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Gated Community Homes for Sale in Saint Augustine, FL

Welcome to your dedicated resource for gated community homes for sale in Saint Augustine, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Saint Augustine, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the gated community properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Gated Community Homes for Sale in Saint Augustine, FL

125 Legendary Drive Unit 208, St Augustine
$249,990
3 Beds ⋅ 3 Baths ⋅ Legends At St Johns Condo Ph 2 SubDv. ⋅ 32092 Zip Code
Discover the perfect blend of comfort, convenience and lifestyle in this beautifully designed 3-bedroom, 3-full-bathroom condo. Featuring an open-concept layout, a desirable split floor plan, and a private garage — all with no CDD fees! Thoughtfully designed for both everyday living and entertaining, the spacious open layout offers flexibility, while the large downstairs storage room provides plenty of room for all your extras. Enjoy a touch of everyday luxury in the spa-like updated primary bathroom, and appreciate the added benefit of a water filtration system for your home. The location is just as impressive! Enjoy the convenience of walking to schools for all grade levels. Sidewalks throughout the area make it easy to stroll to nearby shopping, take a relaxing evening walk or head out for a bike ride. Costco is just one mile away, making everyday errands a breeze! This dog-friendly community offers an incredible array of amenities, including two community pools and a well-equipped, well-maintained gym to support your active lifestyle. With its functional floor plan, desirable features and unbeatable convenience, this is an opportunity you won’t want to miss! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

125 Legendary Drive Unit 208, St Augustine

4250 A1a  S Unit P36, St Augustine
$499,000
2 Beds ⋅ 2 Baths ⋅ Ocean Village Club SubDv. ⋅ 32080 Zip Code
Welcome to this top-floor condo offering beautiful ocean views and the perfect blend of coastal living, thoughtful updates, and investment potential. Inside, you’ll find LVP flooring throughout and an updated kitchen featuring granite countertops and stainless steel appliances. Recent improvements include new windows, new impact-rated sliding glass doors, a new electrical panel, and an updated primary bathroom with a spacious walk-in shower. Fully furnished and currently operating as an active vacation rental, the condo has future bookings already in place and allows for a desirable 3-night minimum stay. This makes it an attractive option for buyers seeking an established vacation rental while still having the flexibility to enjoy it as their own beach getaway. Located within the gated Ocean Village Club community, residents and guests can enjoy two swimming pools, direct beach access, tennis courts, shuffleboard, and a fitness center. HOA fees provide added convenience by including water, sewer, trash, cable, grounds maintenance, gated security, pest control, and exterior maintenance. Whether you’re looking for a coastal retreat, vacation home, or investment property, this condo offers ocean views, resort-style amenities, and a move-in-ready opportunity to enjoy the best of beachside living. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

4250 A1a S Unit P36, St Augustine

6300 S A1a Unit A5 1U, St Augustine
$329,900
2 Beds ⋅ 2 Baths ⋅ Quail Hollow Condos SubDv. ⋅ 32080 Zip Code
Wake up to breathtaking sunrises over the Atlantic and enjoy the soothing ocean breezes from this beautifully updated 2-bedroom, 2-bath beachside condo in the heart of St. Augustine Beach. Fully furnished and completely turn-key, this coastal retreat has been a highly successful Airbnb, offering the perfect opportunity for investment income, a vacation getaway, or full-time coastal living — with short-term rentals allowed. Inside, you’ll find fresh paint, gorgeous new luxury vinyl plank flooring throughout, and an updated kitchen featuring sleek quartz countertops. The open-concept living and dining area flows seamlessly out to the private balcony, where you can sip your morning coffee while watching the sky light up with vibrant sunrise colors and listening to the nearby waves roll in. The spacious primary suite offers a peaceful place to unwind after a day in the sun, while the second bedroom and bath provide comfortable accommodations for family and guests. Every detail has been thoughtfully prepared, making this condo truly move-in or rental ready from day one. Residents and guests enjoy access to the community pool and private gated beach walkover, making it easy to spend your days soaking up the Florida sunshine and salty air. The HOA also covers water, trash, WiFi, beautifully maintained sidewalks, and gated community amenities, helping make ownership both convenient and low maintenance. Located just minutes from the restaurants, shops, fishing pier, and laid-back coastal charm of St. Augustine Beach, this property also offers easy access to historic downtown St. Augustine — the nation’s oldest city — known for its cobblestone streets, rich history, waterfront dining, boutique shopping, art galleries, and year-round events. Whether you spend the day relaxing by the ocean, exploring the historic district, or enjoying live music downtown, this condo places you in the center of everything people love about St. Augustine living.

6300 S A1a Unit A5 1U, St Augustine

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