8645 S Bennett Avenue — Chicago, IL 60617
Active
Chicago, IL 60617

8645 S Bennett Avenue

$499,900
4 beds · 4 baths · 2,239 sqft
Listed at $499,900 1 day on market $2,043/yr taxes
01About this home

Welcome to this extraordinary fully reimagined Cape Cod masterpiece where luxury, craftsmanship, and intentional design blend together flawlessly. Every inch of this stunning home has been meticulously curated with upscale finishes, dramatic designer elements, and custom details that create an unforgettable living experience from the moment you arrive. Step inside to rich hardwood flooring flowing seamlessly throughout the first and second levels, setting the stage for the elegance that unfolds throughout the home. Striking gold accent walls, sophisticated custom millwork, and intricate panel detailing immediately capture your attention, while designer lighting and elevated finishes create a true sense of luxury at every turn. The main living area is designed to impress, featuring a breathtaking custom entertainment wall with fireplace that anchors the living room and flows effortlessly into the spectacular chef's kitchen. Perfectly designed for entertaining and everyday living alike, the kitchen showcases a full stainless steel appliance package, custom cabinetry accented with luxurious gold hardware, stunning quartz countertops with cascading gold veining, a dramatic floor-to-ceiling backsplash, and an oversized island with seating that serves as the heart of the home. The main level also offers two spacious bedrooms, an additional room that can be used as a dining room along with a beautifully appointed full bath featuring marble tile, a floating vanity, illuminated mirror, and sophisticated gold accents that elevate the space with spa-like elegance. Upstairs, you'll find two private owner's suites, each complete with oversized walk-in closets featuring premium custom hardware. The primary suite is a true retreat, offering a luxurious spa-inspired bathroom with a soaking tub, oversized walk-in shower, dual vanities, and exquisite marble finishes beautifully complemented by elegant gold detailing throughout. Warmth and ambiance continue throughout the home with three fireplaces thoughtfully positioned in the living room, primary suite, and finished lower level. The lower level is an entertainer's paradise, showcasing herringbone-designed tile flooring, a custom-built bar wet-bar, dramatic entertainment wall with heated fireplace, and custom-crafted paneling that creates the perfect atmosphere for entertaining or relaxing in style. This level also features another exquisitely designed full bath, a dedicated equipment room, and a true laundry room complete with cabinetry, counters, and folding space for maximum convenience. Step outside and continue the luxury experience where the front entry stairs, along with all front and rear concrete, have been completely redone to enhance both curb appeal and functionality. The exterior has been freshly tuckpointed and accented with custom-crafted railings that add timeless architectural character. Enjoy outdoor living on the expansive rear porch overlooking a newly installed privacy fence, creating the ideal setting for relaxing evenings or entertaining guests. Completing the outdoor oasis is a newly constructed oversized 2.5-car garage featuring an overhead-covered entertaining area-perfect for summer gatherings, outdoor dining, and unforgettable nights with family and friends. This is far more than just a home-it's a true statement piece. With one-of-a-kind design, luxury finishes, and unmatched attention to detail throughout, this exceptional property offers a level of style and sophistication rarely found on the market.

02Inside the home
03By the numbers
$499,900
List price
2,239
Square feet
4
Bedrooms
4 full
Bathrooms
1939
Year built
0.09 ac
Lot size
2.5
Garage spaces
$2,043
Annual taxes
Cape Cod
Style
1
Days on market
04Features
Heating
Natural GasForced Air
Cooling
Central Air
Appliances
RangeMicrowaveDishwasherRefrigeratorWasherDryerStainless Steel Appliance(s)Range Hood
Parking
ConcreteOff AlleyGarage Door OpenerGarage OwnedDetachedGarage
Construction
Brick
Equipment
Ceiling Fan(s)Water Heater-Electric
Sewer
Public Sewer
05Neighborhood
  • Subway 750 ft
  • Harold's Chicken Shack 0.2 mi
  • Wendy's 0.4 mi
  • Checkers 0.4 mi
  • Carl's Red Hots 0.4 mi
  • Popeyes 0.4 mi
  • BP Shop 600 ft
  • BP Shop 0.4 mi
  • Pete's Produce 0.4 mi
  • Citgo 0.6 mi
  • Clark's Pump-N-Shop 0.6 mi
  • Citgo 0.8 mi
  • Jesse Owens Park 0.3 mi
  • Dinah Washington Park 0.5 mi
  • Eckersall Park 0.9 mi
  • Avalon Park 0.9 mi
  • Bessemer (Henry) Park 1.1 mi
  • Dougherty Park 1.2 mi
  • Dunkin' 0.4 mi
  • Heritage Cafe 0.9 mi
  • Dulce's Café 1.4 mi
  • Dunkin' 1.5 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

Jun 8, 2026
Listed for saleThis listing
HomeSmart Realty Group
$499,900
Dec 2, 2025
Sold
BAAN Properties, LLC · 15 days on market
$80,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by HomeSmart Realty Group · Telly Rayford · 708-609-7209
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12577748
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