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

138 Circle Dr E
Montgomery, IL 60538

Boulder Hill
  • 4 Beds
  • 2 Baths
  • 1,248 sqft

$362,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,586/mo*
Refinance Your Home

$362,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,586/mo*
Refinance Your Home
4 Beds
2 Baths
1,248 sqft

Home Value

Trulia Estimate
$363K
Since last month
Decreased$2K (-0.4%)
Since last year
Increased$11K (+3.2%)
Since last sale
Increased$181K (+100.7%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$361K
July 2026$363K
June 2026$367K
May 2026$367K
April 2026$363K
March 2026$358K
February 2026$349K
January 2026$346K
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
4 Crestwood Ct, Montgomery, IL
0.33
Single-Family Home
$247,500
10/23/25
3
2
1,512
39 Cayman Dr, Montgomery, IL
0.20
Single-Family Home
$345,000
01/13/26
3
2
1,700
4 Saugatuck Rd, Montgomery, IL
0.27
Single-Family Home
$350,000
07/08/26
4
1.5
2,108
324 Boulder Hill Pass, Oswego, IL
0.31
Single-Family Home
$335,000
07/28/26
3
2
1,260
40 Cayman Dr, Montgomery, IL
0.16
Single-Family Home
$331,000
06/24/26
3
2
1,400
3 Ridgefield Rd, Montgomery, IL
0.07
Single-Family Home
$295,000
10/31/25
3
1
1,156
18 Cayman Dr, Montgomery, IL
0.27
Single-Family Home
$362,500
07/01/26
3
2
1,092
34 Scarsdale Rd, Montgomery, IL
0.49
Single-Family Home
$300,000
07/23/26
4
2
1,100
15 Crescent Ct, Montgomery, IL
0.46
Single-Family Home
$310,000
10/31/25
4
1.5
1,535
47 Old Post Rd, Montgomery, IL
0.24
Single-Family Home
$325,000
02/19/26
4
2
2,108

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
0.05
$457,400
5
2
1,800
Off Market
11 Ridgefield Rd, Montgomery, IL 60538
0.06
$336,800
3
2
2,312
Off Market
410 Joseph Ct, Oswego, IL 60543
0.07
$449,700
4
2.5
2,215
Off Market
131 Circle Dr E, Montgomery, IL 60538
0.06
$337,400
3
2
1,602
Off Market
3 Ridgefield Rd, Montgomery, IL 60538
0.07
$295,000
3
1
1,156
Recently Sold
34 Ridgefield Rd, Oswego, IL 60543
0.14
$446,200
4
2.5
2,294
Off Market
38 N Ridgefield Rd, Oswego, IL 60543
0.14
$454,500
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
0.16
$472,400
4
3.5
2,124
Off Market
124 Circle Dr E, Montgomery, IL 60538
0.10
$352,700
3
2
1,602
Off Market
631 Pearces Frd, Oswego, IL 60543
0.15
$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 138 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
1974
Living Area
1,248 sqft
Price/Sqft
$291

About this House

Great Location of Boulder Hill! Many Updates to this Raised Ranch! 4 Bedrooms, 2 Baths, Large 3 Season Room W/Hot Tub, Lower Level Family Room, Above Ground Pool & Custom Built Deck, Large Landscaped Yard, Shed, Over sized Attached Garage & 3 Wide Driveway Parking. Updated Windows, Siding & Roof, Remodeled Bathrooms, Lighting, Recent Painting & ALL New Carpet! Affordable & Accessible to Shopping, Dining & So Much More!
138 Circle Dr E, Montgomery, IL 60538 is a 4 bedroom, 2 bathroom, 1,248 sqft single-family home in Boulder Hill, built in 1974. It last sold for $180,000 on Dec 4, 2015. It is currently off market. The Trulia Estimate is $362,700, with a rent estimate of $2,644/month.

Home Details for 138 Circle Dr E

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9750 sqft

Price and Tax history

DateEventPrice
Dec 4, 2015
Source: MRED as distributed by MLS GRID #09060180
Sold
$180,000
Oct 19, 2015
Source: Agent Provided
Pending
$203,500
Oct 11, 2015
Source: Agent Provided
Listed For Sale
$203,500

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 138 Circle Dr E

  • What is 138 Circle Dr E estimated to be worth?
    Trulia's estimated value for 138 Circle Dr E in Montgomery, IL is $362,700.
  • What is the price history for 138 Circle Dr E?
    138 Circle Dr E in Montgomery, IL last sold for $180,000 in December 2015.
  • 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.
  • How big is the lot at 138 Circle Dr E?
    The lot at 138 Circle Dr E in Montgomery, IL is about 0.22 acres (9,749 sq ft).

Explore by feature - Pet Friendly

16 pet-friendly rentals in Montgomery, IL

Explore by feature - Garage

15 rentals with a garage in Montgomery, IL

Explore by feature - Air Conditioning

15 rentals with air conditioning in Montgomery, IL

Explore by feature - Washer/dryer

16 rentals with a washer/dryer in Montgomery, IL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 138 Circle Dr E

Skip to last item
Skip to first item

Homes for sale near 138 Circle Dr E

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