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$199,900
3 Beds ⋅ 2 Baths ⋅ 845153 MLS ⋅ 1,764 SqFt. ⋅ Jared Gomez
Welcome to your new warm and cozy home! You'll enjoy the fireplaces, solid hardwood floors and privacy from your back yard. The home is situated on over 4 acres and is adjacent to protected wetlands. It is also close to shopping, expressways and the Indiana Dunes. The windows, furnace, air conditioner and hot water heater are newer. Come take a look!

1063 Frontage Road, Chesterton

Listing courtesy of Jared Gomez from Listing Leaders.

$675,000
843301 MLS ⋅ Michelle Renninger
Imagine the possibilities! 52 acres ready for your dreams to be built here! There's even a 2 acre stocked pond! Approximately 880ft. of frontage on 1050N, and 2,500 ft. frontage on 150W. Zoned R-1 Residential. Property is currently farmed and is subject to crop rights. Located minutes from access to commuter expressways, South Shore train station, Lake Michigan and the Indiana Dunes National Lakeshore, award-winning schools, and the vibrant Chesterton downtown district for all of your shopping, entertainment, and recreation!

W 1050 N, Chesterton

Listing courtesy of Michelle Renninger from Brokerworks Group.

$242,900
843035 MLS ⋅ Marina Klein
Acreage in Liberty Township! Beautiful 4.12 Acre Lot in the sought out Duneland School District with just a 3 minute drive to Chestertion High School & 5 minutes to downtown Chesterton. No HOA, natural gas & electric have already been run to the property, soil borings have been completed, all other permits needed.

1065 N 50 W, Chesterton

Listing courtesy of Marina Klein from Blackrock Real Estate Services.

$875,000
5 Beds ⋅ 5 Baths ⋅ 842756 MLS ⋅ 6,360 SqFt. ⋅ Alexis Metcalf
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

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

$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.

$125,000
842358 MLS ⋅ Paul Boyter
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

Listing courtesy of Paul Boyter from McColly Real Estate.

$529,900
4 Beds ⋅ 4 Baths ⋅ 841929 MLS ⋅ 2,970 SqFt. ⋅ Lauren Piazza
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

Listing courtesy of Lauren Piazza from Realty Executives Premier.

$199,900
841899 MLS ⋅ Justin Berggren
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

Listing courtesy of Justin Berggren from Coldwell Banker Market Connect.

$199,900
841897 MLS ⋅ Justin Berggren
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

Listing courtesy of Justin Berggren from Coldwell Banker Market Connect.

$199,900
841893 MLS ⋅ Justin Berggren
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

Listing courtesy of Justin Berggren from Coldwell Banker Market Connect.

$199,900
841889 MLS ⋅ Justin Berggren
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

Listing courtesy of Justin Berggren from Coldwell Banker Market Connect.

$389,000
841312 MLS ⋅ Paul Boyter
This 1.44 acre lot is located close to the Indiana Toll Road, I-94, the South Shore train station, The Indiana Dunes State Park, and the Indiana Dunes National Park. Across Highway 49 you will find Culver's, AJ's Pizza, Popeye's, Dunkin Donuts, Hilton Garden Inn, Bob Evans, and multiple medical and office buildings.

1022 N Old State Rd 49, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$1,500,000
839272 MLS ⋅ 6,488 SqFt. ⋅ Kristin Phillippe
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

Listing courtesy of Kristin Phillippe from Century 21 Affiliated.

$64,900
836435 MLS ⋅ Susan Jackson
Nature lover's paradise. Beautiful 1.46 acres lot in town. Coffee Creek runs through the south and west of the property. Coffee Creek is a tributary of Lake Michigan. Take a short kayak ride from Coffee Creek in your yard to the Calumet River and then on to Lake Michigan. Go catch some fresh salmon, see deer, beavers and a host of other nature sights. Build a new home on this property and enjoy Duneland Schools and all of the benefits of living in the country right in town. Zoned R2 . You an also build a duplex, nursing home or retirement community. There are so many possibilities. Close to beaches, Dunes National Lakeshore, SouthShore Line, shopping and restaurants.

000 Grady Street, Chesterton

Listing courtesy of Susan Jackson from BHHS Indiana Realty.

$1,350,000
4 Beds ⋅ 5 Baths ⋅ 835684 MLS ⋅ 5,809 SqFt. ⋅ Lisa Gaff
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

Listing courtesy of Lisa Gaff from White Hat Realty Group, LLC.

$100,000
835519 MLS ⋅ Christina Lee
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

Listing courtesy of Christina Lee from The Lyons Group Real Estate.

$250,000
834680 MLS ⋅ Dawn Bernhardt
Location, Location, Location. Two adjacent Commercial building sites totaling 1.7 acres in established, fast growing Chesterton business park. Excellent location just South of downtown, off Calumet Rd., West of Highway 49 and quick access to the Indiana Toll Road and Highway 94. Utilities to the site, favorable B-3 Business Zoning.

123 & 127 Venturi Drive, Chesterton

Listing courtesy of Dawn Bernhardt from Blackrock Real Estate Services.

$60,000
833249 MLS ⋅ Marko Nestorovski
Rare 1-Acre Wooded Lot in a Desirable Established Area! Conveniently located near schools, shopping, dining, and major commuter routes. The seller has obtained a land-clearing quote of approximately 10k, with costs varying based on how much of the lot the buyer chooses to clear. Enjoy the privacy, flexibility, and space to build your dream home. Large lots like this are hard to find - the seller is motivated and welcomes all offers!

Tbd Union Avenue, Chesterton

Listing courtesy of Marko Nestorovski from McColly Real Estate.

$95,000
502131 MLS ⋅ Nicholas Sommer
High traffic commercial lots. Two adjoining commercial properties totaling almost 2 acres on Indian Boundary Road. The property is zoned Business 2 which enables most retail applications, medical uses, and office functions. Property is in a TIF district.

108 Indian Boundary Road, Chesterton

Listing courtesy of Nicholas Sommer from Century 21 Alliance Group.

$101,000
542511 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.

Michael Dr. Lot 135, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

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.