Homes for Sale near Chesterton High School

• 

  

  

  /24

  $439,000

  • 4 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  2131 Pepperbush Ave, Chesterton, IN 46304

  Desirable Westwood Manor Subdivision in Chesterton!Located in the award-winning Duneland School District, this meticulously maintained and move-in-ready home offers 4 bedrooms, 4 bathrooms, a loft office area, and a finished basement with a flex room that could serve as a 5th bedroom, office, or game room.The main level features a spacious eat-in kitchen with a generous pantry and sliding doors

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 348-8090

  2131 Pepperbush Ave, Chesterton, IN 46304
• 

  

  

  /65

  $1,199,999

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

  1458 Spyglass Cir, Chesterton, IN 46304

  Exquisite Golf Course Estate in the Gated Sand Creek CommunityWelcome to luxury living in the prestigious, gated Sand Creek community. This custom-built home is perfectly positioned on the Tee Box of Lake Hole 1, offering panoramic golf course views and a short walk to the clubhouse and its upscale amenities.With over 7,000 square feet of timeless design, this 6-bedroom, 6-bath estate blends

  

  Jason Moon

  Trueblood Real Estate, LLC

  (219) 912-2020

  1458 Spyglass Cir, Chesterton, IN 46304
• 

  

  

  /47

  $569,900

  • 5 Beds
  • 3.5 Baths
  • 3,884 Sq Ft

  17 Mark Twain Dr, Valparaiso, IN 46385

  THIS HOME HAS IT ALL! Set on the North side of Valparaiso & just 50 mins from Chicago, 2 mins to the Toll Road & 9 mins from South Shore Train. One look and you'll fall in love with the open-concept 2 story with Primary Bedroom on main level. Stunning solid oak flooring throughout the entire main level along w/stone FP, cathedral ceilings, & stainless appliances. Main level offers option for

  

  Nick Scalise

  Listing Leaders

  (219) 912-8095

  17 Mark Twain Dr, Valparaiso, IN 46385
• 

  

  

  /46

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,066 Sq Ft

  1650 Hogan Ave, Chesterton, IN 46304

  Located in the desirable Sand Creek community, this stunning 4-bedroom, 3-bath home seamlessly blends luxury, comfort, and modern updates. The home features LED lighting throughout, hardwood floors, crown molding, and a stone fireplace just five years old. The main floor and upper level both include convenient laundry areas, while the huge primary suite offers a tray ceiling, brand-new carpet,

  

  Paul Boyter

  McColly Real Estate

  (219) 342-2742

  1650 Hogan Ave, Chesterton, IN 46304
• 

  

  

  /29

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  327 S 18th St, Chesterton, IN 46304

  Discover your dream home in Chesterton, just minutes from the scenic Indiana Dunes! This expansive tri-level residence boasts 3 generous bedrooms and 2 updated bathrooms. Enjoy two large living areas, perfect for entertaining or relaxing. The home features fresh flooring and new countertops throughout, adding a modern touch. Outside, a spacious fenced-in yard offers ample room for equipment

  

  Jeff McCormick

  McCormick Real Estate, Inc.

  (219) 506-3994

  327 S 18th St, Chesterton, IN 46304
• 

  

  /28

  $365,000

  • 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.

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 336-0887

  200 Ivy St, Chesterton, IN 46304
• 

  

  /34

  $339,900

  • 4 Beds
  • 3.5 Baths
  • 1,792 Sq Ft

  1162 Chesterfield Ave, Burns Harbor, IN 46304

  Summer is calling in Burns Harbor! This beautifully cared for two-story home is nestled in the vibrant Village of Burns Harbor, where neighborhood charm meets modern comfort. On the main level you'll find an office or 4th bedrooms, a formal dining room, half bath, large foyer and spacious kitchen and living room. Step into an airy open concept layout featuring a bright living room and eat-in

  

  David Taylor

  McColly Real Estate

  (219) 327-3527

  1162 Chesterfield Ave, Burns Harbor, IN 46304
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  /9

  $90,000

  • Land
  • 1.46 Acres
  • $61,644 per Acre

  000 Pinneys Ct, Chesterton, IN 46304

  Build your dream home on this rare 1.46 acre wooded corner lot with public utilities and the peaceful Coffee Creek running through the property. Located just a hop, skip, and a jump from everything Chesterton has to offer including the highly sought after Duneland School District, the charming downtown area and Dunes National Lakeshore! Whether you're heading to the city for work or play,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 266-7620

  000 Pinneys Ct, Chesterton, IN 46304
• 

  

  /17

  $149,000

  • Land
  • 0.75 Acre
  • $198,667 per Acre

  0 Burns Blvd, Burns Harbor, IN 46304

  A3/4 Acre Wooded Lot! Amazing opportunity to build single family home, multi-unit, or commercial. Take a look at this site ready property with all utilities available, backing up to a tree lined back yard. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community offers Parks,

  

  Nick Scalise

  Listing Leaders

  (219) 533-7443

  0 Burns Blvd, Burns Harbor, IN 46304
• 

  

  /19

  $59,000

  • Land
  • 0.19 Acre
  • $310,526 per Acre

  1138 Weaver Way, Burns Harbor, IN 46304

  Amazing opportunity to build single family home, multi-unit, or commercial. Take a look at this site ready property with all utilities available, and backs up to a beautiful tree line. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community offers Parks, Gazebo, and open space

  

  Nick Scalise

  Listing Leaders

  (219) 533-9389

  1138 Weaver Way, Burns Harbor, IN 46304
• 

  

  /22

  $89,000

  • Land
  • 0.48 Acre
  • $185,417 per Acre

  1136 Weaver Way, Burns Harbor, IN 46304

  1/2 Acre LOT! Amazing opportunity to build single family home, multi-unit, or commercial. Take a look at this site ready property with all utilities available. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community offers Parks, Gazebo, & open space areas to enjoy. Just minutes

  

  Nick Scalise

  Listing Leaders

  (219) 400-8675

  1136 Weaver Way, Burns Harbor, IN 46304
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  /63

  $480,000

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

  544 Windridge Dr, Chesterton, IN 46304

  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 ceiling in the family

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 946-4396

  544 Windridge Dr, Chesterton, IN 46304
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  /59

  $1,149,999

  • 3 Beds
  • 3 Baths
  • 4,964 Sq Ft

  1040 Country Creek Ln, Chesterton, IN 46304

  Make this detailed custom architect, designer, builders Lodge YOURS. Come home, relax, and enjoy every day. Experience the pleasure of true country living on this 4.46-acre retreat with a meandering creek, fruit trees, and fenced pasture. Each and every detail of this 5,000 sf country lodge smart home has been meticulously chosen, from the welcoming wrap-around porch and solid hickory front door,

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 544-5367

  1040 Country Creek Ln, Chesterton, IN 46304
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  /18

  $89,000

  • Land
  • 0.49 Acre
  • $181,633 per Acre

  V/L U S 20, Burns Harbor, IN 46304

  1/2 Acre LOT! Zoned "Downtown" allowing multi-family, condo, commercial or single family. Amazing opportunity that can be combined with surround lots. Take a look at this site ready property with all utilities available. The Village in Burns Harbor is the perfect setting and is under 1 hour from Chicago with quick access to I-94 and the South Shore Train. This neighborhood centric community

  

  Nick Scalise

  Listing Leaders

  (219) 641-3425

  V/L U S 20, Burns Harbor, IN 46304
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  /27

  $168,888

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  2023 Hawthorne Ln, Chesterton, IN 46304

  Home Sweet Home! This Spacious 2 Bed 1 Bath 1 Car Garage 2nd floor Maintenance FREE Condo with POND Views is a MUST SEE! From the moment you walk in you will love the natural lighting, spacious living room with nice views of the pond from multiple rooms. The kitchen offers a lot of cabinet and counter space with a breakfast bar and stainless-steel appliances (which stay). The formal dining room

  

  Brent Wright

  McColly Real Estate

  (219) 419-3952

  2023 Hawthorne Ln, Chesterton, IN 46304
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  /39

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,397 Sq Ft

  1550 Hogan Ave, Chesterton, IN 46304

  Welcome to this exquisite Sand Creek home, where sophisticated design meets cozy comfort. Nestled in Chesterton's sought-after Sand Creek subdivision, this stately four-bedroom, two-and-a-half-bath home offers a lifestyle of elegance and ease.Step inside and be captivated by the grandeur of the two-story foyer and its sweeping curved staircase. The main level is designed for both impressive

  

  Meghan Maddox

  MTM Realty Group

  (219) 312-7441

  1550 Hogan Ave, Chesterton, IN 46304
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  /62

  $1,099,900

  • 6 Beds
  • 4.5 Baths
  • 5,618 Sq Ft

  694 N 50 W, Valparaiso, IN 46385

  Home Sweet Home! This BETTER THAN NEW 'DUNELAND SCHOOL CORP' Custom Open Concept 6 Bed 5 Bath 2 Story MAINFLOOR MASTER SUITE Home with a 3 Car HEATED GARAGE on 2.76 Acres with a Pond and Finished Basement with NO HOA is a MUST SEE! From the moment you walk up to the home you will love the Grand Covered Front Porch and Foyer area. The Living Room/Great Room offers 2 Story Ceilings, Beautiful

  

  Brent Wright

  McColly Real Estate

  (219) 355-2012

  694 N 50 W, Valparaiso, IN 46385
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  /5

  $349,900

  • 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

  

  Brent Wright

  McColly Real Estate

  (219) 533-7690

  0 N 450 E, Chesterton, IN 46304
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  /34

  $495,000

  • 6 Beds
  • 6 Baths
  • 1,884 Sq Ft

  106 Jeffrey St, Chesterton, IN 46304

  3 unit 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 with Award winning Duneland Schools. 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

  

  Nick Scalise

  Listing Leaders

  (219) 300-6812

  106 Jeffrey St, Chesterton, IN 46304
• 

  /2

  $299,900 New Construction

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft

  170 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. To be completed by the end of June 2025. This inviting 2-bedroom, 1 bath RANCH residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 758-7784

  170 Harbor Way, Burns Harbor, IN 46304
• 

  

  /15

  $319,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  168 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. To be completed by the end of June 2025. This inviting 3-bedroom, 1 and 3/4 bath residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 544-5070

  168 Harbor Way, Burns Harbor, IN 46304
• 

  

  /16

  $319,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  169 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. To be completed end of June 2025. This inviting 3-bedroom, 1 and 3/4 bath residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a serene

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 533-8485

  169 Harbor Way, Burns Harbor, IN 46304
• 

  /2

  $299,900 New Construction

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  171 Harbor Way, Burns Harbor, IN 46304

  Discover an enchanting NEW CONSTRUCTION paired home in the delightful beach community of Village in Burns Harbor. To be completed by the end of June 2025. This inviting 2-bedroom, 1 bath RANCH residence is conveniently located just 60 miles from Chicago, offering the perfect blend of tranquility and accessibility. With easy access to major highways, this thoughtfully designed home provides a

  

  Lisa Gaff

  White Hat Realty Group, LLC

  (219) 529-2765

  171 Harbor Way, Burns Harbor, IN 46304
• 

  

  /21

  $399,900 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

  

  Allen Edwin Homes

  Builder

  26 Karner Blue Ct, Chesterton, IN 46304
• 

  

  /40

  $379,900 New Construction

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

  22 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

  

  Allen Edwin Homes

  Builder

  22 Karner Blue Ct, 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.

  

  Allen Edwin Homes

  Builder

  0 the Preserve Indiana St Unit 36494274, Chesterton, IN
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  /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.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474152, Chesterton, IN
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  /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.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36474213, Chesterton, IN
• 

  

  /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.

  

  Allen Edwin Homes

  Builder

  0 Elements St Unit 36503155, Chesterton, IN
• 

  $494,900 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

  

  Allen Edwin Homes

  Builder

  28 Karner Blue Ct, Chesterton, IN 46304
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  /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
• 

  

  /24

  $330,900

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  606 S 18th St, Chesterton, IN 46304

  Endless Possibilities Await - Bring your creative vision to life in this 4-bedroom, 2.5-bath residence situated in the highly sought-after Duneland School District! This home offers a remarkable chance to infuse your personal style and complete any pending projects. With a touch of care, it can become the ideal family haven! Nestled on just under half an acre, the property features a private,

  Crystal Soliday @properties/Christie's Intl RE

  606 S 18th St, Chesterton, IN 46304
• 

  

  /40

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 4,178 Sq Ft

  625 Deer Meadow Trail, Valparaiso, IN 46385

  OWNER SAYS: MAKE an Offer! Will consider all reasonable offers! Well Built Brick Ranch with Full Finished Basement! Welcome to your dream home featuring a brand new roof and gutters. As you enter, you're greeted by a large foyer that leads to the formal living room, perfect for relaxation. The elegant formal dining room flows seamlessly into a great kitchen equipped with a center island and

  Mary Willis Monty Willis Team PC

  625 Deer Meadow Trail, Valparaiso, IN 46385
• 

  

  /49

  $445,000

  • 4 Beds
  • 2 Baths
  • 2,626 Sq Ft

  832 N 75 W, Valparaiso, IN 46385

  Discover peaceful country living with this beautifully updated 4-bedroom, 2-bath brick ranch nestled on 5 spacious acres. This home combines classic charm with modern upgrades, featuring a sleek kitchen outfitted with quartz countertops, stainless steel appliances, and stylish finishes. Glass sliding doors off the kitchen open to a large covered deck--perfect for morning coffee, entertaining

  Jarrod Carr @properties/Christie's Intl RE

  832 N 75 W, Valparaiso, IN 46385
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  /32

  $429,900 Open Sun 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  701 S Park Dr, Chesterton, IN 46304

  Discover this roomy five-bedroom, four-bath home in the highly desirable South Park Acres neighborhood. This home has it all. Located on a large corner lot, surrounded by new landscaping and flowering perennials, inside you will find the kitchen and all bathrooms fully remodeled and updated, offering modern finishes and thoughtful design. The kitchen has granite countertops a large center

  Marianne Easter Berkshire Hathaway HomeService

  701 S Park Dr, Chesterton, IN 46304
• 

  

  /49

  $439,900 Open Sun 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 2,894 Sq Ft

  412 S 15th St, Chesterton, IN 46304

  Welcome to a home that truly has it all -- modern updates, timeless charm, and space for everyone! This beautifully remodeled 5-bedroom, 3-bath home is filled with natural light, open spaces, and thoughtful details that make everyday living feel special.Step inside and be greeted by a warm wood-beamed entryway that opens into a spacious, open-concept layout designed for easy entertaining. Each

  Andrea Galvez Realest.com

  412 S 15th St, Chesterton, IN 46304
• 

  

  /49

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  1125 N 350 E, Chesterton, IN 46304

  Welcome to this sprawling one owner ranch, perfectly situated on 2 acres of peaceful, park-like surroundings! From the moment you arrive, the charm of this property is undeniable. The thoughtfully designed floor plan offers both style and functionality, with spacious gathering areas, abundant natural light, and seamless flow throughout. The heart of the home is a beautifully appointed kitchen

  Lisa Herma RE/MAX Executives

  1125 N 350 E, Chesterton, IN 46304
• 

  

  /40

  $699,900

  • 6 Beds
  • 3.5 Baths
  • 4,078 Sq Ft

  877 Farmview Dr, Valparaiso, IN 46383

  This two-story home in Jackson Township with 6 bedrooms & 4 baths is a beauty, offering an impressive 4,078 square feet of living space on a 1.4-acre lot. As you approach, the front porch under a roof invites you in, setting the tone for what awaits you inside. Upon entering, you're greeted by 9-foot ceilings & hardwood floors that flow through the foyer, office, dining area, kitchen & great

  Julie Elisha McColly Real Estate

  877 Farmview Dr, Valparaiso, IN 46383
• 

  

  /35

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  604 Oakwood Dr, Chesterton, IN 46304

  Won't last long!!! This charming two story home will not disappoint you as you are welcomed by a large wrap around front covered porch. The foyer is spacious. The main level has a private parlor or den whichever fits your personal needs. Formal dining room with French Doors leading to the great room / living area and kitchen combination.The kitchen was completely redone when the 16' X 30'

  Noreen Adams BHHS Executive Realty

  604 Oakwood Dr, Chesterton, IN 46304
• 

  

  /23

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  5605 Campbell St, Valparaiso, IN 46385

  Back on market due to no fault of seller!!!! Don't miss out on the opportunity to own this incredibly well-maintained 3-bedroom, 2-bathroom home set on 3.81 beautiful acres! This horse-friendly property features a barn, an oversized mechanics garage--ideal for hobbies, storage, or a workshop--and a one-car attached garage for convenience. Inside, the home offers a cozy fireplace, included

  Amanda Amaro Banga Realty, LLC

  5605 Campbell St, Valparaiso, IN 46385

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