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Browse All Deadwood SD Single Family Properties for Sale

$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
$449,900
4 Beds ⋅ 89436 MLS
Contact listing agent for more info at BRIDGET GOSTOLA 605-641-3894 with BLACK MOUNTAIN REAL ESTATE. This 4 bedroom, 1.5 bath home with a 900 sq ft garage sits in the heart of legendary Deadwood, SD. The property offers a generously sized yard, fully fenced and a large garage/shop for all those toys and fancy cars. The layout of home offers a spacious sunroom with lots of natural light, a large kitchen for the cook, main floor laundry and a convenient walk-in shower tub combo on the main floor. LOCATION LOCATION LOCATION this spot can't be beat....just a walk to the football field, rodeo grounds and main street Deadwood. Come see this one before someone else stakes their claim. Give me a call

2 Sampson Street, Deadwood
$160,000
1 Beds ⋅ 89432 MLS
Cutest little house in Deadwood! Prime location near parking ramp. Just an elevator ride down to Main Street from the top floor of the parking ramp. 1 bed, 1 bath with a nice sized laundry/storage area. Take in the sights and sounds of Historic Deadwood from the classic covered porch. Lots of recent updates including roof, retaining wall and foundation work all approved through historic preservation. Nice livable home at an affordable price! Amazing access to all the fun Deadwood offers while resting above and away from it all in a cute historic neighborhood. Great fit as first home, or little vacation get-away. Listed by Eric Henneman - Real Properties of Lead-Deadwood, 605-920-0356

318 Williams Street, 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
$1,400,000
89273 MLS
Wow! HUGE price reduction! There isn't a better location than this commercial highway zoned property! High traffic count location at the edge of Deadwood city limits and mouth of Boulder Canyon. Less than a mile from the junction of highway 85 & 14A. 4862 sf building sits on 2.69 acres. HUGE parking lot that will accommodate 50+ vehicles with easy access off Hwy 14A. Built in 1999 with renovation in 2023. Building has a Certificate of Occupancy for 243 people. It has its own well and septic on site. The possibilities are endless for the type of business that would work at this site. Adding to that, at the back, it overlooks gorgeous Whitewood Creek.

250 Us Hwy 14a, 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
$975,000
81054 MLS
This Deadwood commercial building is 10,000 sq. ft on 2 levels with high traffic, high visibility and highway frontage. The Antique Emporium has been in business in this building for 20 years. Two levels of approximately 5000 sq. ft. each. Very open floor plan. Main floor is handicap accessible. Four designated bathrooms--2 up/2 down. Main floor bathrooms are handicap accessible. Air conditioning. Natural gas forced air heat. 1/2 acre in the city limits of Deadwood! Off-street, paved parking. Building has working sprinkler system. Call listing agent to show. Listing agent must be at all showings. City of Deadwood public park with public restrooms, fishing access, picnic area, walking trails, etc. across highway.

409 Cliff 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
$425,000
4 Beds ⋅ 2 Baths ⋅ 89879 MLS
Contact Jordan Seibel(Oster) with Century 21 Associated Realty @ 307.290.0552 to view this beautiful 1887 Victorian original. It harmoniously integrates timeless 19th-century elegance into the 20th century, preserving its historic integrity in the moldings, furnishings, and fixtures. The property features four bedrooms, one and half baths, detached garage, and a beautifully restored retaining wall. Located on Forest Ave. right above Deadwood Main St., with some of the best views of town, this unique property provides easy access to everything the Black Hills has to offer.

91 Forest Avenue, Deadwood
$550,000
2 Beds ⋅ 2 Baths ⋅ 89872 MLS
Call Greg Klein at 605-920-1342 or Kathleen Scott at 605-580-0111 with Century 21 Associated Realty, Inc. to schedule an appointment to see this cozy cabin in the woods with 2 detached outbuildings to store all of your toys along with a bunkhouse. The cabin features two bedrooms, 1 1/2 baths, kitchen has granite counter tops in the kitchen as well as outside in the covered patio entrance to the home. The kitchen opens to the living room with a fireplace. Beautiful hardwood floors and wood accents throughout, built in TVs in the living room, primary bedroom, and the giant bathroom mirror is also a TV with remote control access. Beautiful custom made metal staircase replicates a graceful bending tree accessing the upper loft (non-conforming) bedroom. In floor heat for the bathroom and an 11 head Kohler programable shower. Open deck off primary bedroom to enjoy the wooded views. Two Rinnai on demand propane water heaters. Three separate outbuildings contain a total of 5 spacious garage stalls. A 20x12 outbuilding has been converted into an attractive bunkhouse for guests which has heat and a portable A/C unit.

21615 High Country Court, 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
$344,263
2 Beds ⋅ 1 Baths ⋅ 89702 MLS
Location, Location, Location! Charming log sided home in the Heart of Deadwood—quiet residential street but literally a few hundred feet from Outlaw Square. Very large lot (nearly 1/2 acre) with plenty of room to add a garage or whatever. Off-street parking! Amazing views, privacy, and convenience. Must see to believe! Did I mention ample off-street parking?

32 Denver Avenue, 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
$425,000
2 Beds ⋅ 2 Baths ⋅ 89523 MLS
Beautiful New Construction in Deadwood! 2-bed, 2 Bath townhome. Views - Views - Views. Garage. All City Amenities. Finally - New Construction in Deadwood!!!

129 Mystery Wagon Road, Deadwood
$425,000
2 Beds ⋅ 2 Baths ⋅ 89522 MLS
Beautiful New Construction in Deadwood! 2-bed, 2 Bath townhome. Views - Views - Views. Garage. All City Amenities. Finally - New Construction in Deadwood!!!

127 Mystery Wagon Road, 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
$449,900
4 Beds ⋅ 2 Baths ⋅ 89436 MLS
Contact listing agent for more info at BRIDGET GOSTOLA 605-641-3894 with BLACK MOUNTAIN REAL ESTATE. This 4 bedroom, 1.5 bath home with a 900 sq ft garage sits in the heart of legendary Deadwood, SD. The property offers a generously sized yard, fully fenced and a large garage/shop for all those toys and fancy cars. The layout of home offers a spacious sunroom with lots of natural light, a large kitchen for the cook, main floor laundry and a convenient walk-in shower tub combo on the main floor. LOCATION LOCATION LOCATION this spot can't be beat....just a walk to the football field, rodeo grounds and main street Deadwood. Come see this one before someone else stakes their claim. Give me a call

2 Sampson Street, Deadwood
$160,000
1 Beds ⋅ 1 Baths ⋅ 89432 MLS
Cutest little house in Deadwood! Prime location near parking ramp. Just an elevator ride down to Main Street from the top floor of the parking ramp. 1 bed, 1 bath with a nice sized laundry/storage area. Take in the sights and sounds of Historic Deadwood from the classic covered porch. Lots of recent updates including roof, retaining wall and foundation work all approved through historic preservation. Nice livable home at an affordable price! Amazing access to all the fun Deadwood offers while resting above and away from it all in a cute historic neighborhood. Great fit as first home, or little vacation get-away. Listed by Eric Henneman - Real Properties of Lead-Deadwood, 605-920-0356

318 Williams Street, Deadwood
$449,950
5 Beds ⋅ 2 Baths ⋅ 89426 MLS
Rare opportunity to own a Colonial Revival home on Deadwood’s historic Upper Main Street. Built in 1904 and located within the Deadwood Historic District, this distinguished residence showcases original woodwork, period details, and timeless character throughout. The spacious floor plan offers four bedrooms, a flexible fifth bedroom or office, two bathrooms, and a finished attic—providing ample room for guests and entertaining. Ideally situated just steps from the Broken Boot Gold Mine and Deadwood’s many attractions. New roof installed in 2019.Presented by Jim Trucano, Trucano Real Estate, 712-301-2300. Call or text for a private showing of this Deadwood original.

906 Main Street, Deadwood
$1,400,000
179715 MLS
Wow! HUGE price reduction! There isn't a better location than this commercial highway zoned property! High traffic count location at the edge of Deadwood city limits and mouth of Boulder Canyon. Less than a mile from the junction of highway 85 & 14A. 4862 sf building sits on 2.69 acres. HUGE parking lot that will accommodate 50+ vehicles with easy access off Hwy 14A. Major renovation occurred in 2023 and building has a Certificate of Occupancy for 243 people. It has its own well and septic on site. The possibilities are endless for the type of business that would work at this site. Adding to that, at the back, it overlooks gorgeous Whitewood Creek.

250 Hwy 14a, 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
$259,000
3 Beds ⋅ 3 Baths ⋅ 89087 MLS
Fully updated manufactured home with large rooms throughout. Sheet rock, modern fixtures, 3+ bedrooms, 2.5 baths. Huge main suite with full bath. Beautiful kitchen, large laundry, pantry/mud room area. Two large decks, hardboard siding, and plenty of parking. Whitewood Creek and Mickelson Trail are just a few steps away. The forested hillside behind the home adds to the many joys this location offers. This is a truly amazing home! Rented lot. Listed by Eric Henneman, Real Properties of Lead-Deadwood, 605-920-0356.

200 Charles 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
$377,399
3 Beds ⋅ 179436 MLS
Main Level living 2 bedrooms 2 baths, comes fully furnished. Bonus 1 bedroom 1 bathroom with its own private entrance to the upstairs that could be space for guest suite, rental, office, or get away from your better half! New shingles coming, new buyer can pick colors prior to closing. Lots of great updates, covered porches both front and back. Shed in the back yard stays. Seller has a hail check and will repair hail damage prior to closing, Historically beautiful home with views and parking in front of the home. Close to playground and basketball court on the corner. Buyers and or buyer's agent to verify any and all information in this listing.

63 Stewart St, 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
$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
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