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2330 Legend Circle E, Chesterton
$459,000
3 Beds ⋅ 3 Baths
Welcome home to 2330 Legend Circle East in Chesterton! This inviting 3-bedroom, 3-bath home offers approximately 1,935 square feet filled with natural light and flexible living spaces. Choose your primary retreat upstairs or on the main level--both suites feature a private bath and walk-in closet, offering comfortable accommodations for extended family or guests. An additional bedroom at the front of the home enjoys abundant sunlight and could also serve as a home office. The basement not only has a designated crawl space for storage but also additional enclosed space and a recreation area that you can easily add your personal touches. Step outside to relax on the back deck, complete with a retractable awning for shade to enjoy all that nature has to offer. Speaking of nature just across the street is Coffee Creek Watershed Preserve that offers opportunities to enjoy scenic walks along the 5+ mile wetland boardwalk loops where you will see wildlife, seasonal leaf colors, bridges, a gathering space for and time outdoors. With versatile bedroom arrangements and inviting indoor and outdoor spaces, this home is ready for your next chapter. Schedule your private showing today!

2330 Legend Circle E, Chesterton

620 S 18th Street, Chesterton
$349,900
3 Beds ⋅ 2 Baths
Beautifully updated 3 bed, 2 bath ranch in the heart of charming Chesterton! This move-in ready home offers the perfect blend of modern updates and timeless character, situated on nearly a half-acre lot! The property offers a peaceful, country-like atmosphere while remaining just minutes from everything Chesterton has to offer. Inside, the stunning remodeled kitchen features custom maple cabinetry with soft-close doors and drawers, granite countertops, stainless steel appliances, updated lighting, and a spacious center island perfect for gathering with family and friends. Rich dark walnut hardwood floors flow throughout the main living areas. A charming fireplace highlights the dining room along with an abundance of natural light streaming in through the sliding glass door that opens onto the back covered porch. Step outside to enjoy the 12' x 20' concrete patio, perfect for entertaining or relaxing. A custom built shed featuring a SmartSide exterior, metal roof, and oversized double doors provide exceptional outdoor storage. Major improvements add both value and peace of mind, including a newer roof, insulated vinyl siding, soffits, gutters, windows, and sliding glass door. Both bathrooms have been tastefully updated, including a beautifully remodeled en suite bath with a tiled shower, updated lighting, and vanity. The partially finished basement expands the living space with recessed lighting, new windows, drywall, painted ceiling, and luxury vinyl plank flooring, making it ideal for a family room, home office, workout space, or recreation area. Conveniently located near award-winning Duneland Schools, Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, shopping, dining, and major highways for an easy Chicago commute, this exceptional property offers the best of both worlds: modern comfort with a spacious, country-feel setting in one of Northwest Indiana's most desirable communities!

620 S 18th Street, 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

1137 N 475 E, Chesterton
$1,350,000
4 Beds ⋅ 5 Baths
15.67 Private Acres | 4 Bed, 5 Bath All-Brick Estate | Pool, Pond & Sunroom | Duneland Schools *THE INTERIOR IS BEING PAINTED A BEAUTIFUL CREAMY WHITE* NEW PICS COMING! Tucked away on 15.67 sprawling acres in Jackson Township, this all-brick estate feels less like a home and more like a private escape -- where luxury, space, and nature meet in perfect balance. With 4 bedrooms and 5 bathrooms across a layout built for both quiet evenings and unforgettable gatherings, every room here earns its place. The kitchen is the heart of the show: granite counters, stainless appliances, and a 6-burner cooktop with griddle ready for anything from Sunday brunch to a full holiday spread. Just off the kitchen, a huge, light-filled family room offers the flexibility to suit however you live -- set it up as a game room for movie nights and gatherings, or dress it up as a formal dining space for holiday entertaining; the choice is yours. The primary suite is a true retreat, with a spacious en suite bath designed for unwinding, while two more bedrooms come with their own private en-suite baths -- comfort and privacy for family or guests alike. A sunroom with a built-in hot tub turns any season into relaxation season, and a dedicated bathroom just steps from the pool keeps pool days effortless. Outside, the estate transforms into a personal resort: dive into the in-ground pool, host under the stars on the expansive deck, or wander private walking trails through mature woods. The stocked pond rounds things out -- perfect for a lazy afternoon of fishing or simply soaking in the scenery. Downstairs, an unfinished basement is a blank canvas waiting for a home theater, gym, extra living space, or guest suite. Zoned for Duneland School Corporation and just minutes from the beaches of Indiana Dunes National Lakeshore, with the South Shore Railway offering an easy ride into Chicago, this is countryside living without giving up the convenience of the city. Schedule your private tour today!

1137 N 475 E, Chesterton

1580 Eagle Street, Chesterton
$397,900
4 Beds ⋅ 3 Baths
Welcome to 1580 Eagle St in desirable Golfview Estates! This beautifully updated 4-bedroom, 3-full-bath home offers 2,364 sq ft of stylish and functional living space. Fresh interior paint and updated trim create a bright, move-in-ready feel. The open-concept kitchen, dining, and living area is perfect for everyday living and entertaining, featuring a large island, stainless steel appliances, and a mix of butcher block and granite countertops. The spacious lower-level primary suite offers a gorgeous ensuite bath and a private retreat. Bedroom 2 is located upstairs and also features its own ensuite. A separate family room provides additional living space with room for a home gym, playroom, or media area. Enjoy the large fenced backyard with a paver patio and two-level deck conveniently located off the kitchen. Surrounded by mature trees, Golfview Estates offers neighborhood charm with easy access to a nearby park and the Prairie Duneland Trail. Convenient access to Routes 49 and 94 makes commuting a breeze. Move-in ready and full of thoughtful updates--come see all this home has to offer!

1580 Eagle Street, Chesterton

2350 Pradera Trail, Chesterton
$569,900
4 Beds ⋅ 3 Baths
Proposed Construction: We are excited to showcase THE ASPEN! This new construction, two-story craftsman style home encompasses four bedrooms, three bathrooms, and 1820 sq. ft of open-concept living. A covered front porch greets you upon arrival and welcomes you inside where you will discover an open foyer area that leads to the cozy den/office. Nine foot ceilings guide you throughout the first floor and into the kitchen and great room area. The kitchen showcases luxury cabinetry, granite counters, island, and stainless steel appliances. The great room provides lots of room to relax and entertain, plus you can add a fireplace to serve as the focal point for the room (an optional upgrade). The FIRST-FLOOR primary bedroom is vast in size and has a walk-in closet and a lavish ensuite with tiled shower! The main level also has a conveniently positioned laundry room and half bath. Upstairs you will find three additional bedrooms, all spacious with plenty of closet space, and a quaint computer or reading area. Outside you have a concrete patio in the backyard providing views of the pond. Because this home is still in the pre-construction phase, you can make modifications and personalized selections that suit your taste and lifestyle--giving you the opportunity to customize and upgrade the way you want. Additional highlights include a two-car garage, a full basement, R-15 wall and R-38 ceiling insulation, a high-efficiency Carrier HVAC system, electrical metal conduit, and many other premium standard features. You'll have peace of mind knowing your home was built by an award-winning, multi-generational builder with decades of experience. The 1100 Woods sits just across the street from Dogwood Park and within walking distance of the Prairie Duneland Trail, with dining, shopping, and expressway access only minutes away. Start making this new-construction home yours today! *Pricing is subject to change and should be confirmed with the builder upon inquiry*.

2350 Pradera Trail, Chesterton

2519 Pradera Trail, Chesterton
$749,900
4 Beds ⋅ 3 Baths
We are proud to introduce the Ruby model in The 1100 Woods. This grand Craftsman-style new-construction two-story home offers four bedrooms, three bathrooms, and over 2,100 sq. ft. of open-concept living space. A covered front porch welcomes you into the foyer, which opens to a private study/office. Nine-foot ceilings on the main level create an elevated feel throughout. The expansive family room flows into the eat-in kitchen--the true heart of the home--featuring a center island, granite counters, quality cabinetry, stainless-steel appliances, and a walk-in pantry. Upstairs, the large owner's suite includes a spa-like bath with double vanities, a tiled shower, and a walk-in closet. Three additional generously sized bedrooms with ample closet space, a full bathroom, and a conveniently located laundry room complete the upper level. Situated on one of the last tree-lined lots in the neighborhood, the home features a composite deck overlooking a serene backyard. Additional highlights include a two-car garage with a 5-ft. bump-out, a full lookout basement, R-15 wall and R-38 ceiling insulation, a high-efficiency Carrier HVAC system, electrical metal conduit, and many other premium standard features. Homes of this caliber are uncommon. You'll have peace of mind knowing your home was built by an award-winning, multi-generational builder with decades of experience. The 1100 Woods sits just across the street from Dogwood Park and within walking distance of the Prairie Duneland Trail, with dining, shopping, and expressway access only minutes away. Start making this new-construction home yours today! Home is currently under construction. *Pricing is subject to change and should be confirmed with the builder upon inquiry*.

2519 Pradera Trail, Chesterton

2941 Nautica Drive, 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 suite). Finished basement offers so much more living space. 2 family room areas, Open Concept, 3/4 bath with walk-in shower, another bedroom/office area, storage and more. Enjoy a large 0.44 acre yard perfect for outdoor fun and your very own basektball court, attached 3 car garage with extra storage area. Nestled within a highly desired neighborhood, this home is a rare find. Here is an added bonus, this home was custom built with it's own Storm Shelter Room in the basement, Priced Below Market value. Call today for a private showing and make this your new home tomorrow!

2941 Nautica Drive, Chesterton

762 Dunewood Drive, Chesterton
$399,900
4 Beds ⋅ 3 Baths
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

1429 Calais Court, Chesterton
$649,500
3 Beds ⋅ 4 Baths
Welcome to 1429 Calais Court, a beautifully maintained paired home nestled in the CHATEAUX DU CHAMBORDE area in the sought-after Sand Creek community of Chesterton. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for anyone looking to enjoy a relaxed lifestyle in one of Northwest Indiana's premier neighborhoods. Step inside to find a bright, inviting floor plan with spacious living areas, abundant natural light, and a layout designed for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and living spaces, creating a warm and welcoming atmosphere. The generous primary suite provides a private retreat, while additional living space offers flexibility for guests, a home office, or hobbies. Enjoy your morning coffee or unwind in the evening on your private patio while taking in the peaceful surroundings. Located within the prestigious Sand Creek community, you'll appreciate easy access to golf, walking paths, shopping, dining, top-rated Duneland schools, and the beautiful Indiana Dunes National Park and Lake Michigan shoreline. With convenient access to major highways and the South Shore Line, commuting to Chicago is also within easy reach.

1429 Calais Court, 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

1340 Cantigny Court, Chesterton
$859,900
3 Beds ⋅ 4 Baths
This exceptional all-brick ranch offers over 4,200 finished square feet of thoughtfully designed living space. A traditional floor plan welcomes you with a gracious foyer, rich Cherry hardwood floors, and crown molding that flow throughout the main living areas. The library/office--originally designed as a third main-floor bedroom--offers flexibility for work or additional guest accommodations. Formal living with elegant fireplace and dining room with convenient service bar, create an inviting setting for entertaining. The kitchen is appointed with stainless steel appliances and an island workspace and opens seamlessly to the breakfast room with access to the screened porch and adjoining keeping room featuring a slanted ceiling and bay windows that fill the space with natural light. Privately situated on the opposite side of the home, the bedroom wing includes a spacious primary suite with tiled shower, dual vanities, and walk-in closet, along with a guest bedroom featuring its own full ensuite bath. The walk-out lower level expands the home's versatility with a large great room anchored by a double-sided fireplace, wet bar with granite countertops, family room, game room, private bedroom suite, and a dedicated workroom ideal for planting, painting, crafts, or woodworking. Completing the property are a two-car garage and separate golf cart garage, perfectly suited for an active lifestyle. Enjoy the ease of a low-maintenance lifestyle while retaining the spacious feel and individuality of a traditional residence. The association provides lawn care and fertilization, irrigation, snow removal, and maintenance of common areas--allowing more time to enjoy life and less time worrying about exterior upkeep.

1340 Cantigny Court, Chesterton

1240 Ryder Road, Chesterton
$1,199,900
5 Beds ⋅ 6 Baths
Perfectly positioned along the fairway in the gated Sand Creek community, this impressive custom residence blends grand scale living with thoughtful design and exceptional versatility. From the moment you enter, a dramatic two-story foyer sets the tone, opening to inviting living spaces and a sweeping catwalk overlooking the heart of the home. The two-story great room is anchored by a striking stone fireplace and windows framing picturesque golf course views. Designed for gathering, the kitchen offers premium appliances, a center island, walk-in pantry, and butler's pantry, all seamlessly connected to casual dining and living areas. Dual staircases provide both functionality and architectural interest throughout the home. The main-level primary suite offers a private retreat complete with a spa-inspired bath, steam shower, soaking tub and dual vanities. A home office or study with French doors is also located on the main. Upstairs, 3 spacious bedrooms each feature access to full baths, while a large bonus room offers endless possibilities as an additional bedroom, playroom, media lounge, creative studio, home office, fitness area, or hobby space -- truly adaptable to fit your lifestyle. Outdoor living shines with a 900-sq ft deck overlooking the large backyard and sweeping fairway views, creating the perfect setting for entertaining or quiet evenings at home. The finished daylight basement is designed with entertainment in mind, featuring a large recreation area, custom bar, theatre room, and hidden rooms cleverly tucked behind built-in shelving for a unique and memorable experience. The basement easily functions as a guest retreat or extended living quarters. Additional highlights include a heated 3-car garage, abundant storage throughout, NEW Furnace, AC and water heaters! Experience elevated living-where grand entertaining, everyday comfort, and breathtaking views create a truly unforgettable home.

1240 Ryder Road, Chesterton

Updated . Information deemed reliable but not guaranteed.

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