245 Oak Leaf Dr, Winona, MN 55987
OFF MARKET

$464,100

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,015 sqft (on 0.48 acres)

245 Oak Leaf Dr, Winona, MN 55987

Est. Refi. Payment $2,837/mo*
Refinance Your Home
Currently Off Market - Sold Jun 6, 2025 for $435,000

Home Value

Trulia Estimate
$464K
Since last month
Increased$2K (+0.4%)
Since last year
Increased$23K (+5.1%)
Since last sale
Increased$29K (+6.7%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$464K
August 2026$464K
July 2026$462K
June 2026$457K
May 2026$457K
April 2026$449K
March 2026$455K
February 2026$453K
January 2026$452K
2025
2024
2023
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
217 Oak Leaf Dr, Winona, MN
0.13
Single-Family Home
$460,000
07/17/26
4
3.5
2,026
78 Shady Oak Ct, Winona, MN
0.23
Single-Family Home
$765,000
06/22/26
5
3.5
5,882
56 Rivers Oak Ct, Winona, MN
0.40
Single-Family Home
$595,000
02/27/26
6
3.5
4,235
75 Debi Lei Dr, Winona, MN
0.68
Single-Family Home
$461,000
12/29/25
5
2.5
3,414
943 Birch Blvd, Winona, MN
0.54
Single-Family Home
$444,000
06/26/26
5
2
2,496
384 Valley Oaks Dr, Winona, MN
0.60
Single-Family Home
$461,000
03/02/26
4
3
3,234
1628 Valley View Dr, Winona, MN
0.86
Single-Family Home
$545,000
04/22/26
3
4
3,431
1614 Valley View Dr, Winona, MN
0.88
Single-Family Home
$400,000
07/07/26
4
2
2,900
182 Tree Tops Ln, Winona, MN
0.68
Single-Family Home
$385,000
12/01/25
3
2.5
2,528
63 Debi Lei Dr, Winona, MN
0.70
Single-Family Home
$390,000
09/10/25
3
2
2,018

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
258 Oak Leaf Dr, Winona, MN 55987
0.06
$537,100
5
3.5
3,464
Off Market
255 Valley Oaks Dr, Winona, MN 55987
0.08
$424,600
4
3.5
2,793
Off Market
239 Valley Oaks Dr, Winona, MN 55987
0.06
$410,100
4
2
2,464
Off Market
69 Forest Oak Ct, Winona, MN 55987
0.14
-
-
-
-
Off Market
65 Forest Oak Ct, Winona, MN 55987
0.13
$538,900
4
3
3,094
Off Market
61 Forest Oak Ct, Winona, MN 55987
0.13
$500,800
4
3.5
3,725
Off Market
229 Oak Leaf Dr, Winona, MN 55987
0.08
$477,600
4
3.5
2,602
Off Market
51 Oak Park Ct, Winona, MN 55987
0.11
$534,400
5
3
3,026
Off Market
225 Oak Leaf Dr, Winona, MN 55987
0.09
$479,000
4
3.5
3,000
For Sale
85 Forest Oak Ct, Winona, MN 55987
0.18
$543,500
4
3.5
4,220
Off Market
92 Forest Oak Ct, Winona, MN 55987
0.18
$539,400
4
3.5
3,640
Off Market

Local Information

  • Map ViewExplore the area around 245 Oak Leaf Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
0.48 acre lot
4,015 sqft
$116/sqft
3 Car Garage

About this House

This spacious 2 story home is situated in the popular Valley Oaks neighborhood. This 5-6 bedroom home has 3.5 baths, and a 3 car garage. As you enter the home, you are immediately greeted by an airy, open living room that feels warm and welcoming. The main level also features a formal dining room, large kitchen, family room with fireplace, half bath, and laundry room. Upstairs you have the primary suite, 2 additional bedrooms, an office and full bath. The lower level incudes 2 spacious bedrooms, 3/4 bath, and a large workshop. Recent updates include new carpet in the lower level, new flooring in the main floor laundry and half bath, as well as a newer roof, water softener, water heater, refrigerator and dishwasher. A 22 x 10 foot deck leads you from the family room to the back yard. The two large garden boxes stay with the home for your flowers and vegetables. Professional photos will be added Friday morning.
245 Oak Leaf Dr, Winona, MN 55987 is a 5 bedroom, 4 bathroom, 4,015 sqft single-family home built in 1990. It last sold for $435,000 on Jun 6, 2025 (4% above the $420,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $464,100, with a rent estimate of $3,272/month.
Last check for updates: about 3 hours ago
Listed by Sonja Kunce, (507) 429-5111
Coldwell Banker River Valley, REALTORS
Bought with: Matt Loos, (507) 450-6964, Real Broker, LLC.
Source: NorthstarMLS as distributed by MLS GRID, MLS#6708381

Home Details for 245 Oak Leaf Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: ConcreteNumber of Rooms: 10Types of Rooms: Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4015 Square FeetFoundation Area: 1377
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer, Water Softener OwnedDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Laundry Room,Main Level,Sink,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Brick, Family Room, Wood BurningHas a Fireplace
Gas & Electric
Electric: Circuit Breakers, 200+ Amp ServiceGas: Natural Gas
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Roof: Age 8 Years Or LessPatio / Porch: DeckFencing: Chain Link, PartialNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions (29x22)No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Concrete,Garage Door Opener
Pool
Pool: None
Frontage
Road Frontage: City StreetResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: City Sewer/Connected
Finished Area
Finished Area (above surface): 2638 Square FeetFinished Area (below surface): 700 Square Feet

Days on Market

Cumulative Days on Market: 4

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family
Building
Construction Materials: FrameNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Parcel Number: 325230420

Price & Status

Price
List Price: $420,000
Status Change & Dates
Off Market Date: Mon Apr 28 2025

Location

Direction & Address
City: WinonaCommunity: Valley Oaks 2nd
School Information
High School District: Winona Area Public Schools

Building

Building Area
Building Area: 4015 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.48 acres

Offer

Contingencies: None

Miscellaneous

BasementMls Number: 6708381Above Grade Unfinished Area: 2638

Price and Tax history

DateEventPrice
Jun 6, 2025
Source: NorthstarMLS as distributed by MLS GRID #6708381
Sold
$435,000
Apr 28, 2025
Source: NorthstarMLS as distributed by MLS GRID #6708381
Pending
$420,000
Apr 24, 2025
Source: NorthstarMLS as distributed by MLS GRID #6708381
Listed For Sale
$420,000

Market trends in Winona

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$249K
$3.95KMoM
Sale-to-List Price
101.8%
0.7%MoM
Price per sq ft
$126
$5MoM
Available listings
96
10MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • W_triplett
    "Lovely views. Quiet area, with respectful neighbors and limited traffic. Must see the street to appreciate."
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-08 08:18:20 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. Click here for more information
By searching NorthstarMLS listings you agree to the NorthstarMLS End User License Agreement

Frequently asked questions about 245 Oak Leaf Dr

  • What is 245 Oak Leaf Dr estimated to be worth?
    Trulia's estimated value for 245 Oak Leaf Dr in Winona, MN is $464,100.
  • What is the price history for 245 Oak Leaf Dr?
    245 Oak Leaf Dr in Winona, MN last sold for $435,000 in June 2025.
  • Is Winona a buyer's or seller's market?
    Winona is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winona?
    The median sale price in Winona is $249K. That is up $3.95K from the prior month.
  • Does 245 Oak Leaf Dr have air conditioning?
    Yes, 245 Oak Leaf Dr in Winona, MN has air conditioning.
  • Does 245 Oak Leaf Dr have laundry facilities?
    Yes, 245 Oak Leaf Dr in Winona, MN has in-unit laundry.

Explore by feature - Pet Friendly

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