Middleton Real Estate

Welcome to Middleton, a charming subdivision nestled in the heart of St. Augustine, Florida, within the picturesque St. Johns County. This enchanting community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat in the Sunshine State.

Middleton boasts beautifully designed homes that reflect a variety of architectural styles, ensuring there’s something for everyone. The community is thoughtfully laid out, featuring lush green spaces, scenic walking trails, and inviting parks that encourage outdoor activities and foster a sense of community among neighbors. Picture yourself enjoying leisurely strolls or hosting weekend barbecues in your spacious backyard while basking in the warm Florida sun.

One of the standout features of Middleton is its proximity to the historic charm of St. Augustine. Just a short drive away, you can explore the rich history, vibrant arts scene, and delightful dining options that this coastal city has to offer. From the iconic Castillo de San Marcos to the stunning beaches of Anastasia State Park, residents can indulge in a variety of recreational activities and cultural experiences.

Families will appreciate the highly-rated schools in the area, ensuring that children receive a quality education close to home. With a welcoming atmosphere and a strong sense of community, Middleton is not just a place to live; it’s a place to thrive. Whether you’re looking to settle down or invest in a vacation home, Middleton in St. Augustine is a hidden gem waiting to be discovered. Come and experience the charm of this delightful subdivision today!

Newest Listings in Middleton

$699,900

2 Beds ⋅ 2 Baths ⋅ 2164344 MLS

Discover the possibilities with this unique coastal property just minutes from the beach, a convenient boat ramp, fishing the intracoastal waterway, and local shopping, grocery, dining, and amenities. The existing home offers an exciting fixer-upper opportunity--renovate it to suit your vision or explore the potential to tear down and build your dream home. All four lots convey with the property, offering additional possibilities for one or more homes, subject to applicable approvals. Buyers should independently verify if buildable, lot use, zoning, permitting requirements, utilities, and development options with the county building and zoning departments. Bring your plans and imagination to this exceptional coastal opportunity!

6848 Middleton Avenue, St. Augustine

$589,900

2 Beds ⋅ 2 Baths ⋅ 2160270 MLS

LOCATION! ALL OFFERS WILL BE CONSIDERED! Beautiful Crescent Beach, known for surfing, fishing, boating, kayaking, and its laid-back coastal lifestyle. This charming vintage cottage was extensively renovated in 2017 and features vaulted ceilings with exposed beams, a cozy sunroom, custom cabinetry, granite countertops, and black stainless-steel appliances. No HOA! Sold AS-IS and fully furnished with recently updated furniture. Currently operated as an active, successful short-term rental--a great investment opportunity for someone looking for a turnkey, ready-to-go Airbnb business, vacation home, or primary residence.Preferred lender offers up to a $600 appraisal credit and flexible financing options for foreign nationals, investors, and non-permanent U.S. residents.

6880 Middleton Avenue, St. Augustine

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The data relating to real estate listings on this website comes in part from the Internet Data Exchange (IDX) program of Multiple Listing Service of Southern Arizona. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listings provided by brokerages other than Integrity One Properties are identified with the MLSSAZ IDX Logo. All Information Is Deemed Reliable But Is Not Guaranteed Accurate. Listing information Copyright 2026 MLS of Southern Arizona. All Rights Reserved.