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$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
$509,900
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
$449,950
5 Beds ⋅ 179966 MLS
A generational opportunity exists with this Deadwood Main Street house. Steps from the Broken Boot Gold Mine and built in 1900 this is one of the original Main Street houses on upper Main Street. Securely within the Deadwood Historic District all the original charm remains for all to see. There are 4 or 5 bedrooms with 2 bathrooms and a finished attic space which means plenty of room for entertaining. Original woodwork and detail throughout. New Roof in 2019. Presented by Jim Trucano, Trucano Real Estate, 712-251-7415. Call or text for a private showing of this Deadwood original.

906 Main, Deadwood
$175,000
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
A generational opportunity exists with this Deadwood Main Street house. Steps from the Broken Boot Gold Mine and built in 1900 this is one of the original Main Street houses on upper Main Street. Securely within the Deadwood Historic District all the original charm remains for all to see. There are 4 or 5 bedrooms with 2 bathrooms and a finished attic space which means plenty of room for entertaining. Original woodwork and detail throughout. New Roof in 2019. Presented by Jim Trucano, Trucano Real Estate, 712-251-7415. Call or text for a private showing of this Deadwood original.

906 Main Street, Deadwood
$650
89373 MLS
Listed by Emily Costopoulos, Black Pine Real Estate, 605-223-1737. Available for lease: private office on Deadwood’s Main Street. Originally built in 1939, this Art Deco building has been remodeled down to the studs, blending historic charm with modern functionality - marble floors, dark wood trim, and wood grain LVP. Suite 113 offers an 14x10 private office and will be available August 1st. Amenities include all utilities, including wifi, an ADA-compliant restroom, a coffee nook, chilled water filler, shared printer, and a reservable conference room with a stunning 1877 Black Hills map. Located within walking distance of Deadwood’s lively bars and restaurants, with street and public parking available, this space is perfect for professionals seeking an inspiring workspace in a vibrant, historic setting.

745 Main Street, Deadwood
$479,000
89300 MLS
Historical Deadwood Building located downtown Deadwood. Conveniently located. Next door to the Fire Department & between the Elementary School and the Daycare! If you work or own a business in Deadwood. (Presently a Real Estate Co.) Perfectly cute and cozy location for a Hat store, Handbag store, Toy Store, Snack Shack, Unique Gift Store/s etc. Other options include; Deadwood School Security, Library and a number of State Administrative office for Remote City/School Library, State of SD office, i.e., State Child Serves office. There is also a cozy private backyard area for a break time retreat. Received approval for privacy fence, most recent update with City of Deadwood. Perfect location for walking distance to EVERYTHING DEADWOOD HAS TO OFFER. Restaurants & nightlife within walking distance if you like. Presently a Real Estate Building with established clientele and huge potential for most any business idea in Deadwood, SD. Well maintained building with mission style decor and remodel 2006. Enjoy your "must see" visit.

735 Main Street, Deadwood
$291,000
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
$291,000
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
$325,000
2 Beds ⋅ 1 Baths ⋅ 89240 MLS
Contact Jordan Seibel(Oster) with Century 21 Associated Realty @ 307.290.0552 to view this beautifully restored 1895 property. It harmoniously integrates timeless 19th-century elegance with modern style amenities. The property features two bedrooms, one bath, and a completely independent bunkhouse, fully furnished, alongside an outdoor hot tub. Preserving its historic integrity, the property offers a sprawling wraparound front porch and beautifully restored retaining wall. Located centrally in Deadwood, this unique property provides easy access to Main Street and the famous Mickelsen Trailhead. Additional features include a private drive and detached garage.

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

152 Charles Street, Deadwood
$377,450
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
$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
$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
$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
$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
$12,500,000
87790 MLS
Listed by Jeff Lawler 605-218-1701 & Lori Barnett 605-786-5817, Engel & Völker. A Stabilized, Multi-Revenue Historic Asset on Deadwood, South Dakota's Most Trafficked Corridor. The Buffalo-Bodega Complex occupies over half a block of prime frontage on Historic Main Street in Deadwood, South Dakota, directly across from the Historic Number 10 Saloon in one of the area's highest foot traffic zones. The complex operates multiple revenue streams under one roof, including a casino, full-service restaurant, bar, and the Buffalo Bodega Saloon, widely recognized as the oldest continuously operating bar in Deadwood. This diversification across gaming, food and beverage, and entertainment provides built-in resilience against seasonal fluctuation and single-source risk. Deadwood's regulated gaming market, combined with year-round tourism anchored by events, motorsport rallies, and proximity to national landmarks, supports a demand profile few small-market hospitality assets can match. The property benefits from sustained municipal investment in the Historic Main Street corridor and an established consumer base that returns annually. With demonstrated NOI performance and a cap rate aligned with institutional expectations for stabilized hospitality assets, the Buffalo-Bodega Complex represents a rare acquisition: an irreplaceable location, a proven operating model, and a brand with over a century of built-in equity. Seller financing or partial carry is available for a qualified buyer.

662 Main Street, Deadwood
$249,000
3 Beds ⋅ 2 Baths ⋅ 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.

424 Williams Street, Deadwood
$377,450
176965 MLS
MOTIVATED SELLER will consider all reasonable offers. 2-unit DUPLEX. Unit 1 is a 2-bedroom, 2 baths. $1500 a month, tenant pays electric. Unit 2 is a 1-bedroom, 1 bath. $1350 a month, tenant pays electric. Power is separately metered. Each with their own full kitchens, separate entrances. Lots of updates and remodeling have been done over the years. Fully furnished and turnkey income ready. Private back yard with shed, back forested area. Seller has a hail check and will repair hail damage prior to closing, left this open for new buyer if buyer wants to upgrade shingles or pick colors. Bids and claims are completed and ready to go. 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. Seller purchased this home FHA years ago.

63 Stewart St, Deadwood
$377,450
87036 MLS
New shingles, new buyer can pick colors prior to closing. Check out this legal side by side duplex. Fully renovated 2-unit DUPLEX. Now Vacant -Unit- 2-bedroom, 2 baths. Been renting for $1500 a month plus electric., tenant pays electric. Unit 2 is a 1-bedroom, 1 bath. $1350 a month, tenant pays electric. Power is separately metered. Coin-op laundry $ in the back. Each with their own full kitchens, separate entrances. Lots of updates and remodeling have been done over the years. Fully furnished and turnkey income ready. Private back yard with shed, back forested area. Seller has a hail check and will repair hail damage prior to closing, left this open for new buyer if buyer wants to upgrade shingles or pick colors. Bids and claim are completed and ready to go. 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. Listed by Jeri Perrett, The Real Estate Group 605-381-8033

63 Stewart Street, Deadwood
$427,711
4 Beds ⋅ 2 Baths ⋅ 86607 MLS
Remarkable Deadwood Home! Perfect Location. Beautiful Hardwood Floors - Open flowing floor plan. Charming Breakfast Nook - Plenty of Space in the unfinished basement to expand. Very well-maintained Upper Main Street home. Must See to Believe!

800 Main Street, Deadwood
$279,900
4 Beds ⋅ 175504 MLS
Step into the charm of Deadwood with this 1,260 sq. ft. 4BR home that perfectly blends comfort and character. The open concept design and original hardwood floors set a warm, inviting tone, while the spacious loft bedrooms upstairs bring a timeless, classic feel. Imagine mornings in the sunroom or on the porch, soaking in spectacular views and watching wildlife wander by. The property also offers plenty of off-street parking for ease and convenience. All of this in a prime location — a great neighborhood within easy walking distance to casinos and historic downtown Deadwood.

47 Highland Ave, Deadwood
$279,900
4 Beds ⋅ 1 Baths ⋅ 85877 MLS
Step into the charm of Deadwood with this 1,260 sq. ft. 4BR home that perfectly blends comfort and character. The open concept design and original hardwood floors set a warm, inviting tone, while the spacious loft bedrooms upstairs bring a timeless, classic feel. Imagine mornings in the sunroom or on the porch, soaking in spectacular views and watching wildlife wander by. The property also offers plenty of off-street parking for ease and convenience. All of this in a prime location — a great neighborhood within easy walking distance to casinos and historic downtown Deadwood. Listed by Jeffery Christians, Real Broker LLC, and co-listed by Zsanna Pietrowski, Real Broker LLC, 605-939-9803

47 Highland Avenue, 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
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