Century 21 Circle Featured Listings

Some or all of the listings below are provided by the Westchester office.
$950,000 (USD)
Contingent

Chicago Area Single Family Home

Contingent

5033 W Winona Street Chicago, IL 60630

5 Bed
4 Baths
3300 sqft
MLS# 12608944
Welcome to this beautifully appointed 5bedroom, 4fullbath home offering exceptional space, timeless design, and modern technology, all perfectly situated on a quiet, low traffic cul-de-sac in sought after Jefferson Park. Designed for both comfort and style, this sun filled residence features a gorgeous open concept main floor highlighted by warm hardwood floors, a gas fireplace with custom mantel, designer lighting, and an open staircase that creates a seamless flow ideal for everyday living and entertaining. The chef's kitchen is truly the heart of the home, showcasing Bosch stainless steel appliances, classic shaker cabinetry, quartz countertops, a mosaic tile backsplash, and a generous center island with breakfast bar seating-perfect for casual meals or hosting gatherings. A main floor guest bedroom and full bath add flexibility, ideal for visitors, multigenerational living, or a home office. Upstairs, the sunny primary suite offers a private retreat with a spa bath featuring a frameless glass shower, designer tile, dual vanities, and a skylight. Two additional bedrooms, a full bath with tub, and a dedicated laundry room complete the upper level. The finished lower level elevates the home even further with impressive 13' ceiling heights, a spacious recreation room with wet bar and wine fridge, plus a fifth bedroom and full bath-perfect for guests, teens, or extended living. Outdoors, enjoy your own private patio, ideal for relaxing or entertaining. Additional highlights include a custom built, auto enthusiast's dream garage with epoxy flooring, abundant storage, and upgraded lighting. State-of-the-art security system, custom closets throughout, automatic shades in the family room, two zone HVAC with smart thermostats, and expandable smart Hue lighting in bedrooms and exterior-making this a truly move-in-ready, meticulously maintained home. Everyday convenience is unmatched, with nearby grocery stores, cafes, and locally loved restaurants along Foster and Lawrence Avenues, plus multiple neighborhood parks and green spaces just minutes away. The area is notably walkable for a residential setting and offers easy access to CTA bus routes and the Jefferson Park Transit Center, providing both Blue Line and Metra service for effortless commuting downtown or to O'Hare. Families will appreciate the home's close proximity to Beaubien Elementary School (PK8), located just a short walk away and widely regarded for its strong academics, active parent community, and welcoming neighborhood environment. High school students are typically served by William Howard Taft High School, rated in the upper tier of Chicago Public Schools A rare opportunity to own a thoughtfully designed, technology forward home offering exceptional space, natural light, privacy, and connectivity-this Jefferson Park gem truly checks every box. Check out the 3-D Tour and FACT SHEET (5033 WINONA AT A GLANCE) 1st showings 4/11/2026
Listing Courtesy of Midwest Real Estate Data as distributed by MLS GRID / Century 21 Circle / Robert Teverbaugh
$339,900 (USD)
Contingent

Richton Park Area Single Family Home

Contingent

22709 Jamie Court Richton Park, IL 60471

4 Bed
3 Baths
1419 sqft
MLS# 12608536
From the Moment you enter, this Bright and Airy Tri-level home Impresses with VAULTED Ceilings, a Beautiful front Bow Window, and an ABUNDANCE of NATURAL light. Truly a comfortable open layout of your living room, dining room and kitchen, perfect for family time or entertaining! The updated eat-in kitchen features beautiful cabinetry, granite countertops, complimenting backsplash, Newer LG Stainless steel appliances, knock knock refrigerator, Wine/beverage refrigerator, Vaulted Ceiling, Skylight and a Pantry. Upstairs are three bedrooms and 2 updated bathrooms, including a Spacious primary Suite with a tray ceiling, a private bathroom, TV and Jacuzzi tub. The lower level Features the possible Fourth bedroom, or bar game/room a 3/4 updated bath, and a Cozy Family room that offers an open view from the kitchen. This lower level offering great flexibility for guests, related living, a home office, or additional living space. The New sliding door off the Kitchen leads to the Amazing deck. Great for weekend BBQ's, Morning coffee, or just enjoying the outdoors. The home has been Updated with New flooring, Cabinets, Countertops, lighting, Bathrooms. All you have to do is Move In!! Seller requires pre-approval or POF Before confirming showings.
Listing Courtesy of Midwest Real Estate Data as distributed by MLS GRID / Mccolly Real Estate
$219,900 (USD)
Contingent

Naperville Area Condominium

Contingent

144 E Bailey Road G Naperville, IL 60565

2 Bed
2 Baths
980 sqft
MLS# 12600323
Live in one of the most desirable locations in Olive Tree Condominiums, featuring the largest model available! This ideally situated second-floor unit offers a spacious private balcony overlooking the beautifully courtyard-perfect for relaxing or enjoying your morning coffee. Move right in and enjoy fresh updates, including new carpeting in the living room, hallway and bedrooms. The bright, inviting kitchen features brand-new stainless steel appliances, ample oak cabinetry, and solid surface countertops, making it both functional and stylish. The dining area includes a versatile nook-ideal for a China cabinet or modern floating shelving. Additional highlights include a welcoming entry with custom closet organizers, which are also in both bedroom closets and convenient access to laundry and extra storage located within the building. Enjoy resort-style living with amenities, including a pool, tennis courts, fitness center, and clubhouse. Monthly assessments cover heat, water, and exterior insurance. Ample parking is available in the open lot. Located in highly acclaimed District 203 and just minutes from downtown Naperville, the Riverwalk, shopping, dining, and the Metra train-this Condo offers the perfect blend of comfort, convenience, and lifestyle.
Listing Courtesy of Midwest Real Estate Data as distributed by MLS GRID / Coldwell Banker Realty