3744 Dee Dees Dr
Winona, MO 65588
Studio
448 sqft (on 17 acres)
Studio
448 sqft
(on 17 acres)
Home Value
Trulia Estimate
$200KSince last month
Increased$6K (+2.9%)Since last year
Decreased$7K (-3.3%)Since last sale
Increased$42K (+26.7%)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 increased by +112% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $199K |
| July 2026 | $193K |
| June 2026 | $204K |
| May 2026 | $200K |
| April 2026 | $215K |
| March 2026 | $211K |
| February 2026 | $208K |
| January 2026 | $205K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
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 |
|---|---|---|---|---|---|---|---|
4.14 | Single-Family Home | - | 03/27/26 | - | - | ||
5.96 | Single-Family Home | - | 10/16/25 | 4 | 3.5 | 1,159 | |
5.70 | Single-Family Home | - | 08/03/26 | 2 | 2 | 1,305 | |
5.40 | Single-Family Home | - | 09/10/25 | - | - |
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 |
|---|---|---|---|---|---|---|
0.78 | $163,500 | Studio | - | 559 | Off Market | |
8.30 | - | 3 | 2 | 2,400 | Off Market | |
8.43 | - | Studio | - | 1,280 | Off Market | |
4.40 | $238,400 | Studio | 3 | 2,476 | Off Market | |
8.50 | - | Studio | - | 720 | Off Market | |
4.42 | - | Studio | - | 576 | Off Market | |
0.17 | - | Studio | - | - | Off Market | |
0.14 | - | 3 | 1 | 1,152 | Off Market | |
0.14 | - | Studio | 1 | 1,444 | Off Market | |
0.87 | - | Studio | - | 1,280 | Off Market | |
1.10 | $265,300 | Studio | 1 | 1,440 | Off Market | |
1.06 | - | - | - | - | Off Market |
Local Information
- Map ViewExplore the area around 3744 Dee Dees Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2011
Lot Size
17 acres
Living Area
448 sqft
Price/Sqft
$447
About this House
This single-family home is located at 3744 Dee Dees Dr, Winona, MO. 3744 Dee Dees Dr is in Winona, MO and in ZIP code 65588. This property has approximately 448 sqft of floor space. This property has a lot size of 25.00 acres and was built in 2011.
3744 Dee Dees Dr, Winona, MO 65588 is a studio, 448 sqft single-family home built in 2011. It last sold for $157,001 on May 2, 2023. It is currently off market. The Trulia Estimate is $200,300, with a rent estimate of $818/month.
Home Details for 3744 Dee Dees Dr
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Exterior Home Features Roof: Shake ShingleExterior: Other, WoodFoundation Type: Concrete |
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Year Built Year Built: 2011 |
Property Type / Style Property Type: Single Family Home |
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Levels, Entrance, & Accessibility Floors: Other, Concrete, Hardwood |
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Lot Area: 17.00 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
May 2, 2023 Source: MARIS #23018777 | Sold | -- |
Apr 9, 2023 Source: SOMOMLS as distributed by MLS GRID #60239800 | Pending | $167,000 |
Apr 5, 2023 Source: SOMOMLS as distributed by MLS GRID #60239800 | Listed For Sale | $167,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $77,500 |
Home facts updated by county records
Market trends in Winona
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
18
2MoM
Around this home
What Locals Say about Winona
At least 1 Trulia users voted on each feature.
100 % Say car is needed
100 % Say it's walkable to grocery stores
75 % Say there's wildlife
67 % Say neighbors are friendly
67 % Say it's quiet
50 % Say they plan to stay for at least 5 years
33 % Say there's holiday spirit
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 3744 Dee Dees Dr
- What is 3744 Dee Dees Dr estimated to be worth?Trulia's estimated value for 3744 Dee Dees Dr in Winona, MO is $200,300.
- What is the price history for 3744 Dee Dees Dr?3744 Dee Dees Dr in Winona, MO last sold in May 2023.
- Is Winona a buyer's or seller's market?Winona is currently a buyer's market, based on recent for-sale activity.
- What are the closest schools to 3744 Dee Dees Dr?The closest schools to 3744 Dee Dees Dr in Winona, MO are Winona Elementary School (Pre-K/Middle, rated 7/10), Winona High School (rated 7/10).
- How big is the lot at 3744 Dee Dees Dr?The lot at 3744 Dee Dees Dr in Winona, MO is about 25 acres.
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Homes for sale near 3744 Dee Dees Dr
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