4 Bedroom Homes for Sale in Chesterton, IN

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Welcome to your dedicated resource for 4 bedroom homes for sale in Chesterton, IN. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesterton, IN agent, Kimberly Sut Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 4 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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Search Chesterton, IN by Bedrooms

All 4 Bedroom Homes for Sale in Chesterton, IN

$349,000

4 Beds ⋅ 2 Baths ⋅ 845256 MLS ⋅ 2,535 SqFt. ⋅ Villages/Sand Crk Ph 2 BLDG. ⋅ Marina Klein

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

Listing courtesy of Marina Klein from Blackrock Real Estate Services.

$289,900

4 Beds ⋅ 2 Baths ⋅ 844916 MLS ⋅ 1,542 SqFt. ⋅ Jasmine Gonzalez

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

Listing courtesy of Jasmine Gonzalez from Coldwell Banker Realty.

$389,000

4 Beds ⋅ 3 Baths ⋅ 844907 MLS ⋅ 2,270 SqFt. ⋅ Branden Luna

Welcome to this 4 bedroom, 3 bath, 2-story home located in desirable Villages of Sand Creek. Main level offers a Formal Living Room as well as a Formal Dining, spacious Eat-in Kitchen which is open to the Family Room, and the Laundry Room. Upstairs you will find all 4 bedrooms freshly painted with newer carpet. The Primary Suite has an attached full bath with separate shower and tub and large walk-in closet. This home is situated on a cul-de-sac with a lovely view of the pond located across the walking path. This neighborhood is only 3 miles from the Indiana Dunes & Lake Michigan, close to restaurants, shopping, golf courses, and is an easy commute to Chicago.

378 Ballenisle Court, Chesterton

Listing courtesy of Branden Luna from Coldwell Banker Real Estate Gr.

$459,000

4 Beds ⋅ 3 Baths ⋅ 844730 MLS ⋅ 2,276 SqFt. ⋅ Jarrod Carr

Built in 2025 and practically brand new, this beautiful 4-bedroom, 2.5-bath home offers modern finishes, a functional layout, and plenty of room to grow! The open-concept main level is designed for both everyday living and entertaining, featuring a spacious kitchen with quartz countertops, abundant counter and cabinet space, and a large center island. The kitchen flows seamlessly into the inviting living room and out to the deck, creating a great space for gatherings or relaxing outdoors. A private office and convenient half bath complete the main level. Upstairs, you'll find all four bedrooms, including a spacious primary suite with a private ensuite bath and an impressively large walk-in closet. The unfinished daylight basement provides excellent potential for additional living space, a recreation room, home gym, or whatever fits your needs. Outside, enjoy the convenience of an irrigation system and a newer home without the wait of new construction. Ideally located near downtown Chesterton with easy access to local restaurants, shops, parks, and highly regarded schools. Move right in and enjoy everything this nearly new home has to offer!

29 Karner Blue Court, Chesterton

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

$399,900

4 Beds ⋅ 3 Baths ⋅ 844671 MLS ⋅ 2,372 SqFt. ⋅ Marco Trevino

Quality-built home that has been beautifully maintained and is truly move-in ready! This open-concept tri-level floor plan makes exceptional use of every square foot. The spacious primary suite features a vaulted ceiling, walk-in closet, and private full bath with a double vanity and a relaxing whirlpool tub. The new updated kitchen offers quartz counter tops, new dishwasher, abundant cabinetry, generous counter space, and a large pantry for added convenience. The huge lower-level rec room with a cozy gas fireplace provides the perfect space for entertaining or relaxing. The main level flooring has been updated with waterproof, scratch resistant, realistic wood grain LVP flooring, and outlets have been strategically installed higher on the walls in the bedrooms and rec room for easy TV mounting and setup. Enjoy the backyard with storage shed and plenty of room for outdoor activities. The exterior also features all season Govee lighting to really give your home that pop all year round. Frontier fiber optic cable has also been recently ran underground. A must-see home that combines quality craftsmanship, thoughtful updates, and functional living space.

1927 Cory Lane, Chesterton

Listing courtesy of Marco Trevino from Listing Leaders.

$314,900

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

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

419 S 9th Street, Chesterton

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

$419,900

4 Beds ⋅ 3 Baths ⋅ 844618 MLS ⋅ 2,735 SqFt. ⋅ Eric Kovalak

New construction home including irrigation, hydroseed and professional landscape package in the Preserve in the Duneland School Corp. This 2,735 square foot home makes an unforgettable impression. Off the foyer, a private den with French doors offers a quiet, refined space for a home office or study, while a discreetly placed powder room at the front of the home adds convenience without interrupting the flow. The heart of the home unfolds into a spacious great room filled with natural light and inviting views of the backyard. A dedicated dining nook bridges the great room and kitchen, with sliding glass doors that extend gatherings outdoors. The kitchen is both expansive and elegant, anchored by a striking 72-inch island with pendant lighting and an extended edge for barstool seating. Quartz countertops, a tile backsplash, and stainless steel range, dishwasher, and microwave complement the modern, open layout, while a large pantry adds impressive built-in storage. The mudroom connects seamlessly to the attached garage and includes a built-in bench and oversized walk-in closet, creating an organized landing zone for everyday living. Upstairs, four bedrooms each feature their own walk-in closet, offering exceptional storage and personal space, along with a well-appointed full bath that serves the secondary bedrooms with comfort and convenience. A conveniently located laundry room on this level adds everyday ease right where it's needed most. The primary suite stands out as a true retreat, complete with a private bath and an oversized walk-in closet designed to impress. Blending dramatic architectural elements with thoughtful functionality, this home delivers the kind of space, style, and presence that leaves a lasting impact. RESNET energy smart construction will save an estimated 1,699 annually. Actual savings may vary; see HERS Rating Certificate and Energy Smart Flyer for details. Home includes a 10-year structural warranty, offering lasting peace of mind.

40 Karner Blue Court, Chesterton

Listing courtesy of Eric Kovalak from Copper Bay Realty, LLC.

$529,900

4 Beds ⋅ 3 Baths ⋅ 844236 MLS ⋅ 2,596 SqFt. ⋅ John Guest

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

Listing courtesy of John Guest from Coldwell Banker Realty.

$419,900

4 Beds ⋅ 3 Baths ⋅ 844343 MLS ⋅ 2,380 SqFt. ⋅ Amy Redman

This meticulously updated four-bedroom, three-bathroom residence is situated in a prime Chesterton location. The interior features a thoughtfully redesigned kitchen equipped with custom hickory cabinetry, granite countertops, and premium stainless-steel appliances. Abundant natural light fills the living room through a newly installed expansive window, flowing seamlessly into a spacious dining area and a comfortable sunroom - perfect for morning coffee and evening relaxing. The home offers four generously proportioned bedrooms, including two en-suite bathrooms located on the upper and lower levels respectively, all complemented by new modern vanities and fixtures. Fresh interior paint, new lighting, and a combination of new carpeting and new luxury vinyl plank flooring complete the refined interior. Additional versatility is provided by lower-level bonus spaces suitable for a recreation room, home gym, or multi-generational living arrangements. The attached garage features all-new shelving and a new insulated overhead door with new quiet, side-mount opener. Exterior improvements include a new roof installed in 2025, upgraded gutters, fascia, soffit, exterior doors, and a newly constructed composite front porch. Conveniently positioned on a dead-end, cul-de-sac street, the property offers exceptional proximity to schools, parks, shopping, commuter transit, major interstates, and the Indiana Dunes National Park. Schedule your showing today!

762 Dunewood Drive, Chesterton

Listing courtesy of Amy Redman from Dunes Realty, LLC.

$714,900

4 Beds ⋅ 3 Baths ⋅ 844007 MLS ⋅ 2,134 SqFt. ⋅ Madison Young

Welcome Home to the Ruby on Lot 12 in 1100 Woods! This new build is on one of the last tree lined lots left and features 4 generous sized bedrooms upstairs including a primary ensuite with walk in shower and soaking tub and walk in closet with additional den/office on main level. Open concept living room and island and pantry in kitchen. Price includes lot cost and lookout basement option, 9 foot ceilings on main floor, upgraded black windows, upgraded cabinet package, basement bath rough in for future bathroom, and a 12x14 composite rear deck. Full unfinished basement with lookout windows to your beautiful backyard trees! AND in addition to the 2 car garage it had a 5 foot garage bump out for added storage. This community is located just across the street from Dogwood Park and walking distance to the Prairie Duneland trail! This home is under construction with a spring move in date and you can stop by 2179 W 1100 to see our model home and the finishes selected for this build!

2519 Pradera Trail, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

$699,900

4 Beds ⋅ 3 Baths ⋅ 843952 MLS ⋅ 2,850 SqFt. ⋅ Madison Young

Welcome to one of out most desirable floorplans in 1100 Woods! This is PROPOSED CONSTRUCTION and we invite you to visit 2179 W 1100 which is the model home for this listing. The Madeleine features a primary ensuite on the main level, a large office/den, a 20 ft foyer and great room and an oversized chefs kitchen with walk in pantry. Upstairs you will find 2 additional bedrooms, full bathroom and loft. A large bonus room also doubles as a 4th bedroom.

1719 S 23rd Street, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

$599,900

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

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

2246 Pradera Trail, Chesterton

Listing courtesy of Madison Young from Brokerworks Group.

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Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.