633 Windward Way, Oregon, WI 53575
OFF MARKET

$427,200

Trulia Estimate
  • 4 Beds
  • 3 Baths

633 Windward Way, Oregon, WI 53575

Est. Refi. Payment $2,901/mo*
Refinance Your Home
Currently Off Market - Sold Apr 6, 2010 for $207,000

Home Value

Trulia Estimate
$427K
Since last month
Decreased$10K (-2.2%)
Since last year
Increased$7K (+1.7%)
Since last sale
Increased$221K (+106.8%)
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 +85% in the last 10 years
MonthEstimated value
2026
October 2026$428K
October 2026$428K
September 2026$438K
August 2026$440K
July 2026$442K
June 2026$454K
May 2026$454K
April 2026$452K
March 2026$443K
February 2026$430K
January 2026$422K
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
617 Windward Way, Oregon, WI
0.03
Single-Family Home
$401,000
08/28/26
3
2.5
1,447
1129 Lincoln Rd, Oregon, WI
0.14
Single-Family Home
$466,000
04/30/26
4
3
2,381
564 S Burr Oak Ave, Oregon, WI
0.13
Single-Family Home
$490,000
02/23/26
4
3
2,400
434 S Burr Oak Ave, Oregon, WI
0.27
Single-Family Home
$499,900
06/10/26
4
3
2,438
435 Ash St, Oregon, WI
0.32
Single-Family Home
$552,000
07/08/26
4
2.5
3,054
760 Scott St, Oregon, WI
0.34
Single-Family Home
$430,000
08/31/26
3
2.5
1,880
489 Cherry Wood Dr, Oregon, WI
0.35
Single-Family Home
$453,000
08/31/26
3
2.5
2,137
1145 Union Rd, Oregon, WI
0.13
Single-Family Home
$595,000
12/02/25
6
4
-
451 Oakwood Dr, Oregon, WI
0.34
Single-Family Home
$580,000
07/01/26
4
3
2,652
141 Amanda Ct, Oregon, WI
0.35
Single-Family Home
$480,000
02/05/26
4
3
2,132

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
641 Windward Way, Oregon, WI 53575
0.02
$490,900
4
3
-
Off Market
625 Windward Way, Oregon, WI 53575
0.02
$445,100
3
3
-
Off Market
1126 S Perry Pkwy, Oregon, WI 53575
0.02
$476,700
4
2
2,375
Off Market
1132 S Perry Pkwy, Oregon, WI 53575
0.03
$440,800
4
2
2,033
Off Market
1120 S Perry Pkwy, Oregon, WI 53575
0.03
$470,100
3
3
1,858
Off Market
617 Windward Way, Oregon, WI 53575
0.03
$401,000
3
2.5
1,447
Recently Sold
649 Windward Way, Oregon, WI 53575
0.03
$448,700
3
2
-
Off Market
1138 S Perry Pkwy, Oregon, WI 53575
0.04
$439,000
3
2
2,166
Off Market
1114 S Perry Pkwy, Oregon, WI 53575
0.04
$464,800
4
3
-
Off Market
Windward Way, Oregon, WI 53575
0.04
-
-
-
-
Off Market
657 Windward Way, Oregon, WI 53575
0.05
$442,100
4
2
-
Off Market
609 Windward Way, Oregon, WI 53575
0.05
$474,500
3
3
-
Off Market
1144 S Perry Pkwy, Oregon, WI 53575
0.05
$432,100
4
3
1,743
Off Market
1108 S Perry Pkwy, Oregon, WI 53575
0.05
$499,200
5
3
-
Off Market
665 Windward Way, Oregon, WI 53575
0.06
$382,400
3
2
1,804
Off Market
1150 S Perry Pkwy, Oregon, WI 53575
0.06
$462,200
4
3
1,936
Off Market
611 S Burr Oak Ave, Oregon, WI 53575
0.06
$435,000
3
2
-
Off Market
623 S Burr Oak Ave, Oregon, WI 53575
0.07
$380,500
3
2
1,800
Off Market
627 S Burr Oak Ave, Oregon, WI 53575
0.07
$324,100
3
2
1,846
Off Market
729 Leeward Ln, Oregon, WI 53575
0.07
$458,900
3
3
-
Off Market

Local Information

  • Map ViewExplore the area around 633 Windward Way.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999

About this House

Immaculate 4 bedroom tri-level in excellent condition. Main level living rm with gas fireplace, dinette with patio door to deck to pool area. Large open kitchen with snack bar, all appliances in kitchen included, desk in kit. too! Vaulted ceiling, upper level offers 3 bedroom, master with 3/4 bath, exp. 3rd level offers family rm with gas FP, 4th bedroom & 3/4 bath. 4th Level is storage, laundry & more! 2 Car attached gar. Home is also across from a large park.
633 Windward Way, Oregon, WI 53575 is a 4 bedroom, 3 bathroom single-family home built in 1999. It last sold for $207,000 on Apr 6, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $427,200, with a rent estimate of $2,865/month.

Home Details for 633 Windward Way

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Apr 6, 2010
Source: N/A
Sold
$207,000
Sep 7, 2009
Source: Agent Provided
ListingRemoved
$249,900
Apr 26, 2009
Source: Agent Provided
Listed For Sale
$249,900

Market trends in Oregon

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
6MoM
Sourced by Trulia Market Trends

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 633 Windward Way

  • What is 633 Windward Way estimated to be worth?
    Trulia's estimated value for 633 Windward Way in Oregon, WI is $427,200.
  • What is the price history for 633 Windward Way?
    633 Windward Way in Oregon, WI last sold for $207,000 in April 2010.
  • Is Oregon a buyer's or seller's market?
    Oregon is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Oregon?
    Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Oregon, WI.
  • How big is the lot at 633 Windward Way?
    The lot at 633 Windward Way in Oregon, WI is about 0.22 acres (9,583 sq ft).

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