Chesterton, IN Real Estate Search

Chesterton, IN Homes between $450,000 and $500,000 for Sale

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Newest Chesterton, IN Homes between $450,000 and $500,000 for Sale

2524 Hilfiger Drive, Chesterton
$499,999
4 Beds ⋅ 4 Baths
Meticulously maintained and lovingly cared for by its original owner, this beautiful home is nestled in one of the area's most desirable neighborhoods. Offering four spacious bedrooms, four bathrooms, and a well-appointed kitchen, this home seamlessly blends comfort, style, and functionality. The thoughtfully designed floor plan provides inviting spaces for both everyday living and entertaining, while the fully finished basement offers exceptional additional living space with endless possibilities. The Ensuite Primary bedroom offers a beverage center, built-in window seat and a HUGE walk in closet. Pride of ownership is evident throughout, making this a wonderful opportunity to own a truly special home in a sought-after location. The big ticket items; roof, HVAC and HWH have all been replaced over the last 5 years

2524 Hilfiger Drive, Chesterton
383 E 1050 N, Chesterton
$460,000
4 Beds ⋅ 3 Baths
Looking for a country home just minutes away from town? This maybe be the one for you! This fully remodeled home boasts 4 bedrooms, 3 bathrooms and 2500 sq ft of living space on a full acre of land. The brand new kitchen offers granite countertops with all new appliances and soft close cabinets. All 3 bathrooms have been completely renovated with new bathtub/showers, and vanities. The large living room offers a massive picture window for plenty of natural light. Off the kitchen is a full dining room with a picturesque 4 seasons room with plenty of windows to view the natural surroundings. New laminate flooring flows through the entire upstairs for a clean and elegant appearance. There are 3 bedrooms on the main level with the primary bedroom having an en suite bathroom to escape for some privacy. Downstairs you will find a massive rec room that could be easily transformed into a game room, large media area, or anything else your heart could desire. With a full bathroom and separate bedroom with egress window, the lower level could even be converted into related living space. There is also a large flex area in the lower level that could be finished as a home office, gym, or used for large storage. Parking will never be an issue with a heated attached garage and a 20x24 ft detached 2 car garage. All the big ticket items in this house have been updated, windows, roof, kitchen, bathrooms, water heater, flooring, and more are all new! Don't miss your opportunity to buy in the very desirable Jackson Township area, schedule your showing today!

383 E 1050 N, Chesterton
211 Trailcreek Drive, Chesterton
$459,900
3 Beds ⋅ 3 Baths
Ranch living with room to spread out! This custom-built 4 bedroom, 3 bath home offers over 3,100 finished square feet, including an impressive finished daylight basement. The main level features 9' ceilings, quartz countertops, custom cabinetry, porcelain tile, solid wood doors and trim, and a spacious primary suite. Downstairs you'll find a large rec room with fireplace, 4th bedroom, office, full bath, and plenty of flexible living space. Outside, enjoy the composite deck with steel railing and beautifully landscaped yard. Thoughtful extras include 2x6 construction, a heated attached garage, and abundant storage throughout. Located in the Duneland School district with convenient access to Chesterton's shopping, dining, parks and trails. Quality construction, a fantastic layout, and space to make your own--come see 211 Trailcreek Drive!

211 Trailcreek Drive, Chesterton
131 Beverly Drive, Chesterton
$499,900
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
321 Broadway 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
1077 Mission Hills Court, Chesterton
$465,000
3 Beds ⋅ 4 Baths
Now available in Sand Creek--currently the only townhouse on the market! Located in one of Northwest Indiana's premier golf course communities, Sand Creek offers beautifully maintained surroundings, mature trees, and an upscale lifestyle just minutes from downtown Chesterton and the Indiana Dunes. This beautifully updated three-bedroom home features a fully remodeled open concept main level and easy, maintenance-free living. Say goodbye to lawn care and snow removal and enjoy more time relaxing in a home that blends comfort, style, and convenience. Step inside to cathedral ceilings and large windows that fill the home with natural light and create an open, spacious feel. The kitchen features granite countertops, a large center island, and hardwood floors throughout the main level, flowing seamlessly into the spacious living and dining areas--ideal for everyday living and entertaining. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a large walk-in closet. The finished lower level offers flexible space ideal for a home gym, recreation room, office, or additional living area. Step outside to a private backyard with a peaceful Zen garden feel, featuring a waterfall and relaxing outdoor setting. Additional highlights include a two-car garage with a storage lift that stays with the home and a convenient location close to major highways for an easy commute. This move-in-ready home combines comfort, style, and low-maintenance living all in one!

1077 Mission Hills Court, Chesterton
150-152 N 16th Street, Chesterton
$499,900
6 Beds ⋅ 6 Baths
This newly completed duplex was finished in 2024. This exceptional investment property features two spacious units--each offering 3 bedrooms, 3 bathrooms, and a convenient one-car garage. Both sides are currently leased, providing immediate rental income. The main level showcases durable LVP flooring, while the primary suite includes a generous walk-in closet. Quality finishes such as 6-panel oak interior doors add warmth and character throughout. Ideally located near downtown Chesterton and Porter, the South Shore Train Station, and the breathtaking Indiana Dunes State Park, this property combines modern comfort with unbeatable access to Northwest Indiana's top amenities.

150-152 N 16th Street, Chesterton
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