1 / 60
$2,200,000
Original: $2,345,000
Active
2299 VIA TUSCANY
WINTER PARK, FL 32789 — MAITLAND SHORES
4 Beds
4 Baths
3,986 sqft
0.40 acres
Built 1953
2-Car Garage
About This Property
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, a gorgeous 4-bedroom, 3.5-bath home in the coveted Winter Park Vias. With 3,986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring updated kitchens and baths, 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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6355858
- Days on Market
- 178
- Year Built
- 1953
- Levels
- Two
- Architectural Style
- Mid-Century Modern, Traditional
- Direction Faces
- Northeast
- Occupant Type
- Owner
Size & Structure
- Living Area
- 3,986 sqft
- Total Area
- 5,353 sqft
- Lot Size
- 0.40 acres
- Lot Sq Ft
- 17,640 sqft
- Bedrooms
- 4
- Full Baths
- 3
- Half Baths
- 1
- Garage Spaces
- 2
Interior
- Flooring
- Tile, Wood
- Appliances
- Dishwasher, Disposal, Electric Water Heater, Range Hood
- Interior Features
- High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments
- Laundry
- Inside, Laundry Room
- Fireplace
- Yes — Family Room, Living Room, Wood Burning
- A/C
- Central Air, Zoned
- Heating
- Central
Exterior & Lot
- Exterior Features
- Awning(s), Garden, Private Mailbox, Sidewalk
- Construction
- Block
- Roof
- Shingle
- Foundation
- Crawlspace, Slab
- Patio/Porch
- Covered, Front Porch, Patio
- Fencing
- Other, Wood
- Lot Features
- Landscaped, Oversized Lot, Private, Sidewalk, Street Brick
- View
- Garden, Pool
Water & Pool
- Pool
- Yes — In Ground, Lighting, Other
Community & HOA
- HOA
- No
- Community Features
- Park, Playground, Sidewalks, Tennis Court(s)
- Pets Allowed
- Yes
- Homestead
- Yes
Utilities & Systems
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Public, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Central
- Flood Zone
- X
- Parking
- Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Financial
- List Price
- $2,200,000
- Original Price
- $2,345,000
- Annual Taxes
- $13,185
- Tax Year
- 2025
- Special Conditions
- None
- Possession
- Close Of Escrow
Schools
- Elementary
- Dommerich Elem
- Middle School
- Maitland Middle
- High School
- Winter Park High