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$295,000
5 Beds ⋅ 2 Baths
Don't miss this 5 Bedroom, 2 Bath hillside ranch with a WALK-OUT BASEMENT and PRIVATE BACKYARD OASIS just a 5 minute drive to the Indiana Dunes National Park! This property is also EXTREMELY CONVENIENT with near immediate access to major freeways and less than a 10 minute drive to the Dune Park SouthShore train station. The local elementary school and community library are both RIGHT AROUND THE CORNER less than a quarter mile away! The AWARD WINNING Duneland School Corporation continues to hold high rankings. Chesterton High School was named as the NWI Times Best of the Region 2026 - Best Public High School for the fourth year in a row! Inside, the kitchen has had recent updates including NEW FLOORS and NEW COUNTERTOPS. There is a room adjacent to the kitchen that can be used as a living room or FORMAL DINING ROOM. The main floor bathroom was also recently updated with new floors, a NEW TILE SURROUND tub, and a new vanity. Both of the bedrooms on the main floor have WALK IN CLOSETS! On the lower level, there are 3 more bedrooms all with LARGE CLOSETS and a SECOND LIVING ROOM space looking out to the backyard. There is also a SECOND BATHROOM on this lower level with a new vanity and LOTS OF BUILT-IN STORAGE CABINETS above the laundry. NEW CARPET and NEW VINYL FLOORING on the lower level as well! There are also UPDATED MECHANICALS to mention! New backyard privacy fence (2024) New roof (2020), new white vinyl windows (2013, 2015), AC (2013). Outdoor and entertaining lovers will particularly enjoy the private backyard space! This space includes a COVERED PATIO, 15 foot circular pool, FIRE PIT AREA, raised garden bed, CONCRETE REC SPACE with a basketball hoop, and an 8x12 UTILITY SHED. The back driveway provides access to the alley or to the ATTACHED GARAGE.

210 Michigan Street, Porter
$289,900
4 Beds ⋅ 2 Baths
Completely remodeled home in a highly desired location! Location is one of the key features of this home located 5 minutes from Hwy 49, the Dunes, and approximately 45 minutes from Chicago. The up and coming downtown Chesterton, YMCA, Chesterton Park, and splash pad are only 3 minutes away. Bailey Elementary & Montessori School are only a few blocks away. Featuring a spacious updated living room with a beautiful fireplace. The formal dining room is a wonderful addition to the home. The modern kitchen includes new flooring, cabinets, countertops, and bar overhang for barstools. A full bathroom was added downstairs. There is a small office and bedroom with bathroom on the main level. Upstairs you will find 2 spacious updated bedrooms. The backyard space has been transformed into a private oasis with edible grapes on the fence. The storage shed is perfect for storing outdoor equipment. The home sits on a nice size lot with additional yard space to the right of the carport. Enjoy lower taxes and a quiet neighborhood.

656 S 4th Street, Chesterton
$529,900
4 Beds ⋅ 3 Baths
Stunning, updated 2-story home nestled on a private, wooded 0.56-acre in-town lot in Chesterton! A grand 2-story entry welcomes you with luxury vinyl plank flooring extending throughout the main level, featuring a formal dining room. French doors from a den/office and flow into the family room, highlighted by a gas-start fireplace and a wall of windows showcasing the woods. The open-concept layout effortlessly connects the family room, eating area, and peninsula counter kitchen, which boasts painted oak cabinets, solid surface countertops, and recessed lighting. The rear hallway leads to the laundry room, a 3-car garage, and a vaulted ceiling screen porch with skylights. Step outside to a private, professionally designed outdoor oasis featuring a paver patio, a granite gas grill island with bar seating, a 55" outdoor TV in a storm box, a wood-burning fireplace, and a 4-person hot tub. Upstairs, the primary suite offers vaulted ceilings, a walk-in closet, a double vanity, a soaking tub, and separate shower, alongside three additional bedrooms and a full bath. The garage features a walk-up attic stairwell for easy storage or potential expansion with access through the 4th bedroom too. Complete with zoned 2010 Lennox HVAC and city utilities, this property offers quick access to Highways 49, I-90, and I-94 and near the Indiana Dunes National Park.

131 Beverly Drive, Chesterton
$248,000
3 Beds ⋅ 1 Baths
Your everyday getaway begins here! Just 3 miles from the Lake Michigan shoreline, this updated 3-bedroom home offers an easygoing blend of comfort, convenience, and opportunity, ideally positioned on the border of Porter and Chesterton. Step inside to vaulted ceilings that create an unexpected sense of openness, complemented by a thoughtfully updated kitchen and bath, three generously sized bedrooms, a walk-in closet, dedicated laundry, abundant storage, and a 4-car garage making the home as functional as it is inviting. Outside, a large, fully fenced backyard creates a private setting for summer evenings, pets, gardening, entertaining, or simply unwinding after a day at the beach. Major improvements offer added peace of mind, including an approximately 2-year-old roof, 4-year-old A/C unit, and 6-year-old tankless on-demand water heater. With Lake Michigan beaches, local parks, Coffee Creek Preserve, and Indiana Dunes National Park nearby, outdoor adventure is always within reach. Trails, dining, shopping, easy IL- MI commuter routes, and everyday conveniences are equally accessible, creating a home that can evolve with you. Whether you're looking for a primary residence, low-maintenance retreat, weekend escape, down-sized living, or investment opportunity. Stay close to the Lake and connected to everything essential, it is waiting for you here. (Professional photography has been digitally enhanced and/or altered using Photoshop and AI-assisted editing. Home has been professionally staged and styled. Select images have been virtually altered or emptied to illustrate versatility, as labeled, with corresponding original photography provided.)

270 Woodlawn Avenue, Porter
$749,700
3 Beds ⋅ 4 Baths
Welcome to 1909 Catkin Circle, an impressive fully updated Modern Farmhouse located in the highly desirable Tamarack Subdivision of Chesterton. Situated on nearly half an acre with beautiful pond views, this 4,284 sq. ft. home offers exceptional indoor and outdoor living with mature landscaping surrounding the property and an expansive wraparound porch. Inside, you'll find 3 bedrooms and 3.5 bathrooms with a thoughtfully designed layout featuring an enlarged, vaulted primary suite, a spacious butler's pantry, and inviting living and entertaining spaces throughout. Three fireplaces add warmth and character, while a whole-house entertainment speaker system makes the home ideal for both everyday living and hosting. The Modern Farmhouse design carries throughout the home, combining updated finishes with comfortable, functional spaces. Step outside to enjoy the wraparound porch, professionally landscaped grounds, and peaceful pond setting that make this property stand out within Tamarack. With 4,284 square feet of living space, a premium pond-side lot, extensive updates, and a combination of luxury, privacy, and character, 1909 Catkin Circle offers a rare opportunity in one of Chesterton's desirable residential communities.

1909 Catkin Circle, Chesterton
$395,000
4 Beds ⋅ 4 Baths
Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining rental unit, now vacant, includes 2 bedrooms and 2 bathrooms, allowing you to choose the tenants and rents. The 455 side has a brand new air conditioner and new appliances last year. New windows were installed in 2025. Both units enjoy large, private backyards perfect for relaxing, entertaining, or gardening. Conveniently located just minutes from the beautiful beaches of Lake Michigan, charming downtown Chesterton, and the renowned European Market, this property also offers an easy commute with quick access to the South Shore Line and I-94, putting downtown Chicago within approximately 45 minutes. Whether you're looking to reduce your housing costs or expand your investment portfolio, this property offers the perfect combination of comfort, convenience, and income potential.

455 Woodlawn Avenue, Chesterton
$529,900
4 Beds ⋅ 3 Baths
FORE! Welcome to this exquisite Cape Cod residence in the prestigious Estates of Sand Creek subdivision. Enjoy breathtaking views of the 4th hole of the Marsh Course at Sand Creek Country Club from the comfort of your own home, without being directly on the course. This spacious 4-bedroom, 2.5-bath home offers over 2,400 square feet of well-appointed living space. Open concept living with vaulted and cathedral ceilings allow for a plethora of natural light to shine throughout. The kitchen and bathrooms feature elegant quartz countertops, owner added a maintenance free gas fireplace with white fireglass, and a new roof that provides peace of mind. The unfinished full basement with 9-foot ceilings offers incredible potential for expansion, perfect for a family room, home gym, theater, or additional bedrooms. Outdoor living shines with a flagstone patio and permanent ceramic gas firepit, mesmerizing green fireglass, ideal for entertaining or quiet evenings. Residents enjoy resort-style amenities within the Sand Creek community, including access to championship 27-hole golf with 3 (9 hole )courses, a beautiful pool complex, fitness center, tennis courts, and fine dining at the clubhouse, all set among scenic ponds and rolling terrain. Conveniently located just minutes from the Indiana Dunes National Lakeshore, Lake Michigan's pristine beaches, the South Shore Train Station, and major highways. Top-rated Duneland School District completes this exceptional package. This is more than a home -- it's a lifestyle.

961 Monterey Drive, Chesterton
$529,900
4 Beds ⋅ 4 Baths
First Time on the Market! Proudly offered by its original owner, this exceptional property presents a rare opportunity to own a private retreat nestled on 5 picturesque acres. You will notice quality craftsmanship & attention to detail throughout the home. Surrounded by mature trees and abundant wildlife, the property features a cleared walking trail, a dedicated hunting area, a cozy fire pit, an apple tree, and a peaceful setting you'll enjoy year-round. Designed for both everyday living and entertaining, the home offers 4 bedrooms and 4 bathrooms with generous living spaces throughout. The spacious eat-in kitchen includes a pantry, built-in space saver and room for the whole family to gather for meals. The oversized living room is highlighted by a beautiful wood-burning fireplace and a large sliding glass door that showcases the serene backdrop. Step outside onto the expansive deck overlooking the private backyard--an ideal space for morning coffee, evening sunsets, or just relaxing with friends and family. The primary suite features an updated 3/4 bath and ample closet space. Throughout the home you'll find numerous custom built-in storage solutions and spacious closets designed with organization and storage in mind. The finished lower level expands your living space with a massive family room centered around a second wood-burning fireplace, complete with a convenient exterior-access wood storage cabinet for easy restocking. The lower level also offers a spacious fourth bedroom, w/ a bonus room connected & a half bath. A full bathroom, laundry room, and a dedicated tool/workshop room, provide endless possibilities for hobbies, guests, or multi-generational living. Additional highlights include oversized 2 car garage, a metal storage shed, a buoy/storage shed. If you've been searching for privacy, nature, and a home that has been lovingly maintained by one owner, you'll want to see this one! Survey & original blueprints attached for added peace of mind.

1089 N 200 W, Chesterton
$869,900
4 Beds ⋅ 5 Baths
Within the gated Sand Creek community, this beautiful custom residence blends timeless architecture with thoughtfully curated designer updates, creating a home that is both elegant and inviting. Rich hardwood flooring, extensive millwork, designer selected custom lighting, and refined finishes elevate every space while offering exceptional comfort. At the heart of the home, the fully renovated kitchen showcases custom cabinetry, quartz countertops, a designer tile backsplash, stainless steel appliances, combination microwave and double wall ovens, gas cooktop, and kitchen island. It flows seamlessly into the breakfast area, sunroom, formal dining room, and great room featuring exposed wood beams, custom built-ins, and a striking floor-to-ceiling stone fireplace, creating an open concept feel. The main-level primary suite is a true retreat with private access to the expansive deck and a stunning spa-inspired bath featuring a steam shower, oversized tile, dual sink vanity, premium fixtures, and an oversized walk-in shower with multiple shower heads along with a custom designed closet. Upstairs offers three spacious bedrooms, two full baths, and a large bonus room ideal for a home office or flexible living space. The finished daylight basement is designed for entertaining with a spacious family room, stone fireplace, custom wet bar, recreation area, full bath, and abundant storage. Outdoor living is equally impressive with an expansive deck, screened gazebo, hot tub, paver patio, mature landscaping, and irrigation system, creating a private setting for entertaining or relaxing. Additional highlights include finished three-car garage with custom storage and the close proximity to easily join Sand Creek Country Club for its exceptional amenities, including championship golf, swimming, fitness, tennis, dining, and year-round social events. Thoughtfully updated, timeless design and modern luxury, this exceptional home offers a lifestyle at an exceptional value!

1035 Kilarney Road, Chesterton
$364,999
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained ranch home in the desirable community of Chesterton, now featuring a brand-new roof! This spacious residence offers 3 bedrooms, 3 bathrooms, and 3 inviting fireplaces, creating the perfect blend of comfort, warmth, and timeless charm. The thoughtfully designed floor plan provides generous living spaces ideal for both everyday living and entertaining guests. Enjoy the convenience of true single-level living while relaxing by one of the cozy fireplaces on cool Indiana evenings, and enjoy a nice hot soak in the new hot tub! Ideally situated just minutes from downtown Chesterton, parks, top-rated schools, shopping, restaurants, the South Shore Line, and major highways, this home offers exceptional accessibility for commuters and anyone looking to experience the best of Northwest Indiana. Don't miss your chance to own this wonderful home--schedule your private showing today!

117 Washington Avenue, Chesterton
$335,000
3 Beds ⋅ 2 Baths
Deal Fell Thru No Fault to Seller!!! Perfectly Located Just Minutes from the Indiana Dunes National Park and Lakeshore. This Classic Ranch is Nestled Among Mature Trees in a Quant Neighborhood, Offering a Rare Blend of Quality Craftsmanship and Commuter Convenience. The Open -Concept Design Features Vaulted Ceilings, Stunning Cedar Accents, and an Original 1963 Floor to Ceiling Brick Fireplace Extending to the Unfinished Basement, Serving as a Striking Mid- Century Focal Point. The Custom Kitchen Showcases Quartz Countertops and Handcrafted Cabinetry Made from a Single Tree, Offering Exceptional Character and Craftmanship. The Spacious Layout Includes 3 Bedrooms and 2 Baths, including a Private Primary Suite with Attached Bath and Your Very Own Sliding Door Leading to a secluded Patio. The Unfinished Basement Provides Endless Possibilities for Additional Living Space, Storage, or Recreation. Located in the Award -Winning Duneland School District with Convenient Access to the South Shore Train Station, Toll Road and Expressways- Perfect for Chicago Commuters.

1248 Dogwood Drive, Chesterton
$399,999
3 Beds ⋅ 2 Baths
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

Updated . Information deemed reliable but not guaranteed.