4401 Midnight Pass Road | $3,995,000

4401 Midnight Pass Road, Sarasota, FL - Pending

4 Beds | 4.5 Baths | 4,875 sq. ft.

Luxury Home for Sale in Sarasota, FL | A4486881

Waterfront Playground on Siesta Key

Secluded waterfront playground on North Siesta Key. Immerse yourself in a rich and many-layered world deeply-rooted in ecology and grounded in place and community. Built on one of the highest natural grades on Siesta Key, this residence draws upon the principles of organic architecture, with interior and exterior in balanced harmony. Affectionately referred to as “Selby of Siesta,” the native landscape is sublime. Each room has a beautiful view of the outdoors where old oak trees create a filtered light canopy over the residence. There’s plenty of room to play, too. The oversize driveway accommodates basketball and skateboarding. The large back lawn is perfect for soccer, football and volleyball. The pool/spa with surrounding decks invite water fun and relaxation. The deep-water dock with 16,000-lbs. boat lift and kayak/paddleboard rack get you out on the water for enjoying the salt life. Private, gated beach access for the exclusive use of Cocoanut Bayou residents.

Inside, high ceilings, skylights and exceptionally large windows create an open space with a calming ambiance. The living room and family room both have fully-pocketed sliding glass doors to the covered back deck with water view. The cook’s kitchen features two islands, gas cooktop with downdraft ventilation, new solid-wood cabinet fronts and quartz countertops. The split floorplan has three bedrooms on one side of the home and the master suite on the other. Each of the four bedrooms has an ensuite bath and sliding glass doors to a covered balcony. The master suite features a large, private loft that can be used to your heart’s desire – meditation room, library, yoga studio, office. From the loft’s balcony, you can see the bay, Siesta Key bridge and beyond. The home’s ground level offers a full floor of non-conforming, conditioned flex space for recreation and storage.

Nature, privacy and the sea. With Sarasota Bay at your back yard and easy access to Florida’s Cultural Coast from your front door, unlock the magic of life which lies at the heart of this enchanted setting. Just 1 mile to Siesta Village and Siesta Beach, 2 miles to shopping and entertainment, 3 miles to Sarasota Memorial Hospital and 4 miles to Downtown Sarasota.

4401 Midnight Pass Road
Sarasota, Florida

Request Information for 4401 Midnight Pass Road, Sarasota, FL

Property Features:
4401 Midnight Pass Road, Sarasota, FL


  • North Siesta Key
  • 0.9 acre with dock on Coconut Bayou
  • Private, gated beach access for the exclusive use of Cocoanut Bayou residents
  • Close to lifestyle amenities:
    – 1.0 mile to Siesta Village
    – 2.0 miles to Siesta Public Beach
    – 2.8 miles to Publix
    – 3.8 miles to Sarasota Memorial Hospital
    – 4.5 miles to Downtown Sarasota

Residence Features

  • Landscape-inspired design with each room having a beautiful view to the outdoors
  • Built on one of the highest natural grades on Siesta Key – 8-ft. above sea level
  • Main floor of residence is 16-ft. above sea level
  • 4,875 sq. ft. A/C | 10,643 sq. ft. total
  • 4 bedrooms, 4.5 baths
  • Office, master suite loft and bonus room
  • High ceilings:
    – 12-ft. in living room
    – 10-ft. in other rooms
  • 3 gas fireplaces
  • • 3-car garage + 2 parking slips + large driveway

Exterior Features

  • 2 gates into property: 1 automated, 1 manual
  • Professionally re-landscaped by Critter Ridge in 2020
  • Old oaks professionally trimmed create a filtered light canopy over the residence
  • Detailed, programmed landscape lighting (approx. 75 fixtures) creates a beautiful nightscape and provides “night lights” for the home’s interior
  • Koi pond with waterfall at entry
  • Oversize shell concrete driveway ground smooth for sports (basketball, skateboards)
  • Pro Dunk basketball goal adjustable from 5’5” to 10’0”
  • Heated pool and spa
  • Large flat yard for playing games (soccer, football, volleyball, etc.)
  • Kayak/paddleboard rack with access to water put-in
  • Deep water dock with 16,000-lbs. boat lift
  • Mature privacy landscape

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