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$7,750,000

For Sale - Active
3350 Old Oak Dr, Sarasota, FL 34239
7 Beds
8 Baths
7,181 Square Feet
2.16 Acres Lot
Built in 1972
For Sale - Active
1 Units
Checked: 10 hours ago
Updated: Oct 21, 2025 at 10:20AM

Investment Summary


Monthly Cash Flow
-$37,471
Cap Rate
0.3%
Cash-on-Cash Return
-25.2%
Debt Coverage Ratio
0.06
Internal Rate of Return (5 years)
-20.3%

Property Description


2.16 Acres Lot
Built in 1972
For Sale - Active
1 Units

A Sarasota Landmark For the first time in over 50 years, this extraordinary bayfront estate is available. Nestled beneath a canopy of hundred-year-old oaks, this 2.1-acre property has remained in the same family since the 1970s—making it a true Sarasota landmark. With two custom-built Mid-Century homes and unmatched views of Sarasota Bay, downtown, Siesta Key, Bird Key, and the Ringling Bridge, the property embodies the rare combination of history, privacy, and natural beauty. Each home, rich with character and never subject to water intrusion, offers limitless potential to be refurbished, reimagined, or enjoyed as-is. Adding to its rarity, the property includes an additional lot—together offering the unique possibility of dividing into three buildable bayfront parcels. Whether preserved as a private family compound or envisioned as multiple new estates, this is one of Sarasota’s most coveted and irreplaceable waterfront settings.

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Location


Property Details


Parking

  • Description: Garage Door Opener, Garage Faces Side
  • Details: Garage Door Opener, Garage Faces Side, Attached
  • Garage Spaces: 4
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 7

Bathroom Information

  • # of Baths (Full): 8
  • # of Baths (Total): 8.0

Interior Features

  • # of Rooms: 3
  • # of Stories: 1
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Wood Siding
  • Foundation: Slab
  • Roof Type: Gable
  • Roof Material: Shingle
  • Pool: Yes

Land Information

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

Lot Information

  • Parcel ID: 2039110037
  • Lot Size: 94230 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Bungalow, Contemporary, Courtyard, Custom, Florida, Mid-Century Modern, Patio Home
  • Year Built: 1972

Tax Information

  • Annual Tax: $32,048

Utilities

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

Location

  • County: Sarasota

Listing Details


Listed by:
Nora Johnson
MICHAEL SAUNDERS & COMPANY
(941) 809-1700

Source:
Stellar MLS
MLS#: A4632433
Stellar MLS

Investment Summary


Monthly Cash Flow
-$37,471
Cap Rate
0.3%
Cash-on-Cash Return
-25.2%
Debt Coverage Ratio
0.06
Internal Rate of Return (5 years)
-20.3%

Purchase Details

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Purchase price:
$7,750,000
Amount financed:
-$6,200,000
Down payment:
$1,550,000
Closing costs:
$232,500
Rehab costs:
$0
Initial cash invested:
$1,782,500
Square feet:
7,181
Cost per square foot:
$1,079
Monthly rent per square foot:
$0.99

Financing Details

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Loan amount:
$6,200,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.625%
Principal & interest:
$39,699
Property tax:
$2,671
Insurance:
$497
Private mortgage insurance (PMI):
$0
Monthly payment:
$42,867

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$7,100 $85,200
Vacancy loss: (6%)
6% -$426 -$5,112
Operating income:
$6,674 $80,088

Operating Expenses


% Rent Monthly Yearly
Property taxes: (38%)
38%-$2,671-$32,048
Insurance: (7%)
7%-$497-$5,964
Property management: (8%)
8%-$568-$6,816
Repairs & maintenance: (5%)
5%-$355-$4,260
Capital expenditures: (5%)
5%-$355-$4,260
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (63%)
63%-$4,446-$53,348

Cash Flow


Monthly Yearly
Net operating income:
$2,228 $26,736
Mortgage payments:
-$39,699 -$476,388
Cash flow:
-$37,471 -$449,652