Jason RosenbergThe Rosenberg Group @ Infiniti Properties Call 312.882.9797
Picked for Marcie · Updated October 25, 2026

Homes picked for Marcie: Chicago around $291K

Hi Marcie, I’m Jason. I pulled 12 homes for sale right now in Chicago, from $263K to $330K, 2+ bedrooms. Tell me what you like and I’ll tighten the list and set up showings.

  • Every home was active for sale on October 25, 2026
  • Real photos and the full listing for each one
  • Showings set up on your schedule
✦New: AI tools to rank, price and ask about every home
Jason Rosenberg, Chicago Realtor
Jason RosenbergRealtor · 25 years in real estate
12Active homes
$263K–$330KPrice range
2+Bedrooms
25Years in real estate
For sale now · Chicago

12 homes worth a look

A mix of condos and houses across the city, sorted by price. Tap any home for photos and details, or tap “Tour it” to text me.

✦ AI · Find my best match

Tap what matters most to you

The homes re-rank instantly with a match score and the reason, using each listing’s real data.

Sorted by price. Pick a priority to rank by match.
✦ AI · Payment estimate

What would it cost a month?

Enter your numbers and every card updates.

Estimate only: 30-year fixed principal + interest, plus property tax and the HOA dues listed in the data. Default rate is Freddie Mac’s 30-year average (7.32%, Oct 22, 2026). Taxes aren’t in the listing data, so tax uses your % (Chicago homes often run about 1.9% a year); the real bill varies. Insurance and PMI are not included. Ask a lender for real numbers.

5417 S Melvina Ave #303, Garfield RidgeCondoNew
$262,900
2 bd 2 ba 900 sq ft
5417 S Melvina Ave #303
Garfield Ridge · Chicago, IL 60638 · 9.8 mi to the Loop
✦AI quick take

At $292 per square foot, this 900 sq ft, 2‑bed/2‑bath condo offers a private balcony, in‑unit laundry, sound‑proof windows, elevator access, generous kitchen cabinets, an assigned storage unit, and one indoor garage space. It is located in a small 10‑unit building, just under 10 miles straight‑line from the Loop.

Ask about what the $300 monthly HOA fee covers, any pending special assessments, and confirm the exact location and type of the indoor parking space.

Best for: A buyer who wants a garage and outdoor balcony

Est. monthly payment–
5744 S Menard Ave, Garfield RidgeSingle-FamilyNew
$274,500
3 bd 1 ba 1,320 sq ft
5744 S Menard Ave
Garfield Ridge · Chicago, IL 60638 · 9.7 mi to the Loop
✦AI quick take

The house sits on an oversized 5,580‑sq ft lot with a two‑car garage. It offers a large eat‑in kitchen, hardwood floors, newer windows and a roof replaced in 2026, priced at $208 per sq ft.

Ask about the condition of the plumbing and electrical systems, any known foundation issues, and the exact terms of the "as‑is" sale.

Best for: A buyer who wants a large lot and garage

Est. monthly payment–
6733 S Throop St, West EnglewoodSingle-FamilyNew
$274,999
4 bd 1.5 ba 1,400 sq ft
6733 S Throop St
West Englewood · Chicago, IL 60636 · 7.8 mi to the Loop
✦AI quick take

The 4‑bed, 1.5‑bath home provides 1,400 sq ft at $196 per sq ft and includes a new roof, siding, gutters, windows, central heat & A/C, and new laundry. It also offers a modern quartz kitchen, a gated two‑car parking pad on a 3,125 sq ft lot, and is 7.8 mi straight line to the Loop.

Ask about the property tax bill, any special assessments, and whether warranties remain on the new roof and HVAC systems.

Best for: A buyer who wants move-in ready with gated parking

Est. monthly payment–
5439 W Congress Pkwy, AustinSingle-Family
$289,000
3 bd 2 ba 1,816 sq ft
5439 W Congress Pkwy
Austin · Chicago, IL 60644 · 6.9 mi to the Loop
✦AI quick take

Two‑car garage and covered rear deck on a 3,525 sqft lot; price per sqft is $159 and the finished lower level adds a third bedroom and second bath for flexible space. Updated kitchen with white cabinets, stainless appliances, and hardwood flooring on the main level.

Ask about the roof and major system ages, and confirm the lower level is fully finished to code.

Best for: A buyer who wants a garage and extra living space

Est. monthly payment–
8415 S Kedvale Ave, AshburnSingle-Family
$295,000
3 bd 1.5 ba 1,100 sq ft
8415 S Kedvale Ave
Ashburn · Chicago, IL 60652 · 11.0 mi to the Loop
✦AI quick take

The 1,100‑sq‑ft home sits on a 6,000‑sq‑ft lot with a detached two‑car garage and side drive, providing generous parking and yard space. Recent updates include a full bath and new security/screen doors installed in 2026, and the expansive lower level offers flexible extra space.

Ask about the roof and mechanical system condition for a 1964‑built house and whether any HOA fees or special assessments apply.

Best for: A buyer who wants a garage and extra yard space

Est. monthly payment–
4014 S Drexel Blvd Unit 4F, OaklandCondo
$295,000
3 bd 2 ba 1,700 sq ft
4014 S Drexel Blvd Unit 4F
Oakland · Chicago, IL 60638 · 4.4 mi to the Loop
✦AI quick take

The 1,700 sq ft condo provides three bedrooms, two baths and a light‑filled floor plan at $174 per sq ft, plus two dedicated parking spaces and central heating and air conditioning. Built in 1925, it sits 4.4 straight‑line miles from the Loop and carries a $375 monthly HOA fee.

Ask about what the HOA fee covers, any pending special assessments, and the condition of the building’s mechanical systems.

Best for: A buyer who wants two parking spaces and a spacious layout

Est. monthly payment–
6223 S Princeton Ave, EnglewoodSingle-Family
$300,000
6 bd 2 ba 2,785 sq ft
6223 S Princeton Ave
Englewood · Chicago, IL 60621 · 7.0 mi to the Loop
✦AI quick take

The 2,785‑sq‑ft A‑frame built in 1891 sits on a 3,200‑sq‑ft lot and offers six bedrooms and two updated baths. A 2024 full kitchen remodel adds stainless steel Samsung appliances, custom cabinets and tile backsplash, while the price per sq ft is $108.

Ask about parking availability, any HOA fees or assessments, and the current property tax bill.

Best for: A buyer who wants many bedrooms and a modern kitchen

Est. monthly payment–
811 S Lytle St #110, Near West SideCondo
$309,000
2 bd 1.5 ba 1,100 sq ft
811 S Lytle St #110
Near West Side · Chicago, IL 60607 · 1.7 mi to the Loop
✦AI quick take

At 1,100 sq ft the loft-style unit has a private double balcony overlooking the park and in-unit laundry. The elevator building adds an exercise room, bike room, storage and a rooftop lounge, and the HOA runs $792 a month, so weigh that in the payment.

Ask about what the HOA fee covers, any pending special assessments, and confirm the nature of the one parking space.

Best for: A buyer who wants a balcony and building amenities

Est. monthly payment–
20 N State St #1012, LoopCondo
$315,000
2 bd 1 ba 1,000 sq ft
20 N State St #1012
Loop · Chicago, IL 60602 · 0.1 mi to the Loop
✦AI quick take

One‑of‑a‑kind 10th‑floor loft with 20‑ft ceilings, exposed brick and a spiral‑stair loft bedroom, offering 1,000 sf at $315 per sf; HOA is $672 monthly. Located just 0.1 mi from the Loop, the unit includes granite countertops and a partially enclosed balcony.

Ask about what the $672 HOA fee covers, parking availability, and any pending special assessments.

Best for: A buyer who wants a high‑ceiling loft with separate bedroom spaces

Est. monthly payment–
6157 N Sheridan Rd Unit 6G, EdgewaterCondoNew
$325,000
2 bd 2 ba 1,097 sq ft
6157 N Sheridan Rd Unit 6G
Edgewater · Chicago, IL 60660 · 7.9 mi to the Loop
✦AI quick take

Renovated 2‑bed/2‑bath, 1,097 sq ft condo with new vertical fan‑coil HVAC and a dedicated parking space; lakefront setting and on‑site bike room add convenience, and price per sq ft is $296.

Ask about HOA fees and what they include, any pending special assessments, and the property tax bill.

Best for: A buyer who wants lakefront living with private parking

Est. monthly payment–
2609 W Gunnison St #3, Lincoln SquareCondo
$325,000
2 bd 1 ba
2609 W Gunnison St #3
Lincoln Square · Chicago, IL 60625 · 7.0 mi to the Loop
✦AI quick take

Top‑floor soft loft from 1927 with hardwood floors, exposed brick and a private rear deck, plus an updated kitchen; HOA is $267 per month and the unit is 7 straight‑line miles from the Loop.

Ask about what the HOA fee covers, the availability of street parking, and any upcoming special assessments for this older building.

Best for: A buyer who wants a deck and street parking

Est. monthly payment–
9016 S Constance Ave, Calumet HeightsSingle-Family
$329,900
3 bd 2.5 ba 1,428 sq ft
9016 S Constance Ave
Calumet Heights · Chicago, IL 60617 · 10.7 mi to the Loop
✦AI quick take

The 1,428‑sqft home sits on a 3,125‑sqft lot with 2 garage spaces and 2 total parking spots, pricing at $231 per sq ft. Mid‑century brick construction offers solid structure and front picture windows provide abundant natural light, while the garage includes an upper deck/patio for outdoor use.

Ask about the roof condition and any recent updates given the 1955 construction.

Best for: A buyer needing a brick home with garage and deck

Est. monthly payment–

Listings were active for sale when this page was last updated on October 25, 2026; homes can go under contract quickly, so I’ll confirm each one before a showing. Listing details come from public MLS data via Redfin and are deemed reliable but not guaranteed.

✦ AI · Ask about these homes

Got a question? Ask the AI.

It answers from these 12 listings and general home-buying know-how, any time of day. For anything it can’t confirm, I’ll get you the real answer.

Or text me: 312.882.9797
✦ AI assistantHi Marcie! Ask me anything about these 12 homes, like which have parking, the lowest HOA, or the most space for the money.

AI answers can be wrong. They use only the listing data shown on this page; confirm details with Jason before you decide anything.

How this works

Let’s find the right one.

01

Tell me what you like

Text me the homes that catch your eye, plus your must-haves: neighborhood, beds, parking, schools, commute.

02

See them in person

I’ll set up showings on your schedule and give you my honest take on price, condition and the block.

03

Win it the right way

From lender intro to a strong offer and closing, I handle the details so you’re never guessing.

Jason Rosenberg
Your agent

Jason Rosenberg, Chicago Realtor.

I’ve spent 25 years in real estate helping buyers across Chicago and the Chicagoland suburbs. I’m with The Rosenberg Group @ Infiniti Properties, and I’ll be your one point of contact from first showing to closing day.

25Years in real estate
Chicagoand the suburbs
1Point of contact, start to close
Call me at 312.882.9797 →
✦This page was built with AI by Jason Rosenberg AI Studio
Ready when you are

Want to see a few this week?

Call, text or email me and I’ll line up showings for the homes you like.