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$329,900
3 Beds ⋅ 2 Baths
Step into this nearly new Move-In ready 3- Bedroom, Maintenance-Free Ranch Duplex in Springdale! Open Concept layout with lots of natural light and beautiful Vinyl flooring. Enjoy a cozy night by the fireplace in the Great Room while making dinner or watching a movie. Kitchen has Maple cabinets, granite countertops and stainless steel appliances. The Master has an en suite with a double vanity and spacious walk-in closet. Sliding doors in the Kitchen lead to a covered patio. The neutral palette throughout this immaculate home will make moving in feel effortless!

2555 Springdale Street, Chesterton
$255,000
2 Beds ⋅ 1 Baths
This charming two bedroom, one bath home is ready for its new owners. You'll love the refinished hardwood floors and wide trim that carry classic character throughout the home. Original solid wood doors with antique hardware add timeless appeal, while modern updates provide peace of mind. The home features newer windows, siding, furnace, and A/C, along with updated electrical. The kitchen and bathroom include built ins for added storage and style. Both bedrooms offer large walk in closets with lighting, a rare find in a home of this era. A perfect blend of vintage charm and thoughtful updates -- move in ready and full of personality. The attic space has the potential for future expansion and more living space. The large 2.5 car garage is truly a dream workspace. It's fully equipped with electric and even includes an A/C unit to keep you cool on hot days while tackling projects, hobbies, or storage needs. Plenty of room, plenty of comfort, and plenty of possibilities. Just minutes from major highways and next to the Duneland walking trail.

1708 Tower Street, Chesterton
$585,000
5 Beds ⋅ 5 Baths
Welcome Home to space, comfort, and community await you at 2941 Nautica Drive. This exceptional 5-6 Bedroom, 4 bathroom, single-family home features over 4,500 square feet of functional living space designed for a modern lifestyle. A massive kitchen, oversized island, dining area, living room with fireplace and 2 bedrooms on the main level. 2nd level offers oversized main bedroom suite with Full bathroom and walk-in closets and 3 additional bedrooms. 3rd level offers a bonus room (currently used as a bedroom). Enjoy a large 0.44-acre yard perfect for outdoor fun, an attached 3 car garage with ample storage nestled within a highly desired neighborhood, this home is a rare find. Priced Below Market value, carpet and painting needed. Call today for a private showing.

2941 Nautica Drive, Chesterton
$349,000
4 Beds ⋅ 2 Baths
Welcome to this Charming Townhome in the sought out Villages of Sand Creek! This home has great curb appeal with perennials galore and is a bird and butterfly paradise. This townhome checks all the boxes: 4 bedrooms, 2 full baths, full basement & a 2 car garage. This home has MAIN FLOOR LIVING with laundry and primary bedroom, full bathroom with double sinks, a shower and jetted tub on the main floor. The living room boasts a vaulted ceiling and fireplace, leading to the kitchen and dining room area with all stainless appliances, pantry and a nice sliding glass door that leads to the back patio. The upper level has a full bathroom and 3 large bedrooms with huge walk-in closets and there is an additional walk-in storage closet. The basement offers an additional 1,272 sq ft of space that is ready to be finished. This home is minutes from 80/94, 80/90, Coffee Creek, the Indiana Dunes State Park, downtown Chesterton shopping, restaurants, farmers markets, parks and so much more!

376 Cherry Hills Drive, Chesterton
$869,000
Six-unit multifamily property in Chesterton, built in 1999 and masonry-framed over two stories: four two-bedroom, one-bath units and two one-bedroom, one-bath units across 4,952 SF, averaging 825 SF per unit on a 0.27-acre parcel with 16 off-street parking spaces. Address range 1217 to 1227 W Porter Ave. Unit finish is unusually strong for the price point. Every unit carries its own forced-air furnace, central air conditioning and water heater, and the county record card values in-unit fireplaces at 30,200 dollars. Tenants pay their own gas, electric and in-unit water, leaving ownership responsible only for common-area electric, water and sewer, trash and grounds. That structure holds the current expense load to 36.8 percent of collected income and produces in-place NOI of 52,281 dollars, a going-in cap rate of 6.02 percent at the offering price. The value-add case is the rent roll. In-place rents average 1,158 dollars per unit against ownership pro forma of 1,528, roughly 32 percent of embedded upside, with two units already on month-to-month terms and a third rolling in January 2027. Marked to those levels the property produces pro forma NOI of 69,515 dollars, a cap rate of 8.00 percent at the offering price, with no change to the physical plant. Chesterton sits inside the Duneland School Corporation, minutes from I-94, US-20 and the Dune Park South Shore station, and adjacent to Indiana Dunes National Park.

1227 W Porter Avenue Unit #1217, Chesterton
$425,000
3 Beds ⋅ 3 Baths
Welcome to 2332 Dakota Street--a beautifully **FULLY RENOVATED Cape Cod** in the highly sought-after **Duneland School District!** Nearly 3,000 sq. ft. of finished living space has been thoughtfully updated from top to bottom, offering the charm of an established home with the finishes, comfort, and peace of mind of something new. Major upgrades include a **NEW ROOF, NEW FURNACE, NEW CENTRAL A/C, and a WHOLE-HOME GENERATOR**--making this home truly move-in ready. Inside, you'll find 3 spacious bedrooms, 2.5 beautifully updated baths, TWO separate living areas, an eat-in kitchen with stone countertops and stainless steel appliances, high ceilings, recessed lighting, a main-level primary bedroom, and convenient main-level laundry. The upper level offers two generously sized bedrooms plus a large loft, providing plenty of flexibility for an office, playroom, additional lounge, or guest space. Outside, enjoy a private, landscaped **0.54-acre lot**, rear deck, storage shed, and attached 2-car garage with NO HOA. With virtually everything already upgraded, all that's left to do is move in and enjoy this stunning Chesterton home!

2332 Dakota Street, Chesterton
$385,000
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
$459,000
Turnkey opportunity in the heart of downtown Chesterton -- this fully renovated 1,744 SF, two-story restaurant building is ready for its next concept. The property features a full commercial kitchen with walk-in cooler, two levels of indoor dining, and a bathroom on each floor, plus a spacious courtyard and deck offering additional outdoor dining. Extensive top-to-bottom renovations include new HVAC, restored hardwood floors, new windows, gutters, soffit, fascia, siding, shutters, corbels, bathrooms, ceiling tiles, and lighting fixtures -- delivering a move-in-ready space with modern systems and timeless character. Situated in a highly walkable downtown corridor surrounded by shops and restaurants, the location offers excellent visibility and foot traffic, with the added draw of close proximity to Indiana Dunes National Park and convenient access to major highways. Call today to schedule your property tour.

321 Broadway Avenue, Chesterton
$269,900
2 Beds ⋅ 1 Baths

515 S Park Drive, Chesterton
$799,000
FULLY RENOVATED OFFICE/MEDICAL BUILDING CENTRALLY LOCATED, JUST ONE BLOCK OFF BROADWAY. Turn Key Property featuring 13 rooms/offices has been fully remodeled in past 3 years: New Flooring, Lighting, and Paint throughout. New Sinks/Vanities in each room. Newer Roof. Currently used as a medical facility, could easily be converted to traditional office spaces. Large Reception Desk and Lobby. Large Windows in rooms. Generac whole-building generator. 20 Parking spaces. Storage Shed stays, washer and dryer stay. 2 Bathrooms + shower room that could be a set up as a locker room.

407 W Indiana Avenue, 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
$350,000
3 Beds ⋅ 3 Baths
Trade traffic for trailheads and design a home that completely reflects your soul. Tucked away on an expansive 2.03-acre wooded lot in Chesterton, this solid tri-level property is a dream canvas for the visionary buyer ready to bring a high-contrast, moody aesthetic to life. With 2,531 square feet, three bedrooms, and three bathrooms, plus a bonus room, the spacious layout features great architectural bones that practically beg for rich textures, deep color palettes, and a custom modern remodel. Location Highlights Outdoor Adventure: The Heron Rookery Trail and Dale B. Engquist Nature Preserve are practically at your doorstep. Spend your weekends exploring the Indiana Dunes State Park Nature Center or Coffee Creek Preserve. Top-Tier Education: Located within the highly desirable Duneland School Corporation boundaries. Easy Commuting: Enjoy the perfect balance of a secluded, peaceful retreat that is still highly connected--the Beverly Shores train station or by car is just a short drive away for effortless city trips. (approx. 40 minutes to the city). Outside, the massive yard is surrounded by trees, offering ultimate privacy for a stunning outdoor living area, a native garden, or quiet mornings listening to birdsong. Ample parking and a 2.5-car garage mean there's plenty of room for your weekend toys and guests. Opportunities that blend acreage, top schools, immediate trail access, and true renovation potential don't last long. Schedule your tour today. Home is being sold AS-IS.

397 E 1300 N, Chesterton
$235,000
Beautiful office condo on second floor. Modern, stylish decor, move-in ready. Includes hard wood floors and recessed lighting. Bathroom also features a shower. Private entrance off street. Three spacious private offices overlooking Coffee Creek. Large administrative area. Open floor plan with plenty of natural light. Professionally managed by First American Property Management. Call to see today.

830 E Sidewalk Road, Chesterton
$367,999
4 Beds ⋅ 3 Baths
Welcome to this charming and beautifully updated home in the highly sought-after Morgan Park neighborhood! Move-in ready and full of character, this spacious home offers over 2,200 square feet of living space, featuring four generously sized bedrooms with excellent closet space. The main-level primary suite offers a private full bathroom and a bright, inviting sunroom--perfect for enjoying your morning coffee or unwinding at the end of the day. The spacious combined living and dining room provides a comfortable layout for entertaining guests and gathering with family. Recent updates include new carpet throughout, fresh interior paint, a new bathroom floor, and major improvements completed within the past 10 years, including the roof, furnace, air conditioning, and electrical system. One of the home's standout features is its enclosed front and back porches, offering additional year-round living space, storage, and plenty of charm. Outside, the beautifully landscaped backyard is filled with mature greenery, flowers, and established plants, creating a peaceful retreat on this large corner lot. The one-car garage provides convenient parking, additional storage, and protection from Indiana's changing weather. It is also equipped for electric vehicle charging. With its spacious layout, thoughtful updates, unique character, and desirable Morgan Park location, this home offers a wonderful opportunity to make it your own. Schedule your private showing today!

303 E Porter Avenue, Chesterton
$1,339,000
FOR SALE - 20,528 SF Commercial Flex building on Broadway in Chesterton, IN. Unlock the possibilities with this expansive and adaptable 20,528 sq ft fully sprinkled commercial building, Zoned B-2. Ideally situated on Broadway, a high-visibility east -west corridor through the heart of Chesterton., Indiana. This versatile property is zoned B-2 and supports a broad range of potential commercial use including retail, office, flex, showroom and storage. The property includes 36 parking spaces, 24 on a private lot, and 12 on street. Two staircases, freight lift to 2nd floor, Netnitco fiber, cameras, over 95 percent LED lighting, with 400-amp 3 phase incoming power.

700 Broadway Avenue, Chesterton
$249,000
3 Beds ⋅ 2 Baths
Move-in ready with built-in upside, this fully remodeled 11/2-story home offers three bedrooms and two full bathrooms. The basement bedroom and bathroom will be completed before closing. Recent improvements include new roof shingles, windows, doors, trim, abundant kitchen cabinets and countertops, whirlpool tub, waterproof vinyl plank flooring throughout, and central air conditioning. Enjoy outdoor living on the spacious new wraparound deck overlooking a large backyard, ideal for relaxing or entertaining. The home is adjacent to the Duneland Prairie Bike Trail, offering immediate access to miles of scenic recreation. The basement is fully framed and electrically roughed in for a private primary suite, including a large 17x20 bedroom, walk-in closet, full bath with double vanity, and laundry area. A new egress window is already in place, making this level bright, functional, and ready to finish with minimal additional investment. Ideally located in the award-winning Chesterton school district, near Hwy 149 and County Rd 1100, this home provides quick access to shopping, restaurants, Indiana Dunes on Lake Michigan, the South Shore Train, downtown Chesterton, and the popular European Market, with an easy 45-minute commute to Chicago. A rare opportunity for turnkey comfort with strong future value.

1717 Crocker Street, Chesterton

Updated . Information deemed reliable but not guaranteed.