Old Town Homes with Condo Style

Old Town Homes with Condo Style

Old Town, located in the heart of Chicago, Illinois, is a vibrant and historic neighborhood that offers a unique blend of charm, culture, and convenience. Situated in Cook County, Old Town is known for its beautiful tree-lined streets, well-preserved Victorian architecture, and a lively atmosphere that caters to residents of all ages.

One of the standout features of Old Town is its abundance of homes with condo-style living. These properties provide a perfect balance of privacy, comfort, and community. Whether you're a first-time homebuyer, a young professional, or an empty nester looking to downsize, Old Town offers a range of condo options to suit your needs.

Living in a condo in Old Town means enjoying the perks of low-maintenance living. With amenities like fitness centers, swimming pools, and 24-hour security, you can focus on enjoying your life without worrying about the hassles of property upkeep. Plus, many condos in Old Town boast stunning views of the city skyline or the picturesque lakefront, allowing residents to soak in the beauty of their surroundings.

In addition to the convenience of condo living, Old Town offers a wealth of entertainment options just steps away from your doorstep. From renowned theaters and comedy clubs to trendy boutiques and world-class restaurants, there's never a shortage of things to do in this vibrant neighborhood.

If you're looking for a place that combines historic charm, modern convenience, and a lively atmosphere, Old Town in Chicago is the perfect neighborhood to call home. With its homes featuring condo-style living, you can enjoy the best of both worlds – a cozy sanctuary and a bustling community right at your fingertips.

Newest Old Town Homes with Condo Style

$395,000
2 Beds ⋅ 1 Baths ⋅ 12712810 MLS ⋅ NEW Status

1455 N Sandburg Terrace Unit #2009, Chicago
$680,000
3 Beds ⋅ 2 Baths ⋅ 12700297 MLS ⋅ ACTIVE 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
$750,000
2 Beds ⋅ 2 Baths ⋅ 12686934 MLS ⋅ ACTIVE Status
Welcome home to this sun-drenched 2-bedroom, 2-bathroom condo in a boutique elevator building in the heart of Old Town. South-facing windows and soaring ceilings flood the space with natural light, starting with an wide formal foyer finished with custom wall treatments. The updated white kitchen features granite countertops, a tile backsplash, under-cabinet lighting, and a generous peninsula perfect for casual dining-plus a new stove, refrigerator, and dishwasher installed in 2023. It flows seamlessly into an expansive living and dining room anchored by a gas fireplace, and out to a south-facing balcony with sweeping city views, ideal for morning coffee or evening drinks. The primary suite is a true showstopper: at 19 feet wide, it rivals bedrooms in single-family homes, complete with a custom walk-in closet and a spa-like marble bath featuring double sinks, a separate shower and tub, and a linen closet. The second bedroom, also south-facing, is equally gracious, and a well-appointed hall bath rounds out the layout. Both bedrooms have newer carpeting, installed in 2024. Additional highlights include 8-inch wide-plank wood floors, abundant custom closet storage throughout, an in-unit stackable washer/dryer, and a Nest thermostat. A storage unit and heated garage spot #G-16 are included. This well-managed, pet-friendly (max of 3 pets) brick building added a new video doorbell security system. Enjoy an unbeatable location just steps from shopping, restaurants, the lake, and the park. Rentals permitted with a minimum 1-year lease. Monthly HOA: $676.36 ($637.95 / unit & $38.78 / parking) & 2024 Taxes: $14,083.56 w/no exemptions ($13,276.74 /unit & $806.82 / garage parking)

1429 N Wells Street Unit #502, Chicago
$275,000
2 Beds ⋅ 1 Baths ⋅ 12701664 MLS ⋅ ACTIVE Status
Sun- Filled, South Facing 2 Bedroom with views of the City and Courtyard. Features impressive hardwood floors, a modern kitchen with granite counters and breakfast bar, New Oven/Range, and New Bedroom Carpeting. An array of Amenities include: 24-hour Door Person, Elevator, Rooftop, Exercise Room, Health Club, 2 Swimming Pools and Sundeck. Rental Garage parking space available. On site Laundry Facilities, Tennis Courts and Bike Room included. This location is an excellent choice for residing in the Old Town Gold Coast Area and steps away from the Lakefront, Lincoln Park, Dining, Shopping, and Public Transportation. Sandburg Village presents a wonderful opportunity to experience the City of Chicago at its finest.

1460 N Sandburg Terrace Unit #803A, Chicago
$340,000
1 Beds ⋅ 1 Baths ⋅ 12697701 MLS ⋅ ACTIVE Status

1560 N Sandburg Terrace Unit #2708J, Chicago
$285,000
1 Beds ⋅ 1 Baths ⋅ 12654505 MLS ⋅ ACTIVE Status ⋅ Sandburg Village BLDG.
Welcome home to this updated south facing condo with sweeping skyline city views from this high floor condo in Old Town. Nothing to do but move in and enjoy city living! This location cannot be beat, Lincoln Park, Wells Street, North Avenue Beach and Michigan Avenue are all right outside your front door. Features include an open kitchen floorplan with extra wide layout, new flooring and fresh paint throughout, granite countertops, stainless steel appliances, and an oversized bedroom that easily fits a king size bed. Built-in 1962, Alcott House is pet friendly and offers 24/7 Doorstaff, on-site management and engineering staff, common laundry, sundeck, fitness center, new hallways, bike room, receiving room and a beautiful sophisticated lobby to welcome you home. Sandburg Village offers two pools and private tennis courts for a small additional yearly fee. Rental parking is available with a wait list, check SpotHero for other nearby options. Sorry, in unit laudry is not permitted. Book your private viewing today. don't miss out on this fantastic opportunity!

1460 N Sandburg Terrace Unit #2303A, Chicago
$347,900
1 Beds ⋅ 1 Baths ⋅ 12696244 MLS ⋅ ACTIVE Status ⋅ Gold Coast Galleria BLDG.
Welcome to this immaculate, fully renovated 1-bedroom, 1-bathroom condo in the heart of Old Town! This stunning residence offers breathtaking views, modern finishes, and a bright, open layout designed for comfortable city living. Perfectly situated just steps from the lake, parks, restaurants, shopping, and public transportation, you'll enjoy the best of everything Old Town has to offer right outside your door. This beautifully maintained, full-amenity building features a 24-hour doorperson, outdoor swimming pools, pickleball courts, a rooftop deck with spectacular skyline and lake views, and a beautifully landscaped courtyard that's perfect for relaxing or walking your dog. Whether you're looking for your first home, a city retreat, or a move-in-ready investment, this exceptional condo offers the perfect blend of luxury, convenience, and lifestyle. Don't miss your opportunity to own a piece of one of Chicago's most sought-after neighborhoods!

1455 N Sandburg Terrace Unit #2306B, Chicago
$815,000
3 Beds ⋅ 3 Baths ⋅ 12687381 MLS ⋅ ACTIVE Status ⋅ Cleveland Court BLDG.
Rarely available and beautifully updated, this sun-drenched exterior townhome in sought-after Cleveland Court offers the perfect blend of space, style, and an unbeatable Old Town location. Overlooking picturesque, tree-lined Blackhawk Street, the home is filled with natural light from four expansive bay windows and features a wide floor plan, soaring ceilings, and newer hardwood floors throughout. Designed for both everyday living and effortless entertaining, the penthouse level boasts a dry bar and an expanded private cedar rooftop deck where you can enjoy Chicago skyline views. The bright and spacious main living level showcases floor-to-ceiling windows, a generous living room with custom remodeled cabinetry surrounding the gas fireplace, a dedicated dining area large enough for hosting family and friends, and an additional flex space ideal for a sitting area or play space. The well-appointed kitchen features maple cabinetry, granite countertops, a breakfast bar, and premium Bosch, Fulgor, and GE Profile appliances, including a new range (2025) and oven (2023). The redesigned bedroom level offers a true retreat, featuring a spacious primary suite with a beautifully remodeled ensuite bath and professionally organized closets. A second bedroom, full bath, private office with French doors, and a cozy den provide exceptional flexibility for today's lifestyle. On the entry level, a true third bedroom with an ensuite bath offers endless possibilities as a guest suite, family room, game room, or private retreat. Additional highlights include all new Pella windows and window treatments (2024) throughout, new HVAC (2024), a dedicated laundry/utility room with side-by-side washer and dryer, an attached one-car garage, and a second parking space on the apron. Step outside and enjoy one of Chicago's most desirable neighborhoods. Just moments from Wells Street's renowned restaurants and boutiques, the Sedgwick Brown Line station, parks, beaches, NewCity, and the Clybourn Corridor, this exceptional home places the very best of Old Town, Lincoln Park, and the Gold Coast at your doorstep. Move-in ready, meticulously maintained, and rarely available-this is the one you've been waiting for. Schedule your private showing today before this exceptional opportunity is gone.

453 W Blackhawk Street, Chicago
$1,290,000
3 Beds ⋅ 4 Baths ⋅ 12686756 MLS ⋅ ACTIVE Status
This 2400 square foot 3 bed, 3 1/2 bedroom condo located in a four-unit extra-wide building tucked back on a deep leafy lot, offers quiet luxury in a prime Old Town location, just steps from Lincoln Park. Built in 2008, with one residence per floor and exquisite attention to classic detail, this solid masonry home has the solid bones one would expect to find in vintage buildings - while offering all the advantages of modern construction. Features include exclusive elevator access to the unit, wide-plank hardwood floors, 9 foot ceilings, crown moldings and a wood burning fireplace with gas starter. This home also boasts 3 en-suite bedrooms with custom closets; including a primary suite with his-and-hers walk in closets and a huge primary bathroom with double sinks, whirlpool tub and oversized shower. The open kitchen is a cook's dream, with loads of storage space, high end appliances and a large breakfast bar. An amply sized laundry room with new side-by side he washer and dryer and a private back terrace perched amongst old growth trees, complete the serene, homey ambiance. One attached garage space (accessed from a heated driveway) included. Located within walking distance of Latin School and Lincoln Park. Just steps from the best dining, shopping, theaters and beaches Old Town, Gold Coast and Lincoln Park have to offer. Professionally managed. Pets of all sizes welcome! Note the low assessments!

1418 N Lasalle Drive Unit #3, Chicago
$275,000
1 Beds ⋅ 1 Baths ⋅ 12673717 MLS ⋅ ACTIVE Status
Spectacular city views await from this desirable corner unit! This spacious 1-bedroom, 1-bath home offers an open layout, abundant natural light, and a private balcony ideal for enjoying the skyline or hosting guests. The expansive living and dining area provides flexible space for everyday living and entertaining. Residents enjoy full-service amenities including a 24-hour door staff, fitness center, and on-site laundry. Ideally located near public transportation, shopping, dining, and nightlife, with an indoor garage parking space included for added convenience.

1212 N Lasalle Street Unit #2410, Chicago
$275,000
1 Beds ⋅ 1 Baths ⋅ 12661908 MLS ⋅ ACTIVE Status
Welcome to Unit 2406 at 1255 N. Sandburg Terrace, a bright and inviting residence that combines comfortable living with one of Chicago's most desirable locations. Perched on the 24th floor, this home features expansive windows that bring in abundant natural light and frame impressive city views. The elevated vantage point creates an open, airy atmosphere throughout the home, offering a dynamic backdrop from sunrise to sunset. The thoughtfully designed layout maximizes both comfort and functionality. The spacious living area provides flexibility for relaxing, working from home, or entertaining guests, while the kitchen flows seamlessly into the main living space. The generously sized bedroom offers a peaceful retreat above the city, complemented by ample closet space and practical storage throughout. Located in the heart of Sandburg Village, residents enjoy an exceptional lifestyle with easy access to everything that makes Chicago special. Just moments from Lake Michigan, Oak Street Beach, North Avenue Beach, and the lakefront trail, outdoor recreation is always within reach. The Gold Coast, Old Town, and Lincoln Park are all nearby, placing some of the city's best restaurants, cafes, boutiques, grocery stores, and entertainment options just steps from your door. With abundant natural light, sweeping city views, exceptional walkability, and convenient access to Chicago's lakefront, Unit 2406 offers an outstanding opportunity to enjoy city living at its best. There are two parking spaces that can be leased with this unit.

1255 N Sandburg Terrace Unit #2406, Chicago
$349,000
2 Beds ⋅ 1 Baths ⋅ 12663994 MLS ⋅ ACTIVE Status
Welcome to Sandburg Village, one of Chicago's premier residential communities in the heart of the Gold Coast. This beautifully maintained 2-bedroom, 1-bath condominium offers an exceptional blend of comfort, style, and convenience in the heart of the city. The residence features engineered hardwood flooring throughout, a well-appointed kitchen with stainless steel GE appliances and tile flooring, and a private balcony showcasing impressive city views. The thoughtfully designed layout provides both functionality and a welcoming living environment. Residents enjoy a full suite of amenities, including a rooftop deck with panoramic skyline views, 24-hour door staff, shared laundry facilities, elevator and a private storage unit measuring approximately 3' x 4'. Ideally situated near shopping, dining, public transportation, and neighborhood attractions, this home presents an outstanding opportunity to experience the best of urban living in the highly sought-after Sandburg Village community.

1355 N Sandburg Terrace Unit #1601D, Chicago
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