Eastside Charleston SC Homes For Sale | James Schiller & Associates

Welcome to 11 America Street--a standout investment opportunity in the heart of Downtown Charleston's Eastside neighborhood. This 4-bedroom, 2-bathroom home has been freshly painted inside and out, offering a bright, move-in-ready space. Features include a front porch, a peaceful backyard oasis, and a rare second-floor back porch--perfect for enjoying Charleston's coastal breeze. Off-street parking fits two cars and a golf cart, a true luxury downtown. With no HOA and strong rental potential, this home is ideal for investors looking to capitalize on one of Charleston's fastest-growing areas.

Modern Design Meets Charleston Charm in the Heart of the EastsideLocated in Charleston's vibrant and up-and-coming Eastside neighborhood, this 2017-built home blends contemporary architecture with classic Lowcountry character. The home features 3 bedrooms plus a versatile loft that can serve as a 4th bedroom, guest suite, or office.Interior highlights include granite countertops, hardwood floors, stainless steel appliances, central HVAC, and an in-unit washer/dryer. Outside, enjoy off-street parking via a private driveway--a rare find in this area.At the rear of the home is a two-story loft suite with a private entrance, offering excellent potential for guests or rental income.A unique and flexible property in one of Charleston's fastest-growing neighborhoods

Located in the coveted Peninsula of downtown Charleston, this exceptional piece of land offers a once-in-a-lifetime opportunity to build your dream home in one of the most desirable and historic areas in the Downtown Charleston. With limited availability of vacant lots in this iconic location, this property is a true gem for those seeking a custom residence in the heart of the city. Surrounded by charming architecture, cobblestone streets, and world-renowned dining and shopping, this lot places you within walking distance of everything Charleston has to offer--yet still provides the rare chance to create a private retreat tailored to your vision. Don't miss your chance to own a piece of Charleston's legacy and shape it into your forever home.

This charming Charleston single is perfectly situated in the heart of one of the hippest neighborhoods in downtown Charleston. Located just steps away from lively restaurants, retail, breweries and the newly renovated, one of a kind MLK jr. pool, open year round. This highly walkable neighborhood is always buzzing with new development, new construction and new opportunities to experience the best of Charleston. While the location is ideal, the property itself, is even better. Just 5 years old, this one owner home has been meticulously kept and lovingly updated with a cozy family room fireplace, a large kitchen island, custom shelving and window treatments as well as a full crawlspace encapsulation, adding tons of additional storage. The perfect owner occupied home, this property is alsoa smart choice for investors! Close to college of Charleston and MUSC, it would make a savvy investment with the pricy downtown rental income. This is a truly special home with countless stylish details including granite countertops, shiplap detail on walls, beautifully finished tall ceilings, tiled showers, upstairs laundry and stainless steel appliances. This home is a perfect example of functional, efficient living, it even offers a spot for a wine fridge or a dog bed under the stairs, not a single inch of this home is wasted. With your very own off street parking space, complete with a grass strip for your furry friend, nothing has been overlooked. If you are looking for a place to call home or invest in, in downtown Charleston, it will be a challenge to find a better option for the value than this one!

Step into timeless Charleston charm reimagined with modern luxury. This meticulously restored c.1895 home on the Charleston Peninsula has been thoughtfully reimagined from the foundation to the metal and copper roof. Featuring two spacious bedrooms, two designer bathrooms, and an open-concept chef's kitchen with a 9-ft quartzite island, this 817 sq ft home lives far larger than its footprint. Vaulted ceilings reveal the original structural beams, while double repointed Charleston brick fireplaces anchor the space with historical soul. No detail was overlooked--from the custom marble tile to a hard-wired security system, soundproofing, and custom-crafted windows designed to honor the original facade. Located just steps from Upper Meeting St, city pickle ball courts, pool and park.and restaurants, this turnkey home is the perfect blend of heritage and high-end living.

Renovated Downtown Charleston Home with Detached Guest Suite - Income Potential & Prime Location Near Union Pier! This beautifully updated historic home is located just three blocks from King Street in one of Charleston's fastest-growing and most dynamic neighborhoods. A fully renovated detached guest suite with its own private entrance and parking is currently generating over $1,500/month in short-term rental income, offering immediate cash flow for Airbnb or VRBO investors. Set in a flourishing area already buzzing with restaurants, cafes, parks, and nightlife, the property also sits just 0.09 miles from the future entrance to Union Pier, a transformational 65-acre waterfront redevelopment that will introduce world-class parks, retail, dining, and cultural spaces along Charleston's harbor front. Inside the main home, you'll find original hardwood floors, a shaded front porch, and a private courtyard; alongside recent upgrades including all-new appliances (2023/24), updated bathrooms and vanities with stone countertops, a Kingston brass kitchen faucet (2024), Rinnai tankless water heater, and a stainless undermount sink. All light fixtures, door hardware, and interior/exterior paint were refreshed in 2023/24. Electrical was updated in 2022, plumbing in 2023/24, and new fencing and under-house insulation were completed in 2023/24. Union Pier, now under contract with a long-term community-focused developer, will reshape the surrounding district into a walkable, accessible waterfront neighborhood with extensive green space, mixed-income housing, resilient infrastructure, and a vibrant public realm. This historic shiftcombined with nearby projects like the Lowcountry Lowline urban trailmakes this property an exceptionally smart buy for future passive income. Whether you're looking for a primary residence, second home, or an income-producing investment, this is a rare chance to own in the heart of Charleston just as the waterfront evolves into a new era of lifestyle, culture, and value.

Great duplex with a long history of earning prime rental rates. This duplex was fully rehabbed in 2018 with granite counter tops, remodeled baths, new cabinetry, new appliances and on demand water heaters. Conveniently located near the colleges, and Charleston's many great restaurants and nightlife, but on a quiet street, this duplex is an awesome opportunity for investors or house hackers wishing to live in one unit and rent the other. Both units are currently occupied and gross monthly rents total $4,416 with expectations of an increase to $6K when the leases expire in Aug.

Explore the charm of 21 America Street, a beautifully renovated Charleston Single home dating back to the 1880s, ideally situated for those who appreciate walkability to all that downtown Charleston has to offer. This residence features three spacious bedrooms, three full baths, an additional home office, and a generous walk-in closet. The updated kitchen and bathrooms harmoniously blend modern convenience with the home's original character, highlighted by original hardwood floors and four elegant fireplaces. Recent enhancements include a brand-new metal standing seam roof, complete with new sheathing beneath, ensuring peace of mind for years to come. The pride of ownership is evident throughout, as the current owners have meticulously maintained the property. Enjoy the convenience of off-street parking, a newly constructed deck overlooking a fully fenced backyard, and a beautifully painted exterior that adds to the home's curb appeal. Located moments away from downtown Charleston's finest amenities, 21 America Street offers a lifestyle where you can easily stroll to charming shops, delightful restaurants, and vibrant cultural attractions. Come experience the timeless elegance of this historic gem.

Excellent development opportunity located adjacent the Upper Meeting Street Corridor and nestled in the heart of Charleston's vibrant and rapidly growing Eastside. This 8 unit entitled project features full TRC approval and all necessary permits for land disturbance, including secured DRB and MS4 approvals. The project includes six charming church units located at 52 Cooper, each offering two bedrooms and two to two-and-a-half bathrooms. Additionally, there are two spacious three-bedroom, three-bathroom townhomes located at 56 and 58 Cooper, which are fully entitled with building permits in place. The Cooper Street Development represents a thoughtful blend of restoration and new construction, focusing on preserving the distinct historical elements of the existing Sanctuary.With its prime location, comprehensive approvals, and a clear path to development, this is a rare chance to capitalize on an attractive, ready-to-build project in a neighborhood poised for continued growth and appreciation. The property is also located within short walking distance to Martin Park/MLK indoor pool & pickleball courts, City Lights Coffee, and the Cigar Factory.