4408 Midnight Pass Rd, Sarasota, FL 34242

Off Market Sep 2025 for $1.5M

$1,741,340

Est. refi paymentEst. refi $9,194/mo

•

2,611

sq ft

4408 Midnight Pass Rd, Sarasota, FL 34242

About this home

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/

Single-familyProperty Type

1951Year Built

0.51 acresLot Size

$667Est. Price/Sq.Ft.

2 spacesParking

Listed by Michelle Shiver • KELLER WILLIAMS ON THE WATER S

Listed by Allan Nemore • KELLER WILLIAMS ON THE WATER S

Contact: 941-803-7522

Bought with Jalina Beck • MICHAEL SAUNDERS & COMPANY

Bought with Maria Beck, PA • MICHAEL SAUNDERS & COMPANY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #A4646783

Redfin Estimate

$1,741,340

$221K since sold in September 2025$13K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2% lower than the average sale price ($1.78M) of 5 comparable homes.

SOLD JUL 27, 2026
$800,000
A
Land— sq ft
105 Island Cir, Sarasota, FL 34242
SOLD JUN 2, 2026
$1,510,000
B
4 beds2.5 baths2,598 sq ft
749 Tropical Cir, Sarasota, FL 34242
SOLD FEB 11, 2026
$1,350,000
C
4 beds3.5 baths3,074 sq ft
4839 Primrose Path, Sarasota, FL 34242
SOLD FEB 12, 2026
$3,330,000
D
4 beds3.5 baths3,104 sq ft
4833 Featherbed Ln, Sarasota, FL 34242
SOLD MAY 27, 2026
$1,895,000
E
4 beds3 baths2,657 sq ft
4817 Ocean Blvd, Sarasota, FL 34242

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Sell

$443,302

Est. take-home

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Est. cash available

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Rent

$2,820/mo

Redfin rental estimate

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Market trends in 34242, FL

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

93.3%

+0.4% MoM

Median sale price

$933K

$45K MoM

Avg. days on market

75d

21 days MoM

Recently sold homes

145

13 MoM

New listings for sale

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$2,690,000
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5228 Calle Menorca, Sarasota, FL 34242
$399,000
2 beds2 baths1,124 sq ft
9034 Midnight Pass Rd #6, Sarasota, FL 34242
$3,800,000
4 beds4.5 baths3,200 sq ft
5531 Calle Del Verano, Sarasota, FL 34242
FOR SALE BY OWNER
$1,495,000
3 beds3 baths2,214 sq ft
111 Faubel St, Sarasota, FL 34242
OPEN SAT, 11AM TO 1PM
$545,000
2 beds2 baths813 sq ft
5858 Midnight Pass Rd #13, Sarasota, FL 34242
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306 Beach Rd #306, Sarasota, FL 34242
$699,000
2 beds2 baths1,200 sq ft
4660 Ocean Blvd Unit F1, Sarasota, FL 34242
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$575,000
2 beds1.5 baths860 sq ft
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See all

Provided by Redfin

Sale history for 4408 Midnight Pass Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #A4646783

Sep 2, 2025

Sold

$1,520,000

$582/sq ft

Aug 8, 2025

Pending

—

Jul 19, 2025

Price Changed

$1,595,000

$611/sq ft

Jul 19, 2025

Relisted

—

Jun 10, 2025

Pending

—

Apr 3, 2025

Listed

$1,695,000

$649/sq ft

Stellar MLS as Distributed by MLS Grid #A4460961

Jul 20, 2020

Sold

$487,800

$187/sq ft

Jun 6, 2020

Pending

—

May 12, 2020

Price Changed

$535,000

$205/sq ft

May 7, 2020

Relisted

—

May 4, 2020

Pending

—

May 3, 2020

Relisted

—

Apr 24, 2020

Pending

—

Apr 14, 2020

Price Changed

$540,000

$207/sq ft

Apr 8, 2020

Price Changed

$545,000

$209/sq ft

Mar 16, 2020

Relisted

—

Mar 7, 2020

Pending

—

Feb 28, 2020

Listed

$550,000

$211/sq ft

A quintessential Siesta Key Opportunity! Rarely available half acre lot comes with multiple structures & Coconut Bayou beach access! The main Siesta Key Vintage Cottage & Guest House are in need of repairs & waiting for its new owner to bring it back to life. Just a short stroll away is the private gated access to the Coconut Bayou private beach. $800/year optional HOA membership. No need to fight the crowds! For the investor, update the property now for rental income or look at the potential for a new build. Owner has obtained multiple renovation quotes and can provide to prospective buyer. Situated on over a 1/2 acre parcel on the North end of Siesta Key, this property offers the benefit of a short distance to Siesta Key Village and a stones throw from the renowned Out Of Door Academy. There are multiple ways a great home could be designed on this parcel. The value is in the land! Realtors, please see realtor remarks.

Stellar MLS as Distributed by MLS Grid #A4411108

Jul 26, 2019

Sold

$475,000

$182/sq ft

Jun 21, 2019

Pending

—

Jun 21, 2019

Relisted

—

Jun 3, 2019

Pending

—

May 22, 2019

Price Changed

$495,000

$190/sq ft

Jan 9, 2019

Relisted

—

Dec 7, 2018

Pending

—

Nov 2, 2018

Price Changed

$599,000

$229/sq ft

Aug 16, 2018

Listed

$699,000

$268/sq ft

The LOWEST priced Single Family home on ALL of Siesta Key! Priced over $100K UNDER appraised value and priced under assessed value. 1/2 acre, 5 bedrooms - private gated BEACH ACCESS. Make an offer quick! The quintessential Siesta Key opportunity! Situated on over a 1/2 acre parcel on the North end of Siesta Key, this property offers the benefit of walking distance to Siesta Key Village as well as private gated beach access. Also located a stones throw from the renowned Out Of Door Academy. The Private Coconut Bayou beach access is a great bonus that comes with this property. Just a short stroll across the street is gated access to the beach featuring an entertaining pavilion, fire pit, seating and beach front parking. No need to fight the crowds! For the investor, update the property now for rental income or look at the potential for a new build. With over 1/2 acre of land and adjacent to a park, there are multiple ways a great home could be designed on this parcel. The value is in the land! Now listed well below lot value. .. .

Stellar MLS as Distributed by MLS Grid #T3101518

Aug 3, 2018

Listing Removed

—

Jun 19, 2018

Price Changed

Apr 16, 2018

Listed

Stellar MLS as Distributed by MLS Grid #T2924635

Aug 3, 2018

Listing Removed

—

Jun 19, 2018

Price Changed

Apr 10, 2018

Price Changed

Mar 15, 2018

Relisted

—

Mar 15, 2018

Price Changed

Mar 15, 2018

Listing Removed

—

Jan 24, 2018

Relisted

—

Jan 23, 2018

Listing Removed

—

Jan 21, 2018

Listed

Stellar MLS as Distributed by MLS Grid #A3996874

Aug 21, 2014

Sold

$385,000

$147/sq ft

Jul 21, 2014

Pending

—

Jun 23, 2014

Contingent

—

Jun 14, 2014

Relisted

—

Jun 10, 2014

Listing Removed

—

May 19, 2014

Relisted

—

May 14, 2014

Contingent

—

Apr 22, 2014

Listed

$523,000

$200/sq ft

Stellar MLS as Distributed by MLS Grid #A3987232

Mar 3, 2014

Listing Removed

—

Nov 5, 2013

Listed

Stellar MLS as Distributed by MLS Grid #A3987463

Jan 29, 2014

Listing Removed

—

Nov 5, 2013

Listed

Year

Property tax

Land + Additions

Assessment*

2025

$9,487 (−7.3%)

$602,000 + $170,300

$772,300

2024

$10,230 (−3.9%)

$649,200 + $188,900

$838,100

2023

$10,643 (+20.1%)

$619,300 + $258,200

$877,500

2022

$8,862 (+29.6%)

2021

$6,837 (+29.4%)

$396,700 + $97,200

$493,900

2020

$5,285 (−10.5%)

$318,900 + $40,700

$359,600

2019

$5,908 (−16.4%)

$302,500 + $114,100

$416,600

2018

$7,067 (+1.0%)

$407,300 + $105,900

$513,200

2017

$7,000 (+11.3%)

$394,000 + $116,000

$510,000

2016

$6,291 (−16.0%)

$301,700 + $131,900

$433,600

2015

$7,486 (+2.5%)

$398,000 + $114,200

$512,200

2014

$7,301 (+102.9%)

2013

$3,598 (+6.6%)

2012

$3,376

Tax history for 4408 Midnight Pass Rd

Year

Property tax

Land + Additions

Assessment*

2025

$9,487 (−7.3%)

$602,000 + $170,300

$772,300

2024

$10,230 (−3.9%)

$649,200 + $188,900

$838,100

2023

$10,643 (+20.1%)

$619,300 + $258,200

$877,500

2022

$8,862 (+29.6%)

2021

$6,837 (+29.4%)

$396,700 + $97,200

$493,900

2020

$5,285 (−10.5%)

$318,900 + $40,700

$359,600

2019

$5,908 (−16.4%)

$302,500 + $114,100

$416,600

2018

$7,067 (+1.0%)

$407,300 + $105,900

$513,200

2017

$7,000 (+11.3%)

$394,000 + $116,000

$510,000

2016

$6,291 (−16.0%)

$301,700 + $131,900

$433,600

2015

$7,486 (+2.5%)

$398,000 + $114,200

$512,200

2014

$7,301 (+102.9%)

2013

$3,598 (+6.6%)

2012

$3,376

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.51 Acres

Year renovated

2016

Sq. Ft.

1,803

Year built

1951

Style

Single Family Residential

County

Sarasota County

APN

0079070026

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

RSF-1

SKOD

Residential Single-Family District

The RSF Districts permit single-family residential densities, which may take the form of single-family detached or cluster subdivisions; Cluster subdivisions may include lot line, traditional, patio, villa, atrium, duplex, or townhouse units. The nature of the use of property is the same in all RSF Districts, with variation among the RSF-1, RSF-2, RSF-3 and RSF-4 Districts in the requirements for density, lot area and width, and yards; A limited number of nonresidential uses are allowed, subject to the restrictions and requirements necessary to preserve and protect the single-family residential character of the neighborhood; The RSF Districts are generally used to implement the Comprehensive Plan within those areas shown as Low Density, Moderate Density and Medium Density Residential on the Future Land Use Map and on the Barrier Islands where the application of the district would not increase the density of development or hamper hurricane evacuation planning and disaster mitigation efforts. Locations on the Barrier Islands that have existing RSF zoning are acknowledged, and are considered to be consistent with the Future Land Use Map. The RSF-4 District is also used to implement the Comprehensive Plan in the areas shown as Office/Multifamily Residential Area and Corridor on the Future Land Use; The RSF-4 District, while not a primary implementing district, may also be allowed in Regional, Community, Village I, Village II, and Neighborhood Commercial Centers. Appropriate densities within the Low; Moderate or Medium Density Residential areas shall be guided by the density ranges as outlined in Future Land Use Policy 1.1.1, Objective 2.3, and Policy 2.3.1 of the Comprehensive Plan; These densities shall also be determined, in part, by the land use designations and developed residential areas surrounding the parcel.

Zone overlays

Siesta Key Overlay District

Permitted uses

Include but are not limited to:

Agriculture
Housing-Group
Housing-Single unit
Housing-Multiple units
Housing-Senior
Housing-Student
Infrastructure
Park & open space

Property details

Parking

Parking Information
Parking Features: Circular Driveway, Covered
Has Carport
Carport Spaces: 2

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Laundry Room

Other Rooms Information
# of Rooms: 3

Fireplace Information
Has Fireplace
Fireplace Features: Wood Burning

Heating & Cooling
Heating Information: Electric
Cooling Information: Central Air

Interior Features
Interior Features: Solid Surface Counters, Walk-in Closet(s)
Appliances: Cooktop, Dishwasher, Dryer, Microwave, Range, Washer
Flooring: Tile, Wood

Exterior

Building Information
Construction Materials: Block, Other, Frame
Roof: Membrane, Other

Exterior Features
Exterior Features: Hurricane Shutters, Outdoor Shower

Pool Information
Has Private Pool
Pool Features: Child Safety Fence, Heated, In Ground, Lap, Lighting

Property Features
Universal Property Id: US-12115-N-0079070026-R-N

Waterfront Information
On Waterfront
Waterfront Features: Bay/Harbor
Water Body Name: SIESTA KEY
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 1
Water Access Description: Gulf/Ocean to Bay
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: RSF1

Land Information
Total Acreage: 1/2 to less than 1

Lot Information
Lot Features: Landscaped, Oversized Lot
Lot Size Acres: 0.51
Road Surface Type: Paved
Lot Size Square Meters: 2067

Building Information
MFR_BuildingAreaTotalSrchSqM: 265.05

Financial

Tax Information
Tax Annual Amount: $10,230
Tax Year: 2024

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
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.”

Location

Multi-Family Financial Information
Total Annual Fees: $1,500
Total Monthly Fees: $125

Multi-Unit Information
Unit Number YN: 0
Furnished: Yes

HOA Information
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Optional
Association Approval Required Y/N: 0
Monthly HOA Amount: 125.00
Association Fee: $1,500
Association Fee Frequency: Annually

Location Information
Directions: From Higel Ave make a slight left onto Midnight Pass and the property is just on the right past Boyd Park

Community Information
Community Features: Deed Restrictions
Pets Allowed: Yes

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,803
Stories: 2.0
Lot Size: 0.51 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 2016
County: Sarasota County
APN: 0079070026

Home facts updated by county records on Jul 10, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 941-803-7522
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 124
BOM Date: 2025-07-19T00:00:00.000
Status Contractual Search Date: 2025-09-02

Listing Price Information
Calculated List Price By Calculated Sq Ft: 610.88

Green Information
Green Verification Count: 0
Direction Faces: East

Home Information
Living Area: 2611
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 242.57
Building Area Total: 2853
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One

Around this home

Schools

Phillippi Shores Elementary School

Public PreK-5 • Assigned • 1.8mi

9/10

Brookside Middle School

Public 6-8 • Assigned • 2.2mi

6/10

Sarasota High School

Public 9-12 • Assigned • 3.1mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

10/10 Heat Factor

7 days above 107° expected this year, 30 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sarasota, FL • 34242

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 6.4 hours in December, placing it above the U.S. average for solar exposure.

9.2 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.66M – $2.00M

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New listings for sale in 34242

NEW 22 HRS AGO

$2,799,000

4 beds3 baths1,803 sq ft

527 Beach Rd, Sarasota, FL 34242

NEW 22 HRS AGO

$2,690,000

6 beds4 baths2,050 sq ft

5228 Calle Menorca, Sarasota, FL 34242

$399,000

2 beds2 baths1,124 sq ft

9034 Midnight Pass Rd #6, Sarasota, FL 34242

$3,800,000

4 beds4.5 baths3,200 sq ft

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FOR SALE BY OWNER

$1,495,000

3 beds3 baths2,214 sq ft

111 Faubel St, Sarasota, FL 34242

OPEN SAT, 11AM TO 1PM

$545,000

2 beds2 baths813 sq ft

5858 Midnight Pass Rd #13, Sarasota, FL 34242

$1,395,000

3 beds2.5 baths2,041 sq ft

306 Beach Rd #306, Sarasota, FL 34242

$699,000

2 beds2 baths1,200 sq ft

4660 Ocean Blvd Unit F1, Sarasota, FL 34242

$45,000

4 beds3 baths2,460 sq ft

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242

Home values near 4408 Midnight Pass Rd

Data from public records.

Address	Redfin Estimate
4305 Midnight Pass Rd, Sarasota, FL 3 Beds \| 4 Baths \| 3215 Sq. Ft.	$3,946,151
4401 Midnight Pass Rd, Sarasota, FL 4 Beds \| 4.5 Baths \| 4875 Sq. Ft.	$5,428,312

Address	Redfin Estimate
4317 Midnight Pass Rd, Sarasota, FL 5 Beds \| 5.5 Baths \| 7121 Sq. Ft.	$6,049,240
4237 Higel Ave, Sarasota, FL 3 Beds \| 2 Baths \| 1595 Sq. Ft.	$2,165,270

Address	Redfin Estimate
4411 Midnight Pass Rd, Sarasota, FL 6 Beds \| 5 Baths \| 3702 Sq. Ft.	$3,984,797
4413 Ocean Blvd, Sarasota, FL 3 Beds \| 2 Baths \| 2310 Sq. Ft.	$943,815

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34242, FL

Sale history for 4408 Midnight Pass Rd

Tax history for 4408 Midnight Pass Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34242

Home values near 4408 Midnight Pass Rd

More real estate resources