1860 Vía Contessa

Winter Park, FL 32789
(407) 592-5044
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1860 Vía Contessa

1860 Vía Contessa
Winter Park, FL 32789
(407) 592-5044
1860 Vía Contessa in Winter Park, FL - Building Photo

About 1860 Vía Contessa

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, thishome 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’ playtim eor 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

1860 Vía Contessa is located in the 32789 Zip code of Winter Park, FL.

Property Contact Info

Contact: Syl

Features and Amenities

On-Site Services

  • Garden Style

Interior Features

  • Balcony
  • Washer/Dryer Hookup
  • Washer/Dryer

Kitchen Amenities

  • Dishwasher
Google Map

Map

1860 Vía Contessa, Winter Park, FL 32789

Frequently Asked Questions about 1860 Vía Contessa

What type of rental is available at 1860 Vía Contessa?

There is currently a 8 Bed 6 Bath Home for rent with 7,000 sq ft listed at 1860 Vía Contessa. It is .

How much is the rent at 1860 Vía Contessa?

The rental at 1860 Vía Contessa is currently listed at $19,500.

What area of town is 1860 Vía Contessa located in?

1860 Vía Contessa is in the 32789 Zip Code of Winter Park, FL.

Points of Interest

Time and distance from 1860 Vía Contessa.

Big Box and Retail

Walgreens
1920 Aloma Ave
2 minute drive / 0.78 miles away
Eckerd
839 N Orlando Ave
4 minute drive / 1.59 miles away

Colleges and Universities

1000 Holt Ave
2 minute drive / 0.72 miles away
850 West Morse Boulevard
3 minute drive / 1.25 miles away
3300 University Boulevard
4 minute drive / 2.2 miles away

Groceries

Whole Foods
1030 N Orlando Ave
4 minute drive / 1.52 miles away
The Fresh Market
1500 N Mills Ave
6 minute drive / 2.87 miles away
Publix
1400 E Colonial Dr
7 minute drive / 3.52 miles away

Hospitals

Adventhealth Orlando
601 E Rollins St
5 minute drive / 2.6 miles away
Orlando Health
52 W Underwood St
11 minute drive / 5.56 miles away
Aspire Health Partners
1800 Mercy Dr
12 minute drive / 5.95 miles away

Military Bases

5 minute drive / 1.85 miles away

Parks and Recreation

1000 Universal Studios Plaza
25 minute drive / 11.76 miles away

1860 Vía Contessa has 1 park within 11.8 miles, including Universal Studios Florida.

Restaurants and Dining

2612 E Colonial Dr
7 minute drive / 3.3 miles away
870 Semoran Blvd
7 minute drive / 3.55 miles away
808 E Washington St.
9 minute drive / 4.24 miles away

Shopping Centers

1901-1999 Aloma Ave
2 minute drive / 0.75 miles away
221-229 W Fairbanks Ave
2 minute drive / 0.88 miles away
330-354 W Fairbanks Ave
2 minute drive / 0.97 miles away

1860 Vía Contessa has 5 shopping centers within 1.1 miles.

Nearby Neighborhoods

Studio to 3 Bedroom Apartments from $988
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Studio to 4 Bedroom Apartments from $860
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Studio to 4 Bedroom Apartments from $860
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Nearby Apartments

Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Winter Park Studio Apartments $1,698$900$3,717
Winter Park 1 Bedroom Apartments $1,924$860$6,984
Winter Park 2 Bedroom Apartments $2,342$976$7,572
Winter Park 3 Bedroom Apartments $3,068$1,261$8,951
Winter Park 4 Bedroom Apartments $5,269$3,060$9,500

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Viewing: 1860 Vía Contessa | Desktop Version | Listing Updated: 08/27/2025