House for Sale
$948,000
4 bd · 4 ba · 2,566 sqft
SARASOTA, FL 34234 · MLS# A4684540 · Active · BAY HAVEN
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.
School assignments are provided by the listing and should be independently verified.
Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.
941 VIRGINIA DRIVE, SARASOTA, FL 34234 · See all Sarasota homes for sale
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941 VIRGINIA DRIVE is a single family home for sale in SARASOTA, FL 34234. This property was listed for sale on February 24, 2026 by MICHAEL SAUNDERS & COMPANY, it's currently listed at $1,450,000. This listing's school district is Sarasota Public Schools. Nearby schools include Emma E. Booker Elementary, Booker Middle and Booker High. 941 VIRGINIA DRIVE is a 6-bed, 5-bath, 3,492 sqft single family home built in 1945.