Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless possibilities for development, this property provides the ideal balance of rural charm and convenient access to town. An identical 3.38-acre parcel next door is also available, offering even more potential for those seeking additional land.

835531 MLS ⋅ Tonia Dragon

Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless possibilities for development, this property provides the ideal balance of rural charm and convenient access to town. An identical 3.38-acre parcel next door is also available, offering even more potential for those seeking additional land.

0-1 E 1050 N, Chesterton

Listing courtesy of Tonia Dragon from Better Homes and Gardens Real.

Selling Office: Better Homes and Gardens Real.

$125,000

Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless possibilities for development, this property provides the ideal balance of rural charm and convenient access to town. An identical 3.38-acre parcel next door is also available, offering even more potential for those seeking additional land.

835525 MLS ⋅ Tonia Dragon

Discover the possibilities with this beautiful 3.38-acre parcel. Located in the highly desirable Jackson Township and within the award-winning Duneland School Corporation, this property offers the perfect opportunity to build the home of your dreams. Enjoy the space, privacy, and peaceful surroundings while still being just minutes from major highways and the amenities of Chesterton. With endless possibilities for development, this property provides the ideal balance of rural charm and convenient access to town. An identical 3.38-acre parcel next door is also available, offering even more potential for those seeking additional land.

0-2 E 1050 N, Chesterton

Listing courtesy of Tonia Dragon from Better Homes and Gardens Real.

Selling Office: Better Homes and Gardens Real.

$125,000

WOW! A fantastic opportunity for someone with vision! You've got a 2 Bed, 1 Bath, handyman special fixer-upper with tons of potential, PLUS a second 1 bed, 1 bath, home on the property that's already move-in ready. Don't forget the awesome location in the downtown area of Chesterton, perfect for someone who wants to live in one house while fixing up the other, or for investors looking to maximize value. Don't miss out-this gem that just needs a little imagination to shine! Easy access to the Indiana Dunes National Lakeshore, South Shore train station and only a 50 minute drive to downtown Chicago via the Toll Rd or 80/94.

3 Beds ⋅ 2 Baths ⋅ 827501 MLS ⋅ 1,459 SqFt. ⋅ Shelley Seely

WOW! A fantastic opportunity for someone with vision! You've got a 2 Bed, 1 Bath, handyman special fixer-upper with tons of potential, PLUS a second 1 bed, 1 bath, home on the property that's already move-in ready. Don't forget the awesome location in the downtown area of Chesterton, perfect for someone who wants to live in one house while fixing up the other, or for investors looking to maximize value. Don't miss out-this gem that just needs a little imagination to shine! Easy access to the Indiana Dunes National Lakeshore, South Shore train station and only a 50 minute drive to downtown Chicago via the Toll Rd or 80/94.

209 S 15th Street, Chesterton

Listing courtesy of Shelley Seely from Realty Executives Premier.

Selling Office: Boulder Bay Realty Group.

$114,900

Beautiful Wooded 2.52-Acre Homesite in Chesterton Schools Build your dream home on this 2.52-acre wooded parcel located in the desirable Chesterton School District. Nestled among mature trees, this peaceful property offers the perfect blend of privacy and natural beauty -- yet it's conveniently close to major highways, shopping, and all that Chesterton has to offer. With plenty of room for your ideal layout, garage, or outbuilding, this property provides endless possibilities. Bring your builder and imagine your future here! Soil test completed and septic can be placed!

829709 MLS ⋅ Claudia Forrest

Beautiful Wooded 2.52-Acre Homesite in Chesterton Schools Build your dream home on this 2.52-acre wooded parcel located in the desirable Chesterton School District. Nestled among mature trees, this peaceful property offers the perfect blend of privacy and natural beauty -- yet it's conveniently close to major highways, shopping, and all that Chesterton has to offer. With plenty of room for your ideal layout, garage, or outbuilding, this property provides endless possibilities. Bring your builder and imagine your future here! Soil test completed and septic can be placed!

383 E 1050 N, Chesterton

Listing courtesy of Claudia Forrest from Century 21 Circle.

Selling Office: Century 21 Circle.

$110,000

Opportunity awaits with this 2-bedroom, 1-bath home located in the heart of Porter. Nestled on a quiet street, this property is a rare opportunity with a DOUBLE lot and is perfect for those looking to invest, renovate, or create their dream home. With some vision and TLC, this home has the potential to truly shine. Outside, enjoy the large yard with mature trees--perfect for a garden, outdoor entertaining, or future expansion. Conveniently located near Indiana Dunes National Park, Lake Michigan beaches, schools, shopping, and major highways, this property combines small-town charm with easy access to nearby amenities. Whether you're an investor, flipper, or handy homeowner, this Porter fixer-upper is a chance to add value and create something special.

2 Beds ⋅ 1 Baths ⋅ 826366 MLS ⋅ 1,048 SqFt. ⋅ Justin Higer

Opportunity awaits with this 2-bedroom, 1-bath home located in the heart of Porter. Nestled on a quiet street, this property is a rare opportunity with a DOUBLE lot and is perfect for those looking to invest, renovate, or create their dream home. With some vision and TLC, this home has the potential to truly shine. Outside, enjoy the large yard with mature trees--perfect for a garden, outdoor entertaining, or future expansion. Conveniently located near Indiana Dunes National Park, Lake Michigan beaches, schools, shopping, and major highways, this property combines small-town charm with easy access to nearby amenities. Whether you're an investor, flipper, or handy homeowner, this Porter fixer-upper is a chance to add value and create something special.

121 Franklin Street, Chesterton

Listing courtesy of Justin Higer from Century 21 Circle.

Selling Office: Realty Executives Premier.

$100,000

Imagine your dream home nestled among the trees on this beautiful 1.36-acre corner lot at 369 Ridgeview Drive. Located in Woodridge Hills, a private Jackson Township community known for its spacious wooded homesites and impressive custom residences, this property offers the rare opportunity to create a home designed entirely around your lifestyle. The generous corner setting provides flexibility for a striking home design, welcoming driveway and outdoor living spaces while preserving the natural beauty and privacy of the surrounding woods. Building plans are subject to applicable covenants and approvals. Enjoy a peaceful, tucked-away setting without giving up convenience. Downtown Chesterton's locally owned restaurants, boutiques, art scene, festivals and popular European Market are just minutes away. Spend weekends hiking, biking and enjoying Lake Michigan's shoreline at Indiana Dunes National Park, which protects 15 miles of beaches along the southern shore of Lake Michigan. For commuters or Chicago day trips, nearby Dune Park Station provides access to the South Shore Line, connecting Northwest Indiana directly with Millennium Station in downtown Chicago. With convenient access to Route 49, major expressways, Chesterton and Valparaiso, this location brings together privacy, natural beauty and everyday convenience. Bring your vision and create something truly remarkable at 369 Ridgeview Drive.

843167 MLS ⋅ Lisa Gaff

Imagine your dream home nestled among the trees on this beautiful 1.36-acre corner lot at 369 Ridgeview Drive. Located in Woodridge Hills, a private Jackson Township community known for its spacious wooded homesites and impressive custom residences, this property offers the rare opportunity to create a home designed entirely around your lifestyle. The generous corner setting provides flexibility for a striking home design, welcoming driveway and outdoor living spaces while preserving the natural beauty and privacy of the surrounding woods. Building plans are subject to applicable covenants and approvals. Enjoy a peaceful, tucked-away setting without giving up convenience. Downtown Chesterton's locally owned restaurants, boutiques, art scene, festivals and popular European Market are just minutes away. Spend weekends hiking, biking and enjoying Lake Michigan's shoreline at Indiana Dunes National Park, which protects 15 miles of beaches along the southern shore of Lake Michigan. For commuters or Chicago day trips, nearby Dune Park Station provides access to the South Shore Line, connecting Northwest Indiana directly with Millennium Station in downtown Chicago. With convenient access to Route 49, major expressways, Chesterton and Valparaiso, this location brings together privacy, natural beauty and everyday convenience. Bring your vision and create something truly remarkable at 369 Ridgeview Drive.

369 Ridgeview Drive, Chesterton

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

Selling Office: White Hat Realty Group, LLC.

$94,000

Calling all real estate investors looking for their next opportunity in Chesterton! Whether your strategy is to renovate and resell or improve and hold as a long-term rental, this property offers plenty of potential. The home features three bedrooms, one full bathroom, an oversized living room, and a practical layout with bedrooms spaced throughout the home. Adding to the opportunity is the additional parcel immediately to the north, which is included with the sale and brings the combined lot size to more than 9,300 square feet. The extra outdoor space provides additional breathing room and flexibility that can be difficult to find at this price point. Location is another important advantage. Situated in west central Chesterton, the property offers convenient access to employment, schools, shopping, restaurants, and the everyday necessities residents depend on. And unlike some properties in the area, you won't have train tracks or an interstate sitting directly in your backyard. For an investor, the possibilities are straightforward: renovate the home and bring it back to market, or make the necessary improvements and add another Chesterton property to your rental portfolio. The three-bedroom configuration, generous living space, additional parcel, and convenient location provide a solid foundation for either strategy. Bring your ideas, your contractor, and your numbers. If you've been searching for a Chesterton investment property where you can create value through renovation, this one deserves a closer look.

3 Beds ⋅ 1 Baths ⋅ 843966 MLS ⋅ 1,017 SqFt. ⋅ Charles Vanderstelt

Calling all real estate investors looking for their next opportunity in Chesterton! Whether your strategy is to renovate and resell or improve and hold as a long-term rental, this property offers plenty of potential. The home features three bedrooms, one full bathroom, an oversized living room, and a practical layout with bedrooms spaced throughout the home. Adding to the opportunity is the additional parcel immediately to the north, which is included with the sale and brings the combined lot size to more than 9,300 square feet. The extra outdoor space provides additional breathing room and flexibility that can be difficult to find at this price point. Location is another important advantage. Situated in west central Chesterton, the property offers convenient access to employment, schools, shopping, restaurants, and the everyday necessities residents depend on. And unlike some properties in the area, you won't have train tracks or an interstate sitting directly in your backyard. For an investor, the possibilities are straightforward: renovate the home and bring it back to market, or make the necessary improvements and add another Chesterton property to your rental portfolio. The three-bedroom configuration, generous living space, additional parcel, and convenient location provide a solid foundation for either strategy. Bring your ideas, your contractor, and your numbers. If you've been searching for a Chesterton investment property where you can create value through renovation, this one deserves a closer look.

124 S Jackson Boulevard, Chesterton

Listing courtesy of Charles Vanderstelt from Listing Leaders.

Selling Office: Non Member.

$90,000

1057 Woodlawn presents a great opportunity for investors, rehabbers, or buyers looking to add value. This 2-bedroom, 2-bath home features a detached 2-car garage and a functional layout with plenty of potential. Property is in need of repairs and updates, including foundation and waterline repairs, and is being sold as-is. With the right vision and renovation work, this property could be transformed into a solid investment or future residence. Convenient location close to local amenities, schools, and major roadways.

2 Beds ⋅ 2 Baths ⋅ 838453 MLS ⋅ 1,587 SqFt. ⋅ Georgeann Weisman

1057 Woodlawn presents a great opportunity for investors, rehabbers, or buyers looking to add value. This 2-bedroom, 2-bath home features a detached 2-car garage and a functional layout with plenty of potential. Property is in need of repairs and updates, including foundation and waterline repairs, and is being sold as-is. With the right vision and renovation work, this property could be transformed into a solid investment or future residence. Convenient location close to local amenities, schools, and major roadways.

1057 Woodlawn Avenue, Chesterton

Listing courtesy of Georgeann Weisman from Brokerworks Group.

Selling Office: CHERYL Real Estate Services, L.

$90,000

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.

810942 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.

Lot 132 Michael Drive, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

Selling Office: McColly Real Estate.

$86,500

Best and final due by 7/6 at 5pm. Calling all investors, flippers, or handy buyers! This is a great opportunity with excellent potential for rental, flip, or to renovate your own home in a desirable location. Home is cleaned out and ready for rehab.

3 Beds ⋅ 1 Baths ⋅ 841500 MLS ⋅ 1,688 SqFt. ⋅ Susan Beyler

Best and final due by 7/6 at 5pm. Calling all investors, flippers, or handy buyers! This is a great opportunity with excellent potential for rental, flip, or to renovate your own home in a desirable location. Home is cleaned out and ready for rehab.

302 Indiana Street, Chesterton

Listing courtesy of Susan Beyler from Harbor & Lake Real Estate, LLC.

Selling Office: @properties/Christie's Intl RE.

$80,000

1 Baths ⋅ 831506 MLS ⋅ 1,120 SqFt. ⋅ Jeana Consier

511 S 22nd Street, Chesterton

Listing courtesy of Jeana Consier from Realty Executives Premier.

Selling Office: Listing Leaders Prestige LLC.

$63,000

Build your dream within the gates of Sand Creek! This lot in this established neighborhood invites you to not settle for an existing home. Get exactly what you want just minutes from Lake Michigan, Dunes National Park and two major highways. This lot is perfectly situated in the award winning Duneland Schools

812801 MLS ⋅ Alexis Metcalf

Build your dream within the gates of Sand Creek! This lot in this established neighborhood invites you to not settle for an existing home. Get exactly what you want just minutes from Lake Michigan, Dunes National Park and two major highways. This lot is perfectly situated in the award winning Duneland Schools

1840 Bramble Trace, Chesterton

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

Selling Office: eXp Realty, LLC.

$60,000

Investment/Fixer Upper two-story + 2-car garage on two lots. 3-bed/2-bath, kitchen, living, laundry. Home has strong potential - bring your vision, labor, and upgrades! 3 Miles from Lake Michigan! See private remarks for pertinent info.

3 Beds ⋅ 2 Baths ⋅ 831957 MLS ⋅ 1,336 SqFt. ⋅ Michelle Gilbertsen

Investment/Fixer Upper two-story + 2-car garage on two lots. 3-bed/2-bath, kitchen, living, laundry. Home has strong potential - bring your vision, labor, and upgrades! 3 Miles from Lake Michigan! See private remarks for pertinent info.

304 E Jackson Road, Chesterton

Listing courtesy of Michelle Gilbertsen from McColly Real Estate.

Selling Office: White Hat Realty Group, LLC.

$50,000

Phase 3 is now open and ready for building. Lot 64 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

833901 MLS ⋅ Paul Boyter

Phase 3 is now open and ready for building. Lot 64 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

1002 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: McColly Real Estate.

$50,000

Phase 3 is now open and ready for building. Lot 92 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

833899 MLS ⋅ Paul Boyter

Phase 3 is now open and ready for building. Lot 92 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to the South Shore Train, Indiana Toll Road, and Lake Michigan Indiana Dunes State Park. Drive out to see Where Nature is Your Neighbor.

1003 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: McColly Real Estate.

$50,000

Endless possibitlies on almost an acre lot! Zoned residential/R2. Build to your needs withproximity to all the area has to offer, beaches, trails, etc. Close to I-94 and South Shoreline.

817639 MLS ⋅ Kristin Phillippe

Endless possibitlies on almost an acre lot! Zoned residential/R2. Build to your needs withproximity to all the area has to offer, beaches, trails, etc. Close to I-94 and South Shoreline.

357 Melton Road, Chesterton

Listing courtesy of Kristin Phillippe from Listing Leaders.

Selling Office: White Hat Realty Group, LLC.

$49,000

Has it always been your dream to build? Look no further. Exceptional lot in a quiet cul-de-sac offering privacy and a peaceful setting in The Preserves subdivision, Chesterton, IN. This beautiful parcel sits in a desirable community known for its wooded lots. Conveniently located just minutes from Chesterton High School and with easy access to the South Shore Line and the Indiana Toll Road, commuting and travel are simple. Enjoy weekend escapes to nearby Lake Michigan and Indiana Dunes State Park for beaches, trails and outdoor recreation. Close to shopping, dining and local amenities while still offering a serene, neighborhood feel.

839648 MLS ⋅ Valerie Huizar

Has it always been your dream to build? Look no further. Exceptional lot in a quiet cul-de-sac offering privacy and a peaceful setting in The Preserves subdivision, Chesterton, IN. This beautiful parcel sits in a desirable community known for its wooded lots. Conveniently located just minutes from Chesterton High School and with easy access to the South Shore Line and the Indiana Toll Road, commuting and travel are simple. Enjoy weekend escapes to nearby Lake Michigan and Indiana Dunes State Park for beaches, trails and outdoor recreation. Close to shopping, dining and local amenities while still offering a serene, neighborhood feel.

45 Karner Blue Court, Chesterton

Listing courtesy of Valerie Huizar from Realty Executives Premier.

Selling Office: Realty Executives Premier.

$47,500

If you're dreaming of building your ideal home, this exceptional piece of land is located within the prestigious Sand Creek community! This plot of land presents a wonderful chance for you to indulge in the numerous amenities provided by this acclaimed 27-hole golf course and country club, such as a swimming pool, tennis courts, a fitness center, dining options, diverse programs, and social activities. Award-winning Duneland School District! One hour to Chicago (South Shore train minutes away for a stress-free commute) & minutes away from the beautiful Lake Michigan and Indiana Dunes!

828398 MLS ⋅ Nathan Banga

If you're dreaming of building your ideal home, this exceptional piece of land is located within the prestigious Sand Creek community! This plot of land presents a wonderful chance for you to indulge in the numerous amenities provided by this acclaimed 27-hole golf course and country club, such as a swimming pool, tennis courts, a fitness center, dining options, diverse programs, and social activities. Award-winning Duneland School District! One hour to Chicago (South Shore train minutes away for a stress-free commute) & minutes away from the beautiful Lake Michigan and Indiana Dunes!

1810 Bramble Trace, Chesterton

Listing courtesy of Nathan Banga from Banga Realty, LLC.

Selling Office: McColly Real Estate.

$45,000

Lot 23 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to South Shore Train, Indiana Toll Road, and Lake Michigan's Indiana Dunes State Park. Drive out to see Where Nature Is Your Neighbor. Soil report on file.

809722 MLS ⋅ Paul Boyter

Lot 23 in one of Chesterton's newest neighborhoods. Conveniently located near the Chesterton High School and close to South Shore Train, Indiana Toll Road, and Lake Michigan's Indiana Dunes State Park. Drive out to see Where Nature Is Your Neighbor. Soil report on file.

1036 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: McColly Real Estate.