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$540,000
3 Beds ⋅ 2 Baths ⋅ 838011 MLS ⋅ 1,800 SqFt. ⋅ Madison Young
Introducing The Chestnut! This brand-new ranch model is MOVE IN READY and offering a 10,000 credit INCENTIVE TOWARDS UPGRADE, CLOSING COSTS, or RATE BUY DOWN!!! Incentive expires June 1st! Offering 3 bedrooms, 2 bathrooms, an open-concept kitchen with a large island, an unfinished basement, and a 3-car garage, this home is designed with both style and functionality in mind. Custom cabinets, quartz countertops, herringbone backsplash, Tiled shower and LVP flooring. A full unfinished basement with rough in bathroom to give you an additional 1800 sqft of open living space. Located in the heart of Chesterton at 1100 Woods, this sought-after community is perfectly positioned--across from Dogwood Park, with access to the Duneland Prairie Trail, and just minutes to schools and downtown. Don't miss the chance to make this dream home yours in one of Chesterton's most desirable locations!

2218 Pradera Trail, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

Selling Office: McColly Real Estate.

$532,660
3 Beds ⋅ 2 Baths ⋅ 827323 MLS ⋅ 1,790 SqFt. ⋅ Michelle Renninger
You've found your own personal hideaway! Nestled on a picturesque pond lot with no neighbors behind you, you're going to love the newest phase of Easton Park located within minutes of award-winning schools, commuter expressways, and the IN Dunes National Lakeshore. The brand new Gail floor plan offers almost 1,800 sq. ft. ranch floor plan plus a full basement, now with a relaxing sunroom and covered rear patio! Upon entrance you'll find the expansive kitchen where you'll enjoy an abundance of soft-close cabinetry, center island, and dinette seating. With cathedral ceilings soaring overhead, the living room is centered around the cozy fireplace. You'll love to spend your time relaxing in the cheerful sunroom! 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! 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! Throw away the snow shovel and lawn mower-snow removal and landscaping are all taken care of by the HOA! *Photos are of another home recently completed and are representative.

476 Magnolia Lane, Chesterton

Listing courtesy of Michelle Renninger from Better Homes and Gardens Real.

Selling Office: McColly Real Estate.

$530,000
5 Beds ⋅ 4 Baths ⋅ 838018 MLS ⋅ 3,440 SqFt. ⋅ Heather Gould
Beautifully Updated Colonial-Style Home on 1.42 Acres - Move-In Ready! *BONUS INCOME - Parcel comes with Billboard Rental Income contract transferable with the sale! Welcome to this stunning 3,440 sq ft Colonial-style home, originally built in 2002 and thoughtfully updated throughout. Inside, you'll find 5 bedrooms and 4 bathrooms, including a main-floor bedroom with a handicap-accessible ensuite. Work from home in the office on the main level. Every bedroom features large walk-in closets, and two upstairs bedrooms are connected by a Jack & Jill bath and shared closet. One upstairs bedroom could easily be converted into a kitchenette--ideal for extended guests. The open-concept main floor boasts luxury plank flooring and elegant Spanish lace drywall. The heart of the home is a beautifully updated kitchen with solid oak cabinets and countertops, perfect for entertaining or gatherings. Enjoy added convenience with two laundry rooms (one on each floor), a dedicated home office, and dual sunrooms--one on each level--for year-round enjoyment. The primary suite is a true retreat, featuring a large jetted tub, glass block walk-in shower, laundry and extra large closet space. Outside, you'll find a 3-car garage with handicap accessibility and abundant storage above, a large fenced backyard, a 10x20 storage shed, covered front and back porches, and a 14.7 x 7.11 upstairs balcony overlooking the scenic acreage. Nestled in a peaceful rural setting with convenient access to R49, the Toll Road, and I-94, this spacious property offers both comfort and versatility for modern living. Don't miss this rare combination of updated elegance, flexible space, accessibility features, and passive income--all on over an acre of land. Schedule your private tour today!

928 N Calumet Avenue, Chesterton

Listing courtesy of Heather Gould from Century 21 Affiliated.

Selling Office: Listing Leaders.

$530,000
4 Beds ⋅ 3 Baths ⋅ 830575 MLS ⋅ 2,872 SqFt. ⋅ Elizabeth Garcia
Nestled on 5 private acres, this spacious ranch offers four bedrooms (potentially five) plus a dedicated office and three bathrooms, with the convenience of an attached three-car garage and a detached two-car garage for hobbies, storage, or a workshop. The bright, open living spaces flow effortlessly to a well-appointed kitchen, while the split-bedroom layout provides privacy and comfort. With almost 2900 square feet of additional finished space, this home offers even more versatility and living area. Enjoy tranquil outdoor surroundings and room to roam, all just seven minutes from the Dunes National Lakeshore and five minutes into town--off the beaten path yet close to shopping, dining, and services. This versatile home is ideal for remote work, multi-generational living, or entertaining family and friends, combining country serenity with easy access to everyday amenities.

1329 N 375 E, Chesterton

Listing courtesy of Elizabeth Garcia from Blackrock Real Estate Services.

Selling Office: Blackrock Real Estate Services.

$530,000
4 Beds ⋅ 3 Baths ⋅ 825311 MLS ⋅ 2,476 SqFt. ⋅ Stefanie Neal
Step inside and fall in love! This Easton Park home delivers all the charm, function, and "wow" factor you've been searching for. Bright engineered hardwood floors, elegant wainscoting, and a stone fireplace set the tone for stylish comfort. The gourmet kitchen is every cook's happy place with quartz countertops, 42" cabinets, roll-out shelving, and a walk-in pantry big enough for your secret snack stash. Upstairs, the primary suite is a true retreat--soaking tub, tiled shower, dual vanities, and a walk-in closet that could double as a small boutique. Three additional bedrooms and a generous laundry room make daily life easy, while the oversized 3-car garage provides space for cars, tools, and that treadmill you "might use someday." An unfinished basement awaits your imagination--home gym, theater, or your future wine lounge. Perfectly located near Sand Creek Golf Course, Lake Michigan, and the Indiana Dunes, with Chicago less than an hour away.

2011 Timberwood Lane, Chesterton

Listing courtesy of Stefanie Neal from BHHS Indiana Realty.

Selling Office: White Hat Realty Group, LLC.

$525,000
3 Beds ⋅ 4 Baths ⋅ 834943 MLS ⋅ 2,717 SqFt. ⋅ Village Point BLDG. ⋅ Rebekah Schenck
Welcome to this maintenance-free luxury townhome in the desirable Village Point community, located next to the beautiful Coffee Creek Preserve in Chesterton. Built in 2018, this home offers 3 bedrooms, 4 bathrooms, and over 2,700 square feet of living and entertaining space. The main level features an open-concept layout connecting the living room, kitchen, and dining area--perfect for everyday living and entertaining--along with a primary bedroom suite for convenient main-level living. Upstairs includes a spacious bedroom and full bath, ideal for guests or additional private living space. The finished walk-out basement offers a large recreation area, kitchenette, and full bathroom, providing excellent space for entertaining or extended stays. Conveniently located near downtown Chesterton, the South Shore train line, major highways, and the Indiana Dunes and Lake Michigan.

612 Village Point, Chesterton

Listing courtesy of Rebekah Schenck from Brokerworks Group.

Selling Office: Brokerworks Group.

$519,900
4 Beds ⋅ 3 Baths ⋅ 827959 MLS ⋅ 2,241 SqFt. ⋅ Michelle Renninger
Construction beginning September-completion February 2026! Introducing The Carmela floor plan! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! There's still time to make your own selections! On the main floor you'll find a convenient office, cozy living room with fireplace, and expansive kitchen with an abundance of cabinets and countertops space, island, and walk in pantry! Upstairs the master suite boasts a private bath with custom tile shower, soaking tub, and walk in closet. The other three bedrooms upstairs also have their own walk in closets! A hall bath with dual vanities, and a laundry room complete the upper level. The unfinished basement offers even more room to grow! Smart amenities such as soft-close cabinetry, 42' uppers, quartz countertops, raised pedestal Toto toilets, fully customizable appliance and light fixture allowances, tankless water heater, finished garage with smart openers, Ring doorbell, and more! Landscaping including sod, in ground sprinklers and custom landscaping in the front and side yards is even included! , Located in the coveted Easton Park community, just minutes from award-winning schools, IN Dunes National Lakeshore, and commuter expressways. *Photos are from a recently completed home of the same model and are representative. Schedule your showing today!

2215 Easton Park Drive, Chesterton

Listing courtesy of Michelle Renninger from Better Homes and Gardens Real.

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

$519,500
4 Beds ⋅ 3 Baths ⋅ 838834 MLS ⋅ 2,241 SqFt. ⋅ Michelle Renninger
New construction ready for move-in July-perfect for summertime fun! Introducing The Carmela floor plan! Boasting 4 bedrooms, 2.5 baths, main floor office, upstairs laundry room, and all 4 bedrooms have their own walk in closets! This fantastic floor plan checks every box! On the main floor you'll find a convenient office, cozy living room with fireplace, and expansive kitchen with an abundance of cabinets and countertops space, island, and walk in pantry! Upstairs the master suite boasts a private bath with custom tile shower, soaking tub, and walk in closet. The other three bedrooms upstairs also have their own walk in closets! A hall bath with dual vanities, and a laundry room complete the upper level. The unfinished basement offers even more room to grow! Smart amenities such as soft-close cabinetry, 42' uppers, quartz countertops, raised pedestal Toto toilets, fully customizable appliance and light fixture allowances, tankless water heater, finished garage with smart openers, Ring doorbell, and more! Landscaping including sod, in ground sprinklers and custom landscaping in the front and side yards is even included! , Located in the coveted Easton Park community, just minutes from award-winning schools, IN Dunes National Lakeshore, and commuter expressways. *Photos are from a recently completed home of the same model and are representative. Schedule your showing today!

2152 Redwood Lane, Chesterton

Listing courtesy of Michelle Renninger from Brokerworks Group.

Selling Office: Listing Leaders.

$510,000
6 Beds ⋅ 4 Baths ⋅ 839586 MLS ⋅ 3,546 SqFt. ⋅ Michelle Gilbertsen
If you're looking for plenty of room, a modern, clean, and bright interior, in a perfect Duneland location, then welcome home!! This 6bd/4ba 3500+ sf 2-story is ready for you!! Greeted on a gorgeous covered front porch, you will walk in to the foyer with an office (or bedroom) to the left, then continue into the open concept living room (w/fireplace), dining room (w/access to deck), and beautiful kitchen with stainless appliances, granite c-tops, an island, and pantry. Oak flooring and an abundance of natural light fill this main level, and it's complete with a 3/4 bath, and spacious laundry room which accesses to your 3 car garage! The upper level includes the master suite, plus 3 more very spacious bedrooms and a full bath. The finished daylight basement is yet another "wow" - so much open space for your entertaining, exercise, or any other rec activities you enjoy. And yes, another comfortable bedroom and bathroom. The backyard is open and scenic with wooded wetland views - perfect for privacy now and into the future! Duneland Trails is in the heart of Chesterton, close to schools, shopping, restaurants, highways, bike/walking trails, and only 7 miles from the South Shore station and our picturesque Indiana Dunes and Lake Michigan beaches. Your boxes are all checked!! Come see!!

508 Pine Trail Drive, Chesterton

Listing courtesy of Michelle Gilbertsen from McColly Real Estate.

Selling Office: Trueblood Real Estate, LLC.

$510,000
6 Beds ⋅ 6 Baths ⋅ 831005 MLS ⋅ Paul Boyter
This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak interior doors add warmth and character throughout. Ideally located near downtown Chesterton and Porter, the South Shore Train Station, and the breathtaking Indiana Dunes State Park, this property combines modern comfort with unbeatable access to Northwest Indiana's top amenities.

140-142 N Jackson Boulevard, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: Realty Executives Premier.

$510,000
5 Beds ⋅ 4 Baths ⋅ 829923 MLS ⋅ 2,648 SqFt. ⋅ Coffee Crk Ph 1 BLDG. ⋅ Alexis Metcalf
Maintenance Free Living on the trail in Coffee Creek! This tastefully updated townhome offers Main level living with added bonuses! On the main level you will find a spacious living room, well appointed kitchen, Primary EnSuite, additional bed and full bath, laundry, deck and screen porch. Upstairs offers an additional EnSuite and massive walk-in, the lower level has two more additional bedrooms, a bath and cozy living space. The best part of this townhouse is the proximity to Coffee Creek Nature Persevere, this home is one of the few that backs up to the wooded trail!

2335 Legend Circle E, Chesterton

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

Selling Office: BHHS Indiana Realty.

$499,000
3 Beds ⋅ 3 Baths ⋅ 834111 MLS ⋅ 3,853 SqFt. ⋅ Sand Creek BLDG. ⋅ Alisha Fowler
Luxury living awaits you in this executive style corner unit townhouse. Chef inspired kitchen with stainless steel appliances & granite countertops. Gorgeous brand new Walnut floors through out main living area. This gracious floor plan with cathedral ceilings invite you into the open concept living space. Wood columns flank the entrance of your classic dining room. Main level master suite complete with your own private patio, large custom walk in closet, master bath has been completely updated with custom glass shower and large soaking tub. Private office perfect for any professional. Upstairs features two bedrooms each with large closets, separate common bath, upstairs Den invites you in with French door & large skylight. Finished walk out basement is great for entertaining complete with an extra large storage room. Private backyard deck compliment this completely pbackyard oasis. 2 car garage with ample parking. What more can you ask for. These TURN-KEY LOCK-AND-LEAVE PROPERTIES are few and far between!!!

1086 Mission Hills Court, Chesterton

Listing courtesy of Alisha Fowler from Seramur Properties, LLC.

Selling Office: BHHS Indiana Realty.

$490,000
4 Beds ⋅ 3 Baths ⋅ 841524 MLS ⋅ 3,797 SqFt. ⋅ Lisa Gaff
Tucked into one of Chesterton's most sought-after subdivisions, this 4-bedroom, 2.5-bath home offers the space, comfort, and setting that make Duneland Cove such a special place to call home. From the moment you arrive, you'll feel the pride of ownership throughout -- and the tree-lined backyard sets the tone for what living here is really about. Step inside to a layout built for everyday living and easy entertaining, with four spacious bedrooms and 2.5 baths offering room for the whole family to spread out. The true showstopper, though, is the screened-in sunroom -- your front-row seat to Northwest Indiana's changing seasons, whether it's morning coffee, evening unwinding, or simply enjoying the outdoors without the bugs. Speaking of outdoors, this backyard is a birder's dream. Mature trees frame the property, creating a natural canopy that attracts songbirds, cardinals, and seasonal migrators year-round -- no surprise, given Chesterton's reputation as a haven for birdwatchers thanks to its proximity to the Indiana Dunes National Park and the Westchester Migratory Bird Sanctuary just minutes away. Living in Duneland Cove means more than a great home -- it means being part of a community known for its top-rated Duneland Schools, walkable downtown full of local shops and restaurants, and an easy commute to Chicago via I-94 or the South Shore Line. Add in nearby trails, Lake Michigan beaches, and a small-town feel that's hard to find, and it's easy to see why so many people are choosing to put down roots in Chesterton. This is more than a house -- it's a place to gather, grow, and settle in. Schedule your private showing of 300 Sandpiper Drive today! Real People, Real Indiana, Real Estate.

300 Sandpiper Drive, Chesterton

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

Selling Office: Weichert, Realtors-Moke Agency.

$489,900
4 Beds ⋅ 3 Baths ⋅ 838142 MLS ⋅ 2,439 SqFt. ⋅ Christina Harber
Step into a home that feels straight out of a magazine, where every detail has been thoughtfully designed and impeccably maintained. This stunning four bedroom, three bath residence offers upgraded finishes throughout and a truly move-in ready experience. The open-concept layout creates a seamless flow, perfect for both everyday living and effortless entertaining. Retreat to the luxurious primary suite, complete with a spa-like en suite and spacious walk-in closet, your own private oasis. Outside, the serene, fenced backyard invites you to unwind or gather with friends around the firepit, creating the perfect backdrop for relaxing evenings. An oversized garage provides ample space for storage and convenience. Ideally situated near the scenic walking trails of Coffee Creek Preserve, this home combines style, comfort, and an unbeatable location, offering a lifestyle that is as elevated as it is inviting.

1429 Delos Marr Avenue, Chesterton

Listing courtesy of Christina Harber from Blackrock Real Estate Services.

Selling Office: BHHS Indiana Realty.

$480,000
7 Beds ⋅ 4 Baths ⋅ 838344 MLS ⋅ Kimberly Fowler
This well-maintained fourplex presents an exceptional investment opportunity for both seasoned and first-time investors. Featuring three 2-bedroom, 1-bath units and one 1-bedroom, 1-bath unit, the property offers a versatile unit mix designed to attract a broad range of tenants and maximize rental income. Each unit is thoughtfully designed with comfortable living areas, ample natural light, and functional layouts. One apartment was newly renovated in 2025, offering modern finishes that enhance tenant appeal and rental value. The property also boasts a new roof installed in 2025 and newer furnaces in two of the units, providing peace of mind and reducing near-term maintenance costs. Tenants enjoy desirable amenities such as off-street parking, separate utilities, and low-maintenance landscaping--helping keep operating expenses efficient for the owner. The property has been carefully maintained, contributing to its strong overall condition and curb appeal. Conveniently located near shopping, dining, award-winning Duneland schools, and major transportation routes, this fourplex is highly attractive to renters seeking accessibility and convenience. Strong rental demand in the area further reinforces its potential for steady cash flow. Rare opportunity to own a fourplex in Chesterton!!!

2161 Annabelle Court, Chesterton

Listing courtesy of Kimberly Fowler from Blackrock Real Estate Services.

Selling Office: Realty Executives Premier.

$480,000
5 Beds ⋅ 3 Baths ⋅ 834244 MLS ⋅ 2,710 SqFt. ⋅ Rebekah Schenck
Welcome to this beautiful, newer-construction home located within the highly rated Duneland School District. The main level features 9-foot ceilings, a formal dining room, a mudroom, and an open-concept kitchen with a walk-in pantry, solid wood cabinetry, and a large island ideal for gathering and everyday living. Upstairs, the primary suite offers a bathtub, separate shower, walk-in closet, and dual sinks. Situated in a well-maintained, quiet neighborhood offering a park and playground, this home provides an excellent setting for gatherings and outdoor enjoyment. Conveniently located near downtown Chesterton and the South Shore train station, as well as the Indiana Dunes and Lake Michigan, this property combines comfort, community, and an ideal Northwest Indiana location.

1674 Gustafson Avenue, Chesterton

Listing courtesy of Rebekah Schenck from Brokerworks Group.

Selling Office: Weichert Realtors - Shoreline.

$470,000
3 Beds ⋅ 4 Baths ⋅ 836170 MLS ⋅ 3,057 SqFt. ⋅ Melissa Capellari
Looking for a spacious ranch home with partially finished basement, direct trail access, outdoor living spaces, and flexible work-from-home rooms? This custom-built property checks every box. Set on a corner lot overlooking the Coffee Creek preserve, this custom Craftsman style ranch offers privacy, nature views, and trail access directly across the street for walking, hiking, running, or cross-country skiing. A covered front porch and 20x10 screened side porch extend your living space into the outdoors. Inside enjoy an open-concept floor plan with NEW luxury vinyl plank flooring, NEW carpet, NEW paint, cathedral ceilings, transom windows, solid two-panel doors, and abundant natural light. The custom kitchen features NEW quartz counters, maple cabinetry, double pantry storage, and a full appliance package. The primary bedroom includes an attached bath and large closet. Bedroom 2 offers a dedicated dressing room or home office, walk-in closet, and full ensuite bath. Bedroom 3 (closet converted to built-ins) features forested views and french-door access. A half bath, laundry room, and ample storage complete the level. The lower level adds a non-conforming fourth bedroom, craft or office space, 3/4 bath, ceramic studio or workout room with 220 outlet, and a 43x20 ft workshop/storage area. A 2.5 car side-entry garage and storage shed provide space for tools and gear. Less than 15 minutes to shopping, dining, golf, and Indiana Dunes National Park beaches. Some photos have been digitally altered or enhanced.

2425 Dickinson Road, Chesterton

Listing courtesy of Melissa Capellari from Coldwell Banker Real Estate Gr.

Selling Office: White Hat Realty Group, LLC.

$469,000
4 Beds ⋅ 3 Baths ⋅ 833857 MLS ⋅ 3,176 SqFt. ⋅ Carolyn Morse
Spacious Ranch with Private Backyard & Extensive Outdoor Living Welcome to this well-appointed 4-bedroom, 3-bath ranch offering generous living space and exceptional outdoor amenities. The main level features a bright, functional layout with a kitchen slider that opens to a huge covered deck--perfect for entertaining or relaxing--complete with a pergola overlooking the back yard. A finished basement adds valuable living space, ideal for a recreation area, guest suite, or home office. (high speed fiber internet available) The home backs up to an open, empty field, providing a peaceful setting and added privacy rarely found. Outdoor features continue with a large custom shed and patio, offering plenty of room for storage, hobbies, and outdoor enjoyment. Major updates include a new roof, gutters, gutter guards, and downspouts in 2024, giving peace of mind to the next owner. Additional amenities include a sprinkler system, decorative concrete edging, and easy clean tilt windows throughout. All kitchen appliances stay including the front load washer and dryer along with basement freezer. With a blend of comfort and functionality, this home is truly move-in ready and designed for both everyday living and entertaining. Perfectly situated for Chicago commuters, you'll also have the Indiana Dunes and the popular European Market right in your backyard.

4221 Westwood Lane S, Chesterton

Listing courtesy of Carolyn Morse from McColly Real Estate.

Selling Office: Blue Ridge Realty Group.

$466,000
3 Beds ⋅ 4 Baths ⋅ 840450 MLS ⋅ 3,777 SqFt. ⋅ Jason Moon
Welcome home to this beautifully maintained sprawling ranch nestled on a nearly 3/4-acre lot in desirable Chesterton! Offering 3 bedrooms, 4 bathrooms, and the potential for a 4th bedroom in the finished basement, this home provides an abundance of space both inside and out. From the moment you arrive, you'll appreciate the pride of ownership and exceptional care that has gone into maintaining this property. Built in 2008, the home remains remarkably clean and well-kept, offering a solid foundation for buyers to enjoy immediately while adding their own personal touches over time. The spacious main level features generous living areas, a functional layout, and plenty of natural light throughout. The finished basement greatly expands the living space, offering endless possibilities for recreation, related living, a home office, workout area, or an additional bedroom suite. Step outside and enjoy the peaceful, private backyard with large shed--perfect for entertaining, gardening, or simply relaxing while surrounded by nature. The oversized 2-car garage provides ample room for vehicles, storage, and hobbies. Ideally located near shopping, dining, major highways, the Indiana Dunes, and all that Chesterton has to offer, this move-in-ready home combines space, privacy, and value in one exceptional package. Don't miss your opportunity to own this meticulously cared-for ranch on one of the area's most desirable large lots!

1570 Indian Boundary Road, Chesterton

Listing courtesy of Jason Moon from Trueblood Real Estate, LLC.

Selling Office: Realty Executives Premier.

$465,000
5 Beds ⋅ 4 Baths ⋅ 838450 MLS ⋅ 3,607 SqFt. ⋅ Stephanie Cowger
Welcome to Duneland Trails, where space, quality, and location come together beautifully. This custom-built five bedroom, four bath home offers the kind of room to live, host, and grow that's hard to find, with expansive living areas and a thoughtfully designed layout that balances flow with function. The main living spaces connect seamlessly, creating an inviting atmosphere for both everyday living and entertaining, while well proportioned bedrooms provide comfort and flexibility for a variety of needs. The fenced backyard offers a private setting for relaxing or gathering, while a separate basketball court and detached garage add even more versatility for recreation, hobbies, and storage. Ideally situated in a premier location near schools, parks, shopping, dining, expressways, the South Shore train station, and just a short drive to the city, this home delivers the perfect combination of space, convenience, and lifestyle.

1062 Birch Trail Drive, Chesterton

Listing courtesy of Stephanie Cowger from Blackrock Real Estate Services.

Selling Office: McColly Real Estate.

$464,000
3 Beds ⋅ 3 Baths ⋅ 835094 MLS ⋅ 1,758 SqFt. ⋅ Lisa Gaff
Welcome to this brand new construction home in the Duneland School District! The main level features an open kitchen and living area, flowing into a dining room with high ceilings, recessed lighting, and durable luxury vinyl plank and luxury vinyl tile flooring throughout, along with a main floor laundry room and convenient powder room. Upstairs offers three bedrooms and two full bathrooms. A standout feature of this property is the garage space--an attached one-car garage plus a detached 24' x 40' two-car garage with additional workspace, ideal for hobbies, storage, or workshop use. Conveniently located near the Indiana Dunes and the South Shore commuter train, offering easy access to outdoor recreation and commuting options.

1192 Putman Place, Chesterton

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

Selling Office: Brokerworks Group.

$460,000
3 Beds ⋅ 2 Baths ⋅ 836477 MLS ⋅ 2,100 SqFt. ⋅ Vince Kisala
Country Living Meets Modern Comfort. The perfect blend of peace, privacy, and premium amenities on 3 pristine acres in Jackson Township. This solidly built brick ranch isn't just a home; it's a lifestyle. Whether you're looking for a quiet retreat or a functional hobby farm, this property delivers. From the light-filled interiors to the expansive outdoor setup, all has been well cared for. Fresh & Modern: Step inside to a full interior repaint and beautifully refinished hardwood floors that glow under the natural light of the home's many windows. Updated Kitchen: A chef-ready space designed for modern living. Four-Season Sunroom: The "wow" factor of the home--an amazing sunroom that overlooks your private oasis. Peace of Mind: Move in with confidence knowing you have a brand-new boiler and water heater. The Gardener's Paradise: Wander through lush perennial gardens or relax by your very own Koi pond. Summer Luxury: Rinse off after a day of gardening or riding in the convenient outdoor shower. Horse Friendly: Bring your equine friends! This property is fully zoned for 1-2 horses. A lovely, peaceful setting featuring mature trees, a paved driveway, and total privacy. The Ultimate Pole Barn: the 60' x 30' steel-sided pole barn is a dream for hobbyists, contractors, or car enthusiasts: 4 Massive Bays for storage and equipment. Heated Workshop: A dedicated 16' x 30' heated space for year-round projects. Prime Location Enjoy the quiet of the country without sacrificing convenience. Top-Tier Education: Located within the Award-Winning Chesterton School District. Commuter Friendly: Just minutes from I-94 and the Toll Road for easy access to the city or surrounding areas. Schedule your showing today!

1031 N 350 E, Chesterton

Listing courtesy of Vince Kisala from Coldwell Banker Real Estate Gr.

Selling Office: Listing Leaders.

$459,900
5 Beds ⋅ 3 Baths ⋅ 839793 MLS ⋅ 3,010 SqFt. ⋅ Julie Elisha
This super-maintained home showcases a variety of impressive features designed for comfort & modern living. It includes five spacious bedrooms & 2.5 bathrooms, complemented by an office with a closet & three inviting living areas, plus professionally landscaped to enhance curb appeal. The property is in excellent condition, ensuring a welcoming atmosphere. Upon entering, you're greeted by a cozy family room, perfect for unwinding after a long day. The kitchen features upgraded appliances, all of which will remain, and offers a lovely view of the stunning backyard. Abutting the kitchen are the living room and a half bath, conveniently located on the main level. Moving upstairs, the primary bedroom boasts its own private bath & a generous walk-in closet. There are three beautifully decorated bedrooms, a loft area, a full bathroom and laundry room, ensuring ample space for everyone. The lower level is versatile, featuring a recreation room, an office, and a fifth bedroom, along with a large storage area. Designed for entertaining, the outdoor space includes a large concrete patio, fire pit and a refreshing pool. The fenced backyard enhances privacy & provides a secure area for outdoor activities. A standout feature of this property is the state-of-the-art solar panel system, installed just two years ago & supported by an eight-year warranty from TRON. These solar panels significantly reduce utility expenses, allowing for substantial annual savings while maintaining low energy costs and shielding you from fluctuating utility rates. The HVAC system, serviced twice a year, guarantees optimal comfort throughout the seasons. A reliable Generac whole-house generator provides peace of mind during power outages. Additionally, a comprehensive security system enhances the home's appeal, ensuring safety, while the Ecobee thermostat promotes energy efficiency. GREAT LOCATION! Ten minutes to Dunes State Park and Beaches, 12 minutes to South Shore Train, Chicago - less than hour.

1168 Kinner Drive, Chesterton

Listing courtesy of Julie Elisha from McColly Real Estate.

Selling Office: McColly Real Estate.

$455,000
9 Beds ⋅ 4 Baths ⋅ 840119 MLS ⋅ 4,400 SqFt. ⋅ Elizabeth Deutscher
501 Wabash Ave is an extraordinary property located in the heart of Chesterton, Indiana. This versatile space offers numerous possibilities: Generational living? Absolutely. Income-producing potential? Yes. A stunning open-concept home with an apartment and guest suite for visiting family and friends? Definitely. Spanning 4,400 square feet, this property is as adaptable as it is distinctive. The main living area features beautiful hardwood floors, an expansive open layout perfect for entertaining and relaxation, four well-sized bedrooms, and a luxurious custom-built shower in the main bathroom. The kitchen, renovated in Spring 2026, is a chef's paradise, featuring new countertops, stainless steel appliances, a pot filler and plenty of cabinetry to accommodate all your cooking essentials. Additionally, there are two more bedrooms, a full bathroom, and another kitchen, dining and living room adjacent to the main area with brand new flooring. This area can function as space for multi-generational living or be easily separated to create two distinct spaces. But that's not all! Above the three-car garage, you will discover a three-bedroom, one-bathroom apartment with modern flooring, recessed lighting, its own entrance, and a private deck perfect for enjoying the outdoors. This hidden gem is situated within the award-winning Duneland School District, just a leisurely stroll from the Chesterton European Market, minutes from the beach and State & National Parks, and conveniently close to fantastic local amenities. Plus, it's just a short drive to Chicago. Don't wait or hesitate--schedule your showing today and make this versatile and delightful home yours!

501 Wabash Avenue, Chesterton

Listing courtesy of Elizabeth Deutscher from Listing Leaders.

Selling Office: Monty Willis Team PC.

$455,000
4 Beds ⋅ 3 Baths ⋅ 836493 MLS ⋅ 2,312 SqFt. ⋅ Kaylin Carullo
Located in The Preserve in Chesterton, this thoughtfully upgraded home offers comfort, efficiency, peace of mind, and a fenced backyard hugged by preserved land. This is a home where the big-ticket items are already done, allowing you to focus on enjoying the space from day one. | The kitchen with maple cabinets has been upgraded with quartz countertops and a tile backsplash, creating a clean and functional space that overlooks the dining and living areas elevated by real wood floors. Additional upgrades such as new blinds and board and batten detail add character throughout. Newer furniture pieces including a reclining sofa with two chairs, dining table with seating for 8, island stools, and bookcases next to the fireplace are included, making this home even more move-in ready. The main level also features a bonus room, offering flexibility for work or additional living space. | Upstairs, the primary suite offers a spacious retreat with a closet sized more like a room of its own, along with an attached bath featuring dual sinks, a soaking tub, and a shower. In the hall amongst the full bathroom and three additional bedrooms, you'll find the convenience of upper-level laundry along with a finished storage room. | Many upgrades have been completed to offer peace of mind. Included is a Generac whole home generator and Leaf Filter gutter guards that hold a transferable warranty. The backyard features a fenced yard adorned by the preserve, (ready to enjoy from the patio) and the gutter downspouts are buried. The 4-foot-concrete crawl space has been upgraded with a full moisture control system, sump pump with backup, and extended discharge. | Positioned near major routes, this location allows for easy access to Chicago, the South Shore Line, the Indiana Dunes, New Buffalo, and nearby Valparaiso. This is a home designed for everyday living with upgrades that make a difference-ready to be experienced in person and appreciated from the moment you arrive.

1040 Preserve Lane, Chesterton

Listing courtesy of Kaylin Carullo from Advanced Real Estate, LLC.

Selling Office: RE/MAX Executives.

$455,000
3 Beds ⋅ 3 Baths ⋅ 836388 MLS ⋅ 2,607 SqFt. ⋅ Village Green Twnhms/Coffee BLDG. ⋅ Alexis Metcalf
Lovely maintenance free living in Chesterton's Coffee Creek! This well thought out floorplan offers Main Level Living with an Owners Suite, Main level Laundry and an additional bed and bath. The kitchen is large enough to dine in and still host gatherings! The Basement is full of amenities such as WetBar with full Fridge, Spa like Bathroom, additional bedroom, Day light windows and tons of living space. Large storage area also below grade. Outside enjoy your deck with views of the Coffee Creek trail! No worries on Legend Circle, Just peace of mind that everything is done!

2323 Legend Circle E, Chesterton

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

Selling Office: Brokerworks Group.

$449,000
3 Beds ⋅ 2 Baths ⋅ 834769 MLS ⋅ 1,658 SqFt. ⋅ Valeri Wasemann
Welcome to 1020 N 250E -- a RARE OPPORTUNITY to own a stately country estate set on 4 picturesque acres in one of the area's most desirable rural settings. Surrounded by open skies and mature landscape, this property offers the space, privacy, and flexibility. The home, rich in 1970s character and generous proportions, presents an exceptional canvas for modern updates while retaining its solid construction and timeless footprint. Large living areas, expansive windows, and a classic layout create endless potential for transformation into a true showpiece. Equestrian enthusiasts and hobbyists alike will appreciate that horses are permitted, complemented by a substantial pole barn and multiple additional outbuildings ideal for equipment, workshop space, storage, or recreational use. The acreage provides room to roam, garden, entertain, or simply enjoy the peaceful rhythm of country living. Perfectly positioned in a rural setting yet just minutes from downtown Chesterton, major highways for commuting, Lake Michigan's shoreline, this property delivers the rare balance of privacy and proximity. If you've been searching for land, versatility, and long-term upside -- this is the one.

1020 N 250 E, Chesterton

Listing courtesy of Valeri Wasemann from Realty Executives Premier.

Selling Office: Seramur Properties, LLC.

$449,000
3 Beds ⋅ 3 Baths ⋅ 827980 MLS ⋅ 2,952 SqFt. ⋅ Village Green Twnhms/Coffee Cr BLDG. ⋅ Michelle Gilbertsen
Absolutely beautiful 3/3 townhome offering in the ever-popular Village Green of Coffee Creek! This amazing ranch layout has nearly 3000 fin sq ft of living space. Upon entering, you are greeted with an airy, bright, and modern open-concept bed2/living/dining/kitchen, all moving towards the spacious 19x14 deck for your outdoor relaxation. This main level concludes with the cozy master suite, laundry, a full bath, and access to the heated garage. Next - the finished daylight basement has a massive amount of room for your hobbies and entertainment w/plumbing rough-in for wet bar/kitchenette! Add in another bedroom, bathroom, and ample unfinished space for your needed storage! This community prides itself on its connection to nature, as Coffee Creek Preserve presents year-round scenic beauty of wooded and waterside trails and picnic areas. VG is in the Duneland School system, and is in close proximity to shopping/restaurants, interstates, South Shore Train, and our beautiful Lake Michigan beaches!

2307 Legend Circle, Chesterton

Listing courtesy of Michelle Gilbertsen from McColly Real Estate.

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

$446,500
3 Beds ⋅ 2 Baths ⋅ 840497 MLS ⋅ 1,809 SqFt. ⋅ Kelly Royster
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

Listing courtesy of Kelly Royster from Blackrock Real Estate Services.

Selling Office: Century 21 Circle.

$441,000
3 Beds ⋅ 3 Baths ⋅ 838454 MLS ⋅ 2,800 SqFt. ⋅ Kathryn Leslie
Welcome to this beautifully maintained, custom-built 3 bed, 3 bath home in the heart of Chesterton--just steps from the new Duneland YMCA Healthy Living Campus. Offering the perfect blend of quality craftsmanship and modern updates, this home is truly move-in ready. Ideally located just 5 miles from Indiana Dunes National Park, with easy access to the toll road, South Shore Line station, and Interstate 94--making commuting a breeze. All of this just approximately 50 miles from Chicago. Inside, you'll find solid hardwood floors throughout the main living space and a thoughtfully updated kitchen (2023) featuring quartz countertops, along with recently renovated bathrooms (2017 & 2024) completed within the last few years. The primary suite offers a private en suite bath, while an additional bedroom features a generous walk-in closet with attached attic access--perfect for extra storage or a creative play space. Custom touches throughout include custom built-ins and a convenient laundry chute from the upstairs linen closet to the main level laundry area, adding both charm and everyday functionality. The home has been meticulously cared for, with pride of ownership evident at every turn. Enjoy additional living space in the partially finished basement, which also offers abundant storage with built-in shelving and a dedicated workbench--ideal for projects, organization, or hobby space. Unwind in the inviting 3-seasons room overlooking a gorgeous, peaceful backyard--perfect for relaxing or entertaining. Outside, the home continues to impress with a newer concrete driveway (2022), refreshed landscaping enhanced with Bordermagic edging, and a rare in-ground sprinkler system for this neighborhood. The epoxy-coated garage floor, EV car charger and whole house Generac generator add both convenience, peace of mind and long-term value. This is a rare opportunity to own a truly turnkey home in a prime Chesterton location close to parks, amenities, and everything the area has to offer.

722 Timber Court, Chesterton

Listing courtesy of Kathryn Leslie 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.