44 Crestview Dr, Oswego, IL 60543
OFF MARKET

44 Crestview Dr
Oswego, IL 60543

  • 4 Beds
  • 3 Baths
  • 3,531 sqft (on 2.37 acres)

$715,700

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $5,037/mo*
Refinance Your Home

$715,700

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $5,037/mo*
Refinance Your Home
4 Beds
3 Baths
3,531 sqft
(on 2.37 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Your chance to own in the highly coveted Crestview Woods of Oswego. Amazing wooded lot with a creek running through it! This lot is 2.36 acres. The neighbors are at a good distance so all you have to watch is the creatures of the forest from the deck or patio. If you are seeking refuge from the hustle and bustle, this is the place for you. This is a well kept home with 3 gas starter fireplaces. Ultra high ceiling in the family room overlooking the backyard. Family room is open to the kitchen with a dining area. The kitchen has a double wall oven, island with room for all to sit and keep yourself out of the cooks way. There is also a formal dining room, a formal living room, large foyer and an office and or bedroom on the first floor. Full bathroom on first floor and 2 full bathrooms upstairs. Master suite has a vaulted ceiling, large walk-in closet, and private bathroom with dual sinks, jetted tub and separate shower. The basement is ready to be finished with roughed in plumbing for a bath, brick fireplace and 9 foot ceiling. Tall basement ceilings allow for golf practice. House has a generator hook up to run key appliances. Great location, great community.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 44 Crestview Dr

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 2

Property Information

Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 2.37 acres

Price History for 44 Crestview Dr

DatePriceEventSource
06/14/2022$575,000Sold
NorthWest Illinois Alliance of REALTORS® #202202634
05/09/2022$530,000PendingNorthWest Illinois Alliance of REALTORS® #202202634
05/04/2022$530,000Listed For SaleNorthWest Illinois Alliance of REALTORS® #202202634

Market trends in Oswego

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

Year2024
Tax$15,691
Assessment$612,675
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,171/mo
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Homes for rent near 44 Crestview Dr

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Comparable Sales for 44 Crestview Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Eagle View Ln, Oswego, IL
0.25
Single-Family Home
$535,000
01/05/26
4
4
3,095
35 Eagle View Ln, Oswego, IL
0.28
Single-Family Home
$750,000
05/29/26
4
2.5
3,000
13 Gunflint Ct, Oswego, IL
0.40
Single-Family Home
$490,000
11/07/25
4
2.5
2,226
5500 Half Hollow Ct, Oswego, IL
0.16
Single-Family Home
$730,000
04/17/26
4
3.5
4,239
10 W Timberlake Trl, Oswego, IL
0.45
Single-Family Home
$470,000
09/12/25
4
2.5
2,565
5350 Goldenrod Dr, Oswego, IL
0.45
Single-Family Home
$650,000
08/25/25
4
4.5
3,600
7 Iroquois Ct, Oswego, IL
0.58
Single-Family Home
$690,000
11/24/25
4
3.5
2,900
20 Ottawa Ct, Oswego, IL
0.58
Single-Family Home
$575,000
11/17/25
3
3
2,542
21 W Timberlake Trl, Oswego, IL
0.51
Single-Family Home
$430,000
09/05/25
3
2.5
1,850
5085 Half Round Rd, Oswego, IL
0.70
Single-Family Home
$810,000
01/09/26
4
4
4,303

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Crestview 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 44 Crestview Dr

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Off Market Homes Near 44 Crestview Dr

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44 Crestview Dr, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 3,531 sqft single-family home. This property is not currently available for sale. 44 Crestview Dr was last sold on Jun 14, 2022 for $575,000. The current Trulia Estimate for 44 Crestview Dr is $715,700.