261 Oak Leaf Dr, Winona, MN 55987
OFF MARKET

261 Oak Leaf Dr
Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,324 sqft

$423,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,540/mo*
Refinance Your Home

$423,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,540/mo*
Refinance Your Home
3 Beds
2 Baths
2,324 sqft

Local Information

  • Map ViewExplore the area around 261 Oak Leaf Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 261 Oak Leaf Dr, Winona, MN. 261 Oak Leaf Dr is in Winona, MN and in ZIP code 55987. This property has 3 bedrooms, 2 bathrooms and approximately 2,324 sqft of floor space. This property was built in 1990.
261 Oak Leaf Dr, Winona, MN 55987 is a 3 bedroom, 2 bathroom, 2,324 sqft single-family home built in 1990. It last sold for $185,000 on Jul 15, 1998. It is currently off market. The Trulia Estimate is $423,600, with a rent estimate of $2,780/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 261 Oak Leaf Dr

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10

Exterior Features

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

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family Home

Price History for 261 Oak Leaf Dr

DatePriceEventSource
07/15/1998$185,000Sold
N/A

Market trends in Winona

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$221K
$6.67KMoM
Sale-to-List Price
99.5%
0.9%MoM
Price per sq ft
$134
$7MoM
Available listings
75
6MoM
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Property Tax and Assessment

Year2025
Tax$3,852
Assessment$385,000
Home facts updated by county records

Comparable Sales for 261 Oak Leaf Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
61 Forest Oaks Ct, Winona, MN
0.10
Single-Family Home
$500,000
08/15/25
4
3
2,445
65 Forest Oak Ct, Winona, MN
0.10
Single-Family Home
$495,000
08/29/25
4
3
3,094
51 Oak Park Ct, Winona, MN
0.14
Single-Family Home
$505,000
07/11/25
5
3
3,026
61 Forest Oak Ct, Winona, MN
0.10
Single-Family Home
$500,000
08/15/25
4
3.5
3,725
85 Forest Oak Ct, Winona, MN
0.12
Single-Family Home
$515,000
07/30/25
4
3.5
4,220
1031 Highway 43, Winona, MN
0.72
Single-Family Home
$205,000
12/11/25
3
2
1,433
63 Debi Lei Dr, Winona, MN
0.70
Single-Family Home
$390,000
09/10/25
3
2
2,018
1258 Homer Rd, Winona, MN
0.85
Single-Family Home
$246,000
08/15/25
3
2
2,134
1402 McNally Dr, Winona, MN
0.89
Single-Family Home
$205,000
07/14/25
3
2
1,708
863 W Burns Valley Rd, Winona, MN
0.83
Single-Family Home
$204,000
01/02/26
3
2
1,398

Nearby homes

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Assigned Schools

These are the assigned schools for 261 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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Apartments for Rent

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Winona, MN

Explore by feature - Air Conditioning

18 rentals with air conditioning in Winona, MN

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Homes for sale near 261 Oak Leaf Dr

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Off Market Homes Near 261 Oak Leaf Dr

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