When referring to “above the crosstown” or “outside the crosstown”, locals are really just saying what is north of HWY 17 which bisects the center of the city of downtown Charleston. As you come off the bridge into the city from Mt Pleasant or off I-26 into town you’re on 17 and that travels across the city. So that’s what we mean by the “crosstown” because over time when people were referring to downtown they would say it’s “across town“.
Real estate in this side of the city which is known as zip code 29403 are traditionally more affordable on the peninsula and this area of downtown Charleston which starts above Calhoun St north to Mt Pleasant Street. These neighborhoods known as boroughs are Wagener Terrace, Ansonborough, Westside, Wraggborough, Radcliffeborough, Eastside, Elliottborough, Hampton Park Terrace, and the newest area NoMo (North of Morrison). There are newer communities seeing development in this side of town, such as Lowndes Point, and the newest “NOMO” where developers and businesses are investing heavily.
MLS Listings Data
Total Listings: | 97 |
Average Price: | $1,189,978 |
Highest Listing Price: | $6,000,000 |
Average Days On Market: | 80 |
Average Price/SqFt: | $564 |
What's YOUR Home Worth?
14 beds/16 baths 2 half baths Professionally designed sold fully furnished Zoned Limited Business fully licensed short term rentals. Sold Fully Furnished. 4 Licenses 6 Parking Spaces .22 Acres Proximity to King Total heated and cooled sq footage 7964 4 units 3 Buildings Restored Duplex unit A/B Unit A 4 bed/4.5 bath 2576 sq ft (interior) unit B 4 bed/4.5 bath 1473 sq ft sq ft (interior) Unit C new build 3 bed/3bath 1437 sq ft (interior) Completed 2022 Unit D new build 3 bed/3bath 1437 sq ft (interior) Constructed by 1852 in the desirable Cannonborough-Elliotborough Neighborhood, 66 Cannon is a stunning property with historic architectural details inside and out. This property comprises of an antebellum house with four large bedrooms and ensuite bathrooms/ a half bath; a Victoria
This income producing, legal short term rental property known as The Chapel Lofts, consists of three units, encompassing 13 bedrooms and 11 off street parking spaces. This property is eye catching and unique as the front building was originally built as a wedding chapel in 1994 and was renovated in 2012 to include 5 bedrooms and 4.5 baths with an open, vaulted ceiling kitchen and living area. In 2012, the carriage house was built and includes two units, each with 4 bedrooms and 4 baths. The interiors are updated, comfortable and stylish offering guests a perfect vacation atmosphere. Furnishings and decor to convey with the sale allowing a buyer continuity of rentals.

The Josiah Smith Tennent House stands out as a landmark and is a focal point on the gateway to the city of Charleston. Constructed in 1859, this brick mansion is significant for both its architecture and history. In 1862, it was used as a Confederate hospital called the Soldiers' Relief Home. It has had a variety of uses over the past 150 years, and was placed on the National Register of Historic Places in 1979. In 1993, the city gave the property to a nonprofit, and a major restoration followed, funded by millions in private donations and grants. The renovation received a South Carolina Historic Preservation Award in 2004.
A great live-work option! This is a gorgeous free-standing property with 20 - 21 parking spaces on 0.31 acres in the very heart of the MUSC hospital district. Perfect for a medical user; financial managers servicing the medical district; or repurpose as retail, restaurant, spa, salon, etc. The site also can be re-developed for a 10-story medical building or a 5-story non-medical building. A demolition permit for the existing building has been approved by the City of Charleston Board of Architectural Review. Zoned Limited Business (LB) in the following overlay zone: Amusement and Recreation Overlay, Old City District, Short Term Rental Category 2. Please see the attached Flyer, Floor Plans, Site Plan, & 3D Virtual Tour.
Welcome to 71 Pitt Street, the perfect Southern family home. From the moment you enter the house onto the gracious and wide piazza, you are immersed in Charleston charm. While built almost 200 years ago in 1837, the current owners have lovingly updated the property to appeal to sophisticated, modern buyers. The entry foyer features a stylish Scandanavian-inspired stenciled floor, with a center staircase and a mahogany curved handrail, rising three floors. The formal living room is bright and sunny, with wood-burning fireplace, high ceilings, and deep crown molding. The spacious dining room features a gas fireplace, a sophisticated built-in bar with glass shelves and is large enough to service grand dinner parties. The beautiful chef's kitchen is truly the heart of the home, a lar
INCOME PRODUCING PROPERTY! 3 UNITS! LEGAL STR! NO FLOOD ZONE! Circa 1852, this charming historic Charleston Single family home sits in the coveted SHORT TERM RENTAL (STR) district and is fully licensed and fully sprinklered (13D). It is the ultimate downtown, turn-key investment located only 2 blocks away from MUSC. It is located in the highly desirable Cannonborough-Elliottborough neighborhood and just a few steps away from vintage stores, bakeries and many popular restaurants. This Charleston Single home consists of 3 separate units in which all of the interiors have been meticulously updated in the last year with high end finishes while still preserving the 170 year old historic home.
This beautiful building built in 1900 and renovation completed in July of 2021 checks all the boxes! This structure boasts a fantastic location just half a block from MUSC and half a block from Ashley Hall. It is convenient to Upper King Street and Colonial Lake.This 3 bedroom, 2.5 bath includes a beautifully appointed kitchen, exceptional bathroom finishes, heated plunge pool with water feature, three story elevator from the driveway to the master suite, reclaimed heart pine flooring throughout, meticulously restored windows, Kohler whole house generator, four separate HVAC zones, rich landscaping, and many more details too numerous to mention.
Brimming with charm and situated in the downtown's Radcliffeborough neighborhood, 67 Pitt Street (Units A, B and C) offers buyers a positive cash flow investment opportunity into the vibrant Charleston real estate market. Two detached structures house three units just mere blocks from MUSC and the College of Charleston. This fully leased 10-bedroom, 6-bathroom package netted $114,943(NOI) in 2022 and it provides 7 off-street parking spaces for the tenants.
This is an absolutely must-see property in the trendy Cannonborough-Elliottborough neighborhood of downtown Charleston! This historic property is currently located in the coveted STR Overlay and comprises three separate units that have been taken down to the studs and meticulously and beautifully renovated. The larger, main house is a classic Charleston Single house with a double porch on the side. It was built circa 1850 and has been split into two units between the two floors. The upstairs unit has three bedrooms, two bathrooms and kitchenette with living spaces while the downstairs unit has an additional third bathroom. Luxury details have been used throughout, including marble tile, butcher block countertops, and retro-inspired appliances. Original wood floors,
14 beds/16 baths 2 half baths Professionally designed sold fully furnished Zoned Limited Business fully licensed short term rentals. Sold Fully Furnished. 4 Licenses 6 Parking Spaces .22 Acres Proximity to King Total heated and cooled sq footage 7964 4 units 3 Buildings Restored Duplex unit A/B Unit A 4 bed/4.5 bath 2576 sq ft (interior) unit B 4 bed/4.5 bath 1473 sq ft sq ft (interior) Unit C new build 3 bed/3bath 1437 sq ft (interior) Completed 2022 Unit D new build 3 bed/3bath 1437 sq ft (interior) Constructed by 1852 in the desirable Cannonborough-Elliotborough Neighborhood, 66 Cannon is...
This income producing, legal short term rental property known as The Chapel Lofts, consists of three units, encompassing 13 bedrooms and 11 off street parking spaces. This property is eye catching and unique as the front building was originally built as a wedding chapel in 1994 and was renovated in 2012 to include 5 bedrooms and 4.5 baths with an open, vaulted ceiling kitchen and living area. In 2012, the carriage house was built and includes two units, each with 4 bedrooms and 4 baths. The interiors are updated, comfortable and stylish offering guests a perfect vacation atmosphere....

The Josiah Smith Tennent House stands out as a landmark and is a focal point on the gateway to the city of Charleston. Constructed in 1859, this brick mansion is significant for both its architecture and history. In 1862, it was used as a Confederate hospital called the Soldiers' Relief Home. It has had a variety of uses over the past 150 years, and was placed on the National Register of Historic Places in 1979. In 1993, the city gave the property to a nonprofit, and a major restoration followed, funded by millions in private donations and grants. The renovation received a South Carolina...
A great live-work option! This is a gorgeous free-standing property with 20 - 21 parking spaces on 0.31 acres in the very heart of the MUSC hospital district. Perfect for a medical user; financial managers servicing the medical district; or repurpose as retail, restaurant, spa, salon, etc. The site also can be re-developed for a 10-story medical building or a 5-story non-medical building. A demolition permit for the existing building has been approved by the City of Charleston Board of Architectural Review. Zoned Limited Business (LB) in the following overlay zone: Amusement and Recreation...
Welcome to 71 Pitt Street, the perfect Southern family home. From the moment you enter the house onto the gracious and wide piazza, you are immersed in Charleston charm. While built almost 200 years ago in 1837, the current owners have lovingly updated the property to appeal to sophisticated, modern buyers. The entry foyer features a stylish Scandanavian-inspired stenciled floor, with a center staircase and a mahogany curved handrail, rising three floors. The formal living room is bright and sunny, with wood-burning fireplace, high ceilings, and deep crown molding. The spacious dining...
INCOME PRODUCING PROPERTY! 3 UNITS! LEGAL STR! NO FLOOD ZONE! Circa 1852, this charming historic Charleston Single family home sits in the coveted SHORT TERM RENTAL (STR) district and is fully licensed and fully sprinklered (13D). It is the ultimate downtown, turn-key investment located only 2 blocks away from MUSC. It is located in the highly desirable Cannonborough-Elliottborough neighborhood and just a few steps away from vintage stores, bakeries and many popular restaurants. This Charleston Single home consists of 3 separate units in which all of the interiors have been meticulously...
This beautiful building built in 1900 and renovation completed in July of 2021 checks all the boxes! This structure boasts a fantastic location just half a block from MUSC and half a block from Ashley Hall. It is convenient to Upper King Street and Colonial Lake.This 3 bedroom, 2.5 bath includes a beautifully appointed kitchen, exceptional bathroom finishes, heated plunge pool with water feature, three story elevator from the driveway to the master suite, reclaimed heart pine flooring throughout, meticulously restored windows, Kohler whole house generator, four separate HVAC zones, rich...
Brimming with charm and situated in the downtown's Radcliffeborough neighborhood, 67 Pitt Street (Units A, B and C) offers buyers a positive cash flow investment opportunity into the vibrant Charleston real estate market. Two detached structures house three units just mere blocks from MUSC and the College of Charleston. This fully leased 10-bedroom, 6-bathroom package netted $114,943(NOI) in 2022 and it provides 7 off-street parking spaces for the tenants.
This is an absolutely must-see property in the trendy Cannonborough-Elliottborough neighborhood of downtown Charleston! This historic property is currently located in the coveted STR Overlay and comprises three separate units that have been taken down to the studs and meticulously and beautifully renovated. The larger, main house is a classic Charleston Single house with a double porch on the side. It was built circa 1850 and has been split into two units between the two floors. The upstairs unit has three bedrooms, two bathrooms and kitchenette with living spaces while the downstairs unit...
ALL THE NEIGHBORHOODS & BOROUGHS OF 29403 REAL ESTATE
REAL ESTATE SALES TRENDS DOWNTOWN CHARLESTON SC