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1860 Via Contessa

Winter Park, FL 32789

Name: Open House: 1pm-4pm
Start: 2025-03-30T13:00:00
End: 2025-03-30T16:00:00
Location: 1860 Via Contessa

8 beds
6 baths
7,000 sqft
11,531 sqft lot
$427 per sqft
2003 build
– on site

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.

Listing courtesy of STELLAR_MLS / SIERRA REALTY GROUP LLC

Last checked: Checking… • Last updated Mar 30, 2025 •

MLS# O6210791 —

The Building

Year Built:

2003
New Construction:

false
Construction Materials:

Block
Levels:

Two
Roof:

Tile
Basement:

Finished
Foundation Details:

Basement
Window Features:

Blinds
Patio And Porch Features:

Covered
Security Features:

Closed Circuit Camera(s)
Building Area Total:

9162
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Built-in Features
Furnished:

Unfurnished
Flooring:

Ceramic Tile
Additional Rooms:

Attic
Fireplace:

false
Fireplace Features:

Family Room

Room Dimensions

Living Area:

7000
Living Area Units:

Square Feet
Living Area Source:

Estimated

Location

Directions:

FL-426 W; Turn right onto Bear Gully Rd; Turn left to stay on Bear Gully Rd; At the traffic circle, continue straight to stay on Bear Gully Rd; Turn right onto Howell Branch Rd; Turn left onto Temple Dr; Turn right onto Vía Lugano; Turn right onto Vía Contessa; House is on the right.
Latitude:

28.61544
Longitude:

-81.336758
Coordinates:

-81.336758, 28.61544

The Property

Parcel Number:

322130528000180
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

City Lot
Lot Size Acres:

0.26
Lot Size Area:

11531
Lot Size SqFt:

11531
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

R-1AA
Direction Faces:

North
View:

false
Exterior Features:

French Doors
Fencing:

Fenced
Vegetation:

Mature Landscaping
Water Source:

Public
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Flood Zone Panel:

12095C0255F
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2023
Tax Lot:

18
Tax Legal Description:

LUGANO TERRACE W/4 LOT 18
Tax Book Number:

W-4
Tax Annual Amount:

26363

Beds

Bedrooms Total:

8

Baths

Total Baths:

6
Total Baths:

6
Full Baths:

6

The Listing

Virtual Tour URL Unbranded:

https://vimeo.com/1058970687
Special Listing Conditions:

None
Home Warranty:

false

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer
Green Energy Efficient:

HVAC

Appliances

Appliances:

Bar Fridge
Laundry Features:

Electric Dryer Hookup

The Community

Subdivision Name:

LUGANO TERRACE
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Spa:

true
Spa Features:

In Ground
Pool Private:

true
Pool Features:

Gunite
Pets Allowed:

Yes
Association:

false
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2
Parking Features:

Garage Door Opener

Monthly cost estimate

Asking price

$2,990,000

Expense	Monthly cost
Mortgage	$16,010
Taxes	$2,196
Insurance	$822
Utilities	$353 See report
Total	$19,381/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
2/22/25 Feb 22, 2025	Listed / Active	STELLAR_MLS	$2,990,000	57.4%
5/31/24 May 31, 2024		STELLAR_MLS	$1,900,000	-5.0%
4/20/24 Apr 20, 2024		STELLAR_MLS	$1,999,000

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This house located in Lake Knowles Terrace, Winter Park, FL 32789 is currently for sale for $2,990,000. 1860 Via Contessa is a 7,000 square foot house with 8 beds and 6 baths that has been on Estately for 38 days. 1860 Via Contessa is in the Lake Knowles Terrace neighborhood of Winter Park and has a WalkScore® of 14, making it car-dependent. This house is in the attendance area of Maitland Middle School, Winter Park High School, Cornerstone Charter Academy High School, Dommerich Elementary School, and Cornerstone Charter Academy K-8.

Listing Courtesy of: STELLAR_MLS and SIERRA REALTY GROUP LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.