Old Town Triangle Real Estate

Welcome to Old Town Triangle, a charming neighborhood nestled in the heart of Chicago, Illinois. This vibrant community, located in Cook County, is renowned for its rich history, stunning architecture, and a unique blend of urban living and small-town charm.

Old Town Triangle is characterized by its picturesque tree-lined streets, featuring an eclectic mix of Victorian-era homes and modern townhouses that showcase the neighborhood's architectural diversity. As you stroll through the area, you'll be captivated by the beautifully preserved buildings and inviting front porches that exude warmth and character.

One of the highlights of Old Town Triangle is its strong sense of community. Residents take pride in their neighborhood, participating in local events and supporting small businesses. The Old Town Art Fair, held annually, is a beloved tradition that brings together artists, musicians, and families for a weekend of creativity and celebration.

The neighborhood is also conveniently located near some of Chicago's best dining, shopping, and entertainment options. From cozy cafes to upscale restaurants, Old Town Triangle offers a culinary adventure for every palate. Additionally, the nearby Lincoln Park provides ample green spaces for outdoor enthusiasts, featuring walking trails, playgrounds, and stunning views of the city skyline.

For those seeking a vibrant, close-knit community with a rich cultural heritage, Old Town Triangle is an ideal place to call home. With its perfect blend of history, charm, and modern conveniences, this neighborhood truly embodies the spirit of Chicago living. Come explore Old Town Triangle and discover the enchanting lifestyle that awaits you!

Newest Listings in Old Town Triangle

$949,900

1 Beds ⋅ 2 Baths ⋅ 12800483 MLS ⋅ NEW Status

A unique opportunity in a fantastic Chicago location! Nestled among beautiful city streets and surrounded by an abundance of shopping, dining, and neighborhood conveniences, this distinctive property offers a wonderful blend of character, versatility, and urban living. The first floor features a comfortable living area and a gourmet galley-style kitchen, thoughtfully designed to maximize both function and style. An attached garage is an exceptional bonus in this location, offering convenient off-street parking along with exciting possibilities for additional living space or future customization. The upper level opens to a spacious, open-concept living area filled with natural light, creating a bright and inviting atmosphere. The bedroom, full bath, and walk-in closet provide a comfortable and functional living arrangement. Take things outdoors to the rooftop patio, where city views and changing seasons create the perfect backdrop for morning coffee, gardening, entertaining, or simply relaxing above it all. Whether you are looking for a distinctive city residence or a property with the opportunity to make it your own, this is a special offering in a wonderful neighborhood. Property is being sold AS-IS.

217 W Willow Street, Chicago

$325,000

1 Beds ⋅ 1 Baths ⋅ 12798431 MLS ⋅ ACTIVE Status

Cozy, heart of Lincoln Park one bedroom one bathroom gem! Perfect pied e terre! This unit features original hardwood floors and brick foyer, an open concept kitchen with white cabs, granite counters and breakfast island. Central AC system (2018). Large common outside deck. Laundry room in building. Investor friendly! Steps to Lincoln Park, North Ave Beach, restaurants, nightlife, shopping, CTA to central business district.

1850 N Lincoln Avenue Unit #G, Chicago

$2,899,900

5 Beds ⋅ 5 Baths ⋅ 12784341 MLS ⋅ ACTIVE Status

A Home With a Story. A Legacy Waiting to Continue. There are homes that are beautiful - and then there are homes that have a presence. 1722 N North Park is one of those rare Chicago residences where history, architecture and character come together in a way that simply cannot be recreated. A historic, oversized Italianate residence constructed in 1898, the home retains distinctive period details, including its classic bonnet-top windows, that speak to the craftsmanship and architectural character of another era. Lovingly owned and meticulously cared for by the same owner for the past 16 years, this truly special home, set on a 31.5 ft wide lot, is ready for its next chapter. Rich, beautifully maintained hardwood floors run throughout, complemented by a premium appliance package in the kitchen, and thoughtfully preserved details throughout the home. The exterior has been restored and maintained to the standards of the Chicago Historical Society, honoring the home's historic integrity while creating an exceptional first impression. Over its long history in Old Town, the residence has served not only as a private home but also as a church rectory and gathering place within the neighborhood's vibrant community history - adding another layer to the remarkable provenance of this special property. This is a home for someone who appreciates craftsmanship, authenticity and the beauty of a home with a past - and understands the privilege of becoming its next steward. Set in Old Town, one of Chicago's most coveted neighborhoods, 1722 N North Park offers the rare combination of historic significance, architectural personality and an exceptional location. A truly special Chicago home for a buyer who knows that the most memorable houses aren't simply purchased - they are discovered, cherished and passed on.

1722 N North Park Avenue, Chicago

$2,595,000

12794285 MLS ⋅ ACTIVE Status

Spectacular AAA renovated 4 story mixed-use commercial/residential building offers a turnkey opportunity to acquire a high performance asset on the confluence of Old Town and south Lincoln Park, just steps from Park West, Lincoln Park Zoo, the lakefront, and the dynamic Sedgwick and Armitage corridor. This prime pocket speaks strong fundamentals, affluent demographics, and strong consistent demand. Level 1 and 2 are occupied by a credit commercial tenant founded in 1855 under a corporate-guaranteed lease with CAM pass throughs, and annual escalations thru May 2030. Level 3 and 4 offer a 3 bedroom 2 bath bathroom residential penthouse duplex with multiple roof decks, sweeping urban views leased through April 2027. Offers additional revenue or owner-occupant flexibility. The entire building has been comprehensively remodeled, with condo-quality finishes throughout and significant capital improvements, including expansive rear and rooftop decks completed in 2023. Bookended by 4 car parking and RM-5 Zoning, this property supports numerous investment objectives including but not limited to a solid buy hold, 1031 exchange, hybrid user, or future adaptive reuse. Exceptional cash flow, extraordinary location, and diverse opportunity.

1950 N Sedgwick Street, Chicago

1823 N Sedgwick Street Unit #2S, Chicago

$1,930,000

3 Beds ⋅ 3 Baths ⋅ 12792817 MLS ⋅ ACTIVE 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

1960 N Lincoln Park West Unit #2502, Chicago

$235,000

1 Baths ⋅ 12786192 MLS ⋅ ACTIVE Status ⋅ Lincoln Park Towers BLDG.

See Broker Remarks ... In the heart of Lincoln Park ... This upgraded, high-floor studio features a private balcony and 180 panoramic views of Lake Michigan, Lincoln Park and the Chicago skyline. Enjoy breathtaking views and beautiful sunsets from your own private outdoor space ... $25,000 in upgrades, including a new A/C mini-split, sliding glass balcony door, circuit breaker and new kitchen appliances. Interior photos have been virtually staged to illustrate furniture placement and the possibilities for the living space ...Steps away from the lake, jogging, walking and cycling paths, North Ave Beach, Lincoln Park Zoo, Green City Market, Lincoln Park Conservatory, DePaul University, boutique shops, restaurants and grocery stores ... Investor-friendly with no rental restrictions. Can be rented immediately, Pet-friendly, full-amenity building with professional management and healthy reserves ... Property video available upon request.

1960 N Lincoln Park West Unit #2502, Chicago

1960 N Lincoln Park West Avenue Unit #408, Chicago

$420,000

1 Beds ⋅ 1 Baths ⋅ 12778852 MLS ⋅ ACTIVE 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. One garage space included.

1960 N Lincoln Park West Avenue Unit #408, Chicago

1660 N Lasalle Drive Unit #3608, Chicago

$370,000

1 Beds ⋅ 1 Baths ⋅ 12773867 MLS ⋅ PRICE CHANGE 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

$225,000

1 Baths ⋅ 12756637 MLS ⋅ ACTIVE Status

This is not your average studio! This stunning, oversized condo located across the street from Lincoln Park Zoo has been freshly painted throughout and features a flexible layout with a designated sleeping area that can easily be sectioned off for added privacy. The building offers an impressive array of amenities, including 24-hour door staff, an outdoor pool with sun deck, tables, and grills, a party room with a kitchen and large-screen TV available for a small cost, a fitness room with an optional annual cost of $100, a bike room, coin laundry, and on-site dry cleaners. The unit includes ample in-unit storage plus a storage cage.Assessments include: heat, A/C, internet, basic cable, 24/7 door staff, outdoor pool, sundeck, party room, and storage locker. Please note that the association requires a non-refundable move-in fee. This is a smoke-free and no pets building. Parking is not included but available for $200/month. Bicycles can be stored for $50/month. Investor-friendly building with no rental caps.

1850 N Clark Street Unit #810, Chicago

$225,000

1 Baths ⋅ 12766673 MLS ⋅ ACTIVE Status

Lincoln Park. high-floor, large wide studio with unobstructed panoramic views of Lincoln Park and the Chicago Skyline.. Spacious and very private. No other buildings around you. A wall of windows fills with property with natural light. Enjoy beautiful sunsets taking in the sweeping views and peaceful surroundings ... Move-in ready. Interior photos have been virtually staged to illustrate furniture placement and the possibilities for the living space ... Features an expansive living area, carpeting throughout, new dishwasher. Wide floor plan that provides a comfortable, residential feel and 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 ... Assessments include: Heat, A/C, internet, basic cable, 24/7 door staff, outdoor pool, sundeck, party room, and storage locker ... Investor - friendly with no rental cap. 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

$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

$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

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Old Town Triangle Real Estate

Newest Listings in Old Town Triangle

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