ChesterAre Homes with Walk-Out Lot Lot Features

Welcome to Chester Area School District, a vibrant educational community nestled in the heart of Lake County, South Dakota. Renowned for its commitment to academic excellence and holistic development, the Chester Area School District serves students from kindergarten through 12th grade, providing them with a nurturing environment to thrive. With dedicated educators and a variety of extracurricular activities, students are encouraged to develop their talents and interests while achieving their academic goals.

Living in the Chester Area means you’re not just investing in a home; you’re becoming part of a supportive community that values education and growth. The district prides itself on fostering a safe and engaging atmosphere, where parents and teachers work collaboratively to ensure that every child receives a well-rounded education. The small class sizes allow for personalized attention, ensuring that each student can excel in their studies.

For those looking to settle in this charming area, homes with walk-out lot features offer a unique blend of comfort and convenience. These properties provide an ideal setting for outdoor living, with easy access to backyards that are perfect for gatherings, gardening, or simply enjoying the beautiful South Dakota landscape. Imagine hosting summer barbecues or watching your children play in the yard, all while being just a stone's throw away from top-notch schools and local amenities.

Discover the perfect blend of community, education, and lifestyle in the Chester Area. With its exceptional school district and homes that embrace the beauty of the outdoors, you’ll find a place that truly feels like home.

Newest ChesterAre Homes with Walk-Out Lot Lot Features

Courtesy of Tonya Madsen from 605 Real Estate LLC.

$1,450,000

5 Beds ⋅ 3 Baths ⋅ 22604684 MLS

From peaceful sunrise mornings to unforgettable sunset evenings, this extraordinary lakefront retreat showcases some of the most breathtaking views on the lake and offers the ultimate year-round lifestyle of luxury, relaxation, and lasting memories. This stunning ranch walk-out offers an open concept with 5 bedrooms, 3 baths, vinyl plank flooring throughout, and stylish stepped ceiling detail. The kitchen features gorgeous quartz countertops that continue seamlessly up the wall as a full backsplash, high-end finishes, abundant workspace, and a massive hidden pantry complete with two additional refrigerator/freezer units for ultimate convenience. The open concept living area is highlighted by a striking electric fireplace wall with custom built-ins surrounding the TV, offering both style and functional storage. Expansive 9-foot doors lead directly out to the large heat-resistant deck, creating seamless indoor-outdoor living and showcasing breathtaking lake views. Primary suite offers an ensuite bath with a walk-in closet that includes laundry and direct access to the deck. Descend to the lower level to find a walk-out family room, 3 additional bedrooms, full bath, safe room, laundry space and storage room. Designed with entertaining in mind, it also features an incredible gathering space complete with a bar and a garage-style door that opens to the massive patio, pool, and hot tub area. The outdoor living space was thoughtfully designed with a heated auto-fill pool, creating a worry-free setup. 1,278 sq ft heated garage with storage room. The home is also wired for a whole-house generator. Commercial steel roof. Endless lake days, sunset cruises, poolside afternoons, and nights under the stars—this extraordinary property brings the ultimate Lake Madison lifestyle to life.

6319 Stoney Pt, Wentworth

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 Justin Garry from Hegg, REALTORS. OFFICE: 605-336-2100

$675,000

3 Beds ⋅ 2 Baths ⋅ 22603657 MLS

Welcome to 6630 Peninsula Point, a delightful lakefront retreat nestled along the pristine shores of Lake Madison. This charming single-family cabin blends rustic warmth with modern comfort, offering the perfect setting for year-round living or a relaxing seasonal getaway. The main cabin features two comfortable bedrooms, a full bathroom, and an inviting open-concept kitchen and living area designed to capture beautiful lake views. Spanning the entire lakeside frontage is a wonderful four-season room, providing the ideal space to unwind, entertain, or simply enjoy the peaceful scenery in every season. Just steps away, the bunkhouse adds valuable flexibility with an additional bedroom, a laundry area, and a second bathroom—perfect for guests or extended stays. Attached to the bunkhouse is a single-stall garage, ideal for storing a vehicle or all your lake toys. The property also includes a carport and an extended-length driveway, offering ample parking for family and friends. Out toward the water, you’ll step onto a spacious composite deck overlooking one of the best sandy beaches on the entire lake. Whether you're swimming, catching some rays, or enjoying evening lakeside gatherings, this shoreline is truly exceptional. In additon to the property, Peninsula Park, which includes the open grassy area that hosts one of the best Independence Day fireworks shows annually also has a community picnic shelter you can use for you and your guests! With its serene setting, beautiful views, and the peaceful charm of Peninsula Point, this cabin is a hidden gem for anyone looking to embrace authentic lakeside living (and have a front row seat to the best fireworks display on Independence Day!)

6630 Peninsula Pt, Wentworth

Courtesy of Brad Benson from Signature Realty Group LLC.

$999,500

4 Beds ⋅ 4 Baths ⋅ 22602082 MLS

Experience the very best of lake living in this beautifully appointed 4-bedroom, 4-bath home on Lake Madison, where comfort, quality, and breathtaking views come together. From the moment you step onto the expansive deck, you'll appreciate panoramic views stretching the length of the lake, along with unforgettable sunsets that make every evening feel special. Inside, warm wood flooring and an open, inviting layout showcase the home's spectacular lake views. The spacious kitchen features solid surface countertops, a double oven, and abundant workspace for preparing meals and entertaining family and friends. Just off the main living area, the four-season porch offers a peaceful place to relax and enjoy the scenery year-round. The walk-out lower-level family room provides additional living and entertaining space with direct access to the lakeside patio. The upper-level primary suite is a true retreat, featuring an impressive 11' x 11' walk-in closet and a luxurious ensuite bathroom with heated floors and a walk-in shower. Two additional upstairs bedrooms share a full bathroom complete with a relaxing Jacuzzi tub. Designed for both relaxation and recreation, the property offers exceptional outdoor amenities. Multiple exterior storage areas provide plenty of room for lake gear, while the RV pad includes a 30-amp hookup that also accommodates Level 2 EV charging. A sprinkler system, vegetable garden, and mature apple and pear trees enhance the beautifully maintained grounds. Concrete steps lead down to a sandy beach, where the included dock offers excellent fishing, convenient boat hookups, and easy access to the water. Adding even more functionality, the concrete boathouse provides ideal storage for your boat and water toys, while a rail system with a winch-driven cart makes launching and retrieving equipment simple and convenient. The heated attached garage includes two parking stalls plus an additional heated workshop with durable tile flooring, making it an ideal space for woodworking, hobbies, or projects. The workshop is equipped with a dust collection system, and the garage also includes a 240-volt outlet suitable for Level 2 EV charging, RVs, or other 240-volt needs. This home is as efficient as it is beautiful. Recent updates include a 90% efficient three-zone gas furnace (2024), a newer central air conditioning unit (2025), and new shingles installed in 2022. Additional features include a central vacuum system, reverse osmosis water filtration, and super-insulated walls that help keep heating and cooling costs remarkably low. Conveniently located just minutes from Madison, less than 40 minutes from Sioux Falls, and just blocks from The Lakes Golf Course, this exceptional property offers the perfect balance of peaceful lakeside living and convenient access to everyday amenities. Whether you're searching for a year-round residence or an unforgettable lake retreat, this one-of-a-kind Lake Madison property delivers the lifestyle you've been waiting for.

6797 Zimmerman Dr, Wentworth

Courtesy of Brad Benson from Signature Realty Group LLC. Cell: 605-480-8003

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 22602062 MLS

Experience elevated lake living with 100 feet of prime Brant Lake frontage in this exceptional 4-bedroom, 4-bathroom home offering over 3,400 square feet of thoughtfully designed space. Showcasing breathtaking water views throughout, this lakeside retreat blends luxury, comfort, and functionality. Custom details shine from the moment you enter, including a striking wrought iron staircase, impressive ceiling treatments, and high-end finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large center island, a hidden walk-in pantry, and a commercial-grade vent hood. The primary suite offers a private escape with a spa-like tiled walk-in shower, while rich wood flooring and elegant finishes enhance the home’s overall warmth and sophistication. The lower level includes two additional bedrooms, an expansive family room, and a wet bar—perfect for hosting guests or relaxing evenings at home. Step outside to enjoy the covered patio with a tucked-away hot tub, ideal for unwinding after a day on the lake. A lakeside storage shed provides convenient space for all your recreational gear, and the durable custom metal roof ensures lasting quality and curb appeal. This remarkable property offers the perfect balance of luxury amenities and serene lakefront living—an opportunity you won’t want to miss.

5381 S Shore Dr, Chester

Courtesy of Justin Garry from Hegg, REALTORS. OFFICE: 605-336-2100

$1,350,000

6 Beds ⋅ 4 Baths ⋅ 22602052 MLS

Stunning 6-bedroom lakefront home on the Peninsula with sweeping water views throughout! Main-level primary suite and open-concept living with a gourmet kitchen featuring a 12-ft island, spacious dining area that comfortably seats 12, and a wall of windows facing the lake. Gorgeous sunroom with fireplace opens to a gated private courtyard, which includes a handheld outdoor shower—perfect after a day on the water. Upstairs offers 5 spacious bedrooms, multiple baths, and a versatile office/den—ideal for multi-generational living with two separate bedroom zones. Outside, enjoy a new concrete patio, fire pit, large yard, seawall, and sandy beach with no-stairs, easy water access. Heated 4-car garage. Exceptional privacy, space, and layout—perfect for entertaining. A rare lakefront gem! Move in and immediately enjoy as this home is available fully furnished!

6604 Peninsula Pt, Wentworth

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

$694,900

4 Beds ⋅ 3 Baths ⋅ 22601920 MLS

This executive walkout home overlooks the park and Hole #1 of the Lakes Golf Course, offering sweeping views of Round Lake and an unbeatable setting. With 4 bedrooms and 3 bathrooms, this property is designed for comfort, style, and year-round enjoyment. Step inside to a vaulted living room with a cozy fireplace, a spacious eat-in kitchen, and a private master suite. The lower level features a welcoming family room with a gas fireplace and a game room complete with a full kitchen and a wet bar—perfect for entertaining. Car lovers, golfers, and lake enthusiasts will appreciate the oversized 3-stall garage, providing ample space for vehicles, a golf cart, or even a boat. Outdoor living shines here with a covered deck and patio that make the most of the stunning views. Situated on a generous 105' x 142' corner lot, this home offers space, scenery, and a lifestyle you won’t want to miss. Don’t let this opportunity pass you by.

45 Golf Dr, Wentworth

Courtesy of Nicholas Blau from Real Broker LLC.

$1,575,000

4 Beds ⋅ 4 Baths ⋅ 22601815 MLS

Luxury meets legacy! Set on a premier lot overlooking Round Lake, this extraordinary home delivers breathtaking water views, expansive living spaces, & an unmatched lifestyle in one of the area’s most desirable lake communities. Step inside to soaring ceilings & walls of oversized windows flooding the home with natural light while framing uninterrupted panoramic views of the water. The open-concept main level is designed for both elevated entertaining & everyday comfort, featuring a gourmet kitchen, a hidden walk-in pantry, large gathering spaces, & seamless access to the maintenance-free deck. The primary suite is a private retreat with direct deck access, a walk-in closet like you've never seen before, & a spa-inspired bathroom with double vanities, a jetted soaking tub, & walk-in tile shower. Step outside to the hot tub & enjoy peaceful mornings & stunning sunsets overlooking the lake & nearby golf course. The walk-out lower level was designed for entertaining & flexibility, offering three additional bedrooms, a large recreation area with pool table, wet bar, & a full second kitchen — ideal for hosting guests, extended family, or creating the ultimate lakeside entertainment space. A rare opportunity accompanies the home: the adjacent lot, which includes a boat slip on Lake Madison, is available for purchase to the buyer of the home, providing the potential to enjoy scenic views on Round Lake with convenient boating access on Lake Madison.

209 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 Julie Taylor from Applause Real Estate.

$1,375,000

5 Beds ⋅ 5 Baths ⋅ 22508444 MLS

Discover unparalleled luxury and serenity in one of the finest lots within "The Harbor". 80 feet of pristine lakeside frontage with breathtaking panoramic views. Step inside and be greeted by a grand living area with rich hardwood floors and floor to ceiling windows that create an ambiance of warmth and sophistication. Soaring vaulted ceiling with exposed beams add elegance, while a magnificent stone fireplace invites you to unwind and enjoy the scenery. Gourmet kitchen is a chef's dream featuring a sprawling island, walk in pantry and top of the line JennAir appliances. Thoughtfully designed mud room offers abundant storage while the laundry and half bath provide convenience. Primary suite showcases a spa-inspired ensuite with walk in shower, double vanity and soaking tub. Barn doors add rustic charm and the private deck entrance allows you to wake up to the beauty of the lake. 2nd bedroom completes the main level. Descend to the lower level and find a spectacular family room with a walk out to the water's edge. 3 additional bedrooms, including a luxurious suite along with 3 bathrooms. Lower level is also plumbed for a wet bar. For the car enthusiast, the oversized 5 car heated garage ensures ample space and the 20 x 20 core floor storage provides a perfect spot for water toys, golf cart or additional gear. There is also access to a bathroom at the beach level in addition to access to the sun room from the deck. As if the main residence weren't enough, across the way a charming red barn awaits horse lovers, complete with a single stall, double stall, vet room and office. In this lakeside paradise, luxury meets lifestyle. Every sunrise is stunning, every sunset magical and every moment is unforgettable. WELCOME HOME.

6340 Harbor Way, Wentworth

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

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