Chester Homes for Sale

Welcome to Chester, Michigan—an enchanting community nestled in the heart of Otsego County. Known for its picturesque landscapes and friendly atmosphere, Chester offers a serene lifestyle that perfectly balances small-town charm with modern conveniences. With its lush greenery, sparkling lakes, and scenic trails, this neighborhood is ideal for nature lovers and outdoor enthusiasts alike.

Chester boasts a tight-knit community where neighbors become friends, and local events bring everyone together. Enjoy summer picnics at the local parks, or take part in seasonal festivities that celebrate the vibrant spirit of the area. With excellent schools, friendly shops, and cozy cafes, Chester provides all the essentials for comfortable living while maintaining a peaceful ambiance.

For those looking to make Chester their home, you’ll be delighted to discover a variety of homes for sale that cater to different lifestyles and budgets. Whether you’re searching for a charming cottage, a spacious family home, or a modern retreat, the real estate options here are as diverse as the community itself. Many properties feature stunning views, ample outdoor space, and convenient access to local amenities, making them perfect for families, retirees, and everyone in between.

Investing in a home in Chester means embracing a lifestyle filled with tranquility, community spirit, and natural beauty. Explore the available listings today and find your dream home in this idyllic Michigan neighborhood. Your new life in Chester awaits!

Newest Chester Homes for Sale

$324,900

3 Beds ⋅ 3 Baths ⋅ 201842401 MLS

LAKE LOUISE ACCESS • PRIVATE SETTING • 3 BEDROOMS • 3 BATHROOMS • GENERATOR • HEATED POLE BARN Discover the best of Northern Michigan lake living in this meticulously maintained 3-bedroom, 2-bathroom home nestled on three spacious lots offering privacy, room to roam, and a peaceful wooded setting. With approximately 1,512 sq ft of living space plus a large finished 2-car pole barn with full bathroom, this property is designed for comfortable year-round living or the perfect Up North getaway. Inside, you'll find a beautifully cared-for home with modern comfort throughout and the peace of mind that comes with pride of ownership. A Generac whole-house generator provides added security and confidence when storms roll through or the power goes out. The impressive finished 2-c takes this property to the next level. It features running water with its own shut-off, multiple independent heat sources, and a full third bathroom, making it an incredibly versatile space for storing boats, ATVs, snowmobiles, vehicles, and all your Northern Michigan toys. It could also serve as an excellent workshop, hobby space, or gathering area. Best of all, you'll enjoy deeded access to beautiful Lake Louise, including access to a private beach, boat launch, and covered picnic area with playground. Spend summer days swimming, boating, fishing, kayaking, or simply relaxing by the water without paying the premium price of direct lakefront ownership. The property itself offers a rare combination of privacy, convenience, and access to one of the area's most desirable lake communities. Whether you're searching for a full-time residence, weekend escape, vacation home, or Northern Michigan investment, this one checks the boxes. Move-in ready, exceptionally maintained, loaded with extras, and ready for its next chapter--this is the kind of Lake Louise property that doesn't come along often. Come see why this could be your perfect Up North home!

3560 Southview Dr, Johannesburg

$225,000

2 Beds ⋅ 1 Baths ⋅ 201842393 MLS

Your Northern Michigan getaway awaits in this charming 2-bedroom home situated on two wooded lots in the Lake Louise Subdivision. The property features a shed, a large dog kennel, a garden and beautiful landscaping. The finished 2½-car garage is heated offering excellent space for hobbies, storage or to just hang out. Enjoy the decks, in the front and back of the house. The former 12' x 18' bunk house has been transformed into a beautiful art studio. Inside, the home offers an open floor plan, spacious kitchen, and custom built-ins in the closets, along with many recent updates and upgrades throughout. Whether you're looking for a full-time residence, a Northern Michigan retreat, or a rental opportunity, this property is turn-key and ready for making memories. BONUS: NEW DRAIN FIELD!

3606 Southview Dr, Johannesburg

$169,000

2 Beds ⋅ 1 Baths ⋅ 201842079 MLS

Huge potential in a sought-after location. 2-bedroom, 1-bath ranch sits on a quiet dirt road just across from Town Line Lake (Ranger Lake). Interior Features: *Open-concept kitchen, dining,& living area *Main-level laundry *Enclosed attached breezeway *Heated 1-car garage 17x22 *12x28 heated workshop Step outside to the spacious, level backyard with plenty of room to relax & entertain. Outdoor Highlights: *Large 30x15 rear deck with built-in bench seating *Unique tree feature integrated into deck provides natural shade *Fire pit area *10x12 storage shed *14x20 covered equipment storage area *Generous level backyard, large front yard with gentle slope to road Solid foundation & variety of desirable features, this property is ready for new owners to bring it to

5929 Greenway Dr, Gaylord

$179,900

2 Beds ⋅ 1 Baths ⋅ 201841880 MLS

This 2-bedroom, 1-bath home offers approximately 1,120 sq. ft. of living space, a full basement, and a detached 14' x 22' garage. Previously used as a rental, the home is ready for updating and offers excellent potential for investors, flippers, or buyers looking to build equity. With a functional floor plan and solid footprint, this property provides a great foundation for renovation. Whether you're looking for a flip, rental property, or year-round home, this is a chance to add value and make it your own. Being sold as-is.

8088 Grandview Dr, Johannesburg

$469,000

2 Beds ⋅ 2 Baths ⋅ 201841466 MLS

COME HOME TO 45 private acres near Treetops Golf & Ski Resort in beautiful Gaylord, Michigan! This charming 2+ bedroom, 2-bath home features a spacious loft ideal for extra sleeping, a bunk room or cozy sitting area. Relax on the deck overlooking your private trout pond flowing into a scenic creek winding through the woods. Warm tongue-and-groove interiors, custom kitchen cabinetry and a welcoming Up North feel make this home truly special. Includes a 28x28 attached garage plus a 14x18 storage garage for ATVs and toys. Rolling wooded acreage offers trails, 3 elevated deer blinds and a field perfect for a future food plot. New power has been extended to the rear of the property for future possibilities. Ideal as a year-round home, hunt camp or Northern Michigan retreat!

5031 Wilkinson Rd, Gaylord

$330,000

3 Beds ⋅ 2 Baths ⋅ 201841174 MLS

ADORABLE CHALET AT LAKE LOUISE - This 3 bedroom, 2 bath home with walkout basement has been updated and upgraded with quality materials and workmanship. As you enter the home , the new covered porch invites you in to find NEW - LVT flooring thoughout, new Kitchen including appliances, new baths, lovely solid wood interior doors, light fixtures, plumbing fixtures & fresh paint. Exterior has new siding, roof, side stairs with deck, landscaping, some new windows, all new exterior doors and new front covered porch. Enjoy all the amenities of Lake Louise amenities include Private shared Deeded Access to ALL-Sports lake, park with Pavillion, boat launch, bathouse and playgrounds. It's a must see and won't last long! Make your appointment today!

3074 Coolwater Ave, Johannesburg

$209,000

3 Beds ⋅ 2 Baths ⋅ 201840645 MLS

Private Up North Retreat! Well-maintained 3-bedroom, 1.5-bath chalet situated on .68 acres in a peaceful, private setting. Enjoy the beauty of Northern Michigan while being conveniently located near outdoor recreation. Great opportunity for a year-round home, second home, or weekend getaway. Utilities are set up for quick and easy winterization, making seasonal use convenient. Additional features include a spacious 24' x 24' detached garage, perfect for vehicle storage, recreational toys, or workshop space. Conveniently located near Little Bass Lake public access for boating, fishing, and other lake activities. ORV and snowmobile trails are located directly across the street. A great opportunity to enjoy four-season recreation in a private Up North setting!

8078 Old State Rd, Johannesburg

$449,900

3 Beds ⋅ 2 Baths ⋅ 201840004 MLS

YEAR-ROUND RECREATION - still time to enjoy this updated 3 bedroom, 2 bath ranch which seamlessly blends modern style with waterfront relaxation this fall. Step inside to bright, refreshed interiors featuring an easy-flowing layout and thoughtful updates throughout. Year-round comfort is guaranteed thanks to a brand-new forced air furnace and central A/C. High-speed fiber internet keeps you seamlessly connected for remote work or streaming. Storage abounds with generous closets and ample space for all your water sports gear and Up North essentials. Outside, enjoy endless summer fun, fishing, and stunning water views right from your composite deck. Conveniently located for skiing at Treetops or Otsego, snowmobile trails, golf courses and shopping/exploring downtown Gaylord!!

1761 Big Lake Rd, Gaylord

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