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$675,000
4 Beds 3 Baths 89058 MLS
Contact Matt Klein 605-920-1341 with Century 21 Associated Realty in Deadwood for showings and more information! Prime location on this Deadwood Main Street home with 4 bedrooms and 2.5 bathrooms just seconds from all the action downtown. The detached garage, off-street parking, and level street access with on-street parking in front is highly sought after. There's an 8000w Honda gas powered generator installed to keep you powered on through the weather. The main floor has a warm living room with tongue-and-groove wood accents, brick fireplace, and wood floors that flows to large open kitchen and dining area. The kitchen has an island, nice counters, and plenty of windowed views for natural lighting. There is a mud room off the kitchen that accesses the back partial covered deck and pathway to the detached garage. Also on the main floor there is a primary bedroom with ample closets and a private full bathroom. There is main floor laundry off the front door entryway with additional half-bathroom. The upper level has one bedroom with storage, an office loft area, and a large bonus storage room over the living areas. The walkout basement has a large game room with dry bar, 2 bedrooms, 1 bathroom, and a den/office area. The walkout from the basement flows onto a large deck that looks out on the lawn, mountainous views, andmature tree growth. The home has diamond cote manufactured siding, an impressive Bridger Steel 20-22 gauge (approx) metal roof, and a tankless water heater.

875 Main Street, Deadwood

$715,000
4 Beds 4 Baths 89051 MLS
Some homes offer just an address, but 152 Charles St. has a story to tell. Built circa 1890, this is one of Deadwood's most remarkable homes; a Folk Victorian farmhouse with a 1920s Arts & Crafts addition, fully restored to honor 135 years of history while delivering every modern comfort. Step through the reclaimed antique front door into 2,800+ square feet of thoughtfully remodeled living space across three levels. Restored wide-plank Douglas Fir hardwood floors, 9-foot ceilings, and a stunning staircase with hand-restored black walnut spindles. On the main floor, the show stopping kitchen, formal dining room, parlor and laundry anchor everyday life beautifully. The kitchen features custom cabinetry, Cambria countertops, and a culinary stove complete with a pasta arm. The fully finished basement with a full wet-bar, including a custom bar back, adds another dimension of living space. Out back, a sprawling deck nestles above Whitewood Creek, creating an outdoor experience unlike anything else. With a two vehicle car port, convenient access to Downtown and Deadwood trolley stops, this home is prime for classic Black Hills living. This stunning home has been restored and returned to the best version of herself. Every piece of furniture, fixture, and finish has been hand selected and curated to showcase this home from the Golden Age. Schedule your showing today. Listed by Madison (Reeves) Shipman, Valente Realty (605)569-9019

152 Charles Street, Deadwood

$2,990,000
179033 MLS
Deadwood’s #1 rated hotel on Google — and it’s for sale. The Cedar Wood Inn is a rare, turnkey boutique hospitality asset in the heart of Historic Deadwood, steps from the city’s world-famous casinos, restaurants, bars, live entertainment, and nightlife. Guests enjoy the full Deadwood experience by night and return to a beautifully landscaped, peaceful retreat by morning — a balance of access and escape that no new-build can replicate, and no competitor in this market can offer. 24 well-appointed guest rooms spanning queen, king, double, and premium suite configurations. A three-bedroom manager’s apartment connected directly to the front office — live on-site and operate the business with zero commute, or house your property manager just steps from the front desk. A four-stall garage at the rear of the property for equipment storage, vehicles, or premium covered parking during high-traffic events. A city trolley stop is positioned directly at your front door. The reputation arrives with the keys. Deadwood’s #1 rated on Google. Numerous awards across TripAdvisor, Booking.com, Expedia, and Hotels.com. Hundreds of verified five-star reviews. A deeply loyal guest base that returns every single season without prompting. Platform authority and algorithmic rankings that drive organic bookings without any paid advertising — and compound in value every single year you hold this remarkable asset. Within an hour: Mount Rushmore, Crazy Horse Memorial, Custer State Park, Jewel Cave National Monument, and Spearfish Canyon Scenic Byway. The Sturgis Motorcycle Rally is just minutes away. Exceptional year-round regional draw with consistent, year-round revenue potential. This is not a turnaround story. This is not a renovation project. This is a fully operating, award- winning, reputation-rich boutique inn with an irreplaceable downtown Deadwood location and everything a serious buyer needs already built. Listed by Josiah LaFrance with L'Avance Capital and Real Estate- 605-786-3098

103 Charles, Deadwood

$12,500,000
177954 MLS
Listed by Jeff Lawler 605-218-1701 and Lori Barnett 605-786-5817, Engel & Völkers. A Stabilized, Multi-Revenue Historic Asset on Deadwood's Most Trafficked Corridor The Buffalo-Bodega Complex occupies over half a block of prime frontage on Historic Main Street in Deadwood, South Dakota, directly across from the Historic Number 10 Saloon in one of the district's highest foot traffic zones. The complex operates multiple revenue streams under one roof, including a casino, full-service restaurant, bar, and the Buffalo Bodega Saloon, widely recognized as the oldest continuously operating bar in Deadwood. This diversification across gaming, food and beverage, and entertainment provides built-in resilience against seasonal fluctuation and single-source risk. Deadwood's regulated gaming market, combined with year-round tourism anchored by events, motorsport rallies, and proximity to national landmarks, supports a demand profile few small-market hospitality assets can match. The property benefits from sustained municipal investment in the Historic Main Street corridor and an established consumer base that returns annually. With demonstrated NOI performance and a cap rate aligned with institutional expectations for stabilized hospitality assets, the Buffalo-Bodega Complex represents a rare acquisition: an irreplaceable location, a proven operating model, and a brand with over a century of built-in equity. Seller financing or partial carry is available for a qualified buyer.

662 Main 662-654 Main St, Deadwood

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