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!

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

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!

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

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!

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

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.

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

Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both garages. A standout feature is the clever "related living" setup: just close the French doors to create a fully private apartment complete with its own kitchen, laundry, and appliances. You can soak up the views year-round from the heated sunroom, which overlooks an above-ground pool with a wrap-around sun deck, or choose between the large party-sized fire pit and the smaller, cozy one for quieter nights. To top it all off, the property includes a massive 40' x 60' fully insulated pole barn with concrete floors, electric, and even a built-in bedroom and bathroom. With double barn doors and a drive-through exit for easy rear parking, this is the ultimate setup for hobbies, guests, or just enjoying the quiet life. Located in the award-winning Chesterton/Duneland School District, convenient to all major highways, don't wait - schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 838067 MLS ⋅ 2,088 SqFt. ⋅ Vince Kisala

Looking for a place in Chesterton where you can actually breathe? This peaceful 2.2-acre country retreat offers the perfect balance of wide-open green space and a home designed for everyone to have their own corner. The main house features airy vaulted ceilings, a large country kitchen with stainless steel appliances, and oversized bedrooms with deep closets, plus extra attic storage in both garages. A standout feature is the clever "related living" setup: just close the French doors to create a fully private apartment complete with its own kitchen, laundry, and appliances. You can soak up the views year-round from the heated sunroom, which overlooks an above-ground pool with a wrap-around sun deck, or choose between the large party-sized fire pit and the smaller, cozy one for quieter nights. To top it all off, the property includes a massive 40' x 60' fully insulated pole barn with concrete floors, electric, and even a built-in bedroom and bathroom. With double barn doors and a drive-through exit for easy rear parking, this is the ultimate setup for hobbies, guests, or just enjoying the quiet life. Located in the award-winning Chesterton/Duneland School District, convenient to all major highways, don't wait - schedule your showing today!

141 W 900 N, Chesterton

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

Selling Office: Better Homes and Gardens Real.

$385,000

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.

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

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!

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

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!

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

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!

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.

$375,000

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.

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

Welcome to this turn-key, single-story ranch home in Chesterton featuring 2 bedrooms and 2 full bathrooms. Meticulously maintained, immaculate, and completely move-in ready, this home offers effortless one-level living with stylish modern upgrades completed within the past year, including fresh paint throughout, a custom accent wall, custom blinds, updated lighting fixtures, and a custom organizer in the primary bedroom walk-in closet. The light-filled sunroom provides versatile additional living space that is perfect for a cozy morning coffee nook or a bright home office. Enjoy added value with all kitchen and laundry appliances as well as the main living room TV included with the sale, along with a fully enclosed backyard featuring a newly installed privacy fence for relaxation or outdoor gatherings. Conveniently located close to everything Chesterton has to offer, you are just minutes from local dining and shopping, the stunning Indiana Dunes National and State Parks, major highways, and the South Shore Line for an easy commute into Chicago or fun day trips.

2 Beds ⋅ 2 Baths ⋅ 845231 MLS ⋅ 1,530 SqFt. ⋅ Nicole Szymanski

Welcome to this turn-key, single-story ranch home in Chesterton featuring 2 bedrooms and 2 full bathrooms. Meticulously maintained, immaculate, and completely move-in ready, this home offers effortless one-level living with stylish modern upgrades completed within the past year, including fresh paint throughout, a custom accent wall, custom blinds, updated lighting fixtures, and a custom organizer in the primary bedroom walk-in closet. The light-filled sunroom provides versatile additional living space that is perfect for a cozy morning coffee nook or a bright home office. Enjoy added value with all kitchen and laundry appliances as well as the main living room TV included with the sale, along with a fully enclosed backyard featuring a newly installed privacy fence for relaxation or outdoor gatherings. Conveniently located close to everything Chesterton has to offer, you are just minutes from local dining and shopping, the stunning Indiana Dunes National and State Parks, major highways, and the South Shore Line for an easy commute into Chicago or fun day trips.

1633 Gustafson Avenue, Chesterton

Listing courtesy of Nicole Szymanski from Better Homes and Gardens Real.

Selling Office: Listing Leaders Stately, LLC.

$362,000

Office/Medical building in excellent location with private setting. Spacious medical building features 13' Vaulted ceiling in 400+ square foot waiting area. Main floor has 7 exam offices which could be converted to regular office space. Other features are 300+ square foot display area with wooded views and large administrative area. Walk out lower level features offices and kitchen with views of Coffee Creek. 400 amp service and 2 parking lots which can accommodate 35 autos. Currently zoned for business.

837490 MLS ⋅ 4,608 SqFt. ⋅ Nicholas Sommer

Office/Medical building in excellent location with private setting. Spacious medical building features 13' Vaulted ceiling in 400+ square foot waiting area. Main floor has 7 exam offices which could be converted to regular office space. Other features are 300+ square foot display area with wooded views and large administrative area. Walk out lower level features offices and kitchen with views of Coffee Creek. 400 amp service and 2 parking lots which can accommodate 35 autos. Currently zoned for business.

711 S Calumet Road, Chesterton

Listing courtesy of Nicholas Sommer from Century 21 Alliance Group.

Selling Office: Brokerworks Group.

$360,000

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in desirable Olde Towne Square! This spacious 2-story home offers an open-concept main level with a generous kitchen featuring ample cabinet and counter space, newer electric stove with a gas hookup for added flexibility, and easy flow into the dining and living areas. The upper level features a large primary suite with walk-in closet and private bath, along with two additional bedrooms and a full bath. Enjoy the convenience of an attached 2-car garage with extra 8' x 8' storage/workspace in the back, providing additional room beyond the standard garage footprint. The home also features a furnace that is approximately 1 year old and gas piping already in place for a future fireplace, offering the opportunity to add a fireplace down the road. Finished basement space provides even more flexibility for a recreation room, home office, or additional living space and is already stubbed for a future bathroom, making it easy to customize the space to fit your needs. Conveniently located near shopping, dining, schools, parks, major highways, and train transportation to Chicago, making commuting to the city a breeze. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ 844002 MLS ⋅ 1,979 SqFt. ⋅ Gina Florian

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in desirable Olde Towne Square! This spacious 2-story home offers an open-concept main level with a generous kitchen featuring ample cabinet and counter space, newer electric stove with a gas hookup for added flexibility, and easy flow into the dining and living areas. The upper level features a large primary suite with walk-in closet and private bath, along with two additional bedrooms and a full bath. Enjoy the convenience of an attached 2-car garage with extra 8' x 8' storage/workspace in the back, providing additional room beyond the standard garage footprint. The home also features a furnace that is approximately 1 year old and gas piping already in place for a future fireplace, offering the opportunity to add a fireplace down the road. Finished basement space provides even more flexibility for a recreation room, home office, or additional living space and is already stubbed for a future bathroom, making it easy to customize the space to fit your needs. Conveniently located near shopping, dining, schools, parks, major highways, and train transportation to Chicago, making commuting to the city a breeze. Schedule your showing today!

803 Olde Towne Square, Chesterton

Listing courtesy of Gina Florian from Realty Executives Premier.

Selling Office: McColly Real Estate.

$360,000

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.

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

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.

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.

$357,000

Set on a beautiful 1-acre lot surrounded by meticulous landscaping and mature trees, this spacious 3-bedroom ranch offers the perfect blend of comfort, space, and convenience--just minutes from downtown Chesterton and Indiana Dunes National Park. The main level features 1,932 square feet of living space, beginning with a large living room that flows seamlessly into the eat-in kitchen, creating a comfortable setting for everyday living and entertaining. Just off the kitchen, the inviting three-season room provides the perfect place to relax, enjoy your morning coffee, or take in the peaceful views of the beautifully landscaped property. The main floor offers three bedrooms, along with one full and one half bathroom. The expansive 1,932-square-foot walkout basement provides even more room to spread out, including 1,054 finished square feet that can accommodate a variety of uses--from a recreation room and home office to additional living or entertaining space. The basement also has a three-quarter bathroom. Outside, the one-acre setting is truly special, offering mature trees, established landscaping, and plenty of space to enjoy the outdoors. Located close to downtown Chesterton's restaurants, shops, and amenities, while also providing easy access to the natural beauty and trails of Indiana Dunes National Park, this home offers an exceptional combination of location, space, and tranquility.

3 Beds ⋅ 3 Baths ⋅ 843974 MLS ⋅ 2,986 SqFt. ⋅ Jarrod Carr

Set on a beautiful 1-acre lot surrounded by meticulous landscaping and mature trees, this spacious 3-bedroom ranch offers the perfect blend of comfort, space, and convenience--just minutes from downtown Chesterton and Indiana Dunes National Park. The main level features 1,932 square feet of living space, beginning with a large living room that flows seamlessly into the eat-in kitchen, creating a comfortable setting for everyday living and entertaining. Just off the kitchen, the inviting three-season room provides the perfect place to relax, enjoy your morning coffee, or take in the peaceful views of the beautifully landscaped property. The main floor offers three bedrooms, along with one full and one half bathroom. The expansive 1,932-square-foot walkout basement provides even more room to spread out, including 1,054 finished square feet that can accommodate a variety of uses--from a recreation room and home office to additional living or entertaining space. The basement also has a three-quarter bathroom. Outside, the one-acre setting is truly special, offering mature trees, established landscaping, and plenty of space to enjoy the outdoors. Located close to downtown Chesterton's restaurants, shops, and amenities, while also providing easy access to the natural beauty and trails of Indiana Dunes National Park, this home offers an exceptional combination of location, space, and tranquility.

676 E Oak Hill, Chesterton

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

Selling Office: RE/MAX Lifestyles.

$355,000

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.

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.

$355,000

Charming QUAD Level home in Chestnut Hills! This sweet home on a meticulously landscaped corner lot has Brand New flooring, an Updated kitchen and a Resort Style backyard! 3 bedrooms and full bath are on upper level, Main level has large living room, well appointed kitchen, and dining area is currently used as the kitchen cafe! The lower level has a great living space along with 3/4 bath. The unfinished basement has laundry area and so much storage space! A Whole House Generator, Built in Natural Gas Grill and Custom roman shades with remote controls are just the icing on the cake!

3 Beds ⋅ 2 Baths ⋅ 837788 MLS ⋅ 1,680 SqFt. ⋅ Alexis Metcalf

Charming QUAD Level home in Chestnut Hills! This sweet home on a meticulously landscaped corner lot has Brand New flooring, an Updated kitchen and a Resort Style backyard! 3 bedrooms and full bath are on upper level, Main level has large living room, well appointed kitchen, and dining area is currently used as the kitchen cafe! The lower level has a great living space along with 3/4 bath. The unfinished basement has laundry area and so much storage space! A Whole House Generator, Built in Natural Gas Grill and Custom roman shades with remote controls are just the icing on the cake!

615 Chestnut Boulevard, Chesterton

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

Selling Office: McColly Real Estate.

$351,000

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!

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

Welcome home to this freshly painted 4 bedroom, 3 bath Chesterton gem tucked into a small enclave. An inviting front porch with a swing sets the tone, while new carpet upstairs, ample closet and storage space, and included appliances make moving right in a breeze. Ideally located near Chesterton High School, restaurants, shopping, and major highways, this home offers the perfect blend of neighborhood charm and easy access to everything you need. For added peace of mind, the seller is offering a home warranty.

4 Beds ⋅ 3 Baths ⋅ 844447 MLS ⋅ 2,912 SqFt. ⋅ Melissa Osika

Welcome home to this freshly painted 4 bedroom, 3 bath Chesterton gem tucked into a small enclave. An inviting front porch with a swing sets the tone, while new carpet upstairs, ample closet and storage space, and included appliances make moving right in a breeze. Ideally located near Chesterton High School, restaurants, shopping, and major highways, this home offers the perfect blend of neighborhood charm and easy access to everything you need. For added peace of mind, the seller is offering a home warranty.

1184 Woodland Drive, Chesterton

Listing courtesy of Melissa Osika from @properties/Christie's Intl RE.

Selling Office: McColly Real Estate.

$350,000

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!

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

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!

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.

$349,900

Charming 2-Story in Chesterton -- Priced to Sell! Welcome home to this adorable two-story gem, where soaring cathedral ceilings create an airy, light-filled feel from the moment you walk in. The heart of the home is a brand-new kitchen outfitted with all-new appliances -- move-in ready and waiting for your first meal. Don't miss the sunroom, featuring its own vaulted ceilings -- the perfect spot for morning coffee or curling up with a good book. Many major updates have already been done for you: new flooring in kitchen and living room, a new hot water heater, and a new furnace, so you can settle in worry-free. Outside, you'll fall in love with the picture-perfect lot -- mature trees, a fully fenced yard, and that classic Chesterton charm on a quiet, welcoming street. Homes like this don't last. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ 844902 MLS ⋅ 1,680 SqFt. ⋅ David Gring

Charming 2-Story in Chesterton -- Priced to Sell! Welcome home to this adorable two-story gem, where soaring cathedral ceilings create an airy, light-filled feel from the moment you walk in. The heart of the home is a brand-new kitchen outfitted with all-new appliances -- move-in ready and waiting for your first meal. Don't miss the sunroom, featuring its own vaulted ceilings -- the perfect spot for morning coffee or curling up with a good book. Many major updates have already been done for you: new flooring in kitchen and living room, a new hot water heater, and a new furnace, so you can settle in worry-free. Outside, you'll fall in love with the picture-perfect lot -- mature trees, a fully fenced yard, and that classic Chesterton charm on a quiet, welcoming street. Homes like this don't last. Schedule your showing today!

801 S 19th Street, Chesterton

Listing courtesy of David Gring from Century 21 Alliance Group.

Selling Office: McColly Real Estate.

$349,900

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!

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

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!

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

*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.

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

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!

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

TIMELESS ALL-BRICK RANCH WITH AN AFTERNOON SUN DRENCHED 20 x 24 SUN ROOM! Discover the perfect blend of classic elegance on a serene 0.83-acre lot. This 3-bedroom, 2-bathroom gem offers ultimate peace of mind with a whole-house generator (new in 2023), a new septic system (2016), 2 furnaces, 2 AC units, 2 sump pumps, and a newer water filtration system. The heart of the home is the spectacular 20 x 24 sunroom on a crawl, with western-facing exposure for year-round breathtaking sunset views. Inside, you'll find original hardwood floors in all bedrooms, a traditional, functional layout, and a finished basement with a Rec Room and an Office/Workout Room. Outside, the property includes an Amish-built 8 x 10 shed with electricity and security lighting. Located in the Duneland School Corporation and conveniently close to local amenities--all appliances are included! Selling AS-IS.

3 Beds ⋅ 2 Baths ⋅ 831101 MLS ⋅ 2,965 SqFt. ⋅ Tami Bianco

TIMELESS ALL-BRICK RANCH WITH AN AFTERNOON SUN DRENCHED 20 x 24 SUN ROOM! Discover the perfect blend of classic elegance on a serene 0.83-acre lot. This 3-bedroom, 2-bathroom gem offers ultimate peace of mind with a whole-house generator (new in 2023), a new septic system (2016), 2 furnaces, 2 AC units, 2 sump pumps, and a newer water filtration system. The heart of the home is the spectacular 20 x 24 sunroom on a crawl, with western-facing exposure for year-round breathtaking sunset views. Inside, you'll find original hardwood floors in all bedrooms, a traditional, functional layout, and a finished basement with a Rec Room and an Office/Workout Room. Outside, the property includes an Amish-built 8 x 10 shed with electricity and security lighting. Located in the Duneland School Corporation and conveniently close to local amenities--all appliances are included! Selling AS-IS.

1012 N Meridian Road, Chesterton

Listing courtesy of Tami Bianco from @properties/Christie's Intl RE.

Selling Office: BHHS Indiana Realty.

$333,000

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

4 Beds ⋅ 2 Baths ⋅ 841877 MLS ⋅ 2,760 SqFt. ⋅ Paul Boyter

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

131 Westchester Court, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: White Hat Realty Group, LLC.

$329,900

Welcome to this beautifully maintained brick-front half duplex, perfectly situated on a picturesque, tree-lined corner lot with standout curb appeal. Thoughtfully updated from top to bottom, this home is truly move-in ready offering the opportunity to enjoy where all the major improvements have been completed. An inviting foyer welcomes you in & leads to a light-filled eat-in kitchen featuring KitchenAid stainless appliances, new flooring, abundant cabinetry & stunning bay window that pours in natural light. The adjoining living room is open, airy & designed for both everyday living & entertaining, highlighted by vaulted ceilings, newer carpet, ceiling fan & sliding doors that open to a large private deck surrounded by mature trees. The primary suite is a true standout-exceptionally spacious with its own ensuite bath, oversized walk-in closet, newer carpet, ceiling fan & peaceful backyard views. Two additional generously sized bedrooms with ample closet space & ceiling fans, along with a full hall bath, offer comfort & versatility. Enjoy the convenience of main floor laundry with a utility sink & direct access to the attached two-car garage, complete with a new garage door, freshly paved driveway, extra parking & EV-ready charging. Designed with long-term comfort in mind, this home includes a whole house Generac generator, new furnace & air conditioning, newer water heater, updated roof, Andersen windows & a crawl space with concrete walls & flooring for added storage. The exterior continues to impress with a new shed featuring electricity with paver-lined entry, aluminum ramps & built-in shelving perfect for storage/hobbies. Ideally located within walking distance to Dogwood Park & minutes from the Indiana Dunes, this home also offers easy access to vibrant downtown dining, shopping & commuting options via the South Shore train and major highways. A home where the work is done, the setting is serene & the lifestyle is effortless-don't let this one slip away!

3 Beds ⋅ 2 Baths ⋅ 837883 MLS ⋅ 1,674 SqFt. ⋅ Park View Place 1st Add BLDG. ⋅ Ruza Jevtic

Welcome to this beautifully maintained brick-front half duplex, perfectly situated on a picturesque, tree-lined corner lot with standout curb appeal. Thoughtfully updated from top to bottom, this home is truly move-in ready offering the opportunity to enjoy where all the major improvements have been completed. An inviting foyer welcomes you in & leads to a light-filled eat-in kitchen featuring KitchenAid stainless appliances, new flooring, abundant cabinetry & stunning bay window that pours in natural light. The adjoining living room is open, airy & designed for both everyday living & entertaining, highlighted by vaulted ceilings, newer carpet, ceiling fan & sliding doors that open to a large private deck surrounded by mature trees. The primary suite is a true standout-exceptionally spacious with its own ensuite bath, oversized walk-in closet, newer carpet, ceiling fan & peaceful backyard views. Two additional generously sized bedrooms with ample closet space & ceiling fans, along with a full hall bath, offer comfort & versatility. Enjoy the convenience of main floor laundry with a utility sink & direct access to the attached two-car garage, complete with a new garage door, freshly paved driveway, extra parking & EV-ready charging. Designed with long-term comfort in mind, this home includes a whole house Generac generator, new furnace & air conditioning, newer water heater, updated roof, Andersen windows & a crawl space with concrete walls & flooring for added storage. The exterior continues to impress with a new shed featuring electricity with paver-lined entry, aluminum ramps & built-in shelving perfect for storage/hobbies. Ideally located within walking distance to Dogwood Park & minutes from the Indiana Dunes, this home also offers easy access to vibrant downtown dining, shopping & commuting options via the South Shore train and major highways. A home where the work is done, the setting is serene & the lifestyle is effortless-don't let this one slip away!

1242 Griffin Lake Avenue, Chesterton

Listing courtesy of Ruza Jevtic from Realty Executives Premier.

Selling Office: Century 21 Circle.

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