Last Sold Price
4 beds2,611 sqft$582/sqft
4408 Midnight Pass Rd, Sarasota, FL 34242

Description

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...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/
LISTING CLOSED: 09/02/2025 12:00 AM

  1. Listed by Michelle Shiver • Brokerage DRE #1045241 • KELLER WILLIAMS ON THE WATER S
    P: (352) 895-5779 C: (352) 895-5779 michelle@michelleshiver.com
  2. Listed by Allan Nemore • Brokerage DRE #1045241 • KELLER WILLIAMS ON THE WATER S
    P: (856) 278-7522 C: (856) 278-7522 RealtorNemo@gmail.com

Property Details for 4408 Midnight Pass Road

Status
MLS #
A4646783
Days on Market
85
Taxes
$10,230 / year
HOA Fees
$1,500 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1951
Lot Size
0.51 AC / 22,245 SF
Architectural Style
Mid-Century Modern
Subdivision Name
BOYDS
Township
37
Carport Spaces
2
Waterfront
Yes
Furnished
Furnished

Recent comparable sales

Median sold price

$1,500,000

Avg days on market

70

Sale-to-list ratio

83.1%

Sarasota, FL

9 comparable properties found

a front view of a house with a yard
1/2
1

$1,625,000

Sold 07/29/25

4
Bedrooms
2,927
Square Feet
0.35
Acres
a vase of flowers sitting in front of a house
1/2
2

$1,650,000

Sold 03/14/25

4
Bedrooms
2,812
Square Feet
0.23
Acres
a view of a street with sitting area
1/2
3

$1,225,000

Sold 05/22/25

4
Bedrooms
2,732
Square Feet
0.74
Acres
a front view of a house with a yard and a garage
1/2
4

$1,230,000

Sold 02/20/26

4
Bedrooms
2,659
Square Feet
0.11
Acres
$1,200,000 | 5201 Avenida Del Mare, Sarasota, FL 34242
1/55
5

$1,200,000

Sold 06/24/26

4
Bedrooms
2,802
Square Feet
0.16
Acres
$1,350,000 | 4839 Primrose Path, Sarasota, FL 34242
1/2
6

$1,350,000

Sold 02/11/26

4
Bedrooms
3,074
Square Feet
0.36
Acres
a front view of a house with a yard and garage
1/2
7

$1,565,000

Sold 04/24/25

4
Bedrooms
2,915
Square Feet
0.16
Acres
a front view of a house with a yard and garage
1/2
8

$1,500,000

Sold 10/08/25

4
Bedrooms
2,915
Square Feet
0.16
Acres
a front view of a house with a yard
1/2
9

$1,725,000

Sold 12/31/25

4
Bedrooms
3,059
Square Feet
0.13
Acres

Location

Listing Courtesy of KELLER WILLIAMS ON THE WATER S, Michelle Shiver; KELLER WILLIAMS ON THE WATER S, Allan Nemore

Sold By MICHAEL SAUNDERS & COMPANY, Jalina Beck; MICHAEL SAUNDERS & COMPANY, Maria Beck, PA

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Building Information for 4408 Midnight Pass Road

Stories-Year Built1951Building Size-Lot Size0.51 AC / 22,245 SF

Payment Calculator

$8,703 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,726

Property Taxes

$853

HOA Dues

$125

The Payment Calculator is for illustrative purposes only.

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Property Information for 4408 Midnight Pass Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2853.0
  • Building Area Units: Square Feet
  • Community Features: Bay/Harbor Front, Intracoastal Waterway, Water Access, Waterfront, Deed Restrictions
  • Direction Faces: East
  • Directions: From Higel Ave make a slight left onto Midnight Pass and the property is just on the right past Boyd Park
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Boyds Sub
  • Unit Number: No
  • Street Number: 4408
  • Street Name: MIDNIGHT PASS
  • Street Suffix: ROAD
  • State: FL
  • City: SARASOTA
Parking
  • Carport: Yes
  • Garage: No
  • Parking Features: Circular Driveway, Covered
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Optional
  • Association: Yes
  • CDD: No
  • Tax Block: A
  • Tax Book Number: 5-82
  • Tax 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,
  • Tax Lot: 4
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: “This home is eligible to apply for membership with the Cocoanut Bayou Association (CBA), a voluntary organization. Membership provides access to the private gated beach on Higel Avenue upon application and dues payment.”
  • Lot Features: Landscaped, Oversized Lot
  • Parcel Number: 0079070026
  • Total Acreage: 1/2 to less than 1
  • Water Access: Gulf/Ocean to Bay
  • Water Access: Yes
  • Water Body Name: SIESTA KEY
  • Water Extras: No
  • Zoning: RSF1
  • Living Area: 2611
Property and Assessments
  • Year Built Numeric: 1951
  • Amenities Additional Fees: This is a Private Beach access that is gated. May be an initiation fee for new owners. Cocoanut Bayou Association is only offered to 54 homes on Siesta for their owners
  • Flood Zone Code: AE
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0141G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 17
  • Public Survey Section: 01
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Other, Wood Frame (FSC Certified)
  • Exterior Features: Hurricane Shutters, Outdoor Shower
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: Child Safety Fence, Heated, In Ground, Lap, Lighting
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Membrane, Other
  • Waterfront Features: Bay/Harbor Front, Waterfront, Bay/Harbor
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Range, Washer
  • Cooling: Central Air
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Flooring: Porcelain Tile, Hardwood
  • Heating: Electric
  • Interior Features: Solid Surface Counters, Walk-In Closet(s)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 4408 Midnight Pass Road

DateEvent & SourcePriceAppreciation
Sep 2, 2025

Sold (Public Record)

Public Record #1911557172

$1,520,000

+24.8% / yr

Sep 2, 2025

Sold

MFRMLS #A4646783

$1,520,000
Aug 5, 2025

Pending

MFRMLS #A4646783

DateEvent & SourcePrice
09/02/2025

Sold (Public Record)

Public Record #1911557172

$1,520,000

+24.8% / yr

09/02/2025

Sold

MFRMLS #A4646783

$1,520,000
08/05/2025

Pending

MFRMLS #A4646783

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4408 Midnight Pass Road

Taxable ValueLand$602,000Additions$170,300Total$772,300
Tax Record2025$8,440 ($703 / month)
Home Facts
Baths4Total Finished SqFt1,052 SqFtAbove Grade Finished SqFt1,052 SqFtStories2Lot Size22,245 SqFtStyleMulti-Family Dwelling (2-4)Year Built1951Year Renovated2016ZoningRSF1; SKODCountySARASOTAAPN0079-07-0026Fireplace TypeHas Fireplace

Schools near 4408 Midnight Pass Road

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Phillippi Shores Elementary School
PublicPK to 5

Brookside Middle School
Public6 to 8

Sarasota High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 4408 Midnight Pass Road, Sarasota, FL 34242
$1,520,000
4
2,611
22,245
$1,299,900
3
3,168
12,440
$1,200,000
19,888
$275,000
2
2.5
1,880
14,910
3
2
1,199
20,287
$125,000
3
1,654
5,000

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of KELLER WILLIAMS ON THE WATER S, Michelle Shiver; KELLER WILLIAMS ON THE WATER S, Allan Nemore

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.