8585 MIDNIGHT PASS ROAD SARASOTA FL 34242 MLS #A4660258

A Private Legacy Estate on Siesta Key—Tucked behind a private gate and walled perimeter on one of Siesta Key’s largest
residential parcels, this majestic waterfront estate offers a rare opportunity to own a
generational property of striking character, scale, and serenity. Set on 1.6 lushly
landscaped acres with 132 feet of direct frontage on Little Sarasota Bay, the residence
is introduced by a long, winding paver drive, framed by mature oaks and a tranquil pond
with fountain — a cinematic approach that sets the tone for what’s to come.
Designed for those who value privacy without compromise, the estate offers a seamless
blend of timeless architecture, expansive outdoor living, and exclusive access to both
the bay and the beach. In addition to its commanding bayfront presence, the property
includes deeded private Gulf beach access just across the way — an extremely rare
amenity for bayfront living on Siesta Key.
Custom built in 2002 and surrounded by multi-level terraces, the 5,727 sq ft residence
captures sweeping eastern views of the intracoastal waterway from nearly every
principal room. A dramatic two-story foyer opens to the grand living room, where 20-foot
ceilings, triple sets of French doors, and a carved gas fireplace frame the water beyond.
The formal dining room features a crystal chandelier, intricate ceiling medallion, and
custom wainscoting — perfect for elegant gatherings.
The newly updated kitchen features 42-inch cabinetry, Carrara marble countertops, a
professional Wolf gas range, Sub-Zero refrigerator, center island, and an oversized
walk-in pantry. It opens naturally to the breakfast and family rooms, all with direct
access to the terrace and bayfront views. The richly paneled cherry library offers a
handsome retreat, complete with fireplace, built-ins, and a tin ceiling, along with terrace
access.
The second-floor primary suite is a luxurious escape with a private bayfront terrace, 13-
foot ceilings, sitting area with fireplace, dual custom walk-in closets, and a marble-clad
bath with soaking tub, dual vanities, and walk-in shower. Three additional en-suite
bedrooms — including one on the main level — provide comfortable accommodations
for guests or multi-generational living.
A heated saltwater infinity-edge pool with spillover spa anchors the outdoor living
spaces, enhanced by tropical landscaping, landscape lighting, and a covered patio ideal
for alfresco dining. Car collectors will appreciate the garage space for 10+ vehicles
beneath the main living level, with dual side entry, elevator access, and climate-controlled
storage.
Additional features include a greenhouse, whole-house fire sprinkler system, natural
gas, hurricane shutters and impact screens, and irrigation via private well. Located just
minutes from Siesta Key Village and downtown Sarasota, this estate offers an
unmatched combination of privacy, beauty, and legacy potential in one of Florida’s most
coveted coastal communities.