1411 Via TuscanyWinter Park, FL 32789Sale Price: $10,500,000

  • Sale Price: $10,500,000
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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $10,500,000Sale Price
  • 5Bedrooms
  • 8Full Bath
  • 2Half Baths
  • 10,734Square Feet

Listing Tools

One of Winter Park's most notable landmark properties defines architectural excellence in an inspiring renovation of a Tuscany vineyard estate, with arguably one of the strongest lakefront vistas in all of Winter Park. La Villa Toscana rests on an elevated acre and premier property, with a sunset orientation overlooking extraordinary grounds of resort-style living on Lake Maitland, the largest lake on the Winter Park Chain of Lakes. Built in 1926, on the National Register of Historic Places and thought to be an authentic Tuscany-style, Mizner-Mediterranean, the estate underwent a multiyear extensive renovation and addition by Pellegrini Homes with renowned architect Dailey Janssen, completed in 2009. Known as a preeminent area, "The Vias" in Winter Park is the perfect location for this elegant Italian-Mediterranean and high-quality custom residence. A central foyer greets you and flows naturally into grand rooms for living and entertaining. The special finishes of this home offer amenities well-planned for entertaining family intimately or on a grander scale for special events. There is a main residence, plus a two-story casita, a pool cabana and grandfathered two-story boathouse that all feature exquisite and authentic finishes, Bourgogne stone flooring, French oak flooring, 100-year-old pecky cypress beams and ceilings, custom-designed Hope's® steel windows and doors. The kitchen features custom Turkish wood cabinetry, a La Cornue range, commercial-grade appliances, a working island and more. Opening naturally to the family room with custom-designed built-ins and a gas fireplace. This smart plan includes two offices featuring exquisite millwork and French baked white oak floors. The separate, private casita with kitchen is perfect for guests with views of the grounds and lake, as well. From the hand-selected, antique rolled-barrel tiles on roof and reclaimed exotic wood-detailed interiors to the solid marble and copper tubs, there are too many wonderful features to name. The stunning landscaped grounds are designed by renowned Mario Nievera, terracing down with a cascading rivulet to the pool, lake and boathouse, creating the perfect backdrop for outdoor living and entertaining. Imported, custom-designed Italian hand-painted glass tile defines the tranquil pool with waterfall, next to the cabana with a full kitchen, wood-burning pizza oven and changing rooms with showers. The expansive basement hosts the media room, laundry room, wine grotto and two mechanical rooms. Enjoy the true Florida lifestyle with a heated spa, outdoor fire pit and the absolute best boathouse on the chain, with two levels, deck, balcony and two baths. Exceptional features include incredible millwork, electric disappearing shades in most rooms, home theater, air-conditioned garage with catering kitchen, hand-carved Italian sinks and tub, elevator, gazebo, whole-house generator, top-of-the-line water filtration system, Lutron technology, natural gas lanterns, multiple fountains and more. Note reproduction costs today for the structures alone (excluding land valued at over $5M) would be in excess of the asking price (owner invested ~ $1 million on the boathouse renovation alone)... NOTE: Arguably "once in a lifetime opportunity" for additional ~1.5 acre lakefront residence next door may be purchased & added to this property creating a ~3 acre estate...!!

Property Details of 1411 Via Tuscany

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Mick Night of PREMIER SOTHEBY'S INTL. REALTY

Listing Sold by PREMIER SOTHEBY'S INTL. REALTY

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 14, 2026 6:03 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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