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$295,900
1 Beds 90214 MLS
Tiny Cabin, Big Freedom — .82 Acres, Horses Welcome | 21371 Arapahoe Place, Deadwood, SD. Listed by Heidi Keough 605-645-2747 Escape to your own slice of the Black Hills at 21371 Arapahoe Place — a charming 334 sq ft log cabin set on a private .82-acre lot near Deadwood, South Dakota. And yes, horses are allowed. Whether you're dreaming of a low-maintenance weekend getaway, a minimalist full-time retreat, or a home base for your horses/ATV adventures in the heart of the Hills, this property delivers. At just 334 square feet, this cabin is the definition of easy living: less to clean, less to maintain, less to worry about — more time to actually enjoy where you are. Tucked into the pines with room to roam, the .82-acre lot offers space to breathe without the upkeep of a large acreage. Horses allowed on this lot opens the door for equestrian buyers looking for land in the Black Hills without the price tag or maintenance demands of a bigger property — a rare combination in this market. Located near Deadwood, you're minutes from national forest access, trails, and historic Deadwood itself, with an easy drive to Sturgis, Spearfish, and Rapid City.

21371 Arapahoe Place, Deadwood

$295,900
1 Beds 1 Baths 90214 MLS
Tiny Cabin, Big Freedom — .82 Acres, Horses Welcome | 21371 Arapahoe Place, Deadwood, SD. Listed by Heidi Keough 605-645-2747 Escape to your own slice of the Black Hills at 21371 Arapahoe Place — a charming 334 sq ft log cabin set on a private .82-acre lot near Deadwood, South Dakota. And yes, horses are allowed. Whether you're dreaming of a low-maintenance weekend getaway, a minimalist full-time retreat, or a home base for your horses/ATV adventures in the heart of the Hills, this property delivers. At just 334 square feet, this cabin is the definition of easy living: less to clean, less to maintain, less to worry about — more time to actually enjoy where you are. Tucked into the pines with room to roam, the .82-acre lot offers space to breathe without the upkeep of a large acreage. Horses allowed on this lot opens the door for equestrian buyers looking for land in the Black Hills without the price tag or maintenance demands of a bigger property — a rare combination in this market. Located near Deadwood, you're minutes from national forest access, trails, and historic Deadwood itself, with an easy drive to Sturgis, Spearfish, and Rapid City.

21371 Arapahoe Place, Deadwood

$709,000
4 Beds 180732 MLS
Discover the perfect blend of historic charm and modern convenience in this unique Deadwood property! Situated on three commercially zoned lots just blocks from historic Downtown Deadwood, this beautifully restored home offers timeless character with extensive modern updates. Originally located on Lower Main Street, the home was carefully relocated and placed on a new foundation at its current location in 2016. Offering 4 bedrooms and 4-1/2 bathrooms, the spacious layout provides privacy and flexibility for a variety of both main level living or business needs. Major improvements completed in 2016 include a new foundation, exterior restoration, updated electrical and plumbing systems, HVAC, and thoughtfully renovated interior spaces - preserving the home's historic appeal while incorporating today's conveniences. Opportunities to own a piece of Deadwood history with this level of modernization are rare. Whether you're searching for a distinctive residence, employee housing, office or business space, or an addition to your real estate portfolio, this exceptional property is one you won't want to miss. Listed by Jana Carlyle, 605-381-0909, The Real Estate Group.

21 Charles, Deadwood

$709,000
180733 MLS
Discover the perfect blend of historic charm and modern convenience in this unique Deadwood property! Situated on three commercially zoned lots just blocks from historic Downtown Deadwood, this beautifully restored home offers timeless character with extensive modern updates. Originally located on Lower Main Street, the home was carefully relocated and placed on a new foundation at its current location in 2016. Offering 4 bedrooms and 4-1/2 bathrooms, the spacious layout provides privacy and flexibility for a variety of both main level living or business needs. Major improvements completed in 2016 include a new foundation, exterior restoration, updated electrical and plumbing systems, HVAC, and thoughtfully renovated interior spaces - preserving the home's historic appeal while incorporating today's conveniences. Opportunities to own a piece of Deadwood history with this level of modernization are rare. Whether you're searching for a distinctive residence, employee housing, office or business space, or an addition to your real estate portfolio, this exceptional property is one you won't want to miss. Listed by Jana Carlyle, 605-381-0909, The Real Estate Group.

21 Charles, Deadwood

$535,000
3 Beds 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 19 Stewart St, Deadwood

$359,500
3 Beds 90015 MLS
Very nice home in the Prestigious Presidential District in Historic Deadwood. Incredible Views. All one level living area, Walkin Closets are in Master & Guest bedrooms. Master Bedroom includes a private bath. Outside Gazebo adds beauty, character and privacy. New Flooring, New paint inside and out. Check out the 1880's bedroom/office, very Historical. Dining Room has installed a triple wall flue pipe for easy installation of a gas/wood fireplace. The historic rock storage shed was originally installed in the 1880's as well. Choke Cherry Trees. Move-in READY. Priced to Sell. Just blocks from the Deadwood Hospital/Clinic, Gordan Park, Deadwood Aquatic Center and the Deadwood Trolly Stop is only 1 1/2 Blocks for a ride to all the Downtown Events & Celebrations in Historic Deadwood SD. Just minutes from the highly rated Terry Peak Ski area and Sturgis Rally. Mt Rushmore and Crazy Horse Monuments are just a short car ride. Call Listing Agent Kevin Schilling-605-641-5848 or your favorite Realtor for showings.

18 Jefferson Street, Deadwood

$2,575,000
7 Beds 180657 MLS
20939 Brighter Day Pl | Paradise with views! This one-of-a-kind property truly has it all. With newer structures built to accommodate all the uses, vehicles, family and entertaining you’ve dreamed of, you’ll find seclusion and distant views from 11.12 acres at the top of an incredible Northern Black Hills setting, bordering National Forest Service (BLM) property. The primary residence features 4 private suites (2 with ensuite laundry) plus additional guest rooms and office, beautifully appointed kitchen, towering living room and family room, toy garage, gym and 60’ recreational room with 16’ overhead door to allow for indoor RV storage. Additional 40x40 heated shop with upper level apartment (completely furnished), 40x100 heated shop with 2 bed & 2 bathroom apartment, and guest cabin (also furnished) with loft bedroom. Contact Kylie McMullin at 605-484-5431 for your private tour of this amazing property today!

20939 Brighter Day Pl, Deadwood

$250,000
4 Beds 89914 MLS
For more information, contact listing agent Brandon Harvey with Great Peaks Realty at 605-920-9853. Historic Deadwood Home Just Off Main Street Discover the potential of this historic Deadwood home, conveniently located just off Main Street. Many of the major updates have already been completed, including plumbing, electrical, HVAC, roof, partial siding, insulation, and house stabilization. While there is still some exterior work to finish, the majority of the major improvements are complete, making this property ready to move into or rent out while you complete the remaining exterior projects. The main floor features a large kitchen, formal dining room, living room, bathroom, laundry room, and entryway room. Upstairs, you'll find all four bedrooms (two are non-conforming without closets). Whether you're looking for a primary residence, investment property, or a historic Deadwood home with additional potential, this property offers an opportunity to own a piece of Deadwood with many of the big-ticket improvements already addressed.

46 Denver Avenue, Deadwood

$524,000
3 Beds 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

$279,900
2 Beds 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

$715,000
4 Beds 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

$699,000
4 Beds 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 decor 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

$399,900
3 Beds 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

$249,000
3 Beds 87789 MLS
Listed by Jarred Curry, LPT Realty 307-760-5033. Located just above historic downtown Deadwood, this charming home at 424 Williams St offers a great opportunity to enjoy the character and convenience of one of the Black Hills’ most iconic communities. Built in 1937, the property sits in a classic hillside neighborhood just minutes from Main Street, giving you quick access to restaurants, entertainment, and year-round events. Sit on the deck and enjoy the concerts and events with a perfect view of Deadwood's Outlaw Square! Inside, the home offers comfortable living spaces filled with natural light and a functional layout suited for everyday living. The property provides a great foundation for updates or personalization while maintaining the charm of its original era. Whether you're searching for a full-time residence, a vacation getaway, or a potential investment property, this home offers flexibility in a highly desirable location. Enjoy being just a few steps from the heart of Deadwood while still tucked into a quiet residential setting. If you’ve been looking for a property that combines historic character with convenient access to everything the northern Black Hills has to offer, this home is worth a look. Sold As-Is

424 Williams Street, Deadwood

$350,000
6 Beds 87401 MLS
RARE opportunity to own this secluded 2.76-acre property with some of the BEST views in the Black Hills, showcasing a panorama that leavesy ou in smiling! 20575 Whitewood Creek Road in Deadwood, South Dakota includes a 2000 sq ft rustic cabin, sold "As is,"adding some history to this captivating landscape. Here's an awesome opportunity to renovate this piece of history! This private and gated property is accessed via a scenic 2.8-mile trail, this secluded retreat offers the utmost freedom to create your ideal mountain escape, unbound by covenants! Home stakeGold Mine's land below provides fishing and hiking access. Abundant wildlife, old growth pine trees, and a natural land bridge add to the allure, creating a true sanctuary. Enjoy nearby walk-in trout fishing, underground electricity, high-speed internet, and proximity to Deadwood's amenities and cultural attractions. Listed by David O'Hara, Engel & Völkers Black Hills LLC

20575 Whitewood Creek Road, Deadwood

$524,900
2 Beds 86897 MLS
Listed with TJ Wojtanowicz - Black Hills Realty - 605-863-1920. Looking for an affordable cabin in the Black Hills with NO covenants? This newly built getaway offers incredible views, privacy, and modern finishes throughout! Inside, you’ll enjoy durable LVP flooring, vaulted ceilings, a cozy propane fireplace, and a well-designed kitchen featuring quartz countertops, ample cabinetry, and a tankless water heater. The cabin includes 2 nice-sized bedrooms and 2 full bathrooms, along with a propane furnace and shared well. Outside, relax on either of the two large covered decks, take in views of Terry Peak, all situated on 1.2 acres, making it the ultimate Black Hills retreat. The adjoining lot (1.20 Acres) can also be available for sale.

11837 Golden Ridge Road, Deadwood

$3,600,000
3 Beds 83436 MLS
When you wish upon a star, it makes no difference who you are—you’ll end up at 22278 Jenny Gulch Rd. This spectacular property is on the market for the first time in decades! It’s rare to find 120 acres surrounded by National Forest Service land, featuring a charming 3-bedroom, 1.5 bath home. This property also offers an additional building site complete with its own well and septic system. The entire estate is fenced with 4-strand barbed wire and operates as a well-established tree farm, giving it agricultural status and resulting in low taxes. The home boasts breathtaking panoramic views, a custom carport, and is situated in the heart of the Black Hills. You’ll enjoy both easy access and complete privacy. Best of all, there are no covenants—giving you ultimate freedom. Hunters, winter sport enthusiasts, and outdoor lovers, this is your dream home. Don’t miss out on this once-in-a-lifetime opportunity! Owners do lease a water softener for seasonal use.

22278 Jenny Gulch Road Jenny Gulch Rd, Deadwood

$4,400,000
84502 MLS
PRICE REDUCED! Introducing a One-of-a-Kind Investment Opportunity in Legendary Deadwood, SD. Welcome to the iconic Midnight Star Casino, a historic 3,800 SF building dating back to 1879, located on world-famous Main Street in Deadwood — South Dakota’s most storied gaming and tourism destination. Originally opened and operated by Academy Award-winning actor Kevin Costner for over 26 years, this property is rich in heritage, character, and unmatched branding potential. The building features a fully operational casino, separate bar, and upscale dining venue, each with established customer bases and strong revenue history. With timeless architecture, soaring ceilings, and prime visibility in a high-traffic pedestrian corridor, this property offers investors the rare chance to own a living piece of Western history. Contact Listing Agent Casey Raftevold eXp Realty 605-863-5282 for more information.

677 Main Street, Deadwood

$359,500
3 Beds 180548 MLS
Very nice home in the Prestigious Presidential District in Historic Deadwood. Incredible Views looking over Deadwood and surrounding Mountains. All one level living area, Walkin Closets are in Master & Guest bedrooms. Master Bedroom includes a private bath. Outside Gazebo adds character and privacy. New Flooring, New paint inside and out. Check out the 1880's bedroom/office, very Historical. Dining Room has installed a triple wall flue pipe for easy installation of a gas/wood fireplace. The historic rock storage shed was originally built in the 1880's as well. Chokecherry Trees. Just blocks from Deadwood Hospital/Clinic, Gordan Park, Deadwood Aquatic Center and the Deadwood Trolly Stop is only 1 1/2 Blocks for a ride to all the Downtown Events & Celebrations in Historic Deadwood SD. Just minutes from the highly rated Terry Peak Ski area and Sturgis Rally. Mt Rushmore and Crazy Horse Monuments are just a short car ride. Move-in Ready. Priced to Sell. Call Listing Agent Kevin Schilling-605-641-5848 for showings.

18 Jefferson, Deadwood

$359,500
3 Beds 2 Baths 90015 MLS
Very nice home in the Prestigious Presidential District in Historic Deadwood. Incredible Views. All one level living area, Walkin Closets are in Master & Guest bedrooms. Master Bedroom includes a private bath. Outside Gazebo adds beauty, character and privacy. New Flooring, New paint inside and out. Check out the 1880's bedroom/office, very Historical. Dining Room has installed a triple wall flue pipe for easy installation of a gas/wood fireplace. The historic rock storage shed was originally installed in the 1880's as well. Choke Cherry Trees. Move-in READY. Priced to Sell. Just blocks from the Deadwood Hospital/Clinic, Gordan Park, Deadwood Aquatic Center and the Deadwood Trolly Stop is only 1 1/2 Blocks for a ride to all the Downtown Events & Celebrations in Historic Deadwood SD. Just minutes from the highly rated Terry Peak Ski area and Sturgis Rally. Mt Rushmore and Crazy Horse Monuments are just a short car ride. Call Listing Agent Kevin Schilling-605-641-5848 or your favorite Realtor for showings.

18 Jefferson Street, Deadwood

$250,000
4 Beds 1 Baths 89914 MLS
For more information, contact listing agent Brandon Harvey with Great Peaks Realty at 605-920-9853. Historic Deadwood Home Just Off Main Street Discover the potential of this historic Deadwood home, conveniently located just off Main Street. Many of the major updates have already been completed, including plumbing, electrical, HVAC, roof, partial siding, insulation, and house stabilization. While there is still some exterior work to finish, the majority of the major improvements are complete, making this property ready to move into or rent out while you complete the remaining exterior projects. The main floor features a large kitchen, formal dining room, living room, bathroom, laundry room, and entryway room. Upstairs, you’ll find all four bedrooms (two are non-conforming without closets). Whether you're looking for a primary residence, investment property, or a historic Deadwood home with additional potential, this property offers an opportunity to own a piece of Deadwood with many of the big-ticket improvements already addressed.

46 Denver Avenue, Deadwood

$439,900
2 Beds 180255 MLS
This home is ideal for nature enthusiasts with its prime location situated in the hills just outside of Deadwood/Lead off of Highway 385. The Tomahawk Country Club is nearby as well as side-by-side and snow mobile trails within minutes. NO COVENANTS. This cozy cabin was built in 1992. It features two bedrooms and one bathroom. You'll love the rustic charm of the tongue-and-groove walls and ceilings. A kitchen remodel was done in 2021 including custom cabinetry, granite counters and new appliances. Additionally, there are 3 camping spaces with amenities and a 12x20 guest cottage with loft and electricity. This makes it a perfect spot for friends and family to come enjoy the beauty of the Black Hills with you! Notably, in August 2023, a new garage was finished. This property has its own well! Listed by Daniel Tribby RE/MAX Advantage 605-391-2191

21608 High Country Loop, Deadwood

$524,000
3 Beds 180189 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

$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