Madeira Heights Real Estate, Homes, Condos for Sale in St Augustine, FL

4 Beds ⋅ 3 Baths ⋅ 2082563 MLS

Tucked away on Anastasia Island, this 4-bedroom, 3-bath gem blends comfort, character, and unbeatable location. Just outside the St. Augustine city limits, you get all the perks of the historic district without the added city taxes. Inside, the home impresses with a distinctive design—from charming barn doors to a cozy natural brick fireplace that anchors the living space. The open kitchen offers plenty of counter space and great lighting, making it a natural gathering spot. With a spacious layout and two separate primary suites, there's room for everyone to spread out and feel at home. Love entertaining? You'll have plenty of space both inside and out, plus an outdoor shower for rinsing off after beach days. The new metal roof, updated plumbing, and fresh paint inside and out give peace of mind, so you can focus on enjoying the lifestyle. And speaking of lifestylethis location can't be beat. Walk to RB Hunt Elementary, Lighthouse Park, the Alligator Farm, Anastasia State Park, and The Amp. Whether you're heading downtown or to the beach, you're only five minutes away in either direction. Best of all? No HOA or CDD fees. Just laid-back island living with everything you need right at your fingertips.

22 Madeira Drive, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$415,000

3 Beds ⋅ 2 Baths ⋅ 2078736 MLS

Coastal Charm with Rental Potential Near St. Augustine's Treasures Looking for an investment opportunity with vacation vibes? This freshly listed 3-bedroom, 2-bathroom home could be your ticket to the good life in sunny Florida! With 1,267 square feet of thoughtfully designed living space, this St. Augustine gem offers the perfect blend of comfort and convenience. Both bathrooms and the kitchen have been updated, giving you modern amenities without the renovation headaches. The entire home is in good condition, ready for you to move in or rent out immediately. Beach lovers rejoice! You're just a short drive from the gorgeous sandy shores of Saint Augustine Beach where you can soak up the Florida sunshine. History buffs will appreciate being close to downtown St. Augustine, America's oldest city, with its cobblestone streets and Spanish colonial architecture. One of the biggest perks? The St. Augustine Amphitheatre (locals call it "The Amp") is within walking distance, putting amazing concerts and events practically in your backyard. After shows, stroll over to The Conch House Restaurant for delicious seafood and tropical drinks. Outdoor enthusiasts will love being near Anastasia State Park, offering pristine beaches, tidal marshes, and maritime hammocks to explore. What's more? No homeowners association or community development district fees to worry about! There's even space to park your boat or recreational vehicle on the property. Whether you're looking for a permanent residence or a lucrative short-term rental opportunity in one of Florida's most visited destinations, this charming home delivers!

1229 Hernandez Boulevard, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$485,000

2 Beds ⋅ 1 Baths ⋅ 2054768 MLS

*SELLER MOTIVATED* Nestled on a picturesque, high and dry lot, this 1958-built, concrete block home embodies vintage charm and comfortable living surrounded by mature landscaping. The 1,512 square feet of living space welcomes you with the warmth of original hardwood floors that span throughout most of the cottage, preserving the home's mid-century character. In the heart of the living room, a rustic wood stove adds a cozy ambiance, inviting you to unwind with a good book or gather with friends on chilly evenings. At the back of the home, the spacious kitchen flows seamlessly into a cozy family room and a charming dining area bathed in natural light, perfect for intimate dinners or hosting guests. Just off the kitchen, you will step out to a versatile workshop, offering abundant storage or creative space, with a convenient 2-bay carport adjacent for covered parking. Back inside, two comfortable bedrooms and a thoughtfully designed bathroom strike a balance between timeless appeal and modern function.The expansive lot sits high and dry providing plenty of outdoor potential, perfect for gardening or creating your own outdoor oasis. This cottage is a haven of nostalgia, blending classic style with practical spaces for modern living. Tucked away in the heart of Anastasia Island while benefiting from the location that offers lower property tax rates. This home is a minute drive from the Amphitheater and just minutes away from the beach, shopping and dining. Welcome home!

20 Franciscan Way, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$390,000

2 Beds ⋅ 1 Baths ⋅ 2030728 MLS

Located on Anastasia Island in the sought after family filled neighborhood of Madeira Heights, where beautiful Live Oaks abound and the elevations are high and dry. A truly unbeatable location within walking distance to the amphitheater, Anastasia State Park, and a short bike ride to downtown. This 2 bedroom 1 bath fixer-upper has loads of potential and can be transformed into a truly amazing property. The concrete block home is on a crawl space, has a large in-ground pool, and a big backyard that's perfect for building the addition that was once permitted for the property. No flood insurance is required and the home is also in the R.B. Hunt school district. Schedule a showing today and don't miss out on this rare opportunity!

12 Madeira Drive, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$745,000

3 Beds ⋅ 3 Baths ⋅ 2030123 MLS

Welcome to your private oasis! This immaculately kept home offers a unique blend of comfort and luxury nestled in a beautifully landscaped lot, featuring rare and exquisite plantings. From the moment you pull in, you'll feel the serene and inviting atmosphere that sets this home apart. The interior is thoughtfully designed with modern amenities and tasteful finishes, ensuring a comfortable lifestyle. The screened-in back porch is perfect for enjoying the outdoors, making it an ideal spot for morning coffee or evening relaxation. The backyard is a true highlight, offering plenty of room for a pool, creating endless possibilities for outdoor entertainment and leisure. The home is close proximity to so much of what makes living on the Island so special. You are walking distance to; RB Hunt Elementary School, Anastasia State Park, The St. Augustine Amp and farmers market. Also, many local wonderful restaurants and downtown Saint Augustine. The opportunity to make it your own won't last! Don't miss out on making this your own personal paradise!

21B Casanova Road, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$502,000

2 Beds ⋅ 2 Baths ⋅ 1239057 MLS

Step inside and experience the inviting atmosphere of this modern-designed home in Madeira Heights on Anastasia Island. This residence boasts 2 bedrooms, 2 baths, and an additional non-conforming bedroom/office, making it an ideal space for families, individuals, or investors seeking a prime short-term rental. Crown molding can be found in every room along with custom cabinetry and built-ins offering ample storage space throughout.The hardwood floors have been refurbished, bringing warmth and character to the living spaces. Outside, the well-maintained grounds are equipped with a new well and pump installed in 2021. An expansive, concrete circular drive provides convenience and plenty of parking space for you and your guests. The standing seam metal roof adds a touch of sophistication, while the plantation shutters throughout provide privacy. Enjoy outdoor living on the screened back porch, featuring no-see-um screens that allow you to enjoy the outdoors without the nuisance of insects. Additional perks include a spacious 1 car garage built extra deep and wide to accommodate a washer/dryer and workshop, being positioned in flood zone X with an elevation of 17 feet above sea level, an updated 200-amp electrical service and plumbing systems, and a transfer switch for auxiliary generator power with a 120-gallon buried propane tank to ensure constant supply to a tankless propane water heater. Other exterior upgrades include a gutter system, complete with leaf guards, new septic and drain field (2017), and hurricane impact windows. Beyond the comfort of your home, an array of entertainment and leisure options await. Enjoy a stroll to The St. Augustine Amphitheater for the Saturday Farmers Market or exciting concerts, Anastasia State Park for a trip to the beach or to walk the nature trails, or Lighthouse Park and boat ramp. Downtown St. Augustine is a short bike or car ride away, where you can explore the local shops and restaurants that offer a variety of experiences to suit your tastes and lifestyle.

3 Madeira Drive, St. Augustine

Listing courtesy of SUPERIOR REAL ESTATE SERVICES LLC.

Selling Office: .

$1,395,000

5 Beds ⋅ 4 Baths ⋅ 1242415 MLS

Living within the city limits in the nations oldest town has it's advantages, but rarely are they combined in a manifestation of such beautiful outdoor living. The owner's creative inspiration led to somewhere between an Old Florida and a Zen retreat, resulting in a home surrounded by contemplative garden spaces and a gorgeous pool visually beguiling from the interiors. A home where a contemporary aesthetic blends with architecturally distinctive vintage finds resulting in a sensibility that flows seamlessly from indoors to outdoors. The moment one enters the home the sun beckons the eye towards a series of open living spaces, past the welcoming marble tiled entry, into a spacious living and dining area, luring you into an adjacent kitchen filled with gorgeous blue accents. From the steel blue cabinetry to the stained glass window, and marbled veining in the solid stone countertops this color evokes a calmness and serenity that is felt throughout the home. The kitchen, purposely designed for cooking and entertaining, is outfitted with double ovens, a warming drawer, double wine refrigerators, and a Meile coffee center. That perfect cup of coffee is even better in the sunny breakfast room that opens to lush gardens. So many unique spaces to fall in love with in this home ....a generously appointed media room that opens to the outdoors, a cozy and chic "girly" room with it's embroidered & upholstered reading nook, the generously sized master with French doors opening to the beach entry pool, and a frosted glass slider separating it's luxurious bath. Two additional ensuite bedrooms and a huge gym/office bedroom space account for five bedrooms, possibly six. Bonus spaces like a dedicated utility room and a "Barbie" garage with three car bays, shark finished flooring, and fantastic storage are an unexpected perk in this home, along with the beautiful lighting, tilework, and finishes. An enormous screened cage incorporates the pool and deck blurring lines between indoors and out. Gorgeous plantings, a labyrinth, stone beds, fire pits, ovens, and raised herb planters welcome a contemplative series of garden spaces in which to relax. A perfect balance for both entertaining and a haven for creative functionality this home checks so many boxes. Enjoy all that living the island life offers. Close enough to the state park beach for biking, a five minute ride to historic downtown, and a short walk to the Saturday morning amphitheater farmers market and concerts. (The bones of the original structure date to 1930, but the "effective date" of this home is 2008.) Many furnishings are negotiable with an accepted offer.

27 Casanova Road, St. Augustine

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$530,000

4 Beds ⋅ 2 Baths ⋅ 1239965 MLS

Welcome to this wonderful concrete block family home located on Anastasia island featuring four bedrooms, two baths, an office, striking wood floors, and a spacious new kitchen. Located in the highly sought after neighborhood of Madeira Heights where the elevations are high and the taxes are low. Use this property as a vacation rental or make this your forever home on the Island! Convenience is key, within walking distance to the amphitheater, Anastasia State Park, Lighthouse and the Alligator Farm. Ride your bike or walk the beautiful sidewalks to the beach, RB Hunt Elementary, or downtown. Located in Flood Zone X and outside of city limits with no HOA. Spacious open floor plan is great for entertaining. Recently remodeled kitchen features upscale custom cabinetry, upgraded appliances, quartz countertops, tiled backsplash, recessed lighting, a breakfast bar, and a separate pantry with wood shelves. The adjacent dining room has striking wood floors and direct access to the family room and living room. The private outdoor living space features lush landscaping, a spacious lanai with covered patio, paver patio, fenced backyard, plenty of room for a pool, and a large storage shed with air conditioning and wood floors. This home has all the space you'll ever need for all of your toys as well as a RV 30-amp electric hook up, and a driveway that leads to a one-car carport with laundry and storage. Plumbing and electric have been updated, as well as the new metal roof, is less than two years old. Call today for a private tour.

14 Franciscan Way, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

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