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$190,000
2 Beds ⋅ 2 Baths
Welcome Home! This 2 Bedroom 1.75 Bath main floor condo, has been meticulous updated and is ready for a new owner. Inside you will find newer flooring, kitchen cabinets, countertops, bathrooms, as well as newer stainless steel kitchen appliances. Main floor living at its finest! Outside you will find a patio that overlooks a large pond. This home is complete with a 1 car garage , with shelving for your storage needs. No need to worry about the exterior maintenance, grass cutting, snow removal, water and sewer bills. Those are all taken care for you through the Association. Just move right in!

1913 David Drive, Chesterton
$519,900
3 Beds ⋅ 2 Baths
Introducing The Chestnut - A Brand New Custom Ranch Floorplan on Lot 6! This thoughtfully designed ranch offers the perfect blend of style and function, featuring an open-concept layout with a spacious great room with optional fireplace, dining area, and kitchen complete with quartz countertops and upgrade options available. The primary ensuite provides a private retreat, while generous guest bedrooms offer comfort and versatility. Enjoy the flexibility of a partial unfinished basement--ideal for future living space or ample storage. Located in the heart of Chesterton, this home is being built by one of the area's most highly regarded custom builders. Now is the perfect opportunity to personalize your selections and bring your dream home to life!

2420 Pradera Trail, Chesterton
$569,900
3 Beds ⋅ 2 Baths
Welcome home to The Prescott in 1100 Woods! PROPOSED CONSTRUCTION on lot 16- one of the last tree lined lots of the subdivision. Large 2000 sqft ranch with unfinished lookout basement with 3 car garage is the perfect blend of main level living with room to expand to almost 4000 sqft when finishing the basement. The view from your living room and deck is only of trees giving you a beautiful feeling of seclusion while being close to everything Chesterton has to offer! Across the street is the popular Dogwood Park and Prairie Duneland trail. If you are a waking, running or biking enthusiast this is the perfect location for you! Inside you will find a versatile floorplan that you can customize and select all finishes. Primary bedroom features spa like bathroom and walk in closet. 2nd and 3rd bedrooms are good sized and there is a bonus flex room perfect for an office or possible 4th bedrooms.

2431 Pradera Trail, Chesterton
$449,900
3 Beds ⋅ 2 Baths
LUXURY MEETS NATURE! On nearly an acre of land within charming Chesterton, this modern ranch home strikes the a rare balance of privacy, comfort and convenience. Relax on the covered patio surrounded by the sights and sounds of nature, or gather your guests around a fire pit in the secluded backyard. With no HOA and plenty of land, there is the opportunity to craft your vision on this exceptional site. Polished concrete floors with radiant in-floor heating provide year-round comfort, ease of maintenance, and reflect a design philosophy that celebrates natural materials and enduring craftsmanship. Soaring ceilings, expansive windows, and timeless finishes create a bright, inviting great room that feels both grand and comfortable. Just a few moments exploring the chef's kitchen will reveal curated details that elevate both cooking and entertaining. Designed as a relaxing retreat, the primary suite offers patio access, a walk-in closet, and a spa-inspired ensuite. Two additional bedrooms provide flexibility for both guests and a home office. Energy efficient and low maintenance features throughout make this home as functional as it is beautiful. Ideally located in Chesterton with easy access to the Prairie Duneland Trailhead, Dogwood Park, Migratory Bird Sanctuary, European Market, new YMCA campus, Duneland Schools and the Indiana Dunes.

2645 W 1100 N, Chesterton
$264,900
3 Beds ⋅ 2 Baths
Back on market at no fault of seller! Welcome to 252 S 21st St in Chesterton! This well-maintained home offers valuable updates, flexible living space, and outstanding garage/storage options, all tucked away at the end of a cul-de-sac. When you walk through the front door, you'll notice the vinyl flooring and open floor plan, with the floors flowing naturally into the kitchen and dining area. The renovated bathrooms provide a modern, updated feel alongside the main-floor bedrooms. Major improvements include a new roof, new air conditioner, new furnace, new gutters, and a newer sump pump, giving buyers added peace of mind. The home also features a partially finished basement with a family room, bedroom, and bathroom -- perfect for guests, hobbies, work-from-home needs, or additional living space. Out back, enjoy a deck overlooking the yard, ideal for relaxing, grilling, or entertaining. The property also stands out with two detached garages providing a total of four garage spaces, offering excellent room for vehicles, storage, tools, recreational equipment, or workshop potential. Conveniently located in Chesterton, this home combines practical updates, extra space, rare garage capacity, and a quiet cul-de-sac setting. Schedule your showing today!

252 S 21st Street, Chesterton
$237,000
2 Beds ⋅ 2 Baths
ESTATE SALE - OPPORTUNITY KNOCKS! Bring your design ideas to this rare, ranch-style end-unit townhome in Chesterton's desirable Park View Place! This 2-bedroom, 2-full-bath "Jewel" features a phenomenal open-concept layout highlighted by soaring cathedral ceilings and an abundance of natural light. The massive primary suite is a true retreat, boasting a huge master bath with a Shower and a large walk-in closet. Situated on a beautifully landscaped, premium corner lot, this home offers a private rear patio and serene views of the neighborhood pond and trees. Features a convenient main-level laundry room and an attached 2-car garage. Sold strictly in As-Is condition--perfect for buyers looking to customize a solid, quality-built 1-story home in a fantastic Location. Easy to show and schedule via Showing Assist!

1796 Texas Street, Chesterton
$364,900
4 Beds ⋅ 2 Baths
Welcome to Golfview Estates, one of Chesterton's most sought-after neighborhoods! This spacious 4-bedroom, 2-bath quad-level home offers nearly 2,000 square feet of comfortable living space on a generously sized corner lot. Inside, you'll find soaring vaulted ceilings, beautiful bamboo hardwood flooring, multiple living areas that provide flexibility for everyday living and entertaining, and a cozy fireplace to enjoy year-round. Step outside to the expansive two-tier deck, perfect for hosting family gatherings, summer barbecues, or simply relaxing in your private backyard. The location is hard to beat! Enjoy easy access to nearby walking and biking trails, a neighborhood playground and park, the Indiana Dunes National Park, the South Shore Line, and major highways, making commuting to Chicago and surrounding areas a breeze. Situated within the highly regarded Duneland School Corporation, this home offers the perfect combination of space, convenience, and an outstanding community. Don't miss your opportunity to make this Golfview Estates gem your next home!

3624 Fairway Drive, Chesterton
$455,000
3 Beds ⋅ 2 Baths
Better than new and loaded with thoughtful upgrades, this beautiful ranch home offers the perfect blend of comfort, convenience, and low-maintenance living. Ideally located near walking trails, restaurants, and everyday amenities, you'll love the lifestyle this location provides. Step inside to discover over 1800 square feet of this open concept floor plan featuring three spacious bedrooms and bright, light-filled spaces designed for both entertaining and everyday living. The well-appointed kitchen is a standout with double ovens, a gas cooktop, abundant workspace, and seamless flow into the main living and dining areas. Expand your living space into the basement that is ready to be finished to your liking and currently offers a finished storage closet. Outside, enjoy relaxing or entertaining on the composite deck beneath the pergola overlooking the partially fenced backyard. Additional upgrades provide peace of mind and exceptional value, including an irrigation system, whole-house generator, battery backup for the sump pump, radon system and more! This move-in ready home combines modern style and upgrades that truly set it apart from the competition. Don't miss your opportunity to make it yours!

1669 Gossett Mill Avenue, Chesterton
$299,000
3 Beds ⋅ 2 Baths
Nice, solid all-brick ranch on a desirable corner lot directly across from the high school! This well-maintained home features a spacious eat-in kitchen with newer luxury vinyl hardwood flooring, a formal dining room, and all newer stainless steel appliances included. A built-in doggie door and sliders lead to a privacy-fenced backyard--perfect for pets and entertaining. Major updates include a new roof and sump pump in 2023, plus added washer and dryer hookups in the bathroom for extra convenience. Fantastic location close to schools, shopping, expressways and amenities!

1749 Green Meadow Lane, Chesterton
$479,900
3 Beds ⋅ 2 Baths
CUSTOM RANCH HOME IN DESIRABLE ABERCROMBIE WOODS-MODERN COMFORT IN AN EXCEPTIONAL LOCATION. Welcome home to this beautifully maintained custom-built ranch in the highly sought-after Abercrombie Woods neighborhood. Offering 2,172 square feet of thoughtfully designed main-level space, this Spacious home features an inviting open floor plan with three generously sized bedrooms, two full bathrooms, and a full unfinished basement with a rough in for future bath- providing endless possibilities for additional living space, hobbies, a workshop, home gym, or abundant storage. Designed for both comfortable family living and effortless entertaining, the bright and open layout includes spacious living and dining areas that flow seamlessly into the well-appointed kitchen. You'll appreciate the rich cherry cabinetry , quartz countertops and backsplash, spacious pantry and the welcoming breakfast nook perfect for casual meals and morning coffee. The Private Primary Suite serves as a relaxing retreat, complete with a Luxurious En-Suite bath featuring a jetted soaking tub, separate shower, double vanity, heated tile floor for the chilly mornings, and a large wake-in closet. Two additional spacious bedrooms and a second full bath provide plenty of room for family or guests. Quality Craftsmanship is evident throughout with Vaulted Ceilings Custom Moldings, Rounded Corners, Ceiling Fans, and Numerous Thoughtful details that add both style and character. Major Maintenance updates provide peace of mind, including a New Central Air Conditioner Installed in 2025, along with a Furnace, Water Heater, Sump Pump, Refrigerator and Dishwasher all recently replaced allowing you to move in with confidence. Beyond the home itself, the Neighborhood has 5 Scenic Ponds, Sidewalks, and is 6 Miles from Indian Dunes State Park. Located in the Award-Winning Duneland Community School School Corporation. This is a MUST SEE.

4171 Westwood Lane S, Chesterton
$459,900
3 Beds ⋅ 2 Baths
Enjoy the maintenance-free lifestyle in the newest phase of Easton Park-a quiet retreat located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The Driftwood floor plan offers almost 1,700 sq. ft. on the main floor, plus a full basement! Upon entrance you'll find the expansive kitchen where you'll enjoy an abundance of soft-close cabinetry, center island, pantry, and dinette seating. With cathedral ceilings soaring overhead, the living room is centered around the cozy fireplace. The master suite boasts a tray ceiling, large walk in closet, and private bath with dual vanities. The unfinished basement offers plenty of room to grow or additional storage spaces! Prepare to enjoy the simple life with your lawn care maintenance and snow removal all taken care of! Quality features such as tankless water heater, fully finished garage with insulated garage door and Wifi-enabled opener, soundproofing insulation, comfort-height Toto toilets, full kitchen appliance package, customized lighting allowance, and full landscaping package including in-ground sprinklers ensure this home is ready for your instant enjoyment. Schedule your showing today to discover all that this exciting community has to offer! *Photos are of another home recently completed and are representative.

2316 Redwood Lane, Chesterton
$339,900
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
$329,900
4 Beds ⋅ 2 Baths
Step into this FABULOUS, charming home sitting on a CORNER LOT, offering 4 bedrooms, or 3 bedrooms plus an office, with character, space, and comfort throughout! The beautiful gourmet kitchen with cabinets galore is just waiting for you to host that special dinner party. The stunning formal dining room is perfect for entertaining, while the large living room with a spectacular fireplace creates the ideal place to cozy up on cool evenings. Now wait until you see the incredible upstairs retreat, a master suite to die for! Enjoy a walk-in closet that feels like an entire extra room along with your own private getaway featuring a grand 20x14 bathroom designed for relaxation and comfort. So much in this home is brand new! Beautiful arched doorways welcome you inside, while large windows flood the home with natural light. Gorgeous plank flooring flows throughout the home, complemented by new carpet in the bedrooms. Outside, you'll love the huge corner lot, fantastic location, fully fenced backyard, and gorgeous deck where you can sit and sip your favorite beverage while enjoying your own peaceful tranquility. ROOF AND GUTTERS are less than 7 months old! A fantastic 2.5-car detached garage adds even more convenience and storage space. There's even a welcoming front porch perfect for relaxing and watching the world go by. Step into tranquility with this beauty... priced under market value! and ready to welcome you home!

769 S Calumet Road, Chesterton
$420,000
3 Beds ⋅ 2 Baths
Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both garages. A standout feature is the clever "related living" setup: just close the French doors to create a fully private apartment complete with its own kitchen, laundry, and appliances. You can soak up the views year-round from the heated sunroom, which overlooks an above-ground pool with a wrap-around sun deck, or choose between the large party-sized fire pit and the smaller, cozy one for quieter nights. To top it all off, the property includes a massive 40' x 60' fully insulated pole barn with concrete floors, electric, and even a built-in bedroom and bathroom. With double barn doors and a drive-through exit for easy rear parking, this is the ultimate setup for hobbies, guests, or just enjoying the quiet life. Located in the award-winning Chesterton/Duneland School District, convenient to all major highways, don't wait - schedule your showing today!

141 W 900 N, Chesterton
$594,900
3 Beds ⋅ 2 Baths
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 1,892 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. 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
$290,000
3 Beds ⋅ 2 Baths
Escape to your own private paradise at 214 Woodlawn Ave in Chesterton, IN, where this enchanting 1905 craftsman-inspired home sits on a breathtaking 1.66-acre wooded lot, enveloped in mature pines and lush greenery for ultimate seclusion and natural beauty. Just a leisurely stroll from downtown Chesterton's eclectic shops, cozy cafes, and community events, and mere minutes from the stunning trails and beaches of Indiana Dunes National Park, this 1,977-square-foot haven offers 3 bedrooms, 2 bathrooms, and effortless access to Chicago commutes--blending small-town charm with big-city convenience in the highly rated Duneland School District. From the moment you arrive, the home's warm light yellow siding and inviting deck beckon you into a world of timeless elegance. Step inside to a light-filled living room with dramatic cathedral ceilings, creating an open, airy retreat perfect for family gatherings. The adjacent kitchen inspires gourmet meals and connects seamlessly to the versatile den--ideal as a home office or guest space. Enjoy a full main-floor bathroom, convenient laundry/mud room, and direct access to the expansive covered patio, with the sprawling backyard perfect for barbecues or serene views. Upstairs, unwind in the luxurious primary bedroom suite with a spa-like en-suite bathroom and generous closet. The adaptable loft offers endless possibilities, complemented by a spacious second bedroom. The full unfinished basement awaits your vision as a media room or workshop, alongside a dedicated office. Modern comforts include central air, natural gas heating, municipal utilities. This isn't just a house--it's a legacy of tranquility and adventure. With historic soul and unbeatable location, it's ready to welcome you home.

214 Woodlawn Avenue, Chesterton
$399,000
3 Beds ⋅ 2 Baths
NOW OPEN! Introducing the stunning "Driftwood" model, a brand-new two-story home in the desirable Duneland school district. Boasting modern custom cabinetry, a full refrigerator and freezer, a coffee bar, and an expansive island, this move-in-ready property is perfect for those seeking sleek and convenient living. Featuring a main floor bedroom and two additional bedrooms upstairs, as well as a three-car heated garage with epoxy flooring, this home provides both luxury and practicality. With an unfinished basement offering endless possibilities for expansion, this property is a dream for buyers looking to customize their space. Located near the Dunes National Lakeshore, marina, shores, and all that Chesterton has to offer, this home is a true gem in a prime location. Explore this model and other options for a seamless building process and a home that exceeds your expectations.

1178 Putman Place, Chesterton
$249,000
3 Beds ⋅ 2 Baths
Move-in ready with built-in upside, this fully remodeled 11/2-story home offers three bedrooms and two full bathrooms. The basement bedroom and bathroom will be completed before closing. Recent improvements include new roof shingles, windows, doors, trim, abundant kitchen cabinets and countertops, whirlpool tub, waterproof vinyl plank flooring throughout, and central air conditioning. Enjoy outdoor living on the spacious new wraparound deck overlooking a large backyard, ideal for relaxing or entertaining. The home is adjacent to the Duneland Prairie Bike Trail, offering immediate access to miles of scenic recreation. The basement is fully framed and electrically roughed in for a private primary suite, including a large 17x20 bedroom, walk-in closet, full bath with double vanity, and laundry area. A new egress window is already in place, making this level bright, functional, and ready to finish with minimal additional investment. Ideally located in the award-winning Chesterton school district, near Hwy 149 and County Rd 1100, this home provides quick access to shopping, restaurants, Indiana Dunes on Lake Michigan, the South Shore Train, downtown Chesterton, and the popular European Market, with an easy 45-minute commute to Chicago. A rare opportunity for turnkey comfort with strong future value.

1717 Crocker Street, Chesterton

Updated . Information deemed reliable but not guaranteed.