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$1,520,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,611 Sq. Ft.
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BACK ON THE MARKET!! IMPROVED PRICING FOR SUMMER SALE! SELLER REDUCED 100k! Truly an escape from the ordinary! This incredible property has 2 (TWO) completely independent homes on an estate sized lot with over half an acre. Property is being sold fully furnished and ready to go! The home is also one of the 54 homes eligible for the coveted Cocoanut Bayou Association on Siesta Key which is a very short walk to a gated and Private Gulf side beach access for you as an owner! Link is below in description for details. Located in North Siesta Key among several prestigious estate size residences this is a rare opportunity. Major remodel to this county recognized classic Mid-Century modern home with thoughtful major improvements in 2020 including Waterfall Pool, Carport, Roof, Privacy wall, all 3 A/C's replaced 2023. Two Bedrooms, 2.5 Baths in Main house overlooks a 30' lap pool w/ waterfall placed inside a modern courtyard visible to all first level interior entertainment areas. Guesthouse features 2 beds, 1 full bath, full kitchen, fireplace, laundry and screen porch overlooking a private courtyard. This unique property, a very rare find has its own Zen Garden and adjacent to Sarasota County's newest nature preserve for a beautiful greenspace border to the estate. Copy & Paste link for Private beach information: https://www.cocoanutbayou.com/

Full Property Details for 4408 Midnight Pass Rd

General

  • Sold For: $1,520,000
  • HOA FEE: $125/month
  • HOA FEE FREQ.: Annually
  • Taxes: $10,230 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4646783
  • Added to Site: 288 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 3
  • Interior Features: Solid Surface Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Range, Washer
  • Furnishings: Furnished
  • Flooring: Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Heated, In Ground, Lap, Lighting

Exterior

  • Exterior Features: Hurricane Shutters, Outdoor Shower

Parking

  • Carports: Yes
  • Carport: 2
  • Carport Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Circular Driveway, Covered

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: BOYDS
  • Driving Directions: From Higel Ave make a slight left onto Midnight Pass and the property is just on the right past Boyd Park
  • Direction Faces: East

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Community Features: Bay/Harbor Front, Intracoastal Waterway, Water Access, Waterfront, Deed Restrictions
  • Association: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water District: SIESTA KEY
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Mid-Century Modern
  • Architectural Style: Mid-Century Modern
  • Exterior Const.: Block, Other, Wood Frame (FSC Certified)
  • Roof: Membrane, Other
  • Stories/Levels: One
  • Square Feet: 2,611
  • Sq. Ft. Source: Public Records
  • Living Area: 2,611 Sq. Ft.
  • Year Built: 1951

Lot Features

  • Lot Size (Acres): 0.51
  • Lot Size (Sq. Ft.): 22,245
  • Lot Size: 22245
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water Access: Yes
  • Water Access Desc: Gulf/Ocean to Bay
  • Water Front Name: SIESTA KEY
  • Water Front Desc.: Bay/Harbor Front, Waterfront, Bay/Harbor

Financial Considerations

  • Association Fee: $1,500
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Optional
  • Tax Amount: $10,230
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BEG AT A PT WHERE N LINE OF LINE ST INTERSECTS THE E LINE OF HIGEL AVE, WHICH PT IS ALSO THE SW COR OF BLK A, ES BOYS REPLAT OF PARTS OF BLK 49 & 50 AND BLKS 53, 54, 55, 56, 57, 58, 59, 62, 63, 64,
  • Flood Zone Info: AE
  • APN: 79070026
  • Property ID: 79070026
  • Block/Lot/Section: A

Listed by Keller Williams On The Water S
Sold by Michael Saunders & Company

Listing agents

— 4408 Midnight Pass Rd —

  • Keller Williams On The Water S

  • Keller Williams On The Water S

Get Pre-Approved Today

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 4408 Midnight Pass Rd

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-51.9 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-82.2 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-123.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4408 Midnight Pass Rd

Date
Details
Price
Change
Source
9/02/2025
Sold
$1,520,000
-4.7%
MLS
7/19/2025
Price Reduced
$1,595,000
-5.9%
MLS
4/03/2025
Listed
$1,695,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Keller Williams On The Water S
Sold by Michael Saunders & Company

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4408 Midnight Pass Road, Sarasota, FL 34242 (MLS# A4646783) is a Single Family property that was sold at $1,520,000 on September 02, 2025. Want to learn more about 4408 Midnight Pass Road? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.