144 Circle Dr E, Montgomery, IL 60538
Property image
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OFF MARKET

144 Circle Dr E
Montgomery, IL 60538

Boulder Hill
  • 3 Beds
  • 2 Baths
  • 1,200 sqft

$366,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,609/mo*
Refinance Your Home

$366,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,609/mo*
Refinance Your Home
3 Beds
2 Baths
1,200 sqft

Home Value

Trulia Estimate
$367K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$9K (+2.4%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$368K
July 2026$369K
June 2026$373K
May 2026$371K
April 2026$367K
March 2026$365K
February 2026$354K
January 2026$351K
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
324 Boulder Hill Pass, Oswego, IL
0.26
Single-Family Home
$335,000
07/28/26
3
2
1,260
18 Cayman Dr, Montgomery, IL
0.29
Single-Family Home
$362,500
07/01/26
3
2
1,092
39 Cayman Dr, Montgomery, IL
0.24
Single-Family Home
$345,000
01/13/26
3
2
1,700
3 Ridgefield Rd, Montgomery, IL
0.10
Single-Family Home
$295,000
10/31/25
3
1
1,156
40 Cayman Dr, Montgomery, IL
0.20
Single-Family Home
$331,000
06/24/26
3
2
1,400
4 Crestwood Ct, Montgomery, IL
0.37
Single-Family Home
$247,500
10/23/25
3
2
1,512
9 Fieldcrest Dr, Montgomery, IL
0.46
Single-Family Home
$330,000
03/06/26
3
1.5
1,331
4 Saugatuck Rd, Montgomery, IL
0.31
Single-Family Home
$350,000
07/08/26
4
1.5
2,108
99 Circle Dr E, Montgomery, IL
0.34
Single-Family Home
$305,000
08/11/26
3
1
1,044
510 Waterford Dr, Oswego, IL
0.35
Single-Family Home
$426,000
04/06/26
3
2.5
1,600

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
107 Alexander Ct, Oswego, IL 60543
0.02
$457,400
5
2
1,800
Off Market
11 Ridgefield Rd, Montgomery, IL 60538
0.07
$336,800
3
2
2,312
Off Market
410 Joseph Ct, Oswego, IL 60543
0.08
$449,700
4
2.5
2,215
Off Market
131 Circle Dr E, Montgomery, IL 60538
0.10
$337,400
3
2
1,602
Off Market
3 Ridgefield Rd, Montgomery, IL 60538
0.10
$295,000
3
1
1,156
Recently Sold
34 Ridgefield Rd, Oswego, IL 60543
0.11
$446,200
4
2.5
2,294
Off Market
38 N Ridgefield Rd, Oswego, IL 60543
0.12
$432,400
4
2.5
1,952
Off Market
228 Boulder Hill Pass, Montgomery, IL 60538
0.12
$356,700
3
1.5
1,752
Off Market
571 Waterford Dr, Oswego, IL 60543
0.13
$472,400
4
3.5
2,124
Off Market
124 Circle Dr E, Montgomery, IL 60538
0.15
$352,700
3
2
1,602
Off Market
631 Pearces Frd, Oswego, IL 60543
0.14
$460,300
4
2.5
1,932
Off Market
636 Pearces Frd, Oswego, IL 60543
0.15
$475,300
5
3.5
2,215
Off Market

Local Information

  • Map ViewExplore the area around 144 Circle Dr E.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Living Area
1,200 sqft
Price/Sqft
$306

About this House

Spacious ranch with room to roam. Huge living room with fireplace. Eat-in Kitchen with lots of counter space & cabinets. 3 generous sized bedrms. Master with sliders to deck & patio. Full finished basement with recreation area, family room, 1/2 bath & office area, POOL TABLE, plus lots of storage. 2 car attached garage & extra side pad for additional parking. Gorgeous fenced yard w/shed. Quick close possible!
144 Circle Dr E, Montgomery, IL 60538 is a 3 bedroom, 3 bathroom, 1,200 sqft single-family home in Boulder Hill, built in 1971. More recently, it was listed as a rental in December 2014 with an asking price of $1,600 per month. That rental listing was removed on January 22, 2015. It is currently off market. The Trulia Estimate is $366,900, with a rent estimate of $2,645/month.

Home Details for 144 Circle Dr E

Interior Features

Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10400 sqft

Price and Tax history

DateEventPrice
Aug 6, 2017
Source: Agent Provided
ListingRemoved
$179,900
Jun 29, 2017
Source: Agent Provided
Pending
$179,900
Jun 28, 2017
Source: Agent Provided
PriceChange
$179,900
Price decreased by 3%
May 27, 2017
Source: Agent Provided
Listed For Sale
$184,900
Jan 22, 2015
Source: Agent Provided
ListingRemoved
$1,600

Market trends in Montgomery

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$341K
$5.33KMoM
Sale-to-List Price
100.7%
0.4%MoM
Price per sq ft
$202
$4MoM
Available listings
59
2MoM

Around this home

Neighborhood Overview

Boulder Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Boulder Hill

At least 37 Trulia users voted on each feature.

  • 93 % Say there are sidewalks

  • 93 % Say it's dog friendly

  • 90 % Say parking is easy

  • 89 % Say car is needed

  • 85 % Say yards are well-kept

  • 83 % Say there's holiday spirit

  • 72 % Say kids play outside

  • 65 % Say there's wildlife

  • 58 % Say people would walk alone at night

  • 55 % Say neighbors are friendly

  • 55 % Say it's quiet

  • 53 % Say it's walkable to grocery stores

  • 53 % Say they plan to stay for at least 5 years

  • 41 % Say it's walkable to restaurants

  • 20 % Say streets are well-lit

  • 16 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kimberly Y.
    "My neighborhood has school walking distant antique downtown park’s walking paths and great shopping!"
    0
    Flag
  • Lindsay T. G.
    "Halloween is pretty big. Neighbors are kind and we have a beautiful park in the neighborhood! It’s a very dog friendly neighborhood with lots of people walking their dogs. Also kids play on the sidewalks. It’s a nice place. "
    0
    Flag
  • Lorraine G.
    "There is a true community feel, great schools, shopping, parks and recreation. Neighbors look out for each other. A rarity in today's world. "
    0
    Flag
  • Schultzdks
    "Food in walking distance stores as well nabors are quite lots of parks two public pools skate parks sidewalks bike paths or walking paths some low income families Big nabor hood"
    0
    Flag
  • Susan a.
    "I've lived in Montgomery/Oswego for 28 years. I went to Oswego School District when I was growing up and I thought there schools were great so I also wanted my kids to go to Oswego School District schools. The people and community are also great for the most part in this area. I look forward to Prairie Fest and the Christmas Walk every year and I'm never disappointed. "
    2
    Flag
  • Zolotse82
    "People are friendly, schools are close. Neighbors are nice too, wish it had more light on the streets so it’s not so dark"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 144 Circle Dr E

  • What is 144 Circle Dr E estimated to be worth?
    Trulia's estimated value for 144 Circle Dr E in Montgomery, IL is $366,900.
  • Is Montgomery a buyer's or seller's market?
    Montgomery is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Montgomery?
    The median sale price in Montgomery is $341K. That is down $5.33K from the prior month.
  • What do residents say about the Boulder Hill neighborhood?
    Residents describe the Boulder Hill neighborhood in Montgomery, IL as pedestrian-friendly, dog-friendly, and easy to park in. See recently sold homes in Boulder Hill, Montgomery.
  • How big is the lot at 144 Circle Dr E?
    The lot at 144 Circle Dr E in Montgomery, IL is about 0.24 acres (10,400 sq ft).

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 144 Circle Dr E

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