Winners Cir, Oregon, WI 53575
OFF MARKET

    Winners Cir, Oregon, WI 53575

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    1879 Briarwood Ln, Fitchburg, WI
    0.12
    Single-Family Home
    $555,000
    09/17/25
    3
    2.5
    2,015
    1889 Paddock Pl, Oregon, WI
    0.20
    Single-Family Home
    $500,000
    12/02/25
    4
    3
    2,306
    5831 Adams Rd, Oregon, WI
    1.11
    Single-Family Home
    $700,000
    05/21/26
    4
    3
    2,373
    5840 Madsen Cir, Oregon, WI
    1.12
    Single-Family Home
    $427,800
    04/01/26
    3
    1
    1,568
    2127 Vintage Dr, Oregon, WI
    1.15
    Single-Family Home
    $992,500
    04/03/26
    3
    2.5
    3,418
    2230 Branson Rd, Fitchburg, WI
    1.44
    Single-Family Home
    $625,000
    08/18/26
    3
    2.5
    2,366
    1461 Darcy Dr, Oregon, WI
    1.53
    Single-Family Home
    $770,000
    10/15/25
    4
    3.5
    3,266
    5620 Harris Cir, Fitchburg, WI
    1.54
    Single-Family Home
    $525,000
    08/24/26
    5
    3.5
    2,346
    2285 Branson Rd, Fitchburg, WI
    1.67
    Single-Family Home
    $520,000
    11/06/25
    3
    2
    2,128
    474 Peterson Trl, Oregon, WI
    1.78
    Single-Family Home
    $485,000
    11/03/25
    3
    3
    1,967

    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
    5603 Champion Cir, Fitchburg, WI 53575
    0.09
    $434,100
    3
    3
    1,764
    Off Market
    Lot 38 Briarwood Ln, Oregon, WI 53575
    0.12
    -
    -
    -
    -
    Off Market
    1879 Briarwood Ln, Fitchburg, WI 53575
    0.12
    $576,100
    3
    2.5
    2,015
    Off Market
    1888 Derby Dr, Fitchburg, WI 53575
    0.14
    $463,300
    3
    2
    1,712
    Off Market
    5655 Concord Dr, Fitchburg, WI 53575
    0.99
    $589,900
    4
    2.5
    2,200
    For Sale
    5831 Adams Rd, Oregon, WI 53575
    1.11
    $700,000
    4
    3
    2,373
    Recently Sold
    2138 Vintage Dr, Fitchburg, WI 53575
    1.13
    $719,000
    4
    3.5
    3,741
    Off Market
    5842 Madsen Cir, Oregon, WI 53575
    1.12
    $419,300
    3
    2
    1,960
    Off Market
    5840 Madsen Cir, Oregon, WI 53575
    1.12
    $427,800
    3
    1
    1,568
    Recently Sold
    2129 Vintage Dr, Fitchburg, WI 53575
    1.14
    $953,700
    5
    3.5
    5,619
    Off Market
    5286 County Road M, Oregon, WI 53575
    1.15
    -
    -
    -
    -
    Off Market
    2127 Vintage Dr, Oregon, WI 53575
    1.15
    $992,500
    3
    2.5
    3,418
    Recently Sold

    Homes for rent near Winners Cir

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    Local Information

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

    About this House

    Winners Cir is in Oregon, WI and in ZIP code 53575.
    Winners Cir, Oregon, WI 53575 is a unknown. This property is not currently displayed as for sale or rent on Trulia.

    Home Details for Winners Cir

    Property Information

    Property Type / Style
    Property Type: Unknown

    Market trends in Fitchburg

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $495K
    $26.82K    MoM
    Sale-to-List Price
    —
    Price per sq ft
    $226
    $4    MoM
    Available listings
    73
    24    MoM

    Around this home

    What Locals Say about Fitchburg

    At least 185 Trulia users voted on each feature.

    • 93 % Say it's dog friendly

    • 92 % Say car is needed

    • 89 % Say parking is easy

    • 76 % Say there's holiday spirit

    • 73 % Say there are sidewalks

    • 71 % Say kids play outside

    • 69 % Say it's quiet

    • 66 % Say people would walk alone at night

    • 64 % Say yards are well-kept

    • 59 % Say streets are well-lit

    • 56 % Say neighbors are friendly

    • 52 % Say there's wildlife

    • 51 % Say it's walkable to restaurants

    • 43 % Say they plan to stay for at least 5 years

    • 35 % Say there are community events

    • 31 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Hjoliva
      "There are a lot of families in and around our neighborhood. We’re very lucky to have such a great park within walking distance."
      0
      Flag
    • Only_ayo
      "I drive everywhere, I can bike everywhere. There are busses that run throughout the day but I prefer to drive. "
      0
      Flag
    • Viajeromundo
      "Nice work man keep going man keep going hard keep going you are doing amazing things keep it coming keep going you can do what you’re feeling good and you will be doing good keep "
      0
      Flag
    • Qpi3
      "Concerts at McKee and the agora farmers market. There is a bike parade for kids on the fourth of July"
      0
      Flag
    • Qpi3
      "Dog friendly neighborhood. Lots of families with dogs, most have invisible fence. Some have fenced yards"
      0
      Flag
    • Thiyagarajan Rajendran
      "Great beautiful neighborhood with great neighbors beautiful parks and lot of greenery and lots of restaurant options .."
      0
      Flag
    • Mfzwc2snw7
      "I love living here it’s home I’ve been living here for 5 years and love every second of it but right now I’m trying to move again in Fitchburg will be nice hopefully "
      0
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    • Trulia User
      "I drive less than ten minutes to an industrial zone where I work. Close to downtown, belt line, Hwy 14 bike trails and Lewis nine Springs Environmental byway. "
      0
      Flag
    • Trulia User
      "Walking and bike path access to parks and trails is available. Various housing style opportunities exist in this neighborhood. A community garden is here too. Getting into downtown is very easy. Traffic is mostly off major arterial streets."
      1
      Flag
    • Trulia User
      "Nice, quiet, Family oriented, neighbors keep yards nice and really go all out during the holiday decorations "
      0
      Flag
    • Emma S.
      "quaint but also populous and near downtown. good culture and friendly neighbors. lots of cute new puppies too!"
      2
      Flag
    • ISSAM I.
      "Good parks. Schools aren’t highly ranked. Shortage of side walks is noticeable when taking walks and having to step into the road."
      1
      Flag
    • Nada_abdalah
      "Safe place and friendly people 10 minutes away from downtown Convenient and accessible. I just love it "
      0
      Flag
    • Daniel R.
      "Fitchburg has wonderful stripmall in-between Fitchburg, Verona, and Madison which is also near West Side Mall."
      0
      Flag
    • Hector R.
      "The people who live here. The diversity is beautiful. Safe and welcoming. There are plenty of places to eat and go hang out at. "
      0
      Flag
    • Brandon.davies89
      "Owners don’t always pick up the poop, not because they forgot bags, but the choose not to. "
      6
      Flag
    • Leah V. D. L.
      "It's just ok. Better then the last neighborhood I lived in. Neighbors are loud, children run around in the parking lot unsupervised. "
      0
      Flag
    • Jon N.
      "The commute to downtown Madison is 12 minutes, this area is the perfect distance away from Madison where housing prices start to go down, but it is still easily connected to everything."
      2
      Flag
    • Angela S.
      "Accessable to what I need, everything is super close to the apartment I live in and my neighbors are friendly. "
      0
      Flag
    • Brandon C.
      "The area is okay, but it’s right on the edge of a sketchy neighborhood. Lots of nice houses with an older community not to far away. We are really close to the state capital bike path."
      0
      Flag
    • Capone
      "When I first moved in,5 years ago, the neighborhood was very nice..now it's beging to feel less safe. I have noticed there is more crime now."
      1
      Flag
    • Kyandmitch94
      "There are lots of other friendly dogs and plenty of walking trails in the area. It’s a very loafer dog-friendly community. There are also dog waste receptacles placed around the trails. "
      6
      Flag
    • 1saltwatergirl
      "Not many kids where I live. Library is in walking distance. I don’t know much about the schools. The location is convenient. I wish the elementary school had better ratings. "
      0
      Flag
    • Leah V. D. L.
      "DO NOT move anywhere near PIKE DR, COHO ST, LEOPOLD WAY, or POST RD. This is a high crime area. There have been TWO shootings in the last 2 weeks and another one on LEOPOLD WAY and POST RD the same day."
      4
      Flag
    • Natebrady029
      "I just moved and it's ok, we live in not a great part by the new fountains apartments which really lower the quality of the area in my opinion"
      0
      Flag
    • Kaylan h.
      "Our neighborhood is really quiet. Surprisingly quiet to be so close to roads and so many people. People seem friendly."
      0
      Flag
    • Blankenship e.
      "Nice neighborhood. Lived here for a couple months and really like it. Yards are spacious and homes aren't built too close together. "
      1
      Flag

    LGBTQ Local Legal Protections

    Frequently asked questions about Winners Cir

    • Is Oregon a buyer's or seller's market?
      Oregon is currently a buyer's market, based on recent for-sale activity.
    • What's the median sale price in Oregon?
      The median sale price in Oregon is $495K. That is up $26.82K from the prior month.
    • What do residents say about Oregon?
      Residents describe Oregon, WI as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Oregon, WI.
    • What are the closest schools to Winners Cir?
      The closest schools to Winners Cir in Oregon, WI are Netherwood Knoll Elementary School (Pre-K, rated 7/10), Oregon High School (rated 10/10), Oregon Middle School (rated 5/10).

    Explore by feature - Pet Friendly

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    Explore by feature - Air Conditioning

    52 rentals with air conditioning in Oregon, WI

    Explore by feature - Pool

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    Explore by feature - Washer/dryer

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    Explore by feature - Outdoor Space

    7 rentals with an outdoor space in Oregon, WI

    Apartments for Rent

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    Off Market Homes Near Winners Cir

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    Homes for sale near Winners Cir

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