S2: Mid-South SSI Homes with Country Style

S2: Mid-South SSI Homes with Country Style

Welcome to the enchanting Mid-South SSI region, where the charm of St. Simons Island, Georgia, awaits you! Nestled within Glynn County, this picturesque island is renowned for its stunning coastal landscapes, rich history, and vibrant community. With its warm Southern hospitality and a laid-back atmosphere, St. Simons Island is the perfect place to call home.

As you explore the real estate options here, you’ll find a delightful array of homes that exude country style charm. Picture yourself in a cozy cottage or a sprawling farmhouse, each reflecting the island’s unique character and allure. These homes often feature inviting front porches, expansive yards, and rustic finishes that seamlessly blend with the natural beauty surrounding them. Imagine sipping sweet tea on your porch while enjoying the gentle sea breeze and the sounds of nature.

St. Simons Island is not just about beautiful homes; it’s a lifestyle. With its pristine beaches, lush marshlands, and picturesque bike paths, outdoor enthusiasts will find endless opportunities for adventure. Take a leisurely stroll along the shoreline, explore the historic sites, or indulge in the local cuisine at charming eateries that dot the island.

Whether you’re seeking a permanent residence or a vacation retreat, the Mid-South SSI region offers a diverse selection of country-style homes that cater to every taste and budget. Experience the magic of St. Simons Island, where every day feels like a getaway, and create lasting memories in your very own slice of paradise. Come discover the beauty and warmth of island living today!

Newest S2: Mid-South SSI Homes with Country Style

$4,000,000
11 Beds ⋅ 9 Baths ⋅ 2002314 MLS ⋅ 10,219 SqFt. ⋅ 1.4100000000000001 Acres
A rare private compound on St. Simons Island! An extraordinary opportunity on the Georgia coast, this unique offering combines a residence within the gated Wildlife Preserve community with an adjoining guest residence to create a private family compound unlike anything else on St. Simons Island. Ideally situated on the island's coveted mid-south end, just moments from Sea Island, championship golf, pristine beaches, acclaimed dining, and boutique shopping, the estate spans approximately 1.41 acres across two adjoining parcels. The story of this property is one of thoughtful vision. While the original Wildlife Preserve residence offered everything its owners desired, they envisioned a place where family and friends could gather more comfortably and create lasting memories together. To bring that vision to life, they acquired the neighboring property, set on its own gated street with just a few neighboring homes, and transformed it into a seamless extension of the estate, adding a resort-style pool, expansive outdoor living areas, an irrigation well, and additional accommodations designed for entertaining and connection. The result is a retreat that blends privacy, flexibility, and exceptional amenities. The main residence offers generous living spaces, multiple offices, and thoughtfully appointed accommodations, while the neighboring residence provides ideal space for extended family, guests, multigenerational living, or future customization. Every element of the compound was designed around bringing people together—from summer afternoons spent poolside and holiday celebrations with family to weekends enjoying the very best of coastal living. A dedicated golf simulator, beautifully designed outdoor gathering spaces, and access to Wildlife Preserve's exclusive amenities—including a community pavilion, deepwater dock, kayak launch, and waterfront fire pit—further enhance the lifestyle experience. Rarely does an opportunity arise to acquire two adjoining properties that have been so intentionally curated into a single estate. Difficult to replicate and thoughtfully assembled over time, this remarkable St. Simons Island compound offers a legacy property designed to be enjoyed for generations to come.

65 Wildlife Preserve, St. Simons Island
$324,900
2 Beds ⋅ 2 Baths ⋅ 2001237 MLS ⋅ 905 SqFt.
FULLY FURNISHED & MOVE-IN READY! Discover the ultimate island retreat in the highly desirable, hidden-gem community of Skiff Landing—offered with everything included. This beautifully updated 2-bedroom condo perfectly blends relaxed coastal style with modern, low-maintenance living. Inside, an inviting open-concept floor plan showcases elegant bohemian design touches, from textured art walls to a sun-lit dining area. The primary retreat features top-floor vaulted ceilings and expansive glass sliders that lead directly to a private, oversized rear deck—a serene oasis perfect for relaxing and taking in the peaceful surroundings. A spacious second bedroom and full guest bath ensure comfortable accommodations for family and visitors. Both the kitchen and bathrooms have been thoughtfully styled with sleek contemporary finishes, modern fixtures, and elegant hardware. Situated in an unbeatable mid-south island location, this property is tucked away for maximum privacy while being just a short walk or bike ride away from the vibrant dining, boutiques, and entertainment of Redfern Village. Residents also enjoy excellent community amenities, including a pristine outdoor pool and a beautifully landscaped pond area. Whether you're looking for a hassle-free primary home, a weekend escape, or a new investment, this condo offers unmatched island charm and convenience. Just bring your bags and schedule your private tour today!

100 Blair Rd, St. Simons Island
$845,000
5 Beds ⋅ 3 Baths ⋅ 2000977 MLS ⋅ 2,650 SqFt. ⋅ 0.25 Acres
Looking for space, flexibility and exceptional parking with a work shop on Saint Simons Island all within walking distance to restaurants and shopping and with above ground salt water pool? 104 Sapelo offers more then 2500 feet of living space with 5 bedrooms and 3 bathrooms, providing room for guest, a home office, multigenerational living or simply room to spread out. Wood Floors, stainless steel appliances, fresh interior finishes make this home comfortable and inviting. The second floor was added much later after the first floor so there is more square footage then public records shows. The living area is unusually large and this home offers a family friendly floor plan of inviting coastal living. The spacious interior features fresh paint and would be a good short term rental property. If the traditional island cottage style appeals to you then this is the home that has everything from tabby details, new metal roof, large wood decks in great condition and porches on front and back, gardens with a fountain and brick walk ways that are perfect for relaxing or entertaining after a day at the beach. It doesn't stop there with the exceptional parking and storage and gated paved driveway with space for multiple vehicles, a work shop area and parking for your boat or recreational vehicle. The updates include an abundance of natural light creating a warm move in ready home designed for comfortable everyday living and effortless entertaining. The living area opens to the kitchen and flows in to generous living spaces perfect for gathering with family and friends. There is a breakfast bar with mini fridge and large laundry room with shelves for pantry items. This all leads to a large outdoor open deck looking down on the saltwater pool which has a separate deck sitting area. The primary bedroom , bath and walk in closet are located on the first floor along with two more bedrooms for a total of three first floor bedrooms. There are multiple flexible rooms providing room for guests, a home office, fitness space or hobbies. Step outside and discover your own private backyard oasis. Surrounded by mature landscaping the beautiful garden showcases a tranquil fountain, greenery, trellis, brick walking path, compost area and above ground pool ideal for cooling off on a warm Georgia afternoon. The front deck spans the width of the house and multi level rear deck extends your living space to the outdoors creating inviting areas to relax, dine or entertain. The motorized double gated entrance and paved driveway provides ample parking for multiple vehicles. There is no HOA or any restrictions. The oversized garage offers covered space for up to four cars along with a separate workshop for projects and additional storage. Located just minutes from St Simons Islands beaches, and walking distance to restaurants, shopping ,golf, marinas and top rated schools this property offers the perfect blend of space, privacy, and coastal lifestyle. This home truly is a hidden gem and the family members have beautiful memories about the neighborhood which has been a well kept secret for so many years with its oak trees and long time home owners. Whether you're searching for a primary residence, a second home , or an island retreat this exceptional property is ready to welcome you.

104 Sapelo St, St. Simons Island
$990,000
4 Beds ⋅ 3 Baths ⋅ 1660387 MLS ⋅ 2,712 SqFt. ⋅ 0.46 Acres
Nestled within the highly sought-after Shaws Bounty neighborhood, this charming residence offers a rare blend of comfort, space, and picturesque marsh views. A wraparound porch invites relaxed outdoor living, perfectly positioned to take in the tranquil natural setting.Inside, vaulted ceilings create an airy sense of openness in the main living room, seamlessly flowing into a spacious dining area designed for effortless entertaining. The open-concept kitchen connects to a warm and inviting family room, complete with a fireplace and scenic views beyond. The interiors flow graciously out to the wraparound porch.The main level, primary suite is a private retreat, featuring its own fireplace, ensuite bath, and a versatile bonus space ideal for a sitting area, office, or fitness nook. Upstairs, three additional bedrooms provide ample accommodations for family and guests.Thoughtfully updated with newer appliances, flooring, fresh paint, and a roof just two years old, the home is ready for your friends and family. Sitting on a generous lot with room for a pool and complemented by a two-car garage, this property offers both privacy and convenience in a peaceful, established community. The central location can't be beat as it provides an easy bike ride to East Beach, shopping and restaurants.

217 Settlers Rd, St. Simons Island
$1,194,995
3 Beds ⋅ 3 Baths ⋅ 1660911 MLS ⋅ 3,121 SqFt. ⋅ 0.39 Acres
Featuring 3 bedrooms plus a versatile flex room filled with natural light, it’s ideal for a home office, study, or creative space. The open floor plan creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The entrance is adorned with dramatic 20ft ceilings.The spacious kitchen is a true centerpiece, complete with a large island, ample cabinetry, natural gas cooking, and easy access to the formal dining area. The inviting great room showcases a cozy gas log fireplace, while crown molding, hardwood, and tile flooring add timeless elegance throughout the home.The primary suite is conveniently located on the main level and serves as a private retreat, offering two walk-in closets and a large, well-appointed shower. Its proximity to the laundry room adds an extra layer of convenience. Upstairs, you’ll find two additional bedrooms—each with walk-in closets—along with a full bath.Step outside to enjoy the screened porch, perfect for relaxing or entertaining year-round. The property also includes a fenced-in area for your dog to play and ample space to accommodate a boat, motor home, golf cart, and multiple vehicles.A standout feature of this home is the expansive garage and storage space, offering over 1,800 square feet with additional heating and air—ideal for a workshop, hobby area, or extra storage. With three water heaters, a new roof, and HVAC units replaced in 2022, this home is equipped for efficiency and peace of mind.Best of all, flood insurance is not required, adding even more value to this exceptional property. This home truly has it all—space, style, and versatility to fit your lifestyle and no HOA, fees, or restrictions.Video:https://youtu.be/S8DRtgh4mSw

111 Tolomato Trl, St. Simons Island
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