Eastside Real Estate

Eastside Real Estate

Welcome to Eastside, a vibrant and charming subdivision nestled in the heart of Charleston, South Carolina. Known for its rich history and eclectic character, Eastside is a hidden gem that captures the essence of Lowcountry living. This delightful neighborhood is just a stone's throw away from the bustling downtown area, offering residents the perfect blend of urban convenience and suburban tranquility.

As you stroll through the tree-lined streets of Eastside, you’ll discover a diverse array of architectural styles, from classic Charleston single homes to modern townhouses. The neighborhood is not just a feast for the eyes; it’s also home to a close-knit community that embraces a warm and welcoming atmosphere. Residents enjoy easy access to local parks, vibrant markets, and a variety of dining options that showcase the best of Southern cuisine.

One of Eastside's standout features is its proximity to some of Charleston’s most iconic attractions. Just minutes away, you can explore the historic charm of the Battery, the picturesque Waterfront Park, and the lively energy of King Street’s shops and cafes. The area is also conveniently located near major highways, making commuting and traveling a breeze.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Eastside offers a unique lifestyle that combines Southern charm with modern amenities. Experience the beauty, history, and community spirit of Eastside—where every day feels like a vacation in paradise. Come discover your new home in this enchanting Charleston neighborhood!

Newest Listings in Eastside

102 Nassau Street Unit #A, B, C, Charleston
$1,150,000
6 Beds ⋅ 3 Baths ⋅ 26026721 MLS ⋅ Eastside SubDv. ⋅ Active Status
Two blocks from Upper King Street's restaurants and shopping, this updated Charleston triplex is offered at $1,150,000--$60,000 below its September 2026 appraised value. Three 2-bedroom, 1-bath residences feature separately metered utilities, in-unit laundry, and central HVAC. The gated property offers shared off-street parking. All three residences will be vacant at closing, providing the flexibility to occupy one and lease the other two or establish new leases throughout. Fresh exterior paint and remodeled bathrooms complement a location one block from Meeting Street and approximately a 0.9-mile walk to the College of Charleston. Appraiser-estimated gross market rent totals $7,800 monthly before expenses.Built circa 1885, this 2,580-square-foot property pairs Charleston character with three distinct residences. Unit A spans two levels, while Unit B is downstairs and Unit C is upstairs. Wood flooring and porch and deck areas add to the appeal. Neighborhood cafés and dining are nearby, with convenient walking and biking access to destinations throughout downtown Charleston. The entire roof was replaced in late 2017. Improvements completed in 2021 include remodeling all three bathrooms; rebuilding the front porch with new piers, joists, decking, and railing; completely rebuilding the rear stairs and decking; replacing crawl-space ductwork; and paving the parking area with a canopy installed. Additional updates include replacement wood window sashes in 2021 and 2026 and appliance replacements across all three residences. Unit C recently rented unfurnished for $2,500 per month, with the tenant paying utilities. Projected rents are estimates and are not guaranteed. Schedule your tour to explore the residences, improvements, and ownership possibilities at 102 Nassau Street.

102 Nassau Street Unit #A, B, C, Charleston
102 Nassau Street Unit #A, B, C, Charleston
$1,150,000
6 Beds ⋅ 26026700 MLS ⋅ Eastside SubDv. ⋅ Active Status
Two blocks from Upper King Street's restaurants and shopping, this updated Charleston Triplex is offered at $1,150,000--$60,000 below its September 2026 appraised value. Three 2-bedroom, 1-bath residences feature separately metered utilities, in-unit laundry, and central HVAC. The gated property offers shared off-street parking. All three residences will be vacant at closing, providing the flexibility to occupy one and lease the other two or establish new leases throughout. Fresh exterior paint and remodeled bathrooms complement a location one block from Meeting Street and approximately a 0.9-mile walk to the College of Charleston. Appraiser-estimated gross market rent totals $7,800 monthly before expenses.Built circa 1885, this 2,580-square-foot property pairs Charleston character with three distinct residences. Unit A spans two levels, while Unit B is downstairs and Unit C is upstairs. Wood flooring and porch and deck areas add to the appeal. Neighborhood cafés and dining are nearby, with convenient walking and biking access to destinations throughout downtown Charleston. The entire roof was replaced in late 2017. Improvements completed in 2021 include remodeling all three bathrooms; rebuilding the front porch with new piers, joists, decking, and railing; completely rebuilding the rear stairs and decking; replacing crawl-space ductwork; and paving the parking area with a canopy installed. Additional updates include replacement wood window sashes in 2021 and 2026 and appliance replacements across all three residences. Unit C recently rented unfurnished for $2,500 per month, with the tenant paying utilities. Projected rents are estimates and are not guaranteed. Schedule your tour to explore the residences, improvements, and ownership possibilities at 102 Nassau Street.

102 Nassau Street Unit #A, B, C, Charleston
83 Cooper Street, Charleston
$999,000
3 Beds ⋅ 3.5 Baths ⋅ 26024162 MLS ⋅ Eastside SubDv. ⋅ Active Status
3 Bedrooms | 3.5 Baths | 1,869 Sq. Ft. | 2-Car Garage | Downtown CharlestonA rare combination of space, parking, and versatility in Downtown Charleston's thriving Eastside community! Built in 2016, this attractive 3-bedroom, 3.5-bath home features three private bedroom ensuites, a spacious two-car garage, beautiful hardwood floors, and freshly painted interior and exterior.The elevated design provides a major downtown advantage with a large two-car garage offering off-street parking and additional storage. The bright main living level features an open living and dining area and a well-appointed kitchen with quartz countertops, shaker-style cabinetry, tile backsplash, stainless steel appliances, and bar seating.The flexible floor plan offers three bedrooms, each with its ownprivate bath, making it ideal for a primary residence, roommates, guests, or investment use. The second living floor has two bedrooms and two private baths. The entire third floor is dedicated to the primary suite with a walk-in closet, private bath, and outdoor porch access. Additional highlights include a metal roof, generous closet space, and newer construction. The home is currently furnished, and furnishings may potentially convey with an acceptable offer. With three private suites, two-car parking, and a convenient location in the thriving Eastside community, 83 Cooper Street offers an excellent opportunity for both owner-occupants and investors. Buy it furnished. Move right in!

83 Cooper Street, Charleston
6 Brewster Court, Charleston
$1,395,000
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. Flood Zone X.ge. X flood zone.

6 Brewster Court, Charleston
79 America Street, Charleston
$1,590,000
4 Beds ⋅ 1.5 Baths ⋅ 26023284 MLS ⋅ Eastside SubDv. ⋅ Active Status
INVESTOR SPECIAL | DEVELOPER OPPORTUNITY (HOUSE, LOT, OR BOTH)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
67 Drake Street, Charleston
$1,175,000
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
11 Hanover Street Unit #A,B, 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
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
21 Aiken 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
80 Nassau Street, Charleston
$725,000
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
66 America Street Unit #A&B, Charleston
$1,174,000
6 Beds ⋅ 4 Baths ⋅ 26005754 MLS ⋅ Eastside SubDv. ⋅ Active Status
This beautifully renovated historic duplex features two units, each with 3 bedrooms and a flex space that has been used as a 4th bedroom. Located in the heart of downtown Charleston's vibrant Eastside neighborhood, this is a great opportunity to live in one unit and short or long term rent the other! Inside, the units blend classic Charleston character with modern updates. The kitchens feature rich wood cabinetry, granite countertops, stainless steel appliances, and clean, bright finishes, perfect for both everyday living & entertaining. Sunlit bedrooms & flex spaces showcase warm hardwood floors, crisp white walls, large windows, and charming architectural details, creating inviting and flexible living areas throughout. Outside, enjoy a large fenced backyard with a brick patio, an ideal private retreat for outdoor dining, gardening, or relaxing under the palms. Each unit also includes its own cozy porch area, adding to the home's Lowcountry appeal. A rare opportunity to own a turn-key duplex in one of Charleston's most up-and-coming downtown locations, ideal for owner-occupants, investors, or multigenerational living just minutes from the Cigar Factory, Lucky Luchador, the South Carolina Aquarium, and the Ravenel Bridge.

66 America Street Unit #A&B, Charleston
66 America Street Unit #A&B, Charleston
$1,174,000
6 Beds ⋅ 26005753 MLS ⋅ Eastside SubDv. ⋅ Active Status
This beautifully renovated historic duplex features two units, each with 3 bedrooms and a flex space that has been used as a 4th bedroom. Located in the heart of downtown Charleston's vibrant Eastside neighborhood, this is a great opportunity to live in one unit and short or long term rent the other! Inside, the units blend classic Charleston character with modern updates. The kitchens feature rich wood cabinetry, granite countertops, stainless steel appliances, and clean, bright finishes, perfect for both everyday living & entertaining. Sunlit bedrooms & flex spaces showcase warm hardwood floors, crisp white walls, large windows, and charming architectural details, creating inviting and flexible living areas throughout. Outside, enjoy a large fenced backyard with a brick patio, an ideal private retreat for outdoor dining, gardening, or relaxing under the palms. Each unit also includes its own cozy porch area, adding to the home's Lowcountry appeal. A rare opportunity to own a turn-key duplex in one of Charleston's most up-and-coming downtown locations, ideal for owner-occupants, investors, or multigenerational living just minutes from the Cigar Factory, Lucky Luchador, the South Carolina Aquarium, and the Ravenel Bridge.

66 America Street Unit #A&B, Charleston
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