Monticello Real Estate

Welcome to Monticello, a picturesque subdivision nestled in the heart of South Sarasota, Florida. This charming community offers an idyllic blend of serene living and vibrant lifestyle, making it the perfect place to call home.

Monticello is characterized by its lush landscapes and beautifully manicured lawns, providing residents with a tranquil environment to unwind and enjoy the natural beauty that surrounds them. The architecture in the subdivision showcases a delightful mix of modern designs and classic Floridian styles, ensuring that every home exudes warmth and charm.

Living in Monticello means you’re just a stone’s throw away from the best that South Sarasota has to offer. The area is renowned for its pristine beaches, world-class dining, and boutique shopping experiences. Residents can indulge in the sun-kissed shores of Siesta Key or explore the vibrant local art scene at the nearby galleries and theaters.

Families will appreciate the top-rated schools and community parks that provide ample opportunities for outdoor activities and family gatherings. With a strong sense of community, Monticello hosts various neighborhood events throughout the year, fostering connections among residents and creating lasting friendships.

Conveniently located near major highways, Monticello offers easy access to nearby cities and attractions, making it an ideal spot for those who enjoy the balance of a peaceful retreat and urban conveniences. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Monticello is a welcoming community that promises a fulfilling lifestyle in sunny Florida. Come discover your dream home in Monticello today!

Newest Listings in Monticello

$1,800,000

A4704417 MLS

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, South Sarasota

$2,499,000

5 Beds ⋅ 6 Baths ⋅ A4706713 MLS

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, South Sarasota

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