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Newest Listings in Chesterton, IN

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1764 Elgin Street, Chesterton
$225,000
3 Beds ⋅ 3 Baths ⋅ 847391 MLS ⋅ ACTIVE Status
Fixer-upper on nearly 3 acres in Chesterton with Duneland Schools! This 3-bedroom, 2.5-bath brick and wood ranch offers 1,849 sq ft on the main level, a full unfinished basement, a 2-car attached garage, a family room with fireplace, main-floor laundry and a primary suite with private bath. Three parcels sold together give you room to spread out, build or invest. Needs a full rehab. Ideal for investors, contractors or a buyer ready to make it their own. Cash or rehab financing.

1764 Elgin Street, Chesterton
1040 Country Creek Lane, Chesterton
$995,000
4 Beds ⋅ 3 Baths ⋅ 847372 MLS ⋅ ACTIVE Status
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
256 E Burdick Place, Chesterton
$95,000
847346 MLS ⋅ ACTIVE Status
Bring your vision to life with this vacant lot in Burdick Place. Whether you're looking to build your dream home or invest in land for the future, this property offers an exciting opportunity to make your plans a reality. Enjoy the chance to create a home tailored to your style and needs in a desirable Chesterton location, conveniently close to local shopping, dining, parks, major highways, Southshore trains, Indiana Dunes, and area amenities.

256 E Burdick Place, Chesterton
253 E Burdick Road, Chesterton
$95,000
847345 MLS ⋅ ACTIVE Status
Bring your vision to life with this vacant lot in Burdick Place. Whether you're looking to build your dream home or invest in land for the future, this property offers an exciting opportunity to make your plans a reality. Enjoy the chance to create a home tailored to your style and needs in a desirable Chesterton location, conveniently close to local shopping, dining, parks, major highways, Southshore trains, Indiana Dunes, and area amenities. Don't miss this opportunity to secure your piece of land and start planning your future!

253 E Burdick Road, Chesterton
1431 Maximilian Drive, Chesterton
$315,000
3 Beds ⋅ 2 Baths ⋅ 847317 MLS ⋅ ACTIVE Status
Move-In Ready 3 Bed, 2 Bath Ranch | New 2026 Roof, Carpet & Paint | Rose Hill Estates | Just unpack and enjoy. This 3-bedroom, 2-bath ranch in Rose Hill Estates offers 1,622 sq ft of one-level living, refreshed from top to bottom, with the big-ticket items already done for you. A brand-new roof installed in summer of 2026 tops the list, the furnace and A/C were both replaced in 2023, and the water heater was replaced in 2021, so the systems that matter most are handled. Inside, fresh paint throughout and brand-new carpet give every room a clean, bright feel. The open floor plan with cathedral ceilings keeps everything connected, while new kitchen flooring and a brand-new refrigerator make it ready for everyday cooking and entertaining. The water heater is just 5 years old, adding even more peace of mind. A new sliding glass door opens to a newly surfaced deck, the perfect spot for morning coffee, summer cookouts, or relaxing at the end of the day. The manageable 0.14-acre lot keeps yard work easy. Built in 2005 and located in Chesterton, this home is close to downtown shops and restaurants, Indiana Dunes National Park, the South Shore Railway, and major highways. It's served by the Duneland School District. Schedule your showing today!

1431 Maximilian Drive, Chesterton
2524 Hilfiger Drive, Chesterton
$499,999
4 Beds ⋅ 4 Baths ⋅ 847303 MLS ⋅ ACTIVE Status
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
2227 W 1100 N, Chesterton
$899,900
6 Beds ⋅ 5 Baths ⋅ 847256 MLS ⋅ ACTIVE Status
SIGNIFICANT PRICE IMPROVEMENT! Now offered substantially below appraised value, this stunning NEW CONSTRUCTION home presents an opportunity to own one of Chesterton's most impressive luxury residences. Overlooking Dogwood Park and situated on nearly half an acre, this extraordinary 6-bedroom, 4.5-bath home offers over 5,000 square feet of thoughtfully designed living space. Luxury upgrades and designer finishes are showcased throughout. The main-level primary suite provides a private retreat featuring a soaking tub, custom tiled shower, dual vanity, walk-in closet, and dedicated laundry area. The open-concept great room boasts soaring 11-foot ceilings and flows seamlessly to a spacious 20' x 16' covered patio, perfect for entertaining or relaxing. The chef-inspired kitchen is truly the heart of the home, highlighted by an oversized island, Cafe matte white appliances, double ovens, high-efficiency double-drawer dishwasher, instant hot water dispenser, beverage center, ceiling-height backsplash, and an expansive walk-in pantry with built-in desk area. The main floor also features a dramatic two-story foyer, sun-filled den, generous dining area, convenient half bath, and a unique dog-washing station just inside the garage entry. Upstairs, you'll find a second private ensuite complete with dual vanity and laundry area, two additional bedrooms, a full hall bath, and a comfortable loft overlooking the park. The finished lower level offers 9-foot ceilings, a large recreation space, two additional bedrooms, a full bath, dedicated laundry room, and abundant unfinished storage space. Additional highlights include custom window treatments throughout, a 3-car garage with heated and cooled dog room, security system, and immediate availability. Ideally located directly across from Dogwood Park and within walking distance of Chesterton High School. Close to the Indiana Dunes National Park, expressways and less than an hour from downtown Chicago. Award-winning Duneland Schools.

2227 W 1100 N, Chesterton
620 S 18th Street, Chesterton
$349,900
3 Beds ⋅ 2 Baths ⋅ 847254 MLS ⋅ ACTIVE Status
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
219 E 1200 N, Chesterton
$899,900
847152 MLS ⋅ ACTIVE Status
Rare Opportunity to explore Development Potential or build a private estate on Just Under 8 Acres in Sand Creek. Situated along the golf course within the prestigious Sand Creek community, this rare offering presents nearly 8 acres of prime real estate with exceptional possibilities. This is a peninsula parcel surrounded by the golf course and pond. Whether you envision an expansive private estate surrounded by breathtaking golf course views or the opportunity to develop multiple residential homesites, this property offers remarkable flexibility and potential, making this a truly unique opportunity. Located in Chesterton, home to Indiana Dunes National Park and approximately 50 minutes from downtown Chicago, Sand Creek offers an exceptional setting with convenient access to amenities that will make this more than a place to life but the lifestyle you have been in search of.

219 E 1200 N, Chesterton
383 E 1050 N, Chesterton
$460,000
4 Beds ⋅ 3 Baths ⋅ 847099 MLS ⋅ ACTIVE Status
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
408 S 11th Street, Chesterton
$274,900
3 Beds ⋅ 1 Baths ⋅ 846797 MLS ⋅ ACTIVE Status
Did you know that the average buyer for this home here can get a monthly payment savings of approx three hundred per month. Ask me how while you view this Beautifully Updated Ranch in a Highly Desirable Chesterton Neighborhood! This exceptionally clean, 3-bedroom, 1-bath home offers the perfect combination of charm, modern updates, and a fantastic location within a sought-after school district! Step inside to an inviting sunroom, perfect for the morning coffee and a good book. The open-concept floor plan features updated flooring, accent wall with an electric fireplace and just a welcoming living space. The beautifully updated eat-in kitchen offers an abundance of cabinetry, quartz countertops, stainless steel appliances, and a spacious peninsula. All the updates were done within the last 5 yrs. The unfinished basement provides generous storage and possibilities .Located in an established, desirable neighborhood just minutes from Chesterton's shopping, dining, parks, and everyday conveniences. A wonderful opportunity to own a move-in-ready, beautifully cared-for home in a location that's hard to beat! Schedule your private viewing today!

408 S 11th Street, Chesterton
1909 Catkin Circle, Chesterton
$750,000
3 Beds ⋅ 4 Baths ⋅ 846887 MLS ⋅ ACTIVE Status
Timeless Elegance Meets Exceptional Craftsmanship! Welcome to this stunning 3-bedroom, 3.5-bath, two-story residence, where sophisticated design, beautiful architectural details, and serene pond views create an extraordinary living experience. From the moment you enter the grand foyer, you're greeted by a beautiful beveled-glass entry door, natural light from overhead skylights, and an inviting sense of elegance. The formal dining room showcases a striking illuminated tray ceiling, while the spacious living room impresses with its dramatic double tray ceiling and refined finishes. The beautifully appointed kitchen features rich wood cabinetry, elegant granite countertops, and ambient above-cabinet lighting. An adjoining breakfast area offers a charming bow window framing picturesque pond views. Designed for both entertaining and everyday comfort, the inviting family room features a cozy fireplace and French doors opening to a covered wraparound porch and patio, creating a seamless connection between indoor and outdoor living. Enjoy peaceful mornings and breathtaking waterfront views from your own private retreat. Upstairs the luxurious primary suite offers a cathedral ceiling, recessed lighting, and a generous walk-in closet. A stunning two-sided fireplace connects the bedroom to the spa-inspired ensuite, complete with a whirlpool soaking tub and separate shower. Two additional spacious bedrooms feature walk-in closets, while an elegant upper level sitting area with cathedral ceilings provides the perfect space to relax. The fully finished basement offers exceptional additional living and entertaining space, complemented by beautiful wood flooring. Additional highlights include convenient main-level laundry, a 2.5-car garage, and a one-year home warranty for added peace of mind. A remarkable combination of timeless sophistication, thoughtful design, and scenic waterfront living. This exceptional home is truly one you won't want to miss!

1909 Catkin Circle, Chesterton
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