423 Olive St, Windsor, MO 65360
Property image
Property image
OFF MARKET

423 Olive St
Windsor, MO 65360

  • 2 Beds
  • 2 Baths
  • 1,517 sqft (on 0.26 acres)

$161,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $999/mo*
Refinance Your Home

$161,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $999/mo*
Refinance Your Home
2 Beds
2 Baths
1,517 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$161K
Since last month
Decreased$6K (-3.3%)
Since last year
Decreased$700 (-0.4%)
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 +264% in the last 10 years
MonthEstimated value
2026
August 2026$162K
July 2026$160K
June 2026$168K
May 2026$166K
April 2026$160K
March 2026$158K
February 2026$154K
January 2026$159K
2025
2024
2023
2022
2021
2020
2019
2018
2016

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
209 E Kentucky St, Windsor, MO
0.29
Single-Family Home
-
04/10/26
2
1
1,064
102 S Feaster St, Windsor, MO
0.37
Single-Family Home
-
01/12/26
3
2
1,969
606 S Windsor St, Windsor, MO
0.44
Single-Family Home
-
09/30/25
2
1
1,204
304 Phelps St, Windsor, MO
0.42
Single-Family Home
-
08/28/25
3
2
1,800
403 S Olive St, Windsor, MO
0.16
Single-Family Home
-
10/01/25
2
1
1,144
307 Phelps St, Windsor, MO
0.40
Single-Family Home
-
07/28/26
3
1
1,551
406 Phelps St, Windsor, MO
0.41
Single-Family Home
-
11/21/25
3
2
2,488
605 S Main St, Windsor, MO
0.47
Single-Family Home
-
02/17/26
3
1
1,680
218 Century St, Windsor, MO
0.50
Single-Family Home
-
07/16/26
4
2
1,792
207 W Birch Dr, Windsor, MO
0.64
Single-Family Home
-
08/14/25
3
2
1,731

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
421 Olive St, Windsor, MO 65360
0.02
$254,100
4
3
2,460
Off Market
415 S Olive St, Windsor, MO 65360
0.06
$215,600
3
2
1,512
Off Market
410 E Indiana St, Windsor, MO 65360
0.10
$202,900
3
1.5
1,846
Off Market
403 S Olive St, Windsor, MO 65360
0.16
$154,600
2
1
1,144
Off Market
424 Hillcrest Dr, Windsor, MO 65360
0.20
-
4
2
2,341
Recently Sold
428 E Hillcrest Dr, Windsor, MO 65360
0.25
$164,700
3
2
1,080
Off Market
303 E Indiana St, Windsor, MO 65360
0.23
$180,600
3
2
1,565
Off Market
303 S Olive St, Windsor, MO 65360
0.26
$234,400
4
2
1,920
Off Market
209 E Kentucky St, Windsor, MO 65360
0.29
-
2
1
1,064
Recently Sold
1126 Windsor St, Windsor, MO 65360
0.31
$327,600
3
2
1,523
Off Market
807 S Windsor St, Windsor, MO 65360
0.30
$210,800
3
2
2,198
Off Market
1002 S Windsor St, Windsor, MO 65360
0.32
$221,200
3
2
1,872
Off Market

Local Information

  • Map ViewExplore the area around 423 Olive St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1972
Lot Size
0.26 acres
Living Area
1,517 sqft
Price/Sqft
$106
Parking
Garage

About this House

Mostly remodeled 2 bedroom, 2 bath home. Fresh paint throughout, new floors, gas fireplace, ceiling fans in all rooms, Jack & Jill closet, Both bathrooms totally remodeled. New tin roof. 2 car garage with opener with plenty of off street parking on an asphalt driveway. Fenced in back yard with new deck for your enjoyment. Quiet neighborhood. Renter should expect/allow construction crew to install new windows in the spring.
Home has a crawl space (no basement).
Will start returning calls on 1/5/22.

900 per month
500 deposit
500 non refundable pet deposit (if necessary)
No smoking inside
423 Olive St, Windsor, MO 65360 is a 2 bedroom, 2 bathroom, 1,517 sqft single-family home built in 1972. It last sold for $0 on Nov 25, 2015. More recently, it was listed as a rental in October 2023 with an asking price of $950 per month. That rental listing was removed on October 23, 2023. It is currently off market. The Trulia Estimate is $161,200, with a rent estimate of $1,184/month.

Home Details for 423 Olive St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Wood, BrickFoundation Type: ConcretePatio
Parking & Garage
GarageParking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Oct 23, 2023
Source: Zillow Rentals
ListingRemoved
Oct 12, 2023
Source: Zillow Rentals
Listed For Rent
$950
Jan 12, 2022
Source: Zillow Rental Manager
ListingRemoved
Jan 5, 2022
Source: Zillow Rental Manager
Listed For Rent
$900
Nov 25, 2015
Source: Heartland MLS as distributed by MLS GRID #1962556
Sold
--

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
6MoM
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Around this home

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 Windsor

At least 9 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 93 % Say it's dog friendly

  • 90 % Say kids play outside

  • 83 % Say there's holiday spirit

  • 82 % Say car is needed

  • 80 % Say people would walk alone at night

  • 79 % Say it's walkable to grocery stores

  • 77 % Say there's wildlife

  • 75 % Say it's walkable to restaurants

  • 64 % Say it's quiet

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 33 % Say streets are well-lit

  • 15 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Usafmerrell
    "My neighborhood is nice a quiet off of Willa ln. just down from the park and feels like living I. The country "
    1
    Flag
  • Patrick L.
    "the school district is lacking in the special education programs and will not test for autism at the parents' request. also they have a policy that gives them the ability to not have IEP and 504 meetings with parents recorded."
    2
    Flag

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Apartments for Rent

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Homes for sale near 423 Olive St

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Off Market Homes Near 423 Olive St

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Frequently asked questions about 423 Olive St

  • What is 423 Olive St estimated to be worth?
    Trulia's estimated value for 423 Olive St in Windsor, MO is $161,200.
  • What is the price history for 423 Olive St?
    423 Olive St in Windsor, MO last sold in November 2015.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, MO as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, MO.
  • Does 423 Olive St have air conditioning?
    Yes, 423 Olive St in Windsor, MO has air conditioning.
  • Does 423 Olive St have laundry facilities?
    Yes, 423 Olive St in Windsor, MO has in-unit laundry.