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Acreage Homes for Sale in Chesterton, IN

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Welcome to your dedicated resource for acreage homes for sale in Chesterton, IN. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesterton, IN agent, Listing Leaders specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the acreage properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Acreage Homes for Sale in Chesterton, IN

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

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 ran to the property, all other permits needed.

1065 N 50 W, Chesterton

4 Beds ⋅ 4 Baths

Unmatched curb appeal, custom craftsmanship, with 3.44 acres of privacy with 4 Bedroom and 4 Baths. This stunning Craftsman-style home offers an idyllic retreat within the coveted Duneland School District. From the moment you pull up to the expansive three-car garage. Featuring a generous 13 ft by 30 third bay perfect for a boat, workshop, or extra storage and see the gorgeous wrap-around front porch, you'll know you've found something special. Inside, the quality is undeniable 2x6 construction, solid wood doors, and wood trim throughout the main floor. Beautiful wood floors flow seamlessly through the entryway, dining room, kitchen, and hallway. Host gatherings in the elegant dining room, by solid wood columns and plantation shutters, or cook with ease in the spacious eat-in kitchen, complete with beautiful maple cabinets and an ample amount of counter and storage space. Step directly from the kitchen out to a charming screened-in porch, which opens to a durable Trex deck,ideal for outdoor dining and taking in views of your private acreage. Afterwards, relax in the impressive living room anchored by soaring vaulted ceilings and a warm gas fireplace. Main-floor primary sanctuary features direct access to the wrap-around porch and a spa-like ensuite bath complete with a double vanity, soaking tub, walk-in shower, private toilet closet, and a spacious walk-in closet. Down the hall, a secondary main-floor in-law suite with an adjacent 3/4 bath provides unmatched flexibility. As you head upstairs, you will notice the gorgeous wooden staircase. You'll find two generously sized bedrooms and a full bath with double sinks and along with an unfinished area above the garage offering incredible potential for future expansion. Downstairs in the partially finished basement adds even more versatile space, complete with daylight windows, a full bath, and direct interior stairs leading right up to the garage. For complete peace of mind, the home comes with Generac Generator

386 E 1050 N, Chesterton

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

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

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

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

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

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

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

10 acre ESTATE LOT parcel in newly subdivided Branham Meadows in UNINCORPORATED Porter County, CHESTERTON, IN. Lot D of a recorded, approved 5 lot subdivision. This platted homesite offers approximately 516 feet of frontage on 1000 N and a deep 903 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, your plans, and get away from the crowd!

84 W 1000 N, Chesterton

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

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