House for rent

5+ Days Ago

Verified

1860 Via Contessa #NA
1860 Via Contessa #NA, Winter Park, FL 32789, USA

1860 Via Contessa #NA, Winter Park, FL 32789, USA

Verified

Monthly rent	$16,550
Beds	8
Baths	6
Sqft	7,000

Monthly rent	$16,550
Beds	8
Baths	6
Sqft	7,000

5+ Days Ago

Highlights

Hardwood floors
Pool deck
Ample space
Chef-inspired kitchen
Gas range
Custom walk-in closet

Location

1860 Via Contessa #NA, Winter Park, FL 32789, USA

Tour 1860 Via Contessa #NA

Contact

Syl

(407) 592-5044

Property Overview

Features of this property include hardwood floors, a chef-inspired kitchen with a gas range, and a custom walk-in closet. The location offers convenient access to essential amenities, with a grocery store and public transport within a short distance, while a top-rated middle school is also nearby. Additionally, wellness enthusiasts may appreciate the on-site pool, fitness center, and ample natural lighting throughout the space.

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

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

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

About 1860 Via Contessa #NA

Home

Houses in Winter Park

1860 Via Contessa #NA, Winter Park, FL 32789, USA

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

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

Considerations

Greater distance from high schools: The nearest high school is farther than 2 miles away

Address details

Zip code	32789
Type	House for rent

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Rent trends in Winter Park

Median rents as of Nov 1 2025.

Winter Park

A table of 4-bedroom apartment rental data trends in Winter Park
Month	Median Rent
November 2023	$4,416
December 2023	$3,930
January 2024	$3,725
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	$4,400