753 Leeward Ln, Oregon, WI 53575
Property image
Property image
OFF MARKET

$509,300

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,348 sqft

753 Leeward Ln, Oregon, WI 53575

Refinance Your Home
Currently Off Market - Sold Oct 6, 2023 for $460,000

Home Value

Trulia Estimate
$509K
Since last month
Decreased$700 (-0.1%)
Since last year
Increased$11K (+2.2%)
Since last sale
Increased$49K (+10.7%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$509K
July 2026$510K
June 2026$523K
May 2026$524K
April 2026$522K
March 2026$514K
February 2026$501K
January 2026$494K
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
0.06
Single-Family Home
$466,000
04/30/26
4
3
2,381
564 S Burr Oak Ave, Oregon, WI
0.22
Single-Family Home
$490,000
02/23/26
4
3
2,400
434 S Burr Oak Ave, Oregon, WI
0.35
Single-Family Home
$499,900
06/10/26
4
3
2,438
435 Ash St, Oregon, WI
0.34
Single-Family Home
$552,000
07/08/26
4
2.5
3,054
835 S Main St, Oregon, WI
0.41
Single-Family Home
$430,000
09/26/25
4
3
1,944
451 Oakwood Dr, Oregon, WI
0.35
Single-Family Home
$580,000
07/01/26
4
3
2,652
141 Amanda Ct, Oregon, WI
0.41
Single-Family Home
$480,000
02/05/26
4
3
2,132
565 Oakwood Dr, Oregon, WI
0.27
Single-Family Home
$512,500
05/06/26
3
2
1,800

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
1144 S Perry Pkwy, Oregon, WI 53575
0.09
$437,400
4
3
1,743
Off Market
742 Leeward Ln, Oregon, WI 53575
0.04
-
3
2.5
1,420
Off Market
1129 Lincoln Rd, Oregon, WI 53575
0.06
$466,000
4
3
2,381
Recently Sold
625 Stonebriar Ln, Oregon, WI 53575
0.13
$447,800
3
2.5
1,588
Off Market
624-628 S Burr Oak Ave, Oregon, WI 53575
0.15
$626,500
6
3
3,584
Off Market
648-652 S Burr Oak Ave, Oregon, WI 53575
0.13
$585,600
6
4
3,040
Off Market
608-612 S Burr Oak Ave, Oregon, WI 53575
0.16
$665,900
6
5
3,200
Recently Sold
1133-1135 Union Rd, Oregon, WI 53575
0.17
$592,800
6
4
3,400
Off Market
1137-1139 Union Rd, Oregon, WI 53575
0.17
$575,400
6
4
2,864
Off Market
1141-1143 Union Rd, Oregon, WI 53575
0.18
-
6
4
2,976
Off Market
1014 S Perry Pkwy, Oregon, WI 53575
0.19
$349,000
3
2.5
1,842
Recently Sold

Local Information

  • Map ViewExplore the area around 753 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
2,348 sqft
Price/Sqft
$217
Parking
2 Car Garage

About this House

Welcome to Windcrest! Gorgeous 4 bed 3.5 bath Colonial, Features 2 gas fireplaces, a beautiful freshly remodeled kitchen with an almost 11’ kitchen island with all the hidden features that the chef of the house would LOVE, including GE Cafe appliances and a bar or coffee bar space. Lower level bathroom flooring has radiant heating installed to enjoy coming out of the jetted tub. Home is situated next to a walking path leading to Rome Corners Intermediate School and is adjacent to a public park. Located a few minutes from Bergamont Golf Course and only 15 minutes from the Beltline. This one won’t last long!
753 Leeward Ln, Oregon, WI 53575 is a 4 bedroom, 4 bathroom, 2,348 sqft single-family home built in 1998. It last sold for $460,000 on Oct 6, 2023 (2% above the $449,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $509,300, with a rent estimate of $3,022/month.
Last check for updates: about 24 hours ago
Listed by Home Team4u
Stark Company, REALTORS
Bought with: Julie Bollig, RE/MAX Preferred
Source: SCWMLS, MLS#1960535

Home Details for 753 Leeward Ln

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Full,Full Size Windows/Exposed,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2348 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, DryerDryerLaundry: Lower LevelWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: 2 fireplaces, GasHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Patio / Porch: DeckFoundation: Poured concrete foundatn
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1770 Square Feet

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl Siding
Property Information
Not Included in Sale: Seller's Personal ItemsIncluded in Sale: Range/Oven, Refrigerator, Microwave, Washer, Dryer, Basement Shelving, Work Bench In Garage, At The Sellers Convenience, Soft Shed & Table/ Chair Set On Deck As It Has No Monetary Value.Parcel Number: 050911464456

Price & Status

Price
List Price: $449,900
Status Change & Dates
Off Market Date: Thu Aug 03 2023

Media

Location

Direction & Address
City: OregonCommunity: Windcrest
School Information
Elementary School: BrooklynElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building

Building Area
Building Area: 2348 Square Feet

Lot Information

Lot Area: 9583.2 sqft

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 1960535Attribution Contact: Pref: 608-839-7137Above Grade Unfinished Area: 1770

Price and Tax history

DateEventPrice
Oct 6, 2023
Source: SCWMLS #1960535
Sold
$460,000
Aug 7, 2023
Source: WIREX MLS #1960535
Pending
$449,900
Aug 3, 2023
Source: WIREX MLS #1960535
Listed For Sale
$449,900
Feb 5, 2019
Source: N/A
Sold
$310,000
Dec 6, 2018
Source: Agent Provided
Listed For Sale
$324,900

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
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  • 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 753 Leeward Ln

  • What is 753 Leeward Ln estimated to be worth?
    Trulia's estimated value for 753 Leeward Ln in Oregon, WI is $509,300.
  • What is the price history for 753 Leeward Ln?
    753 Leeward Ln in Oregon, WI last sold for $460,000 in October 2023.
  • 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 753 Leeward Ln have air conditioning?
    Yes, 753 Leeward Ln in Oregon, WI has air conditioning.
  • Does 753 Leeward Ln have laundry facilities?
    Yes, 753 Leeward Ln in Oregon, WI has in-unit laundry.

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