11,576

Chesterton, IN Homes

Section Image Section Image Section Image
  • /29

    $365,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    200 Ivy St, Chesterton, IN 46304

    Welcome to this beautifully fully renovated home in the heart of downtown Chesterton! Featuring two separate units with private entrances, this home is currently being enjoyed as a spacious single family residence with a versatile related living space on the lower level. Each level is equipped with its own furnace, air conditioning, and water heater, offering comfort and efficiency throughout.

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    (219) 336-0887

    200 Ivy St, Chesterton, IN 46304
  • /15

    $1,800 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    342 E Beam St, Porter, IN 46304

    This property at 342 E Beam St offers 3 bedrooms and 1 bathroom within a total of 1,100 square feet. The living room provides ample space for relaxation and entertainment, while the bedrooms are designed for comfort and privacy. The bathroom features standard fixtures and is conveniently located. The kitchen includes essential appliances; stove, refrigerator, dishwasher and a washer/dryer is

    342 E Beam St, Porter, IN 46304
  • /32

    $200,000 Sold Sep 05, 2025

    • 2,024 Sq Ft
    • $99/SF
    • 62 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    2013 Laura Ln, Chesterton, IN 46304

    Welcome to this stunning 3-bedroom, 2.5-bathroom condo in the heart of Chesterton, Indiana! This spacious residence boasts carpeting throughout, complemented by gleaming hardwood floors in the inviting living room. The expansive master suite offers a serene retreat with a large walk-in closet for ample storage. Step outside to your private patio, perfect for relaxing or entertaining. Don't miss

    Josh Pavich McColly Real Estate

    2013 Laura Ln, Chesterton, IN 46304
    • /29

      Est $482,867 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,482 Sq Ft

      4081 Timberland Dr, Chesterton, IN 46304

      4081 Timberland Dr, Chesterton, IN 46304
  • /52

    $460,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,261 Sq Ft

    544 Windridge Dr, Chesterton, IN 46304

    * NEW INTERIOR PAINT* Welcome to your dream home in the heart of downtown Chesterton, Indiana! This spacious and custom-designed residence offers four bedrooms, two and a half baths, and a generous 2,261 square feet of luxury living space as well as an 1160 sq ft unfinished basement. Built with 2 x 6 construction, this home features impressive 9-foot ceilings throughout, with a soaring 11-foot

    Agent Photo

    Lisa Gaff

    White Hat Realty Group, LLC

    (219) 946-4396

    544 Windridge Dr, Chesterton, IN 46304
  • /23

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    809 S 15th St, Chesterton, IN 46304

    809 S 15th St, Chesterton, IN 46304
  • /45

    $395,000 Sold Sep 03, 2025

    • 2,800 Sq Ft
    • $141/SF
    • 36 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    1523 Sawgrass Dr, Chesterton, IN 46304

    Don't miss this beautiful 4 bedroom, 4 bathroom 2-story in Chesterton's Villages of Sand Creek! As you walk up you are welcomed to a covered front porch, a great place to unwind with your morning coffee! As you enter you are greeted with gleaming wood floors & a 2-story open foyer leading to either the formal dining room or living room/office area. Follow through to the family room with beautiful

    Jennifer Wood Blackrock Real Estate Services

    1523 Sawgrass Dr, Chesterton, IN 46304
    • /28

      Est $549,024 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,585 Sq Ft

      2025 Spruce Ln, Chesterton, IN 46304

      2025 Spruce Ln, Chesterton, IN 46304
  • /35

    $660,000 Pending

    • 8 Beds
    • 8 Baths
    • 2,512 Sq Ft

    103-117 Jeffrey St, Chesterton, IN 46304

    INCREDIBLE investment opportunity less than 1 hour from Chicago. Take a look at these fully rented and well maintained duplexes in the highly desirable town of Chesterton. Easy commute to I-94, Indiana Toll Road, and the South Shore Train line. A/C and Floors updated and these are turn-key rentals ready to start earning you revenue. Great possibility to grow your portfolio or live in one side

    Agent Photo

    Nick Scalise

    Listing Leaders

    (219) 327-8192

    103-117 Jeffrey St, Chesterton, IN 46304
  • /12

    $2,600 per month

    • 4 Beds
    • 2.5 Baths
    • 1,837 Sq Ft
    • Townhouse for Rent

    1202 Griffin Lake Ave, Chesterton, IN 46304

    Spacious 4 bedroom 21/2 bath half duplex. Many nice features include a great room with cathedral ceiling and a gas fireplace, engineered flooring through most of the the main level and ceramic floored sun room with barn doors to separate the room from the rest of the house, The first-floor carpeted master suite includes a full bath and walk-in closet and a tray ceiling. The kitchen includes a

    1202 Griffin Lake Ave, Chesterton, IN 46304
  • /19

    $240,000 Sold Sep 02, 2025

    • 1,200 Sq Ft
    • $200/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1952

    314 S 12th St, Chesterton, IN 46304

    Discover this delightful 3-bedroom, 1-bathroom single-family residence, perfectly nestled in the heart of downtown Chesterton. This property offers an enviable lifestyle with easy walking access to the popular European Market, a diverse selection of local shops, charming wineries, and vibrant breweries. This "cozy cutie," is roughly 1200 sq., ft. and is truly move-in ready for its new owners.

    Gabriel Mihut Realest.com

    314 S 12th St, Chesterton, IN 46304
    • /79

      Est $982,567 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 7,047 Sq Ft

      1040 Kilarney Rd, Chesterton, IN 46304

      1040 Kilarney Rd, Chesterton, IN 46304
  • /5

    $349,900 Under Contract

    • Land
    • 40 Acres
    • $8,748 per Acre

    0 N 450 E, Chesterton, IN 46304

    40 ACRES of WOODED PRIME HUNTING LAND Just North of the Indiana Dunes National Park Heron Rookery! This 40 Acre parcel offers nothing but endless possibilities but is currently used for hunting & Rec. This property offers dense forest! The seller had a logging company come and could make good money just thinning out the forest or even more by having it all logged. The choice is yours! THIS IS

    Agent Photo

    Brent Wright

    McColly Real Estate

    (219) 533-7690

    0 N 450 E, Chesterton, IN 46304
  • /20

    $2,450 per month

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • House for Rent

    852 Burr Oak Dr, Chesterton, IN 46304

    CALL FOR MORE INFORMATION AND SHOWING APPOINTMENTS! PLEASE LEAVE A MESSAGE FOR A RETURN CALL IF WE ARE UNAVAILABLE. This updated 3-bedroom, 2-bath home sits on a quiet cul-de-sac in a peaceful neighborhood. Spacious living room with hardwood floors. Kitchen with granite countertops, stove, refrigerator, dishwasher and a sliding glass door leading to the deck. The backyard offers plenty of space

    852 Burr Oak Dr, Chesterton, IN 46304
  • /32

    $347,700 Sold Aug 29, 2025

    • 1,252 Sq Ft
    • $278/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2000

    122-126 Jeffrey St, Chesterton, IN 46304

    INCREDIBLE investment opportunity less than 1 hour from Chicago. Take a look at these fully rented and well maintained duplexes in the highly desirable town of Chesterton. Easy commute to I-94, Indiana Toll Road, and the South Shore Train line. A/C and Floors updated and these are turn-key rentals ready to start earning you revenue. Properties can be sold along with other parcels on Jeffrey St.

    Nick Scalise Listing Leaders

    122-126 Jeffrey St, Chesterton, IN 46304
    • /70

      Est $492,246 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,780 Sq Ft

      2350 Arndt St, Chesterton, IN 46304

      2350 Arndt St, Chesterton, IN 46304
  • /49

    $2,950,000

    • 5 Beds
    • 9.5 Baths
    • 17,178 Sq Ft

    1700 Littler Dr, Chesterton, IN 46304

    Experience Unparalleled Luxury in This 17,178 Sq. Ft. Sand Creek EstateSophistication, craftsmanship, and prestige define this extraordinary 5-bedroom, 10-bathroom estate, located just one hour from Chicago in the exclusive Sand Creek community. Designed and built in 2003 by renowned interior designer and architect David Julian, this custom masterpiece offers breathtaking golf course views of

    John Reagan Blackrock Real Estate Services

    1700 Littler Dr, Chesterton, IN 46304
  • /15

    $1,800 per month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    2014 Washington Ave, Chesterton, IN 46304

    Property Id: 2003480This well-managed and beautifully maintained 2-bedroom, 1.5-bath townhome sits on a lovely corner lot in a quiet residential area. With 2-levels of spacious living, this home features:+ Master bedroom (16x18) with 2 large closets+ 2nd bedroom with 2 closets+ Spacious living room, half bathroom, and coat closet on the main level+ New Kitchen includes:

    2014 Washington Ave, Chesterton, IN 46304
  • /19

    $385,000 Sold Aug 29, 2025

    • 1,954 Sq Ft
    • $197/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    1608 Melanie Ln, Chesterton, IN 46304

    Now complete and ready for move in! The open concept living spaces you'll find soaring cathedral ceilings, fireplace, wood floors underfoot, abundant soft-close cabinetry with 42'' uppers, elegant quartz countertops, stylish kitchen appliances, and triple sliding door overlooking the wooded views. In the master you'll find a stunning custom tile shower with glass enclosure paired with on-trend

    Michelle Renninger Better Homes and Gardens Real

    1608 Melanie Ln, Chesterton, IN 46304
    • /5

      Est $193,000 Not Listed For Sale

      375 Lost Tree Dr, Chesterton, IN 46304

      375 Lost Tree Dr, Chesterton, IN 46304
  • /29

    $399,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,393 Sq Ft

    24 Karner Blue Ct, Chesterton, IN 46034

    New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home to over 2300 sq. ft. of open floor plan. The front entry greets guests and leads past a den, which will have French doors, and a powder bath, into a large great room, open to dining nook and kitchen. Dining

    Builder Photo

    Allen Edwin Homes

    Builder

    24 Karner Blue Ct, Chesterton, IN 46034
  • /21

    $429,900 Sold Aug 29, 2025

    • 1,954 Sq Ft
    • $220/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2025

    1619 Melanie Ln, Chesterton, IN 46304

    Only 3 homes left in this golf-course community! Now complete! The open concept living spaces you'll find soaring cathedral ceilings, fireplace, stylish floors underfoot, abundant soft-close cabinetry with 42'' uppers, elegant quartz countertops, all of your kitchen appliances, and triple sliding door overlooking the golf-course views. In the master you'll find an expansive cathedral

    Michelle Renninger Better Homes and Gardens Real

    1619 Melanie Ln, Chesterton, IN 46304
    • /70

      Est $901,729 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,304 Sq Ft

      1160 Ryder Rd, Chesterton, IN 46304

      1160 Ryder Rd, Chesterton, IN 46304
  • /21

    $379,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    26 Karner Blue Ct, Chesterton, IN 46304

    New construction home in The Preserve Indiana, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! With over 2,200 sq ft of living space this floorplan is sure to please with its convenience & style! The main floor welcomes into the foyer, with a convenient powder bath tucked away, and past a den that

    Builder Photo

    Allen Edwin Homes

    Builder

    26 Karner Blue Ct, Chesterton, IN 46304
  • /64

    $414,000 Sold Aug 29, 2025

    • 1,680 Sq Ft
    • $246/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    1165 N 150 E, Chesterton, IN 46304

    Nestled back from the road and surrounded by mature trees and serene natural beauty, this charming three-bedroom two-bathroom brick ranch offers the perfect blend of privacy, comfort, and convenience. Situated on over four acres in the highly sought after Duneland School District, this home provides a tranquil retreat without sacrificing proximity to town, shopping, dining, and highways. Just a

    Stephanie Cowger Blackrock Real Estate Services

    1165 N 150 E, Chesterton, IN 46304
    • /19

      Est $363,644 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,792 Sq Ft

      1385 N 375 E, Chesterton, IN 46304

      1385 N 375 E, Chesterton, IN 46304
  • /21

    $390,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    Integrity 2280 Plan at The Preserve Indiana, Chesterton, IN

    The Integrity 2280 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

    Builder Photo

    Allen Edwin Homes

    Builder

    0 the Preserve Indiana St Unit 36494274, Chesterton, IN
  • /12

    $550,000 Sold Aug 29, 2025

    • 2,763 Sq Ft
    • $199/SF
    • 96 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2019

    540 Sequoia Ct, Chesterton, IN 46304

    LAST CHANCE! Listed 27k under the appraised value, at 540 Sequoia Ct you'll be walking into equity. This custom-built beauty packs 2763 square feet of character, charm, and "where have you been all my life?" With two stories of thoughtfully designed living space, it's part cozy retreat, part stylish entertainer, and part "oh wow, I didn't know I needed that."Step into the great room where the

    Danek Znika Brokerworks Group

    540 Sequoia Ct, Chesterton, IN 46304
    • /52

      Est $465,546 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,755 Sq Ft

      1103 S 23rd St, Chesterton, IN 46304

      1103 S 23rd St, Chesterton, IN 46304
  • /12

    $400,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    Elements 2200 Plan at The Preserve Indiana - Elements, Chesterton, IN

    The Elements 2200 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

    Builder Photo

    Allen Edwin Homes

    Builder

    0 Elements St Unit 36474152, Chesterton, IN
  • /34

    $225,000 Sold Aug 29, 2025

    • 1,156 Sq Ft
    • $195/SF
    • 146 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    1073 N 100 E, Chesterton, IN 46304

    This 3-bedroom ranch with basement has an enclosed 240 sq ft front porch and 1.5 car detached garage on a .43 acre lot. All appliances are included. Newer vinyl plank flooring in kitchen and new carpet in living room. All bedrooms and hall have hardwood floors. Roof 2022, Trane Furnace 2020, Trane A/C 2015, Rheem Water Heater 2022, Windows 2014 and Enclosed front porch built in 2012 with new

    Frank Ennis McColly Real Estate

    1073 N 100 E, Chesterton, IN 46304
    • /5

      Est $83,117 Not Listed For Sale

      1030 Monterey Dr, Chesterton, IN 46304

      1030 Monterey Dr, Chesterton, IN 46304
  • /29

    $411,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,393 Sq Ft

    Elements 2390 Plan at The Preserve Indiana - Elements, Chesterton, IN

    The Elements 2390 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

    Builder Photo

    Allen Edwin Homes

    Builder

    0 Elements St Unit 36474213, Chesterton, IN
  • /57

    $925,000 Sold Aug 29, 2025

    • 3,193 Sq Ft
    • $290/SF
    • 115 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1932

    18 Circle Dr, Chesterton, IN 46304

    Architect Anthony Belluschi, FAIA, discovered this Northwest Indiana cabin just forty-five miles from his Chicago townhouse. Surrounded by the beauty of the Indiana DunesNational Park, comprised of sand dunes, quiet woodlands, Lake Michigan beaches and more. Designed and built by Alden Studebaker in 1932, the cabin features a cathedral ceiling and large stone fireplace, combined with Oregon logs.

    Mark Hull @properties/Christie's Intl RE

    18 Circle Dr, Chesterton, IN 46304
    • /25

      Est $500,936 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,822 Sq Ft

      1215 Bostwick Ave, Chesterton, IN 46304

      1215 Bostwick Ave, Chesterton, IN 46304
  • /4

    $437,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    Elements 2700 Plan at The Preserve Indiana - Elements, Chesterton, IN

    The Elements 2700 is a traditional 2-story floor plan with a footprint designed for optimal and inclusive living & storage.

    Builder Photo

    Allen Edwin Homes

    Builder

    0 Elements St Unit 36503155, Chesterton, IN
  • /42

    $350,000 Sold Aug 28, 2025

    • 3,000 Sq Ft
    • $117/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1927

    1157 Woodlawn Ave, Chesterton, IN 46304

    Discover this delightful 1.5-story brick home at 1157 Woodlawn Ave, offering approximately 3,000 sq. ft. of living space in Chesterton. Built in 1927, this home beautifully blends original hardwood floors with thoughtful modern updates.Featuring 3 bedrooms and 3 full bathrooms, this residence boasts a fully finished basement that significantly expands your living area. Enjoy cozy evenings by any

    Gabriel Mihut Realest.com

    1157 Woodlawn Ave, Chesterton, IN 46304
    • /5

      Est $369,298 Not Listed For Sale

      • 4 Beds
      • 2,009 Sq Ft

      72 Canondale Dr, Chesterton, IN 46304

      72 Canondale Dr, Chesterton, IN 46304
  • 28 Karner Blue Ct, Chesterton, IN 46304

    $449,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    28 Karner Blue Ct, Chesterton, IN 46304

    New construction home in The Preserve, located in Duneland School Corp. RESNET energy smart construction will save owner over 1K yearly plus home has 10-year structural warranty! Welcome home, to over 2,700 sq. ft. of living space that seamlessly blends space with style. The large two-story foyer greets you and leads past a den or study continuing into the expansive great room and large dining

    Builder Photo

    Allen Edwin Homes

    Builder

    28 Karner Blue Ct, Chesterton, IN 46304
  • /19

    $242,000 Sold Aug 28, 2025

    • 1,626 Sq Ft
    • $149/SF
    • 39 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1972

    1227 Park Ave, Chesterton, IN 46304

    Enjoy spacious living and an unbeatable location in this 4-bedroom, 1.5-bath bi-level in the desirable Duneland School District! The main level offers an inviting living room, an eat-in kitchen with stainless steel appliances, two bedrooms, and a full bath. The lower level includes two more bedrooms, a half bath, a spacious laundry/flex area, and additional storage offer great functionality. The

    Alison Rentschler REMAX County Wide 1st

    1227 Park Ave, Chesterton, IN 46304

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home