335-St Augustine South Homes under $500,000

335-St Augustine South Homes under $500,000

Welcome to St. Augustine South, a picturesque neighborhood nestled in the heart of St. Johns County, Florida. Known for its serene atmosphere and close-knit community, this charming area offers a perfect blend of natural beauty and suburban convenience. Just a stone's throw away from the historic city of St. Augustine, residents enjoy easy access to stunning beaches, vibrant cultural attractions, and a variety of recreational activities.

St. Augustine South is characterized by its lush landscapes, mature trees, and friendly neighbors, making it an ideal place for families, retirees, and everyone in between. The neighborhood boasts a variety of homes, many of which are available for under $500,000, making it an attractive option for first-time buyers or those looking to downsize without sacrificing quality of life. These homes often feature spacious layouts, modern amenities, and charming outdoor spaces, perfect for enjoying the warm Florida sunshine.

In addition to the affordable housing options, St. Augustine South offers a wealth of local amenities. Residents can take advantage of nearby parks, walking trails, and waterfront access for kayaking and fishing. With excellent schools and a strong sense of community, it's no wonder that this neighborhood is a sought-after destination for those looking to settle down in the Sunshine State.

Whether you're drawn to the historical charm of St. Augustine or the peaceful ambiance of St. Augustine South, you'll find a welcoming community and a beautiful place to call home. Come explore the possibilities today!

Newest 335-St Augustine South Homes under $500,000

239 Cornell Road, St. Augustine
$379,000
3 Beds ⋅ 2 Baths ⋅ 2167551 MLS
Welcome to 239 Cornell Road in desirable St. Augustine South! This well-maintained, move-in ready 3-bedroom, 2-bath home offers 1,662 sqft of living space plus a versatile bonus room. Built in 1993 with durable concrete block construction and shell dash siding, the home features a new A/C installed in 2026 and complete replumbing in 2025. Tile flooring throughout and abundant natural light create a bright, comfortable living space. Situated on three lots, the property offers a spacious 2-car garage and fully fenced yard with plenty of room for a boat or recreational equipment. Recent updates include a new water heater, glass-top stove, and dishwasher. Enjoy neighborhood boat ramps and a convenient location just 10 minutes from St. Augustine Beach and historic downtown. Whether you're looking for a full-time residence, second home, or a property with plenty of outdoor space to enjoy all that coastal St. Augustine has to offer, 239 Cornell Road is ready to welcome you home!

239 Cornell Road, St. Augustine
408 St Augustine South Drive, St. Augustine
$499,500
4 Beds ⋅ 2 Baths ⋅ 2167089 MLS
Welcome to your opportunity to own a brand-new home in one of St. Augustine's most desirable and convenient locations! Built by Turner's Construction, this thoughtfully designed 4-bedroom, 2-bathroom home offers approximately 1,600 square feet of modern living space. Positioned on a high-elevation homesite, this property provides added peace of mind and picturesque surroundings, backing up to a county preserve—ensuring no rear neighbors. Outdoor enthusiasts will love being just down the street from the Intracoastal Waterway, with two nearby boat launches making it easy to spend your days on the water. Inside, the home showcases stylish and durable luxury vinyl plank flooring, elegant quartz countertops, and an open layout highlighted by a soaring vaulted ceiling in the main living area. Additional features include a spacious 2-car garage and the freedom of no HOA or CDD fees—giving you flexibility without added restrictions or costs. Ideally located just minutes from downtown St. Augustine and its historic charm, dining, and shopping, this home blends modern comfort with an unbeatable lifestyle. Don't miss your chance to own new construction in a prime location!

408 St Augustine South Drive, St. Augustine
601 Prince Road, St. Augustine
$429,000
3 Beds ⋅ 3 Baths ⋅ 2166957 MLS
Welcome to this charming 3-bedroom, 2.5-bath home in the highly desirable St Augustine South community! Offering 2,291 square feet of living space, this brick exterior home sits proudly on a spacious corner lot shaded by beautiful mature oak trees and features a welcoming circular driveway for added curb appeal and convenience. Inside, you'll find a warm and inviting layout with plenty of room to spread out. The kitchen is designed for both functionality and style, featuring tall white cabinetry, granite countertops, and stainless steel appliances. The living room serves as the heart of the home with a cozy wood-burning fireplace accented by a stunning brick and wood surround, creating the perfect gathering space. Double French doors lead from the living room into a bright Florida room, ideal for relaxing, entertaining, or enjoying year-round indoor-outdoor living. The converted garage adds valuable flex space and includes its own half bathroom, making it perfect for a bonus room, home office, playroom, gym, or guest retreat. Step outside to enjoy the fully fenced backyard with plenty of room for pets, gatherings, or future outdoor enhancements. Conveniently located just a short distance from US-1, this home offers quick access to shopping, dining, and everyday conveniences while being only minutes from historic downtown St. Augustine and the sandy shores of St. Augustine Beach. This is a wonderful opportunity to enjoy the best of St. Augustine living in an established neighborhood full of character and charm!

601 Prince Road, St. Augustine
302 Shore Drive, St. Augustine
$319,900
2 Beds ⋅ 1 Baths ⋅ 2165406 MLS
Charming brick home in a fantastic St. Augustine location! This well-maintained 2-bedroom, 1-bath residence offers timeless appeal, beautiful wood flooring, and a spacious lot with plenty of room to enjoy the outdoors. The classic brick exterior adds character and durability, while the inviting interior provides a warm and comfortable atmosphere. The generous lot offers flexibility for outdoor entertaining, gardening, recreation, or future possibilities. Conveniently located close to shopping, dining, schools, historic St. Augustine, and area beaches, this home offers the perfect combination of comfort, location, and value. Whether you're looking for a full-time residence, investment property, or a charming Florida getaway, 302 Shore Drive is a wonderful opportunity in one of St. Augustine's highly desirable areas.

302 Shore Drive, St. Augustine
118 Bobwhite Road, St. Augustine
$465,500
3 Beds ⋅ 2 Baths ⋅ 2165284 MLS
Discover the potential of this property at 118 Bob White Road, St. Augustine, FL 32086. A great opportunity to bring your vision to life in a desirable St. Augustine location. Convenient to local amenities, shopping, dining, and the charm of St. Augustine. Don't miss the chance to make this property your own. Contact us today for more information!

118 Bobwhite Road, St. Augustine
108 Mohegan Road, St. Augustine
$350,000
3 Beds ⋅ 2 Baths ⋅ 2164428 MLS
Charm, space, and endless opportunity await in the highly sought-after St. Augustine South community! This 3-bedroom, 2-bathroom home is a true diamond in the rough, offering the perfect canvas for the buyer ready to bring their vision to life. Inside, you'll find a spacious layout highlighted by a beautiful skylight that fills the home with natural light, along with a generous walk-in closet offering plenty of storage. Buyers can also enjoy real peace of mind on major systems, with a 2017 roof, 2016 AC, and a brand-new 2025 water heater already in place. Outside, a handy storage shed adds even more functional space for tools, hobbies, or extra storage. Sitting on a comfortable lot in one of St. Augustine's most beloved neighborhoods, this home puts you just minutes from historic downtown St. Augustine, pristine beaches, top-rated dining, and everyday conveniences. Whether you're an investor, a renovator, or a buyer looking to create your dream home, this property is bursting with potential and ready for your personal touch. Bring your imagination and make this Mohegan Rd gem shine again - opportunities like this don't come around often!

108 Mohegan Road, St. Augustine
602 St Augustine South Drive, St. Augustine
$499,000
3 Beds ⋅ 2 Baths ⋅ 2163502 MLS
This POOL HOME on a prime CORNER LOT in ST. AUGUSTINE SOUTH is a MUST-SEE! Conveniently located, this home has 3 bedrooms, 2 full baths, a 2-CAR GARAGE, & COVERED RV/BOAT PARKING. The open floor plan includes a family room w/ vaulted ceilings & an ELECTRIC FIREPLACE surrounded by shiplap. The kitchen has GRAY SHAKER CABINETRY w/ quartz counters & stainless appliances. The owner's suite is large in size w/ TWO WALK-IN CLOSETS, & the renovated owner's bath has a double vanity & WALK-IN SHOWER w/ glass door & enclosure. Outside, the 3-SEASONS ROOM is heated/cooled by a mini-split system (not included in conditioned sq ft of home) & is complemented by a wet bar area w/ an undercounter refrigerator. The HEATED POOL doesn't disappoint, & the SCREEN ENCLOSURE makes for easy care. Store your toys under the COVERED RV/BOAT PARKING w/ a separate gravel drive. Metal Roof is 2014; re-piped in 2015. Enjoy living near the beach, St. Augustine, the Intracoastal, & much more. Don't miss this home!

602 St Augustine South Drive, St. Augustine
155 Hawthorne Road, St. Augustine
$415,000
3 Beds ⋅ 2 Baths ⋅ 2158436 MLS
Welcome to 155 Hawthorne Road, located in a beautiful waterside community, featuring 3 spacious bedrooms, 2 bathrooms and a two car garage. in a highly desirable open-concept layout designed for modern living. Home features a newly remodeled kitchen, updated bathrooms, and custom lighting. A wood burning fireplace creates a cozy ambience on cool days. Enjoy your spacious screened patio complete - perfect for entertaining guests or relaxing un the stars. Patio pavers and large wooden deck enhance your beautiful yard. The intracoastal is right around the corner with a public boat ramp.

155 Hawthorne Road, St. Augustine
426 Jasmine Road, St. Augustine South
$429,000
3 Beds ⋅ 2 Baths ⋅ 2157135 MLS
A great location, a long list of updates, and a backyard made for enjoying Florida--this St. Augustine South home checks a lot of boxes. The open living space features a custom curved fireplace, luxury vinyl plank flooring, West Elm lighting, fresh paint, modern baseboards, and updated trim. The kitchen features quartz countertops, two-tone soft-close cabinetry, and brand-new Whirlpool stainless steel appliances. Both bathrooms have been remodeled with vertical stacked-tile showers, a new tub, premium Moen fixtures, and modern finishes. Major improvements include a new roof, electrical panel, water heater, and septic system. Fresh exterior paint, a finished garage, and a fenced backyard with new sod and landscaping complete the home. Just minutes from historic Downtown St. Augustine, with a public boat ramp at the end of the street.

426 Jasmine Road, St. Augustine South
178 Segovia Road, St. Augustine
$429,900
3 Beds ⋅ 2 Baths ⋅ 2149644 MLS
Welcome to 178 Segovia Road, a 3-bedroom, 2-bath pool home with a flex room located in the sought-after St. Augustine South community. Major updates include a new roof (2026), new HVAC system (2026), septic replacement (2023), home re-piped (2021), fresh interior and exterior paint, garage door opener (2025), updated kitchen cabinetry (2025), pool pump (2025), and porcelain flooring throughout. Step inside to a bright and inviting layout featuring natural light and character throughout. The main living area showcases skylights with remote-controlled blinds, updated ceiling fans, warm wood accents, and a beautiful stone fireplace. Designed for Florida indoor/outdoor living, the fully fenced backyard offers plenty of space to relax and entertain with a pool featuring a peaceful waterfall, pool lighting for evening swims, outdoor lighting around the pool area and walkways, and a covered outdoor seating area (installed 2025). The additional fenced side yards offer flexible use, while the 10x12 storage shed provides additional storage. Located minutes from the Intracoastal Waterway, beaches, historic downtown St. Augustine, shopping, dining, UF Health Flagler Hospital, nearby parks, and two public boat ramps. Enjoy coastal convenience, thoughtful updates, and outdoor living without the restrictions of an HOA.

178 Segovia Road, St. Augustine
409 Lobelia Road, St. Augustine
$449,000
4 Beds ⋅ 2 Baths ⋅ 2149556 MLS
Perfectly positioned on a generous TRIPLE LOT along a quiet, sought-after street, this beautifully maintained 4-bedroom, 2-bath home is nestled in the beloved St. Augustine South community, offering two community boat ramps to the Intracoastal Waterway, scenic walking trails, and NO HOA or CDD fees. Located in preferred Flood Zone X, the fully fenced yard provides space for your boat, RV, or trailer, plus an oversized shed with electricity- ideal for your workshop, hobbies, or additional storage. Major updates, including a 2021 roof and full-home replumb, provide lasting value and added peace of mind. Inside, this home is anything but cookie-cutter! The inviting open-concept design showcases heart pine butcher block countertops, a tile backsplash, breakfast bar seating, a newer refrigerator, an upgraded sink, and a seamless flow for effortless living. The spacious primary suite feels like a private retreat, complete with an ensuite bath and dual sinks. A versatile fourth bedroom offers flexibility for a home office, guest suite, nursery, or even multi-generational living. Step outside to your own private backyard paradise, where expansive space and multiple outdoor living areas invite you to relax, entertain, and savor Florida living at its best. The generous .28acre yard provides room for pets, play, and a future pool, while multiple decks, a screened porch with bar area, and a jasmine-covered pergola create the perfect backdrop for grilling, chilling, and enjoying the outdoors. A raised garden bed is ready for whatever you love to grow. Enjoy a prime location just minutes from St. Augustine Beach and Historic Downtown St. Augustine, with convenient access to shopping, dining, medical facilities, and top-rated St. Johns County schools. Whether you're searching for a primary residence, vacation home, or investment opportunity, this move-in ready property offers exceptional flexibility with short-term rentals allowed. Looking for space, privacy, and effortless Florida living? Welcome home to 409 Lobelia Road!

409 Lobelia Road, St. Augustine
1348 Prince Road, St. Augustine
$369,000
4 Beds ⋅ 2 Baths ⋅ 2148906 MLS
Welcome to this beautifully updated & meticulously maintained 4 bedroom, 2 bathroom home offering approximately 1,500 sqft of comfortable living. Pride of ownership shines throughout with major system upgrades for peace of mind, including a full plumbing repipe completed less than 5 years ago, a newer roof, newer HVAC system, & water heater within the last 2-5 years. Inside, you'll find a warm & inviting layout highlighted by a charming fireplace that creates the perfect gathering space for family & friends. The homes thoughtful updates & exceptional care make it truly move-in ready. Step outside to discover your own private backyard retreat. The well-maintained outdoor space features lush landscaping, a relaxing backyard oasis perfect for entertaining or unwinding, & a versatile tool shed/workshop offering ample storage and workspace for hobbies, projects, or gardening. Combining modern updates, functional living space, & an outstanding outdoor setting you won't want to miss out on.

1348 Prince Road, St. Augustine
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