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$19,250
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Property 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 designseamlessly blends living spaces, perfect for both intimate family moments and large gatherings. The chef-inspired kitchen is the heart of thehome, featuring 42-inch cabinets, gleaming quartz countertops, a gas range, and double ovens. The oversized eat-in bar and cozy dining areaflow into the spacious family room, keeping the chef engaged with guests at all times. This home offers two expansive primary suites, eachproviding a peaceful, private retreat. The first and second floors, covering 4,500 SF, include five bedrooms and four baths, while the lower leveladds 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, thishome offers endless possibilities. The main floor showcases a thoughtfully designed layout with a private main suite, elegant living and diningareas, 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 withdouble sinks, a large laundry room, and a versatile studio/playroom. Custom loft stairs lead to a third-floor bonus space, perfect for kids' playtimeor creative pursuits. The lower level is a true standout, offering 2,500 SF of flexible space. It includes a private living area, kitchenette, breakfastbar, a generously sized primary bedroom with ensuite, two additional bedrooms, a gym, a workshop area, and a game room complete with a pooltable. 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-afterDommerich/Maitland/Winter Park High School district. Don't miss the opportunity to make this residence your own and fulfill your vision of theperfect Winter Park lifestyle! All measurements and dimensions should be verified
Full Property Details
Full Property Details for 1860 Via Contessa
General
- Rent: $19,250
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6323725
- Added to Site: 171 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
Interior
- Number of Rooms: 15
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Porcelain Tile, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 8
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: LUGANO TERRACE
- Driving Directions: FL-426 W; Turn right onto Bear Gully Rd; Turn left to stay on Bear Gully Rd; At the traffic circle, continue straight to stay onBear Gully Rd; Turn right onto Howell Branch Rd; Turn left onto Temple Dr; Turn right onto VÃa Lugano; Turn right onto VÃa Contessa; House is onthe right.
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Stories/Levels: Three Or More
- Square Feet: 7,000
- Living Area: 7,000 Sq. Ft.
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.26
- Lot Size (Sq. Ft.): 11,531
- Lot Size: 11531
- Street/Road Desc.: Paved
Financial Considerations
- Lease Price: $19,500
- Application Fee: $150
- Security Deposit: $10,000
Disclosures and Reports
- APN: 322130528000180
- Property ID: 322130528000180
Listed and Sold by Sierra Realty Group Llc
Schools
Schools serving 1860 Via Contessa
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dommerich Elementary School 601 North Thistle Lane, Maitland, FL 32751 | K-5 | 1.3 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 1860 Via Contessa
Date
Details
Price
Change
Source
9/08/2025
Sold
$19,250
-1.28%
MLS
8/10/2025
Price Increased
$19,500
8.33%
MLS
7/30/2025
Listed
$18,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1860 Via Contessa, Winter Park, FL 32789 (MLS# O6323725) is a Single Family property that was sold at $19,250 on September 08, 2025. Want to learn more about 1860 Via Contessa? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.

