2,746 properties for sale in Montrose, Chicago city Cook County Illinois

Rarely available top-floor deluxe 3BR/2BA residence in the private and serene Eastwood Plaza, a boutique elevator building located in Jefferson Park. This beautifully renovated home offers over 1,800 square feet of thoughtfully designed living space and an exceptional open-concept layout. Completely renovated throughout, the unit features a spacious living, dining, and kitchen area created by removing a dividing wall for seamless flow. Boasting unique finishes and custom and high-end updates throughout the kitchen, baths, and living room, the stunning kitchen showcases stone countertops, an impressive 12-foot L-shaped island, a custom backsplash, stainless steel appliances with hood, and an impressive 4-foot skylight offering great natural light. The kitchen opens directly into the dining and living areas, highlighted by a custom built-in entertainment center, shelving, a striking fireplace feature wall, and access to an expansive 16-foot balcony with peaceful treetop views. Additional

Meticulously maintained, bright & sunny 2 bedroom + den, 2 bath townhome in highly desirable Jefferson Park location! This unit is tucked behind the front-facing Lawrence Avenue units giving the feel of being on a quiet, private street within a charming courtyard setting. Courtyard is lined with blooming trees and exteriors were recently painted in stylish gray tones. Inside, enjoy large living room with hardwood floors and a cozy gas fireplace, open kitchen with tons of counter space and stainless steel appliances, two private balconies, and an attached 2-car garage. The flexible lower-level room offers endless possibilities-ideal for a home office, playroom, or a third bedroom. Upstairs hosts two large bedrooms and a bathroom. Recent upgrades include new garage door, new water heater, recently replaced HVAC & brand new roof! Healthy HOA. Nearby all Jefferson Park has to offer include parks, CTA, Metra, expressway and much more!

Well-maintained and remodeled 2-flat offering a great opportunity for both owner-occupants and investors. Renovated in 2021, each unit features 2 bedrooms, 1 full bathroom, an updated kitchen, spacious living area, and modern finishes throughout. Property includes a one-car garage with additional storage space in the overhead shed. Recent exterior improvements include new siding on both sides, along with updated gutters and downspouts. Conveniently located near parks, schools, shopping, dining, and public transportation. Property is being sold As-Is

Beautifully maintained home on a rare double lot in the highly sought-after area of 2102 N Moody, Chicago. This unique property features an open-concept layout, with every bedroom offering its own private full bathroom-ideal for comfort and privacy. The two upstairs bedrooms are enhanced with skylights, filling the space with natural light. Step outside to enjoy a serene backyard with four fruit trees and a charming koi pond, creating a peaceful retreat right in the city. Experience the perfect blend of city convenience with a country-like feel. Note: Chicken hut not included; seller will remove prior to closing. Property needs some minor work

Discover the perfect blend of comfort and investment potential with this beautifully renovated 4-bedroom, 3-bathroom home nestled in one of Chicago's most beloved neighborhoods. This stunning residence has been thoughtfully updated to offer modern living while preserving its classic charm, featuring gorgeous hardwood floors. Whether you're searching for a spacious family home or a savvy investment opportunity, this property delivers on both fronts. The basement is currently operating as a licensed Airbnb, it generates a steady income stream of $800 to $1,000 per month. A remarkable advantage that few properties can offer. A brand-new hot water heater was installed in January, giving you peace of mind and one less thing to worry about as you settle in

Exceptional opportunity to own this stunning brick 2-flat situated on an oversized 30' x 125' lot in the highly desirable Belmont Cragin neighborhood featuring impressive 9-foot ceilings. This one-of-a-kind property has been beautifully renovated and thoughtfully designed throughout. Each unit features a brand-new gourmet kitchen with elegant quartz countertops, a spacious center island, stylish finishes, and a full suite of stainless steel Samsung appliances. The kitchen has a spacious walk-in pantry with plenty of storage. Enjoy beautifully renovated bathrooms, restored original woodwork with preserved stained-glass windows, elegant mahogany doors, updated electrical and plumbing systems, brand-new water heaters, fresh tuckpointing, and new siding on the garage. Separate utilities for each unit-including gas, electric, and water-provide added convenience, flexibility, and ease of management. High-end washer and dryer included. Perfect for owner-occupants seeking additional rental inc

Incredible opportunity to own a spacious bungalow in the heart of the highly desirable Portage Park neighborhood! This oversized home features 3 levels of living space and offers exceptional flexibility for extended families, related living, or investment potential. The property includes 8 total bedrooms, 3 full bathrooms, and 3 kitchens, with each level offering its own separate living area. The main floor kitchen features granite countertops, stainless steel appliances, and 42' tall cabinets, offering both style and functionality. A main floor office is currently being used as an additional bedroom, providing even more flexible living arrangements. The basement primary bedroom features two walk-in closets, and the home offers an abundance of storage space throughout. The second floor has separate electrical service, and the property is equipped with 2 separate high-efficiency HVAC systems for added comfort and efficiency. Major updates include a newer roof (approximately 4 years old)

Beautiful 2-unit building on large lot / Fully, finished basement with in-law suite featuring a bed, full bath, kitchen and living room / Fantastic backyard with with 2 large, wood decks, pool great for relaxing or entertaining / Gorgeous hardwood floors throughout 1st and 2nd level / Large kitchens with lots of cabinets and table space / Conveniently located near food, shopping and jobs, SOLD-AS-IS

Welcome to 4317 n meade ave. The property is a lot bigger than it looks! This unique offering features (3) three legal units, including a two-flat main building and a separate coach house in the rear, making it perfect for both homeowners and investors. The newly finished basement (2026) adds valuable extra space, complete with a full bathroom, bedroom, and additional living area-ideal for guests, or additional living space. The main house was thoughtfully updated in 2009, with improvements to the electrical, plumbing, windows, siding, kitchens with a ss appliances, bathrooms, providing comfort and peace of mind. Recent updates include a new hot water tank (2025) and a flood control system with sump pump (2025). The coach house was updated in 2021, featuring a modern kitchen, bathroom, and new flooring-ready for immediate use. This property truly offers more space than meets the eye and provides flexibility for living, renting, or both. This money maker house is a great investment oppo

Suburban Size Home With City Address! Jefferson Park Impressive 2014 Built Extra Wide 5 Bedroom 3.5 Bath Newer Construction Resale With 4 Large Bedrooms Upstairs. Great Sunlight Throughout This Entire Home With Oversized Windows and Dramatic Ceiling Height On Every Level. Full Hardie Board Siding All Around Exterior and New Roof Completed on Home and Garage in 2025. Front Living Room With Bay Windows That is Separated With a Fireplace From The Formal Dining Room. Huge Family Room & Chefs Kitchen With Walnut Stained Cabinets, Glass Tile Backsplash, Granite Counters, SS Appliance Package and Oversized Island + Separate Walk In Pantry. Primary Suite With Dual Walk in Closets, Exterior Front Balcony To Enjoy Morning Coffee and Well Designed Primary Bath With Extra Long Vanity, Large Format Shower and Jacuzzi Tub. Side by Side Laundry on Second Level and Separate HVAC For Upstairs. Full Finished Lower Level With 5th Bedroom + Exterior Entry And All Complete w Radiant Heated Floors Throughou

Welcome to Old Irving/Portage Park! This 2-bedroom, 2-bathroom condo perfectly blends charm and elegance with move-in-ready convenience. The home features hardwood floors and recessed lighting throughout, leading into a stunning kitchen completely remodeled in 2019 with porcelain flooring, quartz countertops, a matching backsplash, stainless steel appliances, and a cozy coffee nook. Relax in the master suite, complete with custom closet organizers and a full private bath. The highlight of this home is the incredible private outdoor space, including a balcony in the front and a massive rear deck perfect for entertaining. Additional perks include in-unit laundry, assigned parking, and dedicated storage. Located in a secure, well-maintained building with low HOA fees, you're just steps away from local parks, shops, and easy transportation. Just unpack and enjoy!

Rarely available, one-bedroom unit in Lincoln Square near Welles Park. Includes a parking space! Recently updated with newer kitchen cabinets, newer appliances, and hardwood floors throughout. This is also an elevator building! An additional storage unit and common coin-op laundry in basement complete this unit. Updated circuit breaker box w/professionally installed can lights. Newer electric baseboards and A/C unit. Investors welcome! No short-term rentals. Close to the Rockwell stop on the Brown Line, the Chicago River, Horner and Welles Parks, and the celebrated bike and walking trails. No Homeowner Exemption reflected in the property taxes. W/D can be installed with board approval of the plans. This one won't last long! Welcome Home

Don't miss this meticulously maintained and extensively upgraded 4BR/3.1BA single family home, perfectly positioned at the border of Old Irving Park and Portage Park. Nestled on an oversized 37.5' wide lot, this home offers a beautifully manicured, spacious and fully-enclosed backyard with an oversized rear deck that is perfect for grilling, relaxing, or hosting gatherings. Step inside to an extra-wide living room and dining room-a rare and highly sought-after feature-providing an open, airy layout that's perfect for both everyday living and effortless entertaining. Beautifully refinished oak hardwood floors grace the entire first level, adding warmth and elegance to the space. The fully renovated kitchen is a showstopper, featuring a new exhaust hood and a massive custom island equipped with quartz countertops, double freezer drawers, a beverage fridge, and even a pull-out table for bar seating-perfect for hosting unforgettable gatherings. The main floor primary suite is a private ret

Rare opportunity to own a renovated Jefferson Park ranch on an oversized double, corner lot with an attached garage. Step inside to a bright, open main level featuring a brand-new kitchen with white shaker cabinetry, stylish backsplash, peninsula seating, and upgraded stainless steel appliances. The main floor also offers three generously sized bedrooms, a spacious living area, a beautifully updated bathroom, and an extended mudroom for added functionality. The finished basement expands your living space with a large family room, a fourth bedroom ideal for guests or a home office, a second upgraded bathroom, and laundry area. Situated on a rare double lot with recent landscaping improvements, the expansive outdoor space provides endless possibilities-whether you envision a backyard oasis, play area, or future expansion. Move-in ready with modern updates throughout, this home offers the perfect blend of space, style, and flexibility. Broker has ownership interest in the property

This charming home features a bright, open-concept main level with gleaming hardwood floors and recessed lighting. The modern kitchen has rich cabinetry, quartz countertops, and new KitchenAid appliances, flowing seamlessly into the dining and living areas. A spacious finished basement adds flexible living space with durable tile flooring, while a private backyard deck extends the home outdoors. Highlights: Hardwood floors Recessed lighting Quartz countertops New KitchenAid built-in microwave, dishwasher, oven, and washer Stainless steel appliances Modern kitchen cabinetry Finished basement Tile flooring Jetted bathtub Backwater check valve for added flood protection Private backyard deck Brick exterior

Located in Chicago's desirable Portage Park neighborhood, this potential 5-bedroom, 1.5-bath home sits on a large lot near public transportation, schools, shopping, and major roadways. The finished basement includes an apartment-style living area. The remainder of the home has been demoed down to the studs, with some new electrical and plumbing already installed. Property needs significant rehab and is being sold strictly as-is. No survey will be provided. Excellent opportunity for investors, rehabbers, or flippers looking to restore, add value, and capitalize on strong resale or rental potential in an established neighborhood

Fully rented and well maintained, this LEGAL 3-unit multi-family property is a solid turnkey investment opportunity. The building was updated in 2018 with improvements to electrical, plumbing, flooring, bathrooms, and kitchens, giving each unit a refreshed and modern feel. Recent updates include windows, floors, appliances, plumbing, and landscaping. All three units are currently leased, providing immediate and consistent rental income. Ideal for investors looking to add a stabilized asset to their portfolio with minimal upfront work. Located just steps from Fullerton Avenue next to shopping, dining, and everyday conveniences. Easy access to public transportation and major roadways makes it especially attractive to tenants

Welcome to this beautifully renovated 2-unit building in the desirable Jefferson Park/Mayfair neighborhood. Perfect for investors or owner-occupants, this property offers two updated units with thoughtful design and modern finishes. The first-floor unit features 2 bedrooms and 1 bathroom, with a bright and open living area that flows seamlessly into the updated kitchen, complete with sleek appliances and ample counter space. The spacious bathroom includes a dual-sink vanity and a relaxing tub/shower combination. With direct access and no stairs, this unit is ideal for easy, step-free living. The all-new second-floor unit also offers 2 bedrooms and 1 bathroom, highlighted by gleaming hardwood floors, recessed lighting, built-in shelving, a decorative fireplace, and a separate formal dining room. The eat-in kitchen is a standout, featuring granite countertops and stainless steel appliances. A bonus den provides flexible space for an office, playroom, or reading nook. Each unit has its ow

Belmont cragin value add opportunity! Solid yellow brick 6 unit building situated on a quiet residential block at 2946 N Keating. This high yield investment features a versatile unit mix: (4) Massive 2BRu002F1BA units boasting formal dining rooms, spacious kitchens, living rooms, private porches, and bright sunrooms (perfect for home offices); plus (2) efficient 1BRu002F1BA units. INVESTOR ADVANTAGES: Tenants pay their own electricity and cooking gas. Massive parking capacity with a 2 car garage plus tandem exterior space for up to 6 additional vehicles rare for the area and a huge potential revenue stream. Located in a high demand rental pocket with strong median rents. Building is sold As-Isu002FWhere-Is with no seller representations. Bring your contractor and unlock the significant equity potential in this classic Chicago gem! Prime location near transit, shopping, and parks. Don't miss out!

Coming Soon, April 29 showings start. Great investment opportunity in prime East Albany Park. Legal 4 unit building on oversized lot, 30X136. The property has been well maintained and all units are updated and have in unit washer/dryer as well as GFA/AC. First 3 floors have large living room with sunroom, separate dining rooms, 2 bedrooms, 1 bath and bonus room ideal for office, exercise room or nursery. Garden unit is spacious 1 bedroom and renovated with stainless steel appliances, granite counters, laundry and GFA/AC. Oak floors throughout, newer kitchen and baths, newer windows, New roof, flashing, parapet walls and tuckpointing, newer hot water heaters, circuit breakers, newer appliances, 2 car garage. Rents below market value. Steps to Rockwell Park and the Brown Line station, and minutes from Ravenswood Manor, Lincoln Square and Horner Park. Agent is related to the seller

For the first time in 39 years, this long-loved Belmont Cragin home is now available! This spacious property offers 4 bedrooms and 2 full baths, along with a rare second full kitchen, bar, and beautiful fireplace in the basement-perfect for entertaining or extended living arrangements. The home features generous room sizes, plenty of natural light, and a surprisingly large backyard ideal for gatherings, gardening, or future outdoor projects. Located in a vibrant neighborhood known for its small businesses, parks, and local restaurants, this home offers both comfort and convenience. While much of the home is original and ready for your cosmetic updates, the strong bones and unique features make this a rare find. Bring your ideas and your creativity and you can transform this long-loved home into something extraordinary. Opportunities like this don't come around often. Especially in a neighborhood like this!

Price reduced for a quick sale! Charming, well kept, and delicately lived in! This traditional style bungalow home makes space for everyone and hugs you as you walk in. At the foyer, appreciate the original stained glass window and ornate crown molding, hardwood floors and blinds throughout the first floor. A separate formal dining room for all the togetherness your heart desires. 2 bedrooms and a full bath on each of the 3 levels. Updated kitchen with quartz countertops, beautiful glass tile back splash and farmhouse sink. The basement has a space that serves as a kitchenette and a familyu002Frecreation room. The deck and backyard do not disappoint! The deck with overhang coverage invites a rain or shine seating area for outdoor living. Fully fenced back yard. 2 car garage with side drive for additional parking. Just in time to be enjoyed this summer. This home has been well loved. Pride of ownership

Nice jefferson park 2 flat with finished basement! 2 oversize units with central air, three separate furnaces and hot water tanks, copper plumbing. Both units have formal dining room, den and sliding door to the deck! Newer widows, newer 1st floor ac unit, two furnaces and water tanks are newer too. 2 car garage and additional parking spot. Coin laundry. Great res block! The property is in a great shape but seller wants to sell it as is

Welcome to heart of Sauganash! This beautifully maintained Colonial, is ideally situated on a picturesque corner lot in one of Chicago's most sought after neighborhoods. This spacious four-bedroom home features two full and two half baths, classic architectural details, and a spacious, thoughtfully designed floor plan. A beautiful center foyer introduces timeless elegance with classic wainscoting and a striking staircase, complemented by a private elevator. The formal living room is highlighted by an intricately detailed marble gas fireplace, while the elegant dining room features refined chair rail detailing and is perfect for entertaining. A study with custom built-ins offers a quiet workspace and a bright four-season room opens to the backyard. The chef's kitchen is beautifully equipped, featuring abundant white cabinetry, granite countertops, Viking double ovens, a six-burner Viking cooktop with pot filler, and a Sub-Zero refrigerator. The kitchen flows seamlessly into a sun-drench

Multiple Offers Received*. Highest & Best due Wednesday by 4pm. The one you have been waiting for! 3 large levels of living space under one roof. Your new home will feature an amazing open concept as soon as you walk in. Living room combo with dining room open to the beautiful chefs kitchen with calcutta quartz counter-tops! This gem has been fully rehabbed to the studs about 6 years ago. Features oak floors, stainless steel appliances, marble Carrera back splash, ceiling fans thru-out entire home, oversized crown molding, own molding, 5 total bedrooms & 4 FULL bathrooms, Master Suite has custom organizer, body spray and marble vanity. So much more to list here. The full finished basement has the 5th bedroom, large rec-room with wet bar and full bathroom! Perfect for entertaining or just lounging around on movie night with the family. Also has a High efficient A/C & dual zone heat (2019). Booster pump allows for balanced water pressure (2019). This home features Kohler fixtures, overhe