ChesterAre Land for Sale

Welcome to Chester Area School District, where education meets community spirit in the heart of Lake County, South Dakota. Known for its commitment to academic excellence and student development, Chester Area School District serves a vibrant community that values education as a cornerstone for a bright future. With a dedicated team of educators and a supportive environment, students are encouraged to explore their potential and pursue their dreams.

Nestled in the picturesque landscapes of Lake County, Chester is not just a place to live; it's a place to thrive. The school district boasts a range of educational programs tailored to foster creativity, critical thinking, and personal growth. From engaging extracurricular activities to innovative classroom experiences, students are equipped with the skills they need to succeed in an ever-changing world.

For those looking to plant roots in this charming community, we have exciting land for sale that offers the perfect opportunity to build your dream home. Imagine waking up to stunning views and a strong sense of community, all while being just a stone's throw away from quality education. Whether you're a young family seeking a nurturing environment for your children or someone looking to enjoy the tranquility of rural living, Chester Area is the perfect backdrop for your new beginning.

Don’t miss the chance to be part of this thriving community! Explore our available land options today and envision the possibilities that await you in Chester, South Dakota. Your dream home is just a plot away!

Newest ChesterAre Land for Sale

Courtesy of Todd Nelson from Harr & Lemme Real Estate.

$84,500

22605182 MLS

Welcome to the Lakes Community located between Lake Madison and Lake Brant. This walk out lot is located between holes 7 and 8 of the Lakes Golf Course. Great views of Hole number 7 green and hole number 8 tee box. Living on the golf course is like being on vacation all year long. The small HOA fee of $150/year takes care of street lights and a park that borders Round Lake with a community dock, playground, sand volleyball court and two pickleball courts. The Road District is assessed on taxes at $600 a year to cover road maintenance. Lake Madison Sanitary Sewer district, Sioux Valley Electric, Big Sioux Rural Water and Northwestern Energy handle the utilities that are at the lot. Just a short golf cart ride away is Lakes Bar & Grill that is open year round with a friendly and inviting atmosphere as well as great food. Covenants and Restrictions apply to help protect your investment.

Lake Ridge 11a Dr, Wentworth

Courtesy of Travis LaQua from Hegg, REALTORS.

$67,500

22605178 MLS

Build your dream home just one block from beautiful Lake Madison! This spacious lot is located in a new development on the south side of the lake along Nordstrom Trail. Enjoy a prime location just 2 minutes from Walker's Point State Recreation Area, featuring a boat launch and sandy beach, and only minutes from Hillside Resort, offering live entertainment, a restaurant/bar, and convenience store. This lot is approved for either a single-family home or a shouse, providing flexibility to fit your vision. Utilities available include Big Sioux Water, Sioux Valley Energy (electric), city sewer, and Northwestern Energy (natural gas). Don't miss this opportunity to enjoy lake-area living with modern conveniences nearby—must see!

Tbd Nordstrom Trl, Wentworth

Courtesy of Brad Benson from Signature Realty Group LLC.

$96,900

22602435 MLS

One of the few remaining lots available to build on The Lakes Golf Course. Nestled just off the number 4 tee box, this lot boasts views of both the golf course and Round Lake. The Lakes Community has all paved streets and services to include: natural gas, rural water, common sewer and fiber optic internet. HOA amenities include street lights and common area, which features a pickleball court, sand volleyball court and community dock. Streets are in a road district and that fee is collected through your property tax assessment.

187 Lake Ridge Dr, Wentworth

Courtesy of Todd Nelson from Harr & Lemme Real Estate.

$110,000

22601370 MLS

Welcome to the Lakes Community located between Lake Madison and Lake Brant. This walk out lot is located on hole number 4 of the Lakes Golf Course. Great views of Round Lake, Hole number 3 green and hole number 4 tee box. Living on the golf course is like being on vacation all year long. The small HOA fee takes care of street lights and a park that borders Round Lake with a community dock, playground, sand volleyball court and two pickleball courts. The Road District is assessed on taxes at $600 a year to cover road maintenance. Lake Madison Sanitary Sewer district, Sioux Valley Electric, Big Sioux Rural Water and Northwestern Energy handle the utilities that are at the lot. Just a short golf cart ride away is Lakes Bar & Grill that is open year round with a friendly and inviting atmosphere as well as great food. Covenants and Restrictions apply to help protect your investment.

185 Lake Ridge Dr, Wentworth

Courtesy of Eric Johnson from Harr & Lemme Real Estate.

$265,000

22508683 MLS

Exciting new lakefront development on Long Lake adjacent to Lake Madison in Lake County just 45 minutes from Sioux Falls. Spacious one acre lakefront walk out lot. Hard surfaced roads right to your front door. Enjoy sandy beaches and gorgeous sunsets. Conveniently located near restaurants and 9-hole golf course. The city of Madison is just 10 minutes away. Utilities include rural water, sanitary sewer, natural gas and electricity to the lot. You can also choose your own builder. Architectural guidelines are in place.

343 Sandpiper Ln, Wentworth

Courtesy of Rick Trapp from eXp Realty - Elevated Sioux Falls.

$175,000

22508289 MLS

ON BLACKTOP ROAD. 6.8 acres just 3 miles South of Lake Madison and Lakes Restaurants & Golf Course with 1 eligibility to build a home or a shed-house. Currently the property has hay ground. Utilities are at the site Sioux Valley Electric, Kingsbrook Rural Water. SEE Plot Map with Total Acres 12.8. Property can be split into 2 property sites with Tract 2 having 6 Acres for $200,000 with shelter belt and Tract 3 having 6.8 Acres for $175,000. All together with 12.8 Acres. Both lots can be sold together for $350,000. Rick Trapp is the owner and a License Real Estate Agent in South Dakota.

461st Ave, Chester

Courtesy of Rick Trapp from eXp Realty - Elevated Sioux Falls.

$200,000

22508288 MLS

ON BLACKTOP ROAD 461st Ave. 6 acres just 3 miles South of Lake Madison and Lakes Restaurants & Golf Course with 1 eligibility to build a home or a shed-house. Fantastic shelter belt of trees, along. Utilities are at the site Sioux Valley Electric, Kingsbrook Rural Water. SEE Plot Map with Total Acres 12.8 Property can be split into 2 property sites with Tract 2 having 6 Acres with shelter for $200,000 and Tract 3 having 6.8 Acres for $175,000. Preferred to sell both lots together, 12.8 Acres. for $350,000. Rick Trapp is the owner and a License Real Estate Agent in South Dakota.

461st Ave, Chester

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

$125,000

22506576 MLS

Welcome to the Lakes Community located between Lake Madison and Lake Brant. This walk out lot is located on hole number 7 of the Lakes Golf Course. Great views of Hole number 6 green and Hole number 5 & 7 teebox. Living on the golf course is like being on vacation all year long. The small HOA fee ($150/year) takes care of streetlights and a park tha tborders Round Lake with a community dock, playground, sand volleyball court and two pickleball courts. The Road District is assessed on taxes at $600 a year to cover road maintenance. Lake Madison Sanitary Sewer district, Sioux Valley Electric, Big Sioux Rural Water and Northwestern Energy handle the utilities that are at the lot. Just a short golf cart ride away is Lakes Bar & Grill that is open year round with a friendly and inviting atmosphere as well as great food. Covenants and Restrictions apply to help protect your investment.

163 Lake Ridge Dr, Wentworth

Courtesy of Randy Rozeboom from Harr & Lemme Real Estate.

$96,000

22207376 MLS

Exciting new development nestled between Long Lake and Lake Madison in Lake County just 45 minutes from Sioux Falls. From flat lots to walkout lots. Lot sizes range from .59 acres to 1.27 acres. Hard surfaced roads right to your front door. Conveniently located near restaurants and 9-hole golf course. The city of Madison is just 10 minutes away. Utilities include rural water, sanitary sewer, natural gas and electricity. You can also choose your own builder. Architectural guidelines are in place. Members of LLC are licensed Real Estate Brokers in South Dakota.

232 Sandpiper Ln, Wentworth

Courtesy of Rick Trapp from eXp Realty - Elevated Sioux Falls.

$135,000

22402747 MLS

Residential Walk-out lot 19,300 sqft. Beautiful views looking West on Round Lake. 100 ft of shore line just waiting for you! All Utilities are on the property and are ready for your dream home or Lake home. Restrictions and covenants are on the lot. Lot is just South of Hole #4 tee box of the Lake Golf Course with Lake Brandt and Lake Madison Within 1/2 mile of each. HOA includes street lights and a common area. Maintenance of streets are in a road district with the fee collected through your property tax assessment.

197 Lake Ridge Dr, Wentworth

Courtesy of Randy Rozeboom from Harr & Lemme Real Estate.

$89,000

22207354 MLS

310 Grey Goose Dr, Wentworth

Courtesy of Randy Rozeboom from Harr & Lemme Real Estate.

$89,000

22207358 MLS

408 Grey Goose Dr, Wentworth

Start Your Search

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the REALTOR® Association of the Sioux Empire, Inc., Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the Internet Data Exchange™ logo or the Internet Data Exchange thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. Information deemed reliable but not guaranteed. The broker(s) providing this data believes it to be correct, but advises interested parties to confirm the data before relying on it in a purchase decision. © 2026 REALTOR® Association of the Sioux Empire, Inc. Multiple Listing Service. All rights reserved.