Refine Search
Sort by
2108 Tupelo Lane, Chesterton
$215,000
2 Beds ⋅ 2 Baths
EASY, MAINTENANCE FREE LIVING! This charming 2 bedroom, 2 bathroom ranch style townhouse offers the perfect combination of comfort and convenience! Step inside to find impressive, vaulted ceilings in the kitchen and dining area, creating and open and airy feel that flows seamlessly into the inviting living room. The spacious primary suite features its own private full bathroom. Enjoy peace of mind with a brand NEW roof (no assessment) , LOW taxes, AND and HOA that takes care of the rest. HOA fees cover all utilities except gas and electric, along with lawn care, snow removal, and exterior maintenance. Minutes to downtown Chesterton, parks, schools, restaurants, shopping and I-94. Whether you're looking to downsize or simply enjoy a low maintenance lifestyle, this home is a must see. Schedule your showing TODAY!

2108 Tupelo Lane, Chesterton

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

2227 W 1100 N, Chesterton
$899,900
6 Beds ⋅ 5 Baths
SIGNIFICANT PRICE IMPROVEMENT! Now offered substantially below appraised value, this stunning NEW CONSTRUCTION home presents an opportunity to own one of Chesterton's most impressive luxury residences. Overlooking Dogwood Park and situated on nearly half an acre, this extraordinary 6-bedroom, 4.5-bath home offers over 5,000 square feet of thoughtfully designed living space. Luxury upgrades and designer finishes are showcased throughout. The main-level primary suite provides a private retreat featuring a soaking tub, custom tiled shower, dual vanity, walk-in closet, and dedicated laundry area. The open-concept great room boasts soaring 11-foot ceilings and flows seamlessly to a spacious 20' x 16' covered patio, perfect for entertaining or relaxing. The chef-inspired kitchen is truly the heart of the home, highlighted by an oversized island, Cafe matte white appliances, double ovens, high-efficiency double-drawer dishwasher, instant hot water dispenser, beverage center, ceiling-height backsplash, and an expansive walk-in pantry with built-in desk area. The main floor also features a dramatic two-story foyer, sun-filled den, generous dining area, convenient half bath, and a unique dog-washing station just inside the garage entry. Upstairs, you'll find a second private ensuite complete with dual vanity and laundry area, two additional bedrooms, a full hall bath, and a comfortable loft overlooking the park. The finished lower level offers 9-foot ceilings, a large recreation space, two additional bedrooms, a full bath, dedicated laundry room, and abundant unfinished storage space. Additional highlights include custom window treatments throughout, a 3-car garage with heated and cooled dog room, security system, and immediate availability. Ideally located directly across from Dogwood Park and within walking distance of Chesterton High School. Close to the Indiana Dunes National Park, expressways and less than an hour from downtown Chicago. Award-winning Duneland Schools.

2227 W 1100 N, Chesterton

1909 Catkin Circle, Chesterton
$740,000
3 Beds ⋅ 4 Baths
Timeless Elegance Meets Exceptional Craftsmanship! Welcome to this stunning 3-bedroom, 3.5-bath, two-story residence, where sophisticated design, beautiful architectural details, and serene pond views create an extraordinary living experience. From the moment you enter the grand foyer, you're greeted by a beautiful beveled-glass entry door, natural light from overhead skylights, and an inviting sense of elegance. The formal dining room showcases a striking illuminated tray ceiling, while the spacious living room impresses with its dramatic double tray ceiling and refined finishes. The beautifully appointed kitchen features rich wood cabinetry, elegant granite countertops, and ambient above-cabinet lighting. An adjoining breakfast area offers a charming bow window framing picturesque pond views. Designed for both entertaining and everyday comfort, the inviting family room features a cozy fireplace and French doors opening to a covered wraparound porch and patio, creating a seamless connection between indoor and outdoor living. Enjoy peaceful mornings and breathtaking waterfront views from your own private retreat. Upstairs the luxurious primary suite offers a cathedral ceiling, recessed lighting, and a generous walk-in closet. A stunning two-sided fireplace connects the bedroom to the spa-inspired ensuite, complete with a whirlpool soaking tub and separate shower. Two additional spacious bedrooms feature walk-in closets, while an elegant upper level sitting area with cathedral ceilings provides the perfect space to relax. The fully finished basement offers exceptional additional living and entertaining space, complemented by beautiful wood flooring. Additional highlights include convenient main-level laundry, a 2.5-car garage, and a one-year home warranty for added peace of mind. A remarkable combination of timeless sophistication, thoughtful design, and scenic waterfront living. This exceptional home is truly one you won't want to miss!

1909 Catkin Circle, Chesterton

493 Magnolia Lane, Chesterton
$524,900
3 Beds ⋅ 2 Baths
LAST MAINTENANCE-FREE LOT IN EASTON PARK! Welcome to the popular Charlie floorplan, our LARGEST ranch design, offering spacious main-level living with thoughtful details throughout! Step inside to discover an impressive open-concept kitchen and great room featuring vaulted ceilings, an electric fireplace, and an abundance of natural light. Just beyond, the 12x12 sunroom with cathedral ceilings provides the perfect space to relax and unwind! The oversized primary suite is privately tucked away from the main living areas and features a spa-inspired bathroom complete with a soaking tub, walk-in shower, double vanity, and spacious walk-in closet. Two additional bedrooms share a full bathroom, offering comfort and privacy for family or guests. A conveniently located main-level laundry room adds to the ease of everyday living. Quality finishes and upgrades include luxury vinyl plank flooring throughout the main living areas, custom cabinetry with 42" uppers, soft-close doors and drawers, soundproofed bathrooms, a tankless water heater, whole-home humidifier, and a fully finished garage with a quiet belt-drive MyQ opener. NEED MORE SPACE? The full unfinished basement with 8-foot ceilings offers incredible potential for future expansion, with the opportunity to nearly DOUBLE your finished living space! Enjoy the convenience of maintenance-free living in Chesterton's beautiful Easton Park neighborhood! Ideally located just minutes from Indiana Dunes State Park, the South Shore train line for easy Chicago commuting, and downtown Chesterton's charming shops and restaurants. Don't miss your final opportunity to build maintenance-free in Easton Park! Hurry to be able to choose your own finishes! Photos are from previous build and are representative only.

493 Magnolia Lane, Chesterton

231 E 1200 N, Chesterton
$234,900
4 Beds ⋅ 2 Baths
**BRING YOUR VISION AND UNLOCK THE POTENTIAL!** Opportunity awaits with this 4-bedroom, 1.5 -bath Cape Cod-style home offering approximately 2,000 square feet, an attached 2-car garage, and a little over an acre of land in Chesterton! Whether you're an investor searching for your next renovation project or a buyer ready to transform a house into your own masterpiece, this property is full of possibilities! The main level has been stripped down to a blank canvas, offering an open-concept layout ready for your creative ideas and personal touches. The basement provides additional possibilities, with what appears to have been a 3/4 bathroom, bonus room, spacious storage area, and laundry space. Property is serviced by well and septic. Enjoy the spacious setting while remaining conveniently located near downtown Chesterton's shopping, dining, and local attractions, along with Coffee Creek Preserve, nearby parks, and outdoor recreation. Bring your contractor, your imagination, and your plans to restore and reimagine this Cape Cod!

231 E 1200 N, Chesterton

2221 Easton Park Drive, Chesterton
$599,000
4 Beds ⋅ 3 Baths
Welcome to the popular Melanie floor plan in Easton Park--FULLY LOADED with upgrades well beyond the standard features and MOVE IN READY! From custom cabinetry and elevated trim work to thoughtful built-ins and upgraded mechanicals, this home has been designed with the details already taken care of. You'll love the open-concept main floor with luxury viny plank and featuring a dedicated office with an elevated trim package, upgraded main-floor bath, pantry, and mudroom with BUILT-IN STORAGE. The living room is anchored by a beautiful FIREPLACE with custom built-ins, while the kitchen takes center stage with 42" cabinetry, soft-close features, interior cabinet organization, quartz countertops, a FULL QUARTZ BACKSPLASH, range hood, and a separate COFFEE BAR with open shelving and built-in beverage cooler. Upstairs, LVP flooring extends throughout the hallway and into the impressive primary suite featuring a TRAY CEILING, spacious ensuite with SOAKING TUB, and walk-in closet finished with CUSTOM CLOSET CABINETRY. The highly upgraded upstairs laundry room offers additional cabinetry and countertop space to make everyday tasks easier and more organized. The upgrades continue with a 3-CAR GARAGE, dual-zoned HVAC, tankless water heater, whole-house humidifier, additional soundproofing, and a FULLY FINISHED GARAGE. Outside, the home is be FULLY LANDSCAPED for a polished, move-in-ready finish. If you're looking for new construction with all the thoughtful touches done for you, this Melanie has the upgrades, finishes, and details already built in. Come see why Easton Park and why this move in ready Melanie floor plan should be at the top of your list!

2221 Easton Park Drive, Chesterton

2461 Aeropostale Drive, Chesterton
$580,000
5 Beds ⋅ 3 Baths
Style, space, and thoughtful design come together in this exceptional ranch set within desirable Abercrombie Woods. Positioned on nearly half an acre, this five bedroom, three bath residence offers an impressive scale of living with a fresh, modern aesthetic and a layout designed for both everyday living and entertaining. The main level makes a lasting impression with its open-concept design, generous proportions, and seamless flow between the living, dining, and kitchen spaces. The elevated primary suite provides a private retreat, complete with a luxurious en-suite bath, while two additional bedrooms offer comfortable accommodations for family or guests. The fully finished basement adds an entirely new dimension to the home, featuring expansive recreation space, a dedicated media area, wet bar, home office, two additional bedrooms, and a full bath. Designed for entertaining, relaxing, and hosting, this level offers exceptional versatility. Outside, the backyard creates a private escape of its own. A resort style in-ground pool, three level deck and pergola anchor the outdoor space, with plenty of room to lounge, dine, entertain, and enjoy the seasons. Set in one of the area's most desirable neighborhoods, within the award winning Duneland School District and ideally located for everyday convenience, this home offers a rare combination of modern interiors, generous living space, exceptional outdoor amenities, and the lifestyle that makes Abercrombie Woods so sought after.

2461 Aeropostale Drive, Chesterton

363 Ridgeview Drive, Chesterton
$974,900
3 Beds ⋅ 4 Baths
This stunning custom RANCH home sits on a private 1.18 wooded acre lot in the beautiful subdivision of Woodridge Hills featuring 3 bedrooms all with EN-SUITE BATHROOMS, 3.5 total bathrooms, full unfinished WALKOUT BASEMENT, THREE CAR side-loaded garage, three fireplaces, and nearly 2800 ft. of quality construction. This home features a well designed split bedroom floor plan with multiple living spaces. The main living area features vaulted ceilings, an OPEN CONCEPT living space, a beautiful stone fireplace, and tons of windows for natural light and views of the backyard. The kitchen features gorgeous, high-end cabinetry with crown molding, granite countertops, and a secret walk-in pantry with tons of storage and an additional refrigerator. Next to the kitchen is a spacious dining area with a sliding glass door to the backyard. Off of the living room is a sliding glass door that leads to the massive covered back patio with vaulted ceilings and beautiful wood beams. The master suite features a custom double-Trey ceiling, fireplace, walk-in closet, and private bathroom. The master bathroom features quality cabinetry, freestanding tub, and custom tiled full walk-through shower. The other side of the home offers a second living room with a beautiful fireplace, two spacious bedrooms with private en-suite bathrooms, a finished laundry room, and a beautiful staircase leading to the full unfinished WALKOUT BASEMENT, providing the opportunity for somebody to double their square footage! Other features of this home include a main Floor office, powder room, 2x6 exterior walls, Anderson windows, 16" on-center framing, covered back patio, additional fire pit patio space, lots of trees for privacy, and conveniently located for commuting to the city, Lake Michigan beaches, and all of NWI's amenities!

363 Ridgeview Drive, Chesterton

376 Cherry Hills Drive, Chesterton
$339,000
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

2332 Dakota Street, Chesterton
$425,000
3 Beds ⋅ 3 Baths
SELLER OFFERING RATE BUY DOWN!! 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

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

1036 Preserve Lane, Chesterton
$529,900
3 Beds ⋅ 3 Baths
Discover the perfect blend of thoughtful design, modern comfort, and peaceful surroundings in this new construction home. Offering over 2,100 square feet in The Preserve, this premium homesite is uniquely positioned with protected wetlands bordering one side and extending behind the backyard, creating exceptional privacy and picturesque year-round views. The open-concept floor plan seamlessly connects the kitchen, dining area, and great room, creating an inviting space for everyday living and entertaining. A covered rear porch extends the living space outdoors, providing the perfect spot to enjoy morning coffee or unwind while overlooking the natural landscape. At the heart of the home, the kitchen features classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space, blending timeless style with everyday functionality. The main-level primary suite offers the ease of first-floor living with a spacious retreat featuring a dual-sink vanity, soaking tub, tiled walk-in shower, and oversized walk-in closet. A powder room, laundry/mudroom, and attached two-car garage complete the main level. Upstairs, two additional bedrooms, a full bath, and a versatile loft provide flexible space for a home office, media room, playroom, fitness area, or additional lounge. Premium features include 42-inch soft-close cabinetry, luxury vinyl plank flooring throughout the main living areas, a fireplace, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a finished two-car garage. Buyers also have the opportunity to personalize select interior finishes during construction. Located within The Preserve, a thoughtfully planned community spanning more than 90 acres of protected natural landscape, residents enjoy privacy, scenic beauty, and everyday convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line and Indiana Dunes.

1036 Preserve Lane, Chesterton

229 E Morgan Avenue, Chesterton
$875,000
5 Beds ⋅ 5 Baths
Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the heart of this cherished community on ONE ACRE this extraordinary three-story residence has been lovingly preserved while offering the space and amenities desired for modern living. Rich in architectural character, the home showcases stunning original details including exquisite tilework, handcrafted wood paneling, custom cabinetry, and elegant millwork that speak to a bygone era of unparalleled craftsmanship. Grand entertaining spaces include a stately formal dining room, a classic butler's pantry, and beautifully proportioned living areas designed for memorable gatherings. Offering 5 spacious bedrooms and 5 baths, the home seamlessly blends historic elegance with exceptional comfort. A rare indoor pool provides year-round enjoyment, while the enchanting English garden creates a private sanctuary of manicured beauty and quiet reflection. More than a home, this is a time honored property--a place where generations have celebrated holidays, hosted gatherings, and created lasting memories. Opportunities to own a residence of this significance are exceptionally rare. For those who appreciate history, timeless architecture, and the privilege of becoming the next steward of an extraordinary legacy, this is truly a once-in-a-lifetime offering.

229 E Morgan Avenue, Chesterton

801 Ashwood Lane, Chesterton
$575,000
3 Beds ⋅ 3 Baths
PROPOSED CONSTRUCTION-Welcome to the Sonoma in Easton Park! This stunning custom-built, 1.5-story home offers over 2,100 square feet of luxury living with 3 bedrooms, 2.5 baths and a 3-car garage, all situated on a desirable corner lot. Step inside to a spacious foyer featuring a private office and convenient half bath before entering the impressive open-concept living space. The great room showcases beautiful hardwood floors, a custom fireplace, solid-core doors, an upgraded trim package and quality craftsmanship throughout. The kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, stainless steel appliances and a large walk-in pantry. The main-level primary suite offers a relaxing retreat with double sinks, a soaking tub and a spacious walk-in closet. Upstairs, you'll find two additional bedrooms...each with its own walk-in closet...a full bath, and a huge loft offering flexible space for a second living area, playroom, or entertainment space. Additional highlights include energy-smart features, zoned high-efficiency HVAC, a whole-home humidifier, fresh air intake, R-20 basement insulation, an egress window for a possible future bedroom and rough-in plumbing for a future bathroom. Located in the desirable Easton Park neighborhood, this home offers convenient access to Indiana Dunes National Park, the South Shore Line, major expressways, shopping, dining, and award-winning schools. Experience luxury, quality craftsmanship and thoughtful design in the Sonoma!

801 Ashwood Lane, 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.

How much is your home worth?

Get instant property value now!