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227 Five Pounds Rd, St. Simons Island
$2,100,000
5 Beds ⋅ 5 Baths ⋅ 2002614 MLS ⋅ 5,125 SqFt. ⋅ 0.51 Acres
Welcome to 227 Five Pounds Road, a truly special St. Simons Island property offering an exceptional combination of space, privacy, character and versatility. The 4,501-square-foot main residence features 4 bedrooms and 4 full baths, complemented by a beautifully appointed 624-square-foot private guest suite, providing 5 bedrooms, 5 full baths and more than 5,100 square feet of combined living space. Inside the main residence, generous living spaces, beautiful hardwood floors, extensive millwork, built-in bookshelves and cabinetry, and abundant natural light create a home filled with warmth and character. The spacious kitchen (featuring high-end Viking appliances along with a Scotsman ice maker) serves as the heart of the home and flows naturally into the surrounding living and entertaining areas. Set beneath a canopy of mature trees and surrounded by lush landscaping, the property feels like a private island retreat. Calamondin, olive, Meyer lemon and fig trees add to the charm of the grounds, while a gravel circular drive and additional parking provide a welcoming approach to the home. Outdoor living is truly at the heart of this property. An expansive insulated screened porch creates an exceptional year-round extension of the home, complete with a summer kitchen, dining area and comfortable sitting area beneath beautiful wood ceilings and exposed beams. Beyond the porch, the private salt-system swimming pool and oversized heated spa are surrounded by mature landscaping and a fenced rear, creating a secluded setting for entertaining, dining outdoors or simply enjoying the relaxed St. Simons lifestyle. Adding to the uniqueness of the property is the 624-square-foot guest suite, connected to the main residence by charming covered breezeways while maintaining its own private entrance. Far more than simply a guest bedroom, this thoughtfully designed space includes a separate bedroom and full bath, a private living room with fireplace, its own kitchen and stackable washer/dryer. The suite provides exceptional accommodations for extended family and guests while offering tremendous flexibility for multi-generational living, a private office, personal retreat or additional living space. With more than 5,100 square feet of combined living space, 5 bedrooms and 5 full baths between the main residence and guest suite, a private pool and oversized heated spa, exceptional indoor and outdoor entertaining spaces, mature landscaped grounds and distinctive private guest accommodations, 227 Five Pounds Road offers a rare opportunity to enjoy the space and privacy of an island compound while remaining warm, inviting and distinctly St. Simons.

227 Five Pounds Rd, St. Simons Island

2212 Ocean Rd, St. Simons Island
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 2002227 MLS ⋅ 5,145 SqFt. ⋅ 0.17 Acres
New to market, 2212 Ocean Road presents an exceptional opportunity to own a fully furnished coastal retreat on St. Simons Island. Set against serene marsh views and oriented west for unforgettable sunsets, this expansive over 5,100-square-foot residence offers five bedrooms and 5.5 baths, blending gracious scale with effortless island living. An open floor plan connects generous gathering spaces, including two living rooms, while two primary suites provide flexibility for owners and guests. Two expansive porches invite morning coffee, evening cocktails, and year-round enjoyment of the coastal setting. Thoughtful conveniences include an elevator, washer and dryer on each level, ample parking, and Restoration Hardware furnishings that create a polished, move-in-ready atmosphere. A new roof and fresh landscaping add confidence and curb appeal. Outdoors, the zero-entry heated pool is designed for relaxed afternoons and easy entertaining. Beach days are equally convenient, with15th Street Public Beach Access about0.15 mile away and Coast Guard Station Beach Access #27 also nearby. Enjoy local favorites such as Crabdaddy's Seafood Bar Grill, browse Pier Village Market, or venture toward Sea Island; Frederica Academy is also within easy reach. With future rental bookings already in place, this home may offer immediate appeal for buyers seeking a vacation property with income potential. Whether envisioned as a personal sanctuary, multigenerational escape, or investment, this distinctive island home delivers space, comfort, and an enviable location.

2212 Ocean Rd, St. Simons Island

185 Kirkaldy Ln, St. Simons Island
$4,750,000
2 Beds ⋅ 4 Baths ⋅ 2001578 MLS ⋅ 4,179 SqFt. ⋅ 5.7 Acres
Set on 5.7 acres of private lakefront, this exceptional custom home offers a rare opportunity to create a private estate or family compound. Blending modern farmhouse architecture with timeless European country design, the home showcases natural stone, artisan siding, timber accents, expansive black-framed windows, and a DaVinci composite shake roof. The thoughtfully designed multi-wing floor plan is complemented by mature landscaping and a charming barn-inspired three-car garage. Inside, soaring ceilings, custom millwork, wood beams, stone accents, and architectural arches create warm, inviting living spaces. The dining room flows seamlessly into the great room and chef's kitchen, featuring custom cabinetry, premium appliances, a dramatic stone range surround, spacious island, wine bar, and adjoining scullery. Designed for year-round indoor-outdoor living, the expansive covered and screened porches feature a wood-burning fireplace, exposed beams, stone flooring, built-in Infratech heaters, daybed swings, and a screened grilling porch with a gas grill, pizza oven, and outdoor kitchen. The home currently offers two spacious bedroom suites overlooking the pool and lake, including a luxurious primary retreat with an oversized custom closet. A thoughtfully designed mud hall, screened pool house with living area, bar, kitchenette, bath, and sauna further enhance the property. With approved plans for a two-bedroom guest house and future expansion above the three-car garage, this one-of-a-kind property offers incredible flexibility to grow while enjoying an extraordinary waterfront lifestyle.

185 Kirkaldy Ln, St. Simons Island

187 W Commons Dr, St. Simons Island
$815,000
5 Beds ⋅ 4 Baths ⋅ 2001267 MLS ⋅ 3,008 SqFt. ⋅ 0.26 Acres
Welcome to this beautifully maintained 5-bedroom, 3.5-bath home in The Commons at Frederica. Thoughtfully designed for both everyday living and entertaining, this home features an open-concept floor plan with a soaring vaulted ceiling in the living room, creating a bright and inviting gathering space. The kitchen flows seamlessly into the living and dining areas, making it ideal for hosting family and friends. The main-level primary suite offers a private retreat, while a second first-floor bedroom provides the flexibility to serve as a guest room, nursery, or home office. Upstairs, you'll find three additional bedrooms and a spacious bonus room perfect for a media room, playroom, fitness space, or additional living area. A whole-house Generac generator provides added peace of mind and dependable backup power year-round. Enjoy year-round outdoor living from the screened porch overlooking a lushly landscaped backyard that backs up to protected National Park Service land, offering exceptional privacy and a peaceful natural backdrop. Located in the established community of The Commons at Frederica, this home is within walking distance of Oglethorpe Point Elementary School and just minutes from shopping, dining, golf, beaches, and all that St. Simons Island has to offer.

187 W Commons Dr, St. Simons Island

1700 Ocean Rd, St. Simons Island
$3,695,000
5 Beds ⋅ 6 Baths ⋅ 2000715 MLS ⋅ 5,130 SqFt. ⋅ 0.17 Acres
Gorgeous East Beach marsh front home! Custom built by top buider in the Golden Isles for the original owner. Expectional open floor plan with marsh views from every angle. A gourmet kitchen with top of the line appliances, open to the main family room. Separate office, dining room, and kitchen eating area, all open with balcony overlooking marsh. Beautiful primary suite on main floor, with sitting room/nursery room and well appointed walk in closet. Gorgeous master bath with walk in shower . Totally renovated kitchen, main bath, primary bath and closet in 2025. Upstairs includes an additional separate kitchen, laundry, and family room. Two beautiful custom bunk rooms with room to sleep up to 10 people on the second floor. Additional living room with spectacular marsh views and private balcony. This dream home has all the amenties you can imagine. Heated pool, oversized garage with room for 5 cars and a golf cart, generator hook up, and elevator. Amazing full time residence, second home or vacation rental. Estimated gross rental income of $250,000 a year! Endless possibilities to enjoy the East Beach sunset from every porch. Easy stroll to the beach or walk to restaurants, village, and shopping.

1700 Ocean Rd, St. Simons Island

201 Stillwater Dr, St. Simons Island
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 2000154 MLS ⋅ 4,111 SqFt. ⋅ 1.19 Acres
Located within the gated Stillwater community on the north end of St. Simons Island, this exceptional 4-bedroom, 4-bath residence offers over 4,100 square feet of refined living space with one of the most breathtaking lakefront settings on the island. Designed to blend timeless elegance with everyday comfort, the home captures stunning water views from nearly every major living space. At the heart of the home is a sun-filled solarium that opens seamlessly to an expansive brick patio, creating the perfect setting for entertaining or quiet evenings overlooking the lake. Mature landscaping, custom evening lighting, and a well-fed irrigation system create a private outdoor retreat with ample room for a future pool. Inside, thoughtful updates and luxury features elevate the home throughout. A beautifully renovated primary bath completed in 2025 adds a spa-like feel, while fresh interior paint and new carpet provide a crisp, updated look. Additional features include a private elevator, NuTone in-wall central vacuum system, whole-house water filtration, spray foam insulation, custom wood blinds and drapery, and high-speed LiveOak fiber internet. The integrated Control4 smart home system brings lighting, entertainment, and comfort together with ease. The kitchen was designed with both functionality and entertaining in mind, featuring custom ShelfGenie storage solutions and a wet bar with wine cooler. Upstairs, a spacious bonus room is prewired and plumbed for a future wet bar and could easily function as a fifth bedroom with the addition of a closet. This flexible space opens to a private balcony with peaceful lake views. Off the fourth bedroom, an additional flex space offers endless possibilities for a studio, office, reading room, or private retreat. The solarium addition, completed in 2019, was thoughtfully designed to connect indoor and outdoor living with stairs, walkways, and gathering spaces leading to the patio and lakefront setting beyond. Additional upgrades such as LeafFilter gutters, added exterior spigots, and professionally designed landscaping by Carter Landscaping reflect the care and attention invested throughout the property. 201 Stillwater Drive offers a rare combination of luxury, privacy, thoughtful upgrades, and exceptional lakefront living in one of St. Simons Island's most sought-after gated communities-only 10 min from shopping and 20 min from the Pier Village. Virtual staging has been used in select photographs, and the pool shown is a virtual rendering.

201 Stillwater Dr, St. Simons Island

197 Rice Ml, St. Simons Island
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 1661946 MLS ⋅ 3,856 SqFt. ⋅ 0.43 Acres
Experience the best of St. Simons Island living at **197 Rice Mill**, an exceptional residence tucked behind the gates of prestigious Hampton Plantation and surrounded by the natural beauty of the Georgia coast. Set on approximately .43 acres, this impressive 3,856-square-foot home offers a rare combination of privacy, space and resort-style living, with sweeping views across two golf holes and the marsh beyond. Designed for both effortless everyday living and entertaining, the open-concept interior features generous gathering spaces and a beautifully appointed kitchen with multiple seating areas, abundant storage and a walk-in pantry. The thoughtfully designed main level includes the spacious primary suite, an additional bedroom and a dedicated office—providing exceptional flexibility for family and guests. Upstairs, a private bedroom with en-suite bath and bonus living area creates an ideal retreat for guests, children or extended family. A three-car garage and abundant walk-in attic storage add convenience rarely found in an island home. For added comfort and peace of mind, the property is also equipped with a **Generac generator**, an especially valuable feature for coastal living. The outdoor setting is where 197 Rice Mill truly shines. Step from the screened porch into your own private oasis, complete with a heated in-ground pool and spa surrounded by mature landscaping. Beyond the backyard, expansive golf course views stretch toward the marsh, creating a peaceful Lowcountry backdrop and a spectacular setting for morning coffee, afternoon swims and evenings spent entertaining outdoors. Recent improvements provide additional peace of mind, including a new roof, new pool system and new refrigerator in 2025. The property also features a dedicated irrigation well and water softener. Adding to the appeal is the **newly redesigned and renovated King and Prince Golf Course**, now open to membership and offering an exceptional golf experience just moments from home. Whether you're an avid golfer or simply appreciate the beauty and prestige of living along the course, this newly enhanced amenity further elevates the Hampton Plantation lifestyle. And the lifestyle extends beyond the fairways. **Hampton Marina is conveniently accessible through the owners' back gate**, putting boating, fishing and days on the water within easy reach. From golf and boating to poolside afternoons and tranquil marsh views, **197 Rice Mill isn't simply a beautiful home—it's an opportunity to embrace one of the most desirable lifestyles on St. Simons Island.**

197 Rice Ml, St. Simons Island

20 Waterfront Dr, St. Simons Island
$699,000
3 Beds ⋅ 3 Baths ⋅ 1658278 MLS ⋅ 1,817 SqFt.
Location. Location. Location. Boating enthusiasts, sunrise and sunset admirers—Live Every Day Like You're on Vacation! Experience premier access to deepwater Intracoastal living on St. Simons Island in this beautifully refreshed, 3-bedroom, 3-bath end-unit condo at The Waterfront. Offering one of the community's larger floor plans at 1,817 sq ft—that's 267 sq ft larger than standard units. This home delivers both space and luxury with unobstructed views of St. Simons Sound, the Frederica River, and Morningstar Marina from nearly every room. Step inside to an open, light-filled layout featuring a gas fireplace, upgraded kitchen with island seating, stainless steel appliances, newer Bosch dishwasher and HVAC (Nov 2023). The expansive primary suite includes access to the intimate private balcony, custom walk-in closet with gun safe, soaking tub, tiled shower, dual vanities, and a linen closet with built-ins. A split-bedroom design provides privacy for the second ensuite bedroom, while a third bedroom/office with full hall bath offers flexible living options. Relax on the intimate covered private terrace, or take advantage of the gated community's exceptional amenities—pool, hot tub, pavilion, and million-dollar views of the marina. Ideally located just minutes from Pier Village, shops, dining, and beaches. Travel is easy with Savannah and Jacksonville airports about an hour away, with Brunswick's local airport only 15 minutes away. Furnished, Turnkey, Move-in ready—ideal as a primary residence, vacation getaway, or income-producing investment. Motivated seller—bring your offer! Schedule your private showing today! FREEDOM BOAT CLUB is located here at Morning Star Marina of Golden Isles. Copy and paste the video in your browser: https://youtu.be/GxQXCHHyrIs AN EXTENSIVE EXTERIOR REFURBISH HAS BEEN COMPLETED ON BLDG 20!!

20 Waterfront Dr, St. Simons Island

106 Telford Ln, St. Simons Island
$4,475,000
6 Beds ⋅ 8 Baths ⋅ 1656893 MLS ⋅ 7,000 SqFt. ⋅ 2.01 Acres
Situated on a premier lakefront home site within the exclusive Frederica community, 106 Telford Lane masterfully blends Lowcountry charm with timeless elegance. Designed by acclaimed architect Tim Adams of TS Adams Studio and interior designer Douglas Herrin, this custom home offers a serene, sophisticated retreat inspired by its natural surroundings. This home was featured in the 2018 Southern Home January/February Issue and was a favorite on the recent Christ Church Tour of Homes. Access to amenities is subject to Frederica Golf Club membership. Please inquire about the special membership opportunity available with the purchase of this home.Framed by mature oaks and overlooking expansive lake views to a nature preserve, the home is an architectural nod to the Lowcountry vernacular, featuring a wide front porch, dormer windows, “Old Chicago” brick with soft white mortar, and a roof of cedar shingles and copper. The result is a home that feels as if it’s been part of the landscape for generations.Inside, 12-foot ceilings, antique pine flooring, transom windows, and extensive millwork set the tone for relaxed coastal luxury. The open-concept layout is thoughtfully organized to promote flow while maintaining defined, functional spaces. From the entry’s paneled walls and custom lighting to the grand stair hall, every detail is executed with purpose.The living room features wood-paneled walls, wood-beamed ceilings, and a wood-burning fireplace, making it the heart of the home. Just beyond, a spacious dining room overlooks the lake and connects seamlessly to a gourmet kitchen outfitted with two islands, top-tier appliances, a walk-in pantry, refrigerator drawers, and a separate wine room with cypress paneling and climate-controlled storage.A wall of folding glass doors extends the living space to a vaulted screened terrace featuring brick flooring, exposed beams, tabby fireplace, and adjacent grilling porch. This indoor-outdoor connection invites relaxed entertaining and quiet moments alike, with sweeping sunset views over the lake.The primary suite occupies its own private wing on the main floor, with vaulted ceilings, custom paneling, remote window treatments, a spa-like bath, and an office nook overlooking the water. A private guest suite on the first level offers comfort and privacy for visitors, complete with triple-hung windows and a luxe ensuite bath.Upstairs, four large guest suites provide stunning lake views and ensuite baths, while a spacious family/media room with wet bar creates a welcoming space for gatherings. Additional amenities include a scullery with coffee bar and extra refrigerator, upstairs laundry, formal and pool powder rooms, and a media/studio above the three-car garage.Outdoors, the home’s elevated lawn leads to a garden pool surrounded by the same “Old Chicago” brick as the main house. A fire pit, dock, and panoramic lake views complete the picture, offering a peaceful refuge immersed in nature. The outdoor space was featured in the 2023 Cassina Garden Club Tabby and Tillandsia Garden Walk.

106 Telford Ln, St. Simons Island

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