Karla Leahy
The Top Real Estate Advisor in Charleston
Karla Leahy
LUXURY REAL ESTATE ADVISOR | CHARLESTON OFFICE
With over 25 years of experience in Charleston's competitive real estate market, I am dedicated to guiding individuals and families through the complexities of buying and selling luxury properties in the Lowcountry, ensuring their personal, family and financial objectives are met with discretion and professionalism. Currently residing in Mount Pleasant with my family and beloved dog, this community isn't just where we live, it's where we built our lives.
As a full-service real estate advisor, I provide comprehensive support to my clients, whether they are looking to manage an estate, invest in new developments, or sell property to purchase their dream home. Your needs, goals, and expectations are my top priority and my consultations are tailored to meet them, including introducing you to my top contractors and stagers. My focus is always on providing personalized service that meets your real estate objectives.
I'm grateful for my deep connections to the lowcountry, combined with a partnership in my husband's appraisal business, I've had the privilege of experiencing the full spectrum of real estate sales. When I'm not immersed in real estate, I enjoy spending time with my family at our mountain cabin in Saluda, North Carolina. I understand the importance of finding a place that feels like home, and I am here to help you discover yours in Charleston. Let's connect for a capabilities consultation and discuss how I can assist you on your next real estate venture.
Tailored Solutions, Outstanding Results
Karla Leahy is committed to delivering exceptional service and unmatched expertise. Contact her today.
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
0 Properties
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- Reset all filters or remove one of your filters below to see more homes
- Mount Pleasant, SC
- Price: $1M+
SUCCESS STORIES
My husband and I had the absolute pleasure to work with Karla when purchasing our first home and then selling that home 5 years later. She is PHENOMENAL at determining list price, explaining the small details and contract negotiation. She responds to texts immediately, answers calls on the first ring. I can honestly say we wouldn’t be where we are today without her, and we are forever grateful. Thank you, Karla!!!
Events and Festivals in Charleston, South Carolina
From Parades to Oyster Roasts Charleston's November and December Events & Festivals
Downtown Charleston Events YALLFest is back in Charleston this November 15-16, 2024, bringing the best of young adult literature to the historic King Street district. With over 70 authors in attendance, this annual festival features engaging panels, book signings, photo booths, giveaways, and more. Photo credit: Yallfest.org Whether you're a fan of fantasy, romance, or contemporary YA, you'll find something to spark your literary interests. Don’t miss out on the chance to meet your favorite authors and dive into the world of books at this exciting, fan-filled event! Grab your tickets and get ready for a weekend of literary magic! Join the Merci Pop-up at Babas on Meeting Event on Saturday, November 16, 2024, from 5:00 PM to 8:00 PM at Baba's on Meeting. Expect a night filled with epic dishes, flowing cocktails, and great vibes. Merci will be offering its signature menu items, making for an unforgettable evening. No reservations are needed—it's first come, first served! Photo credit: Charleston Music Hall Get ready for a night of laughter and chills with "And That’s Why We Drink" live at the Charleston Music Hall on November 21, 2024! Hosted by New York Times bestselling authors Em Schulz and Christine Schiefer, this award-winning comedy podcast blends true crime and paranormal stories. With over 200 million downloads and multiple awards under their belt, Em and Christine’s "Pour Decisions" tour promises to be a night full of humor, spooky tales, and plenty of laughs. Tickets start at $27, doors open at 7pm and the event starts at 8pm. The Turkey Day Run, held on Thanksgiving morning in downtown Charleston's Marion Square, is the largest 5K in South Carolina and the 9th largest timed 5K in the U.S. With over 8,700 participants and thousands of spectators, this annual event is a beloved tradition. The Race Expo and packet pick-up take place the day before. It's a great way to kick off the holiday with family, fitness, and fun. Register now and join the celebration! Photo credit: Gardenandgun.com Garden & Gun's Winter Market returns November 22-24 to celebrate the fifteenth anniversary of the Made in the South Awards. Held at the magazine's Cigar Factory headquarters, the market features pop-up shops, creative cocktails, and spirits tastings. Meet the winners and finalists from G&G’s Annual Made in the South Awards, and explore an array of items in food, drink, style, home, and crafts. Enjoy live demonstrations, conversations, and "Meet the Maker" opportunities while savoring festive food and drinks that celebrate Southern craftsmanship. Aquarium Aglow is back and brighter than ever! This holiday season, the South Carolina Aquarium transforms into an immersive light spectacular, featuring larger-than-life installations, festive photo ops, and the most unique Santa encounter in Charleston. Experience the magic on select nights throughout November and December. Grab your friends, family, or a date and enjoy a one-of-a-kind holiday celebration. Tickets start at $26. Get into the holiday spirit with A Christmas Carol at the Historic Dock Street Theatre, running from November 30th to December 22nd! This timeless classic is sure to warm your heart, but don't wait too long to get your tickets—last year's performances sold out fast! Tickets start at $61.25, so be sure to secure yours early and enjoy this festive holiday tradition. Photo Credit: Charleston Stage Experience the magic of the season with The Nutcracker at the Charleston Music Hall on December 3rd! South Carolina Ballet brings this timeless holiday classic to life, promising a night full of romance, adventure, and wonder. Whether you're enjoying a family outing or a special date night, this enchanting performance is sure to captivate all ages. Tickets start at $35. Celebrate the season at Christmas on the Battery: Carols, Candlelight, and Gullah Christmas Stories on December 5-6, 2024, from 5:30 PM to 8:00 PM at the historic Edmondston-Alston House. Stroll through the beautifully decorated home by candlelight, accompanied by the sounds of the Charleston Caroling Company. In the courtyard, warm up with wine or hot cider and enjoy captivating Gullah Christmas stories from a local storyteller. Tickets must be purchased in advance and include two drink tickets. General admission is $55, with a special rate of $50 for members. Get ready to laugh your way through the holidays with A Christmas Story at the Queen Street Playhouse, running December 6-22! With tickets starting at $52, this festive play is a perfect way to celebrate the season with family and friends! The Holiday Parade on December 7th brings festive cheer to downtown Charleston! The parade begins at 3pm on Broad Street at Rutledge, travels up Meeting Street, and concludes at Calhoun Street. The fun culminates with a tree-lighting ceremony in Marion Square, so be sure to stick around and watch the holiday magic unfold. Check out more City of Charleston December events here. Charleston Place is bringing festive cheer this holiday season with a fantastic lineup of events. The celebrations kick off on November 29 at 5pm with a magical tree lighting ceremony in Market Street Circle, complete with snowfall, cookies, cocoa, and a performance by The Fabulous Equinox Orchestra. Enjoy "Let It Snow," presented by American Express, with daily snowfalls at 5pm, 6pm, and 7pm (plus a 4pm show on weekends). Don’t miss the Nutcracker Tea on select dates, and visits with Santa and Mrs. Claus every Saturday, with special sessions dedicated to pets and visitors with special needs. Photo Credit: Charlestonplace.com West Ashley Fall Music in the Park Series returns on November 14 from 5:30 PM to 7:30 PM at Magnolia Park and Community Garden in West Ashley. Enjoy a free evening of live music, delicious food trucks, and laid-back vibes under the stars. Bring your friends and family for this special community event. If you can't make it, another concert will be held on December 12th. Photo Credit: Charleston Parks Conservancy And on November 15, from 8:00 AM to 12:00 PM, the Charleston Parks Conservancy and Charleston Trees will host a Native Tree Giveaway at the same location. City of Charleston residents can register to receive a free tree, with selections like Southern Magnolia and Eastern Redbud available! Celebrate Thanksgiving at Middleton Place on November 28, 2024, with a traditional buffet prepared by the Middleton Place Restaurant. Enjoy your meal in the Pavilion, offering beautiful views of ancient live oaks, with seatings available from 11:00 AM to 3:30 PM. General Admission to Middleton Place is included, so guests can stroll through “America’s Oldest Landscaped Gardens” before and after the meal. Tickets start at $89 for adults and $40 for children, making it a great way to enjoy the holiday without the hassle of cooking. The Annual Deck the Hall Oyster Roast at Drayton Hall on December 8th is a must-attend event for oyster lovers! Enjoy all-you-can-eat oysters, a chili bar, and local beverages while surrounded by the historic charm of Drayton Hall. This festive event supports the mission of Drayton Hall, offering a unique way to indulge in local delicacies and history. Tickets start at $85. Folly Beach Light Up The Holidays runs from November 15 to December 30 at Tides Folly Beach. This festive package includes a car pass to the Holiday Festival of Lights, two insulated tumblers with hot chocolate, and a keepsake ornament. It’s the perfect way to add some seasonal cheer to your holiday stay. Isle of Palms The Holiday Street Festival on December 7th at Front Beach on Isle of Palms runs from 2 PM to 7 PM. The event features arts and crafts, local vendors, live entertainment, children’s activities, and a visit from Santa Claus. It’s the perfect way to get into the holiday spirit by the beach! Get ready for a festive night of shopping at the Holiday Market at Wild Dunes Resort on December 5th from 5:00 PM to 7:00 PM. This evening event brings together local vendors offering handmade goods, unique jewelry, and artisanal products—perfect for checking off your holiday gift list. Enjoy the lively atmosphere and discover one-of-a-kind treasures while supporting local artisans in this charming holiday shopping experience. Mount Pleasant Get ready for something truly unique at the Charleston Punk Flea Market on November 16-17, 2024, at the Omar Shrine Club in Mount Pleasant. This alternative market is a haven for fans of underground art, quirky fashion, and all things offbeat. From vinyl records to vintage clothes and strange collectibles, there’s something here for every taste. Whether you're into weirdo art or just looking for something out of the ordinary, this event is a perfect place to explore, discover, and support local creators. Don’t miss out on this cool chance to find something truly one-of-a-kind! Get crafty this holiday season at the Holiday Wreath Workshop on November 26, 2024, from 7:00 PM to 9:00 PM at Two Blokes Brewing in Mt. Pleasant. Sip on a handcrafted local beer while you create a festive, organic wreath with guided instructions. Your ticket includes your first drink, a grapevine wreath form, fresh seasonal greenery, and all the materials and tools needed to craft a unique 14" wreath. Celebrate the holidays with a creative twist and enjoy a Holly Jolly time at this fun, hands-on workshop! Kick off the holiday season at Wine Under the Oaks on December 1st at Boone Hall Plantation! Enjoy an unforgettable evening of wine tastings, complimentary desserts, and fresh oysters, all set under the beautiful oaks. With wine samples from top distributors, live entertainment, and more, it's the perfect way to sip, savor, and celebrate. General Admission tickets are available for $80. Don't miss out on this festive event—secure your spot today! The Pitt Street Stroll takes place every third Thursday of the month from 5:00 PM to 8:00 PM, featuring local shops and eateries in the charming Old Village. Enjoy specialty light bites and drinks at The Post House Inn or Wine Shop Old Village, and then stroll down Pitt Street to explore Out of Hand, Pitt Street Pharmacy, and more. Each stop offers unique activations and specials, making it the perfect way to spend an evening out in the heart of the Old Village! James Island Shuck Cancer of Charleston is happening on Sunday, November 17, 2024, from 3:00 PM to 6:00 PM at Bowens Island Restaurant. This event will feature oysters, drinks, and plenty of local support for a great cause. Don’t miss out on an afternoon of fun, food, and fundraising for cancer research. Tickets start at $85 and if you can’t make the event but would like to donate to the cause, you can do so here. Step into the magic of the season at the Holiday Festival of Lights at James Island County Park! From November 15 to December 31, enjoy a dazzling display of lights, holiday sand sculptures, festive shopping, Santa visits, and more. The fun starts every evening at 5:30 PM and runs until 10 PM—perfect for creating unforgettable holiday memories! North Charleston Get ready for holiday magic with Mannheim Steamroller at the North Charleston Coliseum! On November 19th, experience the top-selling holiday act of all time, led by composer Chip Davis. With tickets starting at $56.50, enjoy a festive night of dazzling music, snow machines, dancers, and plenty of seasonal spirit. Photo credit: Holycitybrewing.com Skip the shopping madness and head to Holy City Brewing on November 29, 2024, for their Black Friday Oyster Roast! Starting at 11:00 am, enjoy all-you-can-eat roasted oysters paired with a can of Holy City’s flagship beer. Live music by Skycats will set the vibe from 12-3 pm, and don’t miss the local vendor market while you’re there. Want to level up your experience? Grab a VIP Picnic Table for you and up to 9 friends and enjoy oysters and beers brought right to your table. Limited VIP spots available, so book by November 20th. Can't make it on Black Friday? Join in for their 6th Annual Fall Fest on November 30th, full of games, activities, and fall fun for all! Photo Credit: Pickershullabaloo.com Ready for a treasure hunt? Head over to Firefly Distillery on November 16th for the Pickers Hullabaloo Flea Market! Tickets start at just $10, with early bird tickets available. Explore over 100 vintage dealers and artisans offering everything from unique furniture and nostalgic collectibles to jewelry and vintage clothing. While you shop, enjoy tasty beverages from Firefly Distillery and grab a bite from a variety of food trucks. With live music and a fun, eclectic atmosphere, it’s the perfect way to spend your Saturday! Experience Avatar: The Last Airbender like never before on December 10th at the North Charleston Coliseum! Watch the beloved film on the big screen with a live musical performance that brings the world of bending to life. This unique concert event is a must for fans of the series and film enthusiasts alike. Tickets start at $35. Catch Steve-O live on December 11th at the North Charleston Coliseum for his Super Dummy Tour! Known for his wild antics and fearless humor, Steve-O brings his comedic energy to the stage for an unforgettable night of laughs. Tickets start at $32.75, with the show starting at 7:30 PM. Kiawah Island Home for the Holidays Market will be at The Dunlin River Barns on November 29th! From 11 a.m. to 3 p.m., hop on a trolley for a scenic tour of Kiawah River, featuring The Spring House, The Dunlin Hotel, and the Southern Living Idea House. With over 40 vendors, including local farmers, artists, and craftsmen, you’ll find perfect holiday gifts and décor while enjoying tasty bites from local food trucks like Libs Diner and Shaka Shrimp. Dogs are welcome in outdoor areas (on leash). What is weather like in Charleston during November? November in Charleston offers cooler temps, but with highs around 70°F and plenty of sunshine, it’s still great for outdoor exploring. Enjoy the city's historic plantations, cemeteries, and charming streets—just pack some layers for those crisp mornings and evenings. And while November is usually dry, an umbrella might come in handy. Don't forget, it's the end of hurricane season, so a little extra preparation never hurts!
Charleston's Harvest Highlights: October & November Festivals and Events
Mount Pleasant Get ready for a day of family fun at the Annual Town of Mount Pleasant Children’s Day Festival on October 20th! From 12 PM to 5 PM, enjoy carnival rides, inflatable slides, live entertainment, pony rides, and games that will delight attendees of all ages. Admission and activities are free! Parking is available at Cario Middle School and Charles Pinckney/Laurel Hill, with shuttles running all day or you can enjoy a pleasant walk through the school’s cut-through to reach the festival. Don’t miss out on the fun! Palmetto Park Jam is happening on October 13th, featuring the ultimate Allman Brothers tribute band, The Idlewild Revival, during this annual Grateful Dead tribute concert. Gates open at 11 AM, and live music will run from 12 PM to 4:30 PM, with the Allman Brothers tribute starting around 1:30 PM. Tickets are sold per car at $20 in advance or $30 on the day of the event. Gold Pass members get in free. The Boone Hall Pumpkin Patch continues through October, wrapping up on the 27th. Expect corn mazes, tractor tours, a petting zoo, live performances, and, of course, pumpkins for sale—perfect for a family outing. Photo curtesy of Charleston Vegan Business Network Head to the Cast Off Fishing Tournament at the Mount Pleasant Pier on October 26th from 7 AM to 2 PM. No need to pre-register—just sign up onsite that morning and cast away for a fun day of fishing! Get ready for the Chili 5K Run/Walk at Laurel Hill County Park on November 2nd! Navigate the beautiful moss-covered trails with friends and family. Race fees are $38, and registration is required to participate in this chilly but fun event. Calling all plant-based foodies! The Vegan Festival at Palmetto Islands County Park is happening on November 2nd from 10 AM to 3 PM. Expect a variety of food trucks, bakers, and local artisans. Admission is $4, which includes parking, so come out and enjoy a day of vegan delights! Downtown Charleston photo curtesy of Charleston Literary Festival From November 1st to 10th, immerse yourself in the Charleston Literary Festival at Dock Street Theatre. From filmscreenings to author discussions, this festival has something for every book lover. Tickets start at just $3—don’t miss the chance to engage with some of the best literary minds! Thank you for Noshing with us! On November 10th at 11:30 AM, head to 90 Hassell Street for the 10th Annual Lowcountry Nosh. This event celebrates Jewish food, music, and culture, with a stroll down traffic-free Hasell Street. Enjoy corned beef and pastrami sandwiches, bagels & lox, knishes, stuffed cabbage, and irresistible Jewish sweets. Activities for children, tours of KKBE’s historic property, and live entertainment are also on the agenda, all in conjunction with Second Sunday on King Street. Photo Curtesy of Lowcountry Nosh The Gaillard Center has an exciting lineup this season! On October 13th, author David Sedaris will present an afternoon of new readings and a Q&A session at 2 PM. Tickets start at $46.50. Then, on November 17th, Martha Stewart will be celebrating her 100th cookbook at 4 PM. Tickets start at $75 and include a copy of her new book, The Cookbook 100 Favorite Recipes. The Queen Street Playhouse brings theatrical excitement in October with two shows: The Minutes and Purlie Victorious. Both productions will run through the entire month, offering a fantastic lineup for theater lovers. And on November 1st, don’t miss the First Friday ArtWalk downtown. Stroll through galleries, sip on wine, and soak in the local art scene during this monthly cultural experience. Want to give back this fall? LOWVELO will host a series of cycling events, ranging from 10 to 80 miles, to benefit MUSC Hollings Cancer Center. Whether you’re a rider or a volunteer, this is a great opportunity to raise funds for a good cause Finally, the Charleston Mimosa Festival is on October 12th at The Citadel, starting at 1 PM. Tickets are $55 and include a souvenir cup and all drinks from 1 PM to 4:45 PM. Sip on Mimosas, brunch punch, beer, and wine while enjoying live music and a DJ set. Isle of Palms Enjoy the IOP Halloween Carnival on October 26th from 4 to 6 PM at the Recreation Center. Get ready for a spook-tacular time featuring a Halloween costume Golf Cart Parade, a drive-through haunted house, inflatables, food vendors, and trick-or-treat bags for all the kids. Don’t miss Ghostly Tide Tales on October 11th at Front Beach, where local ghost stories come to life around the campfire! Parking is available at Municipal Lot B on Pavilion Drive—just follow the beach access path beside the sea cabins. This free event runs from 6 PM to 7 PM, so grab your friends and come enjoy some ghostly fun! Mark your calendars for November 3rd because the Isle of Palms Exchange Club is throwing its 2nd Annual Shuck Fest! Get ready for a day filled with live music, local oysters, and refreshing craft beer—all in support of the Lonon Foundation, a fantastic local nonprofit dedicated to helping kids impacted by a parent’s cancer diagnosis. Set against the stunning backdrop of the dock off the waterway, you might even spot some dolphins! Tickets are just $50 in advance or $60 at the door, and they include mouthwatering local oysters, BBQ from Swig & Swine, and cold brews from Frothy Beard. Don’t miss out on this fun-filled day for a great cause! You can also donate here. Folly Beach The Lung Force Walk/Run at the County Park on November 9th supports the American Lung Association! You can register as a team or an individual, or volunteer for the event. It’s a great way to make a difference while enjoying a fun day outdoors! Register here. Mark your calendars for the 2024 Mermaids & Mateys Event, packed with excitement and fun for all ages. It all kicks off with "Salty Saturday" on September 28th, from 10am to 4pm on Center Street. Explore over 70 local vendors, compete in the costume contest, and enjoy live music on three stages. There's also a dunk tank and a kids' area with inflatables! Keep the festivities going on Sunday, September 29th, with a sand-sculpting competition on the beach behind the Tides Hotel from 11am to 2:30pm. More details coming soon! Johns Island & Kiawah River Get ready for the Run Like the Devil Fall Festival & 5K Run! Registration is limited and closes on October 19th, so be sure to grab your tickets if you want to participate in the run. There’s no entrance fee for the festival itself, so come enjoy the outdoor activities, including a farmer’s market, games for kids, local makers, and delicious food trucks! Just a heads up: there’s a $10 cash parking fee. The Harvest Festival at Johns Island County Park is set for November 2nd, running from 11 AM to 5 PM. Enjoy a lively afternoon filled with foot-stomping music from local bluegrass bands! Participate in hayrides, pumpkin decorating, archery, and a variety of other activities. Savor delicious Southern dishes like Carolina barbecue, kettle corn, and all your festival favorites. Once you’ve filled your belly, check out the crafters market for some great holiday shopping! Admission is $10 per person, while those with a gold pass or kids under 12 can enter for free. West Ashley Looking for a family-friendly way to explore local history? Head to Colonial Trades and Harvest Day on November 9th at Charles Towne Landing Historic Site. You'll step back in time and experience life as it was in the early settlement, interacting with costumed interpreters and craftspeople stationed inside the fort. Try your hand at colonial games, learn about traditional foodways, and witness exciting black powder demonstrations. This special living history event is perfect for all ages. Photo curtesy of Middleton Place Foundation Bourbon & Bluegrass: A Celebration under the Stars at Middleton Place kicks off at 5 PM on November 9th. Join the celebration of the Middleton Place Foundation’s 50th Anniversary with the legendary Bill Green hosting a traditional oyster roast over an open fire. Sip on handcrafted cocktails from the Bluestone Ramblers, and indulge in elevated Lowcountry dishes prepared with fresh ingredients from the local Middleton Garden. Tickets are $200 per person. North Charleston Disney on Ice presents Into the Magic from October 10-13 at the North Charleston Coliseum and Performing Arts Center. Get ready for a magical family performance on ice! Doors open an hour before the 7 PM showtime, and parking is $10. Tickets start at $15. For the parents, Air Supply will perform on October 13, with Tickets starting at $49.50. Their show kicks off at 8 PM. Photo curtesy of Ticketmaster The Gibbes Distinguished Lecture Series this fall will feature Spike Lee! On October 15th, the filmmaker will talk at the Charleston Music Hall. Tickets start at $50 and doors open at 5pm. The lecture series announcement comes on the heels of Brooklyn Museum’s exhibition on Spike Lee, which offers a rare glimpse into his personal collection of art and inspiration. Straight No Chaser is bringing their a cappella magic to the Coliseum on October 25! This all-male group from Indiana University will wow the crowd with pop classics, modern hits, and some holiday cheer. The show starts at 8 PM, and tickets start at $41.50. Photo curtesy of Charleston Beer Fest Get ready for Charleston Beerfest at Riverfront Park on October 26! With live music, food, games, and craft brews from over 60 breweries, it’s the ultimate beer lover’s day out. The event runs from 1 PM to 7 PM, with VIP early access starting at 12 PM. Tickets start at $45. Sarah Silverman brings her Postmortem Tour to the Charleston Music Hall on November 7. Doors open at 6 PM, and tickets start at $62.50. The fun doesn’t stop there: Leela James takes the stage on the 8th, followed by Nick Swardson on the 9th, and Blues Traveler on the 10th. Check out the Charleston Music Hall lineup here. Holy Smokes! A Lowcountry Barbecue Festival hits Riverfront Park on November 9, featuring over 50 pitmasters and chefs from across the U.S. Your $95 ticket grants you access to four BBQ villages—Texas, traditional, New School, and Coastal—all with unlimited food. Enjoy live tunes from The Delta Circus and Last Waltz Ensemble while you feast. Check out the full pitmaster and chef lineup online! Also on November 9, don’t miss the Rockabillaque Classic Car and Bike Show in Park Circle—a retro celebration of classic rides, vintage bikes, and good vibes James Island The James Island Connector Run, an annual 8K run and 5K run/walk across the scenic James Island Connector, is happening on October 26th. Registration is now open, with entry fees starting at $45, depending on your chosen race. What is weather like in Charleston, SC in October? Charleston in October and November is a dream come true for those who love sunshine and mild temps. With the summer humidity long gone, temperatures settle comfortably in the mid-70s, making it perfect for strolling through the city or enjoying outdoor events. You can expect mostly sunny skies (with an average of only four days of rain), so pack light layers you can mix and match. And while hurricane season technically lingers into early October, by the end of the month, it’s all about those crisp, sunny days that make Charleston one of the best places to be in the fall.
Fall into the magic of Charleston's September and October Events
Downtown The Charleston Food and Wine Classic will be held on September 27-29! It'S a must for food enthusiasts and wine lovers! Over 100 stalls will be set up, offering a variety of gourmet foods and world-class wines. Distinguished chefs and renowned winemakers come together to share their passion, Serving up delicious food and wine, it’s a must for anyone who enjoys great flavors and good company. Some of the big names this year are Andrew Zimmerman, Nyesha Arrington, Tyler Florence and Sean Brock. Tickets and passes can be found here. Get ready to spice up your Sunday with the Rancho Lewis 7th Annual Hatch Chile Roast! On Sunday October 6th from 1 to 5 p.m., come out to Pacific Box & Crate for some smoky, fiery fun as they roast up delicious Hatch chiles. Want to skip the line? Pre-order your Chile batch on their site and pick it up fresh and hot. Don’t miss this flavor-packed event—it’s going to be chile-icious! Drayton Hall at Night will be held on September 14th. This exclusive after-hours event is free for members and includes access to the grounds, live music, scavenger hunts, and colonial games. Archaeologists will be present to discuss recent discoveries. Beer, wine, and pre-ordered cheese boards are available, so bring a picnic and relax under the stars. September 14th will also be the 9th Annual Hope Walk at the Ravenel Bridge for Breast Cancer awareness. The walk starts at 8am and will begin at the Charleston side of the bridge and end in Mount Pleasant. Tickets range from $7 to $25. Raise your glass for Drink Pink, Charleston’s biggest rosé festival! Set at Joe Riley Park, this all-day event (1-7 PM) features live music, DJ sets, rosé samples, and various drink options. With ticket prices ranging from $37.50 to $175, there’s something for every wine lover. VIP packages include exclusive access and perks to Charleston’s rosé celebration! On September 28th the Greatest Showman Tribute Tour takes place at the Scottish Rite Theatre. This theatrical extravaganza promises unforgettable performances inspired by the hit film. Perfect for a night of dazzling entertainment. Celebrate Charleston’s cultural diversity at the MOJA Arts Festival. This festival features everything from visual arts and classical music to jazz, gospel, and ethnic food. With events held throughout Charleston from September 26th to October 6th, this festival highlights harmony and the richness of our diverse community. Marlon Waynes will also be making a guest appearance with his Wild Child Tour on October 4th of the Festival. Stay tuned for updates on Gather Charleston, an annual celebration featuring some of the city's most talented chefs, local artisans, and cultural experiences. This event brings the best of Charleston together for a truly unique experience. Starting October 9th through November 2nd you can step inside Charleston’s historic homes, gardens, and buildings son the Annual Fall Tours. Led by expert historians, architects, and scholars, this series of exclusive tours offers an intimate look at some of the city’s most distinguished properties. Perfect for history buffs and lovers of architecture, all proceeds benefit the Preservation Society of Charleston. Sullivan’s Island & Isle of Palms Starting October 1st the Sullivan’s Island Bonfires are back! Locals and visitors can enjoy evenings by the fire, but be sure to check out the rules and regulations for a safe and enjoyable time and to purchase a permit. Permits are $100 for non residents and $25 for residents of Sullivan's Island. Isle of Palms Connector Run will be on October 5th so lace up for the 10K and 5K races benefiting local child abuse prevention charities. After the race, enjoy the post-race festival, perfect for a family-friendly day of fun. Mount Pleasant Pickle Palooza is happening on September 21st, and if you're a pickle fan, this is your jam! It’s happening at the Embassy Suites Charleston Harbor, and you can expect live music, food trucks, games, pickleball, and, of course, all things pickle. It’s the perfect excuse to gather with the community and have some fun. The event starts at 1pm with a pickle eating contest at 2pm and a pickle juice chug challenge at 2:30 pm. Tickets range from $25 to $100. Then, mark your calendar for September 27th because Boone Hall’s Pumpkin Patch is back! This iconic fall event has everything from a giant corn maze to a Halloween tractor tour that’ll get you into the spirit of the season. Plus, they’ve got an interactive honeybee exhibit and live performances, making it the perfect spot for family fun. Fright Night tickets are also on sale currently for weekend dates starting September 21st. It opens at 6:30pm and tickets start at $39 or $34 for groups of 20+. Daniel Island Daniel Island is about to get country loud on September 13th with Dierks Bentley’s Gravel & Gold Tour at Credit One Stadium! Then, Post Malone is coming to town on October 9th for his F-1 Trillion Tour! Credit One Stadium will be hosting one of the biggest names in music, and this is your chance to catch Post Malone live right here in Charleston. Get ready for an epic night of music and find tickets here. The Point Hope Harvest Festival, happening at 1049 Point Hope Parkway off Clements Ferry Road, is partnering with Goddard Point Hope. This first-ever market is set to bring vibrant energy to the community. Head to the Village Green on Sunday, September 22nd, to check out a fantastic range of local vendors, groove to live music, and savor delicious food and drinks. Plus, there’ll be plenty of fun activities for the kids, making it a perfect fall celebration. West Ashley On September 21st, the Magnolia Beauti-Fall Festival in West Ashley is bringing all the autumn vibes! With garden tours, mini pumpkin painting, face painting, and live music, there’s fun for the whole family. You can even pick out the perfect pumpkin from the patch and snack on goodies from local vendors. Summerville Summerville's sweet tea festival will be on the 21st of September! Celebrate the birthplace of Sweet Tea at the hisitoric downtown Summerville Hutchinson Square. Summerville's Historic Downtown is transformed into a massive open house/street fair with different food trucks, artisanal vendors and entertainment. You can help select the Tea of the Year by sampling and voting for your favorite! North Charleston Chelsea Handler takes the stage at the North Charleston Coliseum on September 13th. If you love her bold, no-filter humor, this is a show you won’t want to miss. Get ready for a night of witty, unfiltered comedy. Tickets start at $46. Jelly Roll is bringing his mix of country, rock, and hip-hop to the Coliseum on September 19th! He’s known for lighting up the stage with incredible concerts. Tickets start at $59.50. Another unforgettable comedian, Whitney Cummings, is coming to Charleston Music Hall on October 4th for her Big Baby Tour. Tickets start at $14. Over at Park Circle, Oktoberfest is happening on September 21st at Holy City Brewing. Think traditional German beer, live music, and a festive beer hall atmosphere. It's the perfect way to celebrate German culture and enjoy a fun-filled day with great drinks and company! On October 6th, Wannamaker County Park will be filled with the vibrant sounds and flavors of the Latin American Festival! From salsa and merengue to delicious Latin cuisine, it's the ultimate celebration of Latin American culture. Music, dancing, and authentic food—what more could you ask for? Onsite admission is $25 per vehicle but is free for Gold Pass holders. Folly Beach Cast Off Fishing Tournaments are on September 14th and October 12th on the Folly Beach Fishing Pier. Compete for the heaviest catch, rain or shine. Registration is available on-site the morning of each tournament at 7am. September 13th and October 4th will be the dock party at crosbys Fish and Shrimp from 6-10pm! Kiawah Island Athletes, mark your calendars for the Kiawah Island Triathlon! This swim, bike, and run event takes place at Night Heron Park on October 6th and promises a day of intense competition amidst the stunning scenery of Kiawah. Register for the triathlon here. Edisto Beach The Fall Festival & Turtle Tide Auction is happening on October 12th from 11am to 4pm. It’s the perfect way to celebrate the season with arts, crafts, and homemade treats. The highlight? The Turtle Tide Auction, where you can bid on beautifully painted turtle sculptures, all to support local non-profits. Weather in September & October in Charleston In September, Charleston’s weather is still warm, but you’ll start to notice cooler days ahead. With average highs around 83°F and lows near 72°F, it’s the perfect time to enjoy the outdoors. While humidity lingers, it’s not as intense as summer’s peak. Pack light, breathable clothing, swimsuits, sunscreen, sunglasses, a sunhat, and flip-flops. And don’t forget a light layer for those cooler evenings!
How Much is Your Home Worth?
✔️ Sell for more
✔️ Instant property valuation
✔️ Expert advice
Your Direct Line to Charleston's Trends