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118 S 13th Street, Chesterton
$175,000
3 Beds ⋅ 1 Baths ⋅ 841451 MLS ⋅ 1,804 SqFt. ⋅ Debra Lightfoot
Welcome to this charming 1 1/2 story, 3 bedroom home ideally located in the heart of downtown Chesterton! Situated on a spacious .36 acre lot, this property offers an excellent location. The inviting great room features a vaulted ceiling, cozy, corner gas fireplace and sliding doors that lead out to the 24 x 8 deck overlooking the landscaped yard, which is filled with colorful perennial gardens that were planted with love and provide beautiful blooms throughout the seasons. Main floor also features a living/dining room, kitchen, 2 bedrooms and an updated bath with ceramic walk-in shower. The upper level features the 3rd bedroom. There is an attached garage, an additional detached garage, shed and extra parking, providing ample room for vehicles, hobbies or extra storage. Enjoy everything Chesterton has to offer just minutes from your doorstep, including restaurants, a winery and brewery, the seasonal European Market and a Farmer's Market, boutique and antique shopping, Lake Michigan beaches and recreational areas and year round community events. Bring your decorating ideas, this home has great bones and is ready for your personal updates and finishing touches. Don't miss this opportunity to own a home in one of Northwest Indiana's most desirable communities!

118 S 13th Street, Chesterton

Listing courtesy of Debra Lightfoot from McColly Real Estate.

Selling Office: McColly Real Estate.

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.

2114 Tupelo Lane, Chesterton
$170,000
3 Beds ⋅ 2 Baths ⋅ 832457 MLS ⋅ 1,318 SqFt. ⋅ Westchester Village BLDG. ⋅ Karen Maynard
Eighth Wonder of the World!! C A R E F R E E L I V I N G!! Cute'n Cozy! Charming convenient maintenance free condo living just minutes from Downtown Chesterton and the magnificent INDIANA DUNES NATIONAL PARK! This main floor condo has a primary suite with private bath and TWO additional bedrooms (total 3 bedrooms) and bath. Lovely living area with slider out to peaceful deck area. NO STAIRS! Main floor laundry! 1 car garage! New carpet - new sliders - freshly painted - new ceiling fans - new furnace & new roof! Carefree, Convenient and Cost Effective! Enjoy two tennis courts, pond, walking paths and new Pickleball court going in this year! LIVABLE, LOVABLE & BEST OF ALL AVAILABLE! Relax and Enjoy Now!

2114 Tupelo Lane, Chesterton

Listing courtesy of Karen Maynard from McColly Real Estate.

Selling Office: Listing Leaders.

116 Rankin Street, Chesterton
$170,000
2 Beds ⋅ 1 Baths ⋅ 831453 MLS ⋅ 1,280 SqFt. ⋅ Paul Boyter
Discover charm and convenience in this inviting 2-bedroom, 1-bathroom, 1.5-story home located in the heart of Porter! Featuring a main-level bedroom, an unfinished basement for extra storage, and a spacious two-car garage, this home offers practical living with room to grow. Enjoy a fully fenced yard perfect for pets or play, complete with a cozy backyard firepit ideal for relaxing evenings. Just a short distance from highly-rated schools and the beloved Wagner's Ribs, with Porter Beach only a few miles north for your weekend getaways. You're also minutes from downtown Porter and the South Shore Line, making for an easy 45-minute commute to Chicago. Whether you're a first-time buyer or looking for a quiet retreat with city access, this home is a must-see!

116 Rankin Street, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

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

2121 Tupelo Lane, Chesterton
$168,000
2 Beds ⋅ 1 Baths ⋅ 830340 MLS ⋅ 1,228 SqFt. ⋅ Westchester Village Cape Cod Cmty BLDG. ⋅ Nikola Trajceski
Move-in ready, maintenance-free main-floor condo with a 1-car garage! A bright, open-concept living area features a cozy gas fireplace, and two new sliding doors to a private patio & your new backyard. The updated kitchen offers a brand-new quartz countertop, deep sink, pantry, and abundant cabinetry. Down the hall are two generous bedrooms, including a primary bedroom with a walk-in closet, an updated bath, and convenient in-unit laundry. Enjoy peace of mind with a brand-new A/C. HOA covers all utilities except gas and electric, plus lawn care, snow removal, and exterior maintenance. Minutes to downtown Chesterton, parks, schools, restaurants, shopping, and I-94 - this home blends comfort, convenience, and low-maintenance living. Schedule your showing TODAY!

2121 Tupelo Lane, Chesterton

Listing courtesy of Nikola Trajceski from Listing Leaders.

Selling Office: Brokerworks Group.

188 Summertree Drive, Chesterton
$160,000
2 Beds ⋅ 3 Baths ⋅ 831840 MLS ⋅ 1,244 SqFt. ⋅ Summer Tree BLDG. ⋅ Audrey Lemmons
Enjoy maintenance-free living in this well-located 2-bedroom, 2.5-bath townhome in desirable Summer Tree. Conveniently situated just minutes from the South Shore Train Station, major highways, and the Indiana Dunes National Lakeshore, this home offers both comfort and accessibility. The open-concept main level features upgraded luxury LVT flooring throughout, a welcoming entry, and a beautifully updated kitchen with new cabinetry and granite countertops, along with a bright eat-in dining area. The spacious great room includes a gas fireplace and sliding doors that open to a private 3-season room--ideal for morning coffee or relaxing with a good book. A main-floor laundry room connects the kitchen to the garage and includes a pull-down attic ladder for convenient extra storage. A main-level half bath adds to the functionality of the space. Upstairs, the primary suite offers a ceiling fan, walk-in closet, and private full bath. The second bedroom is generously sized with three closets and its own full bath. Community amenities include a park with gazebo, and the HOA covers all exterior building maintenance, snow removal of streets, drives, and walkways, lawn care, and common area maintenance.

188 Summertree Drive, Chesterton

Listing courtesy of Audrey Lemmons from Coldwell Banker Realty.

Selling Office: McColly Real Estate.

2023 Hawthorne Lane, Chesterton
$158,000
2 Beds ⋅ 1 Baths ⋅ 834405 MLS ⋅ 1,227 SqFt. ⋅ Westchester Village Home BLDG. ⋅ Brent Wright
HOME SWEET HOME! This beautifully maintained 2 Bed, 1 Bath Maintenance-Free Condo with a 1-Car Garage and POND VIEWS is a MUST SEE! From the moment you walk in, you'll appreciate the natural light and the spacious living room featuring peaceful pond views. The kitchen offers ample cabinet and counter space, a convenient breakfast bar, and stainless-steel appliances (newer refrigerator & garbage disposal) that stay -- making it move-in ready from day one. The formal dining area is perfect for entertaining and leads to your private balcony overlooking the pond -- an ideal spot for morning coffee or relaxing evenings. The spacious primary bedroom includes a walk-in closet and direct access to the full bath for added convenience. You'll also love the dedicated laundry room (newer dryer) with additional storage -- a feature not always found in condo living. Freshly painted and well cared for, this home also offers peace of mind with a newer roof. The HOA covers snow removal, lawn care, exterior maintenance, water, sewer, trash, and more -- giving you true low-maintenance living. PRICED TO SELL -- Schedule your showing today before this one is gone!

2023 Hawthorne Lane, Chesterton

Listing courtesy of Brent Wright from McColly Real Estate.

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

1951 David Drive, Chesterton
$131,775
2 Beds ⋅ 1 Baths ⋅ 844760 MLS ⋅ 924 SqFt. ⋅ Westchester Village Cape Cod BLDG. ⋅ Paul Boyter
Bring your vision and make this charming 2-bedroom, 1-bathroom condominium your own! This home offers easy, one-level living with the laundry room conveniently located on the main floor, plus an attached one-car garage. The property needs some TLC, making it a great opportunity for a buyer looking to add personal touches and build equity. Enjoy peaceful pond views and local wildlife from the back patio, creating a serene outdoor setting. The HOA takes care of roof shingles, select exterior maintenance, lawn mowing, snow removal, water, sewer, and trash, providing added convenience and low-maintenance living. Ideally located just a short drive from the South Shore Train, Indiana Toll Road, Indiana Dunes State Park, Lake Michigan, downtown Chesterton, and the popular European Market. With a little work and some imagination, this condo could be a wonderful place to call home!

1951 David Drive, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

Selling Office: McColly Real Estate.

369 Ridgeview Drive, Chesterton
$100,000
843167 MLS ⋅ Lisa Gaff
Imagine your dream home nestled among the trees on this beautiful 1.36-acre corner lot at 369 Ridgeview Drive. Located in Woodridge Hills, a private Jackson Township community known for its spacious wooded homesites and impressive custom residences, this property offers the rare opportunity to create a home designed entirely around your lifestyle. The generous corner setting provides flexibility for a striking home design, welcoming driveway and outdoor living spaces while preserving the natural beauty and privacy of the surrounding woods. Building plans are subject to applicable covenants and approvals. Enjoy a peaceful, tucked-away setting without giving up convenience. Downtown Chesterton's locally owned restaurants, boutiques, art scene, festivals and popular European Market are just minutes away. Spend weekends hiking, biking and enjoying Lake Michigan's shoreline at Indiana Dunes National Park, which protects 15 miles of beaches along the southern shore of Lake Michigan. For commuters or Chicago day trips, nearby Dune Park Station provides access to the South Shore Line, connecting Northwest Indiana directly with Millennium Station in downtown Chicago. With convenient access to Route 49, major expressways, Chesterton and Valparaiso, this location brings together privacy, natural beauty and everyday convenience. Bring your vision and create something truly remarkable at 369 Ridgeview Drive.

369 Ridgeview Drive, Chesterton

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

Selling Office: White Hat Realty Group, LLC.

1941 Bramble Trace, Chesterton
$100,000
841001 MLS ⋅ Stefanie Neal
Rare Opportunity. Prime Location. Desirable Homesite. Exceptional Value. Bring your own builder and create the custom home you've always envisioned on this premium half-acre homesite in the prestigious gated community of Sand Creek. Ideally positioned near the cul-de-sac at Bramble Trace and Kilarney Court, this exceptional lot offers serene views of the newly developed waterway and fountain, providing a picturesque backdrop for your future home. Experience the lifestyle that has made Sand Creek one of Northwest Indiana's most sought-after communities. Nestled within the acclaimed Sand Creek Country Club golf course community, enjoy the opportunity to a membership to championship golf, swimming, fitness facilities, fine and casual dining, spa services, and a vibrant social calendar. Vacant lots in Sand Creek are becoming increasingly scarce, making this an exceptional opportunity to secure a homesite in one of the area's most desirable neighborhoods. With its generous size, beautiful setting, and attractive price point, this property offers the perfect combination of flexibility, value, and lifestyle. Rarely does a homesite of this size, setting, and value become available in Sand Creek. Bring your vision, choose your builder, and create the home you've always dreamed of.

1941 Bramble Trace, Chesterton

Listing courtesy of Stefanie Neal from BHHS Indiana Realty.

Selling Office: Non Member.

124 S Jackson Boulevard, Chesterton
$94,000
3 Beds ⋅ 1 Baths ⋅ 843966 MLS ⋅ 1,017 SqFt. ⋅ Charles Vanderstelt
Calling all real estate investors looking for their next opportunity in Chesterton! Whether your strategy is to renovate and resell or improve and hold as a long-term rental, this property offers plenty of potential. The home features three bedrooms, one full bathroom, an oversized living room, and a practical layout with bedrooms spaced throughout the home. Adding to the opportunity is the additional parcel immediately to the north, which is included with the sale and brings the combined lot size to more than 9,300 square feet. The extra outdoor space provides additional breathing room and flexibility that can be difficult to find at this price point. Location is another important advantage. Situated in west central Chesterton, the property offers convenient access to employment, schools, shopping, restaurants, and the everyday necessities residents depend on. And unlike some properties in the area, you won't have train tracks or an interstate sitting directly in your backyard. For an investor, the possibilities are straightforward: renovate the home and bring it back to market, or make the necessary improvements and add another Chesterton property to your rental portfolio. The three-bedroom configuration, generous living space, additional parcel, and convenient location provide a solid foundation for either strategy. Bring your ideas, your contractor, and your numbers. If you've been searching for a Chesterton investment property where you can create value through renovation, this one deserves a closer look.

124 S Jackson Boulevard, Chesterton

Listing courtesy of Charles Vanderstelt from Listing Leaders.

Selling Office: Non Member.

1160 Monterey Drive, Chesterton
$86,000
842783 MLS ⋅ Matt Evans
Build your dream home on this exceptional golf course homesite in the prestigious Sand Creek Country Club community! Lot 21 in Phase VI-A backs directly to the golf course, on Marsh Course #4, offering beautiful views and a picturesque setting for your future custom home. Sand Creek Country Club features an outstanding array of membership amenities, including championship golf, swimming, tennis, fitness facilities, dining, social events, and year round recreational programs. Ideally located just minutes from the beautiful shores of Lake Michigan, this property also provides convenient access to the South Shore Line for an easy commute to downtown Chicago, approximately one hour away. Located within the highly regarded Duneland School Corporation, this homesite offers an outstanding combination of location, lifestyle, and accessibility. An adjoining golf course lot is also available for purchase under a separate MLS listing, providing the opportunity to expand your homesite or enhance your privacy. Buyer to verify lot dimensions, utilities, HOA information, building requirements, membership availability, and all intended uses.

1160 Monterey Drive, Chesterton

Listing courtesy of Matt Evans from RE/MAX Lifestyles.

Selling Office: Coldwell Banker Real Estate Gr.

1180 Monterey Drive, Chesterton
$86,000
842782 MLS ⋅ Matt Evans
Build your dream home on this exceptional golf course homesite in the prestigious Sand Creek Country Club community! Lot 20 in Phase VI backs directly to the golf course, on Marsh Course #4, offering beautiful and a picturesque setting for your future custom home. Sand Creek Country Club features an outstanding array of membership amenities, including championship golf, swimming, tennis, fitness facilities, dining, social events, and year round recreational programs. Ideally located just minutes from the beautiful shores of Lake Michigan, this property also provides convenient access to the South Shore Line for an easy commute to downtown Chicago, approximately one hour away. Located within the highly regarded Duneland School Corporation, this homesite offers an outstanding combination of location, lifestyle, and accessibility. An adjoining golf course lot is also available for purchase under a separate MLS listing, providing the opportunity to expand your homesite or enhance your privacy. Buyer to verify lot dimensions, utilities, HOA information, building requirements, membership availability, and all intended uses.

1180 Monterey Drive, Chesterton

Listing courtesy of Matt Evans from RE/MAX Lifestyles.

Selling Office: Coldwell Banker Real Estate Gr.

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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