753 Leeward Lane, Oregon, WI 53575
OFF MARKET

753 Leeward Lane
Oregon, WI 53575

  • 4 Beds
  • 3.5 Baths
  • 2,348 sqft

$524,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $3,362/mo*

$524,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $3,362/mo*
4 Beds
3.5 Baths
2,348 sqft

Local Information

Map showing home location
© Google
-- 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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 13, 2023

Home Highlights

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

Home Details for 753 Leeward Lane

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Exposed,Full Size Windows,Partially Finished,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2348 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Freezer, Disposal, Washer, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Spa: BathHas a Spa
Windows, Doors, Floors & Walls
Flooring: Wood or Sim.Wood Floors
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Wood Or Sim Wood Floors

Exterior Features

Exterior Home Features
Patio / Porch: Deck
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: 2 Car,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1770 Square FeetFinished Area (below surface): 578 Square Feet

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: 21+ YearsNot 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

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

HOA

Association for this Listing: South Central Wisconsin MLS

Lot Information

Lot Area: 9583.2 sqft

Listing Info

Special Conditions: Arms Length

Miscellaneous

BasementMls Number: 1960535Living Area Range: 2001-2500Living Area Range Units: Square FeetMunicipality: OregonAttribution Contact: Pref: 608-839-7137Above Grade Unfinished Area: 1770
Last check for updates: about 4 hours ago
Listed by Home Team4u, (608) 839-7137
Stark Company, REALTORS
Bought with: Julie Bollig
Originating MLS: South Central Wisconsin MLS
Source: WIREX MLS, MLS#1960535

Price History for 753 Leeward Lane

DatePriceEventSource
10/06/2023$460,000Sold
WIREX MLS #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
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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 Lane

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$466,000
04/29/26
4
3
2,381
0.22
Single-Family Home
$490,000
02/23/26
4
3
2,400
0.04
Single-Family Home
$440,000
07/10/25
3
2.5
1,420
0.23
Single-Family Home
$570,000
08/08/25
4
3.5
2,727
0.41
Single-Family Home
$430,000
09/25/25
4
3
2,079
0.31
Single-Family Home
$700,000
08/15/25
4
3.5
3,020
0.35
Single-Family Home
$505,000
06/02/25
3
3
2,580
0.41
Single-Family Home
$480,000
02/02/26
4
3
2,132

Nearby homes

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Assigned Schools

These are the assigned schools for 753 Leeward Lane.
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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Information is supplied by seller and other third parties and has not been verified. Copyright 2026 – WiREx – All Rights Reserved

Homes for rent near 753 Leeward Lane

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753 Leeward Lane, Oregon, WI 53575 is a 4 bedroom, 4 bathroom, 2,348 sqft single-family home built in 1998. This property is not currently available for sale. 753 Leeward Lane was last sold on Oct 6, 2023 for $460,000 (2% higher than the asking price of $449,900). The current Trulia Estimate for 753 Leeward Lane is $524,300.