USAFLWinter ParkLugano Terrace1860 Via Contessa
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1860 Via Contessa, WINTER PARK, FL

House

For Rent

Listed price in listed location currency (USD).
$13,500

860

MLS® O6389081

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential Lease
Size 7000 sqft
Garage Yes
Date Available 
Days Active 0
Lot Size 0.26 acres
Approx. Age 2003
MLS® Number O6389081

Property Address: 1860 Via Contessa, WINTER PARK, FL, 32789-1503

Average square foot calculated using Size range provided by listing agent.

Description

Exceptional Lease Opportunity | The Vias, Winter Park $13, 500/mo | $15, 000 Security Deposit | One-Year Lease | Pets Considered (Owner Approval) | Available Now Rarely does a home of this caliber come to market for lease. Set on a quiet cul-de-sac in one of Winter Park's most prestigious enclaves — the coveted Vias neighborhood — this magnificent 7, 000 SF residence delivers an unmatched combination of scale, sophistication, and livability across three thoughtfully designed levels. Rich hardwood floors anchor the main living areas, setting a tone of warmth and understated elegance throughout. The open-concept floor plan transitions effortlessly between spaces, equally suited to quiet evenings at home and large-scale entertaining. At the center of it all is a chef's kitchen appointed with 42-inch cabinetry, quartz countertops, a professional gas range, and double ovens. An oversized eat-in bar and adjacent dining area connect seamlessly to the family room, ensuring the cook is always part of the conversation. The home offers two expansive primary suites, each a serene private retreat. The main floor — along with the second level — encompasses 4, 500 SF and five bedrooms with four baths. The main suite is a true sanctuary, complete with a spa-caliber bath and a custom walk-in closet. A gas fireplace anchors the family room, while French doors open to the covered rear patio and pool deck. Upstairs, four additional bedrooms are served by two Jack-and-Jill baths, a generous laundry room, and a versatile studio or playroom. Custom loft stairs climb to a third-floor bonus space, ideal for creative pursuits or kids' play. The lower level is an exceptional offering in its own right — a fully appointed 2, 500 SF in-law suite with a private living area, kitchenette and breakfast bar, a spacious primary bedroom with ensuite bath, two secondary bedrooms, a full hallway bath, gym, workshop, and a game room with pool table. Generous window wells flood the space with natural light, and direct access to the back patio and pool deck makes the transition between levels completely seamless. Zoned for the highly regarded Dommerich/Maitland/Winter Park High School district, and just minutes from the shops and dining of Park Avenue and a short stroll to the Winter Park Racquet Club — this is Winter Park living at its finest. All measurements and dimensions should be independently verified.
MLS® NumberO6389081
Laundry LevelLaundry Room
Central VacNo
FireplaceNo
Acreage0.26
Exterior
GarageYes
Approx. Age2003
Basement
Driveway
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Family Room:First Floor19 × 22 ft
Laundry:Second Floor10 × 12 ft
Bedroom 1:Basement22 × 16 ft
Living Room:First Floor22 × 20 ft
Great Room:Basement22 × 20 ft
Other:First Floor20 × 22 ft
Bedroom 5:Second Floor14 × 14 ft
Other:Basement20 × 18 ft
Bedroom 4:Second Floor15.5 × 14.5 ft
Loft:Third Floor18 × 16 ft
Other:First Floor14 × 13 ft
Bedroom 2:Second Floor14 × 14 ft
Kitchen:First Floor20 × 17 ft
Bedroom 3:Second Floor14 × 15 ft
Dining Room:First Floor15 × 16 ft

Price History

Apr 17, 2024End Date
$1,900,000Sold Price

Sold

Dec 5, 2023List Date
$1,999,000List Price
-End Date
Not Leased YetSold Price

For Rent

Mar 10, 2026List Date
$13,500List Price
Sep 8, 2025End Date
$19,250Sold Price

Leased

Jul 30, 2025List Date
$19,500List Price
  • Commute

Commute

Starting Address
Destination Address
1860 Via Contessa, WINTER PARK, FL

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