Old Town Triangle Real Estate

Old Town Triangle Real Estate

Welcome to Old Town Triangle, one of Chicago’s most cherished neighborhoods, where history meets modern charm! Nestled in the heart of the city, this vibrant community is bordered by the bustling North Avenue and the scenic shores of Lincoln Park, making it a perfect blend of urban convenience and suburban tranquility.

Old Town Triangle is renowned for its picturesque tree-lined streets, historic Victorian architecture, and a strong sense of community. The neighborhood's rich history is evident in its beautifully preserved buildings, many of which date back to the late 19th century. As you stroll through the area, you'll be captivated by the quaint boutiques, art galleries, and cozy cafes that line the streets, each offering a unique glimpse into the local culture.

One of the neighborhood’s highlights is the Old Town Art Fair, which attracts art lovers and families alike every summer. This annual event showcases the work of talented local artists while fostering a sense of community and celebration. Additionally, residents enjoy access to nearby Lincoln Park, which offers endless opportunities for outdoor activities, from jogging along the lakefront to picnicking in the park.

Families are drawn to Old Town Triangle not only for its vibrant atmosphere but also for its exceptional schools and safe environment. With a variety of housing options, from charming single-family homes to modern condos, there's something to suit every lifestyle.

Discover the allure of Old Town Triangle, where every corner tells a story, and community spirit thrives. Whether you’re looking to buy, sell, or simply explore, this neighborhood is a true gem in the heart of Chicago!

Newest Listings in Old Town Triangle

$435,000
1 Beds ⋅ 1 Baths ⋅ 12717450 MLS ⋅ NEW Status ⋅ Lincoln Park Towers BLDG.
This beautifully updated 1-bedroom, 1-bathroom condo offers a perfect blend of modern design and everyday comfort, set within one of the most desirable buildings in Lincoln Park. The open-concept layout was designed for both relaxation and entertaining. The recently changed oversized windows flood the home with abundant natural light, highlighting the clean, contemporary finishes throughout. Feel the cool lake breeze and have your morning coffee on one of the two balconies. One garage spot included in the price. Amenities:24-hour door staff, on site management, outdoor pool, fitness center, sun deck, and top floor Sky Lounge. Ideally located directly across from Lincoln Park and the Lincoln Park Zoo, just steps away from the lakefront, neighborhood dining and shopping. 22,36,73,151,156,134 and 143 busses right at your door.

1960 N Lincoln Park West Avenue Unit #408, Chicago
$415,000
2 Beds ⋅ 2 Baths ⋅ 12713655 MLS ⋅ NEW Status
Tucked away on a quiet cul-de-sac in an exceptional Old Town/Lincoln Park location, this light-filled 2-bedroom, 2-bathroom unit lives beautifully. A private entrance welcomes you into a true foyer with convenient storage before opening to a gracious living room with a wood-burning fireplace bathed in natural light from oversized windows. The thoughtfully designed layout continues into a dedicated dining area featuring a built-in bar with a wine fridge. The updated kitchen showcases quartz countertops, crisp white cabinetry, stainless steel appliances, and under-cabinet lighting. The spacious primary suite offers a walk-in closet and a beautifully renovated ensuite bath. A generously sized second bedroom is complemented by an updated full bath. Hardwood floors, in-unit laundry, and direct access to the beautifully landscaped shared garden complete this inviting home. Located in an intimate, well-managed four-unit association with exceptionally low monthly assessments, this investor-friendly home offers incredible flexibility for homeowners and investors alike. Spend weekends strolling to the farmer's market, neighborhood cafes, acclaimed restaurants, boutique shopping, and beloved annual street festivals, or enjoy easy access to Lincoln Park, North Avenue Beach, the lakefront, and the Zoo. Convenient CTA trains and buses are just moments away, making commuting throughout the city effortless. Easy zoned street parking.

1746 N Cleveland Avenue Unit #A, Chicago
$350,000
1 Beds ⋅ 1 Baths ⋅ 12709352 MLS ⋅ ACTIVE Status
Welcome to one of Chicagos most sought after full service buildings. Come inside the Hemingway House and marvel at the breathtaking views from this Stunning 19th Floor Condo. Panoramic views coming from this corner unit Overlooking Lincoln Park and Navy Pier. Absolutely Move-In Ready. Freshly remodeled from floor to ceiling. Rooftop Pool on the 3rd floor. On Site Laundry. Gym. Location is everything and you are right in the heart of it. Close to everything you desire. Boutique Shopping, Grabbing a bite to eat, Enjoying the Lakefront trail and hanging out at North Avenue Beach. Having fun at Lincoln Park Zoo. Public transportation right outside your door. Cats Allowed, No Dogs. Private garage parking with Valet optional for an additional $195/mo. Staffed 24/7 Full-Service building. All Information Deemed Reliable but not Guaranteed.

1850 N Clark Street Unit #1907, Chicago
$225,000
1 Beds ⋅ 1 Baths ⋅ 12708820 MLS ⋅ ACTIVE Status
Calling all investors and buyers looking to create a space of their own! This 1Bed/1Bath condo presents a prime renovation opportunity in a coveted Old Town building. Located on the second floor, the condo offers a generous layout and is ready for a complete transformation. Bring your contractor and design ideas to renovate the space to your personal style or create an investment property in one of Chicago's most desirable neighborhoods. The condo is being sold strictly As-Is and requires a full gut renovation. 1660 is a full amenity building with 24 hour door staff, fitness center, outdoor pool, beautiful rooftop deck with timeless views of the lake and city, newly renovated community room, on site dry cleaners, common area laundry, bike storage and additional storage for rent. Onsite parking starting at $121/month. Healthy HOA with $14.6M in reserves as of 5/31/26. No rental cap, but leases must be a minimum of 12 months. Prime location in Old Town off Wells Street, you are just steps from top restaurants, boutique shopping, cafes, salons, and iconic comedy clubs like Second City and Zanies. Directly across from Lake Michigan, you'll enjoy easy access to parks, walking and biking trails, the lakefront path, farmers market, etc. Easy commute Downtown, short walk to CTA Brown Line and 156 Bus stops directly in front of the building. Easy access to Lakeshore Drive. Enjoy Front Row Seats to the Annual Air and Water show from the beautiful Rooftop Deck as the Blue Angels fly right above! A rare opportunity with incredible potential!

1660 N La Salle Drive Unit #210, Chicago
$2,850,000
9 Beds ⋅ 5 Baths ⋅ 12666985 MLS ⋅ ACTIVE Status
Rare opportunity to own a distinguished four-flat in the heart of Chicago's coveted Old Town Triangle. Built in 1894, this architecturally significant brick building showcases remarkable historic character, highlighted by its steamboat Gothic front porch featuring turned balusters, decorative spindles, cast iron railings, and an elegant limestone facade adorned with festoons beneath the windows. The property consists of four well-appointed units, including a spacious owner's residence offering 3 bedrooms, 2 bathrooms, and private outdoor space. Three additional units feature oversized two-bedroom layouts. A large lower level provides abundant storage and includes shared laundry facilities. One garage parking space completes the offering. Nestled on a picturesque, tree-lined street in the idyllic Old Town Triangle neighborhood, this exceptional property presents multiple opportunities for investors, owner-occupants, or those seeking to convert the building into a spectacular single-family residence. A rare blend of historic charm, income potential, and premier location.

230 W Saint Paul Avenue, Chicago
$524,900
2 Beds ⋅ 2 Baths ⋅ 12691195 MLS ⋅ ACTIVE Status
Beautifully maintained and thoughtfully updated two-bedroom, two-bath residence in a full-service Old Town high-rise, ideally situated just steps from Lincoln Park, the lakefront, and the neighborhood's renowned restaurants, boutiques, and nightlife. This particular unit - created by thoughtfully combining a one-bedroom residence with an adjoining studio allows for an expansive and functional layout rarely found in the building. Filled with natural light, the home features hardwood floors, custom-organized closet systems, and dramatic floor-to-ceiling windows showcasing stunning south and east city + Lake Michigan views. The updated kitchen blends style and functionality with newer stainless steel appliances, modern cabinetry, granite countertops, and a separate dining area. The spacious Primary Suite serves as a private retreat with an updated en-suite bath, exceptional custom closet space, and breathtaking skyline views. The generously sized second bedroom comfortably accommodates a king-size bed while also offering incredible city views, making it an ideal guest suite, home office, or both. Need an office? Look no further, a custom desk with storage has been added to this space as well. Residents enjoy an exceptionally well-managed association with strong reserves. Monthly assessments include heat, air conditioning, basic cable, and internet. Full-service amenities include 24-hour door staff, an outdoor pool, fitness center, party room, bike room, laundry facilities, rental parking, and additional storage. An unbeatable Old Town location with easy access to Lincoln Park, North Avenue Beach, the Lakefront Trail, public transportation, Lake Shore Drive, grocery stores, shopping, and everything the neighborhood has to offer.

1660 N La Salle Street Unit #4003-05, Chicago
$425,000
2 Beds ⋅ 1 Baths ⋅ 12691525 MLS ⋅ ACTIVE Status
Location! Location! Location! Welcome to this beautifully 2-bedroom condo nestled in a classic Chicago brownstone in the heart of Old Town!! Just steps from the very best of Chicago, you're surrounded by iconic destinations including Lake Michigan, Lincoln Park Zoo, the Chicago History Museum and more. Enjoy endless dining, boutique shopping, and nightlife with easy access to it all. Flooded with natural light from the double-pane / double-hung vinyl windows and enhanced by recessed lighting throughout, the space feels bright, open, and welcoming from the moment you enter. Fully renovated in 2019, no detail was overlooked, there is so much to admire including: a completely remodeled kitchen with soft close cabinetry, quartz countertops, and stainless steel appliances. Fresh, soft neutral palette throughout with hardwood flooring to pair. A spa-inspired bathroom with a walk-in shower. Electric fireplace for a warm, contemporary touch. Tankless water heater for efficiency and convenience. Noise-reducing ceilings for peaceful living. New insulation, drywall, and upgraded mechanicals. In-unit washer and dryer. AND, offered fully furnished for a true turnkey experience. Whether you're seeking a primary residence, a city retreat, or a high-performing investment, this property delivers. The building is secured by a 6' wrought iron fence in the front and a 6' wooden locked privacy gate in the back; it also has a shared wooden deck in the front for entertaining. Easy street parking or rentals nearby. Welcome home to 1969 N. Lincoln Ave.!

1969 N Lincoln Avenue Unit #1, Chicago
$2,875,000
5 Beds ⋅ 5 Baths ⋅ 12354016 MLS ⋅ ACTIVE Status
Exceptional 5-bedroom, 4.1 bath residence offering meticulous updates throughout the home. Ideally situated on one of the most sought after blocks in prestigious East Lincoln Park. This home showcases refined architectural details and high-end finishes throughout, reflecting an uncompromising attention to detail. The fabulous gourmet kitchen features custom white cabinetry, quartzite countertops, 12ft island, warming drawer, counter seating and top-of-the-line appliances including Wolf, Sub-Zero, and Bosch. Beautifully designed walk-in pantry with custom cabinetry and quartzite countertop. The beverage/coffee bar includes wine fridge and refrigerator drawers. The kitchen opens to a cozy sitting area and flows seamlessly to a deck for grilling, leading to a spectacular rooftop garage deck with pergola, creating the ultimate city retreat for entertaining, dining, and relaxing outdoors.The gracious formal dining room creates the perfect setting for intimate dinners and large gatherings. The sun filled living room with a quartzite stone fireplace, oversized arched windows, tray ceiling, crown molding, recessed lighting and rich hardwood floors adds elegance and sophistication. The home offers exceptional flexibility with the ability to reimagine the current layout to best suit your lifestyle. The dining room can easily be transformed into a comfortable family room conveniently located off the kitchen, while the existing living room can become an elegant dining space. The front living room, anchored by the fireplace, remains a gracious gathering area for relaxing and entertaining. Second level offers 3 bedrooms, 2 full baths, and laundry. Luxurious primary suite with redesigned fireplace, spa bath with jetted soaking tub, oversized shower, double vanity, dual walk-in custom closets and a private deck. Spacious second bedroom features a fireplace and ensuite bath while the third bedroom shares a hall bath. Top level offers a versatile and impressive living space, including a large family room with skylights, wet bar, and a full wall of French doors opening to a spectacular private deck. A fourth bedroom or office with a full bath has two walls of rich wood bookcases leading to a private terrace with tree top and skyline views. Lower level offers a spacious recreation room with heated floors, fireplace, 5th bedroom, full bath, second laundry room, and an abundance of storage. Walk-out to private patio from the lower level. The homes 2.5-car garage is equipped with EV-ready 220 line. Incredible outdoor space throughout this home with 4 decks, a garage rooftop deck and a patio. Home improvements include New Roof (2021), 3 New HVAC systems (2022), Complete Kitchen Renovation (2022), New heated tile floor in family room (2022), Refurbished all hardwood floors (2022), Interior freshly painted (2022) and much more. See Additional Information on the MLS for more home improvements. Truly turnkey luxury in an unbeatable location near parks, shops, restaurants, lakefront, Lincoln Park Zoo and top-rated schools. A must see to appreciate all the incredible improvements this home has to offer.

1816 N Hudson Avenue, Chicago
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