St. Augustine Homes under $500,000

St. Augustine Homes under $500,000

Welcome to St. Augustine, Florida – a city where history meets charm and coastal beauty! Nestled in St. Johns County, St. Augustine is the oldest continuously inhabited European-established settlement in the continental United States, boasting a rich tapestry of culture, architecture, and stunning landscapes. With its cobblestone streets, centuries-old Spanish colonial buildings, and picturesque waterfront views, it’s no wonder this enchanting city attracts residents and visitors alike.

For those seeking a slice of this historic paradise, St. Augustine offers an array of homes under $500,000, making it an ideal destination for first-time buyers, families, or anyone looking to invest in a vibrant community. Whether you’re drawn to quaint bungalows near the beach, charming townhouses in the heart of downtown, or spacious single-family homes in family-friendly neighborhoods, there is something for everyone in this diverse market.

Living in St. Augustine means embracing a lifestyle enriched by culture, outdoor activities, and a strong sense of community. Enjoy leisurely strolls through the historic district, savor delicious cuisine at local eateries, or relax on the sandy shores of St. Augustine Beach. With year-round sunshine and a welcoming atmosphere, this city truly embodies the Florida lifestyle.

Don’t miss the chance to call St. Augustine home! Explore our selection of homes under $500,000 and discover the perfect place to create lasting memories in this captivating city. Your dream home awaits in St. Augustine, where history and modern living blend seamlessly.

Newest St. Augustine Homes under $500,000

75 Delwood Way, St. Augustine
$449,000
4 Beds ⋅ 3 Baths ⋅ 2169821 MLS
An assumable 5% mortgage adds outstanding value to this nearly new Toll Brothers end-unit townhome in gated Newbrook at Silverleaf. Built in 2025, this pond-view home offers 4 bedrooms and 3 full baths—a floor plan that is not currently building in the community. The open main level features 8-foot doors and a kitchen with a large island, soft-close cabinetry, lower-cabinet pullouts, gas cooktop, wall oven, microwave, tile backsplash, and stainless-steel appliances. Sliding doors open to a covered paver patio overlooking the pond. A downstairs bedroom and adjacent full bath offer flexibility for guests or a home office. Upstairs, enjoy a spacious loft, a primary suite with a tray ceiling and two walk-in closets, two additional bedrooms, and a laundry room with a sink. The primary bath features dual vanities and a frameless glass shower. Additional finishes include quartz bathroom countertops, raised vanities, and shower tile extending to the ceiling. The downstairs bath features a frameless glass shower, while the upstairs hall bath offers dual vanities and a tub. The kitchen island provides seating and extra cabinetry, and the upstairs loft creates a comfortable second gathering space.A paver driveway and one-car garage with an epoxy floor complement the exterior. There is convenient additional parking adjacent to the property. Enjoy peaceful pond views from the covered paver patio, with lawn extending toward the water. With no CDD fees, residents enjoy access to Silverleaf's pools, tennis and pickleball courts, clubhouse, dog park, and playground. Newbrook's own amenity center is under construction. Washer, dryer, and refrigerator convey. Mortgage assumption is subject to lender approval and buyer qualification

75 Delwood Way, St. Augustine
724 Cabernet Place, St. Augustine
$245,000
2 Beds ⋅ 2 Baths ⋅ 2169753 MLS
Beautifully Updated Townhome with Peaceful Pond Views in Tuscany Village! Discover the perfect combination of style,comfort, and low-maintenance living at 724 Cabernet Place. This Mediterranean-style townhome offers 2 bedrooms, 1.5bathrooms, and 1,280 square feet of thoughtfully designed living space. Step inside to find fresh interior paint, new luxury vinylplank flooring and carpet, and a beautifully enhanced kitchen featuring leathered Dolomite countertops, an oversized breakfastbar, and additional cabinetry for storage. An inviting under-stair nook provides the perfect space for a home office or cozyreading retreat. Outside, relax on your extended paver patio overlooking the peaceful pond. With a new roof in 2024, HVAC in2025, and an HOA that includes exterior maintenance, lawn care, and a community pool, there's plenty to appreciate aboutthis move-in-ready home. Conveniently located near I-95, shopping, restaurants, and historic downtown St. Augustine, this is an opportunity you won'twant to miss. Schedule your showing today!

724 Cabernet Place, St. Augustine
174 Delwood Way, St. Augustine
$399,000
3 Beds ⋅ 3 Baths ⋅ 2169589 MLS
The Castillo offers a lavish floor plan with modern design. An impressive two-story porch opens onto a welcoming foyer, presenting alluring views of the expansive great room, casual dining area, and covered lanai. The expertly crafted kitchen is equipped with a large center island with breakfast bar, pantry, and plenty of counter and cabinet space. On the second floor, the serene primary bedroom suite features a sizable walk-in closet and a spa-like primary bath that offers a dual-sink vanity, a luxe glass-enclosed shower, and a private water closet. Secondary bedrooms feature ample closets and share a large hall bath. Additional highlights include a functional everyday entry, conveniently located laundry on the bedroom level, a powder room off the foyer, and ample additional storage. Enjoy resort style amenities, no CDDs, and a truly low-maintenance lifestyle. Schedule your private tour today!

174 Delwood Way, St. Augustine
178 Delwood Way, St. Augustine
$422,000
3 Beds ⋅ 3 Baths ⋅ 2169583 MLS
New Toll Brothers townhome, ready January 2027! Inside, a light filled great room sets the stage for both easy everyday living and memorable entertaining. The kitchen is styled to impress with crisp shaker cabinetry, quartz countertops, a full stainless steel appliance suite, and a spacious island at its center, while the adjacent casual dining opens through a slider to the covered lanai, where a natural gas line is ready for grilling or a future fire feature. Upstairs, a versatile loft leads to a serene primary suite complete with a spa-inspired bath and walk-in closet, plus two additional bedrooms. Enjoy resort style amenities, no CDDs, and a truly low-maintenance lifestyle. Schedule your private tour today!

178 Delwood Way, St. Augustine
1053 San Remo Road, St. Augustine
$349,000
2 Beds ⋅ 2 Baths ⋅ 2169578 MLS
This 2-bedroom, 2-bath home offers approximately 1,213 square feet of single-story living on a spacious 0.18-acre lot. The home features concrete block construction, an attached one-car garage, central air conditioning, and outdoor patio and porch areas. Located within St. Augustine Shores, residents have access to a variety of community amenities, including walking and biking paths, recreational facilities, tennis and pickleball courts, a fishing pier, and clubhouse amenities, subject to association membership and applicable fees.

1053 San Remo Road, St. Augustine
835 E Watson Road, St. Augustine
$429,900
3 Beds ⋅ 2 Baths ⋅ 2169577 MLS
Priced to sell at $429,900! Enjoy peaceful living in a quiet St. Augustine neighborhood with water views and a private backyard. This well-maintained home offers a spacious kitchen with a large pantry, comfortable living areas, and a Florida room overlooking the backyard and water. The primary suite features a convenient walk-through closet with direct access to the laundry room. Additional highlights include a spacious two-car garage with epoxy flooring and a water softener. Enjoy low HOA fees, no CDD fees, and neighborhood amenities including a community pool and playground. Conveniently located near shopping, dining, beautiful St. Augustine beaches, and historic downtown. A wonderful opportunity to enjoy Florida living with space, privacy, and convenience! Enjoy the combination of comfort, convenience, and peaceful surroundings at 835 E Watson Street. The thoughtfully designed floor plan features a generously sized kitchen with ample storage and a large pantry. The primary bedroom includes a spacious closet connecting directly to the laundry room for added convenience. The Florida room provides additional space to relax while enjoying views of the water and private backyard. A large two-car garage with epoxy flooring offers plenty of room for parking and storage. A water softener is also included. Located in a quiet neighborhood with low HOA fees and no CDD fees, residents enjoy access to a community swimming pool and playground. Shopping, restaurants, beaches, and historic downtown St. Augustine are all within a convenient drive. Offered at $429,900, this property presents an excellent opportunity for buyers seeking a well-maintained home with desirable features, neighborhood amenities, and a peaceful setting.

835 E Watson Road, St. Augustine
100 Silverleaf Village Drive, St. Augustine
$425,000
3 Beds ⋅ 3 Baths ⋅ 2169573 MLS
Coming Soon listing, no showings. Welcome to 100 Silverleaf Village Drive! Built in 2021 by Emerald Homes, this beautiful home offers 2,045 square feet, 3 bedrooms, 2.5 bathrooms, a 2-car garage, and a versatile second-floor loft. The open floor plan connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. The first-floor owner's suite provides privacy and convenience, while upstairs features two additional bedrooms, a full bathroom, laundry room, and spacious loft. Enjoy a fully fenced backyard and covered patio, perfect for outdoor relaxation. Additional highlights include a tankless water heater and ALL appliances conveying, including the washer and dryer! Silverleaf residents enjoy resort-style pools, splash pad, clubhouse, tennis and pickleball courts, playgrounds, dog park, and walking trails. NO CDD FEES! Located in Florida's #1-ranked public school district, with convenient access to shopping, dining, and I-95.

100 Silverleaf Village Drive, St. Augustine
821 Queen Road, St. Augustine
$449,999
3 Beds ⋅ 2 Baths ⋅ 2169543 MLS
YOUR OWN PRIVATE BACKYARD OASIS IN ST. AUGUSTINE SOUTH! Welcome to 821 Queen Road, where space, comfort, and outdoor living come together! Situated on a triple lot in the desirable St. Augustine South neighborhood, this property offers room to spread out, entertain, and enjoy the Florida lifestyle with no HOA or CDD fees. Step outside to your fully fenced backyard retreat featuring a screened-in, in-ground saltwater pool with a liner replaced approximately two years ago and a depth of nearly 6 feet. The outdoor kitchen, complete with a grill and sink, creates the perfect setting for hosting friends and family, while the outdoor shower makes rinsing off after a swim a breeze. There's also a dedicated play area, a storage shed, and a 30-amp RV hookup with a sewer line and pump system, offering added convenience for RV owners and guests. Inside, enjoy a freshly painted interior, LVP and tile flooring, a kitchen island, and plenty of storage. The electric fireplace creates a cozy focal point, while the beautifully renovated primary bathroom feels like your own private retreat, featuring a freestanding soaking tub and a double-head shower. A water softener system adds extra convenience, and the home has also been fully repiped, with major updates including a 2026 septic system, a 2024 AC system, and a water heater replaced in 2022. The roof is approximately 10 years old. Location is another standout! St. Augustine South is a waterfront neighborhood with neighborhood boat ramp access, making it easy to enjoy days out on the water. You're also a short drive from historic downtown St. Augustine, local restaurants, shopping, and the beautiful beaches that make this area so special. With a triple lot, an entertainer's backyard, valuable updates, RV accommodations, and no HOA or CDD fees, this home offers a wonderful opportunity to enjoy the best of the St. Augustine lifestyle. Come see all the possibilities waiting for you at 821 Queen Road!

821 Queen Road, St. Augustine
1225 Brook Forest Drive, St. Augustine
$409,990
3 Beds ⋅ 3 Baths ⋅ 2169474 MLS
* Sample Photos The Madison II B villa offers the perfect blend of convenient main-level living with the versatile space of a second story with a full bath. This beautifully designed home provides three spacious bedrooms on the main floor, ensuring comfort and privacy. One is a Study. The open-concept living area flows seamlessly into a large, inviting kitchen, perfect for everyday meals or entertaining guests. Very well-appointed villa with designer upgrades throughout, such as Premium Brellin Colada Kitchen and Bathroom cabinets, Gourmet Kitchen with Island, Stainless Steel Hood vent, Microwave / Wall Oven Combo with Gas Cooktop, premium flooring in the main living areas, quartz countertop & vanity tops just to name a few! Villa on Preserve Lot...Brook Forest is the A gated community with Private Amenities for residents only in addition to all of the Amenities Silverleaf has to offer. Use Preferred lender for special interest rates and closing costs - some conditions do apply.

1225 Brook Forest Drive, St. Augustine
466 Domenico Circle, St. Augustine
$330,000
2 Beds ⋅ 2 Baths ⋅ 2169459 MLS
On almost a half acre property! Opportunity awaits in this adorable, desirable neighborhood of St. Augustine Shores! This concrete block, ranch-style 2BR/2BA home sits on nearly a half-acre irrigated lot with beautiful golf course views. Features include a one-car garage, laundry room, tile flooring and vinyl plank throughout. Major updates include a new METAL roof, electrical panel, plumbing throughout, Generac whole-house generator, newer a/c, newer hot water heater. Enjoy the golf course view from your backyard, and the neighborhood's sidewalks for walking, jogging, or biking. The Riverview Club is just 2.5 miles away, offering a pool, fishing along the Matanzas River, and more. Nearby Canopy Park provides additional recreation and outdoor enjoyment. Move-in ready, with opportunity to personalize and make it your own. A great opportunity to enjoy the Florida lifestyle in St. Augustine Shores!

466 Domenico Circle, St. Augustine
2017 N Sorrento Hills Road N, St. Augustine
$449,900
5 Beds ⋅ 3 Baths ⋅ 2169358 MLS
Unbeatable Location & Resort-Style Living! Enjoy top-tier community amenities featuring a lap pool, children's zero-entry pool with mushroom spray and slide, lit tennis and pickleball courts, baseball, basketball, playgrounds, scenic walking paths, sand volleyball, and a state-of-the-art fitness center. Golf enthusiasts will love being within 2 miles of two PGA golf courses: King & Bear and Slammer & Squire. Situated in the fastest-growing county in the USA, you are just moments from local shopping and dining, 10 minutes from historic St. Augustine and the beaches, and within walking or biking distance to Florida's #1-ranked school district! Back at home, this property presents an incredible opportunity for buyers looking to bring their vision to life. Featuring a fantastic layout with great bones and solid everyday functionality, the house is ready for your personal touches and updates over time. Outside, the massive lot offers endless possibilities for outdoor living, gardening, or entertaining. Bring your creativity and contractor to unlock this home's full potential and turn it into your dream property!

2017 N Sorrento Hills Road N, St. Augustine
61 Dottie Lane, St. Augustine
$350,000
2 Beds ⋅ 2 Baths ⋅ 2169281 MLS
COUNTRY PEACE + CONVENIENT ST. AUGUSTINE LOCATION! Imagine having the space and privacy on 2.7 acres without giving up convenience! 61 Dottie Lane, St. Augustine, FL 32092. You get that peaceful, tucked-away Florida lifestyle while still being conveniently located near, I-95 International Golf Parkway easy access for commuting and traveling. World Golf Village & nearby shopping groceries, services, restaurants and more. Publix and everyday conveniences, just a short drive away, World Golf Village dining, shopping and recreation nearby. Historic Downtown St. Augustine approximately 20-25 minutes. St. Augustine beaches approximately 25-30 minutes. Jacksonville & the airport easy access via I-95. And when you come home? You leave the hustle and bustle behind and enjoy the quiet, spacious feel of Dottie Lane. It's a great combination of privacy, land, convenience and proximity to everything that makes St. Augustine special.

61 Dottie Lane, St. Augustine
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