Old Town Triangle Homes under $400,000

Old Town Triangle Homes under $400,000

Welcome to Old Town Triangle, a charming neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and vibrant community spirit, Old Town Triangle seamlessly blends the allure of historic architecture with modern conveniences, making it one of the most sought-after areas in Cook County.

As you stroll through the tree-lined streets, you’ll be captivated by the stunning Victorian homes and quaint boutiques that define this picturesque enclave. The neighborhood’s artistic vibe is enhanced by its proximity to the famous Second City Theater and the bustling Wells Street, where you’ll find an array of restaurants, cafes, and shops that cater to every taste.

For those looking to invest in a piece of this delightful community, Old Town Triangle offers an array of homes under $400,000. Here, potential homeowners can discover charming condos and cozy vintage homes that boast character and charm without breaking the bank. With its strong sense of community and welcoming atmosphere, Old Town Triangle is perfect for first-time buyers, young professionals, and families alike.

The neighborhood is also conveniently located near public transportation, making commuting to downtown Chicago a breeze. Additionally, residents enjoy easy access to nearby parks, including the iconic Lincoln Park, providing ample opportunities for outdoor activities and relaxation.

In Old Town Triangle, you’re not just buying a home; you’re embracing a lifestyle filled with culture, community, and convenience. Don’t miss your chance to be part of this enchanting neighborhood!

Newest Old Town Triangle Homes under $400,000

1660 N Lasalle Drive Unit #305, Chicago
$329,900
1 Beds ⋅ 1 Baths ⋅ 12789455 MLS ⋅ NEW 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
1960 N Lincoln Park West Unit #2502, Chicago
$235,000
1 Baths ⋅ 12786192 MLS ⋅ ACTIVE Status ⋅ Lincoln Park Towers BLDG.
Rarely available, high floor studio with balcony in the heart of Lincoln Park. Take in sweeping panoramic views and beautiful sunsets from your own outdoor space and private balcony ... Recent upgrades ... central A/C mini-split system, sliding glass balcony door, Circuit breaker, Window Shades, all NEW kitchen appliances and refinished floors ... $25,000 in upgrades ... The building centrally located in Lincoln Park and steps away from the lakefront with jogging, walking, and cycling paths, North Avenue Beach, Lincoln Park Zoo, Green City Market, the Conservatory, DePaul University, boutique shops, restaurants, and grocery stores. Investor-friendly with no rental restrictions, pet-friendly, and located in a full-amenity, financially sound building. Investors: This unit can be rented immediately ... Video on request

1960 N Lincoln Park West Unit #2502, 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
1850 N Clark Street Unit #810, 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
1850 N Clark Street Unit #2104, Chicago
$225,000
1 Baths ⋅ 12766673 MLS ⋅ ACTIVE Status
A rare find in the heart of Lincoln Park. High-floor, oversized studio, very private with an open wide layout floor plan and unobstructed panoramic views of Lincoln Park and the city ... A wall of windows fills the home with natural light throughout the day and showcases the changing seasonal colors of Lincoln Park ... Enjoy your morning coffee or unwind with beautiful sunsets, the views create a bright, peaceful setting .... The unit features carpeting throughout, new dishwasher, generous living space, and the flexibility to update or customize to your own style. The wide footprint gives the home a comfortable, residential feel .... Located steps from North Avenue Beach, the lakefront, jogging, walking and cycling paths, Lincoln Park Zoo, Green City Market, boutique restaurants, nightlife, Second City, public transportation, and everything that makes Lincoln Park one of Chicago's most desirable neighborhoods ... 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
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
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