1860 Via Contessa, Winter Park, FL 32789
$2,990,000
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Home Description
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.
- Private Pool: True
- Pool Features: Gunite,Heated,In Ground,Lighting,Screen Enclosure,Tile
- Spa Features: In Ground
- Interior Features: Built-in Features,Ceiling Fans(s),Central Vaccum,Crown Molding,Eat-in Kitchen,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,Smart Home,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Walk-In Closet(s)
- Appliances: Bar Fridge,Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Gas Water Heater,Microwave,Range Hood,Refrigerator,Tankless Water Heater,Washer,Wine Refrigerator
- Fireplace Desc: Family Room,Gas,Living Room
- Floor Covering: Ceramic Tile,Tile,Wood
- Additional Rooms: Attic,Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry,Loft
- Exterior Features: French Doors,Irrigation System,Lighting,Outdoor Shower,Rain Gutters,Sidewalk,Sliding Doors
- Exterior Contruction: Block,Stucco
- Foundation: Basement,Block,Stem Wall
- Front Exposure: North
- Roof: Tile
- Green Energy Efficiency: HVAC,Insulation,Thermostat
- Building Sqft: 9162
Available now at $2,990,000
Approximate Room Sizes / Descriptions
| Family Room | 19x22 | First | Wood |
| Kitchen | 20x17 | First | Wood |
| Dining Room | 15x116 | First | Wood |
| Living Room | 22x20 | First | Wood |
| Primary Bathroom | 14x13 | First | Tile |
| Laundry | 10x12 | Second | Ceramic Tile |
| Great Room | 22x20 | Basement | Porcelain Tile |
| Loft | 18x16 | Third | |
| Primary Bedroom | 20x22 | First | Wood |
| Bedroom 2 | 14x14 | Second | Wood |
| Bedroom 3 | 14x15 | Second | Wood |
| Bedroom 4 | 15.5x14.5 | Second | Wood |
| Bedroom 5 | 14x14 | Second | Wood |
| Primary Bedroom 2 | 20x18 | Basement | Tile |
| Bedroom 1 | 22x16 | Basement | Porcelain Tile |
- Attached Garage: True
- Garage: True
- Garage Spaces: 2
- Garage Feature: Garage Door Opener,Oversized
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air,Zoned
- Heating: Central,Electric,Heat Pump,Zoned
- Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Public,Sewer Connected,Street Lights,Underground Utilities,Water Connected
- Lot Sqft: 11531.00
- Lot Acres: 0.2600
- Total Acre: 1/4 to less than 1/2
- Lot Num: 18
- Style: Single Family Residence
- Location: City Limits,Landscaped,Paved
- Pets Allowed: Yes
- : 407-557-3119
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Financial
- Approx Payment:$14,545*
- Taxes:$26,363
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 278-2057 and speak with one of our real estate consultants.
Popular Homes
$517,385
$430,000
135
0.7%
48.1%
89
$531,778
$469,000
560
1.2%
47.7%
86
$895,304
$697,450
24
0.0%
45.8%
76
$444,135
$420,000
85
2.4%
48.2%
73
$1,369,466
$1,175,000
42
0.0%
45.2%
120
$709,109
$712,498
20
0.0%
45.0%
245
$767,100
$587,500
18
0.0%
55.6%
53
$560,824
$485,000
620
0.8%
52.4%
89
$987,059
$649,990
13
0.0%
30.8%
56
$479,044
$416,495
250
0.8%
48.4%
80
$436,566
$412,400
65
0.0%
33.8%
95
$517,355
$441,990
2283
1.6%
46.8%
102
$735,172
$550,000
181
0.6%
55.2%
88
$802,054
$584,500
74
0.0%
48.6%
94
$550,178
$533,555
130
0.8%
38.5%
88
$1,588,387
$1,114,599
48
0.0%
54.2%
136
$532,232
$472,990
172
1.2%
48.8%
81
$678,576
$479,900
2687
1.6%
47.0%
81
$720,243
$599,000
188
2.1%
45.2%
78
$330,152
$318,000
253
0.8%
57.3%
132
$1,720,455
$1,262,500
90
1.1%
48.9%
171
$548,624
$464,700
651
0.8%
69.4%
142
$528,095
$417,990
392
1.3%
52.6%
93
$575,066
$448,740
111
1.8%
61.3%
82
$2,092,855
$1,287,485
250
0.4%
42.0%
112
$837,638
$685,990
569
0.5%
46.9%
88
$596,831
$475,000
118
0.8%
43.2%
74
Listing Courtesy of SIERRA REALTY GROUP LLC.
For information or to schedule a viewing of this property (MLS# O6210791), call: 407-278-2057
1860 Via Contessa, Winter Park FL is a single family home of 7000 sqft and
is currently priced at $2,990,000
.
This single family home has 8 bedrooms.
A comparable home for sale at 1885 Temple Dr in Winter Park is listed at $1,190,000.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Park, FL.
Landmark Winter Park, Osceola Shores and Comstock Park are nearby neighborhoods.
MLS O6210791 has been posted on this site since 2/22/2025 (today).