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$1,199,900
6 Beds 6 Baths 26028467 MLS ACTIVE Status
Here is your opportunity to own the historic Asylum Inn, a turnkey investment property ideally located within the city's walkable downtown district. Currently operating as a short and mid-term rental, this unique property includes three approved and transferable STR licenses. The property features three fully furnished units, with furnishings and contents available to convey, allowing the next owner to continue operations immediately. Designed for efficient management and guest convenience, the building is equipped with Yale smart locks at the main entrance and each unit, Arlo security cameras, separate electric meters, independent mechanical systems, and individual high-speed internet and Wi-Fi. The full basement has a private entrance with its below grade walk-out. Your future guests will be able to utilize the two sets of washers and dryers, a private secure storage area for supplies, additional storage space, and existing plumbing for a future half bath. These features create added convenience for an owner while supporting streamlined property operations. Guest amenities include on-site parking, and a City parking lot conveniently located directly across the street. Adjacent to the property is a spacious private outdoor gathering area complete with a 40' x 20' pavilion and gazebo, both equipped with electrical service. This inviting outdoor space is ideal for grilling, yard games, entertaining, or simply relaxing after a day at the beach. Don't miss your opportunity to own a historic piece of South Haven. With its prime downtown location, an established rental operation, approved STR licenses, and a fully turnkey setup, The Asylum Inn is a truly unique investment opportunity.

424 Huron Street, South Haven

$1,395,000
7 Beds 7 Baths 26016283 MLS PENDING Status
Custom-built 7 bed, 7 bath home just 3 blocks from 1st Street Beach in beautiful South Haven. This thoughtfully designed property offers high-end finishes throughout, including tall ceilings, Solid bamboo hardwood floors, cherry and walnut cabinetry, Marble floors and tile in the bathrooms, and a spacious kitchen with a large center island--perfect for entertaining. The main home features 5 bedrooms and 6 bathrooms, while the attached 2 bed, 1 bath owner's suite/apartment has its own private entrance through the two-car garage and can be fully separated from the main house with two doors making it virtually sound proof. This offers the owners an excellent opportunity to rent the main house while still staying and enjoying South Haven's beautiful summers. Each bedroom includes a private ensuite with heated marble floors and Bluetooth speakers, and all upper-level bedrooms feature private balconies. The unfinished 1,800 sq ft third floor is already plumbed for two additional bathrooms and offers incredible potential for a game room or additional living space. Also plenty of room to add a pool. Please reference the virtually staged photo for an example. Outside, enjoy a large yard, patio, and hot tub--ideal for relaxing after a day at the beach. A rare opportunity to own a versatile, high-quality home in a prime South Haven location. The owners currently use it as a successful short-term rental.

79 Pershing Street, South Haven

$5,000,000
6 Beds 6 Baths 26014251 MLS ACTIVE Status
Locals know this location is nearly impossible to find. Ideally situated just south of the South Haven channel, this property offers stunning lighthouse, channel & beach views. The expansive beach creates a vibrant setting, perfect for boat watching, people watching & enjoying summer fireworks. This iconic home was once a convent for St. Basil's Catholic Church which still owns hundreds of feet of adjoining Lake Michigan frontage to the south. Enjoy an incredibly short distance to downtown South Haven, the channel, marinas, and shopping. The home blends character & updates with the south portion being a more recent addition and the north side featuring original charm along with a new gourmet kitchen. The kitchen is equipped with a six burner gas stove with griddle, double Wolf ovens, two KitchenAid dishwashers, granite counters, a wine chiller, ice maker & oak hardwood floors, all complemented by great lake views. Could be split into 3 parcels. Could be a great wedding venue/B&B Relax in the enclosed porch on the north end or take in the scenery from the upper balcony off the newer primary suite. The newer spacious upstairs primary suite includes two large sitting areas, a jetted tub, travertine flooring and shower, two oversized walk in closets, and private lakeside decking. While the home offers an opportunity for some updating, the location is truly unmatched, perched above South Beach and just minutes to downtown by foot or bicycle. Additional features include a possible sixth bedroom in the attic that sleeps up to 12, a unique lower level bar, and a wine cellar, making this charming and spacious home one you may never want to leave. South Beach was just voted the #1 of top 10 Best Beaches in Michigan by USA Today. Located just south of the South Pier and South Haven's historic red lighthouse, South Beach is known for its wide sandy shoreline, walkable access to downtown, and one of the most recognizable views on Michigan's west coast - the South Haven Lighthouse and catwalk. For more than 100 years, South Haven has been a place where families come to make summer memories, and South Beach remains one of the most beloved parts of that tradition. Lifeguards on duty in 2026. South Beach amenities include a playground, splash pad, concession stand, kayak and paddle board rentals, and six life jacket loaner stations. 456 Monroe is currently zoned R-1A, and the dimensional standards for the R-1A district are as follows: Min front yard setback 15 feet, subject to Section 404(1) Min side yard setback 5 feet per side, 15 feet total Min rear yard setback 25 feet Min lot area is 5,000 sq feet Min lot width is 50 feet Max lot coverage is 35% Min green space is 20% Max building heigh is 35 feet or 2 stories, whichever is less, subject to Section 404 (2) Tearing down for 3 lots is possible, we believe (Two 60' lots and an 80' lot on north). Or possibly getting zoning for a wedding venue with B&B. But no guarantees by listing agent.

456 Monroe Boulevard, South Haven

$2,450,000
7 Beds 6 Baths 25020328 MLS SOLD Status
Welcome to Highfield Beach, a serene and upscale gated community that blends the tranquility of nature with the comforts of resort-style living. Overlooking the breathtaking shores of Lake Michigan, this one-of-a-kind neighborhood is steeped in history, having once been a thriving blueberry farm. Today, it retains its pastoral beauty with rows of original blueberry bushes and scenic landscapes dotted with two stocked ponds. Residents enjoy exclusive access to an array of amenities designed to inspire relaxation and recreation. Paved golf cart and walking paths lead directly to a private beach on Lake Michigan where you can swim, listen to the waves, or simply soak in the beauty of the shoreline. For those seeking more adventure, stairs to the beach and a lookout point offer incredible panoramic views. The community also features a sparkling outdoor pool and a clubhouse, perfect for gatherings and leisurely afternoons. Explore the picturesque paved golf cart and walking paths that wind through the neighborhood, connecting you to these amenities and the natural beauty of the area. Highfield Beach is just two hours from Chicago and minutes from the charming downtown of South Haven, known for its boutique shops, restaurants, and vibrant cultural scene. A short drive will also take you to the artsy village of Saugatuck, offering additional opportunities for exploration, nightlife, and entertainment. Whether you're seeking a weekend getaway or a year-round residence, Highfield Beach offers a rare blend of luxury, nature, and convenience - a place where every day feels like a vacation. Welcome to your dream home overlooking the sparkling waters of Lake Michigan, a masterpiece designed by renowned architect Wayne Visbeen, offering dual master suites, sweeping lake views, true main floor living, dedicated guest quarters, and an oversized 3 car attached garage with EV Charger and plenty of storage for your golf cart and beach toys. This impeccably maintained, move-in-ready lakeside retreat seamlessly blends luxury, comfort, and breathtaking views, offering the perfect escape from the everyday. Step into the heart of the home, where pristine oak floors and striking architectural details set an elegant tone while expansive windows frame stunning lake views from all three levels. The main level is thoughtfully designed to provide true single-level living. It includes a luxurious owner's suite with sweeping lake views, an open-concept living, dining, and kitchen area perfect for entertaining, a cozy den, a walk-in pantry, laundry, mudroom, attached garage, and a charming powder room. The upper level boasts an opulent second owner's suite, a private haven with refined finishes and a tranquil lake view. Nearby, a spacious third guest suite ensures privacy and comfort, while a fourth suite shares a beautifully appointed bathroom with a versatile fifth bedroom. Designed as a flexible sleeping loft, this room inspires endless possibilitiesfrom an artistic studio to a cozy library or a playful haven. The lower level transforms into a private guest oasis complete with a wet bar, dining and living area, bedroom, bunk room, full bath, and 2nd laundry. This space offers both privacy and convenience, making it ideal for guests or extended stays. Outdoor living is equally spectacular. Expansive covered spaces provide the perfect vantage point to relax and take in the sounds of the crashing waves. A lush oversized lawn overlooking the lake offers an ideal setting for yard games and gatherings. The home also features a brand-new hot tub, triple-zone climate control for personalized comfort, and completed association boulder revetment ensuring seamless lake access. This lakeside haven is sold furnished, ready for you to move in and start making memories. Whether you're cozying up by the fireplace, hosting loved ones, or simply enjoying the tranquility of Lake Michigan, this home promises an unparalleled lifestyle, amenities, and value. Schedule your private showing today.

7370 Highfield Beach Drive, South Haven

$4,000,000
5 Beds 7 Baths 24015174 MLS SOLD Status
This Lake Michigan contemporary home is a stunning architectural marvel, designed to offer luxurious amenities and expansive living spaces. Situated on the shores of Lake Michigan, the home boasts over 5200 square feet of living space, providing ample room for relaxation, entertainment, and enjoying the breathtaking views, low bluff and no steps to the sugar sand beach. The exterior of the home features clean lines and expansive windows. Large floor-to-ceiling windows offer panoramic views of the lake and surrounding landscape, while multiple outdoor living areas, including decks and patios, provide plenty of space for outdoor entertaining and relaxation. A private beach offers direct access to the water, perfect for swimming, boating, and other water activities. Upon entering the home, guests are greeted by a grand foyer with soaring ceilings and an open-concept floor plan that maximizes natural light and views of the lake. The main living area features a spacious great room with a modern fireplace, comfortable seating, and state-of-the-art audiovisual equipment, ideal for cozy nights in or entertaining guests. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances, custom cabinetry, and a large center island with bar seating. Adjacent to the kitchen is a formal dining area with enough space to accommodate dinner parties, as well as a more casual dining nook with views of the lake. The home boasts multiple bedrooms, each with its own ensuite bathroom and a few private balconies. The master suite is a true retreat, featuring a luxurious spa-like bathroom walk-in shower, and dual vanities, as well as a spacious California closet and a private balcony with panoramic views. Over the top, 5 bay lower level garage to accommodate car collection as well as a golf cart to ride into downtown for a movie or dinner. Many bays have better views of Lake Michigan than most homes in South Haven! BEING SOLD FURNISHED - OWNER HAS RESERVED ITEMS LIST.

443 North Shore Drive, South Haven

$1,400,000
5 Beds 6 Baths 23017159 MLS SOLD Status
Step into this custom Windcliff Shores home and experience the epitome of refined lake living. 6,252 square feet across 3 levels, this residence offers 5 bedrooms and 6 baths, ample space for both relaxation and privacy. Take advantage of the remarkable amenities within the gated community, including the inviting association pool overlooking 400' of pristine white sandy beach, or engage in a game of tennis and pickleball. Grand two-story entrance to the inviting living room, complete with a custom fireplace and built-in shelving. The open dining room and kitchen area create the perfect atmosphere for both everyday meals and entertaining. The gourmet kitchen is a dream come true for any culinary enthusiast with custom cabinets, high-end appliances in black stainless steel, stunning granite counters, a spacious center island, a cozy eating nook, and walk-in pantry. Entertainment options abound inside and out- The backyard features an expansive patio, where a fire pit, deck, hot tub, and built-in grill await, providing the perfect setting for hosting memorable gatherings. On the bright and open lower level complete with 9-foot ceilings, discover a game room and family room, offering even more space for relaxation and fun. This level also features 2 generously sized bedrooms with large brick and limestone egress windows, 2 full baths, an exercise room, and a charming eat-in kitchenette. On the upper level, you'll find 2 additional spacious bedrooms, 2 full baths, a bonus room, and an office that offers captivating views of Lake Michigan. Retreat to the expansive main floor master suite, where a tray ceiling, cozy fireplace, large walk-in closet with an included washer and dryer, and a private bonus room/office create a true haven of tranquility. The master bath is a luxurious oasis, featuring a stunning tile shower, a jetted soaking tub, and a separate water closet. Throughout the home, you'll find a host of additional highlights, craftsmanship and conveniences. Relax and take in the views of Lake Michigan from the front porch and patio. A main floor laundry/mudroom provides ample storage space for everyday essentials. The extra-large 2-car garage has a professionally coated polyurea floor and new cabinets, ensuring both functionality and style. Other notable features include a generator, an irrigation system, and a high-efficiency HVAC system with an air purifier. Embrace the relaxed lake lifestyle with ease, as the HOA covers various maintenance aspects, including lawn care. This home is perfect for hosting unforgettable gatherings, indulging in quiet retreats, and creating cherished memories with loved ones. Located just minutes from downtown South Haven, with Grand Rapids and Kalamazoo within a one-hour drive and Chicago just two hours away, this residence offers the finest in Lake Michigan living. Don't miss the opportunity to call this remarkable property home!

7159 Windcliff Drive, South Haven

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