
596 Raleigh Dr,
Winston, OR 97496
Different Better Real Estate, Sold
SOLD
JUL 2, 2026
$153,000
2 bd
2 ba
1,130 sqft
463 SE Gregory Dr,
Winston, OR 97496
Currieco Real Estate, Sold
See more homes for sale in
Dillard
Take a look

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Homes for sale near 158 2nd St

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$329,000
3 bd
2 ba
1,408 sqft
206 Church St,
Dillard, OR 97432
Cutting Edge Real Estate
5.4 ACRES
$735,000
3 bd
3 ba
2,722 sqft
9114 Old Highway 99 S,
Winston, OR 97496
Umpqua Legacy Realty LLC
NEW CONSTRUCTION
$439,900
3 bd
2 ba
1,564 sqft
158 Collins Rd,
Winston, OR 97496
The Neil Company 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
$366,000
3 bd
2 ba
1,613 sqft
186 NW Woodduck St,
Winston, OR 97496
Keller Williams Southern Oregon-Umpqua Valley
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
0.26 ACRES
$439,900
3 bd
2 ba
1,832 sqft
128 Watusi Ct,
Winston, OR 97496
Heritage Real Estate
0.36 ACRES
$487,000
3 bd
2 ba
1,800 sqft
104 Kenya Ct,
Winston, OR 97496
Platinum Realty
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Dillard
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