Chesterton Homes with City View

Chesterton Homes with City View

Welcome to Chesterton, Indiana—a charming town nestled in the heart of Porter County, where small-town charm meets natural beauty. Known for its rich history and vibrant community spirit, Chesterton boasts a unique blend of suburban tranquility and easy access to urban amenities. With its picturesque landscapes and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this captivating locale.

One of Chesterton's standout features is its stunning homes that offer breathtaking city views. Imagine waking up each morning to panoramic vistas that showcase the serene beauty of the surrounding area. These homes are designed to maximize the stunning scenery, with spacious decks and large windows that invite the outdoors in. Whether you’re sipping your morning coffee while watching the sunrise or hosting a gathering with friends, the views serve as a perfect backdrop for any occasion.

Chesterton is not just about beautiful homes; it also offers an array of recreational activities. The nearby Indiana Dunes National Park provides ample opportunities for hiking, biking, and enjoying the sandy shores of Lake Michigan. The town is also home to a variety of parks, local shops, and delightful eateries, ensuring that residents have everything they need right at their fingertips.

With its welcoming atmosphere, stunning homes with city views, and a wealth of outdoor activities, Chesterton is more than just a place to live; it’s a community to call home. Discover the charm of Chesterton and find your dream home in this enchanting Indiana town today!

Newest Chesterton Homes with City View

$475,000
Turnkey opportunity in the heart of downtown Chesterton -- this fully renovated 1,744 SF, two-story restaurant building is ready for its next concept. The property features a full commercial kitchen with walk-in cooler, two levels of indoor dining, and a bathroom on each floor, plus a spacious courtyard and deck offering additional outdoor dining. Extensive top-to-bottom renovations include new HVAC, restored hardwood floors, new windows, gutters, soffit, fascia, siding, shutters, corbels, bathrooms, ceiling tiles, and lighting fixtures -- delivering a move-in-ready space with modern systems and timeless character. Situated in a highly walkable downtown corridor surrounded by shops and restaurants, the location offers excellent visibility and foot traffic, with the added draw of close proximity to Indiana Dunes National Park and convenient access to major highways. Call today to schedule your property tour.

321 Broadway Avenue, Chesterton
$237,000
2 Beds ⋅ 2 Baths
ESTATE SALE - OPPORTUNITY KNOCKS! Bring your design ideas to this rare, ranch-style end-unit townhome in Chesterton's desirable Park View Place! This 2-bedroom, 2-full-bath "Jewel" features a phenomenal open-concept layout highlighted by soaring cathedral ceilings and an abundance of natural light. The massive primary suite is a true retreat, boasting a huge master bath with a Shower and a large walk-in closet. Situated on a beautifully landscaped, premium corner lot, this home offers a private rear patio and serene views of the neighborhood pond and trees. Features a convenient main-level laundry room and an attached 2-car garage. Sold strictly in As-Is condition--perfect for buyers looking to customize a solid, quality-built 1-story home in a fantastic Location. Easy to show and schedule via Showing Assist!

1796 Texas Street, Chesterton
$248,000
3 Beds ⋅ 1 Baths
Welcome to 270 Woodlawn Ave in Chesterton. This beautifully remodeled 3-bedroom home offers soaring ceilings, bright open living spaces, and updates throughout. Newer mechanicals provide added peace of mind, making this home truly move-in ready. Located just minutes from downtown, parks, and the Indiana Dunes, this home combines charm, comfort, and exceptional value in a highly desirable area. Schedule your showing today.

270 Woodlawn Avenue, Chesterton
$368,999
4 Beds ⋅ 3 Baths
Welcome to this charming, updated historic home located in the highly sought-after Morgan Park neighborhood! This move-in-ready home features new carpet throughout, fresh interior paint, and major updates completed within the last 10 years, including the roof, furnace, air conditioning, and electrical system. With over 2,200 square feet of living space, this home offers four spacious bedrooms, all with excellent closet space. The primary bedroom includes a private full bathroom and a bright sunroom, perfect for relaxing with your morning coffee or enjoying a quiet evening. The combined living and dining room provides an ideal layout for entertaining guests and hosting family gatherings. You'll also love the enclosed front and back porches, a rare feature that adds both charm and additional usable living space. Step outside to the beautifully landscaped backyard filled with mature greenery, flowers, and plantings, creating a peaceful retreat on the large corner lot. The one-car garage is perfect for extra storage or protection from Indiana's changing weather and is currently equipped for electric vehicle charging. This home is full of character, thoughtful updates, and endless possibilities. It's ready for you to make lasting memories--schedule your private showing today!

303 E Porter Avenue, Chesterton
$1,339,000
FOR SALE - 20,528 SF Commercial Flex building on Broadway in Chesterton, IN. Unlock the possibilities with this expansive and adaptable 20,528 sq ft fully sprinkled commercial building, Zoned B-2. Ideally situated on Broadway, a high-visibility east -west corridor through the heart of Chesterton., Indiana. This versatile property is zoned B-2 and supports a broad range of potential commercial use including retail, office, flex, showroom and storage. The property includes 36 parking spaces, 24 on a private lot, and 12 on street. Two staircases, freight lift to 2nd floor, Netnitco fiber, cameras, over 95 percent LED lighting, with 400-amp 3 phase incoming power.

700 Broadway Avenue, Chesterton
$775,000
Get your hands on the most ideal location in all of Chesterton. This building is full of history and charm right in the heart of downtown with frontage on Broadway and 2nd street. This is where the hustle and bustle of Chesterton happens, markets, parades, festivals, etc. Just a few miles from the National Park and major highways, Chesterton is now more than ever a huge draw!Prime Retail, Office and Residential spaces, many with long term tenancy. Current tenants include Chiropractic office, Art Gallery, Two residential apartments etc. Much of the original character is still intact! Cap rate is at 9 Do not let this opportunity pass you by!

119 Broadway Avenue, Chesterton
$999,000
Opportunity to own the former Main Street Tap in the Heart of Chesterton. Three level bar restaurant has been completely renovated. Main floor features a huge bar and outdoor patio deck. Second floor features 2 private office spaces, large banquet facility or meeting area, and a second floor deck. Basement is walk out with space for dining or food preparation area. Existing three (3) way liquor license, trade fixtures, bar and tap equipment, A/V stage equipment, TVs, and Point of Sale system ALL INCLUDED!! Additionally, the Town of Chesterton just added a new parking lot in close proximity to the building making it convenient for customers to come and go. Call today to schedule your showing.

119 S Calumet Road, Chesterton
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