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2299 VIA TUSCANY,  WINTER PARK, FL 32789

MLS# O6355858.  4 beds.  3.5 baths.  Single Family Home.  Active

$13,185 in taxes (2025)

$2,150,000   Reduced by $50,000 (2.3%)

 

Remarks:

Under contract-accepting backup offers. Picture yourself unwinding in your private 0.41-acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park Racquet Club for tennis, pickleball, or lunch (kids are covered—there’s a sidewalk the whole way), or head to the deeded lake access launch for a day of kayaking on the Winter Park Chain of Lakes. Welcome to 2299 Via Tuscany, an opportunity priced 4-bedroom, 3.5-bath home to get into the coveted Winter Park Vias while adding your final touches to personalize this home while prioritizing location, schools, privacy and connectivity. With 3, 986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring a super spacious kitchen, a new architectural shingle roof (2023), Pebble Tec-style pool finish, and lush landscaping. Inside, enjoy solid hardwood and modern tile floors, soaring ceilings, and two wood-burning fireplaces. The chef’s kitchen shines with SubZero refrigeration and a Viking 6-burner gas cooktop. The main floor offers a private primary suite, a guest suite, and a study/library with built-ins, while upstairs you’ll find two more bedrooms and a full bath. Modern perks include zoned A/C, a new EV charger, and epoxy-coated floors in the 2-car garage. Close to parks, the Racquet Club, and downtown Winter Park’s shops, dining, and culture, this home suits families and active lifestyles alike. Deeded lake access through the Maitland Shores Lakefront Preservation Association gives you a private ramp for kayaks, canoes, and more, plus easy access to schools, trails, and green spaces—a perfect mix of charm, amenities, and location.

Quick Info:

  • Listing is courtesy Of: CORCORAN PREMIER REALTY ((407-965-1155))
  • Listing Agent: Vincent Scarlatos ((407-718-2378))
  • Days on yellowkey: 214
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 3.5
  • Living Area Square Feet: 3986
  • Built 1953
  • Taxes: $13,185 (2025)
  • 2 Days off yellowkey (back on 6/1/2026 )
  • Garage Spaces:2 ()
  • Square Feet: 5353
  • Fees: $0
  • Orange County
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  • Occupancy Information: Owner
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  • Subdivision Name: MAITLAND SHORES
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  • Interior Features: High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
6/1/2026Sale209O6355858Back on yellowkey$2,150,000-401.6439MLS
5/27/2026Sale204O6355858Price Change$2,150,000-2.27%401.6439MLS
11/4/2025Sale0O6355858listed for sale$2,345,000-410.9844MLS




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