Back to searchdwelloSaveShareHideMore
Price cut: $25,500
View all 48 photos
Detached Single · Chicago, IL
$1,099,500$1,125,000
4 beds · 3.5 baths · 3,300 sqft
5407 W Pensacola Avenue, Chicago, IL, 60641
A brick-and-mortar place to make your own — room to make it home.
Active

What’s special

Central air2-car garageIn-unit laundry
This is the most luxurious 5 bed, 3.5 bath home in Portage Park. Built on the foundation and history of a classic Chicago bungalow, this luxury home was rebuilt from the ground up with no detail overlooked in 2025 and further enhanced in 2026 to its stunning form on an extra wide, lush and beautiful lot. Inside you will find over 3300 square feet of superior craftsmanship, the highest quality fixtures and technology and living upgrades beyond imagination! Not an inch of this home was left to chance. Enter into a formal foyer leading to a gorgeous open living space featuring 3.25 white oak floors throughout, a gas fireplace with custom cabinetry and millwork... the perfect space to greet guests. Flow into the dining area with design forward chandelier and adjacent the state-of-the-art kitchen featuring double stacked 36" uppers and 12" glass custom cabinets, soft close high end cabinet hardware, high quality appliances, quartz counters, undercabinet lighting, stunning fixtures and a dramatic 9 foot waterfall island. All seamlessly flow into the daily living area and through to an entertainment bar (with zoned beverage fridge) just inside the walk out composite deck with gas lines for both a grill and fire pit and mod metal privacy panels. The professionally landscaped yard is accented with lots of moody landscape lighting, the greenest grass, and perennial plantings that are effortless, all inside a brand new vinyl privacy fence. Onward to the upper level featuring a breathtaking primary suite with vaulted ceiling and walls of windows with treetop views, a meticulously organized walk-in closet (plus in-wall safe) and an attached luxury spa bath with 7 foot floating vanity and the most mod tile work and design. Three other large bedrooms, each with custom blinds and closets, plus an additional guest bath with designer inspired finishes, and a walk in laundry room and sunlit, skylight topped stairwell top off the upper level of the home. But the lower level will not disappoint! In the basement this home continues to deliver with another gorgeous living area with custom quartz wet bar with beverage center and floating shelving, a large area for home work outs, play space, rec room, you name it, plus an additional luxury bathroom and a 5th bedroom, an additional laundry room with stainless dog wash station and storage galore...and a walk out to the back yard with family "mud station" right inside the rear door for when dogs and kids come and go. And the exterior? Oh the exterior. 30 year architectural shingles on the roof, skylights, black double hung windows, composite siding flanking the beautiful vintage (tuckpointed brick), new concrete pour for walkways and a garage remodel that is fully insulated, drywalled, heated and includes an epoxy floor. The essential underpinnings of this home include two separate dual zone high efficiency heating and cooling systems with humidifiers, a 75 gallon fast recovery hot water tank, new 1.5" water service, 4" overhead sewer system and flood control system with sump pump, ejector pump along with 200 amp electrical. Technology delivery includes security cameras, smart thermostats and doorbell, high end locks with touchscreen deadbolt access, Netgear switchport and Eero mesh Wifi system network (inside and outside!) along with advanced wiring and smart carbon and smoke detectors throughout. Touches in this home you won't find elsewhere? Upgraded hardware - everywhere. From cabinet knobs to door knobs. Monte Carlo mod ceiling fans throughout. Each bath features a Toto smart bidet toilet. For families with pets or toddlers, the stairwells have custom gate systems that match the design of the home. Every blind is custom installed by Hunter Douglas. Literally...nothing is left to do but enjoy this exquisite home. Showings by appointment only.
— the listing agent’s description

The home

4 beds
3.5 baths
3,300 sqft
Built in 1923
Lot 30X125
2-car garage
Detached Single
Bungalow

What it’ll cost

$333 / sqft
$2,906 taxes / yr
No HOA
Listed $1,125,000
Now $1,099,500
24 days on dwello

Estimated monthly payment

$6,409/mo
Principal & interest$5,846
Property taxes$242
Homeowners insurance$321
Get pre-qualified →Connect with a licensed lender in the dwello network.
Estimate only — not a loan offer. Example rate; taxes and insurance estimated; your actual rate, payment, taxes, and insurance will vary. dwello is not a lender. Equal Housing Opportunity.
Tour it with a real dwello agent
The agent who meets you here is an actual dwello Home Group team member who knows these streets — not a stranger who bought your name from a portal. You get straight answers on the spot, and the same person stays with you through closing.
On our team, vettedYour info is never soldWith you through closing

Tour this home

In person, on your schedule — a dwello agent meets you there.
WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
Schedule a tour
24 days on dwello
Price history
Price reduced
Jun 18, 2026
↓ $25,500$1,099,500
Listed for sale
May 26, 2026
$1,125,000
Now $25,500 below the original list price.
Property taxes
2025
Annual tax bill (MLS)
$2,906/yr
Assessed value
2025
County assessor
$48,693~$486,930 mkt
2024
$38,000~$380,000 mkt
2023
$30,818~$308,180 mkt
2022
$32,426~$324,260 mkt
2021
$34,651~$346,510 mkt
2020
$24,859~$248,590 mkt
2019
$28,842~$288,420 mkt
2018
$32,166~$321,660 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Central AirZonedDualBaseboardBrickOtherPublic SewerOverhead SewersGarage Door Opener

Schools nearby

Vaughn Occupational High School · 0.1 mi
Portage Park Elementary School · 0.2 mi
Our Lady of Victory School · 0.3 mi
Hyman Rickover Naval Academy · 0.4 mi
Saint John School · 0.6 mi
This listing didn’t include assigned schools, so these are the closest schools (OpenStreetMap) — not necessarily the attendance-zoned schools. Confirm assignment with the district.
Neighborhood
Loading map…
Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Molly Marino · Baird & Warner
Listing last updated Jun 18, 2026 · data refreshed from the MLS Jun 18, 2026, 7:43 PM CT
Based on information submitted to the MLS GRID as of Jun 18, 2026, 7:43 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
See it in personA real dwello agent on our team — never a sold lead.
Schedule a tour Message
No pressure — reach out whenever you’re ready.
Similar homes nearby
MessageSchedule a tour