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SoldSingle Family ResidenceSold

1860 Via Contessa

Winter Park, FL 32789

$1,900,000

  • 7Beds
  • 6Baths6 full
  • 6,854Sq Ft
  • $277Per Sq Ft
  • 0.27Acres
  • 2003Built
Subdivision
Lugano Terrace
County
Orange
MLS®
O6161682

Overview

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more.

Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace.

Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer.

The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table.

The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck.

Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

Listing Snapshot

Price
$1,900,000
Days On Site
N/A
Bedrooms
7
Inside Area (SqFt)
6,854 sqft
Total Baths
6
Full Baths
6
Partial Baths
0
Lot Size
0.27 Acres
Year Built
2003
MLS® Number
O6161682
Status
Sold
Property Tax
$26,363.13 (2023)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Estimated

Property Details

General Features

15 items
Acres
0.27
Attached Garage
Yes
Direction Faces
West
Garage
Yes
Garage Spaces
2
Levels
Three Or More
Parking
Driveway, Garage Door Opener, Parking Pad, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Sewer
Public Sewer
SqFt Total
9,162
Style
Traditional
Utilities
Cable Available, Natural Gas Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Water Source
Public
Zoning
R-1AA

Interior Features

27 items
Appliances
Dishwasher, Disposal, Electric Water Heater, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Softener, Wine Refrigerator
Basement
Bath/Stubbed, Finished, Interior Entry
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Family Room, Gas, Wood Burning
Flooring
Carpet, Tile, Wood
Furnished
Unfurnished
Heating
Central, Heat Pump
Interior
Crown Molding, Dry Bar, Open Floorplan, Stone Counters, Walk-In Closet(s)
Laundry Features
Inside, Laundry Closet, Laundry Room, Upper Level
Spa
Yes
Window Features
Blinds, Insulated Windows, Shutters

Rooms

RoomDimensionsLevelFeatures
Additional Bedroom12x13.5SecondCeiling Fan(s), Description - Room11
Bedroom 215.5x10FirstCeiling Fan(s), Description - Room7
Bedroom 315.5x10.5SecondCeiling Fan(s), Description - Room8
Bedroom 415.5x10.5SecondCeiling Fan(s), Description - Room9
Bedroom 512x14SecondCeiling Fan(s), Description - Room10
Dining Room15x13FirstDescription - Room3
Family Room18.5x21.5FirstCeiling Fan(s), Description - Room1
Game Room22.5x15BasementDescription - Room15
Great Room18x30BasementDescription - Room13
Kitchen16x17FirstBreakfast Bar, Granite Counters, Description - Room2
Laundry15.5x15SecondDescription - Room12
Living Room17x13FirstDescription - Room4
Master Bathroom11x13FirstGranite Counters, Description - Room6
Master Bedroom20x15FirstCeiling Fan(s), Description - Room5
Workshop13x26BasementDescription - Room14

Exterior Features

13 items
Construction Details
Block, Concrete, Stucco
Exterior
Lighting, Rain Gutters
Fencing
Fenced, Vinyl, Wood
Lot Features
Near Public Transit, Paved
Patio And Porch
Covered, Front Porch, Porch, Rear Porch, Screened
Pool Features
Gunite, Heated, In Ground, Salt Water, Screen Enclosure, Private
Private Pool
Yes
Roof
Concrete, Tile
Spa
Yes
Spa Features
Heated, In Ground
View
Pool, Trees/Woods
Waterview
Pool, Trees/Woods
Windows/Doors
Blinds, Insulated Windows, Shutters

Community Features

4 items
MLS Area
32789 - Winter Park
Township
21
Financing Terms Available
Cash, Conventional
Roads
Asphalt, Paved

Location

1860 Via Contessa, Winter Park, FL 32789 · 32789 - Winter Park

Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $1,999,000

Friends & Family

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Listing courtesy of KELLER WILLIAMS WINTER PARK (407) 252-8582

Stellar MLS

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 2026, Stellar MLS.

Last checked: 2026-11-10 03:57 AM EST

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