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

753 Leeward Ln
Oregon, WI 53575

  • 4 Beds
  • 3.5 Baths
  • 2,348 sqft

$518,200

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $3,340/mo*

$518,200

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $3,340/mo*
4 Beds
3.5 Baths
2,348 sqft

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

Description

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). It is currently off market. The Trulia Estimate is $518,200, with a rent estimate of $2,909/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
33 days ago

Home Details for 753 Leeward Ln

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

Active Status

MLS Status: Sold

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
Last check for updates: about 2 hours ago
Listed by Home Team4u
Stark Company, REALTORS
Bought with: Julie Bollig, RE/MAX Preferred
Source: SCWMLS, MLS#1960535

Price History for 753 Leeward Ln

DatePriceEventSource
10/06/2023$460,000Sold
SCWMLS #1960535
08/07/2023$449,900PendingWIREX MLS #1960535
08/03/2023$449,900Listed For SaleWIREX MLS #1960535
02/05/2019$310,000Sold
N/A
12/06/2018$324,900Listed For SaleAgent Provided

Market trends in Oregon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
61
2
MoM
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Property Tax and Assessment

Year2024
Tax$6,882
Assessment$451,400
Home facts updated by county records

Comparable Sales for 753 Leeward Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$466,000
04/30/26
4
3
2,381
0.22
Single-Family Home
$490,000
02/23/26
4
3
2,400
0.35
Single-Family Home
$499,900
06/10/26
4
3
2,438
0.23
Single-Family Home
$570,000
08/11/25
4
3.5
2,727
0.34
Single-Family Home
$552,000
07/01/26
4
2.5
3,054
0.41
Single-Family Home
$430,000
09/26/25
4
3
1,944
0.35
Single-Family Home
$580,000
06/30/26
4
3
2,652
0.31
Single-Family Home
$700,000
08/21/25
4
3.5
3,020
0.41
Single-Family Home
$480,000
02/05/26
4
3
2,132

Nearby homes

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Assigned Schools

These are the assigned schools for 753 Leeward Ln.
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 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. "
  • 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 "
  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
  • 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."
  • 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!"
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
  • 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!"
  • miltydog
    "Wonderful schools and a strong sense of community"
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
  • 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!"
  • 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."

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