Chesterton Homes with One Levels

Welcome to Chesterton, Indiana – a charming town that beautifully blends small-town warmth with modern conveniences. Nestled in Porter County, Chesterton is known for its picturesque landscapes, vibrant community spirit, and proximity to the stunning shores of Lake Michigan. With its rich history and an array of local amenities, this delightful town offers an idyllic setting for families and individuals alike.

Chesterton boasts a welcoming atmosphere, filled with friendly neighbors and a strong sense of community. Residents enjoy exploring the town’s quaint shops, delightful eateries, and bustling farmers’ markets. Nature enthusiasts will appreciate the nearby Indiana Dunes National Park, where miles of sandy beaches and scenic trails await. The town is also home to several parks, providing ample opportunities for outdoor activities and family gatherings.

For those seeking a comfortable and accessible living space, Chesterton offers a variety of homes with one-level layouts. These single-story residences are perfect for homeowners looking for convenience and ease of maintenance. Whether you’re a first-time buyer, downsizing, or simply prefer the simplicity of one-level living, Chesterton’s single-story homes provide the ideal solution. Enjoy the freedom of no stairs while still having ample space to entertain friends and family.

In Chesterton, you’ll find a perfect blend of tranquility and community, making it an excellent choice for anyone looking to call this lovely town home. Explore the possibilities of one-level living in Chesterton, where comfort and charm await you!

Newest Chesterton Homes with One Levels

$359,900

3 Beds ⋅ 2 Baths ⋅ 845085 MLS ⋅ 1,400 SqFt. ⋅ Samantha Cheatham

Welcome to this beautifully updated and thoughtfully maintained 3-bedroom, 1.5-bath home, perfectly situated on an expansive .48-acre lot within the highly sought-after Duneland School Corporation. With approximately 1,400 square feet of comfortable living space, this home offers the ideal blend of modern updates, functionality, and peaceful outdoor space. The home was completely taken down to the studs and renovated approximately five years ago, providing an impressive list of major improvements including new windows, roof, siding, furnace, air conditioning, vinyl flooring, well, septic system, and a newly paved driveway. The thoughtful updates continue with new storm doors in 2025 and, in 2026, a new shower with warranty, new shed, owned water softener, and new sump pump with a battery backup system. The stainless-steel appliances are included, and the versatile mudroom adds even more functionality with the flexibility to serve as a home office, den, or additional everyday living space. Step outside and enjoy the beauty and privacy of nearly half an acre. The spacious, well-maintained yard provides plenty of room for entertaining, gardening, pets, play, or simply enjoying your own outdoor retreat. With extensive updates, major systems already addressed, a beautiful lot, and the advantage of Chesterton schools, this is a home that offers both comfort and peace of mind. A wonderful opportunity to enjoy a move-in-ready property with nothing left to do but make it your own!

1430 N Veden Road, Chesterton

Listing courtesy of Samantha Cheatham from Realty Executives Premier.

$179,000

2 Beds ⋅ 1 Baths ⋅ 845039 MLS ⋅ 943 SqFt. ⋅ Providence Community Assn Inc BLDG. ⋅ Sarah Perez

Move-in ready 2-bedroom, 1-bath MAIN LEVEL Condo offering easy, low maintenance living! Beautifully updated throughout with all new flooring, updated lighting, and a stylish updated kitchen featuring quartz countertops and stainless steel appliances. The fully renovated bathroom offers a fresh, modern feel. Enjoy the convenience of an attached garage, private side entrance, and patio area perfect for relaxing outdoors. A new roof is scheduled to be installed within the next few weeks! Two HOA associations provide extensive coverage, including lawn care, shrub rimming, siding, roof, snow removal, trash, and water-- taking care of many of the costly exterior maintenance items for you. With everything on one level and so much already updated, this condo is truly move-in ready!

1972 Laura Lane, Chesterton

Listing courtesy of Sarah Perez from Starz Realty, LLC.

$455,000

3 Beds ⋅ 2 Baths ⋅ 844885 MLS ⋅ 1,734 SqFt. ⋅ Dawn Bernhardt

This sweet villa home has everything you need--without the worry of exterior maintenance! Conveniently located on the near east side of Chesterton, you'll enjoy easy access to shopping, expressways, the train station, and one of the area's greatest attractions, Indiana Dunes National Park. More than cute and gently lived in, this charming three-bedroom, two-bath, 1,700-square-foot ranch is sure to impress. The open floor plan is perfect for entertaining, with a cozy fireplace to warm you in the winter and a large patio with a retractable sunshade to enjoy during the summer. Luxury vinyl flooring runs throughout the home, with tile flooring in the bathrooms. The primary bedroom is privately situated on one side of the home, while the other two bedrooms are located on the opposite side. The primary bath features a tiled shower with a frameless glass door, double sinks, a walk-in closet with organizers, and a linen closet. The kitchen features a large island that provides additional seating, along with a beverage refrigerator, newer stainless steel appliances, and a pantry. The laundry/mudroom offers a convenient place to sit and remove your shoes, along with space for coats and keys, a storage closet, plenty of cabinetry, a washer and dryer, and a laundry sink. The slightly oversized two-car garage provides plenty of additional storage along both sides. The home's mechanicals are conveniently housed in a large garage closet, and pull-down attic stairs provide access to even more floored storage above the garage. The maintenance package makes life easy and includes lawn mowing, snow removal up to your door and driveway, trimming, fertilizing, and spring and fall sprinkler-system maintenance. Comfortable, convenient, and easy to maintain--come see this one soon! .

472 Cypress Lane, Chesterton

Listing courtesy of Dawn Bernhardt from Blackrock Real Estate Services.

$314,900

4 Beds ⋅ 3 Baths ⋅ 844631 MLS ⋅ 2,396 SqFt. ⋅ Crystal Soliday

Great location right in the heart of Duneland, near the new YMCA Healthy Living Campus! This move-in ready ranch features 4 bedrooms, 2.5 baths, a brand-new roof, and new gutters for total peace of mind. Step inside to a bright, inviting living room with oversized windows that flood the space with natural light and highlight the newly refinished wood floors flowing into the office area. The entire home is freshly painted and welcoming. The highly functional kitchen boasts a center island, abundant cabinet space, and generous countertops. Just off the kitchen, the spacious dining room easily accommodates all your entertaining needs, while a versatile flex room makes a perfect home office or playroom. Cozy up in the expansive great room featuring a custom-built fireplace--ideal for cool winter nights. As an added perk, you'll find a cable-ready bonus room above the garage, offering the ultimate media room, teen hangout, or secluded retreat!

419 S 9th Street, Chesterton

Listing courtesy of Crystal Soliday from @properties/Christie's Intl RE.

$649,900

3 Beds ⋅ 3 Baths ⋅ 844240 MLS ⋅ 2,854 SqFt. ⋅ Vince Kisala

Rarely available home in the sought after Tamarack subdivision. Elegant custom-built brick ranch with impressive curb appeal, lush landscaping, and a grand columned entry. Soaring ceilings, arched openings, abundant natural light, and hardwood floors create an inviting interior, while the spacious living room features a fireplace and flows easily into the formal dining room and breakfast area. The kitchen offers rich wood cabinetry, generous counter space, stainless steel appliances, a center island, and a built-in oven and microwave installed in 2022. The primary suite includes vaulted ceilings, plantation shutters, dual vanities, a walk-in tub, separate shower, and walk-in closets. Highlights include main-level laundry, furnace and central air replaced in 2020, a 2026 garage door opener, exterior railings, a huge unfinished basement with an egress window and flexible studio, recreation, hobby, and storage space. Enjoy the resurfaced covered patio, colorful gardens, and private tree-lined backyard.

1910 Catkin Circle, Chesterton

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

$399,500

3 Beds ⋅ 3 Baths ⋅ 844190 MLS ⋅ 2,332 SqFt. ⋅ Lisa Gaff

Bring your offer!!! Calling all buyers, contractors, and investors who see potential where others see projects. Some pictures are AI generated. See what the potential is when changing out the paint, carpet, laundry room flooring and stainless appliances. This 3-bed, 3-bath ranch home on a 0.77 acre lot in Chesterton is a rare chance to build instant equity in one of Northwest Indiana's most sought-after school districts. The roof is only 1 year old -- one of the biggest-ticket items already handled for you. Beneath the cosmetic wear is a home with genuinely good bones: a solid layout, real square footage (2232= 1st floor + 2232 =unfinished basement), and a floor plan worth restoring rather than replacing. Yes, it needs work -- this is NOT a move-in-ready listing, and it's priced accordingly. But for the right buyer, that's exactly the point. Bring your contractor, your vision, or your renovation loan, and turn this into serious equity in a market where finished homes are commanding a premium. In-ground pool, expansive decking, additional 2 car detached garage at the back of the property. Located minutes from downtown Chesterton, the South Shore Line, and the Indiana Dunes, with access to Duneland Schools -- this is a location buyers don't want to miss, at a price point that leaves room to make it your own.

1776 Indian Boundary Road, Chesterton

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

$599,900

4 Beds ⋅ 2 Baths ⋅ 843932 MLS ⋅ 2,000 SqFt. ⋅ Madison Young

Welcome to 1100 woods! A beautiful community of 35 homes located in the heart of Chesterton and across the street from Dogwood Park and walking distance to the Prairie Duneland trail. The Windmill model is PROPOSED CONSTRUCTION on Lot 30. A sprawling ranch with an impressive great room and boasts 4 bedrooms and a full unfinished basement to give you 4,000 sqft of potential living space. Standard finished include Luxury vinyl Plank flooring, quartz or granite countertops, custom cabinets and a spa like primary ensuite. Numerous options to choose from and we invite you to visit the design center at 2179 W 1100 to start your new build!

2246 Pradera Trail, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

$525,500

3 Beds ⋅ 2 Baths ⋅ 842682 MLS ⋅ 1,894 SqFt. ⋅ Paul Boyter

Beautiful new construction ranch, offering nearly 1,900 square feet of thoughtfully designed living space in The Preserve. Situated on a premium homesite bordering protected wetlands, this home offers serene views, added privacy, and a peaceful natural setting. The open-concept floor plan seamlessly connects the kitchen, dining area, and great room, extending to a private rear deck perfect for outdoor dining, relaxing, or entertaining. Large Andersen windows and elevated ceilings fill the home with natural light, creating a bright atmosphere. The well-designed layout includes three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or additional living space. The kitchen blends timeless style and everyday functionality with classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space. The spacious primary suite offers a private retreat with a dual-sink vanity, beautifully tiled walk-in shower, expansive walk-in closet, and an additional oversized closet for exceptional storage. A standout feature is the unfinished daylight basement overlooking the protected wetlands, complete with full-size windows that provide abundant natural light. Future expansion offers endless possibilities for a recreation room, home gym, media room, guest suite, home office, or additional bedrooms. Plumbing is already roughed in for a future full bathroom, making it easy to customize as your needs evolve. Premium features include 42-inch soft-close cabinetry, LVP flooring throughout the main living areas, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a two-car garage. Located within The Preserve, a thoughtfully planned community spanning 90 acres of protected natural landscape, residents enjoy privacy and convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line, and Indiana Dunes.

1002 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$519,900

3 Beds ⋅ 2 Baths ⋅ 842680 MLS ⋅ 1,851 SqFt. ⋅ Paul Boyter

Beautiful new construction ranch, offering nearly 1,900 square feet of thoughtfully designed living space in The Preserve. Set on a premium homesite overlooking a wooded natural buffer, this home offers peaceful views and a tranquil setting. The open-concept floor plan seamlessly connects the kitchen, dining area, and living room, extending to a private rear deck overlooking the wooded backdrop, perfect for relaxing or entertaining. Large Andersen windows and elevated ceilings fill the home with natural light, creating a bright, airy atmosphere throughout. Designed for both style and functionality, the kitchen features classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space for everyday living and entertaining. The spacious primary suite offers a private retreat with a dual-sink vanity, tiled walk-in shower, expansive walk-in closet, and an additional oversized closet for exceptional storage. A standout feature is the unfinished daylight basement overlooking the natural wetlands, complete with full-size windows that provide abundant natural light. Designed for future expansion, the lower level can easily become a recreation room, home gym, media room, guest suite, home office, or additional bedrooms. Plumbing is already roughed in for a future full bathroom, providing even more flexibility to customize the space. Premium features include 42-inch soft-close cabinetry, LVP throughout the main living areas, fireplace, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a finished two-car garage. Buyers also have the opportunity to personalize select interior finishes during construction. Located within The Preserve, a thoughtfully planned community spanning 90 acres of protected natural landscape, enjoy privacy and convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line, and Indiana Dunes.

1003 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$167,000

2 Beds ⋅ 1 Baths ⋅ 843607 MLS ⋅ 962 SqFt. ⋅ Westchester Village BLDG. ⋅ Kelly White

Maintenance-Free Living at Its Best! Welcome home to this beautifully maintained main-level ranch-style condominium offering comfort, convenience, and an unbeatable location. This inviting home features 2 bedrooms and 1 beautifully remodeled bathroom, along with a warm and welcoming living room highlighted by a cozy fireplace and sliding glass doors leading to the patio--perfect for relaxing or enjoying your morning coffee. The updated kitchen showcases newer soft-close cabinetry, a convenient pass-through opening to the living room that enhances the open feel, and all appliances are included--including the stackable washer and dryer. A smart thermostat adds modern convenience and energy efficiency. Ideally situated in the highly sought-after Duneland School District, this home is just minutes from the Indiana Dunes State Park and Indiana Dunes National Park, offering endless opportunities for hiking, beaches, and outdoor recreation. Commuters will appreciate the easy access to major highways, the Indiana Toll Road, and the South Shore Line, providing convenient service to both Chicago and South Bend. Enjoy the ease of maintenance-free living in a fantastic location close to shopping, dining, recreation, and transportation. Don't miss this wonderful opportunity! HOA fees are 332 per month with an additional 120 special assessment for 5 more payments,.

1100 Saratoga Lane, Chesterton

Listing courtesy of Kelly White from McColly Real Estate.

$186,500

2 Beds ⋅ 2 Baths ⋅ 843092 MLS ⋅ 1,165 SqFt. ⋅ Westchester Village Condo BLDG. ⋅ Edwin Negron

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

1913 David Drive, Chesterton

Listing courtesy of Edwin Negron from BluKey Realty.

$519,900

3 Beds ⋅ 2 Baths ⋅ 842980 MLS ⋅ 1,800 SqFt. ⋅ Madison Young

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

2420 Pradera Trail, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

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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.