$2,990,000

1860 Via Contessa Winter Park, FL 32789

8 beds
6 full
7,000 sqft
0.3 acres
$427 / sqft
House

Property details

About 1860 Via Contessa

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.

Highlights

Home typeSingle Family Residence
HeatingCentral, Electric, Heat Pump, Zoned
StatusActive
CoolingCentral Air, Zoned
Size7,000 sqft
Lot size0.26 Acres
Year built2003
ParkingGarage Door Opener, Oversized
MLS #O6210791
Attached garage2 spaces
FireplaceFamily Room, Gas, Living Room
Private poolYes

Virtual tour

Summary

  • MLS Number: O6210791
  • MLS Name: MFRMLS
  • Office Name: SIERRA REALTY GROUP LLC
  • Office Phone: (407) 557-3119
  • Listing Agent: Sylvester Harding

IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/15/2025, 12:19:59 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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view of front of house with an attached garage, driveway, a front lawn, and stucco siding

$2,990,000

1860 Via Contessa

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Price information

Property sales

DateEventPrice
Jun 04, 2024
Home Sold
$1,900,000
Oct 08, 2021
Home Sold
$1,800,000

Tax history

YearAssessmentProperty Tax
2023$1,732,960$26,363
2022$1,456,492$22,504
2021$988,654$22,504
2020$975,004$14,972
2018$935,312$14,840
2017$916,074$14,721

History based on county public records data.

Nearby schools

6

Lakemont Elementary School

Public District KG-5

0.8 mi

901 N Lakemont Ave

9

Dommerich Elementary School

Public District KG-5

1.3 mi

601 N Thistle Ln

7

Brookshire Elementary School

Public District PK-5

1.9 mi

2500 Cady Way

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $221,906. Typical income of Winter Park, FL residents is $200k+ annually. Residents typically live in married, no kids family. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

17%
<35k
11%
35k-100k
18%
100k-200k
54%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

22%
Single, No Kids
2%
Single, with Kids
46%
Married, No Kids
30%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

12%
<11 yrs old
11%
12-17 yrs old
10%
18-34 yrs old
50%
35-64 yrs old
17%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • NordstromNordstrom
  • BloomingdalesBloomingdales
  • Chico'sChico's

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill
  • QdobaQdoba

What do the neighbors drive?

  • BMWBMW
  • LexusLexus
  • CadillacCadillac

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • NewsNews
  • ClassicalClassical
All data provided by Home Junction and Claritas

Frequently asked questions

About 1860 Via Contessa

This home is located at 1860 Via Contessa in Winter Park, FL and zip code 32789. This 7,000 square foot home, which was built in 2003, sits on a 0.26 acre lot. Features: 8 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since February 22, 2025 and is currently priced at $2,990,000.

While more than 7 listings in Winter Park, FL in February 2025 were sold above asking price, there were more than 23 listings sold at asking price, and more than 53 were sold below. The number of homes for sale in Winter Park, FL increased by 2.1% between January and February 2025. Listings spent 62 days on the market in February 2025, and had a median list price of $469,642 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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