S1: South SSI Homes with Cottage Style

S1: South SSI Homes with Cottage Style

Welcome to South SSI, a charming region located in Glynn County, Georgia. Specifically, South SSI is nestled within the beautiful city of St. Simons Island. If you're looking for a place that exudes a cozy and inviting atmosphere, then South SSI is the perfect destination for you.

One of the notable features of South SSI is its abundance of homes with cottage-style architecture. These homes are designed to evoke a sense of warmth and comfort, with their quaint and picturesque exteriors. The cottage style is characterized by its charming details such as steep roofs, dormer windows, and decorative trim. Inside, you'll find cozy living spaces that are perfect for relaxation and creating lasting memories with family and friends.

Living in a cottage-style home in South SSI offers a unique lifestyle experience. You'll have the opportunity to enjoy the natural beauty of the region, with its scenic beaches, lush greenery, and serene surroundings. Whether you're looking for a permanent residence or a vacation home, the cottage-style homes in South SSI provide a delightful retreat from the hustle and bustle of everyday life.

In addition to their aesthetic appeal, these homes often offer modern amenities and conveniences to enhance your comfort. From open floor plans and updated kitchens to spacious outdoor areas, you'll find that cottage-style homes in South SSI combine the best of both worlds - old-world charm and contemporary living.

Come and explore the enchanting region of South SSI, where cottage-style homes await you. Discover the perfect place to call home and experience the relaxed and idyllic lifestyle that this region has to offer.

Newest S1: South SSI Homes with Cottage Style

4 Beds ⋅ 5 Baths ⋅ 2002330 MLS ⋅ 2,472 SqFt. ⋅ 0.14 Acres

* Private home steps from the beach with private pool.* This stunning fully furnished 4-bedroom, 4.5-bathroom home near East Beach is not only a luxurious retreat but also an impressive investment. With no rental restrictions and just steps from the beach, this property delivers the perfect blend of relaxation and income potential. The lush backyard oasis features a shimmering pool that provides an ideal mix of sun and shade, making it perfect for vacationers and lazy afternoons alike. The main living level offers a spacious open living, dining and kitchen open to a covered porch overlooking the pool. The spacious primary suite serves as your personal retreat, offering peaceful views of the pool and direct access to the second-story veranda overlooking the backyard, creating a picturesque spot for morning coffee or sunset cocktails. Additional highlights of this incredible property include a double garage for ample parking, a convenient half bath on the ground floor for pool guests, and an outdoor shower for rinsing off after fun days at the beach. Recently renovated in 2020 with new plumbing, Pella windows, and modern bathrooms, this beachside bungalow is fully furnished and ready to ?occupy. Whether you’re seeking a personal escape, an income-producing asset, or both, this home truly has it all. Don’t miss your chance to own this slice of paradise!

225 Olive Way, St. Simons Island

5 Beds ⋅ 5 Baths ⋅ 2002304 MLS ⋅ 2,996 SqFt. ⋅ 0.24 Acres

Welcome to 198 Ashantilly—a one-of-a-kind St. Simons residence where exceptional design, luxury construction, island history, and an extraordinarily spacious South End setting come together. This five-bedroom, five-bath home was created with an unusual commitment to both quality and preservation. Rather than demolishing the original pink cottage that stood here, the home was lifted and taken back to its skeleton, with the new residence thoughtfully built around it. These early cottages are part of the architectural story of St. Simons and its important World War II-era history, and portions of the original framing were intentionally preserved within the new home as an architectural art installation. The home's sophisticated pink-and-green, Palm Beach-inspired palette offers another subtle homage to the original cottage. Beyond its story, this is simply a beautifully built home. Sierra Pacific windows, professional-grade appliances, ambrosia maple floors, walnut cabinets and accents, custom cabinetry, designer tile, Restoration Hardware vanities, carefully selected luxury finishes and extra soundproofing create interiors that feel elevated yet comfortable. The primary bath is even prepared for the future addition of a steam shower, if desired. The floor plan was designed for gathering. Five bedrooms and five full baths provide exceptional accommodations for family and guests, while a large pantry adds valuable everyday storage. Upstairs, the oversized fifth bedroom with its own full bath is a standout space that can adapt to the next owner's lifestyle—use it as a second primary suite, an incredible bunk room, or create a spectacular game and media room. And then there is the yard. Space like this is increasingly difficult to find on the South End of St. Simons. The professionally landscaped grounds provide a remarkable sense of openness and breathing room, with a private pool, bocce court, generous gathering areas, and plenty of room to enjoy life outdoors. Directly across from a park, the property benefits from an open green view that makes the setting feel even more expansive. To the rear of the property is the grounds for the St Simons Presbyterian Church. It is a rare combination: the convenience of a South End address without the close-in feeling often associated with it. Located just off Kings Way, 198 Ashantilly places Pier Village, beaches, restaurants, parks, shopping, and favorite island destinations close at hand while offering a private retreat that may make you reluctant to leave home. With around $120,000 in retail furnishings, including Four Hands and other quality pieces, are also included (excludes all art except Slim Arrons photograph that anchors design). The interiors were intentionally furnished as a sophisticated island home rather than simply outfitted as a vacation rental, making the property beautifully suited for a primary residence or second home while also offering vacation-rental potential. 198 Ashantilly is difficult to compare because it would be extraordinarily difficult to recreate. It offers the character and story of old St. Simons within a completely reimagined luxury home, together with five bedrooms and five baths, professional-grade appliances, Sierra Pacific windows, custom finishes, flexible living spaces, a private pool and bocce court, and the kind of expansive South End setting that has become increasingly rare. This is not simply a newer home on St. Simons—it is a home that preserved a piece of the island's past while being designed beautifully for its future. Rental potential exceeds $150,000 gross per year. Listing Agent is owner.

198 Ashantilly Ave, St. Simons Island

4 Beds ⋅ 5 Baths ⋅ 2002289 MLS ⋅ 3,296 SqFt. ⋅ 0.18 Acres

Welcome to 498 Baisden Lane, a beautifully appointed St. Simons Island home offering the perfect combination of location, thoughtful design, and relaxed coastal living. Completed in 2023 and ideally situated between East Beach and Pier Village, this four-bedroom, four-and-a-half-bath home offers approximately 3,296 square feet of living space along with a private pool and spa, fenced backyard, screened outdoor living, and a large detached garage connected to the home by a covered walkway. Designed with both everyday living and entertaining in mind, the open main level brings together the living, dining, and kitchen areas. Just off the kitchen, a spacious screened porch with a TV creates an additional outdoor living room and opens directly to the pool and fenced backyard—an ideal setup for entertaining, watching the game, or relaxing after a day at the beach. The spacious primary suite is conveniently located on the main floor and features a soaking tub and large separate shower. Upstairs, three additional bedrooms each enjoy their own private ensuite bath, creating an exceptional layout for family and guests. Outside, the private pool with sun shelf and spa with spillover and fenced backyard create an inviting island retreat, while the large garage provides valuable space for vehicles, bikes, beach gear, golf carts, and storage. A covered walkway connects the garage to the house, adding everyday convenience in any weather. Tucked away on Baisden Lane, the home is conveniently positioned between East Beach and Pier Village, with Demere Park and popular island restaurants nearby. Whether heading to the beach, dinner, shopping, the Village, or simply spending the afternoon by the pool, this location makes it easy to enjoy the best of St. Simons. The property also offers an established vacation-rental history. Gross rental income totaled $92,638.11 (2025), and 2026 bookings have already generated $88,408.37 in either booked and realized gross rental income, positioning the property to exceed last year's performance. With its 2023 construction, four ensuite bedrooms, main-level primary suite, private pool, screened porch with TV, fenced yard, large garage with covered connection to the home, and proven rental history, 498 Baisden Lane offers an appealing opportunity as a full-time residence, second home, or St. Simons investment property.

498 Baisden Ln, St. Simons Island

4 Beds ⋅ 2 Baths ⋅ 2002192 MLS ⋅ 3,154 SqFt. ⋅ 0.14 Acres

Welcome to Red Dog Retreat, a beautifully maintained coastal retreat just minutes from the beach on St. Simons Island. This established & popular vacation rental generates $75K+ in income, offering the rare opportunity to own a turn-key beach home & investment. The main level features a spacious, light-filled living room with tall ceilings, hard-surface flooring, & plantation shutters throughout. The living room flows seamlessly into a large kitchen with abundant cabinet & countertop space, stainless steel appliances, two breakfast bars, & a dedicated dining area. The primary suite offers a large walk-in closet & ensuite bath with separate vanities, water closet, walk-in shower, & jetted garden tub. Downstairs are two additional bedrooms, full bath, craft room & bunk room. Outside, enjoy a private fenced backyard with an in-ground pool and covered patio. Minutes from the beach, Pier Village, & much more! Red Dog Retreat is the perfect blend of coastal lifestyle & established income.

1007 Mallery St, St. Simons Island

3 Beds ⋅ 3 Baths ⋅ 2002176 MLS ⋅ 1,506 SqFt. ⋅ 0.11 Acres

Southside St. Simons Island - Tucked away in a private enclave setting on the south end of St. Simons Island, this beach cottage is just a walk to the sand at Myrtle Street Beach Access — and only minutes from St. Simons Village, where you'll find all the great restaurants and nightlife the island has to offer. The main level features a spacious master suite with en-suite bath, plus a large family room that flows into a dining area open to the kitchen — all set against hardwood floors and high ceilings. Unwind on the back porch after a day at the beach, or fire up the grill for dinner. The carport offers generous storage for bikes, a golf cart, beach chairs, and umbrellas, plus two bonus rooms perfect for a home office, workout space, or extra storage. With no HOA, this one works beautifully as a full-time residence or a VRBO investment.

24 Sanctuary Cv, St. Simons Island

3 Beds ⋅ 3 Baths ⋅ 2001805 MLS ⋅ 2,781 SqFt. ⋅ 0.22 Acres

A rare South End St. Simons opportunity where classic island character, exceptional flexibility, and location come together. Set on a large corner lot beneath magnificent live oaks, this distinctive 1940 cottage has been thoughtfully expanded to offer 2,781 square feet in the main residence plus additional detached flex space. The main level features a primary suite and guest bedroom, multiple living areas, original hardwood floors, fireplace, and a bright kitchen with stainless appliances. A former library provides valuable flex space for a game or bunk room, office, media room, or second sitting area. A substantial 2018 addition created the attached garage and impressive second-floor Grand Suite featuring vaulted ceilings, abundant natural light, full bath, walk-in closet, kitchenette, and generous sitting space—ideal for extended guests or multigenerational living. A separate climate-controlled detached space with full bath adds another layer of versatility. Rustic pecky cypress gives it distinctive coastal character, while the space could serve as guest accommodations, studio, office, bunk room, or future pool house. Outside, the expansive corner property offers tremendous potential to create a private outdoor retreat, with ample room for a future pool, gardens, entertaining areas, and more, subject to buyer verification and applicable approvals. Additional features include a metal roof, climate-controlled garage, large laundry/utility area, storage building, covered golf-cart parking, irrigation well and system, and abundant parking. Best of all is the South End lifestyle. Pier Village is approximately .3 mile away, with Mallery Park even closer. Walk, bike, or golf cart to restaurants, shops, the pier and lighthouse, beaches, pickleball and tennis, parks, waterfront views toward Jekyll Island, and some of the best ship watching on the Georgia coast. With flexible accommodations, strong short-term rental potential, and remarkable possibilities for both indoor and outdoor living, 322 Magnolia Avenue offers a rare chance to create a truly special St. Simons retreat.

322 Magnolia Ave, St. Simons Island

4 Beds ⋅ 5 Baths ⋅ 2001263 MLS ⋅ 2,870 SqFt. ⋅ 0.30000000000000004 Acres

Experience exceptional coastal living in this thoughtfully designed new construction home in a **prime South St. Simons Island location**, situated on an **expansive 0.30-acre lot** just blocks from local dining and beach access. Offering 2,870 conditioned square feet, this home showcases luxury finishes, timeless design, and exceptional craftsmanship throughout. The home features **10-foot ceilings on the main level and 9-foot ceilings upstairs**, creating an open and inviting floor plan. The primary suite offers custom trim details, a spa-inspired bath, and a spacious walk-in closet. The open-concept living area is highlighted by custom trim work throughout the foyer, main living area, and primary bedroom and bath. The gourmet kitchen is equipped with a premium **Thermador appliance package** featuring a natural gas range, double ovens, and dishwasher, along with quartz countertops and a **large walk-in pantry**. Kohler Castia Collection plumbing fixtures and engineered hardwood flooring and tile selections curated by Duke's Flooring complete the home's thoughtfully selected finishes. The home also features a **spacious laundry room** with a utility sink, built-in cabinetry, and an included washer and dryer. Additional features include **two HVAC systems**, a **tankless water heater**, and an **insulated two-car garage with durable Shark-coated floors** for enhanced comfort and functionality. Outdoor living is designed for year-round enjoyment with a screened porch featuring a designated grilling area, overlooking a **14' x 28' private pool** with a sunshelf, paver coping and deck, and plumbing in place for both a heater and chiller. The backyard will also include a **dedicated fire pit area** and will be **fully fenced**, providing the perfect setting for entertaining and enjoying the coastal lifestyle. All interior and exterior selections, including lighting, flooring, tile, countertops, and finishes, have been carefully selected by the builder and are not subject to change. Estimated completetion date Early January.

1234 George Lotson Ave, St. Simons Island

4 Beds ⋅ 6 Baths ⋅ 2001162 MLS ⋅ 3,311 SqFt. ⋅ 0.12 Acres

Stunning New Construction Beach Cottage Just Steps from the Sand!Discover the essence of luxurious beach living in this remarkable custom-built home, located only six houses from the beach. This exquisite 4-bedroom, 4 full bath, and 2 half bath residence features primary suites on both the first and second floors, two spacious living rooms, gourmet Kitchen, heated swimming pool with covered porch, sun deck, cabana style pool bath, outside shower and two-car garage all set on a lot in a prime location. With its Southern Living charm, the home combines an inviting coastal exterior with an exceptional interior layout.As you step inside, you’re greeted by a grand two-story foyer with floor to ceiling ship lap that leads into a generous open floor plan, seamlessly merging indoor and outdoor spaces. Large windows illuminate the living area with natural light while offering picturesque views of the backyard pool. The gourmet kitchen serves as the heart of the home, boasting quartzite countertops, double pantries, high-end professional appliances, and ample cabinet storage.Step outside to the covered porch, overlooking the heated pool—an ideal spot for alfresco dining and enjoying cooling ocean breezes. Upstairs, you’ll find a spacious living room and a full bath, perfect for guests. The upstairs primary suite features soaring ceilings, a coffee bar, and a private balcony. You’ll also appreciate the convenience of a large walk-in closet that connects to the laundry room, complete with a hidden owner’s closet that can be locked for rental privacy. Additional bedrooms upstairs include a bright front room with lofty ceilings and abundant natural light.This beautifully decorated home is being sold fully furnished. Whether you seek a primary residence, a secondary vacation home, or a lucrative investment property with excellent rental income potential, this stunning property meets all your desires. Perfectly located for easy access to the beach, Pier Village, and local favorites like Crab Daddy's, Crab Trap, Fiddlers, and Barrier Island Brewery, this home is a must-see!

1017 Ocean View Ave, St. Simons Island

5 Beds ⋅ 6 Baths ⋅ 2001161 MLS ⋅ 5,700 SqFt. ⋅ 0.22 Acres

Enchanted Hideaway is a luxurious retreat that offers an exquisite blend of comfort and elegance, featuring a heated pool and ample space for gathering or seeking solitude. Nestled in the charming East Beach neighborhood and overlooking lush green space and the Atlantic Ocean, this magnificent home is more than just a beach house; it embodies the quality and craftsmanship expected in a forever home. Comprising five bedrooms and four full baths along with one half bath, its construction and finishes reflect the standards of a premier residence in East Beach.As you enter from the inviting porch, you are greeted by an open foyer that leads to a spacious kitchen with an adjacent dining area, and a large great room complete with two sitting areas and a cozy fireplace that opens onto a generous porch. This main living level also features a laundry room, a powder room, and a well-appointed bedroom fitted with three custom built bunk beds that accommodate six guests, along with a full bath.For added convenience, you can take the elevator or stairs to the upper floor, which opens to a landing with comfortable seating and two expansive guest bedrooms. The grand master suite boasts breathtaking ocean views, a private study, a very large walk-in closet, and a luxurious bath complete with double vanities and a soaking tub. Additionally, the den with a fireplace and private balcony provides an intimate setting for relaxation.On the ground floor, you will find a guest bedroom with an attached full bath, along with a game room featuring a shuffleboard table and large TV, which opens directly to the pool area. The property also includes a garage that accommodates three or more cars, along with additional storage and workspace. Enchanted Hideaway is truly a remarkable home that perfectly combines luxury living with the tranquility of beachside life.

1709 Dixon Ln, St. Simons Island

6 Beds ⋅ 9 Baths ⋅ 2001014 MLS ⋅ 8,296 SqFt. ⋅ 0.26 Acres

Discover an extraordinary oceanfront retreat on East Beach--meticulously crafted for unforgettable gatherings while offering ample privacy throughout the expansive coastal oasis.This exceptional property features six spacious ensuite bedrooms plus three additional half baths, thoughtfully designed so family and guests can relax comfortably and privately. A separate 1,000 sq ft guest house provides an ideal haven for those seeking even more seclusion. Built with durability and ease of ownership in mind, the home includes numerous low-maintenance features including Anderson hurricane-rated security windows. Outdoors, a heated infinity-edge pool and spa is complete with a self-cleaning system. Enjoy generous seating areas, multiple porches, and beautifully designed outdoor living spaces perfect for sunbathing, cocktails, and coastal breezes. The entry-level family room seamlessly connects to the pool, yard, and putting green, creating a natural hub for entertainment. Each level of the home is equipped with a premium appliance package, and the main level includes a butler's pantry for effortless hosting. An elevator provides convenience to every floor. Inside, you'll find beautiful hardwood floors, refined finishes, and a warm, coastal aesthetic. The home is offered fully furnished, with only a few pieces of art and personal items excluded - making it truly move-in or rental-ready.With 2025 net revenues of $150,000, this property is not only a spectacular residence but also a strong investment opportunity. A rare chance to own an East Beach oceanfront masterpiece, this home must be seen to be fully appreciated.

1909 Dixon Ln, St. Simons Island

4 Beds ⋅ 5 Baths ⋅ 2000580 MLS ⋅ 4,086 SqFt. ⋅ 0.28 Acres

Luxury, location, and lifestyle—priced to move. An incredible opportunity to own one of the area's finest properties at a remarkable value. Located in the heart of the Village on sought-after South Island, exceptional custom home offers space, privacy, & unmatched upgrades. Prime location within walking, biking & golf cart distance to everything St. Simons Island has to offer! Situated on a large end lot with a private, gated backyard, property features large driveway, oversized deep 2.5-car garage. Inside, you'll find beautiful wood and tile flooring throughout, custom wallpaper & grass cloth accents, plantation shutters, extensive custom storage at every turn. Open kitchen boasts a large island, abundant cabinetry, walk-in pantry, designer butler's pantry with beverage cooler & custom wallpaper, banquet seating with storage. Inside the home is defined by custom millwork, designer finishes, and intentional storage solutions. Walk-in closets with solid custom systems, fully built-out Butler's Pantry, custom bars & cabinetry, plantation shutters, upgraded lighting, & layered textures such as Thibaut wallpaper & grass cloth elevate the interior well beyond builder-grade. These enhancements were designed for daily luxury living, resulting in spaces that feel complete, timeless, and refined. "Versatile upstairs flex suite with closet and half bath—perfectly suited for a stylish bunk room, private guest retreat, media room, or additional bedroom." Spacious media room (ideal as a bunk room or additional bedroom) includes a bar & chiller, .."sleeps 8-10" and w bunk room additional 4-6. Designed with intention Each spacious bedroom offers its own ensuite bath, creating a true retreat for everyone in the home. Separate gaming room & added half bath. Primary suite is generously sized features, a custom walk-in closet & cabinetry, spa-like bath offering an oversized shower with rain head. Enjoy the outdoor living to include a saltwater pool with sun shelf, bench, heater/chiller, multicolored lighting and bubbler, plus full automation. Two covered cabanas include a screened lounge with TV mount & a second cabana with stainless outdoor kitchen, refrigerator, solid-surface counters, electricity, & TV mount. Beautiful Savannah brick walkways & patios, bocce ball court, lush low-maintenance landscaping, spacious screened back porch offering a second seasonal living room area & a charming covered front porch No Flood Zone~~added protection French Drain installed around perimeter of yard HOA allows VRBO — ideal as a primary residence, second home, or income-producing investment. This residence represents a level of investment, customization, and finish quality rarely found in the Village of St. Simons Island. Seller invested thoughtful, high-impact upgrades, transforming the home into a true resort-style retreat designed for comfort, entertaining, and long-term enjoyment. Unlike typical new construction or lightly upgraded homes, this property offers fully realized indoor and outdoor living spaces—from a professionally designed saltwater pool with automation, heater/chiller, sun shelf, and custom lighting, to multiple covered cabanas with electricity that function as true extensions of the home. Savannah brick walkways, curated landscaping, privacy fencing, and multiple outdoor gathering areas create a private, cohesive estate feel while maintaining Village proximity. Turnkey giving that true Saint Simon's Island coastal experience for fun, relaxation and building memories with family and friends"

15 Couper Pl, St. Simons Island

3 Beds ⋅ 2 Baths ⋅ 2000121 MLS ⋅ 1,297 SqFt. ⋅ 0.11 Acres

This charming East Beach cottage on the coveted beachside block of East Beach on St. Simons Island. This beautifully maintained 3 bedroom, 2 bath cottage offers easy one-level living and perfectly captures the relaxed coastal lifestyle. Originally built in the 1950s, the home has been thoughtfully updated while preserving its timeless cottage character and warmth. Just a short stroll to the beautiful East Beach, this location makes beach days effortless — simply grab your chairs from the detached storage shed (included with the property) and head down the nearby beach access path. Whether you are searching for a full-time residence, second home, or island getaway, this cottage offers exceptional flexibility and charm. Offered furnished for a seamless transition to island living. The owner has also consulted with a pool contractor, and a small pool may be possible, creating an opportunity to further enhance this wonderful beachside retreat.

4214 7th St, St. Simons Island

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