Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Let's keep in touch

Subscribe to our newsletter for timely insights and actionable tips on your real estate journey.

By signing up, you indicate that you agree to the BiggerPockets Terms & Conditions
Copied
Photo
Copied
Photo
Photo
Photo
Photo
See all photos

$10,900,000

For Sale - Active
4423 Bay Shore Rd, Sarasota, FL 34234
5 Beds
10 Baths
7,615 Square Feet
1.30 Acres Lot
Built in 1938
For Sale - Active
1 Units
Checked: 11 hours ago
Updated: Aug 22, 2025 at 08:44PM

Investment Summary


Monthly Cash Flow
-$59,676
Cap Rate
-0.4%
Cash-on-Cash Return
-28.6%
Debt Coverage Ratio
-0.07
Internal Rate of Return (5 years)
-23.5%

Property Description


1.30 Acres Lot
Built in 1938
For Sale - Active
1 Units

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.

Build Your Team


Quickly find investor-friendly professionals who can help you succeed in real estate investing at any stage of the investing journey.

Avatar
Avatar
Avatar

Agents

Match with investor-friendly agents who can help you find, analyze, and close your next deal

Find an Agent
Avatar
Avatar
Avatar

Lenders

Get the best funding…find investor-friendly lenders who specialize in your deal strategy

Find a Lender
Avatar
Avatar
Avatar

Property Managers

Transition to passive investing. Find a trusted property management partnership that lasts.

Find a Property Manager
Avatar
Avatar
Avatar

Tax Pros & Accountants

Taxes and financial reporting made easy—find experts to create tax savings strategies, file taxes, and more

Find a Tax Pro

Location


Property Details


Parking

  • Description: Carport
  • Garage Spaces: 0
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 5

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Partial): 5
  • # of Baths (Total): 10.0

Interior Features

  • # of Rooms: 8
  • # of Stories: 2
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Stucco
  • Foundation: Slab
  • Roof Type: Hip
  • Roof Material: Tile
  • Pool: Yes

Land Information

  • Land Use: Residential
  • Land Use Subtype: Single Family Residential

Lot Information

  • Parcel ID: 2004050007
  • Lot Size: 56755 sqft

Property Information

  • Property Type: Single Family Residence
  • Year Built: 1938

Tax Information

  • Annual Tax: $69,273

Utilities

  • Water & Sewer: Public
  • Heating: Central
  • Cooling: Central Air

Location

  • County: Sarasota

Listing Details


Listed by:
Reid Murphy
DEVELOPERS REALTY LBK, INC
(941) 232-3304

Source:
Stellar MLS
MLS#: A4657960
Stellar MLS

Investment Summary


Monthly Cash Flow
-$59,676
Cap Rate
-0.4%
Cash-on-Cash Return
-28.6%
Debt Coverage Ratio
-0.07
Internal Rate of Return (5 years)
-23.5%

Purchase Details

Find an Agent

Purchase price:
$10,900,000
Amount financed:
-$8,720,000
Down payment:
$2,180,000
Closing costs:
$327,000
Rehab costs:
$0
Initial cash invested:
$2,507,000
Square feet:
7,615
Cost per square foot:
$1,431
Monthly rent per square foot:
$0.37

Financing Details

Find a Lender

Loan amount:
$8,720,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.625%
Principal & interest:
$55,835
Property tax:
$5,773
Insurance:
$196
Private mortgage insurance (PMI):
$0
Monthly payment:
$61,804

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$2,800 $33,600
Vacancy loss: (6%)
6% -$168 -$2,016
Operating income:
$2,632 $31,584

Operating Expenses


% Rent Monthly Yearly
Property taxes: (206%)
206%-$5,773-$69,274
Insurance: (7%)
7%-$196-$2,352
Property management: (8%)
8%-$224-$2,688
Repairs & maintenance: (5%)
5%-$140-$1,680
Capital expenditures: (5%)
5%-$140-$1,680
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (231%)
231%-$6,473-$77,674

Cash Flow


Monthly Yearly
Net operating income:
-$3,841 -$46,092
Mortgage payments:
-$55,835 -$670,020
Cash flow:
$59,676 $716,112