233 Oak Leaf Dr, Winona, MN 55987
OFF MARKET

233 Oak Leaf Dr
Winona, MN 55987

  • 4 Beds
  • 3 Baths
  • 1,664 sqft

$367,200

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $2,257/mo*
Refinance Your Home

$367,200

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $2,257/mo*
Refinance Your Home
4 Beds
3 Baths
1,664 sqft

Local Information

  • Map ViewExplore the area around 233 Oak Leaf Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Living Area
1,664 sqft
Price/Sqft
$221
Parking
Garage

About this House

This single-family home is located at 233 Oak Leaf Dr, Winona, MN. 233 Oak Leaf Dr is in Winona, MN and in ZIP code 55987. This property has 4 bedrooms, 3 bathrooms and approximately 1,664 sqft of floor space. This property was built in 1986.
233 Oak Leaf Dr, Winona, MN 55987 is a 4 bedroom, 3 bathroom, 1,664 sqft single-family home built in 1986. It last sold for $185,000 on Apr 6, 2007. It is currently off market. The Trulia Estimate is $367,200, with a rent estimate of $2,451/month.

Home Details for 233 Oak Leaf Dr

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Metal
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Price History for 233 Oak Leaf Dr

DatePriceEventSource
04/06/2007$185,000Sold
N/A

Market trends in Winona

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$245K
$22.67KMoM
Sale-to-List Price
101.1%
1.7%MoM
Price per sq ft
$131
$3MoM
Available listings
86
11MoM
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Property Tax and Assessment

Year2025
Tax$3,566
Assessment$350,000
Home facts updated by county records

Comparable Sales for 233 Oak Leaf Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
217 Oak Leaf Dr, Winona, MN
0.07
Single-Family Home
$460,000
07/17/26
4
3.5
2,026
61 Forest Oaks Ct, Winona, MN
0.18
Single-Family Home
$500,000
08/15/25
4
3
2,445
65 Forest Oak Ct, Winona, MN
0.19
Single-Family Home
$495,000
08/29/25
4
3
3,094
61 Forest Oak Ct, Winona, MN
0.19
Single-Family Home
$500,000
08/15/25
4
3.5
3,725
1031 Highway 43, Winona, MN
0.61
Single-Family Home
$205,000
12/11/25
3
2
1,433
863 W Burns Valley Rd, Winona, MN
0.73
Single-Family Home
$204,000
01/02/26
3
2
1,398
943 Birch Blvd, Winona, MN
0.49
Single-Family Home
$444,000
06/26/26
5
2
2,496
182 Tree Tops Ln, Winona, MN
0.68
Single-Family Home
$385,000
12/01/25
3
2.5
2,528
384 Valley Oaks Dr, Winona, MN
0.65
Single-Family Home
$461,000
03/02/26
4
3
3,234
1258 Homer Rd, Winona, MN
0.75
Single-Family Home
$246,000
08/15/25
3
2
2,134

Nearby homes

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Assigned Schools

These are the assigned schools for 233 Oak Leaf Dr.
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 Winona

At least 110 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 80 % Say parking is easy

  • 80 % Say car is needed

  • 76 % Say there are sidewalks

  • 75 % Say yards are well-kept

  • 72 % Say there's holiday spirit

  • 68 % Say kids play outside

  • 65 % Say people would walk alone at night

  • 61 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 50 % Say streets are well-lit

  • 43 % Say it's walkable to restaurants

  • 41 % Say it's walkable to grocery stores

  • 38 % Say they plan to stay for at least 5 years

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jzafft
    "We’ve lived in this neighborhood for almost 30 years. Everyone is friendly and lookout for each other. "
    0
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  • Joe Cooper
    "Never had to think about it. Just get in my car and go. 10 min later I am on the other side of town. That sun in my eyes is not fun."
    0
    Flag
  • Jo.kolter
    "You can get anywhere (by car) in 5 minutes, fifteen minutes if you happen to get stuck behind a train."
    1
    Flag
  • Alexandru S.
    "Short and effortless. Best I have ever had, and I have lived in three other states in the US. Drivers are especially courteous and careful."
    8
    Flag
  • Teyanna R.
    "Steamboat Days is always a great time during the summer! It’s great for being out your family and seeing familiar faces that you haven’t in awhile."
    0
    Flag
  • Piggylove36
    "The perfect mix of college kids, old people, and families. Good school system and lots to do! Great area overall"
    0
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  • Love L. F.
    "It’s a great area for kids but at the same time u have to watch for people on drugs in certain areas "
    0
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  • Star O.
    "Where I live is mostly college students and they are great for the most part. a little loud on weekends but love it "
    0
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  • Shawneepartain
    "it's a great area, centrally located in the perfect, quiet area. I might move but for a career change, not because I dont love the area."
    1
    Flag
  • Donmarniquewallace
    "I been in Winona for about four years now & there are jobs, great food, good people & opportunities in most ways you can think of to get your life on track. It’s a place to go to school, start a family, grow old, retire & even open a small business if possible. Winona also has a very small number of crimes, so little of violence & more then enough police to secure all of this wonderful town"
    0
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  • sammeg
    "This is a typical family neighborhood, rather than rental property. Because we are so close to the pool, it's a great area for families. We are a quiet and happy neighborhood."
    0
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  • W_triplett
    "Lovely views. Quiet area, with respectful neighbors and limited traffic. Must see the street to appreciate."
    0
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  • Lynn S.
    "This is one of the nicest neighborhoods in all of Winona. It's so peaceful because of the housing being tucked into the valley behind St. Mary's University. Lots of great theater and music close by. Plenty of wildlife. Park right across the house includes tennis court and beautiful playground area. Great family neighborhood. Good mixture of professionals."
    0
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Homes for sale near 233 Oak Leaf Dr

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Off Market Homes Near 233 Oak Leaf Dr

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