St. Simons Homes with Two Levels

St. Simons Homes with Two Levels

Welcome to St. Simons Island, Georgia, a charming coastal gem nestled in Glynn County. Known for its stunning beaches, rich history, and warm Southern hospitality, St. Simons is the perfect blend of relaxation and adventure. With its picturesque landscapes, vibrant community, and an array of recreational activities, this island paradise attracts both visitors and those looking to call it home.

One of the standout features of St. Simons is its diverse real estate options, particularly homes with two levels. These multi-story residences not only provide ample living space but also offer breathtaking views of the island's lush surroundings and sparkling waterways. Imagine sipping your morning coffee on a spacious balcony or hosting family gatherings in an airy living room bathed in natural light. Two-level homes often come equipped with modern amenities, open floor plans, and cozy nooks that make them perfect for families or anyone looking for a bit more room to breathe.

St. Simons Island is also rich in cultural heritage, with historic sites such as the St. Simons Lighthouse and Fort Frederica National Monument, providing a glimpse into its storied past. Outdoor enthusiasts can enjoy miles of biking and walking trails, while beach lovers can bask in the sun on the island's beautiful shores.

Whether you’re drawn in by the inviting community, the stunning coastal scenery, or the allure of a two-level home, St. Simons Island is truly a place where dreams can flourish. Come explore the possibilities and discover the magic of island living!

Newest St. Simons Homes with Two Levels

$2,150,000
5 Beds 4 Baths 10834374 MLS
Located in the gated community of Hamilton Landing and set against a breathtaking marsh front backdrop, this exceptional 5-bedroom, 4-bath residence offers a refined blend of luxury, comfort, and resort-style living. A gracious covered front porch and elegant paved driveway welcome you to a home thoughtfully designed for both sophisticated entertaining and everyday living. Inside, rich hardwood floors, a striking gas fireplace framed by custom built-in bookcases, a spacious sitting room, formal dining room, and private office create an atmosphere of timeless elegance. The open kitchen is beautifully appointed with a generous island and dry bar, paneled refrigerator, wall oven, warming drawer, dishwasher, microwave, and walk-in pantry, with a bright breakfast area overlooking the outdoor living spaces. The luxurious primary suite features French doors opening to a private uncovered porch, dual walk-in closets, and a spa-inspired ensuite with dual vanities, a separate tiled shower, and Jacuzzi tub. Two additional guest bedrooms and a well-appointed laundry room with custom cabinetry complete the main level. Designed to embrace the natural beauty of its setting, the oversized screened porch features beamed ceilings and provides an inviting space for year-round enjoyment while overlooking the marsh. The first floor offers a private and versatile living experience with a mudroom and two spacious bedrooms, each featuring its own ensuite bath. A two-car garage with built-in shelving adds convenience and ample storage. Outside, the property transforms into a private resort, complete with a heated saltwater pool and Jacuzzi, expansive travertine decking, firepit, fenced yard, and a large covered rear porch with additional storage. Multiple outdoor living areas and a dedicated deck overlooking the marsh create an unparalleled setting for entertaining, relaxing, and enjoying spectacular views. This extraordinary marsh front estate delivers the ultimate in elevated coastal living, where luxurious interiors, exceptional amenities, and a truly remarkable setting come together seamlessly.

507 Palm Harbor Road, St. Simons

Listing courtesy of Duckworth Properties.

$1,299,999
5 Beds 3 Baths 10832285 MLS
Welcome to Red Dog Retreat, where salt air meets coastal elegance & every day feels like a getaway. Nestled on St. Simons Island just minutes from the beach & beloved Pier Village, this established & popular vacation rental offers the rare opportunity to own a beautiful coastal retreat w/ a proven track record of generating $75K+ in income. Truly a turn-key home & business, Red Dog Retreat is ready to continue welcoming guests or become your own private island escape. Step inside from the main level into a spacious, light-filled living room w/ tall ceilings, beautiful hard-surface flooring, & plantation shutters-both of which can be found throughout the entire home. The living room flows seamlessly into the large kitchen, creating the perfect gathering space for entertaining. The kitchen offers abundant cabinet & countertop space, SS appliances, & two breakfast bars w/ plenty of seating. A dedicated dining area completes the main living space. The spacious primary bedroom features a large WIC & ensuite bath complete w/ separate vanities, water closet, walk-in shower, & luxurious jetted garden tub. Downstairs, the home continues to impress w/ two additional bedrooms, full bathroom, craft room, & bunk room w/ two sets of bunk beds. Step outside to your own private oasis, where an in-ground pool, enclosed by privacy fence, invites you to spend afternoons soaking up the Georgia sunshine. A covered back patio provides the perfect shade for morning coffee or evening cocktails. Low-maintenance vinyl siding adds to the homes easy-care appeal. Located just minutes from the beach, SSI Pier Village, Mallery Park, SSI Lighthouse, Sea Island Lodge, & an array of local restaurants & shops, The Red Dog Retreat puts the very best of the island right at your fingertips. Beautifully maintained, thoughtfully designed, & already operating as a successful vacation rental, Red Dog Retreat is more than a beach house- it's a coastal lifestyle & an established investment, all in one.

1007 Mallery Street, St. Simons

Listing courtesy of BHHS Bay Street Realty Group.

$1,299,999
10832256 MLS
Welcome to Red Dog Retreat, where salt air meets coastal elegance & every day feels like a getaway. Nestled on St. Simons Island just minutes from the beach & beloved Pier Village, this established & popular vacation rental offers the rare opportunity to own a beautiful coastal retreat w/ a proven track record of generating $75K+ in income. Truly a turn-key home & business, Red Dog Retreat is ready to continue welcoming guests or become your own private island escape. Step inside from the main level into a spacious, light-filled living room w/ tall ceilings, beautiful hard-surface flooring, & plantation shutters-both of which can be found throughout the entire home. The living room flows seamlessly into the large kitchen, creating the perfect gathering space for entertaining. The kitchen offers abundant cabinet & countertop space, SS appliances, & two breakfast bars w/ plenty of seating. A dedicated dining area completes the main living space. The spacious primary bedroom features a large WIC & ensuite bath complete w/ separate vanities, water closet, walk-in shower, & luxurious jetted garden tub. Downstairs, the home continues to impress w/ two additional bedrooms, full bathroom, craft room, & bunk room w/ two sets of bunk beds. Step outside to your own private oasis, where an in-ground pool, enclosed by privacy fence, invites you to spend afternoons soaking up the Georgia sunshine. A covered back patio provides the perfect shade for morning coffee or evening cocktails. Low-maintenance vinyl siding adds to the homes easy-care appeal. Located just minutes from the beach, SSI Pier Village, Mallery Park, SSI Lighthouse, Sea Island Lodge, & an array of local restaurants & shops, The Red Dog Retreat puts the very best of the island right at your fingertips. Beautifully maintained, thoughtfully designed, & already operating as a successful vacation rental, Red Dog Retreat is more than a beach house- it's a coastal lifestyle & an established investment, all in one.

1007 Mallery Street, St. Simons

Listing courtesy of BHHS Bay Street Realty Group.

$595,000
3 Beds 3 Baths 10831605 MLS
Imagine waking up with the Hampton River just outside your doorstep! At this three-bed, 2.5-bath coastal home in Hampton River Villas, mornings begin with beautiful sunrises over the water, enjoyed from one of the two private porches. In the evening, watch the sunset on the private second-floor porch or take a leisurely walk to the marina. The interior of the 1,575 square-foot, turnkey home is bright, airy, refreshed and comfortable, with new appliances throughout, waterfront views from almost every room, sleek LVP flooring, and aesthetic coastal furnishings that can transfer with the sale. A new HVAC system installed in 2025, complete with a 10-year warranty, adds peace of mind. When it comes to storage, this home delivers, with generously sized closets, an attic, and ample outdoor storage beneath the residence, including a spacious, recently insulated stand-up crawl space for all the extras that come with island living. For boat lovers, Hampton River Marina is right next door, and residents can also enjoy a beautiful, resort-style community pool overlooking the Hampton River. Two assigned parking spaces, along with ample overflow parking, add to the everyday convenience. The Hampton River Villas HOA covers landscaping, exterior maintenance, and trash service, allowing you to spend less time on upkeep and more time enjoying the water, the pool, the marina, and Saint Simons Island. 1107 Plantation Point Drive is coastal living made easy, with one of the best values you'll find on the Island. The home is being sold furnished and the owner is a licensed real estate agent in the state of Georgia.

1107 Plantation Point Drive, St. Simons

Listing courtesy of BHHS Hodnett Cooper Real Estate.

$1,099,900
4 Beds 3 Baths 10827551 MLS
Welcome to this beautifully appointed 4-bedroom, 3-bath residence on St. Simons Island, ideally situated just minutes from the island's premier shopping, dining, and coastal amenities. Set on an expansive 0.46-acre lot with no HOA, this exceptional property offers a rare combination of privacy, flexibility, and effortless island living. Inside, a light-filled, open-concept floor plan seamlessly connects the kitchen and main living area, where a gas-log fireplace creates an inviting focal point for both everyday living and entertaining. Plantation shutters, hardwood and tile flooring, granite counters are found throughout.The main level features a spacious primary suite with private access to a screened porch, offering a peaceful retreat overlooking the backyard. An additional guest bedroom and full bath are also conveniently located on the first floor. Upstairs, two generously sized bedrooms share a well-designed Jack-and-Jill bath. Outdoor living is equally impressive. The oversized, fully fenced backyard provides exceptional space for entertaining, recreation, or future enhancements, while an expansive wooden deck and two screened porches offer multiple places to relax and enjoy the coastal setting. Adding to the property's versatility is a detached two-car garage with a climate-controlled flex space, ideal for a private home office, fitness studio, hobby room, or additional conditioned space. Two HVAC systems service the main residence for enhanced year-round comfort. With its generous homesite, thoughtfully designed floor plan, multiple outdoor living spaces, and no HOA restrictions, this St. Simons Island property offers an exceptional blend of comfort, privacy, and coastal lifestyle.

104 Youngwood Drive, St. Simons

Listing courtesy of Duckworth Properties.

$1,293,000
4 Beds 4 Baths 10827039 MLS
Set within the gated Jones Creek community on St. Simons Island, this 2023 built 4-bedroom, 3.5-bath home offers the rare combination of 1.29 acres, deepwater community dock access, generous indoor and outdoor living, and exceptional coastal-home infrastructure. With fewer than 20 homesites, Jones Creek is one of the island's distinctive large-acreage communities. Deepwater access via a private community dock is an exceptionally rare privilege on St. Simons Island, providing the opportunity to enjoy boating, fishing, and the coast from one of the island's most desired gated communities. Inside, the open floor plan is defined by 12-foot ceilings, built-in bookcases, excellent natural flow, and inviting porches that extend the living space outdoors. The great room features a propane gas fireplace, creating a warm focal point within the home's spacious gathering area. The heart of the home is the extraordinary chef's kitchen, featuring high-performance Miele double ovens. The Miele DGC series features Combi-Steam, DualSteam, Full Convection, & Sous-Vide. The BlueStar Professional-Grade gas range boasts easy-clean surfaces and wok cooking capability. An oversized island provides abundant storage, while the exceptionally large walk-in pantry adds another level of everyday functionality. A separate large bar with Zephyr wine and beverage center keeps entertaining beautifully organized. The ample screened porch creates an inviting outdoor living room with a full outdoor kitchen with built-in gas grill in addition to the pellet grill and smoker with pizza oven. Multiple porches throughout the home further embrace the coastal lifestyle. All four bedrooms are on the main level, including a versatile bedroom with its own porch entrance and connecting bath that could also function beautifully as a private home office or study. Generous walk-in closets provide exceptional storage throughout. A dedicated laundry room and beautifully designed mudroom with built-in lockers add practical spaces that make daily living easier. Upstairs, a spacious bonus room and bath provides flexible additional living space for a media room, recreation area, studio, guest room, or home office. Floored attic storage adds even more capacity. A Tonal home fitness system provides a convenient wellness amenity without sacrificing space. The home's infrastructure reflects the same thoughtful attention to detail so vital yet often overlooked in coastal home construction. The homesite was carefully elevated and graded, with a strategically designed drainage system directing water to culverts. The fully encapsulated crawl space includes a monitored dehumidifier, while spray foam insulation, two HVAC systems, two tankless water heaters, and a whole-house generator contribute to efficiency, comfort, and peace of mind. A three-car garage provides abundant parking and storage, supplemented by a rear parking pad with room for a boat. With its expansive homesite, gated community with dock and deepwater access, exceptional kitchen, flexible living spaces, and substantial infrastructure, 105 Jones Creek Drive offers a rare combination of features for the best of coastal living.

105 Jones Creek Drive, St. Simons

Listing courtesy of BHHS Hodnett Cooper Real Estate.

$625,000
3 Beds 4 Baths 10826416 MLS
Experience refined island living in this exceptional end-unit townhome nestled within the sought-after Limeburn Village on the peaceful north end of St. Simons Island. Perfectly positioned overlooking the picturesque 6th green, this beautifully appointed 3-bedroom, 3.5-bath residence offers an ideal blend of timeless elegance, modern convenience, and low-maintenance luxury. Designed for both everyday comfort and effortless entertaining, the thoughtfully crafted floor plan features a private elevator, two-car garage, and an expansive primary suite. Rich white oak hardwood flooring, abundant natural light, and sophisticated finishes create an inviting atmosphere throughout. A rare enclosed Carolina Room offered in only a select number of Limeburn Village residences provides additional heated and cooled living space, while the adjoining reading room offers the perfect retreat to unwind with serene golf course views. The heart of the home is a beautifully updated kitchen featuring quartz countertops, custom cabinetry, premium Bosch and Whirlpool appliances, designer lighting, thoughtful built-in storage, and separate bar with Scotsman Ice Machine. The adjacent living area is enhanced by custom built-ins, a striking fireplace with remote-controlled gas logs, and elegant accent lighting, creating a warm yet sophisticated setting for gathering with family and friends. The luxurious primary suite is a true sanctuary, complete with custom cherry built-ins and a stunning renovated spa-inspired bath featuring a heated tile floor, beautifully tiled oversized shower, and premium finishes throughout. No detail has been overlooked, with extensive smart home enhancements including Lutron lighting controls, Wi-Fi-enabled thermostats, Bluetooth entry, a Moen Flo automatic leak detection system, water softener, epoxy-coated garage floor, and numerous custom upgrades that distinguish this residence from the rest. Residents of Limeburn Village enjoy access to a community pool while being just moments from St. Simons Island's renowned beaches, golf, dining, shopping, and coastal attractions. Offering an unparalleled combination of privacy, craftsmanship, and location, this one-of-a-kind residence is a rare opportunity to enjoy luxury island living at its finest.

18 Kiln Circle, St. Simons

Listing courtesy of Duckworth Properties.

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