Homes for sale - 585 VIA LUGANO, Winter Park, FL 32789

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Dec

Tue

Dec

2025

Jan

Zaida M Cabrisa

zaidahomes@gmail.com +1(321) 947-7572

$ 2,999,999

Est. payment | -/mo

5 Beds

4 Baths

4,390 SqFt

Save Virtual Tour

$ 2,999,999

Est. payment | -/mo

Save Virtual Tour

5 Beds

4 Baths

4,390 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Pending

Purchase Type For Sale

Square Footage 4,390 sqft

Price per Sqft $683

Subdivision Keisers Rep Sicilian Shores

MLS Listing ID O6265815

Bedrooms 5

Full Baths 3

Half Baths 1

Construction Status Inspections

HOA Y/N No

Originating Board Stellar MLS

Year Built 1961

Annual Tax Amount $33,299

Lot Size 0.630 Acres

Acres 0.63

Lot Dimensions 156x180x148x180

Property Description

Presenting a once-in-a-lifetime opportunity to own a prime piece of property on one of Winter Park's most prestigious streets in the Via's, surrounded by multimillion-dollar homes. This oversized 0.63-acre lot, located at the bottom of Via Lugano and cornering Pinetree Road, is just steps away from the entrance to the exclusive Isle of Sicily. The existing home is ideal for significant renovation or teardown, offering great potential. The floorplan includes a spacious downstairs owner's suite, office, living room that opens to the family room, a separate formal dining room, and large kitchen with eat-in nook. Upstairs, there are 4 bedrooms, 2 bathrooms, and a large attic storage room. The backyard is an entertainer's dream, featuring a tropical oasis with lush foliage, expansive grassy areas, and a large pool surrounded by elegant brick pavers. A circle drive in front and a side-entry garage complete this unique offering. With endless potential and located in one of Winter Park's most desirable neighborhoods, within walking distance of the Winter Park Racquet Club. It is zoned for excellent public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School, and is conveniently near several private schools. The home is being sold as-is and offers a rare chance to build a custom home in an unparalleled location.

Location

State FL

County Orange

Community Keisers Rep Sicilian Shores

Zoning R-1AA

Rooms

Other Rooms Attic, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility

Interior

Interior Features Built-in Features, Ceiling Fans(s), Central Vaccum, Crown Molding, High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)

Heating Central, Electric, Heat Pump

Cooling Central Air

Flooring Tile, Wood

Fireplaces Type Living Room, Wood Burning

Furnishings Unfurnished

Fireplace true

Appliance Built-In Oven, Cooktop, Dishwasher, Disposal, Refrigerator

Laundry Inside, Laundry Room

Exterior

Exterior Feature French Doors, Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors

Parking Features Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side

Garage Spaces 2.0

Fence Chain Link, Masonry, Other

Pool Gunite, In Ground

Utilities Available Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Roof Type Shingle

Porch Deck, Front Porch, Patio

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Corner Lot, City Limits, Oversized Lot, Paved

Entry Level Two

Foundation Crawlspace

Lot Size Range 1/2 to less than 1

Sewer Public Sewer

Water Public

Architectural Style Ranch

Structure Type Block,Brick

New Construction false

Construction Status Inspections

Schools

Elementary Schools Dommerich Elem

Middle Schools Maitland Middle

High Schools Winter Park High

Others

Senior Community No

Ownership Fee Simple

Special Listing Condition None

Listed by FANNIE HILLMAN & ASSOCIATES

585 VIA LUGANO Winter Park, FL 32789