Glenwood Real Estate

Welcome to Glenwood, a charming city located in Cook County, Illinois. Glenwood offers residents a perfect blend of small-town charm and modern amenities, making it an ideal place to call home.

With a rich history and strong sense of community, Glenwood provides a peaceful and welcoming environment for its residents. The city is known for its tree-lined streets, well-maintained parks, and family-friendly atmosphere. Residents can enjoy a variety of local shops, restaurants, and community events that showcase the vibrant culture of the area.

Glenwood is also conveniently located near major highways and public transportation, making it easy to access the bustling city of Chicago for work or leisure. Whether you're looking to enjoy a quiet afternoon in nature or explore the vibrant urban scene, Glenwood offers the best of both worlds.

If you're considering making Glenwood your home, you'll find a range of housing options to suit your needs, from cozy single-family homes to modern apartments. The real estate market in Glenwood is diverse and offers something for everyone, whether you're a first-time homebuyer or looking to upgrade to your dream home.

Come and discover all that Glenwood has to offer - a place where community, convenience, and charm come together to create the perfect place to live.

Newest Listings in Glenwood

$217,000

3 Beds ⋅ 2 Baths ⋅ 12713858 MLS ⋅ NEW Status

834 W Strieff Lane, Glenwood

$179,000

3 Beds ⋅ 2 Baths ⋅ 12714856 MLS ⋅ NEW Status

Great Opportunity in Glenwood! Don't miss this charming and spacious home with tons of potential. Being sold As-Is. This home is ready for your personal touch or investment vision! Possible 3 Bdrm, 2 bath; new furnace for lower level, new front and back porches, new windows in kitchen and sun porch. Full walkout basement. Beautiful scenery and privacy. Make this your dream home. Close to shopping, entertainment, and expressway.

120 S Wabash Avenue, Glenwood

$250,000

3 Beds ⋅ 2 Baths ⋅ 12711154 MLS ⋅ NEW Status

Welcome to this beautifully updated split-level home offering space, flexibility, and modern upgrades throughout. This freshly renovated property features 3 bedrooms on the upper level, plus an additional room in the finished lower level-perfect for a home office, guest space, or extra living area. Recently rehabbed, this home includes a fully updated kitchen with stainless steel appliances, modern finishes, and ample cabinet space. The main level and second level showcases brand new luxury vinyl plank flooring. The entire home has been freshly painted in a clean, neutral color, making it truly move-in ready. Enjoy 2 bathrooms, including a share bath from primary bedroom for added convenience. The finished lower level offers a full bathroom, additional living space, and great storage options. Exterior upgrades include brand new privacy fence, the spacious backyard provides plenty of room for entertaining or relaxing, and the long driveway leads to a detached 2 1/2 car over size garage. Located on a quiet residential street, this home is a perfect blend of updates, space, and functionality. Schedule your private showing today-this one won't last long.

151 E Maple Drive, Glenwood

$120,000

2 Beds ⋅ 2 Baths ⋅ 12712665 MLS ⋅ NEW Status

931 W Arquilla Drive Unit #413, Glenwood

$109,000

4 Beds ⋅ 2 Baths ⋅ 12711815 MLS ⋅ ACTIVE Status

Bring your vision and make this two-story property your own! This property offers approximately 1,792 square feet of living space. The main floor features a generous sized living room, kitchen, separate dining room, full bathroom and 4th bedroom. The 2nd floor features 3 more bedrooms and another full bathroom. Property is situated on a generous 0.378-acre corner lot. The property includes a welcoming covered front porch, a detached 3 car garage, and an additional storage shed, providing ample room for vehicles and storage. The unfinished basement offers even more storage space and includes an exterior walk out. Bring your ideas and unlock the possibilities this property has to offer!

17 S Wabash Avenue, Glenwood

$329,000

4 Beds ⋅ 2 Baths ⋅ 12708126 MLS ⋅ ACTIVE Status

Absolutely stunning newly rehabbed expanded 4 bedroom brick ranch is located in the Homewood Flossmoor HS District 233! Step in the door to the spacious sun filled Livingroom with newly refinished hardwood flrs, open half wall to newly designed kitchen with quality white cabinetry, quartz countertops, brand new Stainless Steel appliances, black fixtures and LVP flooring, more hardwood flrs in the L-Shaped Familyroom perhaps combo space for Dining Area of which has access to the Primary Bedroom ensuite with newly installed full bath, double door closet & ceiling Fan and Familyroom has direct access to the backyard deck. The circular floor plan will take you to the other 3 bedrooms, all with refinished hardwood flrs along with great closet space in each room. The newly renovated 2nd full bath is easy access to the Bedrooms, Kitchen and Livingroom area. The basement has been newly painted and has a newly installed Tract System for seepage mitagation plus please note how accessible the concrete crawlspace is for extra storage under the rear portion of the floor plan. So many more improvements made including newly installed CAC unit, 8 new windows, new garage roof and overhead door opener in 2026, along with permits pulled for the electrical and plumbing upgrades. The 1.5 car Garage is literally steps away from the side door and the side driveway provides for plenty of off street parking. Convenient location to Halsted Shopping District and major expressways. Come see for yourself and make this yours today!

220 N Park Drive, Glenwood

$318,000

3 Beds ⋅ 2 Baths ⋅ 12706716 MLS ⋅ ACTIVE Status

Completely remodeled and move-in ready! This stunning 2-story home features 3 spacious bedrooms, 2 full bathrooms, and a thoughtfully designed floor plan perfect for everyday living and entertaining. The main level offers a bright and inviting living room with a cozy fireplace, a formal dining room, and an updated kitchen with direct access to a newly built deck, creating the perfect space for outdoor gatherings. The full finished basement expands your living space with a dedicated entertainment/recreation area and a convenient laundry room, making it ideal for hosting family and friends or relaxing at home. With stylish updates throughout, this home offers the perfect combination of comfort, functionality, and modern appeal. Conveniently located near schools, parks, shopping, and major expressways. Schedule your private showing today!

223 S Dante Avenue, Glenwood

$150,000

2 Beds ⋅ 2 Baths ⋅ 12695977 MLS ⋅ ACTIVE Status

Beautifully updated first-floor 2BR/1.5BA condo, 1,100 sq ft. Open floor plan, hardwood flooring, abundant natural light. Updated kitchen with white cabinetry, tile backsplash, and stainless steel appliances (refrigerator, range, microwave, dishwasher - all 2023). Spacious living/dining area opens to a private patio overlooking the landscaped courtyard. Garbage disposal, private storage room (#105), shared basement coin laundry, and 2 exterior parking spaces included. HOA $240/mo covers exterior maintenance, snow removal, and parking. Close to shopping, dining, parks, schools, and major expressways. Move-in ready!

627 N Carroll Parkway Unit #105, Glenwood

$250,000

3 Beds ⋅ 2 Baths ⋅ 12701753 MLS ⋅ ACTIVE Status

47 N Wabash Avenue, Glenwood

$125,500

2 Beds ⋅ 1 Baths ⋅ 12698271 MLS ⋅ ACTIVE Status

Gorgeous Glenwood Manor condo with 2 nice sized bedrooms, one bathroom, in-unit washer/dryer and storage in the basement. SS appliances, generous closet space and laminate flooring throughout. There is one assigned parking space included as well. This condo is located near retail, grocery, restaurants, public transportation, the expressway, the brand-new Wind Creek Casino and it is in the Homewood-Flossmoor High School District. Month to Month Tenant currently there but will not be staying. Schedule a tour but please allow 48 hours' notice as a courtesy. PLEASE READ BROKER REMARKS FOR THE SHOWING SCHEDULE and the best way to contact me. Thank you so much for your interest!

535 N Pleasant Drive Unit #2B, Glenwood

$285,000

3 Beds ⋅ 2 Baths ⋅ 12687614 MLS ⋅ ACTIVE Status

This home has been elevated from top to bottom with a level of craftsmanship and style that stands out the moment you arrive. Fresh, modern concrete wraps the exterior - driveway, walkways, patio, stoop, and even the garage floor - giving the property a sleek, upscale presence that sets the tone for what's inside. Step through the door and you're greeted with a bright, refined interior featuring new windows, a new A/C condenser, a new water heater, and luxury vinyl flooring that ties the entire space together with effortless sophistication. The kitchen is the showpiece - a true gourmet space designed for those who love to cook, entertain, and live beautifully. Highend appliances, striking finishes, and a smart, open layout make it the heart of the home. Each of the 3 bedrooms offers generous proportions and natural light, creating calm, comfortable spaces perfect for unwinding. The backyard is wide, open, and ready for anything - outdoor dining, gardening, play, or future upgrades. Perfectly located near the Metra, major highways, shopping, dining, and within the highly regarded Homewood School District, this property delivers convenience, quality, and longterm value. Fully updated, thoughtfully finished, and truly movein ready - this is the kind of home buyers walk into and instantly know it's the one.

406 N Park Drive, Glenwood

$17,900

12692871 MLS ⋅ ACTIVE Status

Build your next home or investment property on this vacant lot in Glenwood. Located on a quiet residential street, this parcel offers convenient access to schools, parks, shopping, dining, and major expressways. A solid opportunity to build in an established community.

23 N Wabash Avenue, Glenwood

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