52 - Peninsula Charleston Outside of Crosstown Homes with Upper Master Bedroom Level

52 - Peninsula Charleston Outside of Crosstown Homes with Upper Master Bedroom Level

Welcome to the enchanting Peninsula Charleston Outside of Crosstown, a vibrant community nestled in the heart of Charleston, South Carolina. This picturesque region is renowned for its rich history, stunning architecture, and a lifestyle that beautifully blends Southern charm with modern conveniences. Here, residents enjoy the perfect mix of urban excitement and serene coastal living, making it one of the most sought-after areas in the Lowcountry.

The homes in this delightful neighborhood are designed with comfort and functionality in mind, featuring upper master bedroom levels that provide a private retreat away from the hustle and bustle of daily life. Imagine waking up to the gentle sounds of the Lowcountry, with natural light pouring into your spacious master suite. These thoughtfully designed homes offer the ideal space for relaxation and rejuvenation, often complemented by luxurious en-suite bathrooms and expansive closet spaces.

Beyond the homes themselves, the Peninsula Charleston area is a treasure trove of experiences. Residents can explore the historic streets lined with oak trees draped in Spanish moss, indulge in culinary delights at local eateries, or enjoy a leisurely stroll along the waterfront. The vibrant arts scene, coupled with nearby parks and recreational areas, ensures that there is always something to do, whether you seek culture, community, or nature.

In Peninsula Charleston Outside of Crosstown, you’re not just buying a home; you’re investing in a lifestyle filled with charm, beauty, and a genuine sense of community. Join us in this wonderful corner of Charleston, where your dream home awaits!

Newest 52 - Peninsula Charleston Outside of Crosstown Homes with Upper Master Bedroom Level

15 Dingle Street, Charleston
$795,000
3 Beds ⋅ 2.5 Baths ⋅ 26028537 MLS ⋅ Westside SubDv. ⋅ Active Status
Located in Charleston's Westside neighborhood between Huger and Congress Streets, 15 Dingle Street is a charming two-story home offering 3 bed & 2.5 bath. Previously held as a long-term rental, this home offers great potential for an investor or buyer looking to make it their own.A full front porch welcomes you into the home, where pine hardwood floors flow throughout both levels. The main floor features a spacious living room, separate dining room, and a generously sized kitchen with granite countertops, stainless steel appliances, gas range, and high-top bar seating. A convenient half bathroom with stacked washer and dryer is tucked beneath the staircase.Upstairs, the large primary suite features an ensuite bathroom with dual vanities and a classic cast-iron clawfoot tub with shower. Two additional bedrooms share a full hallway bathroom, with one bedroom offering direct access to a upstairs balcony. Outside, enjoy a screened rear porch overlooking the large backyard, offering plenty of space for outdoor entertaining or gardening. The home also features cement plank siding and a recently replaced HVAC unit. While the home offers many desirable features, it would benefit from some TLC, fresh paint, and cosmetic updates. With its spacious and planned layout, and convenient Westside location just blocks from neighborhood restaurants and cafés, 15 Dingle Street presents an excellent opportunity for an investment property, renovation project, or primary residence.

15 Dingle Street, Charleston
25 Piedmont Avenue, Charleston
$2,300,000
5 Beds ⋅ 4 Baths ⋅ 26028358 MLS ⋅ Wagener Terrace SubDv. ⋅ Active Status
Located on a quaint, tree-lined street just a block from the park, 25 Piedmont Avenue offers the best of Wagener Terrace living, with charm, thoughtful updates, and exceptional versatility. The light-filled main home features an inviting, open layout with three bedrooms and two full bathrooms on the main level, plus a private primary suite upstairs, offering flexibility to suit a variety of lifestyles. At the heart of the home, a spacious kitchen flows into a comfortable sitting area, creating a natural gathering place for everyday living and entertaining.Outside, mature landscaping surrounds a beautiful pool, creating a private backyard retreat perfect for relaxing or gathering with family and friends. A standout feature of the property is the stunning pool house, designed by Everett King Design. With vaulted ceilings, a loft, a full kitchen, and a beautifully appointed full bathroom, this thoughtfully designed space offers endless possibilities as a guest retreat, home office, entertaining space, or multigenerational living option. Additional improvements include a fully fenced yard, private entry gate, and completed landscaping, making this property as functional as it is inviting. With its sought-after location, flexible living spaces, and exceptional outdoor amenities, 25 Piedmont Avenue is a special opportunity to enjoy all that Wagener Terrace and downtown Charleston have to offer.

25 Piedmont Avenue, Charleston
559 Rutledge Avenue, Charleston
$1,278,000
2 Beds ⋅ 2.5 Baths ⋅ 26028224 MLS ⋅ Westside SubDv. ⋅ Active Status
Settle into an authentic Charleston lifestyle in this timeless period house located at 559 Rutledge Avenue. This elegant property blends the soul of a bygone era with modern livability. Defined by its soaring ceilings, original moldings, a striking staircase, heart pine floors, bold fireplace mantels, large windows and French doors, double piazzas, plus an additional upstairs rear porch overlooking the surrounding Charleston gardens. From morning until evening natural light, from the North, East, South and West exposures, filter through large windows into the well proportioned rooms.Each room on the first floor is bright and stylish The impressive front stair hall opens into the living room with built in bookcases and a distinctive fireplace. From the living room the view unfolds across the spacious kitchen to the garden beyond. The thoughtfully designed kitchen is both roomy and functional with abundant cabinetry and stainless steel appliances. The kitchen includes a built in banquet dining area overlooking the garden. Off of the kitchen is an elegantly paneled dining room. The ground floor pantry and laundry room also open onto the Charleston garden. In addition, a generously sized powder room is located on the ground floor. Upstairs the two bedrooms with ensuite bathrooms offer both comfort and privacy, each having high ceilings, large closets and their own private piazzas to enjoy throughout the year. Exterior features include one off street parking space and a charming potting shed in the garden. The Westside - Hampton Park neighborhood is often described as the "Brooklyn of Charleston". A multigenerational historic neighborhood with a buzzing culinary scene, a farmers market, hip bakeries and coffee bars, craft breweries and wine bars are all anchored by Hampton Park, a 60 acre historic green space reminiscent of a smaller New York City Central Park. This part of Charleston is considered one of the most walkable areas in the city with sidewalks and live oak trees lining the streets. The sense of community involvement and connection is ever apparent and welcoming to all. The warmth of historic character, a private garden and breezy piazzas is what makes original Charleston houses so sought after. This property has it all.

559 Rutledge Avenue, Charleston
21 Hester Street Unit #Apt 11, Charleston
$450,000
2 Beds ⋅ 1.5 Baths ⋅ 26028185 MLS ⋅ Wagener Terrace SubDv. ⋅ Active Status
Welcome to Gedding's Farm, a charming 12-unit condominium community nestled in the heart of Downtown Charleston's desirable Wagener Terrace neighborhood. This inviting two-bedroom, one-and-a-half-bath townhome-style condo offers a wonderful combination of comfort, convenience, and neighborhood charm.The thoughtfully designed floor plan features a bright and welcoming living room, dining area, kitchen, and powder room on the main level. Upstairs, you'll find two spacious bedrooms, a lovely full bathroom, a convenient laundry closet with a stacked washer and dryer, and additional linen storage. Solid wood, LVP, and tile flooring throughout add to the home's character and appeal.One of the highlights of Gedding's Farm is its peaceful, community-oriented setting. Residents enjoy a spacious grassy courtyard with benches, bike racks, rain barrel gardening, and access to a hose for washing vehicles. Just across the street, Corrine Jones Park and Community Garden offers an impressive collection of recreational amenities, including raised garden beds, picnic areas, basketball and tennis/pickleball courts, a soccer field, and a recently renovated playground. Hampton Park, the Ashley River, nearby ballfields, and The Citadel are all just a short distance away, making this an ideal location for enjoying Charleston's outdoor lifestyle. Parking is another added convenience, with one reserved space per residence. Unit 11's designated parking space is located immediately adjacent to the front door, while additional guest parking is available nearby, along with ample free street parking throughout the surrounding neighborhood. All appliances will convey with the sale. Originally constructed in 1955, Gedding's Farm consists of two buildings with six residences each. The property underwent an extensive renovation in 2000, including new electrical systems, updated plumbing, and new sheetrock. Both buildings are located in an X-500 flood zone, where flood insurance is not federally mandated, although individual lenders may have additional requirements. The HOA maintains flood insurance on the buildings; however, coverage for personal belongings and interior contents is the responsibility of each homeowner. Situated at 21 Hester Street, this property offers convenient access to everything Charleston has to offer, with multiple routes connecting to I-26, Highway 17, West Ashley, North Charleston, James Island, area beaches, and the many restaurants, shops, and attractions of Downtown Charleston. Whether you're looking for a primary residence, a Charleston getaway, or an investment opportunity, this charming condo offers an appealing blend of location, lifestyle, and convenience in one of Downtown Charleston's most established neighborhoods.

21 Hester Street Unit #Apt 11, Charleston
274 Grove Street, Charleston
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 26027848 MLS ⋅ Wagener Terrace SubDv. ⋅ Active Status
This carefully renovated home showcases an expansive open floor plan with timeless architecture and bold, considered design. At the heart of the home, the exceptional kitchen boasts Bertozonni appliances with beautiful heritage hardware, a live range and Granite Franke sink. The adjoining living and dining spaces feature sophisticated architecture with paneled walls, beautiful French doors and gorgeous Acacia wood Chevron flooring. This uniquely crafted renovation is ideal for entertaining with custom molding, trim and three-piece crown throughout. High ceilings with custom lighting featuring Regina Andrew and Kelly Wearstler fixtures & a Petite Friture Vertigo Pendant by Constance Guisset. Amazing wrap around porch! Large corner lot on the Upper Peninsula minutes from Hampton Park!There is also a large, standing basement great for storage out of the way! This property features natural gas as well.

274 Grove Street, Charleston
9 Ashton Street, Charleston
$895,000
4 Beds ⋅ 2 Baths ⋅ 26027306 MLS ⋅ Westside SubDv. ⋅ Active Status
A Lowcountry Gem! Classic 1930's Craftsman with full front porch and charming wrought iron details, 4 bedrooms 2 bathrooms located in one of Charleston's most accessible downtown corridor, within walking distance to the Medical District (MUSC, Roper Hospital, VA), The Citadel and Ashley River Marina. Exceptional opportunity for investor or buyer seeking a traditional historic home with significant upside potential. This property has an expansive lot with off street parking and the opportunity for an accessory dwelling unit (ADU), carriage house or 3 car garage structure pending City/BAR approval. Offered AS-IS

9 Ashton Street, Charleston
1150 King Street, Charleston
$895,000
7 Beds ⋅ 2.5 Baths ⋅ 26025347 MLS ⋅ North Central SubDv. ⋅ Active Status
1150 King Street is a rare opportunity to reimagine and restore a substantial Charleston residence in the heart of the rapidly evolving Upper Peninsula! Prominently situated on a corner lot along King Street, this home offers approx 2,800 square feet, 5 bedrooms, 2.5 baths, off-street parking, and a detached 2-story accessory building--all just minutes from historic downtown Charleston.The home's generous scale and flexible layout provide an exceptional foundation for comprehensive renovation. With the bedrooms located upstairs, the expansive main level offers abundant space for living and entertaining. Ready for its next chapter, this residence is a true blank canvas for preserving its Charleston character while creating a home tailored to the buyer's personal vision and lifestyle.A detached two-story accessory building further enhances the property, offering exciting possibilities for additional living space, guest suite, home office, studio, or recreation area, all subject to applicable zoning, permitting, and approvals. Located in Charleston's North Central neighborhood, 1150 King Street is conveniently located near Hampton Park, The Citadel, MUSC, College of Charleston, I-26, and historic downtown. The home is within walking distance of popular restaurants, coffee shops, shopping, and favorite neighborhood destinations. The surrounding area continues to attract investment and attention, including a new Michelin-recognized barbecue restaurant, and the developing Lowcountry Lowline pedestrian and bicycle corridor. With the home's substantial footprint, prominent corner location, off-street parking, versatile accessory structure, and coveted King Street address, this property offers a combination that is increasingly difficult to replicate on the Charleston Peninsula. Bring your vision and create a truly distinctive Charleston home.

1150 King Street, Charleston
19 Saint Margaret Street Unit #2, Charleston
$1,179,000
2 Beds ⋅ 2.5 Baths ⋅ 26025305 MLS ⋅ Wagener Terrace SubDv. ⋅ Active Status
Welcome to Tharin House, where a remarkable piece of Charleston history is beginning an exciting new chapter. Originally completed in 1932 and listed on the National Register of Historic Places, this distinctive property has been thoughtfully reimagined as a collection of nine individual residences. Its historic brick exterior, grand proportions, and architectural character have been carefully preserved while the interiors have been transformed for modern living. Just steps away from Hampton Park and beloved establishments like Park and Grove, residents enjoy the best of Charleston living right outside their door. The result is a rare opportunity to call one of Charleston's historic landmarks home.Situated at the front of Tharin House, Unit 2 offers a beautiful combination of architectural character, modern design, and effortless downtown living in the heart of Charleston's beloved Wagener Terrace neighborhood. This beautifully appointed two-bedroom, two-and-a-half-bath residence spans approximately 1,295 square feet, with soaring 14-foot ceilings and abundant natural light creating an impressive sense of space throughout. The experience begins with one of the most iconic entrances at Tharin House. From the historic front steps, a private entrance off the vestibule welcomes you into the residence. Inside, the main level opens to a spacious, light-filled living and dining area designed for both everyday living and entertaining. The gourmet kitchen is thoughtfully finished with quartz countertops, Bosch appliances, modern cabinetry, and carefully selected finishes that complement the historic character of the building while providing all the conveniences of a new home. Upstairs, two generously sized bedrooms each feature a private ensuite bathroom, creating comfortable and well-appointed retreats. A conveniently located second-floor laundry closet adds to the thoughtful functionality of the floor plan. Outside, Unit 2 includes a dedicated off-street parking space as well as a designated private storage unit within the outbuilding along the west side of the property. Residents can also enjoy a quiet outdoor sitting area with a picnic table and benches, a welcoming spot to relax, enjoy a morning coffee, or spend time outdoors. One of Charleston's most sought-after neighborhoods, Wagener Terrace is loved for its beautiful tree-lined streets, distinctive homes, and relaxed neighborhood feel, all while being remarkably close to the heart of downtown Charleston. Tharin House is ideally positioned near Hampton Park, with its winding paths, gardens, and expansive green spaces, as well as an ever-growing collection of neighborhood restaurants, coffee shops, and local favorites. From morning walks through the park to dinner just around the corner, Wagener Terrace offers the kind of connected, easygoing Charleston lifestyle that makes it such a special place to call home. Unit 2 offers a unique opportunity to become part of the next chapter of this remarkable Charleston property, where nearly a century of history, the character of an established neighborhood, and the comfort and conveniences of a thoughtfully designed new home come together. Early purchasers at Tharin House will have access to exclusive Founder Opportunities available during select stages of construction. Depending on construction timing, these may include expanded opportunities to personalize certain interior selections, as well as the option to purchase one additional off-street parking space. Founder Opportunities are limited, subject to construction deadlines and availability, and offered on a first-come, first-served basis.

19 Saint Margaret Street Unit #2, Charleston
4 Carolina Street, Charleston
$1,275,000
3 Beds ⋅ 2.5 Baths ⋅ 26025277 MLS ⋅ Westside SubDv. ⋅ Active Status
Beautifully restored and thoughtfully renovated, 4 Carolina Street pairs historic Charleston character with modern comfort. A recipient of the Preservation Society of Charleston's 2009 Carolopolis Award, the home features gas lanterns, hardwood floors, an exposed brick fireplace and original beams. Open living and dining areas flow into a spacious kitchen, while an updated pantry and laundry area lead to a private backyard with a deck, green space, bamboo-lined fencing and room for up to four off-street parking spaces. Upstairs, the primary suite offers ample closets and an updated ensuite bath, while two bright bedrooms share a full bath. Just blocks from King Street's shops and restaurants, this is Charleston living at its best.

4 Carolina Street, Charleston
212 Congress Street, Charleston
$1,925,000
4 Beds ⋅ 3 Baths ⋅ 26023939 MLS ⋅ Hampton Park Terrace SubDv. ⋅ Active Status
Imagine beginning your mornings with coffee on the rear porch, overlooking Allen Park, and ending your evenings unwinding to the gentle sound of the park's fountain. Built in 1917 and beautifully updated, this captivating Charleston home offers the rare opportunity to enjoy historic character, modern comfort, and an exceptional park-side lifestyle.Prominently situated on the corner of Congress Street and Glenwood Avenue in the sought-after Hampton Park community, the home is filled with the warmth and charm that make downtown Charleston living so special. Inside, the spacious and versatile floor plan features four bedrooms and three full bathrooms, along with inviting living and dining spaces, a comfortable den, an updated kitchen, and a dedicated laundry area.A durable metal roofcovers both the home and detached garage, while the garage's mini-split system creates additional possibilities for a workshop, studio, home gym, or creative space. Gas heating, central air conditioning, and a tankless water heater add everyday comfort and convenience. From peaceful porch evenings and scenic park views to strolls through one of Charleston's most beloved neighborhoods, this is more than a beautiful home--it is a chance to experience the lifestyle, history, and charm of downtown Charleston.

212 Congress Street, Charleston
34 Kennedy Street, Charleston
$640,000
4 Beds ⋅ 2 Baths ⋅ 26020550 MLS ⋅ Active Status
RARE FIND OPPORTUNITY IN THE WESTSIDE NEAR MUSC. THIS DUPLEX CAN BE THE INVESTOR'S DREAM, OR JUST LIVE IN ONE SIDE AND RENT THE OTHER! This DUPLEX needs the love and creativity to be brought up to its glory. The downstairs unit was recently renovated. The lot is a good size w/nice yard and with PARKING options, which is a rarity in downtown. Don't miss this great opportunity. This home is located in a prime location downtown Charleston and is very close to the new MUSC and Westedge development. Many homes are renovated; it's located just off of the Crosstown and has an easy access to MUSC and ROPER Hospitals, Bus Route, popular West Edge,Brittlebank Park, The Citadel & The Riverdogs Joe Riley Stadium. Dimond in the rough ready for the vision of a homeowner or investor. Check it out now!

34 Kennedy Street, Charleston
161 Gordon Street, Charleston
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 26020394 MLS ⋅ Wagener Terrace SubDv. ⋅ Active Status
Welcome to 161 Gordon, where Downtown luxury meets Wagener Terrace Charm!This stunning marsh-view residence is nestled in one of downtown Charleston's most desirable and vibrant neighborhoods, and is ready for move-in! From the moment you step inside, you'll be captivated by the seamless blend of historic character and modern sophistication, highlighted by gorgeous original hardwood flooring and an abundance of natural light throughout, with a brand new screened-in porch!The main level features a bright, open-concept layout designed for effortless entertaining and everyday living, centered around a true chef's kitchen, and stunning, open Living Room. Downstairs boasts two spacious bedrooms, each with its own en-suite bath, providing ultimate comfort and privacy for guests or familyEscape upstairs to a large, dedicated primary suite that serves as your personal sanctuary. This impressive second level includes restored original heart pine flooring throughout a sprawling bedroom, a large walk-in closet and conveniently located upstairs laundry. A versatile flex space and bonus room completes the top floor, making it perfect for a home office, media room, play room, or private fitness studio. Fully renovated en-suite bathroom boasts stunning ceramic tile and exposed brick for a true, spa-like experience. Step outside to enjoy Charleston's beautiful weather year-round. You can relax on your private screened-in porch, or host unforgettable gatherings under the brand-new, expansive pergola. The fully fenced-in yard offers a secure oasis for pets and play, while the private driveway ensures coveted off-street parking in the heart of the city. Located in highly sought-after Wagener Terrace, across from the marsh, you are just steps away from Hampton Park, local favorite restaurants, breweries, and everything downtown Charleston has to offer. Schedule your showing today and experience downtown living at its finest!

161 Gordon Street, Charleston
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