Monticello Real Estate

Welcome to Monticello, a charming subdivision nestled in the heart of South Sarasota, Florida. This picturesque community offers a perfect blend of tranquility and convenience, making it an ideal place to call home for families, retirees, and everyone in between.

Monticello is characterized by its beautifully landscaped streets, where mature trees provide shade and a sense of serenity. The neighborhood features a variety of well-designed homes, each showcasing unique architectural styles that cater to diverse tastes. Whether you’re looking for a cozy single-family residence or a spacious family home, Monticello has something to suit every lifestyle.

One of the standout features of Monticello is its prime location. Residents enjoy easy access to some of the best amenities Sarasota has to offer, including world-class dining, shopping, and entertainment options. The stunning beaches of Siesta Key and Lido Key are just a short drive away, allowing you to soak up the sun and enjoy the warm Gulf waters whenever you please.

For families, Monticello boasts proximity to highly-rated schools, parks, and recreational facilities, making it an excellent choice for those with children. Additionally, the community fosters a friendly atmosphere, encouraging neighbors to connect and engage through various local events and activities.

With its inviting atmosphere, beautiful homes, and convenient location, Monticello in South Sarasota is more than just a neighborhood; it’s a place where memories are made and lives are enriched. Come discover the charm of Monticello and see why so many are proud to call it home!

Newest Listings in Monticello

$1,800,000

Monticello SubDv. ⋅ 34231 Zip Code

Rare opportunity to build your dream waterfront home on this approximately ¼-acre vacant lot with direct access to Sarasota Bay. Located on desirable Montclair Drive, this property features a newer seawall and offers the perfect setting for a custom residence with water views and boating access. Enjoy the best of Sarasota waterfront living while creating a home designed specifically for your lifestyle. Conveniently located near Sarasota's beaches, dining, shopping, and downtown amenities. Bring your builder and start planning your waterfront retreat!

LOT 12 Montclair Drive, Sarasota

$2,479,000

5 Beds ⋅ 6 Baths ⋅ Monticello SubDv. ⋅ 34231 Zip Code

EXCEPTIONAL CUSTOM LUXURY HOME ON COQUINA ISLAND! One-of-a-kind 5BR/5.5BA custom residence offering 4,000+ SF of luxurious and enjoyable modern coastal living on an exceptional homesite. The open, flexible floor plan features a dramatic great room with 13' ceilings, floor-to-ceiling windows, custom open staircases, and beautiful wood and tile flooring. The gourmet chef's kitchen boasts premium appliances, oversized island, double wall ovens, coffee bar, and expansive walk-in pantry. Main-level primary suite features two custom walk-in closets and luxurious ensuite bath. Multiple private decks and a spacious paver lanai overlook the heated PebbleTec saltwater pool and spillover spa. Designed for effortless entertaining, the resort-style outdoor living area includes an outdoor kitchen with marine-grade cabinetry, tropical landscaping, and professionally designed hardscape. A separate living space with private entrance includes its own great room, full kitchen, bedroom, bathroom, laundry room, and private balcony—ideal for extended family, guests, a private retreat, or other lifestyle needs. Additional highlights include a 38' wide polyaspartic garage with lift potential, three HVAC systems/zones, sound insulation, extensive structured wiring, 19 speakers, eight security cameras, indoor/outdoor Wi-Fi mesh, custom storage, private irrigation well, and LED-lit circular paver driveway. Located on desirable Coquina Island, close to Siesta Key Beach, Phillippi Mansion Park, Sarasota Memorial Hospital, downtown Sarasota, Selby Gardens, shopping, and dining. Exceptional architectural design, luxury amenities, flexible living spaces, and outstanding indoor-outdoor living—all offered below estimated replacement cost. Elevator addition specifics available.

2110 Michele Drive, Sarasota

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