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2108 Tupelo Lane, Chesterton
$215,000
2 Beds ⋅ 2 Baths
EASY, MAINTENANCE FREE LIVING! This charming 2 bedroom, 2 bathroom ranch style townhouse offers the perfect combination of comfort and convenience! Step inside to find impressive, vaulted ceilings in the kitchen and dining area, creating and open and airy feel that flows seamlessly into the inviting living room. The spacious primary suite features its own private full bathroom. Enjoy peace of mind with a brand NEW roof (no assessment) , LOW taxes, AND and HOA that takes care of the rest. HOA fees cover all utilities except gas and electric, along with lawn care, snow removal, and exterior maintenance. Minutes to downtown Chesterton, parks, schools, restaurants, shopping and I-94. Whether you're looking to downsize or simply enjoy a low maintenance lifestyle, this home is a must see. Schedule your showing TODAY!

2108 Tupelo Lane, Chesterton

1469 Admiral Drive, Porter
$299,999
3 Beds ⋅ 2 Baths
Room to spread out, updates already completed, and a location that makes everyday life easier! This move-in-ready 3-bedroom, 2-bath ranch in Porter Cove offers 2,324 sq. ft. of finished living space, within the Duneland School Corporation. Three main-level bedrooms and two additional lower-level rooms offer flexibility for guests, work, hobbies, or simply having room to breathe. The welcoming main level features a primary bedroom with a private en-suite bath, Pergo flooring with a lifetime warranty, and a wood-burning fireplace with a gas starter for cozy evenings. Central air conditioning and ceiling fans add comfort throughout the seasons. Downstairs, the finished basement creates even more room for movie nights, games, entertaining, or a quiet home office. The big-ticket updates are a standout: NEW WINDOWS and NEW SIDING in spring 2026, NEW BACKYARD FENCING, plus NEW SUMP AND LIFT PUMPS. The roof is approximately 8 years old; the furnace and water heater are approximately 10 years old. Appliances stay, including the washer, dryer, mini fridge, and freezer. Enjoy outdoor meals, play, or a peaceful morning in the fenced backyard on a 0.215-acre lot. A 10' x 14' shed keeps tools and seasonal items organized, while the attached 2-car garage adds everyday convenience. Shopping, restaurants, parks, downtown Chesterton, and major highways are all nearby. With three bedrooms, finished lower-level space, thoughtful upgrades, and so much included, this is a home you can settle into and enjoy from day one. Come experience the space and possibilities in person--schedule your showing today!

1469 Admiral Drive, Porter

2524 Hilfiger Drive, Chesterton
$499,999
4 Beds ⋅ 4 Baths
Meticulously maintained and lovingly cared for by its original owner, this beautiful home is nestled in one of the area's most desirable neighborhoods. Offering four spacious bedrooms, four bathrooms, and a well-appointed kitchen, this home seamlessly blends comfort, style, and functionality. The thoughtfully designed floor plan provides inviting spaces for both everyday living and entertaining, while the fully finished basement offers exceptional additional living space with endless possibilities. The Ensuite Primary bedroom offers a beverage center, built-in window seat and a HUGE walk in closet. Pride of ownership is evident throughout, making this a wonderful opportunity to own a truly special home in a sought-after location. The big ticket items; roof, HVAC and HWH have all been replaced over the last 5 years

2524 Hilfiger Drive, Chesterton

231 E 1200 N, Chesterton
$234,900
4 Beds ⋅ 2 Baths
**BRING YOUR VISION AND UNLOCK THE POTENTIAL!** Opportunity awaits with this 4-bedroom, 1.5 -bath Cape Cod-style home offering approximately 2,000 square feet, an attached 2-car garage, and a little over an acre of land in Chesterton! Whether you're an investor searching for your next renovation project or a buyer ready to transform a house into your own masterpiece, this property is full of possibilities! The main level has been stripped down to a blank canvas, offering an open-concept layout ready for your creative ideas and personal touches. The basement provides additional possibilities, with what appears to have been a 3/4 bathroom, bonus room, spacious storage area, and laundry space. Property is serviced by well and septic. Enjoy the spacious setting while remaining conveniently located near downtown Chesterton's shopping, dining, and local attractions, along with Coffee Creek Preserve, nearby parks, and outdoor recreation. Bring your contractor, your imagination, and your plans to restore and reimagine this Cape Cod!

231 E 1200 N, Chesterton

850 Sidewalk Road Unit #101, Chesterton
$249,000
This commercial space is located within a modern retail condominium development in Chesterton. Zoned PUD and features 1,400 SF with four private rooms, one bathroom, and an 840 SF open retail/showroom floor. Interior finishes include luxury vinyl, carpet, and tile. Large south-facing windows flood the front space with natural light, creating an inviting and professional atmosphere. The Property Owners Association (POA) manages all exterior maintenance, including landscaping, snow removal, and trash services, offering a hands-off ownership experience. POA dues are 1,671.38 per quarter. Whether you're an investor seeking low-maintenance income or a business owner planning a future relocation, this location offers strong long-term potential in a growing community.

850 Sidewalk Road Unit #101, Chesterton

1580 Eagle Street, Chesterton
$397,900
4 Beds ⋅ 3 Baths
Welcome to 1580 Eagle St in desirable Golfview Estates! This beautifully updated 4-bedroom, 3-full-bath home offers 2,364 sq ft of stylish and functional living space. Fresh interior paint and updated trim create a bright, move-in-ready feel. The open-concept kitchen, dining, and living area is perfect for everyday living and entertaining, featuring a large island, stainless steel appliances, and a mix of butcher block and granite countertops. The spacious lower-level primary suite offers a gorgeous ensuite bath and a private retreat. Bedroom 2 is located upstairs and also features its own ensuite. A separate family room provides additional living space with room for a home gym, playroom, or media area. Enjoy the large fenced backyard with a paver patio and two-level deck conveniently located off the kitchen. Surrounded by mature trees, Golfview Estates offers neighborhood charm with easy access to a nearby park and the Prairie Duneland Trail. Convenient access to Routes 49 and 94 makes commuting a breeze. Move-in ready and full of thoughtful updates--come see all this home has to offer!

1580 Eagle Street, Chesterton

1430 N Veden Road, Chesterton
$349,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated and thoughtfully maintained 3-bedroom, 1.5-bath home, perfectly situated on an expansive .48-acre lot within the highly sought-after Duneland School Corporation. With approximately 1,400 square feet of comfortable living space, this home offers the ideal blend of modern updates, functionality, and peaceful outdoor space. The home was completely taken down to the studs and renovated approximately five years ago, providing an impressive list of major improvements including new windows, roof, siding, furnace, air conditioning, vinyl flooring, well, septic system, and a newly paved driveway. The thoughtful updates continue with new storm doors in 2025 and, in 2026, a new shower with warranty, new shed, owned water softener, and new sump pump with a battery backup system. The stainless-steel appliances are included, and the versatile mudroom adds even more functionality with the flexibility to serve as a home office, den, or additional everyday living space. Step outside and enjoy the beauty and privacy of nearly half an acre. The spacious, well-maintained yard provides plenty of room for entertaining, gardening, pets, play, or simply enjoying your own outdoor retreat. With extensive updates, major systems already addressed, a beautiful lot, and the advantage of Chesterton schools, this is a home that offers both comfort and peace of mind. A wonderful opportunity to enjoy a move-in-ready property with nothing left to do but make it your own!

1430 N Veden Road, Chesterton

369 S Boo Road Unit #C, Burns Harbor
$235,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully renovated 3-bedroom, 2-full-bath townhome in desirable Chesterton, Indiana! Thoughtfully updated throughout, this home offers the perfect blend of modern finishes, functionality, and low-maintenance living--making it an ideal choice for first-time homebuyers or those looking to downsize. Best of all, there is NO HOA! Many updates have been completed, including new light fixtures throughout, a new front door, new appliances, faucets, garbage disposal, and more! The home also features new vinyl flooring throughout the main level and in both bathrooms, adding a clean and modern feel. The kitchen is a standout with a new farmhouse sink and updated cabinetry. Creating a beautiful and functional space for everyday living and entertaining. Outside, you'll find a shed for additional storage, along with a new fence that will be installed soon, providing added privacy and a great outdoor space to enjoy. With 3 bedrooms, 2 full bathrooms, numerous updates, and a convenient Chesterton location with Duneland Schools, this home is truly move-in ready with the major updates already taken care of. Whether you're purchasing your first home, looking for low-maintenance living, or ready to downsize, this beautifully refreshed townhome is ready for its next owner!

369 S Boo Road Unit #C, Burns Harbor

1429 Calais Court, Chesterton
$649,500
3 Beds ⋅ 4 Baths
Welcome to 1429 Calais Court, a beautifully maintained paired home nestled in the CHATEAUX DU CHAMBORDE area in the sought-after Sand Creek community of Chesterton. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for anyone looking to enjoy a relaxed lifestyle in one of Northwest Indiana's premier neighborhoods. Step inside to find a bright, inviting floor plan with spacious living areas, abundant natural light, and a layout designed for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and living spaces, creating a warm and welcoming atmosphere. The generous primary suite provides a private retreat, while additional living space offers flexibility for guests, a home office, or hobbies. Enjoy your morning coffee or unwind in the evening on your private patio while taking in the peaceful surroundings. Located within the prestigious Sand Creek community, you'll appreciate easy access to golf, walking paths, shopping, dining, top-rated Duneland schools, and the beautiful Indiana Dunes National Park and Lake Michigan shoreline. With convenient access to major highways and the South Shore Line, commuting to Chicago is also within easy reach.

1429 Calais Court, Chesterton

1147 N Salt Creek Road, 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

1340 Cantigny Court, Chesterton
$859,900
3 Beds ⋅ 4 Baths
This exceptional all-brick ranch offers over 4,200 finished square feet of thoughtfully designed living space. A traditional floor plan welcomes you with a gracious foyer, rich Cherry hardwood floors, and crown molding that flow throughout the main living areas. The library/office--originally designed as a third main-floor bedroom--offers flexibility for work or additional guest accommodations. Formal living with elegant fireplace and dining room with convenient service bar, create an inviting setting for entertaining. The kitchen is appointed with stainless steel appliances and an island workspace and opens seamlessly to the breakfast room with access to the screened porch and adjoining keeping room featuring a slanted ceiling and bay windows that fill the space with natural light. Privately situated on the opposite side of the home, the bedroom wing includes a spacious primary suite with tiled shower, dual vanities, and walk-in closet, along with a guest bedroom featuring its own full ensuite bath. The walk-out lower level expands the home's versatility with a large great room anchored by a double-sided fireplace, wet bar with granite countertops, family room, game room, private bedroom suite, and a dedicated workroom ideal for planting, painting, crafts, or woodworking. Completing the property are a two-car garage and separate golf cart garage, perfectly suited for an active lifestyle. Enjoy the ease of a low-maintenance lifestyle while retaining the spacious feel and individuality of a traditional residence. The association provides lawn care and fertilization, irrigation, snow removal, and maintenance of common areas--allowing more time to enjoy life and less time worrying about exterior upkeep.

1340 Cantigny Court, Chesterton

1248 Dogwood Drive, Chesterton
$325,000
3 Beds ⋅ 2 Baths
Perfectly Located Just Minutes from the Indiana Dunes National Park and Lakeshore. This Classic Ranch is Nestled Among Mature Trees in a Quant Neighborhood, Offering a Rare Blend of Quality Craftsmanship and Commuter Convenience. The Open -Concept Design Features Vaulted Ceilings, Stunning Cedar Accents, and an Original 1963 Floor to Ceiling Brick Fireplace Extending to the Unfinished Basement, Serving as a Striking Mid- Century Focal Point. The Custom Kitchen Showcases Quartz Countertops and Handcrafted Cabinetry Made from a Single Tree, Offering Exceptional Character and Craftmanship. The Spacious Layout Includes 3 Bedrooms and 2 Baths, including a Private Primary Suite with Attached Bath and Your Very Own Sliding Door Leading to a secluded Patio. The Unfinished Basement Provides Endless Possibilities for Additional Living Space, Storage, or Recreation. Located in the Award -Winning Duneland School District with Convenient Access to the South Shore Train Station, Toll Road and Expressways- Perfect for Chicago Commuters.

1248 Dogwood Drive, Chesterton

Updated . Information deemed reliable but not guaranteed.

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