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Chesterton Real Estate

Chesterton, Indiana is located about 45 miles south of Chicago,  just south of the beautiful Indiana Dunes National Park and Indiana Dunes State Park in Northwest Indiana. Chesterton is a historic community with a beautiful Commercial Historic District. From summer cabins to year-round residences, there’s something for everyone in Chesterton. 

Scroll down to browse current real estate for sale in Chesterton, Indiana. Contact McColly Real Estate to schedule a showing or if you have any questions. Create an account to save your favorite Chesterton properties and to receive email notifications when similar properties become available. 

1531 Birdie Way Chesterton IN 46304

Chesterton, IN1531 Birdie Way

Price$339,900

Est. Mortgage: $/month

MLS Number 502606

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,807

Welcome home to this beautiful 2 story in the desired Dogwood Estates neighborhood. With striking curb appeal & charm, this 3 bed, 3.5 bath home w/ finished basement will not disappoint.Upon entry you are greeted by a lengthy foyer showcasing gorgeous hardwoods & neutral decor throughout.A beautifully spacious great room is graced by a striking fireplace, perfect for those cozy winter nights.The kitchen features rich cabinetry, stainless appliances and a fantastic dining area. Upstairs, you will find a spacious master bedroom featuring a large en-suite & must see custom closet, all connecting to a convenient pass thru laundry.Two more large bedrooms and full bath complete this level. The finished basement offers a full bath and spacious rec room - the perfect extra hang-out space!Outdoor entertaining is easy with a nicely sized deck The gorgeous, wooded backyard offers plenty of green-space and conveniently backs up to a local park. Close to HGWYS, shopping w/ premier schools!

Listed by Realty Executives Premier

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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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402 S 14th Street Chesterton IN 46304

Chesterton, IN402 S 14th Street

Price$299,900

Est. Mortgage: $/month

MLS Number 502379

  • MultiFamily
  • Year Built 1945
  • Acreage 0.29
  • Bedrooms 5
  • County Porter

Attention Investors; income/investment property available. Two units; 1st unit, which is currently rented on a month to month basis, has 3 bedrooms and 2 baths and includes a 1 bed 3/4 bath related living apartment. It also includes a 1.5 car garage and has a nice front porch. The upstairs unit is 1 bed and 1 bath. Plenty of off street parking and nice decks. The 2 rental units and the related living unit have new furnaces and the 3 bedroom unit also has new hot water heater. The A Frame has a new roof and also has new sliding glass doors.

Listed by Pinnacle Realty,LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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348 Indian Boundary Road Chesterton IN 46304

MLS Number 502439

  • Commercial
  • Property SubType Retail
  • Square Feet 87,162
  • Acreage 2

The possibilities are endless for this 2 acre PUD commercial property located on a major thoroughfare off 80/94 and Highway 49. This commercial property is approved for a 3,000 square foot building and already has a 1,800 square foot building on site. ZONED B-2 and Surrounded by national and regional retail tenants including Taco Bell, McDonalds, Dunkin', Jimmy Jonh's, Burger King, Walgreens and new Aldi supermarket. High traffic count and excellent frontage on Indiana Boundary.

Listed by Blackrock Real Estate Services

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2112 Pradera Trail Chesterton IN 46304

Chesterton, IN2112 Pradera Trail

Price$74,900

Est. Mortgage: $/month

MLS Number 502514

  • Land
  • Acreage 0.27
  • County Porter

LAST LOT in Stone Meadows!! All of the city conveniences, while maintaining that neighborhood feeling!! Walk to Dogwood Park, Che sterton High school, and several trails.

Listed by Mentor Listing Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 E 1050 N Chesterton IN 46304

Chesterton, IN34 E 1050 N

Price$585,000

Est. Mortgage: $/month

MLS Number 502401

  • Land
  • Acreage 51.04
  • County Porter

51 Acres of R-1 land located 0.25 mile east of Chesterton High School. Indiana American Water, NIPSCO gas/electric lay at the northern boundary. Minimal topography changes.

Listed by McColly Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1040 Preserve Lane Chesterton IN 46304

Chesterton, IN1040 Preserve Lane

Price$399,900

Est. Mortgage: $/month

MLS Number 502309

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,312
  • Acreage 0.19

Newer two story home just down the street from Chesterton High School in The Preserve. If you want quality construction, this is the home for you. Special features include nine foot main floor ceilings, wood floors, ceramic bathrooms, master suite double bowl vanity with walk-in closet, Delta faucets, fireplace, main level den/tv room, prewired in-wall speakers, state of the art security system, LED lighting throughout, maple cabinets and pantry, 95% efficient furnace, on-demand water heater, blown-in cellulose insulation, finished garage, concrete driveway, keyless entry into garage. Real wood floors in the kitchen, hall, living room, and foyer. Fully landscaped exterior. Four foot concrete crawl space for extra storage. POSSESSION OF THE HOME IS SUBJECT TO TENANTS LEASE, WHICH EXPIRES JULY 31, 2023. All of this in The Preserve subdivision, Where Nature Is Your Neighbor.

Listed by McColly Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1109 N 350 E Chesterton IN 46304

Chesterton, IN1109 N 350 E

Price$375,000

Est. Mortgage: $/month

MLS Number 502227

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,164
  • Acreage 5

This is a deal in Jackson Twp.! 5 bdrm. bi-level on 5 acres! Home features new flooring throughout and freshly painted! Remodeled kitchen in 2017 and new roof in 2017; main bdrm. has a half bath; fireplace in family room; Sliders in dining room lead to a deck with a pool and there is a mini barn on the property; all appliances included; needs some TLC!

Listed by McColly Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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874 N 350 E Chesterton IN 46304

Chesterton, IN874 N 350 E

Price$259,900

Est. Mortgage: $/month

MLS Number 502289

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,940
  • Acreage 1

Welcome Home! This 3 bedroom home is situated on a large fenced in lot, and features a large country kitchen and dining room. The main bathroom features a tiled shower and new vanity. All amenities are located on the main floor! The large over sized 2 car garage (35X25), has a bonus loft area. Outside you will find the spacious backyard with gazebo and storage shed. Schedule Your Showing Today!

Listed by BluKey Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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346 E 1200 N Chesterton IN 46304

Chesterton, IN346 E 1200 N

Price$360,000

Est. Mortgage: $/month

MLS Number 502040

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,744
  • Acreage 7.85

Almost 8 Acres + a 4 Bedroom Bi/Level + a studio Home + a 40x30 Pole Barn w/Concrete Floor & Electric! Bring your cash buyers and imagination as these homes / property will need work and is being sold as is. The main home has the furnace & central air replaced in 14' - has a tankless hot water heater - new bladder tank for the well + a new sump with battery back up. The upper level offers a large living room - kitchen with replacement cabinets and hard surface counters - 3 bedrooms and bath with walk-in shower, the lower level offers the 4th bedroom - 2 rec-room areas - laundry and bath with whirlpool tub, the main home has a front covered porch and large 2 1/2 car attached garage with skylights. The studio home is approximately 26x30 all open with a full bath - wood beam C-Ceilings and 12 skylights. The main home is on 1 parcel and the studio home & pole barn are on a 2nd parcel. This property needs work and is being sold as is!

Listed by McColly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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803 S Calumet Road Chesterton IN 46304

Chesterton, IN803 S Calumet Road

Price$474,900

Est. Mortgage: $/month

MLS Number 502156

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,650
  • Acreage 0.56

Your oasis awaits! Half acre in the quaint town of Chesterton, only 40 minutes from the big city. Don't miss this hidden gem full of vintage charm yet with modern urban flare. Solid workmanship shows in this brick cape cod with stone turret entry, exposed brick accents, pocket doors, oak hardwood, marble bathroom, two fireplaces...and the list goes on! Additional room used as a home-office space with travertine floors and separate door. Restored 1938 vintage Chambers stove/oven adds to the charm. Double lot in town, mature trees, and manicured landscaping. A backyard gardener's dream with brick pathways, greenhouse, and large shed. Walking distance to local shops and restaurants in the downtown area. Minutes from major highways, the South Shore rail line, Lake Michigan, and Indiana Dunes National Park. View this AMAZING home today!

Listed by Blackrock Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

276 E 1225 N Chesterton IN 46304

Chesterton, IN276 E 1225 N

Price$349,000

Est. Mortgage: $/month

MLS Number 502132

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,072
  • Acreage 1.45

This quaint, unique property offers options. Retire here and spend your time in the many gardens or biking the country roads. The property also works well as a weekend getaway or vacation rental. The current owner uses it as a vacation home and turnkey vacation rental business. This charming farmhouse sits on a 1 acre lot. The lot has a two-car garage and a U-shaped driveway plus a large barn that is currently being used as a game room. The spacious master bedroom on the first level includes floor-to-ceiling windows, an en-suite full bathroom, and access to the rear porch. The large living room is bright and airy with plenty of natural light, a wood-burning stove, and French doors that exit to the rear porch. The main level also includes a large dining room, a kitchen with an adjoining breakfast nook, a second bathroom, and an enclosed porch/mudroom. Three additional bedrooms on the upper level provide plenty of additional space.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Indian Boundary Road Chesterton IN 46304

MLS Number 502131

  • Land
  • Acreage 1.92
  • County Porter

High traffic commercial lots. Two adjoining commercial properties totaling almost 2 acres on Indian Boundary Road. The property is zoned Business 2 which enables most retail applications, medical uses, and office functions. Property is in a TIF district.

Listed by Century 21 Alliance Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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