39 E Pleasantview Dr, Oswego, IL 60543
Property image
Property image
OFF MARKET

39 E Pleasantview Dr
Oswego, IL 60543

  • 3 Beds
  • 2 Baths
  • 1,400 sqft (on 0.70 acres)

$386,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,794/mo*
Refinance Your Home

$386,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,794/mo*
Refinance Your Home
3 Beds
2 Baths
1,400 sqft
(on 0.70 acres)

Home Value

Trulia Estimate
$386K
Since last month
Decreased$600 (-0.2%)
Since last year
Increased$11K (+2.8%)
Since last sale
Increased$76K (+24.4%)
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 +121% in the last 10 years
MonthEstimated value
2026
August 2026$386K
July 2026$386K
June 2026$388K
May 2026$386K
April 2026$384K
March 2026$380K
February 2026$371K
January 2026$365K
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
37 N West Dr, Oswego, IL
0.24
Single-Family Home
$365,000
10/09/25
3
2
2,485
5161 US Highway 34, Oswego, IL
0.31
Single-Family Home
$440,000
12/19/25
4
3
2,147
354 S Main St, Oswego, IL
0.53
Single-Family Home
$310,000
06/30/26
3
2
1,550
220 Presidential Blvd, Oswego, IL
0.34
Single-Family Home
$340,000
04/23/26
3
3.5
1,728
261 Main St, Oswego, IL
0.55
Single-Family Home
$412,000
07/02/26
3
2
1,324
604 Roosevelt Dr, Oswego, IL
0.52
Single-Family Home
$354,000
06/26/26
3
2.5
1,456
2240 State Route 31, Oswego, IL
0.78
Single-Family Home
$325,000
03/20/26
3
2
1,473
505 Parkland Ct, Oswego, IL
0.55
Single-Family Home
$299,500
04/03/26
2
2
1,498
187 Eisenhower Dr, Oswego, IL
0.30
Single-Family Home
$410,000
03/26/26
4
3.5
2,336
512 Truman Dr, Oswego, IL
0.36
Single-Family Home
$325,000
05/01/26
3
2.5
1,501

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
33 E Pleasantview Dr, Oswego, IL 60543
0.03
$395,400
3
2
-
Off Market
47 E Pleasantview Dr, Oswego, IL 60543
0.03
$366,300
4
2
1,580
Off Market
34 S Cherry Dr, Oswego, IL 60543
0.11
$485,900
5
2.5
2,566
Off Market
141 Riverview Ct, Oswego, IL 60543
0.12
$519,600
3
4.5
1,508
Off Market
120 Riverview Ct, Oswego, IL 60543
0.12
$599,900
4
2.5
2,426
For Sale
114 Riverview Ct, Oswego, IL 60543
0.12
$1,000,000
5
3.5
5,398
Recently Sold
5354 A Rte #34, Oswego, IL 60543
0.14
$258,500
2
1
888
Off Market
5770 US Highway 34, Oswego, IL 60543
0.20
-
3
2.5
-
Off Market
5272 US Highway 34 Hwy, Oswego, IL 60543
0.19
$297,200
2
1
1,100
Off Market
5790 US Highway 34 Hwy, Oswego, IL 60543
0.22
$352,100
4
2
-
Off Market
85 Osage Ct, Oswego, IL 60543
0.22
$408,100
3
2
1,582
Off Market
6012 US Highway 34, Oswego, IL 60543
0.24
$400,900
4
2
1,880
Off Market

Local Information

  • Map ViewExplore the area around 39 E Pleasantview Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
0.7 acres
Living Area
1,400 sqft
Price/Sqft
$276
Parking
Garage

About this House

Welcome to this picture perfect RANCH located in a friendly, golf cart community! There is nothing to do but move in, unpack & enjoy your surroundings. The roof, windows & siding are all new as of 2019. Stunning, updated kitchen with 42" cabinets, Kitchen Aid stainless steel appliances, granite counters, breakfast bar area & plenty of counter-space! Open concept living & dining rooms lead into your screened porch with incredible views of your almost acre lot surrounded by nature! Three bedrooms with hardwood flooring & an updated bath are featured on your main floor! Finished basement with wet bar, second family room, full, updated bath & abundant storage! 2.5 car detached garage In addition to this gorgeous home is a 2,000 sq. ft. outbuilding with 18ft. ceilings & a 20ft. overhang that's 8ft. wide! Bring your toys! Don't wait to make this home yours for the Holiday's!
39 E Pleasantview Dr, Oswego, IL 60543 is a 3 bedroom, 2 bathroom, 1,400 sqft single-family home built in 1962. It last sold for $310,000 on Mar 16, 2021. It is currently off market. The Trulia Estimate is $386,400, with a rent estimate of $2,752/month.

Home Details for 39 E Pleasantview Dr

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowave

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.70 acres

Price and Tax history

DateEventPrice
Mar 16, 2021
Source: N/A
Sold
$310,000
Jan 19, 2021
Source: Keller Williams #10937009
Pending
$335,900
Jan 19, 2021
Source: MRED as distributed by MLS GRID #10937009
PendingToActive
$335,900
Jan 19, 2021
Source: Agent Provided
Pending
$335,900
Dec 23, 2020
Source: Agent Provided
PendingToActive
$335,900

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 39 E Pleasantview Dr

  • What is 39 E Pleasantview Dr estimated to be worth?
    Trulia's estimated value for 39 E Pleasantview Dr in Oswego, IL is $386,400.
  • What is the price history for 39 E Pleasantview Dr?
    39 E Pleasantview Dr in Oswego, IL last sold for $310,000 in March 2021.
  • 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.
  • Does 39 E Pleasantview Dr have air conditioning?
    Yes, 39 E Pleasantview Dr in Oswego, IL has air conditioning.
  • How big is the lot at 39 E Pleasantview Dr?
    The lot at 39 E Pleasantview Dr in Oswego, IL is about 0.70 acres (30,400 sq ft).

Explore by feature - Pet Friendly

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