1860 Via Contessa Winter Park, FL 32789
Listing Courtesy of: STELLAR / Sierra Realty Group LLC - Contact:  407-557-3119

  1860 Via Contessa Winter Park, FL 32789

Active (61 Days)
$2,950,000
8
BED
6
BATH
7,000
SQFT

Description

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The open-concept design seamlessly blends living spaces, perfect for both intimate family moments and large gatherings.
The chef-inspired kitchen is the heart of the home, featuring 42-inch cabinets, gleaming quartz countertops, a gas range, and double ovens. The oversized eat-in bar and cozy dining area flow into the spacious family room, keeping the chef engaged with guests at all times.
This home offers two expansive primary suites, each providing a peaceful, private retreat. The first and second floors, covering 4,500 SF, include five bedrooms and four baths, while the lower level adds a 2,500 SF in-law suite, complete with a spacious primary bedroom, ensuite bath, two secondary bedrooms, a full hallway bath, kitchenette/bar, gym, large living room, and more. Whether you need a quiet hideaway, home office, entertainment space, or hobby room, this home offers endless possibilities.
The main floor showcases a thoughtfully designed layout with a private main suite, elegant living and dining areas, and a cozy family room with a gas fireplace. French doors lead to the covered rear patio and pool deck, blending indoor and outdoor living. The well-appointed main suite boasts a luxurious bath and custom walk-in closet.
Upstairs, you’ll find four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry room, and a versatile studio/playroom. Custom loft stairs lead to a third-floor bonus space, perfect for kids’ playtime or creative pursuits.
The lower level is a true standout, offering 2,500 SF of flexible space. It includes a private living area, kitchenette, breakfast bar, a generously sized primary bedroom with ensuite, two additional bedrooms, a gym, a workshop area, and a game room complete with a pool table. Large window wells bring in natural light, and the space has direct access to the back patio and pool deck.
Located in a quiet cul-de-sac, just minutes from Park Avenue and a short walk to the Winter Park Racquet Club, this exceptional home is in the highly sought-after Dommerich/Maitland/Winter Park High School district. Don’t miss the opportunity to make this residence your own and fulfill your vision of the perfect Winter Park lifestyle! All measurements and dimensions should be verified.

MLS #:
O6210791
Taxes
$26,363(2023)
Lot Size
0.26 acres
Type
Single-Family Home
Year Built
2003
County
Orange County

Listed By

Sylvester Harding, Sierra Realty Group LLC, Contact: 407-557-3119
Source
STELLAR
Last checked Apr 24 2025 at 2:35 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 6
Interior Features
  • Built-In Features
  • Ceiling Fans(s)
  • Central Vaccum
  • Crown Molding
  • Eat-In Kitchen
  • High Ceilings
  • Open Floorplan
  • Primary Bedroom Main Floor
  • Smart Home
  • Solid Surface Counters
  • Solid Wood Cabinets
  • Split Bedroom
  • Stone Counters
  • Thermostat
  • Walk-In Closet(s)
  • Attic
  • Bonus Room
  • Breakfast Room Separate
  • Den/Library/Office
  • Family Room
  • Formal Dining Room Separate
  • Formal Living Room Separate
  • Inside Utility
  • Interior In-Law Suite W/Private Entry
  • Loft
  • Appliances: Bar Fridge
  • Appliances: Built-In Oven
  • Appliances: Convection Oven
  • Appliances: Cooktop
  • Appliances: Dishwasher
  • Appliances: Disposal
  • Appliances: Dryer
  • Appliances: Exhaust Fan
  • Appliances: Gas Water Heater
  • Appliances: Microwave
  • Appliances: Range Hood
  • Appliances: Refrigerator
  • Appliances: Tankless Water Heater
  • Appliances: Washer
  • Appliances: Wine Refrigerator
  • Unfurnished
Subdivision
  • Lugano Terrace
Lot Information
  • City Limits
  • Landscaped
  • Paved
Property Features
  • Fireplace: Family Room
  • Fireplace: Gas
  • Fireplace: Living Room
  • Foundation: Basement
  • Foundation: Block
  • Foundation: Stem Wall
Heating and Cooling
  • Central
  • Electric
  • Heat Pump
  • Zoned
  • Central Air
Pool Information
  • Gunite
  • Heated
  • In Ground
  • Lighting
  • Screen Enclosure
  • Tile
Flooring
  • Ceramic Tile
  • Tile
  • Wood
Exterior Features
  • Block
  • Stucco
  • Roof: Tile
Utility Information
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected, Water Source: Public
  • Sewer: Public Sewer
  • Energy: Hvac, Insulation, Thermostat
Parking
  • Garage Door Opener
  • Oversized
Living Area
  • 7,000 sqft
Additional Information: Sierra Realty Group LLC | 407-557-3119
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 4/24/25 07:35