St. Simons Island Homes with Cottage Style

St. Simons Island Homes with Cottage Style

Welcome to St. Simons Island, a picturesque gem nestled in Glynn County, Georgia. Known for its stunning coastal landscapes, rich history, and vibrant community, St. Simons Island offers a unique blend of Southern charm and beachside relaxation. This enchanting island is part of the Golden Isles of Georgia, where the Atlantic Ocean meets serene marshlands, creating an idyllic backdrop for both relaxation and adventure.

St. Simons Island is renowned for its warm hospitality, making it the perfect place to call home. Whether you’re strolling along the sandy shores, exploring the lush maritime forests, or savoring fresh seafood at local eateries, the island exudes a welcoming atmosphere that captivates residents and visitors alike. The historic lighthouse, quaint boutique shops, and art galleries add to the island’s charm, making it a delightful place to explore.

One of the standout features of St. Simons Island is its enchanting cottage-style homes. These charming residences embody the essence of coastal living, with their inviting porches, intricate woodwork, and vibrant gardens. Many of these cottages are designed to blend seamlessly with the natural surroundings, offering a cozy retreat just steps away from the beach. Whether you’re looking for a seasonal getaway or a permanent residence, the cottage-style homes on St. Simons Island provide a perfect blend of comfort and character.

Discover the magic of St. Simons Island, where the beauty of coastal living meets the warmth of a close-knit community. Your dream cottage awaits!

Newest St. Simons Island Homes with Cottage Style

5 Beds ⋅ 5 Baths ⋅ 2002382 MLS ⋅ 2,945 SqFt. ⋅ 0.13 Acres

A Mid Island Treasure! This thoughtfully designed new construction home offers 5 bedrooms, 4.5 baths and 2,945 heated square feet of comfortable living space. This cottage-style home features a metal roof, Hardie siding, primary bedroom on the main floor, a gas stove with built-in oven, an on demand water heater and beautiful electric stainless steel appliances. A unique opportunity with this home is that the Buyer can still make selections and color choices, allowing you to personalize finishes and truly make it your own! Upgrade options are available. The back yard offers ample space to accommodate a 12x24 pool (not included). Don't miss out on this brand-new, customizable home! NO FLOOD ZONE & NO MANDATORY HOA! Estimated completion date: November 2026

307 Rivera Dr, St. Simons Island

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

3 Beds ⋅ 2 Baths ⋅ 2002262 MLS ⋅ 1,140 SqFt. ⋅ 0.09 Acres

Welcome to this beautifully renovated 3-bedroom, 2-full-bath island cottage, where timeless coastal charm meets modern comfort and convenience! Thoughtfully updated throughout, this inviting home offers a fresh, stylish interior, a relaxing coastal color palette, and an easygoing island lifestyle. The heart of the home is the stunning custom kitchen, with an open concept living room, featuring beautiful custom cabinetry, smart stainless steel appliances, sleek Dekton countertops, a spacious kitchen island and laundry area (washer and dryer included). Perfect for everyday living and entertaining. The entire interior has been updated with luxury vinyl plank flooring, fresh paint everywhere and removal of popcorn ceilings, creating a bright, clean, and welcoming atmosphere. Newly installed recessed lights throughout the home curate a bright open space. Both bathrooms have been thoughtfully updated with marble vanities and tiled showers. The spacious primary suite features a walk-in closet, access to the back deck with french doors, and a stunning ensuite with a gorgeous tiled shower. Each bedroom also features new closet systems for smart, organized storage. Additional interior upgrades include a smart thermostat and numerous modern finishes throughout. Step outside to enjoy the private yard with a brand-new deck, and a completely fenced in yard, inviting front porch with low-maintenance landscaping, and convenient off-street parking. Don't miss the double gated access to the side yard, with plenty of room for your boat! Located mid-island and within close proximity to the beautiful and well appointed neighborhood park with playground. This charming cottage is offered fully furnished (with the exception of all artwork and a few additional personal items). Entirely ready for you to enjoy the island lifestyle, with local restaurants, boutiques, conveniences, and the beach all within easy reach! With its complete interior renovation, stylish coastal-inspired finishes, and desirable island setting, this cottage is ready to welcome you home to beautiful Saint Simons Island, Georgia!

411 Cedar St, St. Simons Island

4 Beds ⋅ 3 Baths ⋅ 2002064 MLS ⋅ 1,866 SqFt. ⋅ 0.25 Acres

Looking for a full-time residence, second home, or investment property with an established rental history? This charming beach cottage delivers the perfect blend of comfort and character, designed with gathering in mind. The open-concept layout keeps everyone connected, whether relaxing in the inviting family room, gathering around the spacious kitchen island, or enjoying time outdoors on the oversized screen porch overlooking the private pool. The kitchen was renovated 5 years ago and features quality finishes, including quartz countertops, stainless steel appliances, and white shaker-style cabinetry. The thoughtful design opens to the family room, making it an ideal space for entertaining. Beautiful, whitewashed wood ceilings add warmth and coastal charm throughout the main living areas, enhancing the home's colorful and inviting style. The primary suite on the main level includes a walk-in closet, a jetted tub, and a separate shower, with convenient access to the screened porch. Additionally, a full guest bathroom on the main level also provides access to the screened porch for added convenience. Upstairs, two generously sized guest bedrooms that can accommodate multiple beds in each room, with the 3rd guest bedroom used as a cozy flex space, perfect for reading, working from home, or watching TV. Step outside from the primary suite or dining area to a backyard that feels like a private retreat. The screened porch serves as an excellent gathering space, perfect for enjoying evening dinners while overlooking the lush tropical landscaping. Mature palms create a wonderfully secluded atmosphere around the private pool, making it feel like a getaway. Sold furnished and turnkey, with some artwork excluded, this home is ready for its next chapter. Ideally located within easy walking, biking, or a fun golf cart ride to the beach, shops, and restaurants. This is the island lifestyle you have been waiting for!

238 Peachtree St, 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 ⋅ 2 Baths ⋅ 2001872 MLS ⋅ 1,562 SqFt. ⋅ 0.55 Acres

Welcome to your dream island coastal retreat on St. Simons Island! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 0.55-acre lot. It features a huge wrap-around porch, soaring raised ceilings, modern solid surface countertops, and top-tier energy-saving upgrades like spray foam insulation and a tankless water heater. You also get a detached two-car garage and an extra storage building. Located just down the road from the Harrington Park and also within walking distance to the public boat ramp! Perfect location to take an evening stroll to watch the sunset.

232 S Harrington Rd, 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 ⋅ 4 Baths ⋅ 2001683 MLS ⋅ 2,399 SqFt. ⋅ 0.15 Acres

Relax and unwind in this stunning beach cottage that combines modern comforts with a coastal charm. Whether you're seeking a serene retreat or a vibrant community life, this place offers the perfect balance. This home offers 4 spacious bedrooms with 3.5 luxurious baths. Home is equipped with LVP flooring throughout for easy maintenance. The kitchen is fully equipped with stainless steel appliances and a separate area adjacent to the kitchen, perfect for entertaining. Cozy up to your fireplace, ideal for relaxing evenings. The primary bedroom is located on the main floor, complete with en-suite bath equipped with a tub, separate tiled shower, dual vanities, and a walk-in closet. There is a second bedroom downstairs, along with a half bath, and laundry room. The 2 additional bedrooms are located upstairs along with a flex space that can be used as a second living room or office. Enjoy the coastal breeze on the covered front or back porch. Refresh in the inground saltwater pool, a perfect escape on warm days in your fenced in back yard. Equipped with a full house generator, you will be ready for anything! Conveniently located close to shopping, dining, and the beach!! Owner is a licensed Broker in the State of Georgia. #245963 Seller will also long-term rent!

311 Peachtree St, St. Simons Island

3 Beds ⋅ 2 Baths ⋅ 2001577 MLS ⋅ 1,280 SqFt. ⋅ 0.18 Acres

Fully furnished 3-bedroom, 2-bath home located on the South End, approximately 2 miles from the beach. The home features a low-maintenance exterior, a private fenced backyard, and room to add a pool. Fully furnished and turn key, it is the perfect second home, primary residence or income property. It is comfortable and clean with original hardwood floors in excellent condition, two separate living spaces and beds for seven as a bustling vacation rental. The property has an established short-term rental history, generating $35,000 in rental income in 2025 while being rented for only half of the year. In 2026, the home generated $20,000 in rental income during its first five months of availability. Recent improvements include a brand new HVAC system, water heater, interior paint, updated countertops, and newer appliances. Offered fully furnished, the home is ready for immediate occupancy or continued use as a rental property.

48 Maxwell Ave, St. Simons Island

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