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$225,000
3 Beds 2 Baths
Opportunity awaits with this "As-Is" 3-bedroom fixer-upper offering plenty of potential for anyone looking to create a home tailored to their own style. Situated in a desirable location, this 1.87 acre property combines a convenient setting with the space and features that are increasingly hard to find. The home offers three bedrooms and a solid foundation for your renovation ideas. With some updating and TLC, you can transform this property into a comfortable residence or valuable investment. This property has a 24x40 pole barn, providing excellent additional space for storage, hobbies, a workshop, equipment, or recreational vehicles. The combination of the home, outbuilding, and desirable location makes this a property worth exploring.

1062 N 50 W, Chesterton

$849,000
4 Beds 4 Baths
Nestled on a private, wooded 4.5-acre lot in Chesterton's Jackson Township within the Duneland School District, this captivating multi-level home blends distinctive mid-century character with more than 4,300 square feet of versatile living space. Floor-to-ceiling windows, clean architectural lines, serene wooded and open views, and a year-round flowing creek create a peaceful setting that feels timeless and connected to nature. The main level offers a sunlit living room anchored by a dramatic Wisconsin Cascade stone fireplace, a formal dining room with updated lighting, and a fully equipped kitchen with new stainless steel appliances, updated fixtures, and a reverse osmosis water system. Upstairs, you'll find three bedrooms and two full baths--including a hall bath with radiant heated floors--plus a flexible office/flex space adjoined to the primary suite that can easily serve as a nursery, private sitting room, or expansive second walk-in closet. The main and lower levels provide additional living and entertaining space, featuring a fourth bedroom, half bath, family room with a second stone fireplace, and a spacious recreation room. Multiple bedrooms open to three private decks, while a screened porch overlooks the scenic grounds. A dedicated heated and cooled workshop with a private exterior entrance adds even more functionality. Recent improvements include a newer well pressure tank, Presby septic system, radon mitigation system, roof on the detached garage, kitchen reverse osmosis system, and an owned water softener. Outside, the property is a true retreat with parklike grounds, five garage bays, raised garden beds, fruit-bearing apple trees, mature woods, and picturesque outdoor spaces. All of this is located just minutes from downtown Chesterton, Indiana Dunes National Park, nearby beaches, and the South Shore Line with convenient access to Chicago.

1147 N 400 E, Chesterton

$875,000
5 Beds 5 Baths
Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the heart of this cherished community on ONE ACRE this extraordinary three-story residence has been lovingly preserved while offering the space and amenities desired for modern living. Rich in architectural character, the home showcases stunning original details including exquisite tilework, handcrafted wood paneling, custom cabinetry, and elegant millwork that speak to a bygone era of unparalleled craftsmanship. Grand entertaining spaces include a stately formal dining room, a classic butler's pantry, and beautifully proportioned living areas designed for memorable gatherings. Offering 5 spacious bedrooms and 5 baths, the home seamlessly blends historic elegance with exceptional comfort. A rare indoor pool provides year-round enjoyment, while the enchanting English garden creates a private sanctuary of manicured beauty and quiet reflection. More than a home, this is a time honored property--a place where generations have celebrated holidays, hosted gatherings, and created lasting memories. Opportunities to own a residence of this significance are exceptionally rare. For those who appreciate history, timeless architecture, and the privilege of becoming the next steward of an extraordinary legacy, this is truly a once-in-a-lifetime offering.

229 E Morgan Avenue, Chesterton

$125,000
Welcome to the undeveloped phase of the desirable Hunters Glen Subdivision in Porter, Indiana--an excellent opportunity for builders or investors. This offering includes 8 spacious, wooded lots plus 2 additional parcels designated for roads and drainage infrastructure. Nestled in a peaceful, natural setting, this subdivision combines privacy with convenience. With easy access to I-94 and the South Shore Train, commuting to Chicago or nearby communities is a breeze. Enjoy the charm of Porter while being minutes from Indiana Dunes, Lake Michigan, and local amenities. Don't miss your chance to develop in one of Porter County's most sought-after areas. A buyer could apply to vacate the platted subdivision with the Town of Porter and build one house on the parcel(this would be contingent on Town of Porter approval).

860 Quail Ridge Circle, Chesterton

$529,900
4 Beds 4 Baths
First Time on the Market! Proudly offered by its original owner, this exceptional property presents a rare opportunity to own a private retreat nestled on 5 picturesque acres. You will notice quality craftsmanship & attention to detail throughout the home. Surrounded by mature trees and abundant wildlife, the property features a cleared walking trail, a dedicated hunting area, a cozy fire pit, an apple tree, and a peaceful setting you'll enjoy year-round. Designed for both everyday living and entertaining, the home offers 4 bedrooms and 4 bathrooms with generous living spaces throughout. The spacious eat-in kitchen includes a pantry, built-in space saver and room for the whole family to gather for meals. The oversized living room is highlighted by a beautiful wood-burning fireplace and a large sliding glass door that showcases the serene backdrop. Step outside onto the expansive deck overlooking the private backyard--an ideal space for morning coffee, evening sunsets, or just relaxing with friends and family. The primary suite features an updated 3/4 bath and ample closet space. Throughout the home you'll find numerous custom built-in storage solutions and spacious closets designed with organization and storage in mind. The finished lower level expands your living space with a massive family room centered around a second wood-burning fireplace, complete with a convenient exterior-access wood storage cabinet for easy restocking. The lower level also offers a spacious fourth bedroom, w/ a bonus room connected & a half bath. A full bathroom, laundry room, and a dedicated tool/workshop room, provide endless possibilities for hobbies, guests, or multi-generational living. Additional highlights include oversized 2 car garage, a metal storage shed, a buoy/storage shed. If you've been searching for privacy, nature, and a home that has been lovingly maintained by one owner, you'll want to see this one! Survey & original blueprints attached for added peace of mind.

1089 N 200 W, Chesterton

$199,900
10 Acre Estate Lot in Unincorporated Porter County. Lot A of a recorded, approved 5 lot subdivision Branham Meadows AVAILABLE in Chesterton, Indiana. This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving builders and buyers a ready-to-build acreage parcel with room to spread out. The land is sold without utilities in place. Buyers will install a private well and septic system, with electric and natural gas brought to the site. The open acreage sits in a quiet rural setting between 50 W and 100 W. Minutes from IN-49 and I-94, with downtown Chesterton shopping and dining a short drive north and the Indiana Dunes National Park and Lake Michigan beaches within easy reach. Commuters can access the South Shore Line for a direct ride to downtown Chicago, roughly an hour away. Bring your builder and your plans. Note that these lots cannot be further divided and permit one residential dwelling per lot. Additional accessory structures are permitted pursuant to porter county building code. The size of these lots create the potential for large structures.

62 W 1000 N, Chesterton

$199,900
10 Acre Estate Lot in unincorporated Porter County, rural Chesterton IN. Lot B of a recorded, approved 5 lot subdivision Branham Meadows. This platted homesite is a conventional rectangular lot with no trees to clear! The site offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving builders and buyers a ready-to-build acreage parcel with room to spread out. The land is sold without utilities in place. Buyers will install a private well and septic system, with electric and natural gas brought to the site. The open acreage sits in a quiet rural setting between 50 W and 100 W. Minutes from IN-49 and I-94, with downtown Chesterton shopping and dining a short drive north and the Indiana Dunes National Park and Lake Michigan beaches within easy reach. Commuters can access the South Shore Line for a direct ride to downtown Chicago, roughly an hour away. Note that these lots cannot be further divided and permit one residential dwelling per lot. Additional accessory structures are permitted pursuant to porter county building code. The size of these lots create the potential for large structures. Bring your builder and your plans and get away from the crowd!

68 W 1000 N, Chesterton

$199,900
10 Acre Estate Lot in Unincorporated Porter County, Chesterton IN. Lot C of a recorded, approved 5 lot subdivision Branham Meadows. All lots are conventionally shaped rectangular/square for ideal residential development with no trees to clear! This platted homesite offers approximately 340 feet of frontage on 1000 N and a deep 1,294-foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving builders and buyers a ready-to-build acreage parcel with room to spread out. The land is sold without utilities in place. Buyers will install a private well and septic system, with electric and natural gas brought to the site. The open acreage sits in a quiet rural setting between 50 W and 100 W. Minutes from IN-49 and I-94, with downtown Chesterton shopping and dining a short drive north and the Indiana Dunes National Park and Lake Michigan beaches within easy reach. Commuters can access the South Shore Line for a direct ride to downtown Chicago, roughly an hour away. Note that these lots cannot be further divided and permit one residential dwelling per lot. Additional accessory structures are permitted pursuant to porter county building code. The size of these lots create the potential for large structures. Bring your builder and your plans and get away from the crowd!

76 W 1000 N, Chesterton

$199,900
Get Away From The Crowd with this 11 acre Estate Lot in beautiful rural setting located in Unincorporated Porter County, Chesterton IN, away from neighbors but close to town and highway access! Lot E of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 500 feet of frontage on 100 W and a deep 1,050 foot lot, ideal for a custom home, hobby farm, or long-term land investment in Northwest Indiana's Duneland area. The plat is recorded and approved, giving builders and buyers a ready-to-build acreage parcel with room to spread out. The land is sold without utilities in place. Buyers will install a private well and septic system, with electric and natural gas brought to the site. The open acreage sits in a quiet rural setting between 50 W and 100 W. Minutes from IN-49 and I-94, with downtown Chesterton shopping and dining a short drive north and the Indiana Dunes National Park and Lake Michigan beaches within easy reach. Commuters can access the South Shore Line for a direct ride to downtown Chicago, roughly an hour away. Bring your builder and your plans! Tons of possibility here. Four other lots still available. Note that these lots cannot be further divided and permit one residential dwelling per lot. Additional accessory structures are permitted pursuant to porter county building code. The size of these lots create the potential for large structures.

981 N 100 W, Chesterton

$350,000
3 Beds 3 Baths
Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great architectural bones that practically beg for rich textures, deep color palettes, and a custom modern remodel. Location Highlights Outdoor Adventure: The Heron Rookery Trail and Dale B. Engquist Nature Preserve are practically at your doorstep. Spend your weekends exploring the Indiana Dunes State Park Nature Center or Coffee Creek Preserve. Top-Tier Education: Located within the highly desirable Duneland School Corporation boundaries. Easy Commuting: Enjoy the perfect balance of a secluded, peaceful retreat that is still highly connected--the Beverly Shores train station or by car is just a short drive away for effortless city trips. (approx. 40 minutes to the city). Outside, the massive yard is surrounded by trees, offering ultimate privacy for a stunning outdoor living area, a native garden, or quiet mornings listening to birdsong. Ample parking and a 2.5-car garage mean there's plenty of room for your weekend toys and guests. Opportunities that blend acreage, top schools, immediate trail access, and true renovation potential don't last long. Schedule your tour today. Home is being sold AS-IS.

397 E 1300 N, Chesterton

$1,500,000
Prime commercial opportunity with endless potential! Situated on just over an acre along a high-traffic roadway, this unique property features four buildings totaling nearly 6,500 square feet. Exceptional visibility and easy access make this an ideal location for a variety of business ventures, investment opportunities, retail, office space, storage, service industries, or mixed-use possibilities. The expansive lot offers ample parking, room for expansion, and flexibility to fit your vision. Whether you're looking to grow your business, start a new venture, or add to your investment portfolio, this property delivers location, exposure, and opportunity all in one package. Don't miss your chance to own a versatile commercial property in a prime location with unlimited potential!

1147 N Salt Creek Road, Chesterton

$399,999
3 Beds 2 Baths
Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both garages. A standout feature is the clever "related living" setup: just close the French doors to create a fully private apartment complete with its own kitchen, laundry, and appliances. You can soak up the views year-round from the heated sunroom, which overlooks an above-ground pool with a wrap-around sun deck, or choose between the large party-sized fire pit and the smaller, cozy one for quieter nights. To top it all off, the property includes a massive 40' x 60' fully insulated pole barn with concrete floors, electric, and even a built-in bedroom and bathroom. With double barn doors and a drive-through exit for easy rear parking, this is the ultimate setup for hobbies, guests, or just enjoying the quiet life. Located in the award-winning Chesterton/Duneland School District, convenient to all major highways, don't wait - schedule your showing today!

141 W 900 N, Chesterton

$1,350,000
4 Beds 5 Baths
Welcome to your private Northwest Indiana retreat in desirable Jackson Township--where space, luxury, and nature come together on just over 15 stunning acres. This all-brick estate offers the perfect blend of elegance and outdoor adventure, featuring 4 bedrooms and 5 bathrooms, thoughtfully designed for both everyday living and unforgettable entertaining. Inside, you'll find a generously sized kitchen with granite counters and stainless appliances, including a 6-burner cooktop with a griddle. 4 bedrooms include a spacious primary suite that serves as a true sanctuary, complete with a large en suite bath and plenty of room to unwind. Two additional bedrooms also feature private en-suite bathrooms, providing comfort and privacy for family or guests. The home offers many living spaces filled with natural light, including a beautiful sunroom with a hot tub--the perfect place to relax year-round. Conveniently located nearby is a dedicated bathroom designed to service the pool area. Step outside and experience a property that truly feels like a personal resort. Enjoy summers by the in-ground pool, host gatherings on the expansive deck, or explore your own private walking trails and mature woods. The stocked pond adds to the peaceful setting and creates the perfect spot for fishing, quiet reflection, or simply taking in the scenery. The unfinished basement provides incredible opportunity for future expansion--whether you envision a home theater, gym, additional living space, or guest quarters. Located in the highly sought-after Duneland School District, this property offers the perfect balance of privacy and convenience. Just minutes away, you'll find the breathtaking beaches and trails of the Indiana Dunes National Lakeshore, while the South Shore Railway provides an easy commute to downtown Chicago.

1137 N 475 E, Chesterton

$89,000
Build-ready wooded homesite in desirable Pine Township. This approximately 1.5 plus acre parcel offers privacy and natural surroundings while still being conveniently located near Chesterton, major highways, and the Indiana Dunes. Significant due diligence work has already been completed, including wetland delineation, septic feasibility investigation, and site planning identifying a viable building envelope for construction. Engineering and health department documentation supports development of a 4-bedroom home with septic system, helping reduce uncertainty and upfront costs for future buyers. Private driveway easement provides access to the property. A recent appraisal indicates a completed custom home on this site could support an approximate value near 792,000, demonstrating strong end-value potential for builders or homeowners planning a custom residence. This is a rare opportunity to purchase a wooded homesite with extensive preliminary work already completed. Additional documentation available upon request.

1300 N, Chesterton

Updated . Information deemed reliable but not guaranteed.