St. Simons Island Homes under $500,000

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Newest St. Simons Island Homes under $500,000

$425,000

3 Beds ⋅ 2 Baths ⋅ 1661987 MLS

Tucked behind the private gates of one of the island's most convenient communities, this sun-drenched retreat offers a front-row seat to peaceful fountain views. The generous 3-bedroom, 2-bathroom layout is light-filled and airy. Imagine relaxing in the living room, where a gas fireplace with a custom cover is located, or step out onto the screened-in porch to enjoy warm breezes and the sounds of nature. This home is designed for effortless living, featuring an elevator, a private 1-car garage, and extra locked storage space for your beach gear. Residents of this community are friendly and are welcome to enjoy the clubroom and the resort-style pool. Ideally located for easy on and off the island access, you are just a short bike ride away from premier shopping, a gym, restaurants, and the iconic beach/village area. This home offers a lifestyle of relaxation and resort-style living. This very special home sweet home is priced to move, don't miss your chance to own it!

120 Shady Brook Cir, St. Simons Island

$325,000

2 Beds ⋅ 2 Baths ⋅ 1661138 MLS

Our Skiff Landing condo is the Ultimate Turn-Key Island Retreat! Experience the perfect blend of value, location, and style in this pretty 2nd floor sanctuary. Bathed in natural light and sold fully furnished, this condo is a rare find for those seeking a seamless transition into the island lifestyle. The moment you step inside, the vaulted ceilings create an airy, expansive feel that complements the open-concept living area. Whether you're hosting friends or enjoying a quiet morning, the space feels both grand and inviting. The custom kitchen features sleek stainless steel appliances, unique tile accents, and thoughtful finishes. The primary suite is a true retreat and offers private access to the private, sunny deck to take in the views of the sparkling swimming pool and professionally manicured, lush landscaping. It’s the ideal spot for your morning coffee or an evening breeze.Forget the car—this condo puts you exactly where you want to be: walking distance to local boutiques, cafes, and premier dining. Beach access is just a short bike ride or drive to our beautiful shoreline. Whether you’re looking for a permanent residence or a low-maintenance weekend getaway, this "suitcase-ready" home delivers true convenience.Don’t miss this opportunity to own one of the best-priced gems on the island! This property is easy to tour and ready for its next owner. Schedule your showing today and start living the dream!

100 Blair Rd, St. Simons Island

$275,000

2 Beds ⋅ 2 Baths ⋅ 1658966 MLS

Driftwood Cottage is being offered Fully Furnished. This wonderful 2 BR, 1 full, 1 half bath townhouse style-Condo is appointed in an Island/Beach vacation vibe. Located on the southern end of SSI, a short bike ride to the Pier/Village and Beach. Immaculate condition and upgraded interior, perfect for an investor, great rental history (Owner achieved superhost status, all quarters of 2025 with airbnb), a second home, or primary residence. Open and inviting floor plan, kitchen, dining, and living room with a fireplace and a half-bath downstairs, private deck in back. Bedrooms and a full bath upstairs. Full-size washer and dryer. New upgraded outdoor shower with private entrance, large outdoor storage room for bikes and beach toys. Pool in the complex.

1000 Sea Island Rd, St. Simons Island

702 E Island Square Dr, St. Simons Island

$329,000

2 Beds ⋅ 2 Baths ⋅ 1659078 MLS

The big news here is that the listing price has just been reduced!! This condominium home is an upstairs two-bedroom, two-bathroom home. The current tenant is on a month-to-month rental basis. This property can be used as a vacation rental, long-term rental, a personal second home, or a personal primary residence. The property has the amenities of a nice swimming pool. A great exercise room, covered parking upon availability. The location is superb in that it is close to great restaurants, grocery stores, a post office, hardware stores, drug stores, etc. This unit even has a sunroom. There is an outside storage closet. The outside building updates are being compensated for out of the COA monthly fees.

702 E Island Square Dr, St. Simons Island

$379,000

2 Beds ⋅ 2 Baths ⋅ 1659376 MLS

NEW ROOF offering immediate peace of mind and an insurance perk! This well-maintained 2-bedroom, 2-bath home on mid-North St. Simons Island delivers low-maintenance coastal living, NO HOA and excellent flexibility as a primary residence or investment. This charming coastal home features a cozy living room, dining area, move-in ready interior with all appliances conveying including W/D. Ideal location near shopping, parks, and restaurants. Private patio sitting area, fully fenced yard with two entry gates, no HOA, X Flood Zone, HVAC replaced in 2022, water heater 2026, and dishwasher 2018. This property offers low-maintenance ownership and strong appeal as a primary residence, second home, or investment property.

180 Palm St, St. Simons Island

$445,000

2 Beds ⋅ 2 Baths ⋅ 1658606 MLS

This well-maintained townhouse-style condo in Ocean Walk is one of those rare opportunities that works equally well as a second home, primary residence, or smart investment property. This home is an income-producing vacation rental with strong demand. Existing future bookings average approximately $4500-$5000 per month, offering immediate revenue potential for the next owner. The condo has been thoughtfully cared for and tastefully updated. Numerous upgrades include updated kitchen cabinetry with additional drawer and storage space, new countertops, and a stylish backsplash. The first level features two flexible living spaces that can be used as living and dining rooms interchangeably, depending on personal preference, along with an attractive, updated powder room. Ceramic tile flooring runs throughout the first floor for easy maintenance. Home offers SMART technology, such as a Nest thermostat and a remote door access system that can be accessed remotely for security and ease. Upstairs, the second floor is carpeted and hosts two bedrooms. The spacious primary bedroom offers direct access to the full bath and abundant closet space. The guest bedroom, currently configured as a den or office, includes a built-in Murphy bed, allowing it to easily convert into a comfortable guest room. A large walk-in closet provides excellent storage, and the laundry closet is conveniently located in the hallway between the bedrooms.Ocean Walk is one of the most popular Village-area communities, set on approximately 16 beautifully landscaped acres. Amenities include two swimming pools (one heated during winter months), tennis and pickleball courts, a charming central lake, and a clubhouse with a fitness center and laundry facilities. The complex is walkable and bikeable to the St. Simons Pier Village, offering easy access to restaurants, shopping, and island attractions.Short-term rentals are permitted, pets are welcome, and furniture and furnishings are included (including a SMART TV), making this a turnkey opportunity whether you’re looking to enjoy island living or add a low-maintenance income-producing property to your portfolio.

850 Mallery St, St. Simons Island

$459,900

3 Beds ⋅ 2 Baths ⋅ 1661850 MLS

This charming mid-island cottage, complete with a lovely white picket fence, is the perfect setting to begin living the easy coastal lifestyle on St. Simons Island! With three bedrooms, two full baths, a spacious living room and a cheery kitchen, this cozy home offers comfortable everyday living, an inviting layout, abundant natural light, and the perfect blend of charm and functionality. Enjoy the versatility of beautiful outdoor spaces! Newly installed French doors open to a private patio just outside the kitchen - perfect for morning coffee - while a beautiful front pergola offers a shaded retreat from the afternoon sun and a comfortable space to enjoy a great book with a cold glass of lemonade! With a new neighborhood park and within close proximity to a number of popular restaurants and shops, this walkable neighborhood is truly an island gem! A short drive will take you to the beach and all the amenities of the pier village within minutes! No HOA, a new metal roof (installed approximately 6 years ago) and a low maintenance, one level home - don't miss this incredible opportunity to establish your primary residence or add to your investment portfolio on St. Simons Island!

501 Cedar St, St. Simons Island

$419,900

3 Beds ⋅ 3 Baths ⋅ 1661495 MLS

Welcome to easy coastal living in this beautifully maintained 3-bedroom, 2.5-bath condo, perfectly situated in a prime yet peaceful location at the quiet end of Mallery Street. Tucked away from the hustle while still just a short stroll to the pier, ocean, parks, and local dining, this home offers the best of both convenience and tranquility. Ideal as a primary residence or a relaxing second home, the community’s 30-day minimum rental policy helps preserve a more residential, low-turnover atmosphere. Inside, the thoughtfully designed floor plan features durable hardwood flooring throughout the spacious main living area, with tile in the kitchen, dining space, half bath, and sunroom—perfect for low-maintenance coastal living. The kitchen is well-appointed with granite countertops and stainless steel appliances, opening seamlessly into the dining area and sunroom for easy entertaining. Upstairs, you’ll find all three bedrooms, including a bright and airy primary suite with cathedral ceilings that create an open, inviting retreat. Two full bathrooms and a convenient upstairs laundry room add to the home’s functionality. Fresh paint throughout enhances the clean, move-in-ready feel, while abundant storage ensures everything has its place. Whether you're looking for a full-time residence or a coastal getaway, this condo combines comfort, location, and lifestyle in one exceptional offering. Photos coming 4/25/26

1000 Mallery St, St. Simons Island

$389,000

2 Beds ⋅ 3 Baths ⋅ 1660607 MLS

Are you searching for a spacious condo with over 1,600 square feet, plenty of outdoor space, with golf and lagoon views so you can start enjoying island life immediately? Look no further! This generously sized 2-bedroom, 2.5-bathroom condo comes fully furnished (excluding rocking chairs) and is move-in ready. The property has been well cared for over the years and is ready for its new owners. The oversized master bedroom features a private screened porch with views of the 10th fairway and lagoon. The guest bedroom also has its own private balcony, while another screened porch off the living room overlooks the 10th fairway and lagoon. The large living area boasts vaulted ceilings and flows seamlessly into the dining area and eat-in kitchen. Conveniently located in the Sea Palms Golf & Tennis Resort, this condo is just a short stroll from the lively clubhouse, where you can enjoy lunch, dinner, happy hour, and live music events. This is such a fantastic deal with amazing features and a great location!

259 Moss Oak Ln, St. Simons Island

$349,900

2 Beds ⋅ 1 Baths ⋅ 1660555 MLS

BEST BUY ON THE ISLAND! This cozy cottage is the least expensive single-family home on St. Simons Island, it is in an X flood zone and has no HOA fees. This adorable island cottage is close to shopping, restaurants, and the movie theater. Wonderful neighborhood with a wonderful playground nearby. The home features 2 bedrooms and 1 bath, tile floors throughout, and a deck. This low maintenance home is perfect for a weekend getaway home or a full-time residence. Only 4.2 miles to the beach! Don’t miss this opportunity to own a home on beautiful St. Simons Island. This home also has a new roof.

413 Palmetto St, St. Simons Island

$287,500

2 Beds ⋅ 2 Baths ⋅ 1660482 MLS

Much desired 2 bedroom /2 bath condo all on ground level located mid-island. Updated primary bath in 2022 with convenient walk-in shower. HVAC replaced in 2022. In 2024 floors in all living and bedroom areas replaced with LVP flooring. Also new water heater and washer/dryer installed in 2024. Inclosed sunroom opens to outside deck offering an ideal space for outdoor relaxation or small gatherings.Whether you are looking for a full time residence, a vacation getaway, or an investment property, this condo's prime location puts you just minutes away from the island's best dining, shopping, and beaches.Disclosures to be added 03/17/2026Priced to sell "As Is"

892 Wimbledon Dr, St. Simons Island

$465,000

2 Beds ⋅ 2 Baths ⋅ 1661501 MLS ⋅ W BLDG.

This unit is one of the most desirable locations in the Ocean Walk community.Its an easy 8 block stroll to the heartbeat of the island, the village area, to enjoy great restaurants, the library, the pier or lighthouse.This two bedroom two bath downstairs unit is next to a large lap pool that also has a cute bar/kitchen area if you want to entertain while enjoying the beautiful pool. There is also a smaller wading pool for children and comfortable seating on the large pool deck. A beautiful second pool, heated during select winter months is located near the front of the complex, an easy walk. The inside of this end unit has been fully renovated and is ready for you to just unpack and unwind. Fully furnished including linens and comfy beds. The kitchen is ready for you to prepare a great meal to enjoy on your fenced outdoor patio area overlooking the lake. Its also a great place for reading, coffee or cocktails.The windows and sliding door have been updated to energy efficient and better sound proofing quality. The waterproof wood look flooring works perfect for beach life!Short term rentals are allowed in this community if you are interested in offsetting your expenses with rentals part of the year. Its a great way to enjoy the island life with your friends and family while also earning revenue when you cannot be here enjoying island time yourselves.This community has onsite management, two pools, tennis /pickleball courts and allows fishing in the lake. The community is located in a X zone but Ocean Walk is required by the community documents to carry flood insurance and that insurance is included in the association fee of $388 per month. The dues also include water/sewer service! A small playground and fitness center are also available within this beautiful 16 acre complex.There has been a recent plumbing assessment approved, the amount of that assessment is @2890 for a two bedroom unit. This is for lining all sewage lines in the complex.

850 Mallery St, St. Simons Island

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .