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$2,990,000
305 Days On Site

1860 VIA CONTESSA
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
8
Beds
6
Full Baths
0
Partial Baths
7,000
SqFt
$427
/SqFt
2003
Built
Subdivision:
LUGANO TERRACE
County:
Orange
Call Now: 407-501-4936
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407-501-4936
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1860 VIA CONTESSA1860 VIA CONTESSA1860 VIA CONTESSA1860 VIA CONTESSA
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Monthly Payment (Est.)

$13,642
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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, this home 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’ playtime or 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. One or more photo(s) has been virtually staged.

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Listing Snapshot
Price 
$2,990,000
Days On Site 
305 Days
Bedrooms 
8
Inside Area (SqFt) 
7,000 sqft
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
0.26 Acres
Year Built 
2003
MLS® Number 
O6210791
Status 
Active
Property Tax 
$26,363
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
a month agoStatus changed to Active
a month agoPrice changed to $2,990,000
10 months agoListing first seen on site
General Features
Acres 
0.26
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Green Energy Efficient 
HVACInsulationThermostat
Parking 
Garage Door OpenerOversizedAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Closed Circuit Camera(s)Fire AlarmSecurity SystemSecurity System OwnedSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
9162
Stories 
Two
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Bar FridgeConvection OvenCooktopDishwasherDisposalDryerExhaust FanGas Water HeaterMicrowaveRange HoodRefrigeratorTankless Water HeaterWasherWine Refrigerator
Basement 
Finished
Cooling 
Central AirZoned
Fireplace Features 
Family RoomGasLiving Room
Flooring 
Ceramic TileTileWood
Furnished 
Unfurnished
Heating 
CentralElectricHeat PumpZoned
Interior 
Built-in FeaturesCrown MoldingEat-in KitchenHigh CeilingsOpen FloorplanSmart HomeStone CountersWalk-In Closet(s)
Laundry Features 
Electric Dryer HookupGas Dryer HookupInsideLaundry Room
Spa 
Yes
Window Features 
BlindsDouble Pane WindowsENERGY STAR Qualified WindowsInsulated WindowsLow Emissivity WindowsSolar Screens
Bedroom 1 
Dimensions - 22x16Level - Basement
Bedroom 2 
Dimensions - 14x14Level - Second
Bedroom 3 
Dimensions - 14x15Level - Second
Bedroom 4 
Dimensions - 15.5x14.5Level - Second
Bedroom 5 
Dimensions - 14x14Level - Second
Dining Room 
Dimensions - 15x116Level - First
Family Room 
Dimensions - 19x22Level - First
Great Room 
Dimensions - 22x20Level - Basement
Kitchen 
Dimensions - 20x17Level - First
Laundry 
Dimensions - 10x12Level - Second
Living Room 
Dimensions - 22x20Level - First
Loft 
Dimensions - 18x16Level - Third
Master Bathroom 
Dimensions - 14x13Level - First
Master Bedroom 
Dimensions - 20x22Level - First
Primary Bedroom 2 
Dimensions - 20x18Level - Basement
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor ShowerRain Gutters
Fencing 
FencedVinyl
Lot Features 
LandscapedPaved
Patio And Porch 
CoveredDeckEnclosedFront PorchPatioPorchRear PorchScreened
Pool Features 
GuniteHeatedIn GroundScreen EnclosureTilePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
In Ground
Windows/Doors 
BlindsDouble Pane WindowsENERGY STAR Qualified WindowsInsulated WindowsLow Emissivity WindowsSolar Screens
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
32789 - Winter Park
Roads 
AsphaltPaved
Township 
21
Listing courtesy of SIERRA REALTY GROUP LLC 4075573119



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-04-03 12:10 PM EDT

Neighborhood & Commute
Source: Walkscore
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