Chesterton Homes with Chesterton Senior High School

Welcome to Chesterton, Indiana—a charming town nestled in Porter County that beautifully blends small-town charm with modern conveniences. Known for its picturesque landscapes and friendly community, Chesterton offers a welcoming atmosphere that makes it an ideal place to call home. With its strategic location just a short drive from the bustling shores of Lake Michigan, residents enjoy a perfect balance of serene living and easy access to urban amenities.

Chesterton is particularly renowned for its commitment to education, with Chesterton Senior High School serving as a cornerstone of the community. This highly regarded institution not only provides a robust academic curriculum but also fosters a vibrant environment for extracurricular activities, ensuring that students receive a well-rounded education. Families looking to settle in this area will appreciate the school’s dedication to excellence and the supportive community that surrounds it.

The real estate market in Chesterton is diverse, offering a variety of homes that cater to different lifestyles and budgets. From charming historic houses to modern developments, there’s something for everyone. Many properties are situated in family-friendly neighborhoods, making it easy for residents to connect with one another and create lasting friendships.

With its beautiful parks, local shops, and a rich array of dining options, Chesterton is not just a place to live—it's a place to thrive. Whether you’re drawn by the excellent schools, the scenic beauty, or the strong sense of community, Chesterton is a wonderful choice for your next home! Come discover the perfect blend of comfort and convenience in this delightful Indiana town.

Newest Chesterton Homes with Chesterton Senior High School

$419,900

4 Beds ⋅ 3 Baths ⋅ 844618 MLS ⋅ 2,735 SqFt. ⋅ Eric Kovalak

New construction home including irrigation, hydroseed and professional landscape package in the Preserve in the Duneland School Corp. This 2,735 square foot home makes an unforgettable impression. Off the foyer, a private den with French doors offers a quiet, refined space for a home office or study, while a discreetly placed powder room at the front of the home adds convenience without interrupting the flow. The heart of the home unfolds into a spacious great room filled with natural light and inviting views of the backyard. A dedicated dining nook bridges the great room and kitchen, with sliding glass doors that extend gatherings outdoors. The kitchen is both expansive and elegant, anchored by a striking 72-inch island with pendant lighting and an extended edge for barstool seating. Quartz countertops, a tile backsplash, and stainless steel range, dishwasher, and microwave complement the modern, open layout, while a large pantry adds impressive built-in storage. The mudroom connects seamlessly to the attached garage and includes a built-in bench and oversized walk-in closet, creating an organized landing zone for everyday living. Upstairs, four bedrooms each feature their own walk-in closet, offering exceptional storage and personal space, along with a well-appointed full bath that serves the secondary bedrooms with comfort and convenience. A conveniently located laundry room on this level adds everyday ease right where it's needed most. The primary suite stands out as a true retreat, complete with a private bath and an oversized walk-in closet designed to impress. Blending dramatic architectural elements with thoughtful functionality, this home delivers the kind of space, style, and presence that leaves a lasting impact. RESNET energy smart construction will save an estimated 1,699 annually. Actual savings may vary; see HERS Rating Certificate and Energy Smart Flyer for details. Home includes a 10-year structural warranty, offering lasting peace of mind.

40 Karner Blue Court, Chesterton

Listing courtesy of Eric Kovalak from Copper Bay Realty, LLC.

$749,700

3 Beds ⋅ 4 Baths ⋅ 844410 MLS ⋅ 4,284 SqFt. ⋅ Gabriel Mihut

Welcome to 1909 Catkin Circle, an impressive fully updated Modern Farmhouse located in the highly desirable Tamarack Subdivision of Chesterton. Situated on nearly half an acre with beautiful pond views, this 4,284 sq. ft. home offers exceptional indoor and outdoor living with mature landscaping surrounding the property and an expansive wraparound porch. Inside, you'll find 3 bedrooms and 3.5 bathrooms with a thoughtfully designed layout featuring an enlarged, vaulted primary suite, a spacious butler's pantry, and inviting living and entertaining spaces throughout. Three fireplaces add warmth and character, while a whole-house entertainment speaker system makes the home ideal for both everyday living and hosting. The Modern Farmhouse design carries throughout the home, combining updated finishes with comfortable, functional spaces. Step outside to enjoy the wraparound porch, professionally landscaped grounds, and peaceful pond setting that make this property stand out within Tamarack. With 4,284 square feet of living space, a premium pond-side lot, extensive updates, and a combination of luxury, privacy, and character, 1909 Catkin Circle offers a rare opportunity in one of Chesterton's desirable residential communities.

1909 Catkin Circle, Chesterton

Listing courtesy of Gabriel Mihut from Realest.com.

$519,900

3 Beds ⋅ 2 Baths ⋅ 842680 MLS ⋅ 1,851 SqFt. ⋅ Paul Boyter

Beautiful new construction ranch, offering nearly 1,900 square feet of thoughtfully designed living space in The Preserve. Set on a premium homesite overlooking a wooded natural buffer, this home offers peaceful views and a tranquil setting. The open-concept floor plan seamlessly connects the kitchen, dining area, and living room, extending to a private rear deck overlooking the wooded backdrop, perfect for relaxing or entertaining. Large Andersen windows and elevated ceilings fill the home with natural light, creating a bright, airy atmosphere throughout. Designed for both style and functionality, the kitchen features classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space for everyday living and entertaining. The spacious primary suite offers a private retreat with a dual-sink vanity, tiled walk-in shower, expansive walk-in closet, and an additional oversized closet for exceptional storage. A standout feature is the unfinished daylight basement overlooking the natural wetlands, complete with full-size windows that provide abundant natural light. Designed for future expansion, the lower level can easily become a recreation room, home gym, media room, guest suite, home office, or additional bedrooms. Plumbing is already roughed in for a future full bathroom, providing even more flexibility to customize the space. Premium features include 42-inch soft-close cabinetry, LVP throughout the main living areas, fireplace, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a finished two-car garage. Buyers also have the opportunity to personalize select interior finishes during construction. Located within The Preserve, a thoughtfully planned community spanning 90 acres of protected natural landscape, enjoy privacy and convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line, and Indiana Dunes.

1003 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$125,000

842483 MLS ⋅ Patricia Raffin

Create the possible! These in town, Duneland Cove lots, have municipal water & sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

898 Lot 131 Michael Drive, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

$97,000

542490 MLS ⋅ Patricia Raffin

Create the possible! These, in town, Duneland Cove lots have municipal water and sewer, gas and electric available. Convenient easy transit to highways, rails, shopping, schools, parks, playgrounds and within minutes to our beautiful Lake Michigan shoreline beaches, parks and trails. All permits required, No HOA, covenants and restrictions apply.

Michael Dr. Lot 133, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

$101,000

542511 MLS ⋅ Patricia Raffin

Michael Dr. Lot 135, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

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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.