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.
Single-familyProperty Type
1938Year Built
1.3 acresLot Size
$1,284Est. Price/Sq.Ft.
Listed by Reid Murphy• DEVELOPERS REALTY LBK, INC
Contact: 941-799-9096
Bought with Reid Murphy• DEVELOPERS REALTY LBK, INC
One of a kind estate with private beach on Sarasota Bay. Custom interior includes amazing woodwork, unique 30' ceilings, imported ironwork and gracious entertaining areas which open to a lavishly landscaped terrace, 50' lap pool, 2 outdoor kitchens and anelegant bath house/loggia. A koi pond and private spa border the pool area. A perfect, secluded retreat that is also convenient to Sarasota International Airport and downtown.
Stellar MLS as Distributed by MLS Grid #A3931110
Sep 30, 2011
Listing Removed
—
Stellar MLS as Distributed by MLS Grid #A3925206
Aug 25, 2010
Listing Removed
—
Year
Property tax
Land + Additions
Assessment*
2025
$70,439 (+1.7%)
$3,390,900 + $1,238,400
$4,629,300
2024
$69,274 (+5.3%)
2023
$65,761 (+7.2%)
2022
$61,319 (+18.3%)
2021
$51,827 (+5.6%)
$2,531,500 + $763,400
$3,294,900
2020
$49,060 (−0.8%)
$1,900,900 + $1,133,800
$3,034,700
2019
$49,479 (+10.8%)
2018
$44,675 (−36.5%)
$1,836,300 + $921,400
$2,757,700
2017
$70,347 (+1.8%)
$1,745,500 + $2,576,700
$4,322,200
2016
$69,099 (−13.6%)
$1,452,400 + $2,704,500
$4,156,900
2015
$79,957 (+9.4%)
2014
$73,078 (+36.9%)
2013
$53,382
Tax history for 4423 Bay Shore Rd
Year
Property tax
Land + Additions
Assessment*
2025
$70,439 (+1.7%)
$3,390,900 + $1,238,400
$4,629,300
2024
$69,274 (+5.3%)
2023
$65,761 (+7.2%)
2022
$61,319 (+18.3%)
2021
$51,827 (+5.6%)
$2,531,500 + $763,400
$3,294,900
2020
$49,060 (−0.8%)
$1,900,900 + $1,133,800
$3,034,700
2019
$49,479 (+10.8%)
2018
$44,675 (−36.5%)
$1,836,300 + $921,400
$2,757,700
2017
$70,347 (+1.8%)
$1,745,500 + $2,576,700
$4,322,200
2016
$69,099 (−13.6%)
$1,452,400 + $2,704,500
$4,156,900
2015
$79,957 (+9.4%)
2014
$73,078 (+36.9%)
2013
$53,382
*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
5
Baths
7.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.3 Acres
Year renovated
1998
Sq. Ft.
7,615
Year built
1938
Style
Single Family Residential
County
Sarasota County
APN
2004050007
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
RSF-E
Residential Single Family Estate District
The intent and purpose of the Residential Single Family RSF districts is to preserve land for housing and provide housing opportunities for individual households. The regulations are intended to create, maintain and promote the development and redevelopment of these neighborhoods while preserving their existing residential character. The regulations preserve the character of neighborhoods by providing six different densities and development standards. These zones allow some non-household living uses but not to such an extent as to sacrifice the overall image and character of the neighborhood. The regulations promote desirable residential areas by addressing aesthetically pleasing environments, safety, privacy, and recreational opportunities. The site development standards allow flexibility of development while maintaining compatibility within the city's various neighborhoods. In addition, the regulations provide clarity to property owners, developers, and neighbors about the limits of what is allowed.