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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

1040 Country Creek Lane, Chesterton
$995,000
4 Beds ⋅ 3 Baths
Custom 5,000 Sq Ft Country Lodge | 3.21 Acres | Creek, Fruit Trees & Pasture |No HOA | Duneland Schools Come home, relax, and enjoy every day. Designed by an architect and designer and brought to life by a custom builder, this country lodge is a one-of-a-kind retreat on 3.21 acres in Chesterton. Every detail of its 5,000 sq ft of smart-home living was meticulously chosen, with 3-4 bedrooms and 3 baths. A welcoming wrap-around porch and solid hickory front door set the tone. Inside, oversized kiln-dried logs, timber frame beams, and soaring ceilings create a warm, dramatic lodge feel, anchored by curated wood floors and a massive stone wood-burning fireplace made for cold-weather evenings. From morning coffee to sunset dinners, the 3-season porch is where you'll live. A second wood-burning fireplace, a BBQ grill with exhaust, make it the perfect spot to unwind or entertain, surrounded by mature trees and wildlife. Outside, true country living awaits. A 2-sided 16x18 equipment/ wood shed and a 16x18 Hay /equipment shed makes life a lot easier to store all you need. A meandering creek winds through the property, fruit trees add seasonal bounty, and a fenced pasture gives you room for animals, hobby farming, or wide-open space to roam. The walkout level has its own separate entrance, opening the door to related living for extended family or guests. An attached 24x26 flex space works as a workshop or an additional garage. There is no HOA, and all utilities are run underground for an uncluttered view of the landscape. Zoned for Duneland Schools. Enjoy country living without the isolation. You're about 7 minutes from downtown Chesterton's shops, restaurants, and seasonal European Market, and close to the beaches and trails of Indiana Dunes National Park, major highways, and the South Shore Railway. Downtown Chicago and Notre Dame are each about 60 minutes away. Schedule your private tour today!

1040 Country Creek Lane, Chesterton

620 S 18th Street, Chesterton
$349,900
3 Beds ⋅ 2 Baths
Beautifully updated 3 bed, 2 bath ranch in the heart of charming Chesterton! This move-in ready home offers the perfect blend of modern updates and timeless character, situated on nearly a half-acre lot! The property offers a peaceful, country-like atmosphere while remaining just minutes from everything Chesterton has to offer. Inside, the stunning remodeled kitchen features custom maple cabinetry with soft-close doors and drawers, granite countertops, stainless steel appliances, updated lighting, and a spacious center island perfect for gathering with family and friends. Rich dark walnut hardwood floors flow throughout the main living areas. A charming fireplace highlights the dining room along with an abundance of natural light streaming in through the sliding glass door that opens onto the back covered porch. Step outside to enjoy the 12' x 20' concrete patio, perfect for entertaining or relaxing. A custom built shed featuring a SmartSide exterior, metal roof, and oversized double doors provide exceptional outdoor storage. Major improvements add both value and peace of mind, including a newer roof, insulated vinyl siding, soffits, gutters, windows, and sliding glass door. Both bathrooms have been tastefully updated, including a beautifully remodeled en suite bath with a tiled shower, updated lighting, and vanity. The partially finished basement expands the living space with recessed lighting, new windows, drywall, painted ceiling, and luxury vinyl plank flooring, making it ideal for a family room, home office, workout space, or recreation area. Conveniently located near award-winning Duneland Schools, Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, shopping, dining, and major highways for an easy Chicago commute, this exceptional property offers the best of both worlds: modern comfort with a spacious, country-feel setting in one of Northwest Indiana's most desirable communities!

620 S 18th Street, 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

1137 N 475 E, Chesterton
$1,350,000
4 Beds ⋅ 5 Baths
15.67 Private Acres | 4 Bed, 5 Bath All-Brick Estate | Pool, Pond & Sunroom | Duneland Schools *THE INTERIOR IS BEING PAINTED A BEAUTIFUL CREAMY WHITE* NEW PICS COMING! Tucked away on 15.67 sprawling acres in Jackson Township, this all-brick estate feels less like a home and more like a private escape -- where luxury, space, and nature meet in perfect balance. With 4 bedrooms and 5 bathrooms across a layout built for both quiet evenings and unforgettable gatherings, every room here earns its place. The kitchen is the heart of the show: granite counters, stainless appliances, and a 6-burner cooktop with griddle ready for anything from Sunday brunch to a full holiday spread. Just off the kitchen, a huge, light-filled family room offers the flexibility to suit however you live -- set it up as a game room for movie nights and gatherings, or dress it up as a formal dining space for holiday entertaining; the choice is yours. The primary suite is a true retreat, with a spacious en suite bath designed for unwinding, while two more bedrooms come with their own private en-suite baths -- comfort and privacy for family or guests alike. A sunroom with a built-in hot tub turns any season into relaxation season, and a dedicated bathroom just steps from the pool keeps pool days effortless. Outside, the estate transforms into a personal resort: dive into the in-ground pool, host under the stars on the expansive deck, or wander private walking trails through mature woods. The stocked pond rounds things out -- perfect for a lazy afternoon of fishing or simply soaking in the scenery. Downstairs, an unfinished basement is a blank canvas waiting for a home theater, gym, extra living space, or guest suite. Zoned for Duneland School Corporation and just minutes from the beaches of Indiana Dunes National Lakeshore, with the South Shore Railway offering an easy ride into Chicago, this is countryside living without giving up the convenience of the city. Schedule your private tour today!

1137 N 475 E, Chesterton

966 N 50 W, Chesterton
$629,900
4 Beds ⋅ 4 Baths
RARE OPPORTUNITY! Looking for 10 secluded acres near the Indiana Dunes and Lake Michigan beaches? This spacious 4-bedroom, 2-story home offers the privacy and peaceful surroundings of country living while keeping you close to downtown Chesterton, shopping, dining, and local attractions. A covered front porch welcomes you into a gracious foyer flanked by formal living and dining rooms. The spacious great room features a cozy brick fireplace and peaceful backyard views. The country kitchen boasts custom solid oak cabinetry, an island with cooktop and breakfast bar, full appliance package, and walk-in pantry. French doors lead to the deck with a retractable SunSetter awning--perfect for entertaining or relaxing while surrounded by nature. A powder room and main-level laundry with shower add everyday convenience. Upstairs, the oversized primary suite features TWO walk-in closets and a private bath with whirlpool tub and separate shower. Two additional bedrooms and a HUGE fourth bedroom/bonus room offer flexible space for guests, hobbies, or a home office. The unfinished basement offers potential for future living space, while the 3-car garage and extended concrete driveway provide ample parking and storage. Outside, plenty of room for gardening, outdoor recreation, exploring nature, or simply enjoying your private retreat. Duneland area provides convenient access to Indiana Dunes National Park, Lake Michigan beaches, downtown Chesterton's European Market, restaurants, parks, and commuter routes. If you've been searching, THIS IS IT! Schedule your showing today!

966 N 50 W, Chesterton

656 S 4th Street, Chesterton
$243,000
3 Beds ⋅ 2 Baths
Bring an offer! Remodeled home in a highly desired location! Location is one of the key features of this home located 5 minutes from Hwy 49, the Dunes, and approximately 45 minutes from Chicago. The up and coming downtown Chesterton, YMCA, Chesterton Park, and splash pad are only 3 minutes away. Bailey Elementary & Montessori School are only a few blocks away. Featuring a spacious updated living room with a beautiful fireplace. The formal dining room is a wonderful addition to the home. The modern kitchen includes new flooring, cabinets, countertops, and bar overhang for barstools. A full bathroom was added downstairs. There is a small office and bedroom with bathroom on the main level. Upstairs you will find 2 spacious updated bedrooms. The backyard space has been transformed into a private oasis with edible grapes on the fence. The storage shed is perfect for storing outdoor equipment. The home sits on a nice size lot with additional yard space to the right of the carport. Enjoy lower taxes and a quiet neighborhood.

656 S 4th Street, Chesterton

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

840 Idlewild Lane, Chesterton
$599,900
3 Beds ⋅ 2 Baths
NOW WITH FINISHED BASEMENT! This newly constructed ranch-style home presents an exceptional opportunity for buyers seeking quality craftsmanship and thoughtful design within the highly regarded Easton Park community. Encompassing approximately 2413 square feet of well-appointed living space, the residence offers a refined single-story floor plan that balances elegance with everyday functionality. Upon entering, vaulted ceilings create an immediate sense of openness and architectural interest, establishing a welcoming atmosphere throughout the main living areas. The centerpiece of the home is a generously proportioned gourmet eat-in kitchen, complete with an oversized island that provides ample space for meal preparation, casual dining, and entertaining. The residence features three well-sized bedrooms and two tastefully finished bathrooms, each designed with attention to proportion and detail. The primary bedroom serves as a private retreat, complemented by a spa-like ensuite bathroom that incorporates premium fixtures and finishes designed to elevate daily routines into moments of genuine comfort and relaxation. A family room has recently been finished in the daylight basement adding an additional area for recreation. As a new construction property, every element of this home remains in pristine condition. Prospective owners will benefit from modern building standards, updated systems, and contemporary finishes throughout -- with no prior wear or deferred maintenance to address. Each surface and system stands ready for its first owner. Properties of this quality in Easton Park are uncommon. Interested parties are encouraged to schedule a private showing at their earliest convenience.

840 Idlewild Lane, Chesterton

Updated . Information deemed reliable but not guaranteed.

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