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1022 S 18th Street, Chesterton
$320,000
5 Beds ⋅ 2 Baths ⋅ 839882 MLS ⋅ 2,128 SqFt. ⋅ Ashley Tezak
Beautifully updated move-in ready bi-level home in Chesterton offering five total bedrooms and two baths. The upper level features hardwood flooring and an open concept living, dining, and kitchen area with granite countertops, stainless steel appliances, and an island with direct access to the deck. Fresh paint and tasteful updates throughout create a clean, modern feel. The lower level provides a spacious additional living area, bedrooms, full bath, and laundry room, offering flexible living space. Exterior features include a fenced-in yard, landscaped setting, fire pit area, and a detached two-car garage, ideal for storage and outdoor enjoyment.

1022 S 18th Street, Chesterton

Listing courtesy of Ashley Tezak from Realty Executives Premier.

Selling Office: Coldwell Banker Realty.

511 S 22nd Street, Chesterton
$246,250
3 Beds ⋅ 1 Baths ⋅ 840554 MLS ⋅ 1,120 SqFt. ⋅ Jeana Consier
Live just minutes from the Indiana Dunes, where miles of hiking trails, sandy beaches, and sunset lake views become part of your everyday routine, in this updated 3 bedroom, 1 bath Chesterton home that feels almost like new construction, offering a bright, modern, move in ready interior with comfortable living space for relaxing, working from home, and hosting friends, plus the convenience of nearby downtown Chesterton shopping, dining, parks, and easy access to major expressways, commuter routes, and the highly rated Duneland School Corporation, all within about a half hour of the Michigan state line and roughly 45 minutes from the Illinois state line and minutes from the South Shore line for flexible commuting or travel. Extensive recent improvements include new drain tile, roof, siding, soffit, fascia, gutters, insulation, drywall, LVP and carpet, trim and doors, a brand new kitchen and bath with quartz, tankless water heater, all new electric and plumbing, new driveway, new AC unit, and NEW stainless steel kitchen appliances and washer and dryer, giving you a low maintenance home base for enjoying both town and Dunes living.

511 S 22nd Street, Chesterton

Listing courtesy of Jeana Consier from Realty Executives Premier.

Selling Office: McColly Real Estate.

450 E Greening Road, Chesterton
$600,000
4 Beds ⋅ 3 Baths ⋅ 831010 MLS ⋅ 2,494 SqFt. ⋅ Kalahni Krygier
MOTIVATED SELLER! Escape to your own private paradise on this stunning 14+ acre property, where a tree-lined driveway winds gracefully through mature hardwoods, welcoming you home the moment you arrive. This is more than a home -- it's a lifestyle.The charming main farmhouse offers 4 spacious bedrooms and 2.5 baths, with an open and inviting floor plan centered around a gorgeous brand-new stone fireplace with efficient wood-burning insert -- perfect for cozy evenings. Recently upgraded with all-new Andersen windows featuring cutting-edge technology that blocks almost all harmful UV rays, your furniture, flooring, and curtains will stay vibrant for years. Crafted from patented Fibrex(r) composite material, these windows are twice as strong as vinyl and provide superior resistance to mold, fungal decay, and rot -- ensuring lasting beauty and low-maintenance performance even in Indiana's toughest weather. A detached garage includes a finished loft currently used as a private home office -- ideal for remote work or creative pursuits. The large pole barn, expansive pastures, and miles of trails are ready for horses, livestock, ATVs, or simply peaceful exploration. The partially remodeled guest house/in-law suite has most heavy work complete; just a small amount of finishing remains to create the perfect granny flat, rental, or multigenerational space. Step outside to your own mature orchard: producing trees of multiple apple varieties, pears, figs, nectarines, almonds, Bing cherries, and more -- enough bounty for fresh eating, canning, juicing, or a roadside farm stand for generations. A year-round creek meanders through the property, and wooded acreage teems with deer and turkey -- your private hunting retreat just steps away. Whether you dream of a family compound, gentleman's farm, equestrian estate, or serene homestead with income potential and orchard abundance, this rare gem checks every box. Properties like this don't come along often. Schedule your private tour today!

450 E Greening Road, Chesterton

Listing courtesy of Kalahni Krygier from New Chapter Real Estate.

Selling Office: Campbell Realty.

953 Portage Avenue, Chesterton
$375,000
3 Beds ⋅ 2 Baths ⋅ 840526 MLS ⋅ 1,660 SqFt. ⋅ Patricia Raffin
This well-maintained ranch home offers symmetry, flow, and balance, with a split-bedroom floorplan and room for future expansion in the stubbed in basement. The 3-bedroom, 2-bath home mixes both private and public spaces well incorporating a large Primary Suite with a full attached bathroom and beautiful backyard views. The adjacent laundry area adds convenience which flows into the open living, dining, kitchen and 4-Seasons Room. The additional two main level bedrooms are opposite the Primary bedroom and share their own full common bath. The kitchen includes all appliances, is spacious, and features a dine-in option. Both HVAC system and roof are new (May 2026). The 2 plus car attached garage has a ceramic tiled side entrance into the main level with an L-shaped stairway down to the huge and tall unfinished basement with roughed in bathroom and further space to be reimagined if the desire is there. The property is landscaped with a private fenced back yard and is close to town parks, bike & walking trails, schools, town, and our beloved Lake Michigan shoreline beaches. Commuter rail lines are also nearby with final destinations to both Chicago and South Bend via the South Shore Line.

953 Portage Avenue, Chesterton

Listing courtesy of Patricia Raffin from McColly Real Estate.

Selling Office: McColly Real Estate.

950 Wabash Avenue, Chesterton
$1,250,000
838729 MLS ⋅ 21,760 SqFt. ⋅ Tina Raffin
The property is comprised of two buildings. The 980 Wabash Avenue (west building) contains 12,800 square feet and was constructed in 1988. The 950 Wabash Avenue (east building) contains 8,960 square feet and was constructed in 1985. Electric: 400 AMPS in 980 Wabash; 200 AMPS in 950 Wabash (also includes generator) Heating/Cooling: Central air conditioning and gas furnaces in office areas of both buildings. Gas space heaters in shop area of both buildings. Interior Walls: Insulated steel panels in shop areas. Office areas are painted drywall. Typical Lighting: Fluorescent Structure: Steel frame with steel exterior Foundation: Concrete slab - 8" concrete slab over 4" granular fill Roof: Asphalt shingle roofing supported by steel frame and steel trusses with 12' insulation in the ceiling. Flooring: Sealed concrete with floor drains. Bathrooms: 950 Wabash contains one restroom in the office area and one restroom in the shop area. 980 Wabash building features one restroom in the office area. 950 Wabash has a total of 8 private office spaces with one conference room. 980 Wabash offers 6 private office spaces and one conference room.

950 Wabash Avenue, Chesterton

Listing courtesy of Tina Raffin from McColly Real Estate.

Selling Office: Non Member.

507 S 20th Street, Chesterton
$298,000
3 Beds ⋅ 2 Baths ⋅ 833228 MLS ⋅ 1,652 SqFt. ⋅ Kristin Phillippe
Welcome to this beautifully maintained, one-owner 3-bedroom, 2-bath home offering 1,652 square feet of thoughtfully designed living space on a desirable corner lot. Pride of ownership is evident throughout, with upgraded flooring flowing seamlessly through the open-concept living, kitchen, and dining areas--perfect for both everyday living and entertaining. The split floor plan provides privacy and functionality, while the spacious primary suite serves as a true retreat. The updated primary bathroom features elegant stone tile finishes and a double vanity, offering a spa-like experience at home. Generously sized secondary bedrooms provide flexibility for guests, a home office, and much more. Step outside to enjoy the privacy-fenced backyard, ideal for relaxing, entertaining, or pets. Additional highlights include abundant natural light, ample kitchen counter space, and a layout that feels both open and inviting. Located in the highly sought-after Duneland School System, this home combines quality, comfort, and location--making it an exceptional opportunity for anyone seeking a move-in-ready home.

507 S 20th Street, Chesterton

Listing courtesy of Kristin Phillippe from Listing Leaders.

Selling Office: White Hat Realty Group, LLC.

503 Oakwood Drive, Chesterton
$385,000
4 Beds ⋅ 4 Baths ⋅ 838184 MLS ⋅ 3,586 SqFt. ⋅ Betty Sams
Don't wait on this lovely 4 bedroom well maintained home . Situated on a quiet street centerly located close to shopping, parks and schools. It has a large living -room with a fireplace . An eat-in kitchen/dining area with stainless steel appliances that remain. The primary bedroom is located on the main floor with an on-suite with a jaccuzi tub and a large walk-in closet. Up stairs are three bedrooms and a full bath. The lower level has a great room for lounging or entertaining at the bar area. Not to forget the large fenced in back yard with a firepit as you sit on your large deck. A laundrey/mud room is off of an attached two car garage with a new garage door opener with a camera. A newer HAVC system, Marvin windows and 2X6 framing. Furnace and central air are 6 years old and the water heater is 3 1/2 years oId. I have small HOA information upon request. Don't miss your chance on this home.

503 Oakwood Drive, Chesterton

Listing courtesy of Betty Sams from Blackrock Real Estate Services.

Selling Office: Listing Leaders.

401 S 15th Street, Chesterton
$340,000
3 Beds ⋅ 2 Baths ⋅ 837941 MLS ⋅ 2,115 SqFt. ⋅ Lisa Gaff
*Now available after a pending sale ended due to buyer's employment change. Inspection successfully completed and accepted with no repairs required, and the home appraised at value. A second opportunity to own this well-maintained home!* Move-in ready and thoughtfully updated, this all brick 3 bed/1 and 3/4 bath Chesterton home offers flexible living space and a clean, well-maintained feel throughout. The main level features a bright and inviting layout with updated finishes. The finished lower level provides additional living space. An egress window adds flexibility for guest space, home office, or potential bedroom use, and a dedicated mini-split system provides heating and cooling for year-round comfort. Step outside to a private backyard featuring a heated pool--ideal for relaxing or entertaining. A heated detached garage adds convenience and versatility in all seasons. Now offered as a single-family home, this property creates the perfect setting for comfortable living with a private pool, garden space, access to Duneland Schools, and a short walk to the new Duneland YMCA Healthy Living Campus.

401 S 15th Street, Chesterton

Listing courtesy of Lisa Gaff from White Hat Realty Group, LLC.

Selling Office: Listing Leaders.

1123 Waverly Road, Chesterton
$351,000
3 Beds ⋅ 2 Baths ⋅ 837875 MLS ⋅ 2,184 SqFt. ⋅ Alan Evers
Updated 2 Story 3 Bedroom 2 Bath Home located minutes from the Indiana Dunes National Lakeshore and Porter Beach! Recent updates in the last 5 years include remodeled kitchen with new cabinets, counters, flooring and huge island, finished basement with Family Room & Office/Den, new laminate main floor flooring, updated bath and updated interior paint. Main floor includes Country kitchen/Dining Room, Living Room with Fireplace and 1/2 Bath; Upper Level includes 3 bedrooms and a Full Bath. Additional updates include new Dishwasher (1 yr),new Refrigerator (3 Yr), new Water softener (1 yr) and new Washer (1 yr). There is an attached 2 car garage, fenced yard with shed and deck and covered front porch. Great Location, Great Value!

1123 Waverly Road, Chesterton

Listing courtesy of Alan Evers from Evers Realty Group.

Selling Office: Listing Leaders Stately, LLC.

103 Summertree Drive, Chesterton
$246,000
3 Beds ⋅ 3 Baths ⋅ 831188 MLS ⋅ 1,561 SqFt. ⋅ Summer Tree PUD BLDG. ⋅ Andrea Erb-Stuhlmacher
Welcome to this stunning open-concept townhome perfectly located just minutes from the expressway--ideal for commuters! Featuring stainless steel appliances, granite countertops, and a spacious kitchen with plenty of room for cooking and entertaining, this home blends modern style with everyday functionality. The open living and dining area flows beautifully, offering a bright and inviting space for relaxing or hosting guests. The primary suite includes a large walk-in closet and a private master bath, creating a perfect retreat. With three bedrooms and three baths, there's plenty of room for everyone. Enjoy low-maintenance living in a convenient location close to shopping, dining, and everything you need.

103 Summertree Drive, Chesterton

Listing courtesy of Andrea Erb-Stuhlmacher from White Hat Realty Group, LLC.

Selling Office: White Hat Realty Group, LLC.

2033 Texas Street, Chesterton
$275,000
2 Beds ⋅ 2 Baths ⋅ 840939 MLS ⋅ 1,536 SqFt. ⋅ Park View Place BLDG. ⋅ Jodi Gheaja
Welcome to this beautifully maintained brick-front half duplex, ideally situated in one of Chesterton's most convenient and desirable locations. Thoughtfully updated throughout, including fresh paint, new carpeting, a new roof, newer air conditioning system, and new Andersen windows, this move-in-ready home offers peace of mind and the opportunity to simply move in and enjoy. Step inside to an inviting foyer that opens to a bright and cheerful eat-in kitchen, featuring abundant cabinetry and a stunning bay window that fills the space with natural light. The adjoining living room is both spacious and welcoming, showcasing vaulted ceilings, new carpeting, and sliding glass doors that lead to a private patio overlooking serene green space - creating the perfect backdrop for relaxing mornings or evening gatherings. The primary suite is truly exceptional, offering an impressive amount of space, tranquil backyard views, a private ensuite bath, and an oversized walk-in closet. A second generously sized bedroom with ample closet space and an additional full bath provide comfort and flexibility for guests, family, or a home office. Convenience abounds with main-floor laundry and direct access to the attached two-car garage. Beyond the home itself, you'll love the location -within walking distance of Dogwood Park and just minutes from the breathtaking Indiana Dunes, vibrant downtown Chesterton, local dining, shopping, and commuter-friendly access to the South Shore Line and major highways. Offering a rare combination of thoughtful updates, low-maintenance living, spacious interiors, and a peaceful setting, this is a home where the hard work has already been done and the lifestyle is effortless. Don't miss your opportunity to make it yours. Roof and windows have transferrable warranties!

2033 Texas Street, Chesterton

Listing courtesy of Jodi Gheaja from Realty Executives Premier.

Selling Office: CHERYL Real Estate Services, L.

612 Village Point, Chesterton
$525,000
3 Beds ⋅ 4 Baths ⋅ 834943 MLS ⋅ 2,717 SqFt. ⋅ Village Point BLDG. ⋅ Rebekah Schenck
Welcome to this maintenance-free luxury townhome in the desirable Village Point community, located next to the beautiful Coffee Creek Preserve in Chesterton. Built in 2018, this home offers 3 bedrooms, 4 bathrooms, and over 2,700 square feet of living and entertaining space. The main level features an open-concept layout connecting the living room, kitchen, and dining area--perfect for everyday living and entertaining--along with a primary bedroom suite for convenient main-level living. Upstairs includes a spacious bedroom and full bath, ideal for guests or additional private living space. The finished walk-out basement offers a large recreation area, kitchenette, and full bathroom, providing excellent space for entertaining or extended stays. Conveniently located near downtown Chesterton, the South Shore train line, major highways, and the Indiana Dunes and Lake Michigan.

612 Village Point, Chesterton

Listing courtesy of Rebekah Schenck from Brokerworks Group.

Selling Office: Brokerworks Group.

1040 Kilarney Road, Chesterton
$940,000
5 Beds ⋅ 5 Baths ⋅ 834236 MLS ⋅ 7,047 SqFt. ⋅ Stefanie Neal
Buyers won't believe the endless opportunities and space in this home! A stunning corner lot home with Georgian influence combines timeless brick architecture with welcoming Southern charm. Offering 6 beds, 5 baths and over 7,000 sq. ft. of luxurious living space, it is ideally situated in the prestigious gated community of Sand Creek. The inviting wraparound porch and classic details set the stage for elegance blended with modern comfort. Inside, an open-concept design showcases a soaring two-story living room with gas fireplace, formal and casual dining areas, and a beautiful kitchen featuring granite countertops, rich cabinetry, stainless steel appliances, and a kitc island. Just off the 3-car garage, a spacious mudroom-laundry room adds everyday convenience. The main floor also offers a dedicated office or guest suite and the primary bedroom with ensuite bath, double vanity and walk-in closet. Upstairs, dual staircases lead to a dramatic catwalk overlooking the great room. The second level includes two bedrooms with a Jack-and-Jill bath, third bedroom with private bath, versatile rec areaS, and a massive finished bonus room above the garage--ideal for a media room, office, or home pilates. The fully finished third floor expands living possibilities even further with space for a playroom, gym, or entertainment area. The finished lower level is designed for both relaxation and entertainment, with polished concrete floors, recreation areas, a home bar, fitness space, and ample guest accommodations. Outdoors, professionally landscaped grounds highlight the beauty of the wraparound porch and a private backyard patio retreat. A rear garage door offers easy access for golf carts and outdoor entertaining. Located just a short golf cart ride away from the exclusive Sand Creek Golf Club, where membership offers access to a 27-hole championship golf course, pool, tennis courts, fitness center, golf simulator, fine dining, lively pub, and year-round social calendar!

1040 Kilarney Road, Chesterton

Listing courtesy of Stefanie Neal from BHHS Indiana Realty.

Selling Office: @properties/Christie's Intl RE.

326 Brown Court, Chesterton
$294,000
3 Beds ⋅ 2 Baths ⋅ 839485 MLS ⋅ 1,729 SqFt. ⋅ Tami Bianco
SPACIOUS OPEN-CONCEPT RANCH PATIO HOME WITH ADDITION AND EXTRA LOT features 3 bedrooms and 2 baths! The living room boasts cathedral ceilings, a ceiling fan, and sliding glass doors that lead to a relaxing Sun Room and a separate private office/TV Room (These two rooms are heated by electric heaters). The bright living spaces open seamlessly into a generous, eat-in kitchen complete with a newer, replaced skylight, ample cabinetry, counter space, a pantry, and all appliances included. The primary suite features a private 3/4 bath and double closets, while bedrooms two and three offer convenient, direct access to both the Sun Room and office. Enjoy the freedom of a low-maintenance, single-story cottage lifestyle with no HOA fees! The adjacent lot to the south corner is included in this purchase. Perfectly situated in a prime downtown location, you can walk to the local European Market, fantastic restaurants, and boutique shops, all while being just a 5-minute drive from the beautiful Indiana Dunes beaches. Subject to Sellers finding the home of their choice, which they have identified..

326 Brown Court, Chesterton

Listing courtesy of Tami Bianco from @properties/Christie's Intl RE.

Selling Office: @properties/Christie's Intl RE.

187 Fieldstone Drive, Chesterton
$260,000
3 Beds ⋅ 3 Baths ⋅ 839129 MLS ⋅ 1,753 SqFt. ⋅ Summer Tree BLDG. ⋅ Stephanie Cowger
Enjoy maintenance free living in this charming three bedroom, three bath townhome located in the desirable Summer Tree community just 2 miles from Lake Michigan. Offering easy access to beautiful beaches, scenic parks, and miles of hiking trails, this home blends convenience with the opportunity to enjoy nature right outside your door. The main level features a comfortable and functional layout with a bright living space and a dining area that opens to a private patio through the slider, perfect for entertaining or quiet evenings outside. The kitchen flows easily into the main living areas, creating a practical setup for everyday living. The main floor also includes a desirable primary suite with a private en suite bath for added convenience. Upstairs, you'll find two additional bedrooms along with a versatile bonus room that can serve as a home office, gym, media space, or flex area. One of the upstairs bedrooms also offers flexibility as a loft-style space or can be enclosed for added privacy, depending on your needs. Freshly painted throughout, the home is clean, bright, and move-in ready, offering a maintenance free lifestyle in a great location close to everything Lake Michigan and the Duneland area have to offer.

187 Fieldstone Drive, Chesterton

Listing courtesy of Stephanie Cowger from Blackrock Real Estate Services.

Selling Office: Brokerworks Group.

529 Windridge Drive, Chesterton
$436,000
4 Beds ⋅ 4 Baths ⋅ 835938 MLS ⋅ 3,346 SqFt. ⋅ Lana Conroy
Beautifully updated two story home tucked into a quiet cul de sac in one of Chesterton's most desirable neighborhoods. This spacious 4 bed, 4 bath home offers generously sized rooms throughout and a layout designed for comfortable everyday living. The newer kitchen features granite countertops, stainless steel appliances, and plenty of workspace for cooking and entertaining. Fresh paint and brand new carpeting run throughout the home, creating a clean and move in ready feel. The finished basement adds valuable additional living space--perfect for a recreation room, home office, or guest area. Step outside to a fully landscaped backyard with a deck ideal for relaxing or hosting gatherings. Major mechanicals have been thoughtfully updated in 2020, including furnace, and central air, offering peace of mind for years to come along with a newer roof. A wonderful opportunity to own a well-maintained home in a sought-after location.

529 Windridge Drive, Chesterton

Listing courtesy of Lana Conroy from Coldwell Banker Realty.

Selling Office: @properties/Christie's Intl RE.

810 Ashwood Lane, Chesterton
$656,642
5 Beds ⋅ 4 Baths ⋅ 831911 MLS ⋅ 2,554 SqFt. ⋅ Michelle Renninger
Introducing the expanded Michelle floor plan-now offering 2 master suites-perfect for related living! Overlooking the picturesque Easton Park community, this main-floor master suite floor plan is the perfect combination of function and amenities! Upon entrance you'll find a convenient main floor flex room, perfect for an office or formal dining. The kitchen hosts an abundance of soft-closet cabinetry with crown molding and 42' uppers, quartz countertops, island with seating, and a pantry. The 2-story dinette and living room is sure to be the inspiration in this home with a grand fireplace serving as the focal point of the room. In the 1st main floor master suite you'l find a great walk in closet, and Jack-n-Jill bath with bedroom 5, custom tiled shower with glass shower door, and dual vanities. There's an additional bedroom also located on the main floor for you, both of which offer ADA accessible walkways and doorways! The upstairs offers the 2nd master suite (with a private bath), 2 additional bedrooms and a full bath! The unfinished basement gives you plenty of room to grow. Smart features such as a fully finished garage, basement waterproofing, soundproofing, Ring and OnQ technologies, zoned HVAC, tankless water heater, whole house humidifier, fully landscaped yard and more ensure this home is ready for your instant enjoyment. All backed by an industry-best 2 year warranty as well! Now complete-schedule your showing today! *Photos are of another home with the same floor plan recently completed and are representative.

810 Ashwood Lane, Chesterton

Listing courtesy of Michelle Renninger from Better Homes and Gardens Real.

Selling Office: Century 21 Circle.

1198 N Babcock Road, Chesterton
$230,000
2 Beds ⋅ 1 Baths ⋅ 830986 MLS ⋅ 1,860 SqFt. ⋅ Brian Manning
Escape to your own 1.7-acre private retreat just minutes from Lake Michigan and the Indiana Dunes! This classic Cape Cod-style home blends cozy charm with incredible potential. Step inside to find two comfortable bedrooms plus a spacious open loft that's perfect for a home office, playroom, or easy conversion to a third bedroom. The flowing layout and natural light create a warm, inviting atmosphere ready for your personal touch. Outside, the possibilities are endless: a stocked fish pond for quiet evenings, a large tool shed for projects and storage, and a chicken coop (chickens not included!) for the hobby farmer in you. The expansive, mostly level lot offers plenty of room to garden, play, or simply enjoy peaceful country living. Zoned Residential-2, this rare property allows you to run a home-based business,all while living on-site. Conveniently located with quick access to I-94, the South Shore train, shopping, and the beach. Bring your vision--this diamond in the rough is brimming with opportunity for homeowners, investors, or entrepreneurs alike. Schedule your private tour today and see the potential for yourself!

1198 N Babcock Road, Chesterton

Listing courtesy of Brian Manning from Listing Leaders.

Selling Office: Coldwell Banker Realty.

2111 Tupelo Lane, Chesterton
$170,000
2 Beds ⋅ 1 Baths ⋅ 838693 MLS ⋅ 962 SqFt. ⋅ Westchester Village Cape Cod Cmnty BLDG. ⋅ Jacquelyn Brubaker
MOTIVATED SELLER!! Welcome to this charming 2-bedroom, 1-bath MAIN-level condo in the heart of Chesterton! Situated on a desirable corner unit, this home offers extra privacy and maintenance-free living -- say goodbye to lawn care and snow removal. Step inside and you'll love the bright and open feel, with newer LVP flooring flowing throughout. The kitchen is stocked with plenty of cabinet space, an eat in dinning room, and all appliances stay for your convenience. The spacious living room opens to a private paved patio, perfect for relaxing outdoors, while the primary bedroom also features its own sliding door to a second patio retreat. This condo is filled with natural light and cheerful charm. Enjoy the added bonus of a 1-car attached garage and a location right along the walking trail, making it easy to get outside and stay active. Centrally located near schools, parks, and downtown Chesterton, this home is the perfect blend of comfort and convenience.

2111 Tupelo Lane, Chesterton

Listing courtesy of Jacquelyn Brubaker from Coldwell Banker Real Estate Gr.

Selling Office: Listing Leaders Northwest.

1062 Birch Trail Drive, Chesterton
$465,000
5 Beds ⋅ 4 Baths ⋅ 838450 MLS ⋅ 3,607 SqFt. ⋅ Stephanie Cowger
Welcome to Duneland Trails, where space, quality, and location come together beautifully. This custom-built five bedroom, four bath home offers the kind of room to live, host, and grow that's hard to find, with expansive living areas and a thoughtfully designed layout that balances flow with function. The main living spaces connect seamlessly, creating an inviting atmosphere for both everyday living and entertaining, while well proportioned bedrooms provide comfort and flexibility for a variety of needs. The fenced backyard offers a private setting for relaxing or gathering, while a separate basketball court and detached garage add even more versatility for recreation, hobbies, and storage. Ideally situated in a premier location near schools, parks, shopping, dining, expressways, the South Shore train station, and just a short drive to the city, this home delivers the perfect combination of space, convenience, and lifestyle.

1062 Birch Trail Drive, Chesterton

Listing courtesy of Stephanie Cowger from Blackrock Real Estate Services.

Selling Office: McColly Real Estate.

2161 Annabelle Court, Chesterton
$480,000
7 Beds ⋅ 4 Baths ⋅ 838344 MLS ⋅ Kimberly Fowler
This well-maintained fourplex presents an exceptional investment opportunity for both seasoned and first-time investors. Featuring three 2-bedroom, 1-bath units and one 1-bedroom, 1-bath unit, the property offers a versatile unit mix designed to attract a broad range of tenants and maximize rental income. Each unit is thoughtfully designed with comfortable living areas, ample natural light, and functional layouts. One apartment was newly renovated in 2025, offering modern finishes that enhance tenant appeal and rental value. The property also boasts a new roof installed in 2025 and newer furnaces in two of the units, providing peace of mind and reducing near-term maintenance costs. Tenants enjoy desirable amenities such as off-street parking, separate utilities, and low-maintenance landscaping--helping keep operating expenses efficient for the owner. The property has been carefully maintained, contributing to its strong overall condition and curb appeal. Conveniently located near shopping, dining, award-winning Duneland schools, and major transportation routes, this fourplex is highly attractive to renters seeking accessibility and convenience. Strong rental demand in the area further reinforces its potential for steady cash flow. Rare opportunity to own a fourplex in Chesterton!!!

2161 Annabelle Court, Chesterton

Listing courtesy of Kimberly Fowler from Blackrock Real Estate Services.

Selling Office: Realty Executives Premier.

839 Idlewild Lane, Chesterton
$584,000
4 Beds ⋅ 3 Baths ⋅ 837819 MLS ⋅ 2,444 SqFt. ⋅ Dawn Marie Collins
Beautiful New Construction in Desirable Easton Park This stunning 2-story home offers 4 bedrooms, 2.5 baths, and a spacious 3-car garage in the highly sought-after Easton Park community. Enjoy a welcoming covered front porch and step inside to find modern finishes throughout, including quartz countertops, upgraded cabinetry, and stainless steel appliances. The open layout is complemented by a convenient upstairs laundry room. The owner's suite is a true retreat, featuring a luxury bath with an oversized custom shower and a generous walk-in closet. Additional highlights include a landscaped lot, unfinished basement with rough-in plumbing for a future bathroom, and access to the highly rated Duneland School system.

839 Idlewild Lane, Chesterton

Listing courtesy of Dawn Marie Collins from Collins & Collins Exec Realty.

Selling Office: McColly Real Estate.

190 E Mekeland Road, Chesterton
$400,000
3 Beds ⋅ 3 Baths ⋅ 836709 MLS ⋅ 2,876 SqFt. ⋅ Brent Wright
HOME SWEET HOME! This Exceptional 2011 Built Open Concept 3 Bed, 3 Bath 2-Story Home with a FINISHED BASEMENT, 2.5 Car Garage, and Situated on Just Over an Acre is a MUST SEE! From the moment you enter, you'll appreciate the 9' ceilings, expansive feel, and thoughtfully designed layout that seamlessly blends everyday comfort with elevated living. The formal living room offers a refined space for hosting or relaxing, while the open-concept design creates an effortless flow throughout the main living areas. The kitchen is the heart of the home, showcasing extensive cabinetry, generous counter space, a large island, and stainless steel appliances (that stay)--all opening directly to the dining area and spacious rec room. Here, abundant natural light and a striking fireplace create a warm, inviting atmosphere, perfect for both entertaining and quiet evenings in. Upstairs, you'll find three generously sized bedrooms, including a well-appointed primary suite designed for comfort and privacy. Complete with a private bath, walk-in closet, and its own dedicated office space, this suite offers the ideal balance of functionality and retreat. The finished basement is a true standout, featuring distinctive epoxy marble-style flooring and ICF foundation walls, delivering not only additional living space but also enhanced durability, efficiency, and long-term value. Step outside to your private, expansive setting on just over an acre, where a large deck, shed, and firepit create the perfect outdoor environment for entertaining, unwinding, or enjoying peaceful surroundings. Additional highlights include stainless steel appliances (that stay), washer and dryer, reverse osmosis system, and owned water softener--adding both convenience and value. THIS HOME IS PRICED TO SELL -- SCHEDULE YOUR PRIVATE SHOWING TODAY!

190 E Mekeland Road, Chesterton

Listing courtesy of Brent Wright from McColly Real Estate.

Selling Office: Coldwell Banker Real Estate Gr.

1429 Delos Marr Avenue, Chesterton
$489,900
4 Beds ⋅ 3 Baths ⋅ 838142 MLS ⋅ 2,439 SqFt. ⋅ Christina Harber
Step into a home that feels straight out of a magazine, where every detail has been thoughtfully designed and impeccably maintained. This stunning four bedroom, three bath residence offers upgraded finishes throughout and a truly move-in ready experience. The open-concept layout creates a seamless flow, perfect for both everyday living and effortless entertaining. Retreat to the luxurious primary suite, complete with a spa-like en suite and spacious walk-in closet, your own private oasis. Outside, the serene, fenced backyard invites you to unwind or gather with friends around the firepit, creating the perfect backdrop for relaxing evenings. An oversized garage provides ample space for storage and convenience. Ideally situated near the scenic walking trails of Coffee Creek Preserve, this home combines style, comfort, and an unbeatable location, offering a lifestyle that is as elevated as it is inviting.

1429 Delos Marr Avenue, Chesterton

Listing courtesy of Christina Harber from Blackrock Real Estate Services.

Selling Office: BHHS Indiana Realty.

1351 Gossett Mill Ave, Chesterton
$412,000
3 Beds ⋅ 3 Baths ⋅ 202549201 MLS ⋅ 2,151 SqFt. ⋅ Barry Skalski
Welcome to 1351 Gossett Mill Avenue, where comfort, flexibility, and thoughtful updates come together. This home offers three bedrooms and two and a half bathrooms, including a convenient Jack-and-Jill bathroom, providing functionality for everyday living. Enjoy relaxing on the covered porch or spending time outdoors on the newly rebuilt deck, perfect for entertaining or unwinding. The home features an attached garage for added convenience and a built-in speaker system that enhances the living spaces. Recent updates include newer siding, a home ventilation system, and an HVAC system installed approximately six years ago, offering peace of mind and year-round comfort. A versatile third-floor flex space provides endless possibilities—ideal for a home office, workout room, creative studio, or additional living area. Designed to adapt to your lifestyle, this home is ready to be enjoyed.

1351 Gossett Mill Ave, Chesterton

Listing courtesy of Barry Skalski from Michiana Realty LLC.

Selling Office: NonMember SB.

2037 Texas Street, Chesterton
$238,000
2 Beds ⋅ 1 Baths ⋅ 838887 MLS ⋅ 1,443 SqFt. ⋅ Park View Place BLDG. ⋅ Jarrod Carr
Welcome to easy living in Park View Place! This charming 2-bedroom, 1-bath ranch-style half duplex offers the perfect blend of comfort and convenience. The open-concept layout features soaring vaulted ceilings in the living and kitchen areas, creating an airy, spacious feel. Enjoy peaceful mornings on your private deck overlooking trees and an open field beyond--no rear neighbors! When you're ready to explore, you are just a short stroll from the community favorite Dogwood Park and local walking trails. Complete with an attached garage and a large concrete crawl space for extra storage, this home is a true gem in a quiet, sought-after neighborhood.

2037 Texas Street, Chesterton

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

Selling Office: @properties/Christie's Intl RE.

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.


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