5+ Days Ago
Highlights
- Hardwood floors
- Pool deck
- Chef-inspired kitchen
- Gas range
- Open-concept design
- 42-inch cabinets
Location
1860 Via Contessa #NA, Winter Park, FL 32789, USA
Tour 1860 Via Contessa #NA
Contact
Sierra Realty Group, LLC
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Property Overview
This property features hardwood floors, a chef-inspired kitchen with a gas range, and an open-concept design complemented by ample natural lighting. The presence of a pool deck and on-site fitness amenities enhances opportunities for health and wellness. Additionally, its proximity to a highly-rated middle school and an extensive gallery of 30 photos offers renters valuable insight into the living space.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Middle school nearby- Fireplace
- Images Available
Great for
Wellness
Amenities for 1860 Via Contessa #NA
Apartment Amenities
| Air Conditioning | Balcony |
| Fireplace | Hardwood Floor |
| Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
Building
| Fitness Center | Onsite Laundry |
Grounds
| Assigned Parking | Garage Parking |
| Outdoor Space | Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Parking Policy
Assigned Parking
Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Questions about this property’s policies and fees?
Building details
Property details
| Lease terms | 12+ months |
|---|
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About 1860 Via Contessa #NA
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
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 1860 Via Contessa #NA compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 1 mile away
- Fireplace
- Upgraded in-unit features
- Images Available
- There are at least 10 photos of this address
- Laundry available on site
- Washers and dryers are available in-building or in-unit
- Walk-in closet
- More closet space on average
Address details
| Zip code | 32789 |
|---|---|
| Type | House for rent |
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Rent trends in Winter Park
Median rents as of Jan 31 2026.
Winter Park
| Month | Median Rent |
|---|---|
| February 2024 | $4,071 |
| March 2024 | $3,989 |
| April 2024 | $4,537 |
| May 2024 | $4,591 |
| June 2024 | $3,958 |
| July 2024 | $3,525 |
| August 2024 | $3,400 |
| September 2024 | $3,062 |
| October 2024 | $2,999 |
| November 2024 | $3,619 |
| December 2024 | $3,350 |
| January 2025 | $3,260 |
| February 2025 | $3,033 |
| March 2025 | $3,160 |
| April 2025 | $3,187 |
| May 2025 | $3,275 |
| June 2025 | $3,612 |
| July 2025 | $4,649 |
| August 2025 | $6,642 |
| September 2025 | $5,359 |
| October 2025 | $4,464 |
| November 2025 | $4,355 |
| December 2025 | $4,087 |
| January 2026 | $4,541 |
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Last month | $16,550 |
| 5 months ago | $19,500 |
Schools near 1860 Via Contessa #NA
Dommerich Elementary School
601 n thistle ln
maitland, FL, 32751
PK, K-5Public
A
OCVS Virtual Instruction Program
1600 silver star rd
orlando, FL, 32804
K-12Public
OCVS Virtual Franchise
1600 silver star rd
orlando, FL, 32804
K-12Public
A-
BETA Alternative School
4680 lake underhill rd
orlando, FL, 32807
PK, 6-12Public
C+
Positive Pathways Transition Center
6125 n orange blossom trl
orlando, FL, 32810
K-12Public
C-
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Internet available near 1860 Via Contessa #NA
Neighborhood
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Winter Park near 1860 Via Contessa #NA
Walking
5/10
Some shops and stores are within a few minutes.
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
1/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 1860 Via Contessa #NA, Winter Park
Groceries
2/10
Closest supermarket further than a 30-minute walk
Shopping
6/10
Several shops within walking distance
Cafes
3/10
Some cafés within walking distance
Restaurants
5/10
Some restaurants within a few minutes’ walk
Primary schools
3/10
At least one elementary school within a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Parks
6/10
Moderate amount of park space nearby
Nightlife
2/10
Few or no bars within walking distance
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