Turn key business with amazing lifestyle and established income.
Share on Facebook 
Post to X 
Share on LinkedIn 
Share on Reddit 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.
About the Property
- Type
- Multi-Family
- Building Status
- Established
- Facilities & Assets
- Historic close-in Sarasota established owner/operator business with consistent gross income of $175,000/yr income from main house + ADU + 2 in-law suites. Main home: restored, historic 2BD/1.5BA with vintage box-beamed vaulted ceilings, pecky cypress walls, tiled fireplace, screened lanai under 200-yr oak, fenced yard. Main house in-law suite has private entrance, heated pool w/ waterfall, hot tub, outdoor shower. Detached 2BD ADU w/ full kitchen, vaulted ceilings, private heated pool w/ waterfall, hot tub, shower, lanai. Plus attached 1BD suite w/ high-end finishes. Fully turnkey furnished with curated artistic tropical bohemian furnishings. Established short-term / long term rental history. Wonderful neighborhood lifestyle and established successful business with impressive income for the past 10 years. Owner selling due to retirement. Includes business name, over 500 five star reviews, future reservations, supplies and training to enjoy a lifetime of living and working in paradise.
- Location Description
- Roy's Place is located just 1.5 miles northwest of downtown Sarasota in the tree filled, historic, waterfront neighborhood of Indian Beach with friendly neighbors and only 1 mile from downtown Sarasota. The neighborhood has many artists, musicians and writers, three colleges, two museums plus some notable celebrity residences. Roy's Place offers easy access to world class beaches of Lido Key, Siesta Key and St. Armands Circle. The vibrant dining, arts, and cultural scene of downtown Sarasota is a short five minute drive.
- Current and Prior Use
- Originally the private home of a Sarasota Ringling Circus gorilla trainer and gorilla M. Toto! Now an established, flourishing turn key 4 unit, romantic rental business. Two units are resort quality short term vacation rentals and two units are long term rentals creating a balanced portfolio of short term rental maximum income plus stability of long term rentals. Future options include combining units for more square footage or adding on to enlarge over the current 3500 sq. ft. The property is expansive and covers 3 city lots, affording several options.
- Year Built
- 1945
About the Sale
- Furniture, Fixings and Equipment
- Included in Asking Price
- Current Property Expenses
- Past 12 months total operating expenses were $24,413. Includes utilities, maintenance, lawn care, supplies, taxes and insurance. Owner responsibilities includes housekeeping, swimming pool service, minor maintenance and management. $175,000/yr gross income - $24,413/yr expenses = $157,587/yr net income for current owner. Average 20 hour work week for current owner.
Listing Info
- ID:
- 2547011
- Listing Views:
Attached DocumentsAttachment Disclaimer
pro_forma_valuation_report (2).pdf
Sarasota-Spotlight-Gorilla-House (1).pdf
Business Location
Listing ID: 2547011 The information on this listing has been provided by either the seller or a business broker representing the seller. BizQuest has no interest or stake in the sale of this business and has not verified any of the information and assumes no responsibility for its accuracy, veracity, or completeness. See our full Terms of Use. Learn how to avoid scams.
Similar Listings
Saved Businesses limit reached.
Remove some Saved Businesses.
Remove some Saved Businesses.
