Chesterton Homes with Driveway Parking Features

Chesterton Homes with Driveway Parking Features

Welcome to Chesterton, Indiana, a charming town nestled in Porter County, where small-town charm meets modern convenience. Known for its vibrant community spirit and picturesque landscapes, Chesterton boasts an array of recreational parks, bustling local shops, and a rich history that makes it a perfect place to call home. With its proximity to the stunning Indiana Dunes National Park and Lake Michigan, residents enjoy a unique blend of outdoor adventure and serene living.

One of the standout features of homes in Chesterton is the availability of driveway parking, making it incredibly convenient for families and individuals alike. Imagine coming home after a long day to a spacious driveway that accommodates multiple vehicles, providing both comfort and security. Whether you’re hosting a weekend barbecue or simply coming home from work, having dedicated parking space is a significant advantage in this welcoming community.

Chesterton is not just about beautiful homes; it’s also about the lifestyle they offer. With excellent schools, family-friendly amenities, and a strong sense of community, it’s no wonder that many are choosing to settle down in this delightful area. From historic homes with character to modern builds designed for today’s living, Chesterton’s real estate market has something for everyone.

Explore the charm of Chesterton and discover your dream home with driveway parking today. Embrace a lifestyle where convenience meets community, and let Chesterton be the backdrop for your next chapter!

Newest Chesterton Homes with Driveway Parking Features

2330 Legend Circle E, Chesterton
$459,000
3 Beds ⋅ 3 Baths
Welcome home to 2330 Legend Circle East in Chesterton! This inviting 3-bedroom, 3-bath home offers approximately 1,935 square feet filled with natural light and flexible living spaces. Choose your primary retreat upstairs or on the main level--both suites feature a private bath and walk-in closet, offering comfortable accommodations for extended family or guests. An additional bedroom at the front of the home enjoys abundant sunlight and could also serve as a home office. The basement not only has a designated crawl space for storage but also additional enclosed space and a recreation area that you can easily add your personal touches. Step outside to relax on the back deck, complete with a retractable awning for shade to enjoy all that nature has to offer. Speaking of nature just across the street is Coffee Creek Watershed Preserve that offers opportunities to enjoy scenic walks along the 5+ mile wetland boardwalk loops where you will see wildlife, seasonal leaf colors, bridges, a gathering space for and time outdoors. With versatile bedroom arrangements and inviting indoor and outdoor spaces, this home is ready for your next chapter. Schedule your private showing today!

2330 Legend Circle E, Chesterton
404 Wabash Avenue, Chesterton
$299,999
2 Beds ⋅ 1 Baths
Picture-perfect and move-in ready! This charming two-bedroom home, with the potential for a third bedroom in the basement, is one you won't want to miss! Featuring beautiful hardwood flooring, an updated kitchen and bathroom, and a backyard designed for entertaining! Enjoy the spacious deck, pool, beautiful yard, and large storage shed. Everything in this home has been updated for you including mechanicals. The partially finished basement offers additional living space with plenty of potential for further finishing to suit your needs. Location is everything! Located within the sought-after Duneland School District, less than an hour from downtown Chicago, and under 3 miles from both Indiana Dunes National Park and the South Shore Line train, this home offers the perfect combination of convenience, recreation, and easy commuting. With so much to offer, this home won't last long!

404 Wabash Avenue, Chesterton
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
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
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
383 E 1050 N, Chesterton
$460,000
4 Beds ⋅ 3 Baths
Looking for a country home just minutes away from town? This maybe be the one for you! This fully remodeled home boasts 4 bedrooms, 3 bathrooms and 2500 sq ft of living space on a full acre of land. The brand new kitchen offers granite countertops with all new appliances and soft close cabinets. All 3 bathrooms have been completely renovated with new bathtub/showers, and vanities. The large living room offers a massive picture window for plenty of natural light. Off the kitchen is a full dining room with a picturesque 4 seasons room with plenty of windows to view the natural surroundings. New laminate flooring flows through the entire upstairs for a clean and elegant appearance. There are 3 bedrooms on the main level with the primary bedroom having an en suite bathroom to escape for some privacy. Downstairs you will find a massive rec room that could be easily transformed into a game room, large media area, or anything else your heart could desire. With a full bathroom and separate bedroom with egress window, the lower level could even be converted into related living space. There is also a large flex area in the lower level that could be finished as a home office, gym, or used for large storage. Parking will never be an issue with a heated attached garage and a 20x24 ft detached 2 car garage. All the big ticket items in this house have been updated, windows, roof, kitchen, bathrooms, water heater, flooring, and more are all new! Don't miss your opportunity to buy in the very desirable Jackson Township area, schedule your showing today!

383 E 1050 N, Chesterton
1720 Hale Avenue, Chesterton
$130,000
2 Beds ⋅ 2 Baths
Discover the potential in this peaceful North Chesterton property, set on approximately 0.70 acres in a serene setting near Indiana Dunes National Park, beautiful Lake Michigan beaches, and the South Shore train station. Whether you're looking for your next investment opportunity, a property to make your own, or a quiet personal escape surrounded by nature, this property offers plenty of possibilities. The home could use a little TLC, making it an excellent opportunity for someone ready to bring their vision to life. Recent updates include a newer roof and a newer well pump head and bladder. The seller will pay for the septic system pump-out, offering added peace of mind. Outside, enjoy a tranquil setting with apple trees, blueberries, grapes, and beautiful multicolored lilies throughout the backyard, creating a garden-like atmosphere with abundant natural beauty and local wildlife. The property also features a two-car garage with a tool crib area and laundry, plus a finished room above the garage with a separate entrance, offering additional flexibility and potential. Enjoy the best of peaceful surroundings while staying close to the outdoor recreation, beaches, and attractions of the Indiana Dunes area. With its setting, acreage, and potential, this property is ready for its next chapter!

1720 Hale Avenue, Chesterton
350 Brown Court, Chesterton
$280,000
3 Beds ⋅ 2 Baths
Fall in love with the charm, convenience, and relaxed lifestyle this delightful 3-bedroom, 2-bathroom Pere Marquette cottage has to offer! Featuring a 2-car attached garage, a fully fenced backyard perfect for your four-legged family members, and a beautiful patio tucked away for added privacy among the arborvitae trees, this home is ready for its next chapter. Even better, everything stays! All appliances and personal property included in the sale make this an opportunity you won't want to miss. Please note that the property and included items are being sold AS IS. Craving a delicious gyro? George's Gyros is just down the street! Enjoy an unbeatable location close to the beautiful shores of Lake Michigan, Indiana Dunes State Park, the South Shore train, I-94, and the charming downtown Chesterton European Market. Whether you're looking for a cozy full-time residence, a weekend getaway, or a place to enjoy the best of Northwest Indiana living, this cottage is full of possibilities! No HOA! Enjoy the freedom to make this property your own without monthly association fees or HOA restrictions. Charming, convenient, and close to everything that makes this area special -- come discover the possibilities and make this Pere Marquette cottage your own!

350 Brown Court, 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
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
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
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
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