Refine Search
Sort by
260 Confederate Circle, Charleston
$2,800,000
4 Beds ⋅ 3.5 Baths ⋅ 26011046 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Fully renovated to the studs and expanded in 2022, this classic two-story Colonial Revival sits on high ground in the sought-after South Windermere neighborhood of West Ashley. Offering over 3,200 sq. ft., the home seamlessly blends timeless architecture with elevated, thoughtfully curated finishes throughout, leaving no detail overlooked. The main level features multiple living and dining spaces anchored by a sun-filled kitchen with a custom island, inset cabinetry, Carrara marble countertops, and hand-painted Delft tile backsplash. A well-appointed scullery just off the kitchen adds both function and style with custom cabinetry, beverage drawers, a speed oven, and ice maker. Throughout the home, designer fixtures and finishes have been carefully selected, including pieces from DeVol, Hector Finch, California Faucets, Colefax & Fowler, and more. Additional highlights include a spacious mudroom with a side entry to the tabby driveway, stacked laundry, utility sink, and abundant storage. The primary suite is conveniently located on the main level and features a large walk-in closet with custom built-ins, private access to the rear garden, and a beautifully appointed marble bath with dual vanities, water closet, and walk-in shower. Upstairs, a generous landing leads to three bedrooms, two full baths, and ample storage. A standout feature is the original pine-paneled living room with a wood-burning fireplace, opening to a screened-in porch with its own fireplace - overlooking a professionally landscaped backyard anchored by a grand live oak, brick patio, and Old Charleston brick pierced wall. Ideally located on picturesque Confederate Circle, this charming home is just minutes to downtown Charleston and within close proximity to the South Windermere shopping district and West Ashley Greenway.

260 Confederate Circle, Charleston

112 Chadwick Drive, Charleston
$2,375,000
3 Beds ⋅ 3 Baths ⋅ 26012968 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Tucked away on the marsh in highly sought-after South Windermere, 112 Chadwick Drive offers a rare combination - a fully reimagined Charleston ranch just ten minutes from downtown Charleston. A comprehensive 2022 renovation by Island Architects and Kingwood Builders, with landscape design by Visnapuu Designs, took an already well-loved home and brought it fully into its present-day form: approximately 2,954 square feet with three bedrooms and three baths, set on 0.27-acres overlooking the marsh, with single-level living throughout. The renovation reworked the floor plan to add a true primary suite, replaced the roof and gutters, refreshed every interior surface with new paint and updated overhead lighting throughout, and converted the original carport into a proper garage. The kitchen was updated with a new cooktop, refrigerator, and wine cooler, and the home now runs on a tankless water heater. A redesigned front porch with a new front door and gas lantern, plus working exterior shutters, give the front of the house a thoughtful, finished feel. The crawl space was opened, trenched, sealed with a moisture barrier, and fitted with sump pumps. The primary suite is its own private getaway. A vaulted, beamed ceiling rises above tall, marsh-facing windows that fill the room with light. The spa-style bath is finished in classic marble and boasts a freestanding soaking tub, an oversized frameless-glass shower, and two large vanities. Beyond the bath, the walk-in closet runs at dressing-room scale: custom built-ins, hardwood floors, a center island, and enough hanging and folded storage for two. The back of the house is the heart of the property. A bluestone terrace and a screened-in porch with a wood-burning fireplace open to a fully-equipped outdoor kitchen, all framed by the marsh and a majestic oak tree beyond. The rear of the lot was elevated and reinforced with a seawall, with all drainage tied to underground pipes that discharge to the marsh. Roses on trellises, a new perimeter hedge, fencing and gates, irrigation, and landscape lighting complete a yard that feels designed rather than decorated. The owners even went to the trouble of burying the power lines to create a true natural oasis feel. South Windermere Shopping Center is around the corner - Earth Fare, Normandy Farm Artisan Bakery, Bakers Bar, Three Little Birds, and many other great local businesses -- making this one of the most accessible pockets in West Ashley. The West Ashley Greenway, a 10.5-mile flat trail that begins at South Windermere, sits a short walk away and is already woven into daily life here -- and its role is about to grow. The proposed Ashley River Crossing, a new pedestrian and bicycle bridge currently under construction and scheduled to open in mid-2027, will connect the West Ashley Greenway directly to Brittlebank Park, the Medical District, and the rest of downtown Charleston. When complete, residents of South Windermere will be able to walk or ride from this trailhead to the heart of downtown without ever crossing a vehicular bridge - a meaningful upgrade in connectivity. 112 Chadwick Drive is a rare offering: a turnkey marshfront home, comprehensively renovated by a respected architect-and-builder team, in one of Charleston's most convenient and amenity-rich neighborhoods, on the cusp of becoming meaningfully more connected to the peninsula.

112 Chadwick Drive, Charleston

261 Confederate Circle, Charleston
$2,100,000
3 Beds ⋅ 4.5 Baths ⋅ 26017101 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Offered for the first time, this cherished family home of 65 years is ready to welcome a new chapter. Well maintained by one family, this residence is rich with character, craftmanship and timeless appeal. A brick walkway leads to the elegant columned front entrance framed by mature landscaping. Constructed with distinctive Old English Charleston brick, the home features original wide plank pine floors, beautiful ironwork, exposed beams and architectural details reflecting a level of quality and interest rarely found today. Filled with warmth and natural light, this residence is currently configured as a 3 bedroom, 4.5 bath, with floored attic spanning the width of the home. The home's gracious living spaces and bright rear sunroom overlook beautifully landscaped grounds.Original details throughout create a sense of history and authenticity that is difficult to replicate. Located in the highly desirable South Windermere, the home is minutes to Downtown Charleston, the Charleston Medical District, South Windermere Center, Avondale, the West Ashley Greenway and The Ashley River Crossing, currently under construction connecting West Ashley to Downtown Charleston. No HOA

261 Confederate Circle, Charleston

22 Charlestowne Road, Charleston
$1,850,000
6 Beds ⋅ 5 Baths ⋅ 26023543 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Located in the heart of Windermere, 22 Charlestowne Road is a beautifully renovated 3,526 SF residence offering 6 bedrooms and 5 bathrooms with thoughtfully designed living spaces and timeless designer finishes throughout. This move-in ready home features an open-concept floor plan ideal for modern living and entertaining, anchored by a kitchen with a grand center island and complemented by a separate scullery providing additional prep space, storage, and functionality. The spacious second-floor primary suite serves as a private retreat with a luxurious ensuite bath featuring a separate shower, garden tub, and expansive walk-in closet with custom built-ins. Upstairs also includes three additional bedrooms, including a private mother-in-law suite above the garage complete with kitchenette,a large laundry room, and versatile loft/flex space perfect for a media room, office, or play area. On the main floor, two additional bedrooms each offer their own baths, including one ensuite ideal for guests or multigenerational living. Every detail of the renovation was carefully curated with designer tile selections, high-end finishes, and a sophisticated neutral palette that creates a warm and inviting atmosphere throughout the home. This exceptional property in desirable Windermere combines elegant design, flexible living spaces, and modern functionality with a high walkability rating.

22 Charlestowne Road, Charleston

46 Chadwick Drive, Charleston
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 26017771 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Opportunities of this caliber are increasingly rare in the Lowcountry. Tucked away on an expansive, ultra-private 0.717-acre lot in the highly coveted South Windermere neighborhood, 46 Chadwick Drive offers a flawless blend of sweeping marsh views, massive acreage, and immediate proximity to the historic Charleston peninsula. Fully reimagined and renovated down to the studs, this turnkey home features a thoughtful floor plan designed specifically around its natural surroundings, framing serene water and wooded views from nearly every window. Sun-drenched interiors, great flow, and multiple indoor and outdoor living spaces combine to create the ultimate private sanctuary in one of Charleston's most convenient spots.Step through the welcoming foyer, adorned with elegant, fluted white oak walls and a convenient coat closet, into the heart of the home. The main living area is anchored by a beautifully renovated chef's kitchen, boasting high-end appliances, pristine marble countertops, a full pantry, and a large central island with seating for four. This space flows seamlessly into a bright dining room and a sophisticated living room complete with a functional wood-burning fireplace and custom built-in bookcases. Expansive sliding doors open up to a fantastic screened-in porch, creating an ideal setting for enjoying gentle breezes and panoramic lowcountry views. A few steps down, the inviting family room serves as an exceptional space for casual relaxation and entertaining. Flooded with natural light, this lower level features large windows that frame private views of the rear yard and opens effortlessly onto a brand-new flagstone grilling patio. This floor also hosts a complete guest suite with a beautiful bathroom featuring a walk-in shower, as well as a large laundry and mudroom equipped with a wash sink, custom built-ins, and abundant storage conveniently located just off the attached two-car garage. The upper level is dedicated to rest and privacy, highlighted by a luxurious primary suite that has been fully reimagined across the entire rear of the home. This true owner's oasis features a large walk-in closet, a secondary closet, extensive linen storage, a dual vanity, and a grand walk-in shower. The centerpiece of the primary bath is a deep soaking tub positioned perfectly to offer unobstructed water views over the marsh. Two additional bedrooms, another beautifully finished full bathroom, and generous storage complete this floor. The stunning rear yard is an outdoor paradise, offering a serene, wooded buffer alongside sweeping views of the marsh. Adorned with beautifully maintained live oaks, the property features brand-new landscaping and a fully integrated irrigation system. With a massive footprint that provides endless opportunities, there is more than enough room to install a private pool. The home is truly turnkey inside and out, rounded out by seamless gutters, a completely redone crawlspace, and a transferable termite bond. Beyond the property line, South Windermere offers an unmatched lifestyle. The home is zoned and walkable to the St. Andrews School of Math and Science, and is a quick walk or bike ride to Porter-Gaud, allowing children to literally walk to some of Charleston's most prestigious schools from kindergarten through high school graduation. Located less than two miles from downtown, the upcoming Ashley River Crossing bicycle and pedestrian bridge will soon make this one of the only neighborhoods with true walkability to the historic peninsula. Combined with major city drainage upgrades and exciting new neighborhood additions like The Lick restaurant coming to the Windermere shopping center, it is clear why this remains one of the area's most coveted locations. Schedule your private showing today to experience this rare Lowcountry treasure before it is gone!!!

46 Chadwick Drive, Charleston

28 Rebellion Road, Charleston
$1,376,400
4 Beds ⋅ 2.5 Baths ⋅ 25023984 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Welcome to 28 Rebellion Rd, a stunning home in the desirable South Windermere neighborhood. This Lowcountry gem offers breathtaking marsh and river views and an unparalleled Charleston lifestyle. With a brand-new roof installed this year, and new trex porches, this 4-bedroom, 2.5-bathroom home boasts a classic design with plenty of space and character. Inside, you'll find gleaming hardwood floors, abundant natural light, and a comfortable living space with a natural flow.The kitchen is thoughtfully designed with well-crafted cabinetry, high-quality appliances, and a spacious island. It also features a double oven with a built-in warming drawer, ensuring your dishes stay at the perfect temperature, along with two dishwashers to make cleanup effortless. Just off the kitchen, you'll find a cozy reading nook nestled beside the fireplace, creating the perfect space to unwind. As well as a charming dining area for everyday meals and a spacious formal dining room to host large gatherings. The primary suite is a true private retreat, offering a serene escape within the home. This spacious bedroom features its own cozy fireplace, creating a warm and inviting ambiance. A dedicated sitting area provides the perfect space to relax with a book or enjoy a quiet moment. The newly renovated ensuite bath is designed for both comfort and luxury, featuring a large vanity, a soaking tub, and a walk-in shower. Completing the suite is a generous walk-in closet, providing ample storage and organization. Along with the primary bedroom, there are also 3 other spacious bedrooms with each having unique touches. Step outside to your expansive back deck, where you can take in breathtaking Charleston sunsets. This outdoor oasis features a pool and patio, making it the perfect space for entertaining or unwinding after a long day. Located just minutes from downtown Charleston, top-rated schools, and vibrant shopping and dining in South Windermere, this home offers the ideal blend of tranquility and convenience. Don't miss out on this incredible opportunity schedule your private showing today!

28 Rebellion Road, Charleston

26 Rebellion Road, Charleston
$1,250,000
4 Beds ⋅ 2.5 Baths ⋅ 25024511 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Incredible value in South Windermere! This sprawling single-story traditional home offers 3,127 square feet with 4 bedrooms, 2.5 baths, and generous living spaces designed for comfort and entertaining. A fenced backyard with no HOA provides privacy and flexibility, while two dedicated patio areas create the perfect setting for outdoor enjoyment. Ideally located with convenient access to the South Windermere Shopping Center, St. Andrew's School of Math & Science, and the Greenway, this home also sits minutes from Charleston, making commuting simple and convenient. Recent improvements include a fully encapsulated crawl space with new ductwork, a new roof (12/23), and fresh carpet and paint in all four bedrooms, a great opportunity to own a spacious home in a prime location.full crawl space encapsulation. There is a single car garage, and a separate converted space ideal for an office, gym, or playroom. Located in a prime West Ashley neighborhood with no HOA, residents enjoy golf-cart access to schools, dining, and shopping, direct access to the West Ashley Greenway, and a quick commute to downtown Charleston. A rare opportunity to own a home of this size and location at an attractive price per square foot in South Windermere.

26 Rebellion Road, Charleston

140 Chadwick Drive, Charleston
$1,021,000
3 Beds ⋅ 2.5 Baths ⋅ 26019787 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Located in the highly sought after South Windermere neighborhood on a tidal creek with a dock, 140 Chadwick Drive is a wonderful three bedroom, two-and-a-half bath ranch home just blocks from St. Andrews Elementary School, the library, The West Ashley Greenway, trendy shops, restaurants, yoga/pilates studios, and the Earth Fare grocery store. With 2,061 square feet, this home features a formal living room and dining room, eat-in kitchen, den, an office, a laundry room, screened-in porch, deck, shed and a dock with a floater. Finishes include solid oak flooring throughout with tile in the baths. Situated on a tidal creek, enjoy afternoons on the water and beautiful Charleston sunsets, all while being just ten minutes from the bustle of downtown Charleston. This home is an opportunity to customize and create the home of your dreams!

140 Chadwick Drive, Charleston

132 Chadwick Drive, Charleston
$995,000
3 Beds ⋅ 2 Baths ⋅ 25030411 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Tucked beneath a veil of lush, mature plantings, this classic 1956 ranch in South Windermere feels like stepping back into a quieter, steadier time--one where craftsmanship mattered and homes were built to last. A true time capsule, the property has been lovingly maintained for decades, offering the clean bones and honest character that today's renovations can only hope to recreate. Inside, you'll find three bedrooms, two baths, and the kind of layout that made the mid-century ranch an American staple: simple, functional, and endlessly adaptable for whatever vision the next owner brings. But the real magic is out back. The home sits directly on a tidal creek, with a private dock in solid condition and long, peaceful views across the water. Launch a kayak at sunset, slip out on a small boatat high tide, or simply watch the Herons, Ospreys and Snowy Egrets come and go. It's a beautiful, rare setting so close to everything Charleston has to offer. South Windermere remains one of West Ashley's most beloved neighborhoods, prized for it's walkability, great schools, and quick access to Charleston's favorite spots. This is a home ready to be transformed, and the setting is already unforgettable.

132 Chadwick Drive, Charleston

3 Lord Ashley Drive, Charleston
$900,000
3 Beds ⋅ 2 Baths ⋅ 25010888 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Nestled in the heart of highly sought-after South Windermere, this classic 3 bedroom, 2 bathroom ranch-style home blends timeless charm with tasteful updates. Built in 1955, the home showcases a beautiful mix of preserved mid-century character and modern comforts.Freshly painted inside and out, the home welcomes you with curb appeal and a warm, inviting feel. Step inside to find spacious mudroom, leads into a great living area, and a cozy eat-in kitchen perfect for casual meals and morning coffee. The updated interior maintains original details like vintage moldings and hardwood floors, while offering refreshed finishes and thoughtful touches throughout.The layout flows effortlessly to the private backyardideal for outdoor entertaining, gardening, or simply relaxing in the Lowcountry breeze. With plenty of natural light, functional living spaces, and a location that offers both convenience and charm, this South Windermere gem is ready to welcome you home.

3 Lord Ashley Drive, Charleston

46 Chadwick Drive, Charleston
$895,000
4 Beds ⋅ 3.5 Baths ⋅ 24030534 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Welcome to 46 Chadwick, a charming split-level home, nestled in the highly desirable South Windermere neighborhood, located only 5 minutes from downtown Charleston. This lovely 4-bedroom, 3.5-bathroom home offers a spacious floor plan that is ideal for both everyday living and entertaining.This lovely home welcomes you with a large front porch and a nicely sized foyer adorned with wood floors. The main level features a kitchen with tile flooring, stainless steel range w/hood & dishwasher, recessed & pendant lighting, and a pantry, well-sized dining room w/wood floors, and a living room with wood floors and a fireplace w/mantle. The lower level offers a family room with a second fireplace and tile floors, as well as a bedroom and a full bathroom. The upper level boasts three...bedrooms, including a master bedroom with a full bathroom. There is also a second full bathroom on the upper level. For added convenience, there is a two-car garage. Enjoy the outdoors from the large, screened porch, which overlooks a beautifully treed yard and serene marsh views. Situated just 5 minutes from downtown Charleston, you'll enjoy a beautiful, tranquil oasis, with easy access to all the best the city has to offer. South Windermere is conveniently located only minutes to downtown Charleston, 15 minutes to local beaches, and is situated in walking distance to the South Windermere shopping center-which includes: Earth Fare, a yoga studio, Starbucks, library, staples, and more! With its prime location and stunning marsh front setting, this home offers both convenience and a peaceful setting. Don't miss the opportunity to make 46 Chadwick your new home!

46 Chadwick Drive, Charleston

96 Rebellion Road, Charleston
$675,000
3 Beds ⋅ 2 Baths ⋅ 26000108 MLS ⋅ South Windermere SubDv. ⋅ Closed Status
Competitively priced renovation opportunity in sought after South Windermere neighborhood. With a little imagination, this 3-bedroom, 2-bath, 1885 sqft home with a spacious backyard has the potential to truly shine. Shopping, dining, and everyday conveniences are just minutes away at the South Windermere Shopping Center and Harris Teeter Coburg Dairy Center. Enjoy close proximity to Downtown Charleston and easy access to the West Ashley Greenway and to the new Bike Bridge (currently under construction). This property presents an exceptional opportunity for buyers and/or investors to renovate and customize a home to suit their own vision and purpose. Priced to sell--schedule your showing today, as this opportunity won't last long.

96 Rebellion Road, Charleston

How much is your home worth?

Get instant property value now!