Crestwood Real Estate

Welcome to Crestwood, a charming city located in Cook County, Illinois. Nestled in the heart of the state, Crestwood offers a perfect blend of suburban tranquility and urban convenience.

With its tree-lined streets and well-maintained parks, Crestwood provides a peaceful retreat from the hustle and bustle of city life. Residents enjoy a strong sense of community, making it an ideal place to raise a family or settle down.

Crestwood boasts a variety of local amenities, including shopping centers, restaurants, and recreational facilities. Whether you're looking to spend a day exploring the great outdoors or trying out the latest culinary delights, Crestwood has something for everyone.

The city's convenient location provides easy access to major highways, making it a commuter's dream. Downtown Chicago is just a short drive away, offering endless opportunities for work and play.

If you're in the market for a new home, Crestwood has a diverse range of real estate options to choose from. Whether you're looking for a cozy bungalow or a spacious family home, you're sure to find the perfect property to suit your needs.

Come and discover all that Crestwood has to offer. With its friendly atmosphere, top-notch amenities, and convenient location, it's no wonder why so many people are proud to call Crestwood home.

Newest Listings in Crestwood

5342 Waterbury Drive Unit #1806, Crestwood

$165,000

2 Beds ⋅ 1 Baths ⋅ 12785782 MLS ⋅ NEW Status ⋅ Waterbury BLDG.

No Need to Look Any Further!! Welcome Home! Beautiful 2-bedroom 3rd floor condo unit located in much sought-after Waterbury Condominium Complex in Crestwood! With common condo amenities, amazing views in the complex that feature the gorgeous grass courtyard, condo community swimming pool and secured building security. Foyer entry with wood laminate floors throughout the unit greets you as you enter with convenient coat and window AC. Large 23x12 Living Room with new paint in 2026, ready for any decor scheme with custom ceiling fan, storage closet with coat hooks and sliding door access to outside balcony. Spacious 12x11 kitchen with wood laminate floors, maple wood cabinets, breakfast eating area, new ceramic backsplash in 2024, custom ceiling fan, breakfast bar with arch overlook into the living room, large closet pantry and all appliances included. Outdated Shared full bathroom with ceramic tile flooring, single vanity, new plumbing and light fixtures, jacuzzi tub with shower, medicine cabinet and hallway linen closet. Master bedroom with laminate floors, dimmer controlled ceiling fan/light, additional AC window unit and wide double partisan closet. Additional 2nd bedroom with also laminate floors, dimmer controlled ceiling fan /light and extra closet.3rd floor balcony with views of the courtyard and community pool, perfect for relaxing evenings and outside barbeques. Common grounds professionally landscaped, separate coin laundry facilities, abundant parking throughout complex- This condo has it all!! Monthly assessments include HEAT and WATER as well as pool access and exterior maintenance. Close to area schools and walking distance to community park. Easy access to convenient shopping and restaurants public transportation, Cicero Avenue and I -294. Call Today to Schedule Your Showing!

5342 Waterbury Drive Unit #1806, Crestwood

$159,900

2 Beds ⋅ 2 Baths ⋅ 12807630 MLS ⋅ NEW Status ⋅ Regal Chateau BLDG.

This spacious second-floor Crestwood condo stands out with its flowing layout, private primary suite, and balcony accessible from both the living room and kitchen. The generous living room opens to a separate dining area, while the large eat-in kitchen offers plenty of cabinet and counter space. Enjoy morning coffee on the balcony or retreat to the primary suite, complete with a full bathroom and walk-in closet. A second bedroom and full bath, in-unit laundry, and balcony provide everyday convenience. Laminate flooring in the living room and a newer furnace, A/C, water heater, refrigerator, and stove round out the features. Bring your vision and make the most of this condo's space and potential.

13615 Lamon Avenue Unit #506, Crestwood

$325,000

3 Beds ⋅ 2 Baths ⋅ 12802272 MLS ⋅ NEW Status

Welcome to this beautifully maintained 3-bedroom, 2-full-bath home split level in great Crestwood location! The inviting living room features recessed lighting and beautiful hardwood floors; spacious eat-in kitchen features white cabinetry, granite countertops, new backsplash, stainless steel appliances, and recessed lighting. Three comfortable bedrooms offer carpeting & large closets, while both full bathrooms have been tastefully remodeled with modern finishes. Huge lower-level family room creates a wonderful space for relaxing and entertaining. Enjoy the outdoors with a stamped concrete patio (2020), charming gazebo (2022), concrete side driveway, and 2-car detached garage with new roof (2025). Additional updates include a NEW HOUSE ROOF (2025), new sump pump (2026), shed in yard for extra storage, thermal-pane windows throughout, and more. A clean, well-maintained home with so much to offer! Don't miss this one!

5316 138Th Street, Crestwood

5340 Waterbury Court Unit #2105, Crestwood

$155,000

2 Beds ⋅ 1 Baths ⋅ 12798087 MLS ⋅ ACTIVE Status

WELCOME TO THIS CHARMING, FRESHLY PAINTED AND BEAUTIFULLY UPDATED 2-BEDROOM, 1-BATH CONDO! ENJOY THE PRIVACY OF YOUR OWN BALCONY, PERFECT FOR RELAXING AND ENJOYING YOUR MORNING COFFEE. THE UPDATED KITCHEN FEATURES GORGEOUS GRANITE COUNTERTOPS, A CONVENIENT BREAKFAST BAR, AND A STYLISH DESIGN THAT MAKES ENTERTAINING A PLEASURE. THE UPDATED BATHROOM ADDS A FRESH, MODERN TOUCH. ENJOY A TOUCH OF EXTRA LUXURY AND RELAXATION WITH YOUR VERY OWN IN-UNIT SAUNA CABINET. ACCESS TO COMMUNITY POOL FOR CONDO OWNERS, CONVENIENTLY LOCATED NEAR SHOPPING, DINNING AND PARKS.

5340 Waterbury Court Unit #2105, Crestwood

$299,900

3 Beds ⋅ 2 Baths ⋅ 12802275 MLS ⋅ ACTIVE Status

This charming brick ranch offers comfortable single-level living with inviting spaces and thoughtful interior improvements. The spacious living room features plenty of natural light, neutral finishes, and attractive wood-look flooring that continues throughout much of the home. The adjoining dining area flows into the kitchen, featuring warm wood cabinetry, stone-look countertops, stainless steel appliances, and a convenient peninsula for additional counter space. Interior painting and flooring improvements give the home a refreshed appearance, while the bedrooms offer comfortable spaces with ample natural light. French doors lead to a spacious outdoor deck, perfect for relaxing or entertaining, with a backyard offering additional room to enjoy the outdoors. Conveniently located near neighborhood parks, shopping, dining, schools, and major roadways for everyday convenience.

13239 Village Court, Crestwood

$169,500

2 Beds ⋅ 2 Baths ⋅ 12799982 MLS ⋅ ACTIVE Status ⋅ Regal Chateau BLDG.

Enjoy comfortable condo living in Regal Chateaux! A great opportunity for homeowners or investors-this condo can be rented! This spacious second-floor, 2-bedroom, 2-bath condo offers generously sized rooms, neutral decor, and a practical layout. Recent updates include replacement of all windows and the balcony door within the past three years, a new furnace and air conditioner in 2025, and appliances and a garbage disposal replaced approximately two to three years ago. The inviting living room opens to a private 5' x 10' balcony with an outdoor storage closet-a pleasant spot for morning coffee or relaxing at the end of the day. An adjoining dining area connects to the galley kitchen, featuring ample cabinet and counter space and stainless steel appliances. The spacious primary bedroom includes a walk-in closet and a private full bath. A second bedroom and additional full bathroom provide flexibility for guests or a home office. Full-size in-unit laundry and two included exterior parking spaces add everyday convenience. Enjoy the community swimming pool during the summer months and the comfort of a brick building with flexicore construction. Conveniently located near shopping, restaurants, transportation, and major expressways. Schedule your showing today!

13616 Royal Court Unit #206, Crestwood

13615 S Lamon Avenue Unit #510, Crestwood

$179,000

2 Beds ⋅ 2 Baths ⋅ 12800558 MLS ⋅ ACTIVE Status

REGAL CHATEAUX OF CRESTWOOD - 2-BEDROOM 2-BATH CONDO!! Welcome to this bright and sunny third-floor condo featuring 2 bedrooms and 2 full bathrooms, located in the desirable Regal Chateaux of Crestwood. Situated on a quiet, dead-end street, this well-maintained condo offers a spacious, open floor plan and is ready for its new owner or INVESTOR!!! The spacious living room is filled with natural light and features a charming corner FIREPLACE, along with direct access to a private balcony overlooking a beautiful, peaceful green space. The eat-in kitchen offers plenty of solid oak cabinetry, a comfortable dining area, and convenient access to the balcony. Enjoy the convenience of an IN-UNIT LAUNDRY room with a full-size washer and dryer, ideally located just off the hallway. This well-maintained condo is in MOVE-IN CONDITION, with an opportunity to add your own personal touches and make it truly yours. During the summer months, take advantage of the community's private IN-GROUND SWIMMING POOL and clubhouse. Ideally located near shopping, restaurants, parks, major highways, and numerous other amenities, this condo offers the perfect combination of comfort, convenience, and value. Whether you're looking for a place to call home or a GREAT INVESTMENT OPPORTUNITY, this condo is one you won't want to miss!

13615 S Lamon Avenue Unit #510, Crestwood

$136,000

2 Beds ⋅ 1 Baths ⋅ 12795473 MLS ⋅ ACTIVE Status

This spacious and well-kept 2-bedroom, 1-bathroom condominium offers the perfect blend of comfort and convenience. The inviting living room flows seamlessly onto a private balcony, creating an ideal spot for relaxing or enjoying your morning coffee. Designed for modern living, the layout boasts generous room sizes throughout and features the ultimate everyday convenience: an in-unit laundry area.

5723 129Th Street Unit #8E, Crestwood

$310,000

3 Beds ⋅ 2 Baths ⋅ 12793922 MLS ⋅ ACTIVE Status

Gorgeous 3 bedroom, 1.1 bath home on a corner lot. Features a bright living room, eat-in kitchen with oak cabinets, lovely farmhouse white cabinetry and appliances, dining area and breakfast bar. Three spacious bedrooms, full updated bath and powder room and full-size laundry room. Relaxing outdoor space with extra wide corner lot, landscaped with extended peaceful backyard and a side yard which could be easily fenced in for more privacy. Plus a 2 car garage with an extra long driveway for 4 addional vehicles. Extra storage in pull down stairs to attic. Fantastic location close to shopping, restaurants and quick access to I-294! Home warranty included for peace of mind for the buyer!

13039 W Playfield Drive, Crestwood

$225,000

2 Beds ⋅ 2 Baths ⋅ 12788168 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 2-bedroom, 2-bath ground-floor condo, offering comfort, style, and convenience located in the ! Enjoy the added living space of a custom brand new screened-in patio enclosure, accessible through sliding glass doors from the living area and a convenient side door from the kitchen-perfect for enjoying your morning coffee, relaxing outdoors, or entertaining guests. New window custom blinds. The updated kitchen features custom white cabinetry with under-cabinet lighting, granite countertops, all newer slate appliances, modern plumbing fixtures, and stylish wood flooring. The spacious primary bedroom offers a private bathroom and a walk-in closet, while the second bedroom also features a walk-in closet, providing plenty of storage space. Enjoy the comfort of like-new carpeting throughout the unit, along with the convenience of an in-unit laundry room equipped with a brand-new LG washer and dryer. Reserved parking adds even more convenience to this inviting home. With its modern updates, thoughtful layout, generous storage, and inviting screened patio, this lovely condo is ready for you to move in and make it your own. A beautiful place to call home!

4948 Circle Court Unit #704, Crestwood

13515 Le Claire Avenue Unit #58, Crestwood

$169,999

2 Beds ⋅ 2 Baths ⋅ 12779285 MLS ⋅ ACTIVE Status ⋅ Sandpiper North BLDG.

Welcome home to this spacious and beautifully updated 3rd floor condo in the Sandpiper North complex! This move-in ready 2 bedroom, 1.5 bath unit offers generous room sizes, great storage, and a private courtyard view. Step inside to find LVP flooring throughout and a large entry closet. The bright and spacious living room features sliding glass doors leading to an impressive 22' x 4' balcony overlooking the courtyard, the perfect spot to relax and enjoy the outdoors with the option to screen it in for added enjoyment. A separate dining area flows into the updated kitchen featuring ceramic tile flooring, a large open breakfast bar, and kitchen appliances new in 2023. The spacious primary bedroom offers a private half bath and walk-in closet, while the second bedroom provides plenty of additional space. Two parking spaces plus one visitor pass are included, with convenient parking near both the front and rear entrances. Clean, updated, and move-in ready! This one is ready to welcome its new owner!

13515 Le Claire Avenue Unit #58, Crestwood

14030 Laramie Avenue Unit #1707, Crestwood

$164,000

2 Beds ⋅ 2 Baths ⋅ 12785970 MLS ⋅ ACTIVE Status

Welcome home to this inviting 2nd-floor condo featuring 2 spacious bedrooms and 1.5 baths. The unit has been freshly updated with new carpeting, new laminate flooring, new closet doors,trimming ,baseboards ,some new appliances and washer & dryer, and fresh paint, creating a clean and move-in-ready feel. Enjoy the convenience of an in-unit washer and dryer, central air, flexicore ceilings ,walk in closets and a spacious private balcony-perfect for your morning coffee or relaxing at the end of the day. The community offers fantastic amenities like resort style, including an outdoor swimming pool and clubhouse, ideal for enjoying warm summer days. At the back of the property, take in the peaceful pond and beautiful water views, creating a relaxing, resort-like atmosphere right at home. This unit is rentable, subject to a 1-year owner-occupancy requirement .Conveniently located steps away from walker park , near shopping,forest preserves, and I-294, making commuting and everyday errands easy. A wonderful place to call home-come see it for yourself .

14030 Laramie Avenue Unit #1707, Crestwood

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Crestwood Real Estate

Newest Listings in Crestwood

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