738 Simmon Dr, Osceola, WI 54020
OFF MARKET

$439,100

Trulia Estimate
  • Studio

738 Simmon Dr, Osceola, WI 54020

Est. Refi. Payment $2,804/mo*
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Home Value

Trulia Estimate
$439K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$13K (+3.2%)
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 +87% in the last 10 years
MonthEstimated value
2026
September 2026$432K
August 2026$438K
July 2026$433K
June 2026$439K
May 2026$437K
April 2026$430K
March 2026$431K
February 2026$425K
January 2026$421K
2025
2024
2023
2022
2021
2020
2019
2018
2017
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
2486 75th Ave, Osceola, WI
0.35
Single-Family Home
$370,000
03/17/26
5
2
2,398
1220 Corey Ct, Osceola, WI
0.13
Single-Family Home
$365,000
06/04/26
4
3
2,205
290 Spring St, Osceola, WI
0.24
Single-Family Home
$305,000
05/29/26
2
2
1,185
301 Gateway Pkwy, Osceola, WI
0.29
Single-Family Home
$30,000
06/12/26
3
2
1,478
250 Spring St, Osceola, WI
0.24
Single-Family Home
$22,000
10/06/25
2
2
1,185
260 Spring St, Osceola, WI
0.26
Single-Family Home
$324,750
05/07/26
2
2
1,226
330 Mill St, Osceola, WI
0.33
Single-Family Home
$22,000
10/06/25
2
2
1,185
331 Gateway Pkwy, Osceola, WI
0.32
Single-Family Home
$30,000
06/12/26
3
2
1,478
380 Ladd Ln, Osceola, WI
0.27
Single-Family Home
$285,000
06/26/26
2
1
1,125
380 Staples Rd, Osceola, WI
0.27
Single-Family Home
$346,000
03/09/26
4
2
2,006

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
742 Simmon Dr, Osceola, WI 54020
0.04
$337,000
3
2
2,390
Off Market
1220 Oakey Ct, Osceola, WI 54020
0.11
$221,400
-
-
-
Off Market
1240 Kimball Ave, Osceola, WI 54020
0.11
$336,300
2
1
1,013
Off Market
1220 Corey Ct, Osceola, WI 54020
0.13
$365,000
4
3
2,205
Recently Sold
1230 Kimball Ave, Osceola, WI 54020
0.12
$335,000
3
2
1,875
For Sale
1221 Sutton St, Osceola, WI 54020
0.15
$288,000
2
2
1,165
Off Market
1200 Corey Ct, Osceola, WI 54020
0.15
-
-
-
-
Off Market
1200 Oakey Ct, Osceola, WI 54020
0.14
$352,600
4
2
1,664
Off Market
300 Ladd Ln, Osceola, WI 54020
0.16
$268,600
2
1
834
Off Market
301 Ladd Ln, Osceola, WI 54020
0.17
$30,000
-
-
-
Recently Sold
201 Gateway Pkwy, Osceola, WI 54020
0.17
$327,900
2
2
1,384
Off Market
311 Ladd Ln, Osceola, WI 54020
0.18
$296,400
3
1
2,006
Off Market

Local Information

  • Map ViewExplore the area around 738 Simmon Dr.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
1.73 acre lot

About this House

This single-family home is located at 738 Simmon Dr, Osceola, WI. 738 Simmon Dr is in Osceola, WI and in ZIP code 54020. This property has a lot size of 1.73 acres.
738 Simmon Dr, Osceola, WI 54020 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $439,100, with a rent estimate of $1,904/month.

Home Details for 738 Simmon Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1.73 acres

Price and Tax history

YearProperty taxTax assessment
2025
$3,779
$447,000
Home facts updated by county records

Market trends in Osceola

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
4MoM

Around this home

What Locals Say about Osceola

At least 17 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 91 % Say people would walk alone at night

  • 88 % Say parking is easy

  • 88 % Say it's dog friendly

  • 77 % Say it's quiet

  • 70 % Say there's holiday spirit

  • 68 % Say yards are well-kept

  • 67 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 59 % Say there are sidewalks

  • 59 % Say it's walkable to grocery stores

  • 58 % Say it's walkable to restaurants

  • 57 % Say kids play outside

  • 46 % Say they plan to stay for at least 5 years

  • 35 % Say streets are well-lit

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Petrey.crystal
    "Not a lot of sidewalks so most walking is in the street. Traffic is usually friendly and give plenty of room though. "
    0
    Flag
  • Berrardk
    "As I live in Dresser (Osceola) and work in Stillwater, MN; the commute is longer than I’d like. We are actually looking for a place closer to work. "
    0
    Flag
  • Tracygorman2396
    "kids are happy with the school. change in scenery. relatives live in this area. people are pretty friendly."
    0
    Flag
  • Paul D. S.
    "I have a short 15 minute commute to Center City MN. Sometimes I ride my bicycle, and it becomes a 35 minute commute."
    0
    Flag
  • Paul D. S.
    "Braves (town team baseball) are a summertime community event. Also "Movies in the Park" and community groups like Osceola Running Club make our small town feel homey."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 738 Simmon Dr

  • What is 738 Simmon Dr estimated to be worth?
    Trulia's estimated value for 738 Simmon Dr in Osceola, WI is $439,100.
  • Is Osceola a buyer's or seller's market?
    Osceola is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Osceola?
    Residents describe Osceola, WI as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Osceola, WI.
  • What are the closest schools to 738 Simmon Dr?
    The closest schools to 738 Simmon Dr in Osceola, WI are Osceola Elementary School (Pre-K), Osceola High School (rated 5/10), Osceola Intermediate School (Elementary, rated 8/10).
  • How big is the lot at 738 Simmon Dr?
    The lot at 738 Simmon Dr in Osceola, WI is about 1.7 acres.

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