Refine Search
Sort by
$394,500
4 Beds 3 Baths 830001 MLS 2,408 SqFt. Valeri Wasemann
4-bedroom home presents exceptional value in a desirable Chesterton setting. Inside, you'll find a just-updated kitchen with brand-new appliances, all-new flooring throughout, a finished basement offering flexible living space, and a main-level office or flex room ideal for work, hobbies, or guests. Outdoors, enjoy a privacy-fenced yard designed for easy maintenance, along with a generous side yard that provides additional outdoor space beyond what's immediately visible from the main living area--a pleasant surprise once explored. Just steps from the home, a scenic walking path leads directly to Coffee Creek Nature Preserve, where miles of trails, wetlands, and wooded beauty create a daily connection to nature, discovery, and peaceful escapes. Conveniently located near parks, schools, and shopping, this move-in-ready home offers modern updates, thoughtful outdoor space, and access to one of Chesterton's most beloved natural amenities. A smart opportunity for buyers seeking both value and lifestyle.

2332 Hickory Grove Street, Chesterton

Listing courtesy of Valeri Wasemann from Realty Executives Premier.

Selling Office: Listing Leaders.

$389,900
4 Beds 3 Baths 842803 MLS 2,405 SqFt. Madison Young
Only 4 years old and full of UPGRADES! Located in The Preserve in Chesterton this 4 bedroom, 2.5 half bath home has everything you are looking for in a new construction home and more that is not normally included by a builder! Custom feature wall with built in electric fireplace, upgraded quartz countertops with FULL matching quartz backsplash, top of the line appliances featuring a gas stove and dishwasher with built in disposal, and lighted pantry. New luxury vinyl plank as soon as you enter and through out main level and BRAND NEW carpet upstairs just installed-including custom window treatments and upgraded lighting. Upon entry you are greeted with a flex space with custom feature wall , a powder room and completely open concept kitchen/dining/living room. Outside on your deck you have a fully fenced in backyard that backs to natural preserve- full of the best firefly light show you will ever see! Extra large lot flows into the side yard for additional yard space with no neighbor next to you and located on a cul de sac. Upstairs you will find 4 generous sized bedrooms with walk in closets and a bonus loft area perfect for bonus office area, playroom, or secondary TV space. This home has it all and taxes will be lowered once a homestead exemption is filed!

1035 Blue Lake Circle, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

Selling Office: @properties/Christie's Intl RE.

$389,900
4 Beds 3 Baths 840475 MLS 1,976 SqFt. Ashley Tezak
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home situated on over half an acre in desirable Chesterton! From the moment you arrive, you'll be impressed by the home's curb appeal, featuring beautifully manicured landscaping, mature trees, and an oversized driveway offering plenty of parking for guests. Inside, you'll find numerous recent updates, including brand new carpet throughout, fresh paint, a new electric garage heater, and a completely renovated upstairs full bathroom with modern finishes. The spacious floor plan offers multiple living and entertaining spaces, generously sized bedrooms, and a comfortable flow perfect for everyday living. The primary suite is a true retreat, featuring a private balcony overlooking the peaceful backyard...the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside and discover your own fully fenced in backyard oasis complete with mature landscaping, ample green space, and a serene setting that feels private while still being conveniently located near everything Chesterton has to offer. Located within the highly rated Duneland School District and just minutes from parks, shopping, dining, major highways, and the South Shore Line, this move-in ready home offers the space, updates, and setting today's buyers are searching for. With thoughtful improvements throughout and exceptional outdoor living spaces, this is one you won't want to miss!

1261 Redbud Drive, Chesterton

Listing courtesy of Ashley Tezak from Realty Executives Premier.

Selling Office: McColly Real Estate.

$389,900
4 Beds 3 Baths 838168 MLS 2,418 SqFt. Nichole Barnett
If you've been looking for a home that offers more space than expected with a functional, move-in ready layout--this is one to see! From the moment you step inside, you'll appreciate the open feel with vaulted ceilings, natural light, and warm hardwood flooring that flows through the main living area. The layout offers an easy connection between the living room, dining space, and kitchen--ideal for both everyday living and entertaining. The kitchen offers ample cabinetry, stainless steel appliances, and a convenient breakfast bar overlooking the main living space. The finished lower level provides a second living area with a cozy fireplace--ideal for a media room, home office, or flexible living space to fit your needs. Step outside to a fully fenced backyard featuring a spacious deck and patio setup--perfect for summer evenings, entertaining, or simply enjoying your own space. Additional updates include a brand new roof (April 2026), newer carpet in the upper and lower levels, updated lighting, cabinet hardware and a freshly stained deck and fence. Clean, well maintained, and truly move-in ready, this home offers space, flexibility, and value in a desirable Chesterton location!

1938 Cory Lane, Chesterton

Listing courtesy of Nichole Barnett from RE/MAX Executives.

Selling Office: White Hat Realty Group, LLC.

$389,900
3 Beds 3 Baths 837120 MLS 2,364 SqFt. John Guest
Meticulously maintained 2-story home in a peaceful Chesterton neighborhood on 80x150 lot! Enter through the open front porch into the open-concept main floor featuring a kitchen with upgraded cabinetry and a large island, flowing seamlessly into the family room with a cozy wood-burning brick fireplace. Step through sliding doors to a relaxing rear deck, or head into the backyard to enjoy cool evenings by the firepit. The primary suite offers a whirlpool tub and dual walk-in closets. Downstairs, find a finished basement with a recreation room, bar, and ample storage. Includes an attached 2-car garage with attic stairs and a bonus storage shed. New furnace and AC (2016). Served by the award-winning Duneland School Corporation, including Brummitt Elementary School. Prime location near I-49, 94, and 90, plus local dining and shopping!

910 Read Drive, Chesterton

Listing courtesy of John Guest from Coldwell Banker Realty.

Selling Office: White Hat Realty Group, LLC.

$385,000
4 Beds 4 Baths 838184 MLS 3,586 SqFt. Betty Sams
Don't wait on this lovely 4 bedroom well maintained home . Situated on a quiet street centerly located close to shopping, parks and schools. It has a large living -room with a fireplace . An eat-in kitchen/dining area with stainless steel appliances that remain. The primary bedroom is located on the main floor with an on-suite with a jaccuzi tub and a large walk-in closet. Up stairs are three bedrooms and a full bath. The lower level has a great room for lounging or entertaining at the bar area. Not to forget the large fenced in back yard with a firepit as you sit on your large deck. A laundrey/mud room is off of an attached two car garage with a new garage door opener with a camera. A newer HAVC system, Marvin windows and 2X6 framing. Furnace and central air are 6 years old and the water heater is 3 1/2 years oId. I have small HOA information upon request. Don't miss your chance on this home.

503 Oakwood Drive, Chesterton

Listing courtesy of Betty Sams from Blackrock Real Estate Services.

Selling Office: Listing Leaders.

$385,000
4 Beds 3 Baths 835834 MLS 2,369 SqFt. Marlana Joshevska
WOW--this is the one you've been waiting for! This quad-level home has been beautifully maintained and thoughtfully updated throughout. Step inside and you're immediately welcomed by soaring vaulted cathedral ceilings and an abundance of natural light, creating an open, airy feel that's hard to beat. The spacious living room flows seamlessly into the remodeled kitchen, featuring ceramic flooring and stunning, one-of-a-kind granite countertops. Upstairs, you'll find generously sized bedrooms, many equipped with custom closet organizers, while the primary suite offers a true retreat with a large walk-in closet, a fully tiled shower, and a separate whirlpool tub perfect for unwinding at the end of the day. The lower level adds incredible flexibility with a cozy rec room featuring a gas corner fireplace, plus a great-sized bedroom, full bathroom, and dedicated laundry room--perfect for guests, related living, or everyday convenience. The basement provides even more flexibility, offering the perfect spot for hobbies, a workout area, or additional storage. Step outside and take in the gorgeous wooded backdrop from your deck, creating a peaceful, private setting in your oversized backyard, perfect for entertaining or simply enjoying quiet mornings. With its functional layout, ample space, and move-in-ready condition, this home truly checks all the boxes. All appliances stay, and major mechanicals--including the furnace and water heater are newer for added peace of mind.

4160 Westwood Lane, Chesterton

Listing courtesy of Marlana Joshevska from Banga Realty, LLC.

Selling Office: Banga Realty, LLC.

$381,000
5 Beds 3 Baths 836876 MLS 2,348 SqFt. Alan Harrell
PRICE REDUCED!!! 1367 Dixon Parkway, Chesterton IN 46304. Beautifully updated and truly move-in ready, this 5-Bedroom, 3-Bath home, offers over 2,300 sq ft in sought-after Porter Cove and has everything you've been looking for! The main level features a bright living room with a cathedral ceiling, a generous primary suite with an ensuite bath, two additional bedrooms, and an updated full bath. The spacious eat-in kitchen is a standout, showcasing granite countertops, a subway tile backsplash, newer appliances, and durable laminate flooring. French sliding doors lead directly to the deck, seamlessly blending indoor and outdoor living. A privacy -fenced backyard, provides an incredible outdoor entertaining space! Enjoy Alfresco dining under the stars and summer days in the heated pool surrounded by a two-tier deck and charming gazebo--perfect for hosting or relaxing in style! The finished lower level expands your living space with a cozy rec room/secondary TV area, large laundry room, two additional bedrooms, and a large full bath--ideal for guests, extended family, or flexible living needs. The 2.5 Car heated garage, with a new "Mini- Split system, provides an exceptional use of space with an extended workshop area. Inside, this tech-savvy home offers modern conveniences including a smart lock system, Nest thermostat, and updated smoke and carbon monoxide detectors--giving you peace of mind from day one. This property is ideally situated in the Porter Cove/Porter area, offering quick access to major transportation routes including nearby interstates (I-94, I-80/90 Toll Road) and via the South Shore Line for easy commuting to Chicago. Just minutes from some of Northwest Indiana's most desirable natural attractions, the Indiana Dunes National Park and Lake Michigan Beaches, offering hiking trails, sandy beaches, water activities, and scenic views, making the location ideal for outdoor enthusiasts. A Beautiful home in a great location!

1367 Dixon Pkwy, Chesterton

Listing courtesy of Alan Harrell from McColly Real Estate.

Selling Office: The Chatwell Group Real Estate.

$380,000
3 Beds 2 Baths 837009 MLS 1,642 SqFt. Amanda Love
Welcome to easy, maintenance-free living in this beautifully updated patio home--only 6 years old! This inviting 3-bedroom, 2-bath residence offers a spacious open-concept layout that seamlessly connects the living, dining, and kitchen areas--perfect for both everyday living and entertaining. A cozy gas fireplace anchors the living space, creating a warm and welcoming atmosphere. The primary suite features a large walk-in closet, abundant storage, and a private 3/4 bath, providing a comfortable retreat at the end of the day. Throughout the home, you'll find tons of storage options to keep everything organized and out of sight. Enjoy the convenience of a generously sized main-floor laundry room and the practicality of a 2.5-car garage for extra storage or workspace. The kitchen is outfitted with granite countertops, stainless steel appliances, and modern finishes, while updated luxury vinyl flooring runs throughout the home for style and durability. Step outside to relax in the screened-in porch--an ideal spot to enjoy fresh air without the hassle of bugs. With lawn care and snow removal covered by the HOA, you can truly enjoy a low-maintenance lifestyle year-round. No basement means simplified living and easy upkeep. This nearly new home combines comfort, convenience, and modern updates--ready for you to move right in!

499 Cherrywood Lane, Chesterton

Listing courtesy of Amanda Love from White Hat Realty Group, LLC.

Selling Office: McColly Real Estate.

$378,000
3 Beds 3 Baths 841302 MLS 2,525 SqFt. Jason Utesch
Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch in a convenient Chesterton location. From the moment you arrive, you'll appreciate the mature landscaping, and welcoming covered front porch, and no neighbors behind you! Inside, you'll find a spacious and functional floor plan designed for both everyday living and entertaining. The large living room serves as the heart of the home, featuring a cozy fireplace that creates a warm and inviting atmosphere. Hickory hardwood flooring flows through much of the main living area, including the entry, dining room, kitchen, and sunroom. The kitchen offers abundant hickory cabinetry, generous workspace, and a center island with cooktop, all opening seamlessly to the dining area. Just beyond, the bright and airy sunroom is filled with natural light and features its own gas fireplace, creating the perfect space to enjoy your morning coffee, unwind at the end of the day, or gather with family and friends in every season. From here, step outside to the deck overlooking the backyard. The HUGE primary suite features a private bath complete with a walk-in shower and relaxing whirlpool tub. Two additional bedrooms offer comfortable accommodations along with ample closet space. Wide hallways, a convenient main-floor laundry room, and thoughtful design details add to the home's overall appeal. The full partially finished basement includes 2 possible bedrooms and also provides outstanding storage and offers endless possibilities for future finished living space, recreation areas, hobbies, or a home gym. A whole-house generator provides added peace of mind, while the home's location offers easy access to shopping, dining, schools, and major commuter routes. All of this in a highly desired neighborhood within the award winning Duneland School Corporation. Don't miss out!

3451 Fairway Drive, Chesterton

Listing courtesy of Jason Utesch from Realty Executives Premier.

Selling Office: @properties/Christie's Intl RE.

$376,000
4 Beds 3 Baths 833884 MLS 2,345 SqFt. Jodi Gheaja
Nestled within the tranquil Morningside community, this lovingly maintained 4-bedroom, 2.5-bath quad-level home offers over 2,100 square feet of thoughtfully designed living space - perfect for both everyday comfort and entertaining. From the moment you arrive, the home's striking curb appeal and modern exterior updates create a warm and welcoming first impression. Step inside to a spacious foyer and a bright, inviting floor plan filled with natural light. The main level showcases a generous living area highlighted by beautiful hardwood flooring. The kitchen truly serves as the heart of the home, featuring updated stainless steel appliances, rich cabinetry, granite countertops, and a convenient center island with seating. Just beyond, the generously sized dining area provides an ideal setting for gatherings and celebrations. The upper level is home to a spacious primary suite complete with a private en-suite bath, along with three additional well-sized bedrooms and a full bathroom. The lower level offers a fabulous family room - perfect for movie nights, relaxing, or casual entertaining. Enjoy peaceful mornings and serene evenings in the screened-in porch, overlooking a large fenced-in backyard with ample space for outdoor entertaining. A large shed gives space for all your gardening items! Additional storage and future potential can be found in the unfinished basement, conveniently accessed through the garage. Ideally located in Chesterton, this home is just minutes from shopping, downtown amenities, the Indiana Dunes, and major highways - offering both tranquility and convenience.

615 Mississinewa Street, Chesterton

Listing courtesy of Jodi Gheaja from Realty Executives Premier.

Selling Office: Cecil Real Estate.

$375,000
3 Beds 2 Baths 840526 MLS 1,660 SqFt. Patricia Raffin
This well-maintained ranch home offers symmetry, flow, and balance, with a split-bedroom floorplan and room for future expansion in the stubbed in basement. The 3-bedroom, 2-bath home mixes both private and public spaces well incorporating a large Primary Suite with a full attached bathroom and beautiful backyard views. The adjacent laundry area adds convenience which flows into the open living, dining, kitchen and 4-Seasons Room. The additional two main level bedrooms are opposite the Primary bedroom and share their own full common bath. The kitchen includes all appliances, is spacious, and features a dine-in option. Both HVAC system and roof are new (May 2026). The 2 plus car attached garage has a ceramic tiled side entrance into the main level with an L-shaped stairway down to the huge and tall unfinished basement with roughed in bathroom and further space to be reimagined if the desire is there. The property is landscaped with a private fenced back yard and is close to town parks, bike & walking trails, schools, town, and our beloved Lake Michigan shoreline beaches. Commuter rail lines are also nearby with final destinations to both Chicago and South Bend via the South Shore Line.

953 Portage Avenue, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

Selling Office: McColly Real Estate.

$370,000
3 Beds 3 Baths 829714 MLS 1,954 SqFt. Villages Praired Homes Condos BLDG. Stacey Matthys
MASSIVE PRICE REDUCTION ALERT! We need this Prime Location property SOLD ASAP! Discover luxurious living in this highly desirable golf course community at an unbeatable price--our loss is your gain! This fabulous listing boasts 3 bedrooms, 3 bathrooms, a perfect mix of sophistication, coziness, and awe-inspiring views! Get ready to be amazed by the grand master suite with its high cathedral ceilings and spacious walk-in closet. Indulge in the luxurious custom tile shower with a sleek glass enclosure and trendy custom vanity, adding a spa-like touch to your daily routine. Step into the bright and welcoming living area with its soaring cathedral ceilings, charming fireplace, and chic flooring that sets the ideal atmosphere for unwinding and entertaining. The abundance of soft-close cabinetry and stylish quartz countertops in the kitchen offer a perfect fusion of style and practicality, complete with all your essential appliances. Embrace the seamless indoor-outdoor lifestyle with a triple sliding door that opens up to breathtaking views of the Sand Creek golf course from your fabulous screened-in porch. Perfect for enjoying your morning coffee or relaxing in the evening! The lower level features a spacious family room with 9ft ceilings and daylight windows, creating an ideal space for hosting gatherings or family game nights. Additionally, a third bedroom and bathroom provide privacy and convenience for guests or family members. This home is loaded with extra upgrades, including custom lighting fixtures, a composite deck, custom backsplash, soundproofing, and a tankless water heater, ensuring you experience modern living at its best. Don't let this outstanding property slip through your fingers!

1617 Melanie Lane, Chesterton

Listing courtesy of Stacey Matthys from Brokerworks Group.

Selling Office: Coldwell Banker Realty.

$365,000
3 Beds 2 Baths 835211 MLS 1,717 SqFt. Debra Lightfoot
Warm, inviting and thoughtfully designed, this 1717 sq. ft. ranch home is located in the Golfview Subdivision. Built on slab, so no stairs, and the floors throughout are heated, even in the sunroom and the garage. The living room features a vaulted ceiling, gas fireplace with built-in shelving and built-in speakers, while a wall of windows provides a wonderful southern exposure and scenic views of the wooded back yard. The kitchen comes complete with appliances, breakfast bar and opens to the dining room, highlighted by a display shelf and charming built-in corner cabinet. Relax in the sunroom with ceramic flooring, which leads out to a 10 x 14 deck. The primary bedroom features a tray ceiling, a cozy window seat and a full en suite bath with Jacuzzi tub and walk-in shower. Two additional bedrooms provide flexibility, one with a vaulted ceiling and an arched window. Additional amenities include, NuTone central vacuum system, recessed lighting, natural tubular skylights, finished garage with insulated door, attic storage and keyless entry. The 10 x 12 shed offers extra outdoor storage. Ideally located near the neighborhood play area and with easy access to the Duneland Prairie walking/bike trail, all with in the highly rated Duneland School System. This extremely well maintained home is move in ready!

3431 Drivers Way, Chesterton

Listing courtesy of Debra Lightfoot from McColly Real Estate.

Selling Office: Realty Executives Premier.

$362,500
3 Beds 3 Baths 831097 MLS 3,640 SqFt. Brian Manning
Welcome to 1440 Duffer Dr, Chesterton, IN - a beautifully maintained 3-bedroom, 3-bath home that checks every box for comfortable, year-round living and effortless entertaining. Step inside to an open and airy floor plan highlighted by dramatic vaulted ceilings and abundant natural light. The kitchen shines with newer stainless-steel appliances, ample counter space, and a layout that flows seamlessly into the dining and living areas - perfect for everyday meals or hosting friends. Upstairs, two generously sized bedrooms include a serene primary suite with its own private bath. A second full bath serves the additional bedrooms and guests. The real fun begins downstairs in the fully finished basement: a spacious rec room complete with a custom wet bar makes movie nights, game days, and parties unforgettable Step out back and escape to your private backyard oasis. A large multi-level deck overlooks the sparkling above-ground pool - ideal for summer lounging and weekend barbecues. Raised garden beds are ready for vegetables, and the fully fenced yard offers plenty of green space for kids, pets, or simply relaxing. Practical features you'll love year-round: an oversized, heated 2-car attached garage (perfect for Northwest Indiana winters), newer mechanicals, and plenty of storage throughout. Location couldn't be better. Just minutes from I-94 and the Indiana Toll Road (I-90), commuting to Chicago, Michigan City, or Valparaiso is a breeze. You're also only 10 minutes from the breathtaking beaches and trails of Indiana Dunes National Park and a short drive to Chesterton's charming downtown shops, restaurants, and top-rated schools. Move-in ready and thoughtfully updated, 1440 Duffer Dr combines modern comfort with resort-style outdoor living - all in one of the area's most desirable communities. This one won't last long. Schedule your private showing today!

1440 Duffer Drive, Chesterton

Listing courtesy of Brian Manning from Listing Leaders.

Selling Office: Listing Leaders.

$360,000
6 Beds 2 Baths 838850 MLS 3,282 SqFt. Tina Raffin
Welcome to this expansive Morgan Park residence in the heart of Chesterton, offering over 3,200 sq ft of flexible living space and the potential for six full bedrooms. Situated on a spacious corner lot, this home blends classic charm with exceptional room to grow. The main level features beautiful parquet wood floors flowing through the living room, dining room, and main floor bedroom. The bright sunroom addition off the kitchen invites sunlight and fresh air through its large sliding style windows, perfect for morning coffee or afternoon relaxation. The dining room impresses with a gorgeous chandelier and a wide bay window overlooking the yard. Upstairs, you'll find a warm family room, two bedrooms, a full bath, a potential playroom or bedroom, and a bonus room perched above the sunroom that could be a primary suite with renovated access to the bathroom. A finished attic, accessed through the playroom, offers two additional bedrooms, creating a rare opportunity for multi generational living, guest space, or a dream home office setup. The unfinished basement provides a laundry area, plenty of storage and a walk out capability for even more opportunity for growth. This is a home with character, space, and endless possibilities, all in one of Chesterton's most charming and established neighborhoods. Located within the Duneland School Corporation and close to highways, the South Shore Train Line and the beautiful Lake Michigan! Many improvements have been made throughout, including a new furnace in 2026! All measurements are deemed accurate but subject to buyer verification. Seller has selected Community Title Insurance Company to provide insurance underwriting for the Owner's Policy.

402 E Indiana Avenue, Chesterton

Listing courtesy of Tina Raffin from McColly Real Estate.

Selling Office: Coldwell Banker 1st Choice.

$359,900
4 Beds 3 Baths 202616369 MLS 2,080 SqFt. Jeffery Holtsclaw
Price Improvement!! Welcome to 85 Hepburn Way—this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and flexibility. Situated on a desirable corner lot, this property showcases pride of ownership and thoughtful upgrades throughout. Step inside to find durable and stylish LVP flooring flowing through the main living areas, complemented by granite countertops and stainless steel appliances in the kitchen. Whether you’re hosting or just enjoying a quiet night in, this space is designed to feel both functional and inviting. One of the standout features is the main-level den or flex space—perfect for a home office, playroom, or additional living area to fit your lifestyle. Upstairs, you’ll love the convenience of the laundry room located near all four bedrooms. The spacious primary suite is a true retreat, featuring dual sinks, plenty of counter space, and an oversized walk-in closet that feels like a dream. Each additional bedroom also includes its own walk-in closet, offering plenty of storage for everyone. Out back, enjoy your new deck—an ideal spot for morning coffee or relaxing evenings. The unfinished basement includes a proper egress window, giving you the opportunity to easily add a fifth bedroom or expand your living space however you choose. With quality finishes, functional design, and room to grow, this home checks all the boxes. Come take a look and see how it fits your next chapter.

85 Hepburn Way, Chesterton

Listing courtesy of Jeffery Holtsclaw from CENTURY 21 Bradley Realty, Inc. Cell: 260-705-9854

Selling Office: CENTURY 21 Bradley Realty, Inc.

$355,000
3 Beds 4 Baths 837804 MLS 2,329 SqFt. Patricia Coughlin
There's A LOT to love about this exceptional home! 3 Bedrooms + Flex Rm that can function as a 4th bedroom in finished basement with adjacent full bathroom-showcasing today's decor trends & loaded with personality throughout! Sunny & bright rooms with views of treetops & adjacent woods. Relax/entertain in the well planned outdoor living space in fully fenced & private back yard. Kitchen showcased by quartz countertops, 42 inch cabinetry, all stainless appliances, island w/ breakfast bar & additional cabinetry. Primary Bedrm is open & airy w/tray ceiling + terrific view! Lighted ceiling fans in all bedrms. Main level Laundry Rm and Powder Rm off kitchen. Finished basement offers more living space loaded with options- can easily function as a 4th bedrm or guest suite, home office, Family Room, Play Room-you decide! Amazing storage throughout: all bedrooms feature pro closet organizer systems, Kitchen pantry closet, Primary Bedrm walk in closet, Basement walk in closet w/security lock, and storage space in attached 2 car garage. Beautifully maintained home that is truly move-in-ready-to-enjoy! Award winning DUNELAND SCHOOLS! This area offers lake lifestyle with multiple nearby beaches, nature areas, all within a short drive or bike ride- schedule a private showing ASAP! Seller will entertain Backup Offers.

1145 Harbor Way, Chesterton

Listing courtesy of Patricia Coughlin from RE/MAX Diamond Properties.

Selling Office: Listing Leaders.

$351,000
3 Beds 2 Baths 837875 MLS 2,184 SqFt. Alan Evers
Updated 2 Story 3 Bedroom 2 Bath Home located minutes from the Indiana Dunes National Lakeshore and Porter Beach! Recent updates in the last 5 years include remodeled kitchen with new cabinets, counters, flooring and huge island, finished basement with Family Room & Office/Den, new laminate main floor flooring, updated bath and updated interior paint. Main floor includes Country kitchen/Dining Room, Living Room with Fireplace and 1/2 Bath; Upper Level includes 3 bedrooms and a Full Bath. Additional updates include new Dishwasher (1 yr),new Refrigerator (3 Yr), new Water softener (1 yr) and new Washer (1 yr). There is an attached 2 car garage, fenced yard with shed and deck and covered front porch. Great Location, Great Value!

1123 Waverly Road, Chesterton

Listing courtesy of Alan Evers from Evers Realty Group.

Selling Office: Listing Leaders Stately, LLC.

$350,000
2 Beds 2 Baths 844229 MLS 1,458 SqFt. Tina Raffin
Enjoy the sights and sounds of nature and easy living in this charming 2 bedroom, 2 bath ranch home located on the edge of Morgan's Corner near the Coffee Creek watershed. Relax with your morning coffee on the inviting covered front porch looking out to a peaceful wooded setting. Step inside to a welcoming foyer with a convenient coat closet. A versatile front bedroom, perfect as a guest room or home office, is privately situated away from the main living area and is adjacent to a full bath. The heart of the home features an open-concept living room, dining area, and kitchen designed for comfortable everyday living and effortless entertaining. The spacious kitchen offers granite countertops, boasts a large island, abundant cabinetry, and a gas range, making meal preparation a pleasure. Sliding doors provide easy access to the backyard patio, ideal for dining al fresco and enjoying beautiful quiet evenings. The bright and spacious primary bedroom offers a large walk-in closet and a private en suite bath. A conveniently located laundry/utility room sits just off the entrance to the attached 2-car garage. Located in close proximity to highways, the South Shore train station, the Indiana Dunes National Park and the beautiful beaches of Lake Michigan this well-maintained home is move-in ready! This beautiful home combines comfort, convenience, and a tranquil natural setting, don't miss the opportunity to make it yours!

1592 Harrington Avenue, Chesterton

Listing courtesy of Tina Raffin from McColly Real Estate.

Selling Office: @properties/Christie's Intl RE.

$350,000
4 Beds 3 Baths 841313 MLS 2,216 SqFt. Jodi Gheaja
Spacious, inviting, and perfectly located in the highly sought-after Duneland School District, this beautiful two-story home offers the room you've been searching for both inside and out. Situated on a desirable corner lot, this thoughtfully designed residence features four generously sized bedrooms, each offering ample closet space, making storage and organization effortless. The heart of the home is the expansive family room, which flows seamlessly into the kitchen and dining area, creating an ideal space for everyday living, holiday gatherings, and entertaining guests. A versatile flex room at the front of the home provides endless possibilities - perfect as a home office, playroom, formal living room, or cozy den. Upstairs, retreat to the spacious primary suite featuring a private ensuite bath with a double vanity, relaxing soaking tub, and an oversized walk-in closet. The additional bedrooms are impressively sized and complemented by large closets, offering comfort and flexibility for family members, guests, or work-from-home needs.The fenced in back yard is ideal for outdoor entertaining and offers plenty of greenspace for all of your needs. Freshly painted and ready for new owners, this home is conveniently located near parks, shopping, dining, bike trails, and major expressways, this home combines generous living space with everyday convenience. If you've been looking for a home that offers room to grow, abundant storage, and a fantastic location, this Chesterton gem is one you won't want to miss. Freshly painted and the Seller is providing a home warranty for added peace of mind! Schedule your private showing today!

900 Brookfield Drive, Chesterton

Listing courtesy of Jodi Gheaja from Realty Executives Premier.

Selling Office: Listing Leaders.

$350,000
3 Beds 2 Baths 835305 MLS 1,700 SqFt. Karen Klaus
This Chesterton ranch offers more than just a beautiful space, it offers a lifestyle. Set on over 0.50 acres, this updated 3-bedroom, 2-bath home features welcoming living spaces, a partially finished basement, and a bright, spacious three-seasons room overlooking the backyard. Whether it's summer pool days, evenings on the expansive deck with enclosed storage, or watching wildlife pass through, this property creates the backdrop for meaningful everyday moments. Conveniently located within minutes from local schools, numerous local parks, the Indiana Dunes National Park, and major commuter routes, you'll enjoy both comfort and connection. This property offers both a neighborhood setting and room to breathe, featuring a two-car garage, utility shed wired for electricity, fenced yard, and major home investments such as a newer HVAC system, water heater, windows, flooring, paint, and interior and exterior doors. This move-in ready home is your place to grow, gather, and make lasting memories.

814 N Calumet Road, Chesterton

Listing courtesy of Karen Klaus from McColly Real Estate.

Selling Office: Banga Realty, LLC.

$349,900
3 Beds 2 Baths 837973 MLS 1,718 SqFt. Lisa Kusbel
Nestled on a spacious, wooded lot with a private backyard backing up to protected Shirley Heinz property, this inviting home offers both comfort and tranquility. The updated kitchen features stainless steel appliances, including a convenient pot filler, Quartz countertops, a peninsula for extra seating, and an open flow into the dining area, perfect for effortless entertaining. A bright three-season room surrounded by windows creates a warm, enchanting space to relax or host guests. The main level includes a primary bedroom with an attached half bath, two additional bedrooms, a large living room, and beautiful hardwood floors throughout. The basement adds flexibility with a bonus room ready to suit your needs; home office, gym, or recreation space. A two-car attached garage provides convenience, while the backyard shines with a shed and firepit, ideal for memorable evenings under the stars. Located close to restaurants, shopping, and expressway access, this home combines peaceful living with everyday convenience. NEW ROOF, A/C AND FURNACE! Newer windows. This home is move in ready!

1243 Dogwood Drive, Chesterton

Listing courtesy of Lisa Kusbel from Realty Executives Premier.

Selling Office: Seramur Properties, LLC.

$349,000
3 Beds 2 Baths 843516 MLS 1,612 SqFt. Debra Lightfoot
Updated, remodeled and completely move-in ready! This beautifully renovated 3 bedroom, 2 bath ranch with 2 car garage, offers modern finishes, major mechanical updates, and the convenience of one-level living in the award winning Duneland School District. The stunning 2025 kitchen renovation features gorgeous soft close cabinets and drawers, quartz countertops, a copper finish stainless sink and faucet, newer stainless appliances and updated flooring that extends throughout the kitchen, dining room, living room and all three bedrooms. The living room features a wood burning fireplace, while French doors from the dining room lead to the spacious great room with vaulted ceilings and access to the rear deck and patio that overlook the fenced back yard. Other amenities include: new furnace, central air and HWH in 2021, new roof, siding, gutters and leaf guards in 2024. The decks were freshly stained and crawl space with sump pump and battery back-up was newly insulated in 2025. Ideally located in the heart of Chesterton, you'll enjoy everything this community has to offer, including the seasonal European Market and farmers market, charming antique shops and boutiques, local wineries, breweries, and restaurants, the Indiana Dunes National Park and Lake Michigan Beaches, numerous parks and recreational areas and access to the Duneland Prairie Trail. This is one you won't want to miss!

820 Park Avenue, Chesterton

Listing courtesy of Debra Lightfoot from McColly Real Estate.

Selling Office: @properties/Christie's Intl RE.

$340,000
3 Beds 2 Baths 837941 MLS 2,115 SqFt. Lisa Gaff
*Now available after a pending sale ended due to buyer's employment change. Inspection successfully completed and accepted with no repairs required, and the home appraised at value. A second opportunity to own this well-maintained home!* Move-in ready and thoughtfully updated, this all brick 3 bed/1 and 3/4 bath Chesterton home offers flexible living space and a clean, well-maintained feel throughout. The main level features a bright and inviting layout with updated finishes. The finished lower level provides additional living space. An egress window adds flexibility for guest space, home office, or potential bedroom use, and a dedicated mini-split system provides heating and cooling for year-round comfort. Step outside to a private backyard featuring a heated pool--ideal for relaxing or entertaining. A heated detached garage adds convenience and versatility in all seasons. Now offered as a single-family home, this property creates the perfect setting for comfortable living with a private pool, garden space, access to Duneland Schools, and a short walk to the new Duneland YMCA Healthy Living Campus.

401 S 15th Street, Chesterton

Listing courtesy of Lisa Gaff from White Hat Realty Group, LLC.

Selling Office: Listing Leaders.

$340,000
4 Beds 4 Baths 837355 MLS Anna Kenney
Great investment opportunity in the heart of Chesterton! This well-maintained 2-unit duplex features two identical units, each offering 2 bedrooms and 1.5 bathrooms--ideal for consistent rental income or owner-occupancy with added cash flow. Both units feature updated flooring, newer kitchens, and renovated bathrooms--1 full bath upstairs and a half bath on the main level--creating a modern and appealing living space for tenants. All appliances stay. Each unit also includes its own dedicated garage space for added convenience. Ideally located just minutes from downtown Chesterton's shops and restaurants, with quick access to I-90/94 for an easy commute to Chicago--approximately one hour away. Whether you're expanding your portfolio or just getting started, this is a fantastic income-producing opportunity you won't want to miss!

2102-2104 Washington Avenue, Chesterton

Listing courtesy of Anna Kenney from Realty Executives Premier.

Selling Office: Brokerworks Group.

$340,000
3 Beds 3 Baths 831717 MLS 2,167 SqFt. Jarrod Carr
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering 2,167 sq ft of comfortable living in the heart of Porter! All three bedrooms are conveniently located upstairs, including a spacious primary suite complete with its own en suite bathroom and two separate closet areas. The additional bedrooms are generously sized, perfect for family, guests, or a dedicated home office. Enjoy an attached 2.5-car garage providing ample parking and storage, plus an inviting above-ground pool--ideal for summer relaxation and entertaining. Outdoor enthusiasts will love the location: just 5 miles from the stunning Indiana Dunes National Lakefront and only steps from the Prairie Duneland Trail, a favorite for walking, biking, and running. You're also just minutes from downtown Chesterton, known for its charming local restaurants, breweries, and vibrant community atmosphere.

1346 Essex Drive, Chesterton

Listing courtesy of Jarrod Carr from @properties/Christie's Intl RE.

Selling Office: Blackrock Real Estate Services.

Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.