758 Leeward Ln, Oregon, WI 53575
OFF MARKET

758 Leeward Ln
Oregon, WI 53575

  • 3 Beds
  • 3 Baths
  • 2,044 sqft

$492,700

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home

$492,700

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home
3 Beds
3 Baths
2,044 sqft

Home Value

Trulia Estimate
$493K
Since last month
Increased$2K (+0.4%)
Since last year
Increased$16K (+3.4%)
Since last sale
Increased$246K (+99.5%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$493K
July 2026$491K
June 2026$504K
May 2026$503K
April 2026$500K
March 2026$490K
February 2026$477K
January 2026$467K
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
1129 Lincoln Rd, Oregon, WI
0.03
Single-Family Home
$466,000
04/30/26
4
3
2,381
564 S Burr Oak Ave, Oregon, WI
0.25
Single-Family Home
$490,000
02/23/26
4
3
2,400
565 Oakwood Dr, Oregon, WI
0.28
Single-Family Home
$512,500
05/06/26
3
2
1,800
835 S Main St, Oregon, WI
0.40
Single-Family Home
$430,000
09/26/25
4
3
1,944
434 S Burr Oak Ave, Oregon, WI
0.39
Single-Family Home
$499,900
06/10/26
4
3
2,438
218 Cedar Dr, Oregon, WI
0.57
Single-Family Home
$501,000
05/22/26
3
2.5
2,076
435 Ash St, Oregon, WI
0.37
Single-Family Home
$552,000
07/08/26
4
2.5
3,054
800 Miller Dr, Oregon, WI
0.52
Single-Family Home
$465,000
05/18/26
3
2.5
1,972
156 Hickory Ct, Oregon, WI
0.57
Single-Family Home
$576,000
04/23/26
3
2.5
2,194
192 State St, Oregon, WI
0.68
Single-Family Home
$395,000
12/01/25
3
3
1,918

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 Leeward Ln, Oregon, WI 53575
0.03
$449,900
3
2.5
1,420
Off Market
1129 Lincoln Rd, Oregon, WI 53575
0.03
$466,000
4
3
2,381
Recently Sold
753 Leeward Ln, Oregon, WI 53575
0.04
$511,000
4
3.5
2,348
Off Market
648-652 S Burr Oak Ave, Oregon, WI 53575
0.15
$576,200
6
4
3,040
Off Market
1144 S Perry Pkwy, Oregon, WI 53575
0.13
$438,800
4
3
1,743
Off Market
1121-1123 Union Rd, Oregon, WI 53575
0.17
$525,000
6
3
2,808
Recently Sold
625 Stonebriar Ln, Oregon, WI 53575
0.14
$449,900
3
2.5
1,588
Off Market
624-628 S Burr Oak Ave, Oregon, WI 53575
0.18
$618,200
6
3
3,584
Off Market
1133-1135 Union Rd, Oregon, WI 53575
0.19
$586,100
6
4
3,400
Off Market
862 Leeward Ln, Oregon, WI 53575
0.15
-
3
2.5
2,784
Off Market
1137-1139 Union Rd, Oregon, WI 53575
0.20
$567,000
6
4
2,864
Off Market
608-612 S Burr Oak Ave, Oregon, WI 53575
0.20
$665,900
6
5
3,200
Recently Sold

Local Information

  • Map ViewExplore the area around 758 Leeward Ln.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Living Area
2,044 sqft
Price/Sqft
$241
Parking
Garage

About this House

This single-family home is located at 758 Leeward Ln, Oregon, WI. 758 Leeward Ln is in Oregon, WI and in ZIP code 53575. This property has 3 bedrooms, 3 bathrooms and approximately 2,044 sqft of floor space. This property has a lot size of 9583 sqft and was built in 1998.
758 Leeward Ln, Oregon, WI 53575 is a 3 bedroom, 3 bathroom, 2,044 sqft single-family home built in 1998. It last sold for $247,000 on Aug 31, 2007. It is currently off market. The Trulia Estimate is $492,700, with a rent estimate of $2,648/month.

Home Details for 758 Leeward Ln

Interior Features

Interior Details
BasementTypes of Rooms: Family Room, Master BathCeiling Fan
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Vinyl, BrickLawnPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Aug 31, 2007
Source: N/A
Sold
$247,000

Market trends in Oregon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$539K
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
10MoM

Around this home

What Locals Say about Oregon

At least 64 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 94 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say kids play outside

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say car is needed

  • 80 % Say streets are well-lit

  • 80 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 68 % Say it's walkable to restaurants

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 48 % Say it's walkable to grocery stores

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tanya Hoppe
    "Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
    0
    Flag
  • Khockett58
    "Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
    0
    Flag
  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
    0
    Flag
  • Tjrbackstroker
    "A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
    0
    Flag
  • Kelly J. P.
    "Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
    2
    Flag
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
    0
    Flag
  • Rachel
    "To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
    1
    Flag
  • miltydog
    "Wonderful schools and a strong sense of community"
    0
    Flag
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
    0
    Flag
  • Stevie K.
    "If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
    0
    Flag
  • Stefan
    "This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 758 Leeward Ln

  • What is 758 Leeward Ln estimated to be worth?
    Trulia's estimated value for 758 Leeward Ln in Oregon, WI is $492,700.
  • What is the price history for 758 Leeward Ln?
    758 Leeward Ln in Oregon, WI last sold for $247,000 in August 2007.
  • Is Oregon a buyer's or seller's market?
    Oregon is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Oregon?
    The median sale price in Oregon is $539K.
  • Does 758 Leeward Ln have air conditioning?
    Yes, 758 Leeward Ln in Oregon, WI has air conditioning.
  • Does 758 Leeward Ln have laundry facilities?
    Yes, 758 Leeward Ln in Oregon, WI has in-unit laundry.

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