Old Town Homes under $300,000

Old Town Homes under $300,000

**Discover the Charm of Old Town, Chicago**

Nestled in the heart of Chicago, Old Town is a vibrant neighborhood that beautifully marries historic charm with modern living. Known for its stunning Victorian architecture and cobblestone streets, Old Town offers a unique glimpse into the city’s past while providing residents with a lively urban atmosphere. With its rich history dating back to the mid-19th century, this area boasts an eclectic mix of boutiques, cafes, and art galleries, making it a cultural hub that attracts both locals and visitors alike.

One of the standout features of Old Town is its accessibility to some of Chicago’s most beloved attractions. Just a stone's throw away, you’ll find the iconic Lincoln Park Zoo and the picturesque shores of Lake Michigan, perfect for leisurely strolls or family outings. The neighborhood is also home to a variety of dining options that cater to every palate, from casual eateries to upscale restaurants.

For those seeking a home in this charming enclave, Old Town offers an exciting opportunity with properties available under $300,000. This is a rare find in such a desirable location, making it an ideal choice for first-time homebuyers, young professionals, or anyone looking to invest in the thriving Chicago real estate market. Imagine living in a neighborhood steeped in history, where you can enjoy the best of city life while still feeling a sense of community.

With its unique blend of old-world charm and modern convenience, Old Town is not just a place to live; it's a lifestyle waiting to be embraced. Explore your options today and discover your dream home in this enchanting neighborhood!

Newest Old Town Homes under $300,000

1460 N Sandburg Terrace Unit #1110, Chicago
$299,000
1 Beds ⋅ 1 Baths ⋅ 12772037 MLS ⋅ ACTIVE Status ⋅ Alcott House BLDG.
Beautiful sun-filled one-bedroom condo in the sought-after Alcott House with incredible views! This inviting home boasts hardwood floors and an updated kitchen complete with stainless steel appliances, quartz countertops, and an abundance of storage. The open-concept layout seamlessly connects the kitchen to the spacious living room. The generously sized bedroom easily fits a king-size bed with a built-in desk, ideal for working from home. Large closets plus an additional storage locker in the building. Alcott House offers a full suite of amenities, including a doorperson, a rooftop sundeck with panoramic views, a package receiving room, and optional access (for additional fees) to a fitness center, two pools, pickleball and tennis courts, and a bike room. Assessments include heat, high speed internet & cable, storage locker. No Rental Cap, investor friendly. Perfect location Old Town/Gold Coast amenities including North Avenue Beach, Michigan Avenue shopping & dining, steps to Lake Michigan and Lincoln Park zoo. Abundant public transportation ...the Red Line and several bus lines to the loop and the financial district.

1460 N Sandburg Terrace Unit #1110, Chicago
1555 N Sandburg Terrace Unit #209K, Chicago
$255,000
1 Beds ⋅ 1 Baths ⋅ 12761332 MLS ⋅ ACTIVE Status
Step inside to this recently refreshed condo nestled in between two of Chicago's best neighborhoods: Gold Cost and Old Town. Upon entry you will be greeted with newly installed vinyl plank flooring, updated light fixtures and fresh paint throughout. This west-facing unit offers a quiet courtyard view, abundant natural light, and a functional open-concept living space with a thoughtfully finished kitchen featuring granite countertops, modern oak cabinetry, and stainless steel appliances. The living area comfortably fits both living and dining furniture, extending seamlessly to a private balcony. The spacious bedroom easily accommodates a king-size bed, with two generous closets. Storage abounds throughout, including a massive walk-in hall closet, coat closet, linen closet, and an additional storage cage on premise. Kilmer House residents enjoy full-service amenities including a doorman, attached heated garage parking, outdoor pool, tennis courts, and a fitness center. This location offers walkable access to Lake Michigan, the Magnificent Mile, Lincoln Park Zoo, and the dining, shopping, and nightlife of both neighborhoods - all without the premium price tag typically attached to Gold Coast addresses. Multiple bus lines and easy access to the Red, Brown, and Purple CTA lines make this location as convenient as it is desirable.

1555 N Sandburg Terrace Unit #209K, Chicago
1212 N Lasalle Street Unit #2505, Chicago
$259,000
1 Beds ⋅ 1 Baths ⋅ 12763500 MLS ⋅ ACTIVE Status
Gorgeous skyline views from this SOUTH-FACING 25th floor condo at the LaSalle Private Residences! New beautiful wood flooring throughout. Very efficiently laid out space that works great for working from home and/or commuting with the convenient CTA options right outside the door. Modern kitchen has rifted white oak cabinets with espresso finish, open shelving with accent lighting, and beautiful granite countertops. Large bedroom space with French doors has room for a desk and dresser. Great closet/storage space throughout the unit. Private south facing balcony looking directly at Chicago's beautiful skyline - gas grills allowed! Unbeatable Old Town/Gold Coast location - steps to Wells St, Division, and Oak/Rush. Red Line and LaSalle bus right outside the door - quick walk/jog to lake front path. Building has a welcoming circle drive for easy pick-ups/drop-offs and deliveries. 24/7 door staff and abundant gym. All utilities included except electricity. Fully-equipped gym right in the building. Healthy association reserves. Rentals are allowed & prime deeded garage parking spot included in price. HOA for unit is $649 & for parking spot $83.

1212 N Lasalle Street Unit #2505, Chicago
1455 N Sandburg Terrace Unit #808B, Chicago
$279,000
1 Beds ⋅ 1 Baths ⋅ 12727241 MLS ⋅ ACTIVE Status ⋅ Sandburg Village BLDG.
Welcome to Unit 808B at 1455 N Sandburg, a meticulously positioned one-bedroom, one-bathroom corner residence that captures the very best of Gold Coast living. Perched on the northeast corner of the building, this home is flooded with natural light, further enhanced by a private north-facing balcony that serves as your own personal retreat for morning coffee or evening relaxation. Inside, the layout is both functional and inviting, aboundant closet space to include a Walk-in closet in the bedroom, centered around classic parquet hardwood floors that add a layer of warmth and texture to the space. The kitchen is designed for those who love to entertain or stay connected while cooking, featuring a convenient pass-through that opens directly into the dedicated dining area. This thoughtful configuration ensures the living spaces feel airy and interconnected, maximizing every square foot of the floor plan. Living at Sandburg Village offers a lifestyle defined by its robust amenities. Residents have access to two beautifully maintained common pools and professional-grade tennis courts, providing a resort-like atmosphere right in the heart of the city. With its prime corner orientation and crisp interior details, Unit 808B is a standout opportunity to experience a sophisticated urban lifestyle.

1455 N Sandburg Terrace Unit #808B, Chicago
1360 N Sandburg Terrace Unit #2104C, Chicago
$255,000
1 Beds ⋅ 1 Baths ⋅ 12754021 MLS ⋅ ACTIVE Status
Welcome home to this beautifully fully renovated 1-bedroom, 1-bathroom condo in the heart of Old Town. Thoughtfully updated from top to bottom, this move-in-ready residence features modern finishes, an open and functional layout, and stunning lake views that provide the perfect backdrop to everyday living. The stylish kitchen boasts contemporary cabinetry, sleek countertops, stainless steel appliances, and quality finishes that seamlessly flow into the bright living and dining area. The spacious bedroom offers ample closet space, while the beautifully renovated bathroom showcases timeless finishes and attention to detail throughout. Enjoy breathtaking views of Lake Michigan from the comfort of your home, along with abundant natural light pouring through oversized windows. Ideally situated in one of Chicago's most sought-after neighborhoods, you'll be just steps from the lakefront, Lincoln Park, the beach, top-rated restaurants, boutique shopping, grocery stores, nightlife, public transportation, and everything Old Town has to offer. Whether you're a first-time buyer, looking for an in-town residence, or seeking a turnkey investment opportunity, this exceptional condo combines modern style, an unbeatable location, and spectacular views in one incredible package.

1360 N Sandburg Terrace Unit #2104C, 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
1360 N Sandburg Terrace Unit #2603C, Chicago
$296,000
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 #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
1212 N La Salle Drive Unit #1409, Chicago
$251,000
1 Beds ⋅ 1 Baths ⋅ 12645252 MLS ⋅ ACTIVE Status ⋅ Lasalle Private Residences BLDG.
SUN DRENCHED CORNER UNIT, GOLD COAST, HIGH FLOOR SPACIOUS 1 BED, 1 BATH. MODERN CLEAN STAINLESS, GRANITE KITCHEN, BALCONY, FULL AMENITY BUILDING WITH 24 HOUR DOOR STAFF, EXERCISE, & LAUNDRY ROOM. CLOSE TO TRAINS, BUS STOPS, GROCERY, SHOPPING & THE LAKE. RENTAL PARKING OPTIONS AVAILABLE. UNIT IS CURRENTLY RENTED TILL June 30 2026

1212 N La Salle Drive Unit #1409, Chicago
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