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Living in proximity to the gorgeous Indiana Dunes and being an artist is much like being neighbors to Frank Lloyd Wright and being a designer; the inspiration for creating your own masterpieces is abundant. Perhaps it is for this reason Chesterton, Indiana has become a hub for artists like Craig Berg and Holly Jackson. Craig’s photographs can be purchased at Dunes Photography, as well as his restaurant Duneland Pizza, while Holly’s Matisse-inspired paintings can be purchased at her studio in Downtown Chesterton. Several other regional artists have works for sale at the Chesterton Art Center, many which feature dunescapes and other ecological treasures.
In addition to being an art-centric community, Chesterton is known for its many exciting annual festivals and events. For example, the European Market, which runs May through October is a popular destination, as are the year-round shops and restaurants here. In the heart of the community residents and visitors alike enjoy establishments like Octave Grill, Ivy’s Bohemia House, and Lucrezia Cafe. Serving up the best breakfast in the Cool North of Indiana is the 2018 Breakfast Wars Champion, the Northside Diner, also located in Chesterton is the 1950s-style Port Drive-In.
Beyond the art and the fabulous dining options, Chesterton also has excellent recreation opportunities at destinations like the 151-acre Coffee Creek Watershed Preserve, The Brassie Golf Club, and the Sand Creek Country Club. Also popular are entertainment venues like the Brown Mansion and adjoining Westchester History Museum. Shopping opportunities are also abundant at O’Gara & Wilson Ltd. Antiquarian Booksellers, Ella’s Bella, Ashley’s Jewelry by Design, Chelle’s, The Flower Cart, and other local establishments. With so much to offer in addition to its natural beauty and convenient location, Chesterton is an excellent place to buy a home. Homes for sale in Chesterton include a wide variety of housing styles, with both attached and detached options. Singles, couples, families, retirees, and everyone in between can easily find a Chesterton property to suit their needs and personal tastes. Because of the diversity of Chesterton real estate, listing prices for available Chesterton homes fall in a broad price range. If you would like to learn more about Chesterton homes or land for sale, please allow us to assist you and contact us at your earliest convenience.
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Newest Chesterton Homes and Condos for Sale
Luxurious living awaits in gated Sand Creek. Architecturally significant home with 5,006 sq. ft., 4 bedrooms and 4 bathrooms, located on the course at Sand Creek. A pri...
- 4 Beds
- 4 Baths
Absolutely STUNNING 4-bed/2.5-bath 2-story on a wooded, 1.5 acre lot in southeast Duneland Cove! Tons of daylight & wood plank floors flow throughout the open-concept mai...
- 4 Beds
- 2.5 Baths
This Exquisite Custom Built Stone home in Exclusive Gated Sand Creek community boasts 5 spacious en-suite BRs, 6 Full/2 half BAs & an endless list of amenities.The ma...
- 5 Beds
- 8 Baths
Fall in love with this awesome 4-bed/2.5-bath 2-story in Wagner Hills! Enjoy your morning cup on the covered front porch before taking in the stunning open-concept main l...
- 4 Beds
- 2.5 Baths
Located behind the Gates within Sand Creek of Chesterton down the winding scenic roads you'll arrive to the cul-de-sac lot where 1574 Spyglass Circle rests. Serene views ...
- 5 Beds
- 5.5 Baths
Olthof Homes presents the energy savings Heartland Ranch home. This home will be completed in March and is under construction and not showable. This attractive cottage e...
- 3 Beds
- 2 Baths
Rare opportunity to own a restored 1857 farmhouse, vintage barn and outbuildings on 37.7 acres of rich topography, including rolling, tillable land; woods, and 800+ runni...
- 3 Beds
- 1.75 Baths
35 acres, currently used as a campground, just minutes from Indiana Dunes and shoreline! Easy access close to I-49. Currently 10 different buildings on site, including a ...
Immaculate Town Home beautifully located on a premier lot overlooking the walking trail adjacent to the watershed preserve in Coffee Creek. Stunning nature views as well....
- 4 Beds
- 2 Baths
DON'T LET THIS ONE GET AWAY!!! SET AN APPOINTMENT TO SEE THIS SPACIOUS 4 BEDROOMS, 2.5 BATH 2 STORY. FIREPLACE IN THE LIVING ROOM, SPACIOUS KITCHEN, FRESHLY PAINTED, NEW ...
- 4 Beds
- 2.5 Baths
Beautiful two story home located in Stone Meadows awaiting new owners. This home boasts over 2500 finished SF with a large unfinished daylight basement, and is nestled o...
- 4 Beds
- 2.5 Baths
PROPOSED CONSTRUCTION - PHOTOS OF HOME ARE OF COMPLETED HOME IN ANOTHER DEVELOPMENT WITH UPGRADES. BRAND NEW FLOOR PLAN! SIERRA HOMES PRESENTS THE OLIVIA. Spacious and o...
- 4 Beds
- 2.5 Baths
GREAT CURB APPEAL FOR THIS HOME WITH GREAT POND VIEWS IN SOUGHT AFTER ABERCROMBIE WOODS. Two story family room features plenty of windows making it light and bright and a...
- 5 Beds
- 3.5 Baths
Your peaceful retreat awaits you!!! Looking for a full time residence or a sweet getaway? THIS IS IT!! Bring your horses, there is plenty of space. Sand Creek runs right ...
- 4 Beds
- 2.75 Baths
If you are looking for Maintenance Free, you must see the Somerset Villa in Easton Park. Built by Nardo Homes they offer stunning elevations w/ full porch or stone entry ...
- 3 Beds
- 2 Baths
Centrally located in Chesterton, this gorgeous new build is one of the last in the Stone Meadows Subdivision. Private views, backing to pond only, no one will ever build ...
- 4 Beds
- 2.75 Baths
The setting that the property and its buildings creates is felt the moment you arrive. It has drawn in customers to the previous business since <b>1969</b>. It will conti...
- 4 Beds
- 2 Baths
Welcoming family home built in 2017 is better than NEW! Sited on a premium corner lot on the perimeter of the Morgan's Corner development, this energy savings Sequioa mo...
- 4 Beds
- 2.5 Baths
Integre Homes presents The Rosebud. This Crafstman style ranch has 3 Bedrooms and 2 Full baths. EXTRA large 3 CAR GARAGE and basement with egress window for future living...
- 3 Beds
- 2 Baths
Sand Creek beauty! This OWNER designed, CUSTOM build, has major updates that will SAVE you big bucks.<b> NEW in October 2019</b>: Architectural Shingle Roof, 4 Velux Skyl...
- 4 Beds
- 3 Baths
Great Location!! Great House!!! Great Price!! Sought after <br>Abercrombie Woods!!! Over 4000 sq ft 2 story with finished <br>Basement with 2 egress windows plumbed ...
- 4 Beds
- 2.5 Baths
The setting that the property and its buildings creates is felt the moment you arrive. It has drawn in customers to the previous business since <b>1969</b>. It will conti...
Olthof Homes presents the energy savings Riverton. This home will be ready in February 2020 and is currently under construction and not showable. This home will feature 4...
- 4 Beds
- 2.5 Baths
Olthof Homes presents the energy savings beautiful Baymont home. This home will be completed in early February 2020. The home features 4 bedrooms, 2.5 baths, 9' ceilings...
- 4 Beds
- 2.5 Baths
Located Within The High Density Area (parade route) Of Downtown Chesterton.This Building Is A Total Of 6900 Square Feet, And Can Easily Be Subdivided. Main And Lower Leve...
<div>Home for the Holidays!</div><div>Classic 2-story with attached garage and finished basement in Abercrombie Woods Subdivision, close to expressways, Lake Michigan Bea...
- 3 Beds
- 3.5 Baths
90 beautiful rolling acres in Jackson Township offers proximity to major highways, Indiana Dunes, South Shore Train,new Porter Hospital. Duneland Schools Establish...
Integre Homes presents the BAYSIDE 4 Bedrooms/2.5 BA, 3 car garage and unfinished basement with egress window for future living space.Well designed features, main floor o...
- 4 Beds
- 2.5 Baths
A home designed for lavish indoor and outdoor entertaining. Residing on the 6th hole of the Marsh Course in Sand Creek, this home with floor to ceiling windows, patio doo...
- 3 Beds
- 6 Baths
Masterfully designed by architect Grant Currier of Chicago based Linden Group. The finest imported and domestic materials were used to create this one-of-a-kind masterpie...
- 6 Beds
- 5.5 Baths
Beautiful Country French Charm in this quality built Stone/Brick Villa. Located just 7 minutes from Rt 49 and the toll road. The wooded lot shows off the luxury features...
- 5 Beds
- 6 Baths
Integre Homes by Jody Snider presents the Magnolia 3BR/2BA-3 car garage will be completed in early Spring 2020. Extra-large 3 car garage and a basement with egress window...
- 3 Beds
- 2 Baths
SAND CREEK COUNTRY CLUB HOME WITH A VIEW! Located on the 4th hole of the Marsh Course offering views of 2 ponds, bridge and the woods- showcasing the colors of seasonal c...
- 4 Beds
- 2.5 Baths
Looking for location, privacy, acreage, quality build & a separate GUEST HOME for related living? You found it! The last home on a dead end street, surrounded by trees &...
- 6 Beds
- 5.5 Baths
Custom RANCH home on nearly 1/2 acre lot in desirable Abercrombie Woods Neighborhood. Honey colored wood flooring with 7 inch base molding accents most rooms. Large eat-i...
- 3 Beds
- 2.5 Baths
This beautiful 2 story, 4 bedroom, 2 1/2 bathroom is exactly what you've been looking for! All 4 bedrooms are on the upper level, including the laundry room! The upstairs...
- 4 Beds
- 2.5 Baths
Chesterton's newest & most unique community, Easton Park, is now open! Located at the East end of Porter Ave off of Rte. 49. The Expanded Cobblestone Model by Nardo Homes...
- 4 Beds
- 2.5 Baths
Magnificent gated French Country Estate and heated Carriage House on 12.43 acres. Custom designed brick and stone home features architectural angles and gorgeous French d...
- 5 Beds
- 5.5 Baths
Custom in every way & on a premium golf course lot beautiful Sand Creek.Spacious on all levels & up to 6 usable bedrooms.Main level master suite & well appt'd...
- 6 Beds
- 4.5 Baths
PRICE ADJUSTMENT makes this Beautiful, well built, one owner, brick and cement plank home even more desirable. Great curb appeal and nice lot, two-story foyer, dining roo...
- 4 Beds
- 3.5 Baths
Stunningly elegant yet comfortably inviting describes this exquisite custom-built home located on the second and eighth fairways of fabulous Sand Creek CC. Breathtaking v...
- 4 Beds
- 5.5 Baths
Sophistication, Quality and Luxury are the defining traits of this amazing home. With over 17,000 sq ft of outstanding craftsmanship you will certainly be impressed with ...
- 5 Beds
- 9 Baths
INVESTMENT OPPORTUNITY! Looking for acreage in Northwest Porter County? 30.8 acres located on a corner within a mile of Chesterton High School. Great potential for develo...
The Baymont. Beautiful, better than a new home in Chesterton. Has a large covered porch. Enter into a spacious, well designed, freshly painted home with many upgrades! Op...
- 4 Beds
- 3 Baths
A true masterpiece. This custom built Charlson Estate is an emotion of all in luxury. Positioned on the 5th Green in the exclusive gated golf course community of Sand Cre...
- 5 Beds
- 7 Baths
Olthof Homes presents the energy savings beautiful Baymont home. This home is ready now! The home features 4 bedrooms, 2.5 baths, 9' ceilings main floor, open railing sta...
- 4 Beds
- 2.5 Baths
Custom Built in 2005 on 1 acre in gated Sand Creek Community on the golf course! This classic 2 story is located within a private road eyebrow inlet with a circle drive e...
- 6 Beds
- 4.5 Baths
WOW!! Almost 40 acres in Porter county? This land is ready to be developed! Fantastic location in Jackson Township with frontage on two roads! Only minutes from the toll ...
A Unique Opportunity to own your own building with excellent exposure from IN Route 49 and the IN Toll Road. This parcel offers a 2,466 square foot office retail building...
New construction 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 fea...
- 4 Beds
- 2.5 Baths
Updated . Information deemed reliable but not guaranteed.
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