99 Circle Dr E, Montgomery, IL 60538
Property image
Property image
SOLD
AUG 11, 2026

99 Circle Dr E
Montgomery, IL 60538

Boulder Hill
  • 3 Beds
  • 1 Bath
  • 1,044 sqft

$305,000

Last Sold: Aug 11, 2026
$292/sqft
Est. Refi. Payment $2,184/mo*
Refinance Your Home

$305,000

Last Sold: Aug 11, 2026
$292/sqft
Est. Refi. Payment $2,184/mo*
Refinance Your Home
3 Beds
1 Bath
1,044 sqft

Home Value

Trulia Estimate
$305K
Since last month
Decreased$5K (-1.5%)
Since last year
Increased$40K (+15.2%)
Since last sale
Increased$300 (+0.1%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$305K
July 2026$310K
June 2026$311K
May 2026$275K
April 2026$273K
March 2026$269K
February 2026$260K
January 2026$261K
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
86 Circle Dr E, Montgomery, IL
0.11
Single-Family Home
$280,000
05/27/26
3
1
1,152
54 Sierra Rd, Montgomery, IL
0.19
Single-Family Home
$270,000
12/03/25
3
1
960
3 Ridgefield Rd, Montgomery, IL
0.26
Single-Family Home
$295,000
10/31/25
3
1
1,156
38 Surrey Rd, Montgomery, IL
0.30
Single-Family Home
$269,000
02/17/26
3
1
1,200
75 Pueblo Rd, Montgomery, IL
0.21
Single-Family Home
$205,000
10/23/25
3
1
1,230
4 Crestwood Ct, Montgomery, IL
0.05
Single-Family Home
$247,500
10/23/25
3
2
1,512
39 Cayman Dr, Montgomery, IL
0.11
Single-Family Home
$345,000
01/13/26
3
2
1,700
73 Ingleshire Rd, Montgomery, IL
0.51
Single-Family Home
$310,000
01/07/26
3
1
1,164
18 Cayman Dr, Montgomery, IL
0.27
Single-Family Home
$362,500
07/01/26
3
2
1,092

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
4 Crestwood Ct, Montgomery, IL 60538
0.05
$247,500
3
2
1,512
Recently Sold
106 Circle Dr E, Montgomery, IL 60538
0.06
$302,000
3
1
1,000
Off Market
180 Boulder Hill Pass, Montgomery, IL 60538
0.09
$280,300
3
1
1,140
Off Market
85 Circle Dr E, Montgomery, IL 60538
0.10
$257,600
4
1
1,404
Off Market
6 Saugatuck Rd, Montgomery, IL 60538
0.07
$289,100
3
1
972
Off Market
4 Saugatuck Rd, Montgomery, IL 60538
0.08
$350,000
4
1.5
2,108
Recently Sold
86 Circle Dr E, Montgomery, IL 60538
0.11
$280,000
3
1
1,152
Recently Sold
26 Saugatuck Rd, Montgomery, IL 60538
0.10
$279,800
4
1
1,200
Off Market
39 Cayman Dr, Montgomery, IL 60538
0.11
$345,000
3
2
1,700
Recently Sold
28 Saugatuck Rd, Montgomery, IL 60538
0.11
$296,400
3
1
-
Off Market
172 Boulder Hill Pass, Montgomery, IL 60538
0.14
$288,600
4
1.5
1,700
Off Market

Local Information

  • Map ViewExplore the area around 99 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
1,044 sqft
Price/Sqft
$292/sqft
Parking
1 Car Garage

About this House

Welcome home to this well-maintained 3-bedroom ranch in Boulder Hill, where pride of ownership shines throughout. Outstanding curb appeal, mature landscaping, and thoughtful updates make this home stand out from the moment you arrive. The backyard is an entertainer's dream, featuring a recently installed TimberTech deck with privacy wall that adds over 450 square feet of outdoor living space, all overlooking the fenced yard and beautiful landscaping. Inside, the freshly painted living room offers a bright and inviting gathering space highlighted by a large bay window that fills the home with natural light. The kitchen features newer appliances, abundant countertop space, a peninsula with bar seating, and a dedicated dining area. Large kitchen windows provide peaceful views of the backyard and gardens. Major updates have already been completed, including a roof that's just 3 years old, newer HVAC system, and exterior paint completed last year. Newer concrete driveway is 2 cars wide! Backyard shed provides additional storage. Conveniently located just one block from the elementary school! Only blocks away the Civic Center, community pool, parks, shopping, dining, and everyday conveniences. Lovingly maintained by the same owner for the past 30 years, this home offers exceptional value and peace of mind with many of the major improvements already done.
99 Circle Dr E, Montgomery, IL 60538 is a 3 bedroom, 1 bathroom, 1,044 sqft single-family home in Boulder Hill, built in 1958. It last sold for the $305,000 asking price on Aug 11, 2026. It is currently off market. The Trulia Estimate is $305,000, with a rent estimate of $2,289/month.
Last check for updates: about 8 hours ago
Listed by Ryan Kurtz, CNC, (630) 251-5386
john greene, Realtor
Bought with: Marisela Ladron de Guevara, (630) 809-2206, Real People Realty
Source: MRED as distributed by MLS GRID, MLS#12687374

Home Details for 99 Circle Dr E

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Deck, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1044 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)DishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Screens
Levels, Entrance, & Accessibility
Stories: 1Accessibility: No Disability Access
View
No View
Security
Security: Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFencing: FencedOther Structures: Shed(s)Exterior: Fire PitFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Concrete,Side Driveway,Garage Door Opener,Yes,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1958Year Renovated: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Wood SidingNot a New ConstructionIs Habitable Residence
Property Information
Parcel Number: 0304354016Model Home Type: ranch

Price & Status

Price
List Price: $305,000Price Per Sqft: $292/sqft
Status Change & Dates
Off Market Date: Sun Jun 28 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: Montgomery
School Information
Elementary School: Boulder Hill Elementary SchoolElementary School District: 308Jr High / Middle School: Thompson Junior High SchoolJr High / Middle School District: 308High School: Oswego High SchoolHigh School District: 308

Building

Building Details
Builder Model: ranch
Building Area
Building Area: 1044 Square Feet

Community

Community Features: Park, Pool, Sidewalks, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 10454.4 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: 12687374Attic: Unfinished

Additional Information

ParkPoolSidewalksStreet PavedSource Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD AVM On IDX Display: NoMRD Address On VOW Display: YesMRD Price History On IDX Display: NoMRD Market Time On IDX Display: NoSource Internet Address DisplayMRD REMARKSINTERNET: YesHide Days On Site DisplayHide Price History DisplayMRD Remarks On VOW Display: Yes

Price and Tax history

DateEventPrice
Aug 11, 2026
Source: MRED as distributed by MLS GRID #12687374
Sold
$305,000
Jun 29, 2026
Source: MRED as distributed by MLS GRID #12687374
Contingent
$305,000
Jun 24, 2026
Source: MRED as distributed by MLS GRID #12687374
Listed For Sale
$305,000
Sep 12, 2014
Source: Agent Provided
ListingRemoved
$134,900
Aug 6, 2014
Source: Agent Provided
Pending
$134,900

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

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

Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information

Frequently asked questions about 99 Circle Dr E

  • What is 99 Circle Dr E estimated to be worth?
    Trulia's estimated value for 99 Circle Dr E in Montgomery, IL is $305,000.
  • What is the price history for 99 Circle Dr E?
    99 Circle Dr E in Montgomery, IL last sold for $305,000 in August 2026.
  • 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 99 Circle Dr E have air conditioning?
    Yes, 99 Circle Dr E in Montgomery, IL has air conditioning.
  • Does 99 Circle Dr E have a pool?
    Yes, 99 Circle Dr E in Montgomery, IL has a pool.

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