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$2,350,000
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

$2,299,000
4 Beds 5 Baths 1661907 MLS 3,587 SqFt. 0.51 Acres
Welcome to 23 Bracklin Court in Frederica Township, a stunning coastal retreat nestled on beautiful St. Simons Island. This thoughtfully designed 4-bedroom, 4.5-bathroom, two-story home offers an ideal blend of luxury, comfort, and functionality—all set against a serene expansive lake view.The home’s striking stucco and stone exterior creates timeless curb appeal, complemented by a spacious two-car garage with a whole-home generator for added peace of mind. Step inside to an inviting open floor plan featuring rich hardwood floors, plantation shutters throughout, and an abundance of natural light in every room.At the heart of the home is a beautifully appointed chefs kitchen designed for both everyday living and entertaining. Enjoy cooking on the impressive 5-burner La Cornue range, with additional features including a farmhouse sink with disposal, built-in KitchenAid refrigerator, wine fridge, and ample cabinetry and workspace.The main level offers a private primary suite, guest bedroom, a spacious family room, and a dedicated office—perfect for today’s flexible lifestyle needs. Upstairs, you’ll find two additional guest bedrooms, each with its own bathroom, providing comfort and privacy for family and visitors. A floored attic offers excellent storage space.Outdoor living is just as exceptional. The fenced backyard overlooks a tranquil lake and is designed for year-round enjoyment. Relax by the heated pool and hot tub, or entertain with ease at the fully equipped grilling station featuring a Green Egg. The covered patio with a wood-burning fireplace and a screened porch with a skylight provide inviting spaces to unwind and gather.This exceptional property offers the best of coastal living with luxury finishes, thoughtful design, and picturesque surroundings—all in a desirable St. Simons Island location.

23 Bracklin Ct, St. Simons Island

$2,295,000
6 Beds 7 Baths 98806 MLS 6,910 SqFt. 1.63 Acres
This Luxury estate embodies an expansive European-style residence, where Old World sophistication meets modern convenience. Over 10,000 square feet of living space, this grand home welcomes you with its stone and stucco exterior, steeply pitched rooflines, and arched entryways that capture the essence of European architecture. Inside, you’ll find soaring ceilings, intricate millwork, and sweeping staircases that set the tone for refined living. The gourmet chef’s kitchen with butler's pantry is appointed with custom cabinetry, premium appliances, and a spacious island—perfect for entertaining. Expansive formal dining and living areas, along with multiple fireplaces, create a warm and inviting atmosphere. The luxurious owner’s suite offers a private retreat with a spa-inspired bath and oversized walk-in closets. All of the additional bedrooms are generously sized for comfort as well. Additionally, there's a home office, den, gym, craft room, bar/billiards room and theatre/media room providing versatile spaces for work and relaxation. Outdoors, the European influence continues with stone and wrought iron terraces, and picturesque courtyards that offer serene spaces to gather or unwind. The property’s size and thoughtful design make it ideal for both intimate evenings and grand entertaining.

6712 Big Sky Trl, Cheyenne

$2,250,000
4 Beds 4 Baths 2001218 MLS 3,079 SqFt. 0.14 Acres
Experience the very best of St. Simons Island coastal living at 105 Strachan Lane. Ideally located on the highly desirable south end of St. Simons Island, this beautifully appointed 4-bedroom, 3.5-bath home is just steps from beach access and within walking distance of the Village, Pier, Lighthouse, boutique shopping, and many of the island's most popular restaurants. Designed with both comfort and entertaining in mind, the light-filled floor plan features a private elevator (refurbished in 2026) providing easy access to every level. The gourmet kitchen is equipped with premium KitchenAid, Thermador, and Frigidaire stainless steel appliances, making it ideal for everything from casual family meals to hosting guests. Step outside to enjoy ocean breezes from the welcoming front porch or unwind in your own private backyard retreat featuring a heated and chilled swimming pool, a fully fenced backyard, and plenty of space for relaxing or entertaining year-round. Recent improvements add tremendous value and peace of mind, including a brand new roof (June 2026), fresh exterior paint (June 2026), and updated pool equipment in 2025 , making this home truly move-in ready. Additional features include a beautifully finished garage with a durable Shark-coated floor, high ceilings, a cozy fireplace, and quality finishes throughout. Whether you're looking for a full-time residence, a luxurious second home, or an exceptional investment property, this home offers the best of all worlds. Located in an area where vacation rentals are permitted (subject to Glynn County regulations and licensing requirements), 105 Strachan Lane has a proven, successful long-term rental history, making it an outstanding opportunity for buyers seeking immediate income potential. Its premier south-end location, resort-style amenities, and easy walk to the beach and Village make it a favorite destination for guests and owners alike.

105 Strachan Ln, St. Simons Island

$2,222,000
5 Beds 5 Baths 2001865 MLS 2,806 SqFt. 0.11 Acres
Experience the best of Jekyll Island living in the highly sought-after Ocean Oaks community, just steps from breathtaking white-duned beaches. This stunning 5 bedroom, 4.5 bathroom home offers a main-level primary suite, double porches, two screened porches, flexible living spaces, and strong rental income in an unbeatable island location. Step inside from the covered front porch to an inviting open floorplan featuring hardwood floors, a spacious living room with a fireplace, and beautiful shiplap wall detailing. The kitchen features a large island with bar seating, tile backsplash, abundant cabinetry, and a dining area with double doors leading to the screened-in patio. The main-level primary suite has vaulted ceilings and a luxurious en suite bathroom with dual sinks, a large tiled walk-in shower, and a walk-in closet with built-in cabinetry. Upstairs, a loft provides additional living space, while one guest bedroom features a private en suite bathroom, walk-in closet, and access to the second-level porch. Two additional guest bedrooms share a full bathroom, and built-in hallway bunk beds provide even more sleeping space. Continue up the spiral staircase to another versatile loft area that can serve as an additional bedroom or retreat, complete with its own full bathroom. Outside, enjoy a brick paved patio with an outdoor shower and seating area, ideal for relaxing after a day at the beach. Ocean Oaks residents enjoy two private beach access points, a community swimming pool with an outdoor kitchen and covered seating area, and yard maintenance. With its spacious layout, desirable amenities, strong rental income, and prime location near the beach, this exceptional Jekyll Island home offers the ultimate coastal lifestyle. Southeast Mortgage is our preferred lender. If buyer chooses to work with them, Southeast Mortgage will provide 1% credit up to $5,000. Reach out to the listing agent for more information.

55 Water Oak Way, Jekyll Island

$2,200,000
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

$2,150,000
5 Beds 4 Baths 2002123 MLS 3,940 SqFt. 0.58 Acres
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 Rd, St. Simons Island