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$524,000
3 Beds 2 Baths 89642 MLS
Being sold fully furnished, this property is turn-key and tucked into High Country Subdivision outside Deadwood. A charming 3-bedroom, 2-bath Black Hills getaway sits on a 1.03-acre wooded lot with easy access off Hwy 385 via Brownsville Rd, perfect for year-round Black Hills adventure. Inside, you’ll feel the “cabin cozy” right away, made even better by major, thoughtful upgrades. The owners invested in a substantial addition adding 2 bedrooms + an additional full bath, and the convenience of a second laundry set, ideal for quick turnovers when the home is rented. For comfort in every season, enjoy the ambiance of a pellet stove alongside electric heat. Outside this cabin continues to shine: unwind in the hot tub on the patio, or stash all the gear in the large shed, and head out for the lifestyle the Northern Hills are known for. The Brownsville area is known for easy access to nearby trail systems and covenant free setting. You'll enjoy hunting, trail riding, snowmobiling, and easy drives to the best of the Black Hills.

21621 High Country Loop, Deadwood

$545,000
4 Beds 3 Baths 89486 MLS
Listed by Denise Gienger, Keller Williams Realty BH, 605-645-8496. First time ever offered for sale! Lovingly maintained by its original owners since 1979, this spacious home offers 3000 sq ft in one of Deadwood's established neighborhoods. The oversized kitchen is the heart of the home, offering abundant cabinetry, generous counter space, a bar for extra seating and a built-in desk. Just beyond, the unique two-level sunroom provides the perfect place to enjoy your morning coffee, soak in a hot tub, or unwind with a good book. The upper level features 3 beds and 2 baths including the spacious primary suite which a true retreat! The primary suite has two walk-in closets, an adjoining flex space that's perfect for a nursery, sitting room or private workout area and has a beautifully remodeled en-suite bath featuring a custom tiled walk-in shower. The .53-acre lot provides a beautiful setting with mature surroundings. Built with quality and cared for over the years, this home is ready for its next owners to enjoy for years to come.

4 Ryan Road, Deadwood

$499,900
179863 MLS
Picture waking up to Black Hills peaks framing your front yard and a creek winding quietly through your own 7.96 acres. This is the kind of parcel that does not come up often, direct frontage on US Highway 385, bordering national forest, with total privacy and nothing but open sky and pine covered ridgelines in every direction. No covenants, no restrictions, just room to build the retreat you have been imagining. Deadwood's shops, casinos, and dining are just 15 minutes away, so you get the seclusion without sacrificing convenience. Whether you are envisioning a cabin getaway, a homestead, or simply a private piece of the Black Hills to call your own, this lot delivers the setting to make it happen. Land like this along the highway corridor with national forest access does not stay available long. Book your showing today.

Lot R-2C1 Hwy 385 Us Highway 385, Deadwood

$499,900
89374 MLS
Picture waking up to Black Hills peaks framing your front yard and a creek winding quietly through your own 7.96 acres. This is the kind of parcel that does not come up often, direct frontage on US Highway 385, bordering national forest, with total privacy and nothing but open sky and pine covered ridgelines in every direction. No covenants, no restrictions, just room to build the retreat you have been imagining. Deadwood's shops, casinos, and dining are just 15 minutes away, so you get the seclusion without sacrificing convenience. Whether you are envisioning a cabin getaway, a homestead, or simply a private piece of the Black Hills to call your own, this lot delivers the setting to make it happen. Land like this along the highway corridor with national forest access does not stay available long. Book your showing today. Listed by Jeffery Christians, Real Broker LLC, 605-920-0425.

Lot R-2C1 Highway 385, Deadwood

$279,900
2 Beds 1 Baths 89244 MLS
Some homes tell a story, and 8 Jefferson Street is one of them. Contact Cher Rhoades @ Oak & Key Realty 605.639.1158 for a Private Tour! Nestled in one of Deadwood's most iconic and historic neighborhoods, this charming 2-bedroom, 1-bath home has been lovingly cared for and stands as a true historical treasure. Built in 1933, the home is surrounded by stately historic residences, mature trees, and lush natural landscaping that create a peaceful setting just moments from the heart of town. In a community known for legends, history, adventure, and breathtaking hillside views, this timeless home offers a rare opportunity to own a piece of Deadwood's rich heritage. The character and craftsmanship of a bygone era remain evident throughout, while years of thoughtful care have ensured the home is move-in ready for its next owner. Tucked away among the trees, this inviting property features warm, welcoming spaces, charming windows that fill the home with natural light, two comfortable bedrooms, one bathroom, and a detached one-car garage. Its timeless appeal captures the spirit of Deadwood's past while offering the comfort and convenience of today. Whether you're searching for a full-time residence, a Black Hills retreat, or simply a home with a story worth continuing, 8 Jefferson Street is ready for its next chapter. Come experience the character, history, and charm that make this home truly unforgettable.

8 Jefferson Street, Deadwood

$279,900
2 Beds 179696 MLS
Some homes tell a story, and 8 Jefferson Street is one of them. Contact Cher Rhoades @ Oak & Key Realty 605.639.1158 for a Private Tour! Nestled in one of Deadwood's most iconic and historic neighborhoods, this charming 2-bedroom, 1-bath home has been lovingly cared for and stands as a true historical treasure. Built in 1933, the home is surrounded by stately historic residences, mature trees, and lush natural landscaping that create a peaceful setting just moments from the heart of town. In a community known for legends, history, adventure, and breathtaking hillside views, this timeless home offers a rare opportunity to own a piece of Deadwood's rich heritage. The character and craftsmanship of a bygone era remain evident throughout, while years of thoughtful care have ensured the home is move-in ready for its next owner. Tucked away among the trees, this inviting property features warm, welcoming spaces, charming windows that fill the home with natural light, two comfortable bedrooms, one bathroom, and a detached one-car garage. Its timeless appeal captures the spirit of Deadwood's past while offering the comfort and convenience of today. Whether you're searching for a full-time residence, a Black Hills retreat, or simply a home with a story worth continuing, 8 Jefferson Street is ready for its next chapter. Come experience the character, history, and charm that make this home truly unforgettable.

8 Jefferson 8 Jefferson 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. This home, built circa 1890, is Folk Victorian farmhouse with a 1920s Arts & Crafts addition and has been fully restored to honor 135 years of history, while delivering every modern comfort. This home is being sold fully furnished, every piece hand-selected to showcase the history from the Golden Age. In addition to the stunning restoration, this property carries a property tax moratorium, saving the new owner thousands of dollars in annual property taxes for the next four years, a significant advantage rarely found with a home of this caliber. As you step through the reclaimed antique front door, you'll find 2,800+ square feet of living space across three levels, featuring restored wide-plank Douglas Fir hardwood floors, 9-foot ceilings, and a staircase with hand-restored black walnut spindles. The show-stopping kitchen features custom cabinetry, Cambria countertops, and a culinary stove complete with a pasta arm. This anchors the main floor, also including a formal dining room, parlor, and laundry. The fully finished basement offers a full wet bar with custom bar back, and a sprawling deck out back overlooks Whitewood Creek for an outdoor living experience unlike anything else in Deadwood. A two-vehicle carport, easy access to Downtown and the nearby trolley stops complete the package. Schedule your showing today. Listed by Madison (Reeves) Shipman, Valente Realty (605)569-9019

152 Charles Street, Deadwood

$1,690,000
179409 MLS
Listed by Daneen Jacquot Kulmala South Dakota Properties 605-484-7832 & Steve Kulmala South Dakota Properties 605-484-8501. If you are looking for an awesome investment property, look no further!! Six beautiful cabins in a great location, near Deadwood, Trails and lakes! These cabins stay busy year-round!! New well for Cabins 4, 5, 6 – $100,000. UV water filtration system for Cabins 1, 2, 3 – $12,000. Deck stairs for Cabins 2 and 3 – $5,000. Safety railings for Cabins 1, 3, 6 – $20,000+. New sofas in all cabins – $15,000. New gas ranges – $2,400. New dishwashers – $1,500. New shower installation – $1,500. New front doors – $2,100. New patio doors – $4,400. New windows – $1,500. New refrigerators – $3,400. Septic electrical repair – $3,000. Plumbing upgrades – $8,000. New hot water heaters Call today for your personal showing!! With the right terms, the seller will consider contract for deed

21353-21361 Hwy 385 21353-21361 Hwy 385, Deadwood

$299,000
88905 MLS
Rarely does an opportunity arise to acquire such a prestigious commercial corner lot situated in the heart of the historic Deadwood district. This 0.25 acre, meticulously positioned parcel boasts direct frontage along Main Street, offering unparalleled visibility and exposure to the bustling thoroughfare that defines the essence of Deadwood. Strategically positioned along Main Street, this property commands attention from both locals and tourists alike, presenting an ideal setting for businesses seeking maximum exposure. Nestled within the vibrant ambiance of historic Deadwood, the property enjoys proximity to renowned attractions, entertainment venues, dining establishments, and boutique shops, ensuring a steady flow of foot traffic year-round. With its advantageous corner lot positioning, the property offers dual frontage, enhancing accessibility and facilitating versatile development possibilities. This coveted commercial corner lot presents a unique opportunity for investors, developers, and entrepreneurs alike to secure a prized piece of real estate in one of Deadwood's most sought-after locations. Whether envisioning a retail storefront, a dining establishment, or a boutique accommodation, the possibilities are limitless within this historic setting.

TBD Main Street, Deadwood

$90,000
2 Beds 1 Baths 88836 MLS
Updated, Affordable Home Minutes from Downtown Deadwood! Ideally located just minutes from historic downtown Deadwood and the scenic Mickelson Trail, this well-maintained manufactured home offers an affordable opportunity to enjoy the best of the Black Hills. Recent updates include newer siding, a durable metal roof, upgraded water heater and thermostat, stylish vinyl plank flooring, modern light fixtures, and fresh window treatments. Whether you're looking for a full-time residence or a convenient getaway, this move-in-ready property combines comfort, value, and proximity to everything Deadwood has to offer. Contact Kristi Villafuerte at Black Mountain Real Estate (605) 591-2705 to schedule your private showing today!

200 Charles Street, Deadwood

$699,000
4 Beds 179139 MLS
Welcome to Twin Pines Lodge — a truly unique and charming home perched on the slope of Mount Roosevelt with panoramic views of historic Deadwood. Just one block west of the iconic Franklin Hotel and steps from Outlaw Square, this property offers unbeatable proximity to the best of downtown. Recently refreshed with updated décor and thoughtfully selected finishes that perfectly complement the lodge-style character of the home, the interior blends rustic charm with a warm, inviting atmosphere. The home features 4 bedrooms and 3 bathrooms across a versatile layout and will be sold fully furnished, making it truly turnkey from day one. The lower level includes a full kitchen, living room, bedroom, and bathroom — ideal for extended guests, multigenerational living, a mother-in-law suite, or a private guest setup. The main level offers inviting living space and a spacious sunroom that’s perfect for relaxing or entertaining. A detached 2-car garage adds even more appeal with a finished loft above — ideal for a game room, office, or creative space. With its prime location, updated interior feel, flexible design, and turnkey convenience, Twin Pines Lodge is a rare opportunity to own a piece of Deadwood with character, comfort, and unmatched views.

10 Centennial, Deadwood

$699,000
4 Beds 3 Baths 88777 MLS
Welcome to Twin Pines Lodge — a truly unique and charming home perched on the slope of Mount Roosevelt with panoramic views of historic Deadwood. Just one block west of the iconic Franklin Hotel and steps from Outlaw Square, this property offers unbeatable proximity to the best of downtown. Recently refreshed with updated décor and thoughtfully selected finishes that perfectly complement the lodge-style character of the home, the interior blends rustic charm with a warm, inviting atmosphere. The home features 4 bedrooms and 3 bathrooms across a versatile layout and will be sold fully furnished, making it truly turnkey from day one. The lower level includes a full kitchen, living room, bedroom, and bathroom — ideal for extended guests, multigenerational living, a mother-in-law suite, or a private guest setup. The main level offers inviting living space and a spacious sunroom that’s perfect for relaxing or entertaining. A detached 2-car garage adds even more appeal with a finished loft above — ideal for a game room, office, or creative space. With its prime location, updated interior feel, flexible design, and turnkey convenience, Twin Pines Lodge is a rare opportunity to own a piece of Deadwood with character, comfort, and unmatched views.

10 Centennial Avenue, Deadwood

$535,000
3 Beds 179088 MLS
Perched on 7+ acres with breathtaking hillside views of Deadwood. This property includes an easy access 7,000 sqft separate lot for park that could be used to build a garage / shop or additional home. This one-of-a-kind historic property offers the perfect blend of character, comfort, and location. Entertain from the custom party deck complete with outdoor bar, all while taking in panoramic views. Walkable to everything Deadwood has to offer, including direct access to the famous Mickelson Trail. This beautifully updated 3-bedroom, 2-bath home features two spacious living areas, an open-concept kitchen, a huge primary en-suite, and two cozy wood stoves. Rich original woodwork preserves the home’s historic charm, while tasteful updates throughout provide modern convenience. Being sold fully turnkey furnished — right down to the barware — this property is ready to enjoy immediately as a personal retreat, vacation home, or investment opportunity. As featured in Better Homes & Gardens, this exceptional property has too many upgrades to list and is offered at the incredible price of $535,000.

29 & 19 Other Terrace Ave & Stewart St, Deadwood

$535,000
3 Beds 2 Baths 88734 MLS
For more information, please contact listing agents Michael Warwick 605-641-2569 Great Peaks Realty. Perched on 7+ acres with breathtaking hillside views of Deadwood. This property includes an easy access 7,000 sqft separate lot for park that could be used to build a garage / shop or additional home. This one-of-a-kind historic property offers the perfect blend of character, comfort, and location. Entertain from the custom party deck complete with outdoor bar, all while taking in panoramic views. Walkable to everything Deadwood has to offer, including direct access to the famous Mickelson Trail. This beautifully updated 3-bedroom, 2-bath home features two spacious living areas, an open-concept kitchen, a huge primary en-suite, and two cozy wood stoves. Rich original woodwork preserves the home’s historic charm, while tasteful updates throughout provide modern convenience. Being sold fully turnkey furnished — right down to the barware — this property is ready to enjoy immediately as a personal retreat, vacation home, or investment opportunity. As featured in Better Homes & Gardens, this exceptional property has too many upgrades to list and is offered at the incredible price of $535,000.

29 Terrace Ave, Deadwood

$2,890,000
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

$399,900
3 Beds 178838 MLS
Perched on 7+ acres with breathtaking hillside views of Deadwood, this one-of-a-kind historic property offers the perfect blend of character, comfort, and location. Entertain from the custom party deck complete with outdoor bar, all while taking in panoramic views. Walkable to everything Deadwood has to offer, including direct access to the famous Mickelson Trail. This beautifully updated 3-bedroom, 2-bath home features two spacious living areas, an open-concept kitchen, a huge primary en-suite, and two cozy wood stoves. Rich original woodwork preserves the home’s historic charm, while tasteful updates throughout provide modern convenience. Being sold fully turnkey furnished — right down to the barware — this property is ready to enjoy immediately as a personal retreat, vacation home, or investment opportunity. As featured in Better Homes & Gardens, this exceptional property has too many upgrades to list and is offered at the incredible price of $399,900.

29 Other Terrace Ave, Deadwood

$209,900
88499 MLS
3.44 Acre Lot – Strawberry Hill Near Deadwood – Borders US Forest Service Land Discover your slice of the Northern Black Hills with this beautiful 3.44-acre lot on Strawberry Hill. This gently sloping, highly buildable property offers the perfect blend of privacy, scenery, and accessibility. Power already to the lot, Borders US Forest Service land, Peaceful wooded setting. Located in the heart of the Northern Black Hills, you’re just minutes from everything the area is known for: Historic charm and entertainment in Deadwood, World-famous rally events in Sturgis, Skiing at Terry Peak Ski Area, Scenic drives in Spearfish Canyon, Endless hiking, ATV trails, and outdoor recreation right outside your door. Whether you’re looking to build a full-time home, vacation getaway, or investment property, this lot offers location, usability, and direct access to public land.

21272 Rose Place, Deadwood

$399,900
3 Beds 2 Baths 88490 MLS
For more information, please contact listing agents Michael Warwick 605-641-2569 Great Peaks Realty. Perched on 7+ acres with breathtaking hillside views of Deadwood, this one-of-a-kind historic property offers the perfect blend of character, comfort, and location. Entertain from the custom party deck complete with outdoor bar, all while taking in panoramic views. Walkable to everything Deadwood has to offer, including direct access to the famous Mickelson Trail. This beautifully updated 3-bedroom, 2-bath home features two spacious living areas, an open-concept kitchen, a huge primary en-suite, and two cozy wood stoves. Rich original woodwork preserves the home’s historic charm, while tasteful updates throughout provide modern convenience. Being sold fully turnkey furnished — right down to the barware — this property is ready to enjoy immediately as a personal retreat, vacation home, or investment opportunity. As featured in Better Homes & Gardens, this exceptional property has too many upgrades to list and is offered at the incredible price of $399,900.

29 Terrace Ave, Deadwood

$189,000
88317 MLS
Not like the others! Perched on top of the Golden Hills Development at the very end of the road and bordering US Forest Service land, rests this usable 2+ acre parcel. The views stretch in all around and the gentle sloping nature allows one to really enjoy the property. Included in the sale are the blueprints for a sprawling ranch-style home with approximately 2000 sq ft plus a 30X50 garage! The build site is excavated and the takes advantage of expansive views of distant rock outcroppings and peers thru the hilltops to the prairie. Power underground and to the lot. The water tap is in place, and a fire hydrant is on the cul-de-sac. Perc test for septic with engineering report on file. Many great build sites if the prepared one isn't for you. This shovel ready lot is ready for your dream home. Listed by Eric Henneman, Real Properties of Lead-Deadwood - 605-920-0356

TBD Noble Grand Court, Deadwood

$115,000
178575 MLS
Beautiful view lot in historic Deadwood, SD! This exceptional homesite offers stunning views overlooking downtown Deadwood, giving you the rare opportunity to enjoy city lights, scenic hillsides, and the charm of the Black Hills all from your future front porch. Located just minutes from dining, entertainment, and year-round recreation, this lot provides the perfect balance of privacy and convenience. Whether you’re looking to build a full-time residence, vacation getaway, or investment property, this is a prime location with incredible potential. A building permit has already been approved and is good through July 15th. Water and sewer hookups are already on the lot. House plans are approved and available! Don’t miss your chance to own a piece of Deadwood with views that truly set it apart. Listed by Josiah Lafrance- L'Avance Real Estate and Capital 605-786-3098

55 Pleasant Dr, Deadwood

$1
88243 MLS
Listed by Emily Costopoulos, Black Pine Real Estate, 605-223-1737. Discover a versatile lease opportunity in a prime Deadwood location, just steps from the courthouse and local favorites like Jacobs Brewhouse & Grocer. This mid-century building, updated in 2012, offers a flexible layout ideal for a wide range of business uses. Inside, you'll find multiple private offices, a large open work area, a kitchenette, two restrooms, and a utility room with a mop sink. Dual entrances—one on Sherman Street and another leading to the Miller Public Parking lot—provide convenient access for both clients and employees. Previously home to office operations and even a restaurant, the space is ready for your creative vision. ***Opportunity to rent a portion of the space at a reduced rate***

87 Sherman Street, Deadwood