941 VIRGINIA DRIVE, Sarasota, FL 34234

• 6 beds |
• 5 baths |
• 3,492 sqft

Property Description

A Rare Piece of Sarasota History with current income of over 167,000 / yr. 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.

Listing Status:

Active

Date Added:

March 13, 2026

Data Last Updated:

March 15, 2026 at 1:22PM

Listing Office:

MICHAEL SAUNDERS & COMPANY : 941-951-6660

Listing Agent:

Angela Adams : 941-809-9760

MLS ID:

A4684540

Interior

• General: Built-in FeaturesCeiling Fans(s)Coffered Ceiling(s)Living Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsVaulted Ceiling(s)Window Treatments
• Rooms: Breakfast Room SeparateGarage ApartmentInside UtilityInterior In-Law Suite w/Private Entry
• Appliances: CooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasher
• Laundry: InsideLaundry ClosetLaundry Room
• Flooring: CarpetCeramic Tile
• A/C: Central AirMini-Split Unit(s)
• Heating: CentralElectric
• Fireplace: Living RoomWood BurningFireplace

Exterior

• General: French DoorsLightingOutdoor GrillOutdoor ShowerPrivate YardRain GuttersSidewalkSliding DoorsStorageAbove GroundHeated
• Style: FloridaMid-Century Modern
• Other Structures: Shed(s)EnclosedFront PorchRear PorchScreenedSide Porch
• Pool: GuniteHeatedIn GroundLightingSalt WaterScreen Enclosure
• Parking: Driveway

Construction

• Roofing: Shingle
• Windows: BlindsWindow Treatments
• General: BlockOneSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF3LOTS 236 237 & 238 BAY HAVEN2005150048
• View: PoolTrees/Woods
• Fencing: FencedWood

Utilities

• Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple