Eastside Real Estate

Eastside Real Estate

Welcome to Eastside, a vibrant and historic subdivision nestled in the heart of Charleston, South Carolina. Known for its rich cultural heritage and charming streets, Eastside offers a unique blend of urban living and Southern hospitality, making it one of the most desirable neighborhoods in the area.

As you stroll through Eastside, you'll be captivated by the stunning architecture that reflects Charleston's storied past. From beautifully preserved historic homes to modern renovations, the neighborhood showcases a diverse array of properties that cater to various tastes and lifestyles. Residents enjoy a strong sense of community, with friendly neighbors and local businesses that foster a welcoming atmosphere.

Eastside is ideally situated just a stone's throw away from downtown Charleston, providing easy access to the city's renowned dining, shopping, and entertainment options. Whether you're indulging in fresh seafood at a waterfront restaurant or exploring the eclectic boutiques along King Street, you'll find that everything you need is within reach.

For those who appreciate the great outdoors, Eastside is in close proximity to several parks and green spaces, perfect for leisurely strolls, picnics, or simply soaking up the sun. The nearby waterfront also offers opportunities for boating and fishing, allowing residents to embrace the coastal lifestyle.

With its rich history, vibrant community, and prime location, Eastside is not just a place to live—it's a place to thrive. Whether you're a first-time homebuyer or looking for an investment opportunity, this charming neighborhood invites you to explore all that it has to offer. Come and discover your new home in Eastside, where Southern charm meets modern convenience!

Newest Listings in Eastside

$1,410,000
3 Beds ⋅ 2 Baths ⋅ 26023399 MLS ⋅ Eastside SubDv. ⋅ Active Status
Impeccably updated three-story, three-bedroom home in a private one-block enclave in Cannonborough-Elliotborough, just two blocks from Upper King, Chubby Fish, Vern's and the future Low Line. Features include two off-street parking spaces and new wide-plank oak floors throughout. The renovated kitchen provides quartz counters, refreshed cabinetry, subway-tile backsplash, oversized island and new stainless appliances. Two bedrooms with walk-in closets share a full bath and covered porch. The third-floor primary suite includes an en-suite bath, three closets, automated blinds and private balcony. Dual HVAC, one replaced in 2024, fresh paint, thermal windows and cement-plank siding. Private back alley for grilling and storage . X flood zone.ge. X flood zone.

6 Brewster, Charleston
$1,650,000
4 Beds ⋅ 2 Baths ⋅ 26023284 MLS ⋅ Eastside SubDv. ⋅ Active Status
INVESTOR SPECIAL | DEVELOPER OPPORTUNITY 79 America Street offers a rare combination of an existing historic residence, substantial land, accessory space, parking, and meaningful future development potential. The property currently consists of a meticulously maintained 3-story historic brick home exceeding 1900 square feet, complemented by a 1,000-square-foot accessory building and an adjoining vacant lot. The combined property encompasses approximately 6,305 square feet, creating an unusually flexible footprint in a downtown location. For developers and investors, the possibilities are extensive. The current zoning allows for up to three units,presenting the opportunity to convert the existing structure into a triplex or utilize the vacant portion for a new single-family residence or duplex, subject to applicable approvals. The vacant area also provides significant additional parking potential. The existing 79 America residence retains its historic character while offering strong functionality, featuring original hardwood floors, large piazzas, bridge views from the second floor, and three newer HVAC systems, one serving each floor. A large driveway currently provides three off-street parking spaces. The property can be envisioned in numerous ways: Development play: Retain the existing structure while developing the vacant portion, potentially adding a duplex or single-family residence. Multi-unit investment: Utilize the current zoning opportunity to create additional residential units. Single-property estate: Keep the parcels together as an expansive downtown residence with an oversized yard, accessory building, pool, patio, gym, garage, or pool house. Live/work opportunity: Utilize the existing residence as an office or professional space while taking advantage of the additional land and accessory building. Future development: Subdivide the vacant portion and create a new residence while retaining the existing historic home.

79 America Street, Charleston
$1,195,000
4 Beds ⋅ 3.5 Baths ⋅ 26022452 MLS ⋅ Eastside SubDv. ⋅ Active Status
Experience the pinnacle of Historic Downtown Charleston living in this meticulously renovated, classic Charleston Single house. Located just steps from the highly anticipated Union Pier redevelopment, this 4-bedroom, 3-bathroom masterpiece seamlessly blends timeless southern charm with high-end modern luxury. The light-filled interior boasts beautifully restored historic details and a premium chef's kitchen perfect for entertaining. Enjoy morning coffee or evening breezes on the iconic dual covered piazzas. A standout feature of this property is the flexible ground-floor or rear room featuring its own exterior entrance--perfectly suited as a private home office, guest quarters, or an income-producing separate rental unit, with off-street parking and a rear courtyard.Walk to world-class dining, shopping, and the waterfront from this unbeatable downtown location. Situated in a rapidly appreciating pocket of the peninsula, you are a short walk from King Street, local parks, and the waterfront. Move-in ready luxury with built-in flexibility!

67 Drake Street, Charleston
$1,999,999
7 Beds ⋅ 26021150 MLS ⋅ Eastside SubDv. ⋅ Active Status
BRING ALL OFFERS! X Flood Zone - No Flood Insurance Required! A rare opportunity to own two charming 2021 construction homes in pristine condition on one lot just blocks from King Street in the heart of downtown Charleston. 11 Hanover Street offers incredible flexibility for a College of Charleston parent, owner-occupant, or investor. Both buildings have been rented since June 1, 2022, with tenants currently in place through May 31, 2027 (Building A) and April 30, 2027 (Building B). Current ownership has never increased rents, which have remained at $1,500 per bedroom since 2022, generating $10,500 per month in rental income. With current market rents ranging from approximately $1,850-$2,100 per bedroom, a new owner has significant upside potential to increase incomeat lease expiration. Tenants are responsible for all utilities with the exception of Wi-Fi. The property is eligible for the STR CAT 2 Bed & Breakfast permit, allowing an owner to occupy one of the two buildings at the 4% owner-occupied tax rate while legally operating the other as a nightly short-term rental at the 6% tax rate. Projected gross revenue for owner-occupying Building B and short-term renting Building A is approximately $133,000 annually. The front home (A) features 4 bedrooms, 4 full bathrooms, and 2,084 square feet, while the rear home (B) offers 3 bedrooms, 3 full bathrooms, and 1,378 square feet. Both homes were completed in 2021 and have been meticulously maintained since construction. Properties have recently been landscaped and interiors painted. Additional highlights include metal roofs, tankless water heaters for endless hot water, raised slab foundations (no crawlspace maintenance or moisture concerns), a transferable termite bond through Elam's, PLENTY off-street parking, and the ability to apply for additional residential parking decals through the City of Charleston. Offering an unbeatable downtown location, rare X Flood Zone designation, modern construction, multiple investment strategies, and substantial income potential, 11 Hanover Street is truly a one-of-a-kind opportunity in downtown Charleston.

11 Hanover Street Unit #A,B, Charleston
$1,999,999
7 Beds ⋅ 7 Baths ⋅ 26021152 MLS ⋅ Eastside SubDv. ⋅ Active Status
BRING ALL OFFERS! X Flood Zone - No Flood Insurance Required! A rare opportunity to own two charming 2021 construction homes in pristine condition on one lot just blocks from King Street in the heart of downtown Charleston. 11 Hanover Street offers incredible flexibility for a College of Charleston parent, owner-occupant, or investor. Both buildings have been rented since June 1, 2022, with tenants currently in place through May 31, 2027 (Building A) and April 30, 2027 (Building B). Current ownership has never increased rents, which have remained at $1,500 per bedroom since 2022, generating $10,500 per month in rental income. With current market rents ranging from approximately $1,850-$2,100 per bedroom, a new owner has significant upside potential to increaseincome at lease expiration. Tenants are responsible for all utilities with the exception of Wi-Fi. The property is eligible for the STR CAT 2 Bed & Breakfast permit, allowing an owner to occupy one of the two buildings at the 4% owner-occupied tax rate while legally operating the other as a nightly short-term rental at the 6% tax rate. Projected gross revenue for owner-occupying Building B and short-term renting Building A is approximately $133,000 annually. The front home (A) features 4 bedrooms, 4 full bathrooms, and 2,084 square feet, while the rear home (B) offers 3 bedrooms, 3 full bathrooms, and 1,378 square feet. Both homes were completed in 2021 and have been meticulously maintained since construction. Properties have recently been landscaped and interiors painted. Additional highlights include metal roofs, tankless water heaters for endless hot water, raised slab foundations (no crawlspace maintenance or moisture concerns), a transferable termite bond through Elam's, PLENTY off-street parking, and the ability to apply for additional residential parking decals through the City of Charleston. Offering an unbeatable downtown location, rare X Flood Zone designation, modern construction, multiple investment strategies, and substantial income potential, 11 Hanover Street is truly a one-of-a-kind opportunity in downtown Charleston.

11 Hanover Street Unit #A,B, Charleston
$1,025,000
3 Beds ⋅ 2.5 Baths ⋅ 26020509 MLS ⋅ Eastside SubDv. ⋅ Active Status
Discover sophisticated downtown living at 72 Hanover Street, a beautifully renovated three-bedroom, two-and-a-half-bath home in Charleston's vibrant Eastside neighborhood. Thoughtfully updated from top to bottom, this residence blends timeless Lowcountry character with modern finishes and comfortable living spaces. This skillfully decorated home is offered as fully furnished, so all you need to bring is a suitcase!Natural light fills the spacious, open-concept main level, where custom built-in bookshelves complete with lighting, add warmth and architectural interest to the inviting living room. The adjoining dining area and stylish kitchen create an ideal setting for everyday living and entertaining. The kitchen features wood cabinetry, custom appliances, a marble backsplash a large center island, and generous countertop space for cooking and gathering. A conveniently located powder room completes the main floor. Upstairs, the primary suite offers a peaceful retreat with designer finishes, a private balcony, and a spa-inspired bathroom featuring a tiled walk-in rainfall shower and updated vanity. Two additional generously sized bedrooms share a beautifully renovated full hall bathroom. Recent improvements include updated HVAC, appliances, bathrooms, luxury vinyl flooring, fixtures, and finishes throughout. (Please see the full upgrade list in the documents) Beneath the home, a covered and enclosed outdoor lounge provides additional space for entertaining, relaxing, or enjoying Charleston's mild climate. The property also offers valuable storage, a private driveway, and two off-street parking spaces--a rare convenience in downtown Charleston. Ideally situated near some of the city's most popular restaurants, shops, nightlife, and attractions, 72 Hanover Street offers the opportunity to enjoy the best of downtown Charleston just moments from your front door. With its thoughtful renovation, versatile outdoor living areas, convenient parking, and prime Eastside location, this move-in-ready home is one you will not want to miss.

72 Hanover Street, Charleston
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 26019264 MLS ⋅ Eastside SubDv. ⋅ Active Status
Discover the perfect blend of history, charm & opportunity at 21 Aiken. Reconstructed in 2000 in accordance with the City of Charleston's Board of Architectural Review (BAR) standards, this well-maintained 4 Bed/3 Bath home reflects years of pride in ownership. A secondary bedroom and full bathroom are located on the first floor.Ideally located on Charleston's desirable Upper Peninsula, you'll enjoy quick access to Mt. Pleasant, West Ashley, North Charleston & major roadways. Minutes from local beaches, Charleston City Market, South Carolina Aquarium, International African American Museum & The Charleston Visitor Center. The adjacent vacant parcel at 23 Aiken may also be purchased, offering a rare opportunity for residential or investment development.

21 Aiken Street, Charleston
$749,000
2 Beds ⋅ 2.5 Baths ⋅ 26017787 MLS ⋅ Eastside SubDv. ⋅ Active Status
Welcome to 1 Ducs Court, a fabulous opportunity to live in historic downtown Charleston and enjoy the walkability of this vibrant and bustling urban area. This two-bedroom, two-and-a-half-bath home with original heart-pine flooring has been meticulously updated, preserving its 1885 charm. Located just off Meeting Street and two blocks from King Street, this area blends historic charm with an eclectic, creative food scene, featuring renowned restaurants like Chubby Fish, Chez Nous, and Xiao Bao Biscuit, all less than a mile away. The entire property is surrounded by a new fence and has a remote-controlled electric gate leading to a private, paved driveway where two or more vehicles can park, all on high ground. The backyard has a new storage shed for bikes and tools.All windows have remote-controlled hurricane shutters that can be operated via app or internet from anywhere in the world. There is also a whole-house water-pressure boost pump system, as well as new showerheads and handheld fixtures. Security features include cameras with built-in lighting, two-way voice communication, video storage, and remote viewing and access. The electric panel was replaced and upgraded with a whole-house surge protector. Come experience the timeless appeal of this historic gem, with all of Charleston's offerings right at your doorstep!

1 Ducs Court, Charleston
$429,900
2 Beds ⋅ 1 Baths ⋅ 26015545 MLS ⋅ Eastside SubDv. ⋅ Active Status
Step into a piece of Charleston history with this beautifully updated 2-bedroom,1-bath was built in the 1850s, where original charm meets modern upgrades in one of the city's most walkable neighborhoods.Hardwood floors, 9-foot ceilings, a classic decorative fireplace, and Charleston-style side porches set the tone the moment you walk in. The home has been thoughtfully updated without sacrificing its character -- renovated bathroom (2024), new HVAC and ductwork (2025), brand new hot water heater (2026) and a freshly resealed and painted metal roof -- so you can move right in and enjoy the lifestyle.Get yourself a golf cart and you're minutes from the boutiques, bars, and restaurants of upper King Street, the vibrant shops and studios of the Cigar Factory, the green space of Marion Square, and the iconic Arthur Ravenel Jr. Bridge. This is downtown Charleston living at its most effortless. HOA covers property and flood insurance, water, annual termite bond, and general maintenance -- an extraordinary value that keeps your monthly overhead low and your to-do list even lower. Whether you're looking for a low-maintenance primary residence or a savvy investment in one of Charleston's most sought-after zip codes, 20 Amherst Unit B delivers.

20 Amherst Street Unit #Apt B, Charleston
$749,000
3 Beds ⋅ 2 Baths ⋅ 26014740 MLS ⋅ Eastside SubDv. ⋅ Active Status
Perfectly positioned in the heart of downtown Charleston, 80 Nassau offers effortless, low-maintenance living with thoughtful updates throughout. This beautifully renovated 3-bedroom, 2-bath home blends classic Charleston charm with modern functionality-just two blocks from King Street and within walking distance to local favorites!Inside, you'll find a light-filled layout with freshly painted interiors, refinished wood floors, and a fully updated kitchen featuring new LG appliances. Both bathrooms have been completely renovated, including a stunning primary suite with custom tile work and elevated finishes.Major system upgrades provide peace of mind, including a new roof, updated exterior trim, and a new 2-ton HVAC system with all new ductwork. Outdoor living shines in theprofessionally landscaped side courtyard--perfect for entertaining, relaxing, or even accommodating a compact car or golf cart. Additional highlights include a custom laundry cabinetry installation, improved porch structure and railings, and a fully enclosed crawlspace for added protection. A rare opportunity to own a move-in-ready home in one of Charleston's most walkable and vibrant neighborhoods.

80 Nassau Street, Charleston
$849,900
3 Beds ⋅ 2.5 Baths ⋅ 26012463 MLS ⋅ Eastside SubDv. ⋅ Active Status
NEW CONSTRUCTION- Welcome to 9 Lapps Court, your Dream Home in the Heart of the Eastside!Discover luxury redefined in this stunning NEW 3-bedroom, 2.5-bath residence nestled in one of the Eastside's most vibrant and evolving locations. Fully NEW construction, this architectural gem is thoughtfully designed and masterfully constructed to offer the perfect blend of modern sophistication and neighborhood charm.Inside, every detail speaks to refined taste and effortless elegance. Flooded with natural light, the expansive open-concept living space is anchored by high-end finishes and the superior craftsmanship.At the heart of the home, a chef's kitchen awaits outfitted with premium stainless steel appliances, custom cabinetry, a massive island, and sleek quartz countertops, tailor-made for entertaining or everyday luxury. Retreat to your serene primary suite featuring spa-inspired finishes and generous storage, creating a private sanctuary for relaxation. Two additional well-appointed bedrooms and designer bathrooms offer versatility and comfort for guests or a home office, all while providing the peace of mind that comes with energy-efficient systems and pristine, contemporary details. Just steps from the Eastside's local favorites, like Citylights Eastside, Lucky Luchador, Bintu, and more, and a short stroll to the world-class dining and energy of downtown, this exceptional property offers an unmatched lifestyle of convenience and style. Don't miss this rare opportunity to own a slice of the Eastside's finest where expert construction, elevated design, and a premier location come together. Welcome home!

9 Lapp's Court, Charleston
$849,900
3 Beds ⋅ 2.5 Baths ⋅ 26012462 MLS ⋅ Eastside SubDv. ⋅ Active Status
NEW CONSTRUCTION- Welcome to 11 Lapps Court, your Dream Home in the Heart of the Eastside!Discover luxury redefined in this stunning NEW 3-bedroom, 2.5-bath residence nestled in one of the Eastside's most vibrant and evolving locations. Fully NEW built, this architectural gem is thoughtfully designed and masterfully constructed to offer the perfect blend of modern sophistication and neighborhood charm.Inside, every detail speaks to refined taste and effortless elegance. Flooded with natural light, the expansive open-concept living space is anchored by high-end finishes and the superior craftsmanship.At the heart of the home, a chef's kitchen awaits outfitted with premium stainless steel appliances, custom cabinetry, a massive island, and sleek quartz countertops, tailor-made for entertaining or everyday luxury. Retreat to your serene primary suite featuring spa-inspired finishes and generous storage, creating a private sanctuary for relaxation. Two additional well-appointed bedrooms and designer bathrooms offer versatility and comfort for guests or a home office, all while providing the peace of mind that comes with energy-efficient systems and pristine, contemporary details. Just steps from the Eastside's local favorites, like Citylights Eastside, Lucky Luchador, Bintu, and more, and a short stroll to the world-class dining and energy of downtown, this exceptional property offers an unmatched lifestyle of convenience and style. Don't miss this rare opportunity to own a slice of the Eastside's finest where expert construction, elevated design, and a premier location come together. Welcome home!

11 Lapp's Court, Charleston
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