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$210,000
3 Beds 2 Baths 830542 MLS 945 SqFt. Paul Boyter
This charming 3-bedroom, 2-bath ranch offers 945 square feet of comfortable living space. The galley kitchen features elegant cherry cabinets and comes fully equipped with a refrigerator, stove, dishwasher, microwave, and washer and dryer. Additional storage is available in the convenient storage shed. Enjoy outdoor living in the private backyard, ideal for relaxing or entertaining. Located close to downtown Chesterton, this home provides an easy commute to Chicago via I-94, the Indiana Toll Road, or the South Shore Train. Just minutes away from Indiana Dunes State Park and Lake Michigan's beaches, it's perfect for those seeking both convenience and natural beauty.

507 E Indiana Avenue, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: Mason Realty, LLC.

$210,000
2 Beds 1 Baths 826674 MLS 1,073 SqFt. Aaron Bagsby
Located just minutes from downtown Chesterton and the shores of Lake Michigan, this 2-bedroom, 1-bathroom bungalow offers both comfort and convenience. With easy access to I-94, commuting to Chicago takes just over an hour, making this a great spot for those who want small-town charm without sacrificing city accessibility. Natural light floods thehome thanks to skylights, creating an airy and inviting space. Main-level laundry adds ease to your daily routine, while the fully fenced backyard offers privacy and room to enjoy the outdoors. You'll also appreciate the storage shed for yard tools and mature shade trees in the front that provide a cool retreat during the warmer months. Don't miss your chance to own this well-located home with great livability--schedule your tour today!

608 S 21st Street, Chesterton

Listing courtesy of Aaron Bagsby from Keller Williams Realty - LAF.

Selling Office: Ellsbury Commercial Group LLC.

$209,000
3 Beds 1 Baths 830172 MLS 1,433 SqFt. Charles Vanderstelt
Move right in and enjoy easy, everyday living in this spacious three-bedroom ranch in Chesterton. Inside, a bright and welcoming layout features a large living room and an oversized kitchen with a dishwasher and plenty of room to cook, gather, and entertain. All three bedrooms offer comfortable proportions, including a generously sized primary suite measuring an impressive 19x11. A versatile flex room adds even more value, perfect for a home office, den, or additional living space. Ideally located on the north side of Chesterton just off Woodlawn Ave, this home delivers outstanding convenience--less than six minutes to the South Shore Line Duneland Station, Indiana Dunes National Park, and I-94, with shopping, dining, banking, and daily essentials close by. Situated in the highly regarded Duneland School District, with schools including Brummitt Elementary, Westchester Intermediate/Middle, and Chesterton High School. Conventional, FHA, and VA financing are all welcome, making this an accessible opportunity in a prime location. Don't miss your chance to see 319 Michigami Trail--affordable, well-located, and ready to call home.

319 Michigami Trail, Chesterton

Listing courtesy of Charles Vanderstelt from Listing Leaders.

Selling Office: Realty Executives Premier.

$200,000
3 Beds 1 Baths 840551 MLS 1,109 SqFt. Tiffany Dowling
OH MY GOODNESS, THIS ONE HAS IT ALL!!! You know what they say: LOCATION, LOCATION, LOCATION! This charming three-bedroom ranch style home is nestled in the heart of beautiful Chesterton, Indiana. Just blocks from the historic and quaint downtown district, steps from an incredibly expansive park(with a splash pad), and only a short drive- 8 minutes to the beaches of Lake Michigan... lake life awaits! Incredible curb appeal greets you upon arrival, complete with a newer roof and gorgeous mature trees. The spacious living room showcases original hardwood floors that flow throughout the living room and bedrooms, along with fresh, modern paint colors. The eat-in kitchen offers abundant cabinet and counter space and opens seamlessly to the bonus four-seasons room, which also serves as the perfect formal dining area. Two main-floor bedrooms are conveniently located adjacent to the full bathroom. The full basement features a finished third bedroom with a closet, flexible living space, and a laundry room. The detached garage provides excellent storage and, with a little TLC, could become the ultimate garage, workshop, or man cave. Love to entertain? This home checks all the boxes with a generously sized backyard that's perfect for gatherings with family and friends. Whether you're just starting out, looking to downsize, or searching for your next investment property, THIS IS IT!!! Enjoy competitive Indiana taxes, an easy commute to Chicago, and close proximity to the beautiful shores of Lake Michigan. WELCOME HOME!!!

112 Chesterton Boulevard, Chesterton

Listing courtesy of Tiffany Dowling from Keller Williams Preferred Real.

Selling Office: White Hat Realty Group, LLC.

$194,000
3 Beds 3 Baths 831006 MLS 1,480 SqFt. Westchester Village Cape Code Comm BLDG. Katherine Phillips
Welcome to Westchester Village, a sought-after condo community in Chesterton, just 7 minutes south of Lake Michigan's shoreline and the Indiana Dunes. This beautifully updated 3-bedroom, 2.5-bath condo offers 1,480 finished square feet of comfortable, low-maintenance living with serene pond views. Step inside to an inviting main level featuring hardwood flooring, a bright living area, and a flexible den with laundry closet. The kitchen impresses with abundant cabinetry, a new white farmhouse sink, matte black Kohler faucet, and new microwave, making it both stylish and functional. Upstairs, you'll find all three bedrooms tucked away for privacy, including a spacious primary suite. Freshly painted throughout with a refinished open-tread staircase, this home is truly move-in ready. A one-car garage plus additional parking adds convenience. The HOA handles exterior maintenance--including grounds, roads, roof, gutters, and siding--and also covers water, sewer, and trash, allowing you to enjoy a relaxed lifestyle in this quiet, well-kept community.

1949 David Drive, Chesterton

Listing courtesy of Katherine Phillips from McColly Real Estate.

Selling Office: Brokerworks Group.

$190,000
3 Beds 2 Baths 827903 MLS 1,368 SqFt. Village Community Inc BLDG. Christopher Mihajlovich
Welcome to your dream home at 2121 Dogwood Lane, Chesterton, IN 46304! HOA includes water, sewage, and trash! This stunning, renovated 3-bedroom, 2-bathroom upper-unit condo offers 1,368 sqft of modern living space with no neighbors above, ensuring peace and privacy. Enjoy breathtaking pond views from your private balcony, perfect for morning coffee or evening relaxation. The home features a 2020 roof, 2021 furnace, 2021 water heater, and 2020 air conditioner, providing worry-free living with updated systems. The open-concept kitchen boasts granite countertops, slow-close cabinets, and a HUGE pantry for ample storage. Located in the desirable Westchester Village, this condo is within walking distance to Dogwood Park and minutes from downtown Chesterton, bike trails, Indiana Dunes, and Lake Michigan. With low taxes and a prime location, this move-in-ready gem is a rare find!

2121 Dogwood Lane, Chesterton

Listing courtesy of Christopher Mihajlovich from Haven Realty.

Selling Office: VIA Realty.

$180,000
3 Beds 2 Baths 828266 MLS 1,765 SqFt. Shawn Spaw
Cute ranch home on a 1.25 acre corner lot in a beautiful, serene area of Chesterton just minutes from the Indiana Dunes! Endless potential awaits as you step into the sprawling open-concept living room and adjoining eat-in kitchen, boasting ample counter & cabinet space before you make your way into the HUGE family room with brick facade accent wall and walkout access to the adorable backyard! You'll find three spacious bedrooms and a full bathroom on the other side of the home, as well as a large storage quarters/pantry and utility/laundry room (washer + dryer stay) with a bonus 3/4 bath off the back of the house! There's a detached garage that's plenty big enough to house all your toys, concrete pad out front where you can fire up the grill or quietly enjoy your morning coffee amongst the birds, and GORGEOUS, (partially-fenced) private backyard retreat where you'll love hosting friends for bonfires this fall! Premium location just minutes from Brummitt Elementary School, Indiana Dunes beaches, Coffee Creek Nature Preserve & downtown Chesterton so you can take in the European market and great local restaurants & shopping, plus easy access to the South Shore (Dune Park) Train Station and I-80/94 make your commute to Chicago a breeze! Super LOW taxes, affordable utilities, NO HOA! Schedule your showing today!

1288 N Brummitt Road, Chesterton

Listing courtesy of Shawn Spaw from Stray Dog Properties, LLC.

Selling Office: McColly Real Estate.

$178,000
2 Beds 1 Baths 841368 MLS 725 SqFt. Beth Janes
Charming, move-in ready ranch just a short walk to vibrant downtown Chesterton and the popular European Market. This beautifully maintained home offers low-maintenance living with numerous recent updates including roof, siding, chimney, sewer line, tankless water heater, and boiler. Enjoy a fenced backyard, oversized two-car garage, unfinished basement for storage, and inviting curb appeal. Whether you're a first-time buyer, downsizing, or looking for an investment property, this home offers an outstanding opportunity to enjoy one of Northwest Indiana's most desirable communities. Close to major highways, medical facilities, train station, beaches, dunes, and less than an hour to Chicago. Make your request to see this home today!

608 W Indiana Avenue, Chesterton

Listing courtesy of Beth Janes from Trueblood Real Estate, LLC.

Selling Office: Non-Member MLS Office.

$175,000
3 Beds 1 Baths 841451 MLS 1,804 SqFt. Debra Lightfoot
Welcome to this charming 1 1/2 story, 3 bedroom home ideally located in the heart of downtown Chesterton! Situated on a spacious .36 acre lot, this property offers an excellent location. The inviting great room features a vaulted ceiling, cozy, corner gas fireplace and sliding doors that lead out to the 24 x 8 deck overlooking the landscaped yard, which is filled with colorful perennial gardens that were planted with love and provide beautiful blooms throughout the seasons. Main floor also features a living/dining room, kitchen, 2 bedrooms and an updated bath with ceramic walk-in shower. The upper level features the 3rd bedroom. There is an attached garage, an additional detached garage, shed and extra parking, providing ample room for vehicles, hobbies or extra storage. Enjoy everything Chesterton has to offer just minutes from your doorstep, including restaurants, a winery and brewery, the seasonal European Market and a Farmer's Market, boutique and antique shopping, Lake Michigan beaches and recreational areas and year round community events. Bring your decorating ideas, this home has great bones and is ready for your personal updates and finishing touches. Don't miss this opportunity to own a home in one of Northwest Indiana's most desirable communities!

118 S 13th Street, Chesterton

Listing courtesy of Debra Lightfoot from McColly Real Estate.

Selling Office: McColly Real Estate.

$170,000
2 Beds 1 Baths 838693 MLS 962 SqFt. Westchester Village Cape Cod Cmnty BLDG. Jacquelyn Brubaker
MOTIVATED SELLER!! Welcome to this charming 2-bedroom, 1-bath MAIN-level condo in the heart of Chesterton! Situated on a desirable corner unit, this home offers extra privacy and maintenance-free living -- say goodbye to lawn care and snow removal. Step inside and you'll love the bright and open feel, with newer LVP flooring flowing throughout. The kitchen is stocked with plenty of cabinet space, an eat in dinning room, and all appliances stay for your convenience. The spacious living room opens to a private paved patio, perfect for relaxing outdoors, while the primary bedroom also features its own sliding door to a second patio retreat. This condo is filled with natural light and cheerful charm. Enjoy the added bonus of a 1-car attached garage and a location right along the walking trail, making it easy to get outside and stay active. Centrally located near schools, parks, and downtown Chesterton, this home is the perfect blend of comfort and convenience.

2111 Tupelo Lane, Chesterton

Listing courtesy of Jacquelyn Brubaker from Coldwell Banker Real Estate Gr.

Selling Office: Listing Leaders Northwest.

$170,000
3 Beds 2 Baths 832457 MLS 1,318 SqFt. Westchester Village BLDG. Karen Maynard
Eighth Wonder of the World!! C A R E F R E E L I V I N G!! Cute'n Cozy! Charming convenient maintenance free condo living just minutes from Downtown Chesterton and the magnificent INDIANA DUNES NATIONAL PARK! This main floor condo has a primary suite with private bath and TWO additional bedrooms (total 3 bedrooms) and bath. Lovely living area with slider out to peaceful deck area. NO STAIRS! Main floor laundry! 1 car garage! New carpet - new sliders - freshly painted - new ceiling fans - new furnace & new roof! Carefree, Convenient and Cost Effective! Enjoy two tennis courts, pond, walking paths and new Pickleball court going in this year! LIVABLE, LOVABLE & BEST OF ALL AVAILABLE! Relax and Enjoy Now!

2114 Tupelo Lane, Chesterton

Listing courtesy of Karen Maynard from McColly Real Estate.

Selling Office: Listing Leaders.

$170,000
2 Beds 1 Baths 831453 MLS 1,280 SqFt. Paul Boyter
Discover charm and convenience in this inviting 2-bedroom, 1-bathroom, 1.5-story home located in the heart of Porter! Featuring a main-level bedroom, an unfinished basement for extra storage, and a spacious two-car garage, this home offers practical living with room to grow. Enjoy a fully fenced yard perfect for pets or play, complete with a cozy backyard firepit ideal for relaxing evenings. Just a short distance from highly-rated schools and the beloved Wagner's Ribs, with Porter Beach only a few miles north for your weekend getaways. You're also minutes from downtown Porter and the South Shore Line, making for an easy 45-minute commute to Chicago. Whether you're a first-time buyer or looking for a quiet retreat with city access, this home is a must-see!

116 Rankin Street, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

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

$168,000
2 Beds 1 Baths 830340 MLS 1,228 SqFt. Westchester Village Cape Cod Cmty BLDG. Nikola Trajceski
Move-in ready, maintenance-free main-floor condo with a 1-car garage! A bright, open-concept living area features a cozy gas fireplace, and two new sliding doors to a private patio & your new backyard. The updated kitchen offers a brand-new quartz countertop, deep sink, pantry, and abundant cabinetry. Down the hall are two generous bedrooms, including a primary bedroom with a walk-in closet, an updated bath, and convenient in-unit laundry. Enjoy peace of mind with a brand-new A/C. HOA covers all utilities except gas and electric, plus lawn care, snow removal, and exterior maintenance. Minutes to downtown Chesterton, parks, schools, restaurants, shopping, and I-94 - this home blends comfort, convenience, and low-maintenance living. Schedule your showing TODAY!

2121 Tupelo Lane, Chesterton

Listing courtesy of Nikola Trajceski from Listing Leaders.

Selling Office: Brokerworks Group.

$165,201
3 Beds 1 Baths 827769 MLS 1,120 SqFt. Patricia Raffin
Check out this charming ranch home near the Indiana Dunes State Park with its 3 bedrooms, 1 bath, attached 2 car garage and outstanding location with endless potential. Tap into the opportunity to create the home of your dreams with the solid bones of classic hardwood flooring, open flow to kitchen and dining with all appliances included, making your move-in seamless and convenient. The newer HVAC system ensures year-round comfort while the close proximity to the South Shore Rail Line assures an easy commute to final destination stops of Chicago or South Bend. The property lies adjacent to highways, rails, bike trails parks, Lake Michigan shoreline beaches, shopping and dining. While this home is in need of updating and attention, it offers a blank canvas ready for your personal touch to reimagine and restore. House is being sold As Is.

85 E Ballard Drive, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

Selling Office: Dunes Realty, LLC.

$160,000
2 Beds 3 Baths 831840 MLS 1,244 SqFt. Summer Tree BLDG. Audrey Lemmons
Enjoy maintenance-free living in this well-located 2-bedroom, 2.5-bath townhome in desirable Summer Tree. Conveniently situated just minutes from the South Shore Train Station, major highways, and the Indiana Dunes National Lakeshore, this home offers both comfort and accessibility. The open-concept main level features upgraded luxury LVT flooring throughout, a welcoming entry, and a beautifully updated kitchen with new cabinetry and granite countertops, along with a bright eat-in dining area. The spacious great room includes a gas fireplace and sliding doors that open to a private 3-season room--ideal for morning coffee or relaxing with a good book. A main-floor laundry room connects the kitchen to the garage and includes a pull-down attic ladder for convenient extra storage. A main-level half bath adds to the functionality of the space. Upstairs, the primary suite offers a ceiling fan, walk-in closet, and private full bath. The second bedroom is generously sized with three closets and its own full bath. Community amenities include a park with gazebo, and the HOA covers all exterior building maintenance, snow removal of streets, drives, and walkways, lawn care, and common area maintenance.

188 Summertree Drive, Chesterton

Listing courtesy of Audrey Lemmons from Coldwell Banker Realty.

Selling Office: McColly Real Estate.

$158,000
2 Beds 1 Baths 834405 MLS 1,227 SqFt. Westchester Village Home BLDG. Brent Wright
HOME SWEET HOME! This beautifully maintained 2 Bed, 1 Bath Maintenance-Free Condo with a 1-Car Garage and POND VIEWS is a MUST SEE! From the moment you walk in, you'll appreciate the natural light and the spacious living room featuring peaceful pond views. The kitchen offers ample cabinet and counter space, a convenient breakfast bar, and stainless-steel appliances (newer refrigerator & garbage disposal) that stay -- making it move-in ready from day one. The formal dining area is perfect for entertaining and leads to your private balcony overlooking the pond -- an ideal spot for morning coffee or relaxing evenings. The spacious primary bedroom includes a walk-in closet and direct access to the full bath for added convenience. You'll also love the dedicated laundry room (newer dryer) with additional storage -- a feature not always found in condo living. Freshly painted and well cared for, this home also offers peace of mind with a newer roof. The HOA covers snow removal, lawn care, exterior maintenance, water, sewer, trash, and more -- giving you true low-maintenance living. PRICED TO SELL -- Schedule your showing today before this one is gone!

2023 Hawthorne Lane, Chesterton

Listing courtesy of Brent Wright from McColly Real Estate.

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

$155,000
3 Beds 1 Baths 826965 MLS 1,640 SqFt. Audrey Lemmons
This charming home in the heart of walkable downtown Chesterton is brimming with potential and just needs a facelift to truly shine. The kitchen boasts newer cabinets and plenty storage, providing a functional space for culinary enthusiasts. A spacious living room welcomes you, complemented by cozy bedrooms that offer a comfortable retreat. The partially finished basement adds versatility, making it perfect for storage or additional living space. Outside, you'll find an oversized garage and a quaint backyard, ideal for gardening and entertaining. Enjoy the vibrant atmosphere of downtown living with easy access to shops and restaurants, making this property a wonderful opportunity to create your dream home in a desirable location.

326 S 11th Street, Chesterton

Listing courtesy of Audrey Lemmons from Coldwell Banker Realty.

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.