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

55 Circle Dr E
Montgomery, IL 60538

Boulder Hill
  • 3 Beds
  • 1.5 Baths
  • 1,364 sqft

$312,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,233/mo*
Refinance Your Home

$312,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,233/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,364 sqft

Home Value

Trulia Estimate
$313K
Since last month
Decreased$3K (-1%)
Since last year
Increased$6K (+2.1%)
Since last sale
Increased$143K (+84%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$313K
July 2026$312K
June 2026$316K
May 2026$312K
April 2026$310K
March 2026$306K
February 2026$298K
January 2026$293K
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
16 Spring Garden Dr, Montgomery, IL
0.14
Single-Family Home
$299,900
04/15/26
3
1.5
1,495
36 Circle Dr E, Montgomery, IL
0.16
Single-Family Home
$304,000
10/10/25
3
1.5
1,300
14 Hampton Rd, Montgomery, IL
0.13
Single-Family Home
$345,000
07/17/26
3
1.5
1,080
38 Surrey Rd, Montgomery, IL
0.24
Single-Family Home
$269,000
02/17/26
3
1
1,200
6 Pembrooke Rd, Montgomery, IL
0.18
Single-Family Home
$255,000
07/16/26
3
1.5
1,401
4 Crestwood Ct, Montgomery, IL
0.30
Single-Family Home
$247,500
10/23/25
3
2
1,512
86 Circle Dr E, Montgomery, IL
0.23
Single-Family Home
$280,000
05/27/26
3
1
1,152
5 Woodridge Rd, Montgomery, IL
0.11
Single-Family Home
$305,000
09/26/25
4
2
1,864
4 Woodcliff Dr, Montgomery, IL
0.30
Single-Family Home
$315,500
07/07/26
3
2
1,384
22 Marnel Rd, Montgomery, IL
0.17
Single-Family Home
$346,000
10/10/25
4
1.5
1,536

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
57 Circle Dr E, Montgomery, IL 60538
0.01
$293,800
3
1
1,468
Off Market
59 Circle Dr E, Montgomery, IL 60538
0.03
$337,000
3
2
1,820
Off Market
61 Circle Dr E, Montgomery, IL 60538
0.04
$328,500
4
1.5
1,005
Off Market
30 Hampton Rd, Montgomery, IL 60538
0.02
$279,000
4
2
1,500
Recently Sold
28 Hampton Rd, Montgomery, IL 60538
0.03
$291,000
3
1
1,188
Off Market
26 Hampton Rd, Montgomery, IL 60538
0.04
$296,500
3
1
972
Off Market
2 Marnel Rd, Montgomery, IL 60538
0.07
$222,700
3
1
1,455
Off Market
6 Spring Garden Dr, Montgomery, IL 60538
0.10
$334,300
4
2
1,535
Off Market
47 Circle Dr E, Montgomery, IL 60538
0.07
$312,700
3
2
1,800
Off Market
35 Hampton Rd, Montgomery, IL 60538
0.07
$310,000
4
2
1,458
Off Market
42 Hampton Rd, Montgomery, IL 60538
0.09
$309,700
3
1
1,292
Off Market
39 Hampton Rd, Montgomery, IL 60538
0.10
$339,300
3
1.5
1,286
Off Market

Local Information

  • Map ViewExplore the area around 55 Circle Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Living Area
1,364 sqft
Price/Sqft
$229
Parking
Garage

About this House

Cozy tri-level in Montgomery's Boulder Hill neighborhood. Neat and tidy and ready for a new homeowner. Mature trees shade the large, fenced back yard. Less than 2 year old roof and some newer windows. Updated kitchen and main bath. Three bedrooms and cozy living room area. Partially finished lower level waiting on your final touches. Two car garage for vehicles and storage. 1 year home warranty included in purchase.
55 Circle Dr E, Montgomery, IL 60538 is a 3 bedroom, 2 bathroom, 1,364 sqft single-family home in Boulder Hill, built in 1958. It last sold for $169,900 on Jul 2, 2019. It is currently off market. The Trulia Estimate is $312,500, with a rent estimate of $2,584/month.

Home Details for 55 Circle Dr E

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Laminate

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Vinyl
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9300 sqft

Price and Tax history

DateEventPrice
Jul 2, 2019
Source: MRED as distributed by MLS GRID #10362524
Sold
$169,900
May 3, 2019
Source: Agent Provided
Pending
$169,900
May 1, 2019
Source: Agent Provided
Listed For Sale
$169,900

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
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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

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Apartments for Rent

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Homes for sale near 55 Circle Dr E

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Off Market Homes Near 55 Circle Dr E

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Frequently asked questions about 55 Circle Dr E

  • What is 55 Circle Dr E estimated to be worth?
    Trulia's estimated value for 55 Circle Dr E in Montgomery, IL is $312,500.
  • What is the price history for 55 Circle Dr E?
    55 Circle Dr E in Montgomery, IL last sold for $169,900 in July 2019.
  • 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.
  • Does 55 Circle Dr E have air conditioning?
    Yes, 55 Circle Dr E in Montgomery, IL has air conditioning.
  • How big is the lot at 55 Circle Dr E?
    The lot at 55 Circle Dr E in Montgomery, IL is about 0.21 acres (9,300 sq ft).