Chester Homes under $600,000

Welcome to Chester, South Dakota – a hidden gem nestled in the heart of Lake County! This charming community offers a unique blend of small-town warmth and modern convenience, making it the perfect place to call home. With a population of just over 800 residents, Chester is known for its friendly atmosphere, scenic landscapes, and a strong sense of community spirit.

Chester boasts a rich history, with roots dating back to the late 19th century. Today, it features a vibrant downtown area filled with local shops, cafes, and essential services. Residents enjoy easy access to outdoor recreational activities, including fishing and boating on nearby lakes, hiking in the lush surrounding areas, and winter sports that make the most of South Dakota’s beautiful seasons.

For those seeking a home in this idyllic setting, Chester offers an impressive selection of properties under $600,000. Whether you’re looking for a cozy starter home, a spacious family residence, or a charming cottage, you’ll find a diverse range of options that cater to various tastes and lifestyles. Many homes in Chester feature modern amenities while retaining their classic charm, providing the perfect backdrop for creating lasting memories.

Living in Chester means enjoying a peaceful lifestyle with the added benefit of being just a short drive from larger cities like Sioux Falls and Brookings, where you can find extensive shopping, dining, and entertainment options. Come explore Chester, where affordable living meets a welcoming community, and discover the perfect place to start your next chapter!

Newest Chester Homes under $600,000

Courtesy of Maggie Miller from Hegg, REALTORS. OFFICE: 605-336-2100

$250,000

4 Beds ⋅ 2 Baths ⋅ 22608181 MLS

ORIGINAL CHARM INSIDE AND OUT! From the inviting covered front porch to the beautiful original woodwork throughout, this 4-bedroom, 2-bathroom home blends timeless character with thoughtful modern updates. The kitchen is full of personality with exposed brick, butcher block countertops, and stainless steel appliances, while the living room showcases original hardwood floors and a classic pocket door that adds to the home's historic appeal. All four bedrooms are conveniently located on the upper level, and main-floor laundry adds everyday convenience. Enjoy peace of mind with updates completed within the last several years, including windows, shingles, paint, water heater, and radon mitigation system. Outside, the fully fenced backyard offers privacy, while two detached garages provide plenty of options for vehicle parking, hobbies, or additional storage. If you're looking for a home with character you simply can't recreate, paired with updates that make everyday living easier, this one deserves a closer look!

303 E 2nd St, Chester

Courtesy of Dave Larson from Hegg, REALTORS. OFFICE: 605-336-2100

$435,000

3 Beds ⋅ 1 Baths ⋅ 22607886 MLS

Enjoy lake-area living at this charming one-level home just across the road from beautiful Lake Brandt! This 3-bedroom, 1-bath home offers a functional layout with everything conveniently located on one level. Whether you're looking for a year-round home, weekend getaway, or a place to enjoy everything lake life has to offer, this property is full of possibilities. A 1-stall garage provides additional parking and storage, while the location puts you just steps from the lake and all the recreation that comes with it. Enjoy boating, fishing, beautiful South Dakota summers, and the relaxed atmosphere of living near the water. Don't miss your chance to make this Lake Brandt property your own!

4861 S Spawn Cir, Chester

Courtesy of Callie Wockenfuss from Real Estate Retrievers of Sioux Falls.

$459,900

2 Beds ⋅ 1 Baths ⋅ 22604243 MLS

Rare opportunity to own one of Lake Brant's premier waterfront properties! Offering over 110 feet of shoreline frontage and nearly 140 feet of depth, this oversized lake lot provides an exceptional setting for your future dream home. The existing property features a charming 2-bedroom, 1-bath cabin, allowing you to start enjoying lake life immediately while planning for the future. The possibilities are endless with ample space to build a spectacular lakefront residence with a walk-out basement designed to capture breathtaking water views. Positioned near the deepest part of Lake Brant, this location offers outstanding boating, fishing, water skiing, jet skiing, and year-round recreation. Conveniently located just 25 minutes from Sioux Falls and a short drive to Brookings and Madison, you'll enjoy the perfect balance of lake living and accessibility. Nearby amenities include the popular Shipwreck Bar & Grill just minutes away and Lakes Golf Course only about 10 minutes from the property. Whether you're looking for a summer getaway, an investment opportunity, or the ideal location to build your forever lake home, this property is a rare find. Act quickly and you could be enjoying lake life in time for the Fourth of July! See Last Picture for example of what lot could look like with new home. Inside pictures digitally enhanced to indicate actual room sizes and space. !

5471 S Shore Dr, Chester

Courtesy of Todd Nelson from Harr & Lemme Real Estate. Cell: 605-321-9147

$539,900

2 Beds ⋅ 2 Baths ⋅ 22601406 MLS

Here is your opportunity to own a lake front compound that includes 2 lots with your own boat ramp on Lake Brant. Each lot measures 40ft x 80ft. Lakeside lot has its own water and sewer hookups. New exterior paint in 2025. Large kitchen features plenty of hickory cabinets, dual ovens and is open to living room. Entire main level has in-floor heat. Living room features projection TV with whole home audio and slider to patio with lake views. Two sizeable bedrooms with large walk-in closets and in-floor heat on upper level. Hickory trim and 3 panel Hickory doors throughout. 9000 watt generator hooked up to home. Water and sewer on lake side lot which provides plenty of room for expansion. 40 feet of beached shoreline to enjoy those summer sunsets with a bonfire and making memories with your family. Sale includes (2) 110 amp outlets and (2) 220 amp outlets for campers on the property. There is a back lot with metal storage/workshop building with propane that is also available for purchase at an additional price.

4892 N Spawn Cir, Chester

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Chester Homes under $600,000

Newest Chester Homes under $600,000

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