Does Winston, MO show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Would people walk alone at night in Winston, MO?

As of early 2026, 100% of users say people would walk alone at night

Is parking easy in Winston, MO?

As of early 2026, 100% of users say parking is easy

Are neighbors friendly in Winston, MO?

As of early 2026, 71% of users say neighbors are friendly

Are there community events in Winston, MO?

As of early 2026, 67% of users say there are community events

Do kids play outside in Winston, MO?

As of early 2026, 67% of users say kids play outside

Are yards well-kept in Winston, MO?

As of early 2026, 67% of users say yards are well-kept

Is Winston, MO quiet?

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

Is a car needed in Winston, MO?

As of early 2026, 67% of users say car is needed

Is Winston, MO walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Does Winston, MO have sidewalks?

As of early 2026, 50% of users say there are sidewalks

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

As of early 2026, 33% of users say they plan to stay for at least 5 years

What is 106 E 2nd St estimated to be worth?

Trulia's estimated value for 106 E 2nd St in Winston, MO is $142,500 .

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

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

What are the closest schools to 106 E 2nd St?

The closest schools to 106 E 2nd St in Winston, MO are Winston Elementary School (Pre-K, rated 8/10), Winston High School (Middle, rated 5/10).

Does 106 E 2nd St have air conditioning?

Yes, 106 E 2nd St in Winston, MO has air conditioning.

Does 106 E 2nd St have laundry facilities?

Yes, 106 E 2nd St in Winston, MO has in-unit laundry.

How big is the lot at 106 E 2nd St?

The lot at 106 E 2nd St in Winston, MO is about 0.25 acres (10,890 sq ft).

OFF MARKET

106 E 2nd St
Winston, MO 64689

4 Beds
1.5 Baths
1,808 sqft (on 0.25 acres)

$142,500

Trulia Estimate

as of Aug 17, 2026

Est. Refi. Payment $885/mo*

Refinance Your Home

$142,500

Trulia Estimate

as of Aug 17, 2026

Est. Refi. Payment $885/mo*

Refinance Your Home

4 Beds

1.5 Baths

1,808 sqft

(on 0.25 acres)

Home Value

Trulia Estimate

$143K

Since last month

$10K (-6.1%)

Since last year

$5K (-3%)

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 +103% in the last 10 years

Month	Estimated value
2026
August 2026	$145K
July 2026	$145K
June 2026	$155K
May 2026	$160K
April 2026	$156K
March 2026	$155K
February 2026	$142K
January 2026	$145K
2025
December 2025	$153K
November 2025	$148K
October 2025	$157K
September 2025	$151K
August 2025	$141K
July 2025	$150K
June 2025	$146K
May 2025	$153K
April 2025	$143K
March 2025	$132K
February 2025	$131K
January 2025	$131K
2024
December 2024	$137K
November 2024	$133K
October 2024	$132K
September 2024	$134K
August 2024	$136K
July 2024	$115K
June 2024	$127K
May 2024	$115K
April 2024	$114K
March 2024	$105K
February 2024	$100K
January 2024	$94K
2023
November 2023	$100K
October 2023	$97K
September 2023	$97K
August 2023	$102K
July 2023	$106K
June 2023	$98K
May 2023	$118K
April 2023	$114K
March 2023	$112K
February 2023	$108K
January 2023	$110K
2022
December 2022	$109K
November 2022	$112K
October 2022	$113K
September 2022	$112K
August 2022	$114K
July 2022	$115K
June 2022	$112K
May 2022	$111K
April 2022	$108K
March 2022	$104K
February 2022	$101K
January 2022	$100K
2021
December 2021	$100K
November 2021	$100K
October 2021	$102K
September 2021	$109K
August 2021	$106K
July 2021	$105K
June 2021	$97K
May 2021	$85K
April 2021	$83K
March 2021	$81K
February 2021	$79K
January 2021	$80K
2020
December 2020	$84K
November 2020	$82K
October 2020	$79K
September 2020	$79K
August 2020	$77K
July 2020	$77K
June 2020	$77K
May 2020	$76K
April 2020	$76K
March 2020	$76K
February 2020	$77K
January 2020	$75K
2019
December 2019	$73K
November 2019	$73K
October 2019	$72K
September 2019	$71K
August 2019	$73K
July 2019	$72K
June 2019	$70K
May 2019	$67K
April 2019	$69K
March 2019	$69K
February 2019	$70K
January 2019	$70K
2018
December 2018	$66K
November 2018	$66K
October 2018	$67K
September 2018	$71K
August 2018	$71K
July 2018	$71K
June 2018	$70K
May 2018	$69K
April 2018	$69K
March 2018	$69K
February 2018	$68K
January 2018	$68K
2017
December 2017	$66K
November 2017	$67K
October 2017	$67K
September 2017	$66K
August 2017	$66K
July 2017	$66K
June 2017	$66K
May 2017	$66K
April 2017	$61K
March 2017	$65K
February 2017	$64K
January 2017	$63K
2016
December 2016	$63K
November 2016	$61K
October 2016	$61K
September 2016	$68K
August 2016	$71K

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
301 E 3rd St, Winston, MO	0.16	Single-Family Home	-	09/16/25	3	1	1,400
205 E 2nd St, Winston, MO	0.04	Single-Family Home	-	06/04/26	2	1	1,090
13207 Unity Ave, Winston, MO	1.77	Single-Family Home	-	09/08/25	5	3.5	4,532
26442 117th St, Winston, MO	2.31	Single-Family Home	-	01/15/26	2	2	1,600
26144 69th Hwy, Altamont, MO	2.59	Single-Family Home	-	12/22/25	3	2	1,500
29918 145th St, Winston, MO	2.04	Single-Family Home	-	09/16/25	1	1	515
12720 Oval Ave, Winston, MO	3.51	Single-Family Home	-	09/03/25	4	2.5	4,108
31733 151st St, Kidder, MO	3.82	Single-Family Home	-	10/09/25	3	2	1,984
778 Lake Viking Ter, Altamont, MO	4.19	Single-Family Home	-	05/27/26	3	3	3,200
26034 SE State Route Ee, Weatherby, MO	3.84	Single-Family Home	-	09/30/25	4	3	2,757

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
205 E 2nd St, Winston, MO 64689	0.04	-	2	1	1,090	Recently Sold
102 E 2nd St, Winston, MO 64689	0.09	$102,600	2	1	1,300	Off Market
E 2nd St, Winston, MO 64689	0.05	-	-	-	-	Off Market
301 E 3rd St, Winston, MO 64689	0.16	$87,300	3	1	1,400	Off Market
204 W 2nd St, Winston, MO 64689	0.16	$15,000	-	-	-	For Sale
203 W 1st St, Winston, MO 64689	0.17	-	2	1	816	Off Market
304 W 3rd St, Winston, MO 64689	0.24	$161,500	4	3	1,440	Off Market
306 W 3rd St, Winston, MO 64689	0.27	$138,100	3	2	1,280	Off Market
306 W Grant St, Winston, MO 64689	0.28	-	-	-	-	Off Market
Maple St, Winston, MO 64689	0.44	-	-	-	-	Off Market
Maple St, Winston, MO 64689	0.73	$755,300	-	-	-	For Sale
Highway Hwy #6, Winston, MO 64689	1.03	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 106 E 2nd St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1910

Lot Size

0.25 acres

Living Area

1,808 sqft

Price/Sqft

$79

Parking

Garage

About this House

This 3-4 bedroom 1 1/2 bath home has lots of room to raise a family. The home has character with it original cabinetry and shelving and it's large front porch to enjoy and unwind in the evenings. There is a living and dining room downstairs with a family area upstairs. Home is on a corner lot and an additional lot can be purchased. Brokered And Advertised By: Landmark Realty Listing Agent: Belinda Cameron

106 E 2nd St, Winston, MO 64689 is a 4 bedroom, 2 bathroom, 1,808 sqft single-family home built in 1910. It is currently off market. The Trulia Estimate is $142,500, with a rent estimate of $1,099/month.

Home Details for 106 E 2nd St

Interior Features
Interior Details BasementNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Laundry Room, Master Bath, Office, PantryCeiling Fan
Heating & Cooling Heating: Baseboard, Forced Air, Other, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2Floors: Other, Carpet, Hardwood, Laminate
Appliances & Utilities Cable ReadyDishwasherDisposalDryerRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: CompositionExterior: WoodLawnPorch
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1910
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 10890 sqft

Price and Tax history

Year	Property tax	Tax assessment
2025	Unavailable	$51,540

Home facts updated by county records

Market trends in Winston

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Additional Cost

Around this home

Winston Elementary School
PK-6
Public
64 Students
Winston R-Vi School District
8/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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 2 Trulia users voted on each feature.

100 % Say there's holiday spirit
100 % Say people would walk alone at night
100 % Say parking is easy
71 % Say neighbors are friendly
67 % Say there are community events
67 % Say kids play outside
67 % Say yards are well-kept
67 % Say it's quiet
67 % Say car is needed
50 % Say it's walkable to grocery stores
50 % Say there are sidewalks
33 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 106 E 2nd St

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7.7 ACRES
$299,000
3 bd
2 ba
1,800 sqft
12936 State Highway 6,
Winston, MO 64689
United Country Graham Agency
1 ACRE
$475,000
3 bd
2 ba
1,429 sqft
921 Lake Viking Ter,
Gallatin, MO 64640
Century 21 Crossroads
0.5 ACRES
$1,799,000
4 bd
4 ba
4,748 sqft
560 Lake Viking Ter,
Gallatin, MO 64640
Century 21 Crossroads
0.42 ACRES
$1,199,000
3 bd
3.5 ba
3,000 sqft
430 Lake Viking Ter,
Gallatin, MO 64640
GASLIGHT REAL ESTATE
0.57 ACRES
$1,850,000
6 bd
4.5 ba
3,784 sqft
490 Lake Viking Ter,
Gallatin, MO 64640
RE/MAX Town and Country
0.5 ACRES
$820,000
3 bd
2.5 ba
2,000 sqft
1656 Lake Viking Ter,
Gallatin, MO 64640
REECENICHOLS-IDE CAPITAL
0.68 ACRES
$699,000
3 bd
2 ba
1,832 sqft
224 Lake Viking Ter,
Gallatin, MO 64640
GASLIGHT REAL ESTATE
See more homes for sale in
Winston
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Off Market Homes Near 106 E 2nd St

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Frequently asked questions about 106 E 2nd St

What is 106 E 2nd St estimated to be worth?
Trulia's estimated value for 106 E 2nd St in Winston, MO is $142,500.
Is Winston a buyer's or seller's market?
Winston is currently a buyer's market, based on recent for-sale activity.
What are the closest schools to 106 E 2nd St?
The closest schools to 106 E 2nd St in Winston, MO are Winston Elementary School (Pre-K, rated 8/10), Winston High School (Middle, rated 5/10).
Does 106 E 2nd St have air conditioning?
Yes, 106 E 2nd St in Winston, MO has air conditioning.
Does 106 E 2nd St have laundry facilities?
Yes, 106 E 2nd St in Winston, MO has in-unit laundry.
How big is the lot at 106 E 2nd St?
The lot at 106 E 2nd St in Winston, MO is about 0.25 acres (10,890 sq ft).

106 E 2nd St
Winston, MO 64689

$142,500

$142,500