Property Description

A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

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Included Appliances

CooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasher

Property Details

Highlights

View

Yes

Interior

Additional Rooms

Breakfast Room SeparateGarage ApartmentInside UtilityInterior In-Law Suite w/Private Entry

Appliances

CooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasher

Bathrooms Total Decimal

4.5

Building Area Total

3687

Cooling

Central AirMini-Split Unit(s)

Fireplace Features

Living RoomWood Burning

Flooring

CarpetCeramic Tile

Furnished

Heating

CentralElectric

Interior Features

Built-in FeaturesCeiling Fan(s)Coffered Ceiling(s)Living Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsVaulted Ceiling(s)Window Treatments

Laundry Features

InsideLaundry ClosetLaundry Room

Living Area

3492

Rooms Total

8

Window Features

BlindsWindow Treatments

Construction

Architectural Style

FloridaMid-Century Modern

Building Area Source

Public Records

Building Area Units

Square Feet

Construction Materials

Block

Direction Faces

South

Foundation Details

Slab

Levels

One

Living Area Source

Public Records

Living Area Units

Square Feet

Property Condition

Completed

Roof

Shingle

Stories Total

Yes

Year Built

1945

Site & Exterior

Exterior Features

French DoorsIrrigation SystemLightingOutdoor GrillOutdoor ShowerPrivate YardRain GuttersSidewalkSliding DoorsStorage

Fencing

FencedWood

Flood Zone Code

X

I D X Participation

Yes

Lot Features

Corner LotCity LotLandscapedSidewalk

Lot Size Acres

0.37

Lot Size Area

16233

Lot Size Dimensions

149 x 100

Lot Size Square Feet

16233

Lot Size Units

Square Feet

Open Parking

Yes

Other Structures

Shed(s)

Parking Features

Driveway

Patio And Porch Features

EnclosedFront PorchRear PorchScreenedSide Porch

Pool Features

GuniteHeatedIn GroundLightingSalt WaterScreen Enclosure

Public Survey Range

17E

Public Survey Section

12

Road Frontage Type

Street Paved

Road Surface Type

Paved

Sewer

Public Sewer

Spa Features

Above GroundHeated

Total Acreage

1/4 to less than 1/2

Utilities

BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedWater Connected

Vegetation

Fruit TreesMature LandscapingOak TreesTrees/Landscaped

View

PoolTrees/Woods

Water Source

Public

Waterfront Features

Bay/Harbor FrontWaterfront

Zoning

RSF3

Financials

Calculated List Price By Calculated Sq Ft

429.55

Contract Status Change Date

2026-03-13

Current Price

1500000

Feed Types

BBO

Lease Considered

Yes

Minimum Lease

1 Week

Owner Name

ON RECORD

Ownership

Fee Simple

Parcel Number

2005150048

Public Survey Township

36S

Tax Annual Amount

9216.86

Tax Book Number

1-168

Tax Legal Description

LOTS 236 237 & 238 BAY HAVEN

Tax Lot

236

Tax Year

2025

Neighborhood & Lifestyle

Community & Association

Additional Lease Restrictions

Per City ordinance

Community Features

Bay/Harbor FrontWaterfrontSidewalks

Lease Restrictions

Yes

M L S Area Major

34234 - Sarasota

Pets Allowed

Yes

S W Subdiv Community Name

Bay Haven

Subdivision Name

BAY HAVEN

Schools

Ratings

Elementary

Emma E. Booker Elementary

Middle

Booker Middle

High

Booker High

Listing provided courtesy of STELLAR via IDX. Updated: May 26, 2026, 11:53am.

941 VIRGINIA DRIVE

941 VIRGINIA DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Angela Adams

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941 VIRGINIA DRIVE

941 VIRGINIA DRIVE

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Angela Adams