Chesterton IN Real Estate & Homes for Sale

Welcome to 504 Oakwood Drive in Chesterton! This beautifully maintained home offers the perfect blend of comfort, space, and functionality in a desirable neighborhood. From the moment you arrive, you'll appreciate the inviting curb appeal, mature landscaping, and pride of ownership throughout. Inside, you'll find bright and spacious living areas, an updated kitchen with ample cabinetry and workspace, and beautifully remodeled bathrooms that add a modern touch. The generously sized bedrooms provide comfort for everyone, while the finished basement offers endless possibilities with a large gathering area and plenty of storage. Step outside--perfect for entertaining, relaxing, gardening, or letting pets and children play freely. Whether you're hosting summer barbecues or enjoying a quiet evening on the patio, this outdoor space is sure to impress. Conveniently located near schools, parks, shopping, dining, and major highways, this move-in-ready home combines everyday convenience with exceptional living space.

Step inside to discover a bright, airy open-concept layout engineered for effortless living and seamless entertaining. 1,844 square feet of functional single-story design, this ranch includes four bedrooms and two full bathrooms, one of which in the primary is a suite dream ensuring great comfort and privacy for the entire household. The exterior is equally impressive. A standout feature is the brand-new, durable metal roof, offering excellent longevity and striking curb appeal along with a detached, oversized 2-car garage, which provides massive space for vehicles, a workshop, boat storage, or weekend projects. Right outside the back door, a fantastic covered patio awaits, creating the perfect shaded space for outdoor dining, rain-or-shine grilling, and relaxing while overlooking your massive yard. The half-acre yard acts as a blank canvas for your dream outdoor retreat, offering endless space for weekend gatherings, gardening, or a secure play area.Location is everything, and this property delivers. Commuters will love the ultra-convenient access to major thoroughfares like State Road 49, I-94, and the Indiana Toll Road, making travel across Northwest Indiana or trips to Chicago completely seamless. Best of all, you are just a short drive away from the breathtaking shoreline and hiking trails of the Indiana Dunes National Park. Enjoy morning beach walks and quick commutes all from one central, tranquil location.Don't miss out on this fantastic Duneland community opportunity.

PROPOSED CONSTRUCTION-Welcome to the Sonoma in Easton Park! This stunning custom-built, 1.5-story home offers over 2,100 square feet of luxury living with 3 bedrooms, 2.5 baths and a 3-car garage, all situated on a desirable corner lot. Step inside to a spacious foyer featuring a private office and convenient half bath before entering the impressive open-concept living space. The great room showcases beautiful hardwood floors, a custom fireplace, solid-core doors, an upgraded trim package and quality craftsmanship throughout. The kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, stainless steel appliances and a large walk-in pantry. The main-level primary suite offers a relaxing retreat with double sinks, a soaking tub and a spacious walk-in closet. Upstairs, you'll find two additional bedrooms...each with its own walk-in closet...a full bath, and a huge loft offering flexible space for a second living area, playroom, or entertainment space. Additional highlights include energy-smart features, zoned high-efficiency HVAC, a whole-home humidifier, fresh air intake, R-20 basement insulation, an egress window for a possible future bedroom and rough-in plumbing for a future bathroom. Located in the desirable Easton Park neighborhood, this home offers convenient access to Indiana Dunes National Park, the South Shore Line, major expressways, shopping, dining, and award-winning schools. Experience luxury, quality craftsmanship and thoughtful design in the Sonoma!

Perfectly positioned along the fairways of Sand Creek Country Club, this beautifully updated 4-bedroom, 3.5-bath home offers timeless design, modern improvements, and exceptional golf course views. A grand foyer welcomes you into a thoughtfully designed floor plan featuring a private home office, formal dining room, and inviting living room anchored by a cozy fireplace and expansive windows overlooking the course. The remodeled kitchen is the heart of the home, showcasing quartz countertops, custom cabinetry, stainless steel appliances, a generous center island, subway tile backsplash, and a bright breakfast area that flows effortlessly into the spectacular sunroom. Bathed in natural light from soaring windows and skylights, this versatile space offers panoramic views of the backyard and golf course, making it the perfect place to relax or entertain year-round. The spacious primary suite provides a peaceful retreat with two walk-in closets and a beautifully renovated spa-inspired bath featuring a custom tiled walk-in shower, infrared sauna, and premium finishes. Upstairs, you'll find three generously sized bedrooms, including a private en-suite and a Jack-and-Jill bath, providing comfort and privacy for family and guests alike. An unfinished basement offers endless possibilities for future living space, fitness, recreation, or storage. Outside, enjoy the beautifully landscaped yard, expansive deck, and picturesque setting overlooking one of Indiana's premier golf communities. With quality updates throughout, generous living spaces, and an unbeatable location in the Sand Creek Subdivision, this is a rare opportunity to enjoy refined golf course living while having easy access to Chicago, The Dunes, Lake Michigan and more!

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.

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.

Timeless elegance defines this stately all-brick residence, perfectly positioned on a rare .69-acre pond lot within the prestigious gated, golf course community of Sand Creek. Backing to tranquil water with desirable southern exposure, this exceptional property is filled with natural light while offering peaceful views from two rear patios. Designed for both comfortable living and effortless entertaining, the main level showcases rich hardwood flooring, tray ceilings, formal living and dining rooms, and a private office with extensive custom built-ins. The chef's kitchen is beautifully appointed with commercial-grade stainless steel appliances, including a newer Wolf range, Thermador dishwasher, Viking refrigerator, double ovens, two sinks, abundant cabinetry, and a spacious pantry. The adjoining keeping room features a second fireplace and wet bar, creating an inviting gathering space. The main-floor primary suite offers a spacious walk-in closet and a beautifully remodeled spa-inspired bath. Upstairs are three generously sized bedrooms, including one with a private ensuite and two connected by a Jack-and-Jill bath. An oversized upper-level family room with two built-in desks provides flexible living space while overlooking the pond. The unfinished basement offers endless possibilities for future expansion. Recent improvements include a new roof (2021), new HVAC system, backup generator, tankless water heater, updated electrical, smart sprinkler system, remodeled primary bath, new lighting throughout, and a stunning motorized chandelier lift in the grand foyer for effortless maintenance. With its timeless architecture, exceptional craftsmanship, expansive lot, picturesque pond setting, and impressive list of upgrades, this remarkable home offers a rare opportunity to own one of Sand Creek's most distinguished properties.

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!

First Time on the Market! Proudly offered by its original owner, this exceptional property presents a rare opportunity to own a private retreat nestled on 5 picturesque acres. You will notice quality craftsmanship & attention to detail throughout the home. Surrounded by mature trees and abundant wildlife, the property features a cleared walking trail, a dedicated hunting area, a cozy fire pit, an apple tree, and a peaceful setting you'll enjoy year-round. Designed for both everyday living and entertaining, the home offers 4 bedrooms and 4 bathrooms with generous living spaces throughout. The spacious eat-in kitchen includes a pantry, built-in space saver and room for the whole family to gather for meals. The oversized living room is highlighted by a beautiful wood-burning fireplace and a large sliding glass door that showcases the serene backdrop. Step outside onto the expansive deck overlooking the private backyard--an ideal space for morning coffee, evening sunsets, or just relaxing with friends and family. The primary suite features an updated 3/4 bath and ample closet space. Throughout the home you'll find numerous custom built-in storage solutions and spacious closets designed with organization and storage in mind. The finished lower level expands your living space with a massive family room centered around a second wood-burning fireplace, complete with a convenient exterior-access wood storage cabinet for easy restocking. The lower level also offers a spacious fourth bedroom, w/ a bonus room connected & a half bath. A full bathroom, laundry room, and a dedicated tool/workshop room, provide endless possibilities for hobbies, guests, or multi-generational living. Additional highlights include oversized 2 car garage, a metal storage shed, a buoy/storage shed. If you've been searching for privacy, nature, and a home that has been lovingly maintained by one owner, you'll want to see this one! Survey & original blueprints attached for added peace of mind.

This custom built, one owner home is it! Enjoy your beautifully covered full front porch on the radius of Primrose Circle. This dream home location incorporates a circular flow with large public spaces. Kitchen, living, dining, sitting rooms and 1/2 bath flow seamlessly together spilling out into the screened-in porch which steps onto the connecting deck. Efficiency is also a factor with the large, attached laundry/mud room connecting the 2+ car garage and kitchen. The upper 3 bedrooms share an efficiently designed Jack-n-Jill style bathroom that works for all. The main floors spacious Primary Suite is tucked away from the public area of the house providing a sanctuary with full-attached bath and adjacent office or nursery. The finished basement offers yet more recreation space with family room, wet bar, finished 1/2 bath, office and an option to finish another bedroom with existing egress window already in place. Not only is this the perfect family set up but the home has an optional vacant buildable lot which abuts to the property for an additional price. Build on it or keep it as is, the choice is yours. The proximity to schools, highways, beaches, rails and trails are unique and it's within walking distance to town and parks, making this home a winner for the next owners. Pre-approved buyers only please.

Welcome home to this spacious 4-bedroom, 2-bathroom home situated on nearly half an acre in a peaceful, wooded setting right in the heart of town. The finished walk-out basement provides additional living space with direct access to the backyard, while the expansive back deck is perfect for entertaining or simply relaxing and enjoying the serene surroundings. All appliances are included, making this home move-in ready. Ideally located just minutes from downtown Chesterton, you'll enjoy easy access to local shops, restaurants, and the renowned European Market. Outdoor enthusiasts will love being just up the street from Indiana Dunes National Park, offering miles of hiking trails, beaches, and natural beauty. Commuters will appreciate the nearby South Shore Line, providing convenient rail service to downtown Chicago. This home offers the perfect combination of privacy, convenience, and an exceptional location.

Located on just under 2.5 acres in Chesterton, this property is surrounded by mature trees. A long driveway leads to the home, which is set back from the road for added privacy. Recent improvements include new vinyl flooring installed in 2025 and a brand-new roof in 2026. All kitchen appliances are included. Additional features include an attached garage and a convenient combined laundry room and half bath. Enjoy the feel and privacy of country living while being just minutes from Chesterton High School, downtown Chesterton, shopping, restaurants, parks, major highways, and everything else this beautiful city has to offer.

Behind the gates of prestigious Sand Creek, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully renovated kitchen showcases custom cabinetry, quartz countertops, a designer tile backsplash, stainless steel appliances, combination microwave and double wall ovens, gas cooktop, and kitchen island. It flows seamlessly into the breakfast area, sunroom, formal dining room, and great room featuring exposed wood beams, custom built-ins, and a striking floor-to-ceiling stone fireplace, creating an open concept feel. The main-level primary suite is a true retreat with private access to the expansive deck and a stunning spa-inspired bath featuring a steam shower, oversized tile, dual sink vanity, premium fixtures, and an oversized walk-in shower with multiple shower heads along with a custom designed closet. Upstairs offers three spacious bedrooms, two full baths, and a large bonus room ideal for a home office or flexible living space. The finished daylight basement is designed for entertaining with a spacious family room, stone fireplace, custom wet bar, recreation area, full bath, and abundant storage. Outdoor living is equally impressive with an expansive deck, screened gazebo, hot tub, paver patio, mature landscaping, and irrigation system, creating a private setting for entertaining or relaxing. Additional highlights include finished three-car garage with custom storage and the close proximity to easily join Sand Creek Country Club for its exceptional amenities, including championship golf, swimming, fitness, tennis, dining, and year-round social events. Thoughtfully updated, timeless design and modern luxury, this exceptional home offers a lifestyle at an exceptional value!

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!

Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great architectural bones that practically beg for rich textures, deep color palettes, and a custom modern remodel. Location Highlights Outdoor Adventure: The Heron Rookery Trail and Dale B. Engquist Nature Preserve are practically at your doorstep. Spend your weekends exploring the Indiana Dunes State Park Nature Center or Coffee Creek Preserve. Top-Tier Education: Located within the highly desirable Duneland School Corporation boundaries. Easy Commuting: Enjoy the perfect balance of a secluded, peaceful retreat that is still highly connected--the Beverly Shores train station or by car is just a short drive away for effortless city trips. (approx. 40 minutes to the city). Outside, the massive yard is surrounded by trees, offering ultimate privacy for a stunning outdoor living area, a native garden, or quiet mornings listening to birdsong. Ample parking and a 2.5-car garage mean there's plenty of room for your weekend toys and guests. Opportunities that blend acreage, top schools, immediate trail access, and true renovation potential don't last long. Schedule your tour today. Home is being sold AS-IS.

Welcome to Golfview Estates! This 4-bedroom, 2-bath quad-level home offers nearly 2,000 square feet of living space on a large corner lot. Features include vaulted ceilings, bamboo hardwood flooring, multiple living areas, a fireplace, and a spacious two-tier deck perfect for entertaining. Conveniently located near the Indiana Dunes, South Shore Line, Prairie Duneland Trail, and major highways for an easy commute. Located in the Duneland School Corporation. A fantastic opportunity to own a spacious home in one of Chesterton's most desirable neighborhoods!

Welcome home to this beautifully maintained ranch in the heart of Chesterton! NEW ROOF! Offering 3 bedrooms, 3 bathrooms, and an impressive 3 fireplaces, this spacious home combines comfort, character, and convenience. The thoughtfully designed layout provides plenty of room for everyday living and entertaining alike. Cozy up by one of the fireplaces during Indiana winters or enjoy the ease of ranch-style living with everything you need on one level. Located just minutes from downtown Chesterton, parks, schools, shopping, dining, the South Shore Line, and major highways, this home offers an ideal location for commuters and those looking to enjoy all that Northwest Indiana has to offer. Don't miss your opportunity to make this exceptional property your next home--schedule your private showing today!

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!

Welcome to Dogwood Estates! This stunning 4/5-bedroom, 4-bath home is ready for you to make it your own. Featuring newer siding from 2021 that's resistant to mildew, fading, and warping, it also boasts a finished basement with a 5th bedroom or rec room, complete with a wet bar. Upstairs, the spacious master suite offers hardwood floors, a bath with dual sinks, and his-and-hers closets, including a massive walk-in with custom organizers and cork flooring. The other three bedrooms are generously sized, and the upper-level laundry room is a true game changer. Outside, enjoy a large concrete stamped patio, a roomy storage shed, and a fenced backyard overlooking a field with no homes behind. Conveniently close to the Dunes, shopping, and the expressway.

ONLY 10 to 15 MINUTES to LAKE MICHIGAN'S SANDY BEACHES! ENJOY PEACE, QUIET, & SERENITY from your charming 3-bedroom ranch with a detached 1.5-car garage plus off-street parking! This lovely home is set back, away from the roadway. Enjoy soothing, natural views from your back yard & screened porch. Set on a spacious landscaped lot, next to a private, wooded area, this unique home boasts low-maintenance exterior, spacious open living room/dining room combo (great for entertaining! And the master bedroom will accommodate your king-sized bed)! Newer lighting; freshly painted in soft neutrals to match any decor! All appliances stay. Two storage sheds. Close to everything: lakes, parks, trails, shopping, restaurants! This well-maintained property is being sold as is. Schedule your showing today. Welcome home!

Welcome to 1622 Port Cove Dr in Porter, Indiana -- a charming 3-bedroom, 3-bathroom tri-level home offering approximately 1,742 square feet of comfortable living space, built in 1999. This well-maintained residence perfectly blends functionality and relaxation in a desirable neighborhood. Step inside to find a spacious and inviting layout. The tri-level design provides excellent separation of spaces: the main level features an eat-in kitchen and living areas perfect for everyday living and entertaining, while the upper level offers private bedroom retreats. Three full bathrooms ensure convenience for everyone in the household. The highlight of this home is undoubtedly the fenced backyard oasis. Enjoy summer days on the large deck, cool off in the above-ground pool, or gather around the fire pit for evenings under the stars. With plenty of room to play or garden, this outdoor space is ready for memories. A 2-car garage adds practical convenience for parking and storage. Located in Porter, you're just minutes from the stunning Indiana Dunes National Park and State Park, with miles of beaches, hiking trails, and Lake Michigan views. The vibrant Chesterton area offers excellent amenities including shops, restaurants, schools, and easy access to major routes -- perfect for commuters while still providing a peaceful suburban feel. This tri-level home combines comfort, outdoor enjoyment, and unbeatable location. Don't miss your chance to make it yours!

Highly desirable Sand Creek property!!!! Presenting this custom built, 5 bedroom, 4.5 bath home. The list of updates to this property are endless!!! New gourmet appliances, granite countertops, wood floors, carpet, new Spa like master bath, oversized heated 3 car garage, brand new finished basement, and the list goes on. Enjoy relaxing fireside at your secluded backyard oasis this home is an entertainer's dream!!!! Sand Creek is one of Northwest Indiana's premier gated subdivisions featuring 27-hole championship golf course, just steps from every amenity the country club has to offer. The Sand Creek lifestyle awaits you. Schedule your private tour today of this spectacular property within the gates of Sand Creek today!!!!!

This adorable 3 bedroom one bath home is ready for new owners. Kitchen has been updated. Quartz counter top with stainless steel sink and appliances. 1.5 car garage and storage shed as well. Yard is fenced. Duneland schools.

Like new and absolutely stunning, this beautifully designed ranch home in the heart of Chesterton offers the perfect combination of style, comfort, and low-maintenance living. Professionally decorated by a local interior designer, every room feels like it was pulled straight from the pages of a magazine. Featuring 3 bedrooms, a finished basement, and exceptional storage throughout, this home provides the ideal amount of space without the upkeep of a larger property. The thoughtfully finished lower level offers additional living space perfect for entertaining, a home office, fitness area, or guest accommodations while still maintaining ample storage. Step outside to enjoy the newly fenced backyard, creating a private outdoor retreat that's perfect for pets, gardening, or simply relaxing after a long day. Inside, you'll appreciate the designer finishes, modern color palette, and attention to detail that make this home truly move-in ready. Located within the highly desirable Duneland School District and just minutes from downtown Chesterton, the Indiana Dunes, shopping, dining, commuter routes, and everyday conveniences, this property offers an unmatched lifestyle for those seeking simplicity without sacrificing quality. Whether you're looking to downsize, eliminate maintenance, or simply enjoy the ease of ranch living, this exceptional home checks every box. Turn the key, move in, and enjoy a home that feels brand new in one of Northwest Indiana's most sought-after communities.

Light, bright and thoughtfully designed, this custom-built brick home offers over 4,000 square feet of exceptional living space in the heart of Chesterton. The inviting main level showcases beautiful hardwood floors, a cozy fireplace an open concept living area, a separate den that could be turned into a fifth bedroom and a formal dining room. The well-appointed kitchen offers abundant cabinetry, a large pantry, center island and brand-new stove and refrigerator. Step outside to the lovely screened in porch and enjoy peaceful views of nature while listening to the birds sing. Upstairs, two bedrooms feature private en-suites while the remaining bedrooms share a convenient jack and jill bathroom. A hidden bonus room adds a touch of charm and creativity, offering the perfect space for a playroom, gaming room, office, craft room or additional den. The finished lower level is an entertainers dream, complete with a spacious rec room, pool table and wet bar. Major updates include a new roof in 2025, furnace and central air in 2022 and the peace of mind of a whole house generator. This one-of-a-kind property combines space, character, and functionality in a location you will love to call home.