4423 Bay Shore Rd

Sarasota, FL 34234

$10,900,000
Price
5
Beds
7,615 Sq. Ft.
$1,431 / Sq. Ft.
7,615
Sq. Ft.
$1,431
per Sq. Ft.
a view of a park with plants and large trees
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a front view of a house with a garden
a front view of a house with a yard
front view of a house with a yard
a view of a swimming pool with a yard
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a view of a house with a swimming pool and a yard
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a view of a swimming pool and trees in the background
a view of a yard with plants and palm trees
a view of a park with a fountain and large trees
a view of yard
a view of a brick house with large windows
a building view with outdoor space
a front view of a house with a garden and trees
a view of a garden with palm trees
a view of a house with entertaining space
a view of swimming pool with outdoor seating
a view of entrance gate of the house
a front view of a house with a yard
a view of a house with entertaining space
a view of building with outdoor space
a view of swimming pool with outdoor seating
a view of a house with swimming pool
a view of a entrance gate of a house
a porch with a bench next to a yard
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a view of a house with backyard and sitting area
a swimming pool with outdoor seating
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a view of entryway with stairs and wooden floor
a view of an entryway with a street
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a view of a livingroom with a fireplace wooden floor and windows
a view of livingroom with fireplace and wooden floor
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a front view of a house with a garden
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Description

One of the most exceptional Bayfront Estates on Florida’s west coast, offering sweeping Sarasota Bay views and unforgettable sunsets over Longboat Key. This gated waterfront retreat features a private beach, lush tropical landscaping, and a stunning courtyard with pool perfect for both entertaining and quiet enjoyment. Plans by a renowned architect Landry design group are available to reimagine the estate, which already boasts custom interiors, soaring thirty foot ceilings, intricate imported ironwork,...One of the most exceptional Bayfront Estates on Florida’s west coast, offering sweeping Sarasota Bay views and unforgettable sunsets over Longboat Key. This gated waterfront retreat features a private beach, lush tropical landscaping, and a stunning courtyard with pool perfect for both entertaining and quiet enjoyment. Plans by a renowned architect Landry design group are available to reimagine the estate, which already boasts custom interiors, soaring thirty foot ceilings, intricate imported ironwork, and fine wood craftsmanship. The gracious entertaining spaces open to a lavish terrace with a fifty-foot lap pool, two outdoor kitchens, an elegant bathhouse, koi pond, and a private spa. This rare waterfront sanctuary combines total seclusion with unbeatable convenience — minutes from Sarasota Airport, downtown, the Ringling Museum, Longboat Key Club, and pristine beaches. A one-of-a-kind opportunity you don’t want to miss.
  1. Listed by Reid Murphy • Brokerage DRE #1068382 • DEVELOPERS REALTY LBK, INC
    P: (941)-232-3304 C: (941)-232-3304 Reid@ReidMurphy.com

Property Details for 4423 Bay Shore Road

Subdivision Name
INDIAN BEACH MAP OF
Township
36S
Waterfront
Yes
Water View
Bay/Harbor - Full
Furnished
Unfurnished
LISTING UPDATED: 09/03/2025 07:07 PM

Property Details for 4423 Bay Shore Road

StatusActive
MLS #A4657960
Days on Market175
Taxes$69,274 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1938
Lot Size1.30 AC / 56,755 SF
CountySarasota County

Location

Listing Courtesy of DEVELOPERS REALTY LBK, INC, Reid Murphy
Add your commute

Building Information for 4423 Bay Shore Road

Stories2Year Built1938Building Size-Lot Size1.30 AC / 56,755 SF

Payment Calculator

$59,634 per month

30 year fixed, 6.28% Interest

Principal and Interest

$53,861

Property Taxes

$5,773

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4423 Bay Shore Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 11294.0
  • Building Area Units: Square Feet
  • Direction Faces: East
  • Directions: Ringling Museum go south one mile on Bayshore.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Indian Beach Map Of
  • Unit Number: No
  • Street Number: 4423
  • Street Name: BAY SHORE
  • Street Suffix: ROAD
  • State: FL
  • City: SARASOTA
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Tax Legal Description: PART OF LOTS 27 & 28, INDIAN BEACH, BEING DESC AS TRACT 1 IN ORI 2013007197, CONTAINING 1.3 C- AC M/L
  • Tax Lot: 27
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 2004050007
  • Total Acreage: 1 to less than 2
  • Water Access: Bay/Harbor
  • Water Access: Yes
  • Water Body Name: SARASOTA BAY
  • Water Extras: No
  • Zoning: RSFE
  • Living Area: 7615
Property and Assessments
  • Year Built Numeric: 1938
  • Building Elevator: Yes
  • Flood Zone Code: Ae
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Fixer
  • Public Survey Range: 17E
  • Public Survey Section: 12
Utilities
  • Sewer: Public Sewer
  • Utilities: Electricity Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Balcony, Courtyard, Irrigation System, Lighting
  • Foundation Details: Slab
  • Levels: Two
  • Pool Features: Heated, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Waterfront Features: Bay/Harbor
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Appliances: Electric Water Heater
  • Cooling: Central Air
  • Fireplace Features: Living Room, Masonry
  • Fireplace: Yes
  • Flooring: Marble, Parquet, Travertine, Hardwood
  • Heating: Central
  • Interior Features: Cathedral Ceiling(s), Coffered Ceiling(s), Crown Molding
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: Yes
  • Bathrooms Half: 5
Rental
Rental Information
  • Minimum Lease Period: 0

Property History for 4423 Bay Shore Road

DateEvent & SourcePriceAppreciation
Jul 7, 2025

Listed (Active)

MFRMLS #A4657960

$10,900,000—
Jun 21, 2013

Sold

MFRMLS #A3974792

$3,375,000—
Mar 27, 2013

Pending

MFRMLS #A3974792

—
Mar 9, 2013

Listed (Active)

MFRMLS #A3974792

$3,400,000—
Sep 30, 2011

Withdrawn

MFRMLS #A3931110

$7,900,000—
Aug 26, 2010

Listed (Active)

MFRMLS #A3931110

$9,900,000—
Aug 25, 2010

Withdrawn

MFRMLS #A3925206

$18,000,000—
Apr 26, 2010

Listed (Active)

MFRMLS #A3925206

$18,000,000—
Sep 30, 2006

Expired

MFRMLS #A288542

$8,500,000—
Oct 12, 2005

Listed (Active)

MFRMLS #A288542

$8,500,000—
Jul 22, 2004

Expired

MFRMLS #A227979

$9,750,000—
Oct 15, 2002

Listed (Active)

MFRMLS #A227979

$9,750,000—
DateEvent & SourcePrice
07/07/2025

Listed (Active)

MFRMLS #A4657960

$10,900,000
06/21/2013

Sold

MFRMLS #A3974792

$3,375,000
03/27/2013

Pending

MFRMLS #A3974792

—
03/09/2013

Listed (Active)

MFRMLS #A3974792

$3,400,000
09/30/2011

Withdrawn

MFRMLS #A3931110

$7,900,000
08/26/2010

Listed (Active)

MFRMLS #A3931110

$9,900,000
08/25/2010

Withdrawn

MFRMLS #A3925206

$18,000,000
04/26/2010

Listed (Active)

MFRMLS #A3925206

$18,000,000
09/30/2006

Expired

MFRMLS #A288542

$8,500,000
10/12/2005

Listed (Active)

MFRMLS #A288542

$8,500,000
07/22/2004

Expired

MFRMLS #A227979

$9,750,000
10/15/2002

Listed (Active)

MFRMLS #A227979

$9,750,000

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

Public Records for 4423 Bay Shore Road

Taxable ValueLand$3,518,700Additions$1,388,300Total$4,907,000
Tax Record2024$67,648 ($5,637 / month)
Home Facts
Beds5Baths7.5Total Finished SqFt5,466 SqFtAbove Grade Finished SqFt5,466 SqFtStories2Lot Size56,755 SqFtStyleSingle Family ResidenceYear Built1938Year Renovated1998ZoningRSFECountySARASOTAAPN2004-05-0007Fireplace TypeHas Fireplace

Schools near 4423 Bay Shore Road

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Emma E. Booker Elementary School
Public - PK to 5
Booker Middle School
Public - 6 to 8
Booker High School
Public - 9 to 12
Bay Haven School Of Basics Plus
Public - K to 5
Rating
School
Distance
Emma E. Booker Elementary School
PublicPK to 5

Booker Middle School
Public6 to 8

Booker High School
Public9 to 12

Bay Haven School Of Basics Plus
PublicK to 5

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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More information about 4423 Bay Shore Road, Sarasota, FL 34234

4423 Bay Shore Road is a single family home for sale in Sarasota, FL 34234. This property was listed for sale on July 7, 2025 by DEVELOPERS REALTY LBK, INC, it's currently listed at $10,900,000. It has been on the market for a total of 175 days and was last sold on June 21, 2013. This listing's school district is Sarasota. Nearby schools include Emma E. Booker Elementary School, Booker Middle School and Booker High School. 4423 Bay Shore Road is a 5-bed, 10-bath, 7,615 sqft single family home built in 1938.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of DEVELOPERS REALTY LBK, INC, Reid Murphy

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 2025 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.