99 Circle Dr E, Montgomery, IL 60538
Property image
Property image
UNDER CONTRACT

99 Circle Dr E
Montgomery, IL 60538

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

$305,000

Est. Mortgage $2,154/mo*
Get Pre-Qualified

$305,000

Est. Mortgage $2,154/mo*
Get Pre-Qualified
3 Beds
1 Bath
1,044 sqft
We estimate this home will sell faster than 95% nearby.

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

Description

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.
We estimate this home will sell faster than 95% nearby.

Home Highlights

Parking
1 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$292
Listed
No Info

Home Details for 99 Circle Dr E

Active Status

MLS Status: Contingent

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
Status Change & Dates
Possession 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

Agent Information

Listing Agent
Listing ID: 12687374

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

Contingencies: House to Close (24 Hr Kick-out)

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: 12687374Zillow Contingency Status: Under ContractAttic: Unfinished

Additional Information

ParkPoolSidewalksStreet PavedSource Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD Address On VOW Display: YesMRD AVM On IDX Display: NoMRD Price History On IDX Display: NoMRD Market Time On IDX Display: NoMRD REMARKSINTERNET: YesSource Internet Address DisplayHide Price History DisplayHide Days On Site DisplayMRD Remarks On VOW Display: Yes
Last check for updates: about 2 hours ago
Listing courtesy of: Ryan Kurtz, (630) 251-5386
john greene, Realtor
Source: MRED as distributed by MLS GRID, MLS#12687374
Also Listed on MRED as distributed by MLS GRID, MRED as distributed by MLS GRID.

Market trends in Montgomery

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
53
6MoM

Price History for 99 Circle Dr E

DatePriceEventSource
09/12/2014$134,900ListingRemovedAgent Provided
08/06/2014$134,900PendingAgent Provided
07/21/2014$134,900Listed For SaleAgent Provided
08/24/1998$101,500Sold
N/A

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Property Tax and Assessment

Year2024
Tax$4,915
Assessment$204,264
Home facts updated by county records

Comparable Sales for 99 Circle Dr E

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
75 Pueblo Rd, Montgomery, IL
0.21
Single-Family Home
$205,000
10/23/25
3
1
1,230
54 Sierra Rd, Montgomery, IL
0.19
Single-Family Home
$270,000
12/03/25
3
1
960
63 Sierra Rd, Montgomery, IL
0.17
Single-Family Home
$267,800
08/01/25
3
1
864
4 Crestwood Ct, Montgomery, IL
0.05
Single-Family Home
$247,500
10/23/25
3
2
1,512
38 Surrey Rd, Montgomery, IL
0.30
Single-Family Home
$269,000
02/17/26
3
1
1,200
3 Ridgefield Rd, Montgomery, IL
0.26
Single-Family Home
$295,000
10/31/25
3
1
1,156
19 Crescent Ct, Montgomery, IL
0.20
Single-Family Home
$325,000
07/18/25
4
1
1,404
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

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 99 Circle Dr E.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Ryan Kurtz, john greene, Realtor
Agent Phone: (630) 251-5386
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
99 Circle Dr E, Montgomery, IL 60538 is a 3 bedroom, 1 bathroom, 1,044 sqft single-family home built in 1958. 99 Circle Dr E is located in Boulder Hill, Montgomery. This property is currently available for sale and was listed by MRED as distributed by MLS GRID. The MLS # for this home is MLS# 12687374.