Old Town Real Estate

Old Town Real Estate

Welcome to Old Town, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and eclectic charm, Old Town is a unique blend of old-world architecture and contemporary living that captivates residents and visitors alike. Once a hub for the city's German immigrants in the 19th century, this area has transformed into a lively community that celebrates its heritage while embracing modernity.

Strolling through Old Town, you'll be enchanted by the picturesque tree-lined streets and beautifully preserved Victorian-era buildings. The iconic St. Michael's Church stands as a testament to the neighborhood's historical roots, while trendy boutiques, art galleries, and cozy cafes line the bustling avenues. The area is also home to the renowned Second City comedy club, where laughter and creativity thrive, making it a cultural hotspot for entertainment enthusiasts.

Old Town is not just a feast for the eyes; it’s also a haven for food lovers. With an array of dining options, from upscale restaurants to charming bistros, there’s something to satisfy every palate. The weekly farmers' market is a must-visit, offering fresh produce and artisanal goods that showcase the local flavor.

Families will appreciate the close-knit community feel, excellent schools, and nearby parks that provide ample green space for outdoor activities. With easy access to public transportation, Old Town is just a stone's throw away from downtown Chicago, offering the perfect balance of urban convenience and suburban tranquility.

Whether you’re looking to buy a home or simply explore, Old Town is a neighborhood that invites you to experience its warmth and character. Come discover why so many have chosen to call this charming enclave their home!

Newest Listings in Old Town

$299,000
1 Beds ⋅ 1 Baths ⋅ 12772037 MLS ⋅ NEW Status ⋅ Alcott House BLDG.
Beautiful sun-filled one-bedroom condo in the sought-after Alcott House with incredible views! This inviting home boasts hardwood floors and an updated kitchen complete with stainless steel appliances, quartz countertops, and an abundance of storage. The open-concept layout seamlessly connects the kitchen to the spacious living room. The generously sized bedroom easily fits a king-size bed with a built-in desk, ideal for working from home. Large closets plus an additional storage locker in the building. Alcott House offers a full suite of amenities, including a doorperson, a rooftop sundeck with panoramic views, a package receiving room, and optional access (for additional fees) to a fitness center, two pools, pickleball and tennis courts, and a bike room. Assessments include heat, high speed internet & cable, storage locker. No Rental Cap, investor friendly. Perfect location Old Town/Gold Coast amenities including North Avenue Beach, Michigan Avenue shopping & dining, steps to Lake Michigan and Lincoln Park zoo. Abundant public transportation ...the Red Line and several bus lines to the loop and the financial district.

1460 N Sandburg Terrace Unit #1110, Chicago
$319,900
1 Beds ⋅ 1 Baths ⋅ 12770548 MLS ⋅ NEW Status
Sought after high floor facing east with nice views to the north & south as well. Nice layout. Great natural light from large windows. Huge balcony. Pass through kitchen. Easy to show.

1560 N Sandburg Terrace Unit #2808J, Chicago
$385,000
2 Beds ⋅ 1 Baths ⋅ 12764375 MLS ⋅ NEW Status ⋅ Old Town Square BLDG.
This beautifully maintained home features hardwood flooring throughout and a cozy wood-burning gas fireplace in the living room. The open kitchen is a standout, with granite countertops, an undermounted sink, and a stylish backsplash. In-unit washer/dryer and organized closets add everyday convenience. A tandem exterior parking space is included, along with an outdoor area perfect for grilling or relaxing and a common roof deck. This Old Town gem is set in a private gated courtyard right across from a park. This home offers the best of Old Town living - minutes from shops, restaurants, grocery stores, and much more.

301A W Goethe Street Unit #201, Chicago
$599,000
2 Beds ⋅ 2 Baths ⋅ 12712603 MLS ⋅ ACTIVE Status
Experience elevated city living in this exceptional designer corner penthouse, ideally situated in one of Old Town's most sought-after residential buildings - The Venetian. This stunning 2BR/2BA + Den is located in the heart of Old Town. It offers unbelievable southern & western skyline views from the open living/dining rooms which open to your wrap around balcony. It is an entertainers dream! Adorned with Brazilian cherrywood flooring, the home boasts soaring 11-foot ceilings which give the space a grandness that truly set it apart. The primary suite has both northern and western exposure with beautiful views of Lake Michigan. It features a massive walk-in closet with custom built in's and a large marble bathroom with dual vanity & shower/tub combo. The 2nd bedroom also features lake views as well as a large closet with built in's. There is also a large partially enclosed den that functions as a great office/flex space. The building has a top notch fitness center, rooftop deck, beautiful garden terrace, and 24 hour door person. Heated deeded garage parking for Additional $30k.

230 W Division Street Unit #1501, Chicago
$759,900
3 Beds ⋅ 2 Baths ⋅ 12751067 MLS ⋅ ACTIVE Status
WELL DESIGNED AND OVERSIZED THREE BEDROOM CONDO IN OLD TOWN OFFERS A SPACIOUS AND FUNCTIONAL FLOORPLAN. THIRD FLOOR UNIT WITH TREE LINED VIEWS AND GREAT NATURAL LIGHT. UPDATED KITCHEN WITH WHITE CABINETRY, MARBLE COUNTERTOPS AND BACKSPLASH, FISHER & PAYKEL APPLIANCES, AND ISLAND WITH BREAKFAST BAR. LARGE LIVING ROOM WITH GREAT WINDOWS, GAS FIREPLACE WITH TRAVERTINE SURROUND, AND SEPARATE DINING AREA. XL PRIMARY SUITE WITH WALK-IN CLOSET, MARBLE BATH WITH DUAL SINK VANITY, AND ACCESS TO REAR DECK. SPACIOUS SECONDARY BEDROOMS AND RENOVATED FULL BATH WITH WALK-IN STEAM SHOWER. SIDE BY SIDE LAUNDRY. THIS UNIT FEATURES HARDWOOD FLOORING THROUGHOUT, CUSTOM TRIM WORK, CROWN MOLDING, WAINSCOTING, RECESSED LIGHTING, 9' CEILINGS, AND GENEROUS STORAGE THROUGHOUT. PRIVATE ROOF DECK WITH PERGOLA, BUILT-IN DINING TABLE, AND VIEWS OF OLD TOWN. GARAGE PARKING INCLUDED. WALKABLE TO WELLS ST, LINCOLN PARK, TRANSPORTATION, AND MORE.

1547 N Hudson Avenue Unit #3, Chicago
$325,000
2 Beds ⋅ 1 Baths ⋅ 12764239 MLS ⋅ ACTIVE Status
Live where the skyline meets the lake in this corner 2-bedroom, 1-bathroom residence in the heart of Sandburg Village. Flooded with natural light, the home features hardwood floors and an open-concept kitchen-complete with stainless steel appliances, a range hood, granite countertops, sleek cabinetry, a wine chiller, and a spacious breakfast bar. The floor plan flows into a vibrant living area framed by breathtaking, panoramic city views. Step out onto your private balcony to enjoy your morning coffee or an evening cocktail watching the sunset. Designed with a thoughtful split-bedroom layout, the home offers generous room sizes and storage, including a primary bedroom with custom built-ins and a secondary bedroom with a Murphy bed! Building & Neighborhood Amenities: 24-hour door staff, fitness center, tennis courts, outdoor pools, on-site laundry, and a rooftop deck with jaw-dropping views of the lake and skyline. Parking & Storage: Additional storage included; heated garage parking available for lease. The Location: Unbeatable Gold Coast/Old Town border. Minutes from North Avenue Beach, Lincoln Park, the lakefront, CTA transit, and world-class dining, nightlife, and shopping.

1355 N Sandburg Terrace Unit #1801D, Chicago
$255,000
1 Beds ⋅ 1 Baths ⋅ 12761332 MLS ⋅ ACTIVE Status
Step inside to this recently refreshed condo nestled in between two of Chicago's best neighborhoods: Gold Cost and Old Town. Upon entry you will be greeted with newly installed vinyl plank flooring, updated light fixtures and fresh paint throughout. This west-facing unit offers a quiet courtyard view, abundant natural light, and a functional open-concept living space with a thoughtfully finished kitchen featuring granite countertops, modern oak cabinetry, and stainless steel appliances. The living area comfortably fits both living and dining furniture, extending seamlessly to a private balcony. The spacious bedroom easily accommodates a king-size bed, with two generous closets. Storage abounds throughout, including a massive walk-in hall closet, coat closet, linen closet, and an additional storage cage on premise. Kilmer House residents enjoy full-service amenities including a doorman, attached heated garage parking, outdoor pool, tennis courts, and a fitness center. This location offers walkable access to Lake Michigan, the Magnificent Mile, Lincoln Park Zoo, and the dining, shopping, and nightlife of both neighborhoods - all without the premium price tag typically attached to Gold Coast addresses. Multiple bus lines and easy access to the Red, Brown, and Purple CTA lines make this location as convenient as it is desirable.

1555 N Sandburg Terrace Unit #209K, Chicago
$259,000
1 Beds ⋅ 1 Baths ⋅ 12763500 MLS ⋅ PRICE CHANGE Status
Gorgeous skyline views from this SOUTH-FACING 25th floor condo at the LaSalle Private Residences! New beautiful wood flooring throughout. Very efficiently laid out space that works great for working from home and/or commuting with the convenient CTA options right outside the door. Modern kitchen has rifted white oak cabinets with espresso finish, open shelving with accent lighting, and beautiful granite countertops. Large bedroom space with French doors has room for a desk and dresser. Great closet/storage space throughout the unit. Private south facing balcony looking directly at Chicago's beautiful skyline - gas grills allowed! Unbeatable Old Town/Gold Coast location - steps to Wells St, Division, and Oak/Rush. Red Line and LaSalle bus right outside the door - quick walk/jog to lake front path. Building has a welcoming circle drive for easy pick-ups/drop-offs and deliveries. 24/7 door staff and abundant gym. All utilities included except electricity. Fully-equipped gym right in the building. Healthy association reserves. Rentals are allowed & prime deeded garage parking spot included in price. HOA for unit is $649 & for parking spot $83.

1212 N Lasalle Street Unit #2505, Chicago
$320,000
1 Beds ⋅ 1 Baths ⋅ 12735031 MLS ⋅ ACTIVE Status ⋅ Sandburg Village BLDG.
Experience elevated city living at Kilmer House in this sun-drenched one-bedroom condo, ideally positioned between Old Town and Gold Coast. This east-facing unit offers picturesque treetop views, abundant natural light, and a stylish open-concept living space. Inside, you'll find updated vinyl floors throughout, refreshed bathroom finishes, and a thoughtfully finished kitchen featuring granite countertops, modern cabinetry, and stainless steel appliances. The living area comfortably fits both living and dining space, extending seamlessly to a private balcony with stunning treetop views. The spacious bedroom easily accommodates a king-size bed, with two generous closets and a built-in desk for added functionality. Storage abounds throughout, including a massive walk-in hall closet, coat closet, linen closet, and an additional storage cage on the same floor. Kilmer House residents enjoy full-service amenities including a doorman, attached heated garage parking, outdoor pool, tennis courts, and a fitness center. This location offers walkable access to Lake Michigan, the Magnificent Mile, Lincoln Park Zoo, and the dining, shopping, and nightlife of both neighborhoods - all without the premium price tag typically attached to Gold Coast addresses. Multiple bus lines and easy access to the Red, Brown, and Purple CTA lines make this location as convenient as it is desirable.

1555 N Sandburg Terrace Unit #512K, Chicago
$409,995
2 Beds ⋅ 1 Baths ⋅ 12754964 MLS ⋅ ACTIVE Status
Some homes are defined by what is inside. Others are defined by what lies beyond the windows. At 1355 N Sandburg Terrace #2801, you get both. Set high above one of Chicago's most desirable urban neighborhoods, this two-bedroom corner residence has been completely reimagined with a 2026 gut renovation, creating a fresh, contemporary home surrounded by extraordinary south and west views. Walk into the living space and the city immediately becomes part of the design. Expansive corner windows capture abundant natural light while showcasing a sweeping panorama of Chicago architecture. The warm flooring and clean white palette keep the interior understated, allowing the views to remain the star. As afternoon becomes evening, the home's western exposure takes over. Step onto the private balcony, settle in with a glass of wine and watch the city transition into sunset. It's outdoor space with a distinctly Chicago point of view. Inside, the newly redesigned kitchen combines form and function. Crisp white upper cabinetry is complemented by warm wood-toned lower cabinets, quartz countertops, tile backsplash, contrasting hardware and all-new Bosch appliances. Breakfast seating creates an easy gathering spot that keeps the kitchen connected to the living space. The renovation continues throughout with new flooring, doors and lighting. The redesigned bathroom takes a clean, contemporary approach with a new vanity and glass-enclosed walk-in shower. Storage, often the compromise in high-rise living,is another standout. The primary bedroom includes a true walk-in closet equipped with modular organizers, while the foyer offers two additional large organized coat closets. A separate storage locker provides even more room. Beyond the residence, doorman service adds everyday convenience, rental parking is available, and pool, tennis and pickleball facilities are offered for an additional fee. Then there is the neighborhood. Positioned at the intersection of the Gold Coast and Old Town lifestyle, #2801 puts Chicago outside your front door. Spend mornings walking toward the lake or Lincoln Park, browse Green City Market, meet friends for dinner along Wells Street, or simply explore the restaurants, cafes and shopping that make this part of the city so desirable. Nearby grocery options include Jewel-Osco and The Fresh Market, while convenient access to CTA Red and Brown Line trains and Clark and LaSalle buses makes getting around the city easy. Yet perhaps the best reason to come home is the simplest. Twenty-eight floors above Chicago, the view is waiting.

1355 N Sandburg Terrace Unit #2801D, Chicago
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 12762102 MLS ⋅ ACTIVE Status
Step into refined city living with this stunning FEE-SIMPLE, NO ASSESSMENTS rowhouse in the heart of Gold Coast. Sandburg Terrace is a historic planned community that is thriving with opportunities for swimming, tennis, and luxury gym (FFC Gold Coast). Thoughtfully re-imagined and designed with European-inspired architecture, this home was remodeled to the studs to include floor-to-ceiling windows and doors that flood the interior with natural light and showcase beautiful city and garden views. MAIN LEVEL: The expansive open-concept living space includes a sleek chef's kitchen with high-end Thermador appliances and walls of custom cabinetry. A custom resin central island designed by Richlite takes center stage, while the deep farm sink includes a reverse osmosis filtering system that produces instant hot and cold water. A 9.5' glass door provides access to a 20'x20' patio, shaded by a gorgeous birch tree and adorned with a beautiful water fountain. A king bedroom with beautiful acoustic wood accents and re-imagined full bathroom with heated floors complete the main level. LOWER LEVEL: The renovation was designed so the lower level walk-out space could be self-contained for teens, in-laws, or a live-in nanny, complete with a king bedroom, a full bathroom and a kitchenette. The stylish family room downstairs and the full bathroom have radiant floor heating. Step outside to a secondary private backyard with a private outdoor hot tub and ample lounge space for gatherings under a beautiful, natural green canopy formed by the mature birch tree. A king bedroom with loft ceilings and a laundry/mechanical room complete the lower level. UPPER LEVEL: Three extra large bedrooms that can easily fit king beds, each with beautiful garden views. The master bedroom has a spa-like en-suite bathroom featuring contemporary finishes and double vanity. The two other bedrooms share the other full bath. A second, brand new laundry-room is located in the hallway, complete with shelving. With tons of storage throughout the house, the layout balances comfort and sophistication. Prime Gold Coast location near the lake, Magnificent Mile and Latin School. Garage parking available for 300/month. Listing realtor has an ownership interest in the property.

1319 N Sandburg Terrace, Chicago
$534,900
2 Beds ⋅ 2 Baths ⋅ 12761116 MLS ⋅ ACTIVE Status
Presenting this spectacular brand new gut renovated rare two bedroom two bathroom, corner unit with balcony on the 27th floor of Cummings House. Be the first to live in this unit with a modern open floor-plan that takes advantage of the wide open views across the city and lake. The workmanship and finishes are to the highest standards. Central to the unit is the open chef's kitchen where you can enjoy cooking and entertaining while taking in the stunning views.The custom cabinets are white gloss flat panel with black accent hardware, under-cabinet LED lighting. Quartz counters and a large island with waterfall edge and breakfast bar. High end appliances - French-door refrigerator, Bosch panel dishwasher, Sharp microwave drawer, slide-in range. Finished with black/gold lighting and new recessed led lights. The kitchen flows into the dining area which has a matching white gloss flat panel built-in credenza with additional cabinet storage. The open spacious living room has two full exposures of windows creating a bright airy feel. The large balcony has sliding doors from the living room to provide the perfect outdoor extension of the living space, relax enjoying a lake breeze with lake views to the east, city skyline to the south and beautiful sunsets to the west. The floor plan provides for a split layout of the two bedrooms and bathrooms. The bedrooms are both very spacious and have professionally organized closets with automated lights, recessed LED lighting overs the beds, they also have space to accommodate a desk area. The bathrooms are fully rehabbed- new walk-in shower with rain head and body sprays, sliding glass door, fully tiled in contemporary style, new vanity with quartz top, finished with black/gold accented fixtures, hardware, large mirror & lighting. Throughout the unit there are new wide plank light wood color floors, new electrical, new plumbing, new recessed led lighting. Painted throughout with contemporary soft color palette. There is plenty of storage in the unit, all professionally organized, also a storage cage is included in the building. Cummings House is a well run building with good reserves, many recent major updates completed including new elevators and renovated hallways & laundry room, facade restoration. There's a rooftop sundeck, 24 hour door staff, maintenance & management are onsite. Monthly assessment includes heat, TV cable and high speed (1GB) internet service (everything except electricity). Leased parking in attached parking garage currently has a waitlist. Sandburg Village amenities include 2 outdoor pools & sundecks, tennis courts, hospitality rooms- (some additional fees) The landscaped courtyards, play lot, commercial facilities provide a welcoming community environment. Highly desirable location, convenient for transportation - 1 block to train/subway, buses at door, access to Lake Shore Dr, bike path. Nestled between Gold Coast / Old Town, close to downtown, Lincoln Park. Enjoy all attractions of the neighborhood - restaurants, nightlife, shopping, new Jewel, Lakefront trail, beach, Investor friendly building (no rental cap, no Airbnb) Pets allowed.

1360 N Sandburg Terrace Unit #2701C, Chicago
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