Middlebury Dr, Aurora, IL 60503
OFF MARKET

Middlebury Dr
Aurora, IL 60503

    (on 11.37 acres)

    Local Information

    • Map ViewExplore the area around Middlebury Dr.
    • Schools1 Preschool School1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Description

    Middlebury Dr is in Aurora, IL and in ZIP code 60503. This property has a lot size of 11.37 acres.
    Middlebury Dr, Aurora, IL 60503 is a unknown. It is currently off market. The Trulia Estimate rent is $2,894/month.

    Home Highlights

    Parking
    No Info
    Outdoor
    No Info
    A/C
    Cooling only
    HOA
    None
    Price/Sqft
    No Info
    Listed
    Less than a day ago

    Home Details for Middlebury Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Interior Features

    Heating & Cooling
    Cooling System: Central

    Lot Information

    Lot Area: 11.37 acres

    Market trends in Oswego

    Last updated May 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $365K
    $4.33K    MoM
    Sale-to-List Price
    99.9%
    0.6%    MoM
    Price per sq ft
    $202
    $3    MoM
    Available listings
    128
    14    MoM
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    Property Tax and Assessment

    Year2024
    Tax
    Assessment$3
    Home facts updated by county records

    Comparable Sales for Middlebury Dr

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    2951 Thunderbird Ct W, Aurora, IL
    0.06
    Single-Family Home
    $534,116
    02/19/26
    4
    3
    2,955
    9623 S Carls Dr, Plainfield, IL
    0.32
    Single-Family Home
    $537,000
    03/02/26
    4
    2.5
    2,468
    2155 Grayhawk Dr, Aurora, IL
    0.29
    Single-Family Home
    $306,000
    10/21/25
    2
    2.5
    1,260
    2134 Middlebury Dr, Aurora, IL
    0.31
    Single-Family Home
    $345,000
    09/24/25
    3
    3.5
    2,228
    2136 Grayhawk Dr, Aurora, IL
    0.32
    Single-Family Home
    $300,000
    02/03/26
    2
    2.5
    1,200
    2746 Hillsboro Blvd, Aurora, IL
    0.34
    Single-Family Home
    $399,900
    02/04/26
    4
    2.5
    -
    2124 Grayhawk Dr, Aurora, IL
    0.34
    Single-Family Home
    $315,000
    10/02/25
    3
    1.5
    1,502
    2746 Middleton Ct, Aurora, IL
    0.36
    Single-Family Home
    $425,000
    08/08/25
    3
    2.5
    2,057
    2735 Hillsboro Blvd, Aurora, IL
    0.38
    Single-Family Home
    $455,000
    03/09/26
    5
    2.5
    2,608
    2723 Hillsboro Blvd, Aurora, IL
    0.40
    Single-Family Home
    $489,000
    04/24/26
    4
    2.5
    -

    Nearby homes

    Get a sense of prices in the area by checking nearby homes.
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    Assigned Schools

    These are the assigned schools for Middlebury Dr.
    View nearby schools on GreatSchools
    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 Oswego

    At least 264 Trulia users voted on each feature.

    • 93 % Say it's dog friendly

    • 92 % Say car is needed

    • 89 % Say parking is easy

    • 89 % Say there are sidewalks

    • 84 % Say there's holiday spirit

    • 84 % Say kids play outside

    • 84 % Say yards are well-kept

    • 79 % Say it's quiet

    • 77 % Say people would walk alone at night

    • 68 % Say streets are well-lit

    • 67 % Say there's wildlife

    • 62 % Say neighbors are friendly

    • 57 % Say they plan to stay for at least 5 years

    • 44 % Say it's walkable to restaurants

    • 41 % Say there are community events

    • 34 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Jeni Rodriguez
      "Lots of people walking their dogs. Also there are Dog Disposal bags available in my neighborhood to use to pick up after your dogs. "
      0
      Flag
    • Repjb
      "Great schools, good restaurant choices, plenty of home improvement stores. I asking distance to downtown river area. "
      0
      Flag
    • Repjb
      "Great schools, safe nieghborhoods, close to restaurants, shopping, banks, everything a family would need"
      0
      Flag
    • Repjb
      "Plenty of places to walk. Dog parks are close. A few places are dog friendly. Most people are respectful and clean up after their dogs. "
      0
      Flag
    • Repjb
      "Thirty minutes in to Naperville at 7:30 am, 45-50 minutes home at 5:00 pm. No public transportation option"
      0
      Flag
    • Bnaudia
      "Ttttttttttttttttttttttttggggttttttttttttttttggggggttttthhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh"
      0
      Flag
    • Wortham87
      "Great school system, a sense of community, parks are a walk away, great for dogs, just an overall great community. "
      0
      Flag
    • Joelopz1207
      "I like the neighborhoods of Oswego. I have lived here for 2 years, the people are very friendly and polite."
      1
      Flag
    • Chris M.
      "Everyone walks their dogs their. It’s a great place great neighborhood and everyone picks up their own poop."
      4
      Flag
    • Jbaustin2008
      "We have a neighborhood end of the year and beginning of the year party, we have a lot of partys, we also have a lot of children being active."
      0
      Flag
    • Miss.fatimagarcia
      "Every Sunday is the Farmers Market at the Library grounds. Usually during the summers there’s a music festival in the evenings for families."
      2
      Flag
    • Mbj201
      "too much to mention....but mostly a community with all the amenities but a small town feel. Great intergenerational community too!"
      1
      Flag
    • Michaeldecorejr
      "I’ve lived in Oswego for eight years and love it. Friendly pPeople that take care of their homes and look out for one another."
      0
      Flag
    • Stacyvjb
      "Wonderful area to raise family. Safe environment. A gem in the heart of Oswego. Wine on the fox is great "
      2
      Flag
    • Alex33hales
      "I have a very short commute to work, shopping and dining. My children have never been more than a few minutes from school; elementary, junior high and high school. "
      1
      Flag
    • Beth B.
      "There is a diverse community with good schools, many parks and several community events throughout the year."
      2
      Flag
    • Antonio V.
      "Super friendly neighbors in the River Run subdivision. Clean areas, clean parks, safe and very good school district. "
      2
      Flag
    • Veronica
      "No public transport what so ever. Side streets are never plowed properly nor the sidewalks. Our children generally walk to school "
      1
      Flag
    • Meg.capulong
      "Oswego is a growing community, and is full of young families. It’s a great place to have kids and raise a family. We have lived here for 6 years, and we plan on staying in the area until our children are grown and have gone through the school district. We have always felt very welcome and safe in this neighborhood. "
      5
      Flag
    • Trulia User
      "I usually drive my personal or work vehicle downtown. It takes anywhere from one hour to one and a half hours depending on the time of day."
      0
      Flag
    • Ryan S.
      "Lots of parades and festivals close to downtown. We are less than a mile from main street so it’s a lot of fun. "
      1
      Flag
    • Alexis
      "My neighborhood is a nice quiet place to raise a family. They have a nice play ground and the kept yards and sidewalks allows for a mice stroll "
      0
      Flag
    • Trulia User
      "Safe, walking distance to many amenities. Short drive for everything you may need. Need town administration to value growth to offer new opportunities to socialize and grow. "
      1
      Flag
    • Ethel.cutrano
      "The Oswego Park district holds great family events such as 5K’s, children’s fairs and festivals. The local YMCA also has fun summer and winter events. "
      0
      Flag
    • Ethel.cutrano
      "We live in a cul de sac and we used to have a yearly Halloween party. Those neighbors moved. We need to start that again. "
      0
      Flag
    • Ethel.cutrano
      "Dog owners would like that there are long and pleasant walking trails throughout the subdivision. There are benches where you can sit and enjoy the scenery and friendly neighbors that keep a watch to keep our neighborhood safe."
      3
      Flag
    • Alonsofamily
      "it's great to live quiet small town. love all the different people. people are friendly here and helpful"
      0
      Flag
    • charlene C
      "I am simply 8 minutes from work. Transportation is ok, most likely need a car. Some areas you can walk close by. Retail along route 30 and route #34. Grocery, gas, parks, plenty to choose from within a mile. People friendly. Variety of age groups. Thanks "
      0
      Flag
    • Charlene C. F.
      "I have lived here for three years...it seems to get friendlier and better each year passing. Nice to take a walk. Good neighbors. "
      0
      Flag
    • Aguilar369eliza
      "I lived here for six years. I just wanted to say the rental price is ridiculous, we don’t even pay this much and we own the house. I don’t understand how this is even allowed."
      1
      Flag
    • Kcwolf2000
      "Long drives to get to expressway. Takes 20 min to get to 55 or 88. Train to Chicago only 10 min away. Traffic to Naperville, open country roads to south and west."
      1
      Flag
    • Kathy
      "waterside has a path around the lake it is a great place to walk dogs and there are open spaces as well very friendly people as well as a great place to observe birds "
      0
      Flag
    • Urthanjiltwo
      "Nicely kept subdivision. Website for our subdivsions. People are friendly. Police was very nice and helpful."
      0
      Flag
    • Melissa D.
      "This is a wonderful, family friendly neighborhood with great school and access to everything!!!! would never want to live anywhere else!"
      1
      Flag
    • Dreamrose81
      "This is a well cared for neighborhood. It is friendly but quiet. Love the ability to take walks near a nature area. "
      0
      Flag
    • Ddeltoro87
      "It’s a nice peaceful area. We have lived in a couple of the surrounding cities and this is by far the most beautiful are.”a."
      4
      Flag

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    Homes for sale near Middlebury Dr

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    Off Market Homes Near Middlebury Dr

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