Search Old Town Homes and Condos For Sale

Homes for Sale in Old Town Chicago: A Historic and Lively Neighborhood

Old Town, located on the Near North Side of Chicago, is one of the city’s most charming and historically rich neighborhoods. Known for its beautifully preserved Victorian architecture, tree-lined streets, and vibrant nightlife, Old Town offers a unique blend of old-world charm and modern urban living. Whether you're seeking a classic rowhouse, a luxury condo, or a spacious single-family home, Old Town provides a wide variety of housing options for homebuyers.

Why Buy in Old Town Chicago?

Old Town offers an unparalleled blend of history, culture, and modern convenience. It’s a neighborhood known for its character, with iconic landmarks such as the Second City comedy club and the historic St. Michael’s Church, one of the few structures to survive the Great Chicago Fire. The area boasts a walkable, vibrant atmosphere, with local shops, restaurants, and entertainment venues just steps away from most residences.

Old Town’s central location makes it an ideal neighborhood for those who want easy access to the heart of Chicago while still enjoying a tight-knit community feel. Located just minutes from downtown, the Magnificent Mile, and the lakefront, Old Town offers the perfect balance of city living with a charming, residential vibe.

Types of Homes for Sale in Old Town Chicago

  • Single-Family Homes: Old Town is known for its stunning historic homes, many of which are classic brick rowhouses and Victorian-era buildings. These single-family homes often feature beautiful architectural details, spacious interiors, and private backyards or courtyards, making them ideal for families or anyone who appreciates historic charm.
  • Condos & Townhomes: Old Town’s real estate market includes a variety of modern condos and townhomes that offer all the amenities of contemporary city living. Many newer developments feature rooftop terraces, fitness centers, and secure parking, providing a low-maintenance lifestyle in one of Chicago’s most desirable areas.
  • Multi-Unit Buildings: Old Town is also home to a number of multi-unit buildings, including vintage three-flats and modern apartment buildings. For investors, these properties offer excellent opportunities to generate rental income in a neighborhood with high demand.

Living in Old Town: Culture, Entertainment, and Convenience

Old Town is a neighborhood that offers something for everyone. Whether you're a history buff, a foodie, or a lover of the arts, Old Town’s vibrant culture is sure to impress. The neighborhood’s history is visible everywhere, from the iconic Old Town Triangle Historic District to the preserved architecture that gives the area its unique character.

Old Town is home to some of Chicago’s best entertainment, with iconic venues like the Second City comedy club and Zanies Comedy Club offering nightly performances that attract both locals and tourists. Dining options in Old Town range from classic Chicago pizzerias to upscale restaurants and trendy cocktail lounges, ensuring that residents have plenty of options for a night out.

For those who enjoy the outdoors, Old Town’s proximity to Lincoln Park and the lakefront provides easy access to green spaces, walking trails, and beaches. The neighborhood is also known for its festivals, such as the annual Wells Street Art Festival, which draws crowds from all over the city.

Explore Nearby Neighborhoods

  • Lincoln Park: Just north of Old Town, Lincoln Park offers an expansive park with a zoo, nature museum, and conservatory, as well as upscale dining and boutique shopping.
  • Gold Coast: To the east of Old Town, the Gold Coast is known for its luxury high-rises, historic mansions, and proximity to Chicago’s finest dining and shopping along the Magnificent Mile.
  • River North: South of Old Town, River North is known for its vibrant nightlife, world-class galleries, and trendy restaurants, making it a favorite spot for young professionals and art enthusiasts.

Start Your Home Search in Old Town Chicago

Whether you’re looking for a historic home with character, a modern condo with city views, or an investment property with strong rental potential, Old Town offers a diverse range of real estate options. With its rich history, vibrant entertainment scene, and unbeatable location, Old Town is one of Chicago’s most sought-after neighborhoods.

Start exploring homes for sale in Old Town Chicago today and discover why this historic neighborhood continues to charm residents and visitors alike.

Latest Old Town condos & homes for sale

1445 N Mohawk Street Unit #2, Chicago
$799,900
3 Beds ⋅ 3 Baths ⋅ 12793719 MLS ⋅ NEW Status
Experience the comfort and space of a single-family home in this expansive Old Town duplex, offering approximately 2,000 square feet of interior living space plus 350 square feet of private outdoor areas. Nestled within a charming, classic Chicago brick building, this exceptional residence combines timeless character with modern convenience. The thoughtfully designed floor plan features soaring ceilings, oversized windows, hardwood floors, and all bedrooms conveniently situated on the upper level. The main living area provides exceptional flexibility with multiple gathering spaces, including a spacious living room, dedicated office or den area, breakfast nook, and an impressive formal dining room. From here, step out onto a large private deck ideal for outdoor dining, entertaining, grilling, or simply relaxing. The kitchen is equipped with abundant cabinetry, granite countertops, and stainless steel appliances. Upstairs, the generous primary suite offers a luxurious en-suite bath complete with dual vanities, a glass-enclosed shower, and a deep soaking tub. The bedroom also opens to a sun-filled private deck with attractive city views. A secondary bedroom features an adjoining bonus room that can easily serve as a walk-in closet, home office, study space, or playroom. An additional bedroom and full bath complete the upper level. Ample closet space and a dedicated utility room provide outstanding storage throughout. Located on a picturesque, tree-lined block of Mohawk Street surrounded by multi-million-dollar homes, this residence also benefits from permit parking. Enjoy easy access to the Brown and Red Line trains, the vibrant restaurants and shops of Old Town, and the nearby Clybourn Corridor-all just moments from your doorstep.

1445 N Mohawk Street Unit #2, Chicago

1823 N Sedgwick Street Unit #2S, Chicago
$1,930,000
3 Beds ⋅ 3 Baths ⋅ 12792817 MLS ⋅ NEW Status
Experience elevated city living in this exceptional 3 bedroom, 3 bathroom residence in a boutique elevator building on a quiet tree lined street. Spanning three Chicago lots, the building offers a rare extra wide layout creating large open spaces perfect for everyday living & entertaining. The expansive open plan living & dining room features wide plank white oak floors, floor to ceiling windows that let in tons of natural light and is complemented by a custom dry bar with a Gaggenau wine refrigerator and opens to the stunning kitchen complete with extra wide island, custom cabinetry, quartz countertops, Brizo fixtures and Thermador appliances. Just off the dining room is a covered terrace with tranquil treetop views accessed by folding NanaWall doors. The spacious primary bedroom offers a spa inspired en suite with heated floors, steam shower, freestanding soaking tub & dual vanity,. A second generously sized bedroom has a private en suite, while the third bedroom is complemented by a separate hallway bathroom. A full sized laundry room with a stacked washer and dryer completes the unit. One heated garage parking space is included in the price. The building offers a gated entrance with Butterfly MX system for secure access. Enjoy an exceptional Lincoln Park lifestyle directly across from Sedgewick Park, two blocks from Lincoln Park and minutes from all the neighborhood shopping, dining & entertainment from the charming boutiques and restaurants along Armitage to Second City. Easy access to buses along Clark, the Sedgewick Brown Line & Clark/Division Red Line. Don't miss your opportunity to make this one of a kind property yours!

1823 N Sedgwick Street Unit #2S, Chicago

1660 N Lasalle Drive Unit #305, Chicago
$329,900
1 Beds ⋅ 1 Baths ⋅ 12789455 MLS ⋅ ACTIVE Status
Move-in-ready one-bedroom condo with a private balcony in the heart of Old Town! Full-height windows fill the space with tons of natural light complementing the beautiful bamboo floors throughout! The generous living and dining area showcases a versatile layout with ample room for both comfortable seating and a dining table. The updated kitchen offers stainless steel appliances (new dishwasher 2022), subway tile backsplash, stone surface countertops, and modern contrasting upper and lower cabinetry. The renovated bathroom features updated fixtures and a glass-enclosed tub/shower. A large walk-in closet centrally located across from the bedroom provides flexible storage, allowing the bedroom closet-currently configured as an office-to remain a workspace or easily return to closet use. Elfa organizing systems help maximize closet opportunities throughout. HVAC is one year old and includes a transferable warranty. Full-service building offers 24-hour door staff, an outdoor pool, fitness center, renovated community room for daily use or private rental, laundry facilities, dry cleaners, on-site management, extensive bike storage, and a 42nd-floor rooftop deck with magnificent panoramic lake and skyline views! Approximately $4.7 million in reserves. Garage parking rentals start at $121/month, and storage cages are available for $10/month. Investor-friendly with no rental cap and a minimum 12-month lease. Cats allowed; no dogs. Enjoy nearby Wells Street dining, shopping, and entertainment, plus Lincoln Park, North Avenue Beach, the zoo, and lakefront trails. The 156 bus stops directly outside, with additional CTA options nearby. Available furnished for added convenience. Welcome home!

1660 N Lasalle Drive Unit #305, Chicago

1540 N North Park Avenue Unit #3S, Chicago
$1,099,900
3 Beds ⋅ 2 Baths ⋅ 12786148 MLS ⋅ ACTIVE Status
Located on the highly coveted North Park Avenue in Old Town, this exceptional seven-unit boutique nearly new construction building by renowned Noah Properties offers an elevated living experience with private ELEVATOR access directly into the residence. From the moment you enter, sophisticated design and thoughtful craftsmanship are evident throughout with custom wood work, lighting, and details only noticeable by the most discerning buyers. Expansive European windows and doors flood the home with natural light, complemented by wide-plank hardwood floors, and professionally designed closets throughout. The chef's kitchen is appointed with top-of-the-line built in Thermador appliances, custom cabinetry, a wine refrigerator, built-in espresso machine, and sophisticated LED trim lighting. The spacious and wide living area seamlessly extends outdoors, with expansive balcony doors that open to create an inviting indoor-outdoor living experience, in addition to a custom bar with distressed-mirror, which adds an elegant finishing touch to the main living space. Two private patios provide exceptional opportunities for entertaining or enjoying the abundance of natural sunlight completed with $30,000 motorized shades to create screened in porches. The luxurious primary suite includes 3 closets, steam shower, soaking tub, and heated floors. Elevator takes one to the HEATED AND ATTACHED PARKING that exits to the street instead of an alley. Ideally situated within walking distance of the vibrant Wells Street, between Lincoln Park and the Gold Coast, with the lake, park, Foxtrot, Second City, and countless dining, shopping, and entertainment options. This residence offers the perfect blend of luxury, privacy, and convenience that one is looking for.

1540 N North Park Avenue Unit #3S, Chicago

1414 N Wells Street Unit #406, Chicago
$875,000
2 Beds ⋅ 2 Baths ⋅ 12783945 MLS ⋅ ACTIVE Status ⋅ Old Town BLDG.
Perched among the treetops overlooking the heart of Old Town's vibrant Wells Street, this spectacular, sun-drenched, extra-wide 2BR/2BA condo is situated in an intimate boutique elevator building and offers the ultimate in urban residential living! Enjoy parking inside the attached heated garage and arriving effortlessly at your front door where you will step inside and be amazed at the home's expansive open-concept layout and magazine-caliber interior showcasing a 24FT wide LR/DR with sweeping east-facing windows, cozy private balcony, and a fireplace with elegant 11FT wide custom mantle with built-in shelving. Opening directly into this delightful space is the home's stunning DREAM kitchen with Sub-Zero and Wolf (gas cook-top/hood/wall-oven) appliances, thick granite countertops with breakfast bar seating, backsplash with under-cabinet lighting, and gorgeous custom cabinetry with premium details and components like full-height butler's hutch, pull-out pantry shelving, appliance garage w/electric outlet, large drawers, pull-out trash, and more. Beautiful dark-walnut stained solid hardwood floors run throughout the home and lead to the luxurious and sprawling primary suite complete with two custom-organized walk-in closets and an 11' x 6' private balcony nestled amid the treetops. The sumptuous marble bath offers split dual-vanities with abundant storage and thick marble countertops with cove edging, a whirlpool tub, and a separate shower with a rain head. The spacious second bedroom features custom millwork, designer wall coverings, a large organized closet, and is located conveniently across from the second full marble bath. Completing the picture is an extra-large laundry room with side-by-side washer/dryer and built-in cabinetry, and one available private parking space ($25K) with adjacent additional storage. Well-run professionally managed association. Unbeatable location across from Jeni's Ice Cream and steps to all the shopping, dining and nightlife on Wells, and only a short stroll to Lake Michigan, Lincoln Park, Gold Coast, and the very best of Chicago.

1414 N Wells Street Unit #406, Chicago

1960 N Lincoln Park West Avenue Unit #506, Chicago
$330,000
1 Beds ⋅ 1 Baths ⋅ 12783713 MLS ⋅ ACTIVE Status
Enjoy beautiful Chicago skyline views from this updated, south-facing one-bedroom condo with a spacious private covered balcony in the heart of East Lincoln Park. The bright, open living and dining area features new flooring (2026) and expansive sliding glass doors opening to a generous balcony with plenty of room for outdoor lounging. Enjoy southern exposure and views of the downtown skyline from both the living room and bedroom. The kitchen features white cabinetry, ample counter space, and a peninsula with breakfast bar seating. A dedicated home office area with a built-in desk and extensive cabinetry provides an ideal work-from-home setup and additional storage. The spacious bedroom offers abundant natural light, while the beautifully renovated bathroom (2026) features contemporary tile, a wood vanity, black fixtures, and a glass-enclosed tub and shower. Additional improvements include updated air conditioning (2025), dishwasher (2022), and stove (2022). Lincoln Park Tower is a full-amenity building offering 24-hour door staff, an outdoor pool, fitness center, expansive rooftop sundeck, laundry facilities, package receiving, and on-site management. Monthly assessments include heat, water, cable, and internet. Fantastic East Lincoln Park location just steps from Lincoln Park, the lakefront, restaurants, shopping, and neighborhood amenities. Deeded garage parking available separately for 45K.

1960 N Lincoln Park West Avenue Unit #506, Chicago

1660 N Lasalle Drive Unit #3608, Chicago
$375,000
1 Beds ⋅ 1 Baths ⋅ 12773867 MLS ⋅ ACTIVE Status
Completely reimagined with a stunning renovation and incredible views from the 36th floor, this is not your typical 1660 N. LaSalle home! Perfectly positioned where Old Town meets Lincoln Park, this sophisticated residence offers elevated interiors in one of Chicago's most desirable and convenient locations. The owners completed an extensive renovation, thoughtfully transforming the home with a redesigned kitchen featuring updated cabinetry, countertops, backsplash, and appliances. Fresh paint and custom wall detailing throughout the living and entertainment areas create a polished, cohesive space with a high-end feel. The bathroom was completely gutted and reimagined with stylish finishes that carry the home's elevated aesthetic throughout. Located directly across from Lincoln Park and just steps from the energy of Wells Street, you'll have some of the neighborhood's best restaurants, cafes, boutiques, and entertainment right outside your door. The lakefront, beaches, walking and biking paths, and public transportation are all within easy reach, with a new Whole Foods planned nearby on Wells Street. Residents enjoy a full suite of amenities, including an outdoor pool, fitness center, rooftop deck with sweeping lake and skyline views, 24-hour door staff, and party room. Beautifully renovated, truly move-in ready, and surrounded by the best of Old Town, Lincoln Park, and the lakefront. This is city living at its best!

1660 N Lasalle Drive Unit #3608, Chicago

230 W Division Street Unit #1407, Chicago
$399,900
2 Beds ⋅ 2 Baths ⋅ 12773533 MLS ⋅ ACTIVE Status
City living feels different from the 14th floor of The Venetian, where floor to ceiling windows frame open neighborhood and lake views and a private balcony brings the outdoors in. Welcome to Unit 1407, a stylish and beautifully refreshed 2 bedroom, 1.1 bath residence in the heart of Old Town featuring 10 foot ceilings, incredible natural light and an elevated setting with expansive north facing views extending toward the lake. The entire home has been freshly painted in a calm, modern palette, creating a warm and sophisticated feel throughout. The kitchen has been thoughtfully updated with a stylish two tone cabinet treatment that complements the granite countertops, stainless steel appliances and tall 42 inch cabinetry. Engineered hardwood flooring flows throughout the home, while the open living and dining area is filled with natural light from the dramatic wall of windows. The spacious primary bedroom offers excellent proportions and closet space. The second bedroom features double French doors and a closet, giving you plenty of options to make the space your own. Use it as a bedroom, guest room, home office, den, creative space or a combination that fits your lifestyle. A full bath, separate powder room and in unit washer and dryer complete the thoughtfully designed interior. Step through the sliding glass doors onto your private balcony and enjoy open 14th floor views of the neighborhood and lake, a perfect extension of the living space for morning coffee, evening drinks or simply taking in the city. The Venetian is a professionally managed, full amenity building with 24 hour door staff and a convenient main floor dog run. The 5th floor features a spacious outdoor patio and amenity area, while the 16th floor offers a rooftop deck and fitness center with impressive city views. Additional storage is included. The location puts you right at the intersection of Old Town and the Gold Coast, surrounded by some of Chicago's best dining, shopping, fitness and entertainment. Wells Street, the lakefront, Lincoln Park and Oak Street Beach are all nearby. The Clark and Division Red Line station is just around the corner, with convenient access to downtown, Lake Shore Drive and I 90/94. Lake views, private outdoor space, modern updates, flexible living space, garage parking and an exceptional location make this a truly move in ready Chicago home.

230 W Division Street Unit #1407, Chicago

1850 N Clark Street Unit #2104, Chicago
$225,000
1 Baths ⋅ 12766673 MLS ⋅ ACTIVE Status
In the heart of Lincoln Park. This high-floor, large studio offers exceptional privacy, a spacious, open floor plan and unobstructed panoramic views of Lincoln Park and the Chicago skyline. A wall of windows fills the residence with natural light and showcases the spectacular seasonal colors of the city. Enjoy your morning coffee or unwind with stunning beautiful sunsets while taking in the sweeping views and peaceful surroundings ... The residence is vacant, professionally deep-cleaned and move-in ready. Interior photos have been virtually staged to illustrate furniture placement and the possibilities for the living space ... The property features an expansive living area, carpeting throughout, a new dishwasher and a versatile, wide floor plan that provides a comfortable, residential feel with the opportunity to customize to your personal style ... Steps from North Avenue Beach, the lakefront, jogging, walking and cycling paths, Lincoln Park Zoo, Green City Market, boutique shops, restaurants, nightlife, The Second City and public transportation. Experience the location, lifestyle and neighborhood character that make Lincoln Park one of Chicago's most desirable places to call home... Assessments include: heat, A/C, internet, basic cable, 24/7 door staff, outdoor pool, sundeck, party room, and storage locker. Investor-friendly building with no rental cap. This property is highly rentable and can be leased quickly ... No dogs. Cats allowed. Parking available for $200/mo. (see broker notes)

1850 N Clark Street Unit #2104, Chicago

1660 N La Salle Drive Unit #3310, Chicago
$270,000
1 Beds ⋅ 1 Baths ⋅ 12757886 MLS ⋅ ACTIVE Status
Great value and an incredible opportunity to make this spacious 1 Bed/1 Bath condo your own in a coveted Old Town high-rise! Newly painted and filled with amazing natural sunlight, this west-facing condo features floor-to-ceiling windows showcasing expansive western views and beautiful sunsets. The kitchen includes a dishwasher and tons of cabinetry with the opportunity to open it up and create a modern, open-concept layout. A wonderful opportunity to customize and add value in one of Old Town's most desirable buildings! 1660 is a full amenity building with 24-hour door staff, fitness center, outdoor pool, beautiful rooftop deck with jaw dropping views of the lake and skyline, newly renovated party room, dry cleaners, laundry room, etc. Attached garage parking available for rent starting at $121. Unbeatable Old Town location across from Lake Michigan, Parks and Wells Street. CTA - 156 bus stops directly in front of building, 22 bus across the street, Brown and Red lines just a short walk. Enjoy all of the Wells St action through the back of the building; restaurants, coffee shops, salons, nightlife, entertainment, etc. Annual neighborhood highlights include the Old Town/Wells Street Art Fair and the annual Air and Water Show. Summer Farmer's Market at Lincoln Park every Wednesday & Saturday. Extremely healthy building with $14.6M in reserves (as of 7/31/26.). 1660 has never had a special assessment. Investor friendly with strong rental prices in building. No rental restrictions except must be a minimum of a 12-month lease.

1660 N La Salle Drive Unit #3310, Chicago

1319 N Sandburg Terrace, 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

1360 N Sandburg Terrace Unit #2701C, 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

1636 N Wells Street Unit #1606, Chicago
$300,000
1 Beds ⋅ 1 Baths ⋅ 12760300 MLS ⋅ ACTIVE Status
A fresh, beautifully updated home in the heart of Old Town-where opportunities at this price point are increasingly hard to come by. Set high above Wells Street with a coveted west-facing exposure, this bright and airy residence is wrapped in floor-to-ceiling windows, bringing in incredible natural light and sweeping city and skyline views. Thoughtfully refreshed throughout, the home features newly installed engineered hardwood flooring, fresh paint, new blinds, refreshed closet doors, and an updated kitchen with new sink and faucet, freshly painted cabinetry, and generous storage. The open-concept living space feels spacious and effortless, with plenty of room to entertain, dine, or simply take in the views. The kitchen is anchored by a large peninsula with breakfast bar seating, while an expansive entry hall lined with closets offers an unexpected amount of storage. The generously sized bedroom continues the floor-to-ceiling windows and western views, creating a serene retreat above the city. Rental parking is on a waitlist in the attached garage. 1636 N Wells is a well-established, full-amenity building offering 24-hour door staff, on-site management and maintenance, a fitness center and sauna, outdoor pool and sundeck, party room, bike storage, storage options, package receiving, dry cleaning services, and laundry facilities. The building has also benefited from a number of recent capital improvements, including concrete and balcony railing work completed in 2024 and tuckpointing completed in 2023. And then there is the location. Step outside and you are quite literally in the center of one of Chicago's most iconic neighborhoods. Wells Street's restaurants, cafes, boutiques and nightlife are at your doorstep, with longtime favorites including Orso's, Nookies, Kamehachi and Topo Gigio alongside some of the neighborhood's newer energy, including Whole Foods who is taking over the Treasure Island building. Lincoln Park, the Zoo, lakefront and miles of green space are all just minutes away. Old Town inventory is notoriously limited, particularly for homes that combine views, updates, amenities and this kind of walkability. This is an exceptional opportunity to own a turnkey home in one of Chicago's most enduring and desirable neighborhoods-equally compelling as a full-time residence, city home or investment.

1636 N Wells Street Unit #1606, Chicago

1834 N Hudson Avenue Unit #2, Chicago
$2,899,000
5 Beds ⋅ 6 Baths ⋅ 12759621 MLS ⋅ ACTIVE Status
Exceptional Lincoln Park luxury in a rare, nearly new triplex penthouse. Built by Pro-Homes and lightly lived in for less than a year, this sophisticated 5-bedroom, 4.1-bath residence offers three beautifully designed levels, multiple private outdoor spaces, and an oversized private 1.5-car garage. The main level is designed for effortless living and entertaining, featuring sun-filled living and dining spaces, a fireplace, and a showpiece chef's kitchen with integrated Sub-Zero and Wolf appliances, custom rift-cut oak cabinetry, quartz countertops, oversized island, wine and beverage refrigeration, and pantry. The expansive family room opens through dramatic sliding glass doors to a covered private terrace with an outdoor fireplace. The bedroom level includes four spacious bedrooms and three full baths, highlighted by a luxurious primary suite with a fully built-out walk-in closet and spa-inspired bath featuring a steam shower, soaking tub, and double vanity. The top floor creates an incredible private retreat with a large recreation room, custom wet bar, ensuite fifth bedroom, and access to a spectacular dual-level roof deck with covered seating, built-in grilling station, firepit, and beautiful city views. European windows, custom millwork, professionally built-out closets, 8' doors, 5" white oak floors, Kohler fixtures, and enhanced sound insulation complete this exceptional home. A truly special, move-in-ready residence on one of Lincoln Park's most desirable tree-lined streets.

1834 N Hudson Avenue Unit #2, Chicago

1407 N Mohawk Street Unit #1, Chicago
$485,000
2 Beds ⋅ 1 Baths ⋅ 12754756 MLS ⋅ ACTIVE 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

1360 N Sandburg Terrace Unit #1106C, Chicago
$295,000
1 Beds ⋅ 1 Baths ⋅ 12736182 MLS ⋅ ACTIVE 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

1436 N Orleans Street, Chicago
$849,900
3 Beds ⋅ 3 Baths ⋅ 12748295 MLS ⋅ PRICE CHANGE Status
Located in Charming Old Town, just a 1/2 Block from the Brown Line Stop, this 3 Bedroom, 2.5 Bathroom Red Brick Home offers a Level Yard with a 25' x 30' Private Backyard! Sure to impress is the Open Floor Plan with Tall Ceilings, Exposed Brick and Brazilian Cherry Hardwood Floors that flow from the Living Room into the Dining Room and Kitchen. Create Culinary Delights in the Gourmet Kitchen that is equipped with Upgraded Appliances including a 36" Viking 6 Burner Stove/Oven and Hood, Jenn-Air French Door Fridge, Bosch Dishwasher, Custom Built 42" Cabinets, a Large Island with Seating for 4 and a Walk-in Pantry. The Upper Floor is Home to the 3 Bedrooms including the Primary Bedroom with Custom Elfa Closet Organizers and an EnSuite Bathroom with Walk-In Shower and a 5' Whirlpool Bathtub. The Partially Finished Basement with Epoxy Flooring awaits your Finishing Touches to transform it into the Ultimate Entertaining Space! Additional Home Features include: Perma-Seal Basement System (annual $99 service call paid through 10/02/2027), Levolor Top/Bottom Blinds, Remote Controlled Awning Blinds on 2nd Floor Bath and Rear Main Level Door, Two High Efficiency Dual Zone Central Heat and Central Air, New Roof (2010), Tankless Water Heater, Custom Landscaped Rear Yard with Custom Paver Stones and 3 Deeded Indoor Parking Spaces next door at Royalton Towers (garage is in/out on Sedgwick side and also has a pedestrian entry on N. Orleans) at 1444 N. Orleans Street (spaces G26, G61 and G62 - The Sedgwick Garage Condo Association provides the insurance and maintenance with a monthly association cost of $257.99 for all three spaces). This Prime Location is Moments to: Lincoln Park Venues, Second City, Famous Wells Street Restaurant and Shopping District, Public Transportation, Lincoln Park, Whole Foods, Target, Trader Joes, Nightlife and More.

1436 N Orleans Street, Chicago

1360 N Sandburg Terrace Unit #2603C, Chicago
$289,000
1 Beds ⋅ 1 Baths ⋅ 12741287 MLS ⋅ ACTIVE Status ⋅ Sandburg Village BLDG.
Perched on the 26th floor of Cummings House in the Gold Coast's Carl Sandburg Village, this freshly renovated 1-bedroom, 1-bath condo pairs sweeping skyline views with one of Chicago's most walkable addresses. Inside, wood laminate floors and crown molding run through a bright, open living and dining area set beneath a wall of windows - imagine watching the city light up from your sofa every evening. A 2026 renovation reset the kitchen and bath. The kitchen anchors the space with quartz countertops, solid wood cabinetry, and a peninsula with breakfast-bar seating, backed by a brand-new GE stainless steel appliance package - refrigerator, range, dishwasher, and microwave - with room left for a proper dining table. The generously scaled bedroom is tucked off its own hall, next to the updated bath finished in porcelain tile with an engineered marble countertop and a solid wood vanity. Cummings House is a full-service building with door staff, security, on-site management and engineering, elevators plus a service elevator, a bike room, party room, sundeck, and pool, surrounded by the community gardens and landscaped terraces that thread through Sandburg Village. Monthly assessments cover heat, water, doorman, TV/cable, internet, and Wi-Fi, plus exterior maintenance and trash removal - translation: most of the monthly bills are handled before you've unpacked. A first-floor storage unit is included, on-site laundry is steps away, and heated garage parking is available through the building. Out the front door on Schiller Street, you're a short walk to the Clark/Division Red Line and the Sedgwick Brown Line, with the 22, 36, 151, and 156 buses close by, Potash Markets and Jewel-Osco for groceries, and Old Town's Wells Street restaurants, Lincoln Park, and North Avenue Beach all within reach. The unit sits in the Ogden International School of the Americas (K-8) and Lincoln Park High School attendance areas - a perfect blend of skyline living and everyday neighborhood ease.

1360 N Sandburg Terrace Unit #2603C, Chicago

1355 N Sandburg Terrace Unit #1002D, Chicago
$419,900
2 Beds ⋅ 1 Baths ⋅ 12737574 MLS ⋅ ACTIVE Status
OH, LUCKY YOU!! WE have a rarely available offering: recently gut renovated 2 bed, 1 bath corner condo + SOUTH/EAST views + balcony + den, in a pet friendly building in the perfect location between the Gold Coast and Old Town!! This is a most impressive, absolutely gorgeous condo with stunning finishes throughout and stunning views outside! Enjoy breathtaking views from the wrap around windows that provide abundant natural light + Chicago skyline. Enjoy top quality and tasteful finishes throughout: open kitchen w custom white gloss flat panel cabinets, black accented hardware, full tile backsplash, under-cabinet LED lighting, quartz counters & peninsula with breakfast bar and waterfall edge, designer black pendants. Top of the line appliances including Bosch built-in dishwasher & french-door refrigerator, slide-in range, Sharp microwave drawer. Bathroom is fully renovated with a walk-in shower w/ sliding glass door with black accented finish, Hansgrohe & Kohler fixtures, contemporary tiles. Large primary bedroom with professionally organized walk-in closet, desk/sitting area, recessed lighting and additional built-in shelving. Second bedroom has skyline views, fits a queen bed, has recessed lighting, built-in closet, separate a/c. Must love but didn't know it's an option: additional office/den which is unique to this tier! More to love: wide-plank natural color hardwood floors, black out shades in the bedrooms and perfect light-filtering shades for the main area, abundant closets - professionally organized, of course. All new electrical and plumbing. Monthly assessment includes heat, Direct TV (200+ channels) and internet service (1GB!), everything except electricity. Great amenities- Sandburg Village has 2 Olympic size outdoor heated swimming pools, tennis/pickle ball courts, landscaped courtyards. The building has door staff, additional storage (provided with unit), bike room. Convenient for transportation - 1 block to train/subway, buses, Lake Shore Dr, bike path. Located close to Old Town, downtown, Lincoln Park. Enjoy all attractions of the neighborhood - restaurants, nightlife, shopping, new Jewel, Lakefront trail, beach, parks. And yes, pets allowed.

1355 N Sandburg Terrace Unit #1002D, Chicago

1660 N La Salle Drive Unit #3911, Chicago
$529,000
1 Beds ⋅ 1 Baths ⋅ 12732265 MLS ⋅ ACTIVE Status
An Oasis in the Sky and Rare Find! Don't miss this opportunity to own one of the most beautiful residences at 1660 N. LaSalle, a coveted Old Town high-rise. This premier northeast Corner condo was completely renovated with premium-quality finishes and not a detail was spared. Immediately upon entering, you'll notice breathtaking panoramic views of Lake Michigan and Lincoln Park, along with western views extending across the city. Enjoy warm, calming greige tones, elegant finishes and a built-in bar in the front entry. The glamorous open kitchen features stainless steel appliances and a kitchen island, creating a great setting for entertaining. Enjoy electric sunrises and unforgettable sunsets from your private balcony and floor-to-ceiling windows. The living room can easily accommodate dining and work-from-home areas. Spacious bedroom. Luxury vinyl plank flooring throughout. Spa-like bathroom features a deep soaking tub. Closets galore, including two massive walk-in closets. Truly unlike anything else in the building-there is nothing to do but move in and enjoy your own oasis in the sky. 1660 is a full amenity building with 24-hour door staff, fitness center, outdoor pool, beautiful rooftop deck with jaw dropping views of the lake and skyline, newly renovated party room, dry cleaners, laundry room, etc. Attached garage parking available for rent starting at $121. Unbeatable Old Town location across from Lake Michigan, Parks and Wells Street. CTA - 156 bus stops directly in front of building, 22 bus across the street, Brown and Red lines just a short walk. Enjoy all of the Wells St action through the back of the building; restaurants, coffee shops, salons, nightlife, entertainment, etc. Annual neighborhood highlights include the Old Town/Wells Street Art Fair and the annual Air and Water Show. Summer Farmer's Market at Lincoln Park every Wednesday & Saturday. Extremely healthy building with $14.7M in reserves (as of 6/30/26). 1660 has never had a special assessment. Investor friendly with strong rental prices in building. No rental restrictions except must be a minimum of a 12-month lease.

1660 N La Salle Drive Unit #3911, Chicago

1355 N Sandburg Terrace Unit #2206D, Chicago
$275,000
1 Beds ⋅ 1 Baths ⋅ 12728949 MLS ⋅ ACTIVE Status ⋅ Sandburg Village BLDG.
This gorgeous, recently renovated 1 bedroom, 1 bath condo on the 22nd floor of Dickinson House in Sandburg Village boasts a stunning eastern exposure with fantastic city and lake views and is tucked away in the quiet enclave of Sandburg Village. The spacious condo has an enormous living room with tons of space for a large sectional as well as an office area and is flooded with light coming through oversized windows. Due to the high floor, this unit clears all neighboring buildings, affording spectacular views. Off the living area is the dining room, which easily fits a table for 6 and opens to the recently updated kitchen which has hand-stained cabinetry in shades of light grey and pewter, stainless steel appliances (including brand new Frigidaire fridge), quartz countertops, undermount lighting, a water filtration system and abundant cabinet and countertop space. Both AC units are within the last few years, near new. Lighting in kitchen area and dining room new as well. The luxurious, spa-like bath was recently gut-rehabbed and features motion-activated lighting, an oversized walk-in shower with a glass shower door, floor-to-ceiling tiles and high-end designer fixtures including a European medicine cabinet with built-in lighting and hidden storage. The bedroom easily fits a king-sized bed, has a large closet as well as eastern- facing windows and plenty of space for a second office/desk area. Newer engineered hardwood floors, custom blinds and designer finishes throughout. Walls are painted in a neutral palette and an abundance of storage closets including a linen closet and coat closet/pantry complete this home as well as a free storage cage and bike storage in the building. Well run and financially sound building. All the amenities of Sandburg Village (2 outdoor pools, tennis courts, laundry, rooftop deck, bike room, door staff, on-site management) make this condo a fantastic space to call home. Small yearly membership applies for pools $245/annual and tennis/pickleball court $135/annual. Internet and cable included in the HOA fee. Close to Gold Coast restaurants, nightlife, Lincoln Park and Mag Mile, Oak Street Beach, the lake, farmer's markets and more. This home has it all. Only 2 blocks to the Red Line at Clark/Division and just a few minutes drive to both LSD and 90/94. Chicago bus lines, 22 and 36 on N Clark St and 156 on Lasalle. Two zip cars in the plaza. INVESTOR FRIENDLY, no rental cap.

1355 N Sandburg Terrace Unit #2206D, Chicago

159 W Burton Place Unit #G, Chicago
$450,000
1 Beds ⋅ 1 Baths ⋅ 12534623 MLS ⋅ ACTIVE Status
**Inquire for great seller financing option.** Beautifully renovated 1 bed + office condo on Burton Place in historic Old Town. Nestled amongst mature trees, this home enjoys excellent natural light throughout thanks to the oversized lot and generous neighboring setbacks. Architect-led, the renovation thoughtfully maximizes style, comfort, and functionality in an efficient layout. Starting with a direct entrance into the unit and a large foyer before entering the living room where custom bookcases adorn the walls and the gas fireplace anchors the room. Adjacent to the living room is a private office with a south-east facing window welcoming sunlight and the gentle sound of the neighbor's koi pond. The kitchen is outfitted with new Bertazzoni appliances, marble countertops, a ceramic tile backsplash, and brand-new cabinetry - including a pantry. From the dining room you enter the primary suite, with a bath smartly tucked into the hallway and a large walk-in closet provides ample storage. The bedroom dimensions are generous and the room is full of natural light. In-unit laundry and furnace are brand new. For those who appreciate clean lines, symmetry, and high-quality materials, this home is a must see. Burton Place is a quiet cul-de-sac known for its diverse and architecturally significant buildings. Easy access to downtown, the lakefront, and Wells Street with endless dining and entertainment options. A wonderful condo in a prime location, seller to include 1 year free parking nearby.

159 W Burton Place Unit #G, Chicago

1515 N North Park Avenue, Chicago
$5,200,000
7 Beds ⋅ 6 Baths ⋅ 11755660 MLS ⋅ ACTIVE Status
Nestled on the prestigious North Park Avenue, Significant Mansion stands as a remarkable architectural gem in the vibrant Old Town/Gold Coast neighborhood. This custom-built residence, constructed from exquisite masonry brick and limestone, spans an impressive 8,000 square feet and occupies a generous double lot measuring 50 feet in width. The property boasts an expansive side yard and entrance, multiple balconies, and a covered rooftop deck, crowned by a magnificent turret tower that presents breathtaking panoramic views of the city skyline and the lush, tree-lined surroundings. Featuring seven bedrooms and five and a half bathrooms, this home is a testament to meticulous design and thoughtful attention to detail. Inside, the residence showcases soaring 12-foot ceilings, rich hardwood flooring, a coffered ceiling in the living room, elaborate crown moldings, and stately 8-foot doors. The ambiance is further enhanced by three elegant wood-burning fireplaces, a five-stop elevator, and a well-appointed gym on the top floor that overlooks an impressive professional indoor basketball court. The spacious chef's kitchen is a culinary enthusiast's dream, equipped with a Wolf range cooktop and custom copper hood, built-in Wolf convection ovens, a commercial Thermador refrigerator, and luxurious granite countertops. Custom cabinetry, a large center island with counter seating, and a separate dining area create a seamless flow into the grand family room, which features yet another wood-burning fireplace. The spectacular three-season room invites relaxation with its own wood-burning fireplace and provides access to an outdoor grilling patio complete with a built-in DCS chef's grill. The home also includes a convenient mudroom with laundry facilities and direct access to the stunning side yard. The expansive primary suite is a private retreat, featuring a walk-out balcony, a dedicated staircase leading to a unique turret office, and two generous walk-in closets. The en suite bathroom is a luxurious haven, offering a double vanity, a spacious steam shower, and a jetted bathtub. Additional bedrooms are equally generous, each equipped with walk-in closets, en suite baths, and walk-out balconies. The lower level is designed for entertainment, featuring a cozy fireplace and a potential wine storage room, alongside two sizable bedrooms with walk-in closets and a full bath. Additional highlights of this extraordinary residence include a spacious attached 2.5-car garage, an automated privacy gate, a snowmelt driveway, a central vacuum system, geothermal radiant heating, Marvin windows, multiple laundry rooms, and a Sonos multi-room sound system throughout the home. Perfectly suited for entertaining large families, this unique property is ideally located near a wealth of entertainment options, exquisite dining, top-tier schools (including Latin and Parker), parks, and the picturesque lakefront. This is truly a one-of-a-kind home that promises an unparalleled living experience.

1515 N North Park Avenue, Chicago

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