Old Town Condos for Sale

Located in the heart of Chicago, Illinois, Old Town is a vibrant and historic neighborhood that offers a unique blend of charm and modernity. Situated in Cook County, Old Town is a bustling part of the city known for its rich history, diverse community, and lively atmosphere.

Old Town is renowned for its beautiful tree-lined streets, stunning architecture, and a wide range of entertainment options. From trendy boutiques and art galleries to cozy cafes and upscale restaurants, this neighborhood has something for everyone. The area is also home to several theaters, including the famous Second City comedy club, where many renowned comedians got their start.

For those looking to invest in real estate in Old Town, there are plenty of condos for sale that offer a convenient and luxurious urban lifestyle. True to the neighborhood's character, these condos feature a mix of modern amenities and classic architectural details. From spacious open floor plans and gourmet kitchens to breathtaking views of the city skyline, these condos provide the perfect blend of comfort and style.

Living in Old Town means having easy access to all that Chicago has to offer. With its close proximity to downtown, residents can enjoy the city's cultural attractions, shopping districts, and employment opportunities. Additionally, the neighborhood is well-connected with public transportation options, making it easy to explore other parts of the city.

If you're looking for a neighborhood that combines history, culture, and a vibrant community, Old Town in Chicago should be at the top of your list. With its unique charm and diverse real estate options, this neighborhood offers an exceptional living experience for those seeking a true urban lifestyle.

Newest Old Town Condos for Sale

$499,900

2 Beds ⋅ 2 Baths ⋅ 12755471 MLS ⋅ NEW Status

Completely renovated, extra-wide 2-bedroom, 2-bath home offering an expansive open concept floor plan and two private outdoor spaces in an unbeatable Old Town/Lincoln Park location! Step inside to soaring 10.5-foot ceilings, abundant natural light, refinished hardwood floors, updated lighting, and a spacious living and dining area anchored by a gas fireplace. The open kitchen features beautiful dark wood cabinetry with under-cabinet lighting, granite countertops, an oversized center island with breakfast bar seating, and newer stainless steel appliances. The generous primary suite offers direct access to the rear deck, a custom walk-in closet, and a beautifully remodeled en-suite bath with a dual-sink vanity, oversized walk-in shower, and separate soaking tub. The second full bath has also been completely remodeled with stylish, modern finishes. Additional highlights include custom built-out closets, in-unit full size laundry with organized shelving, new light fixtures and LED lighting throughout, custom blinds, an Ecobee thermostat, and updated appliances. Enjoy two private outdoor spaces, including a front balcony overlooking the tree-lined street and an expansive rear deck perfect for entertaining. Oversized PRIVATE garage parking with extra storage space included! Ideally located just moments from Wells Street and North Avenue dining and shopping, the CTA Brown Line, parks, the lakefront, and everything Old Town and Lincoln Park have to offer. Don't miss out on this beautifully updated, move-in-ready home!

1314 N Cleveland Avenue Unit #2S, Chicago

$825,000

4 Beds ⋅ 3 Baths ⋅ 12755939 MLS ⋅ NEW Status

Rarely Available & Exceptionally Spacious in the Heart of Old Town! This chic and sophisticated 2,670 SF duplex-down offers an extraordinary amount of living space in one of Chicago's most sought-after neighborhoods. Thoughtfully designed for both everyday living and effortless entertaining, this 3-bedroom home features a versatile den/4th bedroom directly connected to the primary suite-perfect for a nursery, private home office, dressing room, or an exceptionally large second walk-in closet. The main level offers an expansive open living and dining space with room to comfortably host large gatherings, anchored by a gorgeous chef's kitchen featuring high-end appliances, farmhouse sink, abundant cabinetry, and an extra-long island designed for entertaining. A corner fireplace creates a warm focal point in the living room, while the private balcony provides the perfect spot for grilling or enjoying a little outdoor space. The spacious lower level offers two additional bedrooms, a full laundry room, and an incredible amount of flexible living space. A large wet bar with two wine refrigerators makes this level ideal for entertaining, movie nights, game days, or a comfortable second living area. Walk directly out to a private patio, adding even more indoor/outdoor living space. A massive private storage room, exclusive to this home, provides exceptional, approx. 8x12, storage rarely found in the city. All of this, plus the ultimate urban luxury: attached garage parking. An unusually large and incredibly versatile home offering style, space, storage, and an unbeatable Old Town location close to restaurants, shopping, nightlife, parks, public transportation and everything the neighborhood has to offer.

1509 N Mohawk Street Unit #1, Chicago

$650,000

3 Beds ⋅ 2 Baths ⋅ 12755445 MLS ⋅ NEW Status

Welcome to this spacious 3-bedroom, 2-bath residence in a boutique elevator building at the crossroads of Old Town and Lincoln Park, taking in the best of both neighborhoods! Featuring an open layout with dark hardwood floors, granite countertops, stainless steel appliances, a built-in wine fridge and a custom gas fireplace, this home offers both comfort and functionality. The generous primary suite includes organized closets and a spa-inspired bath with a dual vanity, soaking tub, and separate shower, while two additional bedrooms provide excellent flexibility. Enjoy two private terraces plus a shared rooftop deck with city views. Additional highlights include in-unit laundry, 1 outdoor parking space included, additional storage unit, and bike storage. Ideally located just steps from the Brown Line, Wells Street, restaurants, shopping, parks, and the lakefront.

409 W North Avenue Unit #2E, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12754862 MLS ⋅ NEW Status

Unobstructed northern skyline and partial lake views highlight this beautifully updated two bedroom condo in the heart of Old Town. Filled with natural light, the spacious open floor plan offers plenty of room for living and dining, while the split-bedroom layout provides added privacy for guests, roommates, or a home office. The kitchen opens to the living space and features stainless steel appliances, a new backsplash, and floor to ceiling windows. Step outside to the private balcony with new tile and plenty of room to grill, relax, and enjoy the views. The spacious primary suite features a large walk in closet and en-suite bath. Recent updates include new flooring, fresh paint, a new dishwasher, new washer and dryer, updated lighting, and balcony tile. HVAC replaced in 2018. One heated garage space is included. This full amenity building offers 24 hour door staff, a fitness center, rooftop sundeck, renovated fifth floor terrace, dog run, and on site management. Enjoy easy access to Old Town restaurants, shopping, coffee shops, fitness studios, the lakefront, Lincoln Park, and public transportation. Separate storage locker included. Monthly HOA fee includes cable and internet.

230 W Division Street Unit #1107, Chicago

$485,000

2 Beds ⋅ 1 Baths ⋅ 12754756 MLS ⋅ NEW Status

This beautifully updated 2-bedroom condo in a boutique 4-unit building in desirable Old Town checks every box that matters in real estate: price, value, and location. Between the low property tax ($4,779 in 2025) and modest HOA dues ($245/month), the overall cost of ownership here comfortably beats renting a comparable unit in the neighborhood. Numerous major updates, including designer kitchen(2025), water heater (2023), new roof, furnace / air conditioning, and maintenance-free high efficiency Andersen windows (all in 2020), alleviate just about all other financial worries. Nothing about this home is generic; rather, it showcases exquisite detail, including elegant tray ceilings, refinished hardwood floors, fresh neutral paint throughout, and new carpeting in both spacious bedrooms. In-unit laundry and deeded / gated parking space included. Common amenities include a massive roof top deck with sweeping Chicago skyline views. Location undeniably second to none. This quiet nook on the outskirts of the vibrant Old Town entertainment district is 5 min. to Brown line Sedgwick stop, 10 min to Redline North / Clybourn, 20 min. to North Ave Beach, and everything in between! A block away, set in a backdrop of iconic Chicago skyline, brand new beautifully designed Chicago Park No. 598 at 1514 N. Larrabee, easily rivals a historic Oz park, featuring a playground, adult outdoor fitness area, running track, state-of-the- art dog park, and vast green spaces. An extra perk for this amazing location is permit street parking always and readily available. This unmatched synergy of value and premier location offered by this incredible condo simply cannot be replicated.

1407 N Mohawk Street Unit #1, Chicago

$459,000

2 Beds ⋅ 2 Baths ⋅ 12754467 MLS ⋅ NEW Status ⋅ Old Town Village East BLDG.

First 6 Months of HOA fees credited to the buyer at closing! Located in the heart of Old Town, this second-floor 2-bedroom, 2-bathroom condo sits back off a quiet, tree-lined street with a peaceful, park-like setting. Inside, hand-scraped engineered wood floors (installed 2021) run throughout, and large windows bring in tons of natural light along with treetop views. You'll find a gas fireplace, in-unit laundry, a private balcony, and ample storage. The kitchen is finished with stainless steel appliances, including a new refrigerator (2025), microwave (2026), and dishwasher (2021), granite countertops, and a breakfast bar. Both bedrooms are generously sized, and the primary suite includes his-and-her closets and an en-suite bath with dual sinks and granite counters. AC replaced in 2021, as well as the water heater 2021. The condo comes with an assigned, gated parking space, the most desirable spot in the building and closest to the entry, with easy access off the cobblestone drive, plus plenty of guest parking. The monthly assessment covers gigabit internet (Zentro Wireless), water, trash, landscaping, and snow removal. Set right in the center of Old Town, you're blocks from the bars and restaurants on Wells Street, with direct access from the rear entry, plus Seward Park, Lincoln Park and the Lincoln Park Zoo, and the lakefront. Public transportation is easy, with the Red, Purple, and Brown Lines and the #37 bus to the Loop right outside, and three grocery stores, Starbucks, and shopping are all close by. The building is legally designated non-smoking under the City of Chicago's Clean Air Ordinance.

1225 N Orleans Street Unit #602, Chicago

$400,000

2 Beds ⋅ 2 Baths ⋅ 12753518 MLS ⋅ NEW Status ⋅ Eliot House BLDG.

Welcome to The Eliot House at 1255 N. Sandburg Terrace, where modern city living meets casual neighborhood charm. This bright and airy 14th-floor corner residence offers approximately 1,100 square feet of thoughtfully designed living space, featuring two bedrooms and two bathrooms. This unit was fully rehabbed in 2019 thruout and has been lightly lived in as an into town since then. Large windows fill the residence with natural light and showcase sweeping north and west views of the Gold Coast, while a private balcony provides the perfect place to relax and enjoy stunning city views. The well-appointed kitchen includes a range, dishwasher, microwave, and refrigerator. Both generously sized bedrooms can accommodate king-size beds and offer large closets with ample storage. The Eliot House offers an impressive array of amenities, including a doorman, elevator, service elevator, rooftop deck, tennis court, below-ground pool, bike room, common storage, and on-site laundry facilities. Garage parking is available for lease. The building is pet-friendly, subject to restrictions, and has recently completed building updates. Ideally located near vibrant Wells Street, the property is just steps from exceptional shopping, dining, entertainment, and neighborhood conveniences. The unit is being sold fully furnished for no cost to buyer. If that's an issue it can be removed.

1255 N Sandburg Terrace Unit #1411, Chicago

$349,000

1 Beds ⋅ 1 Baths ⋅ 12748722 MLS ⋅ NEW Status

Charm and style define this lovely one-bedroom at 1455 N Sandburg. Professionally designed with classic herringbone hardwood floors, a newly updated kitchen with stone counters, wine storage, a center island with a custom butcher block top, and adjacent dining area. The ample living room features custom-built bookcases and storage, enhanced with traditional library lights, creating a rich ambience for new owner. The spacious bedroom features extensive custom details: newly designed built-in storage with custom sconces and textured wall covering to add richness to the overall design. The eastern-facing balcony brings nature inside with sunlight for flowers and plants and plenty of space for a cafe table and chairs. 1455 Sandburg is central to all transportation: buses, redline CTA, and on-site leased parking available.

1455 N Sandburg Terrace Unit #508, Chicago

$260,000

1 Beds ⋅ 1 Baths ⋅ 12754021 MLS ⋅ NEW Status

Welcome home to this beautifully fully renovated 1-bedroom, 1-bathroom condo in the heart of Old Town. Thoughtfully updated from top to bottom, this move-in-ready residence features modern finishes, an open and functional layout, and stunning lake views that provide the perfect backdrop to everyday living. The stylish kitchen boasts contemporary cabinetry, sleek countertops, stainless steel appliances, and quality finishes that seamlessly flow into the bright living and dining area. The spacious bedroom offers ample closet space, while the beautifully renovated bathroom showcases timeless finishes and attention to detail throughout. Enjoy breathtaking views of Lake Michigan from the comfort of your home, along with abundant natural light pouring through oversized windows. Ideally situated in one of Chicago's most sought-after neighborhoods, you'll be just steps from the lakefront, Lincoln Park, the beach, top-rated restaurants, boutique shopping, grocery stores, nightlife, public transportation, and everything Old Town has to offer. Whether you're a first-time buyer, looking for an in-town residence, or seeking a turnkey investment opportunity, this exceptional condo combines modern style, an unbeatable location, and spectacular views in one incredible package.

1360 N Sandburg Terrace Unit #2104C, Chicago

$480,000

2 Beds ⋅ 2 Baths ⋅ 12753995 MLS ⋅ NEW Status ⋅ Old Town Square BLDG.

Discover your dream urban retreat in the heart of Chicago's dynamic Old Town with this captivating top-floor, 2-bedroom, 2-bathroom sanctuary. Step into luxury as you enter this meticulously crafted residence boasting an updated kitchen, sleek hardwood flooring throughout the main living area, and the cozy ambiance of a gas fireplace. Embrace the serenity of your own private balcony with treetop and courtyard views, perfect for unwinding after a busy day in the city. Indulge in the comfort of the primary bedroom, featuring a spacious walk-in closet and an ensuite bathroom for ultimate relaxation. A generously sized second bedroom awaits, accompanied by another full bathroom steps away. Ascend to the common roof deck and be mesmerized by panoramic views of Chicago's iconic skyline, a breathtaking backdrop to your urban lifestyle. Your slice of heaven awaits just one floor above you. Don't miss the opportunity to make this gem your own and experience the epitome of city living in style. 2 parking spaces (tandem space, front to back) included!

301 W Goethe Street Unit #304C, Chicago

$319,900

1 Beds ⋅ 1 Baths ⋅ 12753898 MLS ⋅ NEW Status ⋅ Gold Coast Galleria BLDG.

Welcome to this stunning, fully renovated 1-bedroom, 1-bathroom condo perfectly situated on the border of Gold Coast and Old Town! This updated residence features breathtaking east-facing views, modern finishes, and a bright, open layout designed for effortless city living. Throughout the home, you'll find an expansive kitchen with island seating, ample closet space, an electric fireplace, and a stylishly renovated bathroom. The well maintained community offers an impressive array of amenities, including a 24-hour doorperson, outdoor swimming pools, pickleball courts, a rooftop deck showcasing spectacular skyline and lake views, and a lush, landscaped courtyard. The location is hard to beat being just a few blocks to Wells Street, Lincoln Park, the Lakefront, and Division St. Whether you're searching for your first home, a city retreat, or a move-in-ready investment, this exceptional condo delivers the perfect combination of style, convenience, and location. Don't miss the opportunity to call one of Chicago's most sought-after neighborhoods home! No rental cap, parking available for lease through the building.

1455 N Sandburg Terrace Unit #2306B, Chicago

$295,000

1 Beds ⋅ 1 Baths ⋅ 12736182 MLS ⋅ NEW Status

Ideally situated in the heart of Sandburg Village, this 1-bedroom residence at Cummings House offers comfortable city living with a private balcony and beautiful skyline and lake views. The northeast-facing home is filled with natural light and features hardwood floors throughout, an open-concept living area, and a kitchen with abundant cabinetry and a convenient breakfast bar with seating. The bedroom offers beautiful views, while the marble-tiled bathroom and fresh paint throughout give the home a clean, refreshed feel. Residents of Cummings House enjoy an impressive collection of full-service amenities, including an outdoor pool with cabanas, private tennis and pickleball courts, a rooftop deck with panoramic city views, doorman, 24-hour on-call maintenance, on-site garage parking, bike storage, laundry facilities, and a dedicated package and receiving room. Set near the Gold Coast, Old Town, and Lincoln Park, this location puts some of Chicago's best dining, shopping, entertainment, and outdoor recreation within easy reach. North Avenue Beach and the lakefront paths are nearby. Enjoy restaurants such as Small Cheval, Happy Camper, and the 3 Arts Club along with the Chicago History Museum, Second City, and Zanies for entertainment. Your neighborhood grocery options include Fresh Market, Aldi, and Potash Market. Convenient access to the Red and Brown Lines, as well as Clark and LaSalle bus routes, makes getting around the city effortless. Enjoy the best of city living from this beautiful home in one of Chicago's most established residential communities.

1360 N Sandburg Terrace Unit #1106C, Chicago

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