Chesterton Homes with Tri-Level Levels

Welcome to Chesterton, Indiana, a charming town nestled in Porter County that beautifully blends small-town charm with modern amenities. Known for its picturesque landscapes and vibrant community spirit, Chesterton offers residents a tranquil lifestyle while being conveniently located near the bustling city of Chicago. With its rich history, diverse recreational opportunities, and excellent schools, it's no wonder that Chesterton has become a sought-after destination for families and professionals alike.

One of the most appealing aspects of Chesterton is its stunning selection of homes, particularly the unique tri-level designs that grace many neighborhoods. These homes are perfect for those seeking a blend of style and functionality. Tri-level homes typically feature three distinct levels, providing ample space for living, entertaining, and privacy. The layout often includes a welcoming main floor with an open-concept living and dining area, a cozy lower level perfect for family gatherings or a home office, and a private upper level that serves as a serene retreat for rest and relaxation.

Chesterton's tri-level homes are not only aesthetically pleasing but also offer practical advantages, including efficient use of space and flexibility in design. Many properties boast beautifully landscaped yards, proximity to parks, and easy access to local shops and restaurants, making it an ideal choice for those who value both comfort and convenience.

If you’re looking for a place that perfectly encapsulates the essence of community living, look no further than Chesterton. Explore the tri-level homes available in this delightful town and discover your dream home today!

Newest Chesterton Homes with Tri-Level Levels

$399,900

4 Beds ⋅ 3 Baths ⋅ 844671 MLS ⋅ 2,372 SqFt. ⋅ Marco Trevino

Quality-built home that has been beautifully maintained and is truly move-in ready! This open-concept tri-level floor plan makes exceptional use of every square foot. The spacious primary suite features a vaulted ceiling, walk-in closet, and private full bath with a double vanity and a relaxing whirlpool tub. The new updated kitchen offers quartz counter tops, new dishwasher, abundant cabinetry, generous counter space, and a large pantry for added convenience. The huge lower-level rec room with a cozy gas fireplace provides the perfect space for entertaining or relaxing. The main level flooring has been updated with waterproof, scratch resistant, realistic wood grain LVP flooring, and outlets have been strategically installed higher on the walls in the bedrooms and rec room for easy TV mounting and setup. Enjoy the backyard with storage shed and plenty of room for outdoor activities. The exterior also features all season Govee lighting to really give your home that pop all year round. Frontier fiber optic cable has also been recently ran underground. A must-see home that combines quality craftsmanship, thoughtful updates, and functional living space.

1927 Cory Lane, Chesterton

Listing courtesy of Marco Trevino from Listing Leaders.

$419,900

4 Beds ⋅ 3 Baths ⋅ 844343 MLS ⋅ 2,380 SqFt. ⋅ Amy Redman

This meticulously updated four-bedroom, three-bathroom residence is situated in a prime Chesterton location. The interior features a thoughtfully redesigned kitchen equipped with custom hickory cabinetry, granite countertops, and premium stainless-steel appliances. Abundant natural light fills the living room through a newly installed expansive window, flowing seamlessly into a spacious dining area and a comfortable sunroom - perfect for morning coffee and evening relaxing. The home offers four generously proportioned bedrooms, including two en-suite bathrooms located on the upper and lower levels respectively, all complemented by new modern vanities and fixtures. Fresh interior paint, new lighting, and a combination of new carpeting and new luxury vinyl plank flooring complete the refined interior. Additional versatility is provided by lower-level bonus spaces suitable for a recreation room, home gym, or multi-generational living arrangements. The attached garage features all-new shelving and a new insulated overhead door with new quiet, side-mount opener. Exterior improvements include a new roof installed in 2025, upgraded gutters, fascia, soffit, exterior doors, and a newly constructed composite front porch. Conveniently positioned on a dead-end, cul-de-sac street, the property offers exceptional proximity to schools, parks, shopping, commuter transit, major interstates, and the Indiana Dunes National Park. Schedule your showing today!

762 Dunewood Drive, Chesterton

Listing courtesy of Amy Redman from Dunes Realty, LLC.

$359,900

4 Beds ⋅ 2 Baths ⋅ 843482 MLS ⋅ 1,828 SqFt. ⋅ Melissa Capellari

Move-in ready and loaded with updates, this turn-key tri-level offers the space, style, and location today's buyers are searching for. Situated in the award-winning Duneland School District, you'll enjoy being just minutes from downtown Chesterton, the Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, Coffee Creek Preserve, shopping, dining, and major commuter routes. Inside, the sunny living room welcomes you with fresh paint & neutral decor The country kitchen features brand-new quartz countertops, a pantry, a full appliance package, and sliding door access to the backyard--perfect for everyday living and entertaining. The lower level adds valuable flexible space with brand-new carpet, a cozy brick fireplace, a fourth bedroom, a 3/4 bath, dedicated laundry room, and plenty of storage. Upstairs, retreat to a spacious primary bedroom along with two additional bedrooms and an updated full bath featuring new quartz countertops. Step outside to enjoy the freshly painted deck with a Sunsetter shade, a storage shed, and a generous backyard with room for gardening, pets, play, or outdoor gatherings. The heated 2.5-car garage provides ample space for vehicles, hobbies, and extra storage. Recent updates include new paint, new carpet, new quartz countertops in the kitchen and bathrooms, updated fixtures, and a new HVAC system (2022), making this home truly move-in ready. Schedule your private showing today!

2342 Westwood Lane, Chesterton

Listing courtesy of Melissa Capellari from Coldwell Banker Real Estate Gr.

$309,000

4 Beds ⋅ 3 Baths ⋅ 843042 MLS ⋅ 1,788 SqFt. ⋅ Natalie Martin

Welcome to this 4-bedroom, 3-bathroom tri-level home located in the Porter Cove neighborhood of Chesterton. The upper level features three bedrooms, including the primary suite with its own private ensuite bathroom, while the lower level offers a fourth bedroom, an additional living room, and a newly finished third bathroom with a walk-in shower and glass doors, creating a flexible space for guests, related living, or a home office. New carpet adds a fresh update, and the attached garage provides everyday convenience. Step outside to a large patio overlooking the fenced backyard, complete with a storage shed for additional storage. Conveniently located near the Duneland Prairie Bike Trail, Indiana Dunes National Park, and the beaches of Lake Michigan, this home offers easy access to outdoor recreation year-round. Commuters will appreciate the close proximity to the South Shore Line, I-94, and the Indiana Toll Road, making travel to Chicago and surrounding communities simple and convenient. Offering a functional layout, recent updates, and a location close to both nature and commuter routes, this home is ready for its next owner.

1412 Essex Drive, Chesterton

Listing courtesy of Natalie Martin from Listing Leaders.

$327,500

3 Beds ⋅ 3 Baths ⋅ 840225 MLS ⋅ 3,484 SqFt. ⋅ Brian Manning

Welcome to 1622 Port Cove Dr in Porter, Indiana -- a charming 3-bedroom, 3-bathroom tri-level home offering approximately 1,742 square feet of comfortable living space, built in 1999. This well-maintained residence perfectly blends functionality and relaxation in a desirable neighborhood. Step inside to find a spacious and inviting layout. The tri-level design provides excellent separation of spaces: the main level features an eat-in kitchen and living areas perfect for everyday living and entertaining, while the upper level offers private bedroom retreats. Three full bathrooms ensure convenience for everyone in the household. The highlight of this home is undoubtedly the fenced backyard oasis. Enjoy summer days on the large deck, cool off in the above-ground pool, or gather around the fire pit for evenings under the stars. With plenty of room to play or garden, this outdoor space is ready for memories. A 2-car garage adds practical convenience for parking and storage. Located in Porter, you're just minutes from the stunning Indiana Dunes National Park and State Park, with miles of beaches, hiking trails, and Lake Michigan views. The vibrant Chesterton area offers excellent amenities including shops, restaurants, schools, and easy access to major routes -- perfect for commuters while still providing a peaceful suburban feel. This tri-level home combines comfort, outdoor enjoyment, and unbeatable location. Don't miss your chance to make it yours!

1622 Port Cove Drive, Chesterton

Listing courtesy of Brian Manning from Listing Leaders.

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Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.