209 S Olive St, Windsor, MO 65360
Property image
Property image
OFF MARKET

$108,200

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 832 sqft

209 S Olive St, Windsor, MO 65360

Est. Refi. Payment $693/mo*
Refinance Your Home

Home Value

Trulia Estimate
$108K
Since last month
Increased$5K (+4.9%)
Since last year
Increased$25K (+29.9%)
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 +18% in the last 10 years
MonthEstimated value
2026
August 2026$109K
August 2026$108K
July 2026$103K
June 2026$110K
May 2026$111K
April 2026$99K
March 2026$95K
February 2026$86K
2025

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
606 S Windsor St, Windsor, MO
0.08
Single-Family Home
-
09/30/25
2
1
1,204
209 E Kentucky St, Windsor, MO
0.13
Single-Family Home
-
04/10/26
2
1
1,064
307 Phelps St, Windsor, MO
0.10
Single-Family Home
-
07/28/26
3
1
1,551
605 S Main St, Windsor, MO
0.12
Single-Family Home
-
02/17/26
3
1
1,680
303 S Commercial St, Windsor, MO
0.41
Single-Family Home
-
02/19/26
2
1
720
203 & 205 S Hughes St, Windsor, MO
0.34
Single-Family Home
-
03/13/26
2
1
636
205 & 203 S Hughes St, Windsor, MO
0.34
Single-Family Home
-
03/13/26
2
1
636
204 W Colt St, Windsor, MO
0.38
Single-Family Home
-
08/21/26
2
1
1,650
403 S Olive St, Windsor, MO
0.21
Single-Family Home
-
10/01/25
2
1
1,144
605 Poplar Dr, Windsor, MO
0.47
Single-Family Home
-
07/14/26
3
1
1,056

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
203 Olive St, Windsor, MO 65360
0.05
$222,000
4
3
1,678
Off Market
206 E Jefferson St, Windsor, MO 65360
0.02
$178,800
3
2
1,456
Off Market
606 S Windsor St, Windsor, MO 65360
0.08
$130,300
2
1
1,204
Off Market
102 S Feaster St, Windsor, MO 65360
0.08
-
3
2
1,969
Recently Sold
406 Phelps St, Windsor, MO 65360
0.10
-
3
2
2,488
Recently Sold
307 Phelps St, Windsor, MO 65360
0.10
-
3
1
1,551
Recently Sold
219 Phelps St, Windsor, MO 65360
0.13
$173,500
3
2
1,392
Off Market
605 S Main St, Windsor, MO 65360
0.12
-
3
1
1,680
Recently Sold
304 Phelps St, Windsor, MO 65360
0.13
$157,800
3
2
1,800
Off Market
406 E Phelps St, Windsor, MO 65360
0.13
$169,200
3
2
1,244
Off Market
404 E Phelps St, Windsor, MO 65360
0.14
$142,700
3
1
1,378
Off Market

Local Information

  • Map ViewExplore the area around 209 S Olive St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Living Area
832 sqft
Price/Sqft
$130
Parking
1 Car Garage
HOA
None

About this House

Investor property or fixer upper. Home currently rents for $450 per month.
209 S Olive St, Windsor, MO 65360 is a 2 bedroom, 1 bathroom, 832 sqft single-family home built in 1950. It last sold for the $25,000 asking price on Dec 28, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $108,200, with a rent estimate of $1,215/month.
Last check for updates: about 6 hours ago
Listed by Jo Johnson, (660) 351-3804
Old Drum Real Estate
Bought with: Non MLS, Non-MLS Office
Source: Heartland MLS as distributed by MLS GRID, MLS#2252878

Home Details for 209 S Olive St

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Crawl Space
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 832 Square Feet
Heating & Cooling
Heating: Forced AirNo CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 832 Square Feet

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding
Property Information
Parcel Number: 101.012002003007.000

Price & Status

Price
List Price: $25,000

Location

Direction & Address
City: WindsorCommunity: Other
School Information
High School District: Windsor

Building

Building Area
Building Area: 832 Square Feet

Lot Information

Lot Area: 9750 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 2252878Attribution Contact: 660-351-3804Above Grade Unfinished Area: 832

Price and Tax history

DateEventPrice
Dec 28, 2020
Source: Heartland MLS as distributed by MLS GRID #2252878
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

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

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-01 13:43:14 PDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price. Click here for more information
Listing Information presented by local MLS brokerage: Zillow, Inc., local REALTOR®- Terry York - (913) 213-6604

Frequently asked questions about 209 S Olive St

  • What is 209 S Olive St estimated to be worth?
    Trulia's estimated value for 209 S Olive St in Windsor, MO is $108,200.
  • What is the price history for 209 S Olive St?
    209 S Olive St in Windsor, MO last sold in December 2020.
  • 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.
  • How big is the lot at 209 S Olive St?
    The lot at 209 S Olive St in Windsor, MO is about 0.22 acres (9,750 sq ft).
  • Does 209 S Olive St have a garage?
    Yes, 209 S Olive St in Windsor, MO has an attached garage.

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