A private legacy estate on Siesta Key. 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 the bay and 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-square-foot 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 — ideal 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-plus 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. 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 desired coastal communities.
For sale
$7,390,000
8585 Midnight Pass Rd, Sarasota, FL 34242
4beds
5,727sqft
Est.:
Single Family Residence
Built in 2002
1.59 Acres Lot
$-- Zestimate®
$1,290/sqft
$-- HOA
What's special
Carved gas fireplaceTranquil pond with fountainNewly updated kitchenHeated saltwater infinity-edge poolMature oaksMajestic waterfront estateExpansive outdoor living
- 241 days |
- 974 |
- 31 |
Zillow last checked: 7 hours ago
Listing updated: December 24, 2025 at 06:28am
Listing Provided by:
Mike Warm, LLC 941-525-2740,
PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000
Source: Stellar MLS,MLS#: A4660258
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room, Storage Rooms
Primary bedroom
- Features: Built-In Shelving, Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 414 Square Feet
- Dimensions: 18x23
Bedroom 2
- Features: Ceiling Fan(s), En Suite Bathroom, Shower No Tub, Stone Counters, Window/Skylight in Bath, Walk-In Closet(s)
- Level: First
- Area: 224 Square Feet
- Dimensions: 14x16
Bedroom 3
- Features: Ceiling Fan(s), En Suite Bathroom, Shower No Tub, Stone Counters, Window/Skylight in Bath, Walk-In Closet(s)
- Level: Second
- Area: 187 Square Feet
- Dimensions: 11x17
Bedroom 4
- Features: Built-In Shelving, Ceiling Fan(s), Claw Foot Tub, En Suite Bathroom, Sink - Pedestal, Window/Skylight in Bath, Built-in Closet
- Level: Second
- Area: 192 Square Feet
- Dimensions: 12x16
Primary bathroom
- Features: Bath w Spa/Hydro Massage Tub, Built-In Shower Bench, Ceiling Fan(s), Dual Sinks, Makeup/Vanity Space, Multiple Shower Heads, Rain Shower Head, Split Vanities, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet, Window/Skylight in Bath, Linen Closet
- Level: Second
- Area: 330 Square Feet
- Dimensions: 15x22
Dining room
- Features: Built-In Shelving
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Family room
- Features: Built-In Shelving, Ceiling Fan(s)
- Level: First
- Area: 399 Square Feet
- Dimensions: 21x19
Kitchen
- Features: Built-In Shelving, Built-in Features, Kitchen Island, Stone Counters, Pantry
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Laundry
- Features: Built-In Shelving, Stone Counters, Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 10x11
Library
- Features: Built-In Shelving, Built-in Features
- Level: First
- Area: 255 Square Feet
- Dimensions: 15x17
Living room
- Level: First
- Area: 357 Square Feet
- Dimensions: 21x17
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Chair Rail, Crown Molding, Eating Space In Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
- Flooring: Marble, Tile, Hardwood
- Doors: French Doors
- Windows: Hurricane Shutters
- Has fireplace: Yes
- Fireplace features: Gas, Living Room, Other Room, Master Bedroom
Interior area
- Total structure area: 12,225
- Total interior livable area: 5,727 sqft
Video & virtual tour
Property
Parking
- Total spaces: 10
- Parking features: Bath In Garage, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
- Attached garage spaces: 10
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 37x92
Accessibility
- Accessibility features: Accessible Elevator Installed
Features
- Levels: Three Or More
- Stories: 3
- Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch
- Exterior features: Balcony, Irrigation System, Lighting, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Salt Water
- Has spa: Yes
- Spa features: In Ground
- Fencing: Masonry
- Has view: Yes
- View description: Pool, Water, Bay/Harbor - Full
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full
- Waterfront features: Bay/Harbor, Bay/Harbor Access, Beach - Access Deeded, Gulf/Ocean Access, Intracoastal Waterway Access, Seawall, Skiing Allowed
- Body of water: LITTLE SARASOTA BAY
Lot
- Size: 1.59 Acres
- Features: In County, Landscaped, Oversized Lot, Private
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Greenhouse
- Parcel number: 0129010006
- Zoning: RE2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom,Elevated
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Wood Siding
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 2002
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Public, Sprinkler Well
Community & HOA
Community
- Security: Fire Sprinkler System
- Pet fee: $0 monthly
- Subdivision: NAVAJO PLACE REP OF
HOA
- Has HOA: No
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $1,290/sqft
- Tax assessed value: $5,034,800
- Annual tax amount: $60,225
- Date on market: 7/31/2025
- Cumulative days on market: 154 days
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 8/1/2025 | Listed for sale | $7,390,000+18.2%$1,290/sqft |
Source:  Stellar MLS #A4660258 Report a problem | ||
| 3/2/2023 | Listing removed | -- |
Source: Stellar MLS #A4561990 Report a problem | ||
| 2/28/2023 | Listed for sale | $6,250,000+64.5%$1,091/sqft |
Source: Stellar MLS #A4561990 Report a problem | ||
| 12/21/2018 | Sold | $3,800,000-15.5%$664/sqft |
Source: Public Record Report a problem | ||
| 11/12/2018 | Pending sale | $4,495,000$785/sqft |
Source: Premier Sotheby's International Realty #A4151645 Report a problem | ||
| 1/26/2018 | Price change | $4,495,000-5.4%$785/sqft |
Source: Premier Sotheby's International Realty #A4151645 Report a problem | ||
| 10/12/2017 | Price change | $4,750,000-4.9%$829/sqft |
Source: Premier Sotheby's International Realty #A4151645 Report a problem | ||
| 11/30/2016 | Price change | $4,995,000-4.9%$872/sqft |
Source: Premier Sotheby's International Realty #A4151645 Report a problem | ||
| 8/12/2016 | Price change | $5,250,000-4.5%$917/sqft |
Source: Premier Sotheby's International Realty #A4151645 Report a problem | ||
| 4/16/2016 | Price change | $5,495,000-1%$959/sqft |
Source: PREMIER SOTHEBY'S INTL. REALTY #A4151645 Report a problem | ||
| 2/22/2016 | Price change | $5,550,000-3.5%$969/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 12/21/2015 | Price change | $5,750,000-3.4%$1,004/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 5/16/2015 | Price change | $5,950,000-6.3%$1,039/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 1/15/2015 | Listed for sale | $6,350,000+42.7%$1,109/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 5/18/2011 | Sold | $4,450,000-13.6%$777/sqft |
Source: Public Record Report a problem | ||
| 3/30/2011 | Pending sale | $5,150,000$899/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 10/24/2010 | Listed for sale | $5,150,000$899/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem | ||
| 4/2/2008 | Sold | $5,150,000+415%$899/sqft |
Source: Public Record Report a problem | ||
| 3/15/1999 | Sold | $1,000,000$175/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $59,823 -0.7% | $5,034,800 +7.9% |
| 2024 | $60,225 -3.9% | $4,667,258 +10% |
| 2023 | $62,684 +11.7% | $4,242,962 +10% |
| 2022 | $56,135 +20.2% | $3,857,238 +10% |
| 2021 | $46,709 +14.4% | $3,506,580 +10% |
| 2020 | $40,828 -10% | $3,187,800 -10.9% |
| 2019 | $45,356 | $3,576,200 +2.3% |
| 2018 | $45,356 +2.1% | $3,494,200 -3.3% |
| 2017 | $44,421 -27.1% | $3,614,300 -3.2% |
| 2016 | $60,912 | $3,733,200 -20.2% |
| 2015 | $60,912 +15.3% | $4,677,800 +20.9% |
| 2014 | $52,846 -1.2% | $3,869,300 |
| 2013 | $53,486 +7.4% | $3,869,300 +6.4% |
| 2012 | $49,815 +9.2% | $3,637,300 +7.3% |
| 2011 | $45,618 -0.8% | $3,390,900 +2.3% |
| 2010 | $45,992 +39% | $3,313,800 -10.2% |
| 2009 | $33,077 | $3,691,200 +42.6% |
| 2008 | $33,077 +1.9% | $2,587,594 +3% |
| 2007 | $32,454 | $2,512,227 +2.5% |
| 2006 | -- | $2,450,953 +3% |
| 2005 | -- | $2,379,566 +3% |
| 2004 | $34,489 -0.8% | $2,310,258 +2.4% |
| 2003 | $34,773 +173.6% | $2,255,700 +166.1% |
| 2002 | $12,709 +33.5% | $847,700 +26.4% |
| 2001 | $9,522 +19.1% | $670,900 +19.9% |
| 2000 | $7,993 | $559,700 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$45,629/mo
Principal & interest
$37808
Property taxes
$7821
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Climate risks
Neighborhood: 34242
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 4.2 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 5.2 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 6.9 mi
Schools provided by the listing agent
- Elementary: Phillippi Shores Elementary
- Middle: Brookside Middle
- High: Sarasota High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 34242
- Florida
- Sarasota County
- Siesta Key
- 34242
- 8585 Midnight Pass Rd
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