44 Crestview Dr, Oswego, IL 60543
Property image
Property image
OFF MARKET

$704,600

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

44 Crestview Dr, Oswego, IL 60543

Refinance Your Home
Currently Off Market - Sold Jun 14, 2022 for $575,000

Home Value

Trulia Estimate
$705K
Since last month
Decreased$5K (-0.7%)
Since last year
Increased$7K (+0.9%)
Since last sale
Increased$130K (+22.5%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$705K
August 2026$704K
July 2026$710K
June 2026$714K
May 2026$705K
April 2026$704K
March 2026$708K
February 2026$686K
January 2026$677K
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
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
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
51 Crestview Dr, Oswego, IL
0.08
Single-Family Home
$875,000
06/26/26
4
3.5
4,130
21 W Timberlake Trl, Oswego, IL
0.51
Single-Family Home
$430,000
09/05/25
3
2.5
1,850
5030 Half Round Rd, Oswego, IL
0.66
Single-Family Home
$1,250,000
06/19/26
4
4.5
4,490

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
64 Crestview Dr, Oswego, IL 60543
0.05
$711,100
4
2.5
2,983
Off Market
51 Crestview Dr, Oswego, IL 60543
0.08
$875,000
4
3.5
4,130
Recently Sold
71 Crestview Dr, Oswego, IL 60543
0.12
$623,800
4
3.5
3,459
Off Market
5500 Half Hollow Ct, Oswego, IL 60543
0.16
$730,000
4
3.5
4,239
Recently Sold
23 Eagle View Ln, Oswego, IL 60543
0.25
$535,000
4
4
3,095
Recently Sold
35 Eagle View Ln, Oswego, IL 60543
0.28
$750,000
4
2.5
3,000
Recently Sold
21 Tomahawk Trl, Oswego, IL 60543
0.32
$839,900
4
3.5
3,169
Off Market
10 Tomahawk Trl, Oswego, IL 60543
0.35
$565,200
3
3
2,352
Off Market
13 Gunflint Ct, Oswego, IL 60543
0.40
$490,000
4
2.5
2,226
Recently Sold
28 Tomahawk Trl, Oswego, IL 60543
0.40
$599,900
3
3.5
2,030
For Sale
10 W Timberlake Trl, Oswego, IL 60543
0.45
$479,800
4
2.5
2,565
Off Market
22 Chippewa Dr, Oswego, IL 60543
0.45
$681,900
4
3.5
2,819
Off Market

Local Information

  • Map ViewExplore the area around 44 Crestview Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
2.37 acres
Living Area
3,531 sqft
Price/Sqft
$200

About this House

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.
44 Crestview Dr, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 3,531 sqft single-family home. It last sold for $575,000 on Jun 14, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $704,600, with a rent estimate of $4,300/month.

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 and Tax history

DateEventPrice
Jun 14, 2022
Source: NorthWest Illinois Alliance of REALTORS® #202202634
Sold
$575,000
May 9, 2022
Source: NorthWest Illinois Alliance of REALTORS® #202202634
Pending
$530,000
May 4, 2022
Source: NorthWest Illinois Alliance of REALTORS® #202202634
Listed For Sale
$530,000

Market trends in Oswego

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$382K
$2.5KMoM
Sale-to-List Price
100.1%
Price per sq ft
$203
$4MoM
Available listings
131
1MoM

Around this home

What Locals Say about Oswego

At least 265 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

  • 68 % Say there's wildlife

  • 62 % Say neighbors are friendly

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

  • 43 % 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

LGBTQ Local Legal Protections

Frequently asked questions about 44 Crestview Dr

  • What is 44 Crestview Dr estimated to be worth?
    Trulia's estimated value for 44 Crestview Dr in Oswego, IL is $704,600.
  • What is the price history for 44 Crestview Dr?
    44 Crestview Dr in Oswego, IL last sold for $575,000 in June 2022.
  • Is Oswego a buyer's or seller's market?
    Oswego is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oswego?
    The median sale price in Oswego is $382K. That is down $2.5K from the prior month.
  • How big is the lot at 44 Crestview Dr?
    The lot at 44 Crestview Dr in Oswego, IL is about 2.4 acres.

Explore by feature - Pet Friendly

28 pet-friendly rentals in Oswego, IL

Explore by feature - Garage

34 rentals with a garage in Oswego, IL

Explore by feature - Air Conditioning

41 rentals with air conditioning in Oswego, IL

Explore by feature - Pool

11 rentals with a pool in Oswego, IL

Explore by feature - Washer/dryer

36 rentals with a washer/dryer in Oswego, IL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 44 Crestview Dr

Skip to last item
Skip to first item

Homes for sale near 44 Crestview Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item