2423 VIA SIENNA Winter Park, FL $ 2,200,000
2423 VIA SIENNA
$ 2,200,000
Recently Listed
Open House 3/8 1pm - 3pm
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2423 VIA SIENNA

Winter Park, FL, 32789
$ 2,200,000
Bedrooms4 Baths3.1 Sq 3,472

Monthly Estimate*

$ 13,546

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Single Family Home for sale in Winter Park, FL

for $2,200,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,472 square foot home was built in 1990 on a lot size of 0.3.

Welcome to 2423 Via Sienna, gracefully positioned on a quiet cul-de-sac in the heart of Winter Park. This charming, established enclave is just moments from the Winter Park Racquet Club, Phelps Park, the YMCA, and the renowned boutiques and dining of Park Avenue. This exceptional four-bedroom, three-and-a-half-bath pool residence has been taken to the studs and masterfully reimagined with timeless finishes and thoughtful design throughout. Upon entry, soaring ceilings and expansive windows create a light-filled, open interior ideal for both everyday living and elegant entertaining. The living and dining spaces are accented by tongue-and-groove ceilings, a gas fireplace, and bespoke built-ins, flowing seamlessly into a sun-drenched sunroom destined to become a favorite retreat. Chicago brick flooring, fixed glass windows, and accordion doors frame serene views of the private backyard oasis. The gourmet kitchen is both stunning and functional, featuring custom soft-close cabinetry, quartz countertops, floating shelving, exquisite millwork, and a full suite of Thermador appliances. A generous 4.9-by-10-foot island with storage on both sides anchors the space, complemented by a cozy breakfast nook and built-in bar. French doors provide effortless indoor-outdoor connection. Just beyond, a thoughtfully designed mudroom and pool bath with Chicago brick flooring offers convenient access to the pool area. A spacious first-floor bedroom—ideal as a guest suite, office, or den—along with a full bath completes the main level. Upstairs, the luxurious primary suite offers a private sanctuary with dual walk-in closets and a spa-inspired bath featuring separate vanities, soaking tub, steam shower, and private water closet. Two additional bedrooms share a well-appointed Jack-and-Jill bath with individual vanity areas for comfort and privacy. The expansive laundry room adds charm and practicality with a retro sink, built-in ironing board, and abundant storage. The tranquil backyard is designed for quintessential Florida living, showcasing a beautifully resurfaced pool surrounded by lush landscaping—perfect for entertaining or quiet relaxation. Additional highlights include engineered hardwood flooring throughout, designer lighting, a wrought-iron staircase, new baseboards and crown molding, fresh interior and exterior paint, newer roof (2023), two HVAC systems (2022 & 2023), and an oversized two-car garage with dedicated workshop space. Located within highly regarded A-rated schools.

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Open House

3/8/2026 1:00 PM - 3:00 PM
2423 VIA SIENNA Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,200,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 18,918

Style

Single Family Residence

Lot Size

0.3

Year Built

1990

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6386867

Features
General
Sewer Public Sewer
Heating Central Propane Zoned
Cooling Central Air Zoned
Utilities Cable Available Electricity Connected Propane Public Sewer Connected Street Lights Water Connected
Roof Built-Up
Appliances Bar Fridge Dishwasher Disposal Dryer Exhaust Fan Microwave Range Refrigerator Washer
Zoning R-1AA
Garage Spaces 2
Pool Features Gunite In Ground Lighting
Security Features Smoke Detector(s)
Construction Materials Brick HardiPlank Type
Year Built 1990
Levels Two
Property Subtype Single Family Residence
Tax Year 2026
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CINNAMON SHORES
Facing Direction Northwest
Garage Y/N true
Total Rooms 10
Full Baths 3
Status Active
Directions Palmer Avenue to Temple Dr to left on Via Sienna go left once in the neighborhood.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 12960
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Dommerich Elem
Land Lease Y/N false
Tax Annual Amount 18918
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://golden-lane.aryeo.com/videos/019c8575-e8cd-73dd-87c5-1d6878b7f121?v=316
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 5
Legal Description CINNAMON SHORES 10/16 LOT 5
Minimum Lease 6 Months
Water Access Y/N false
Additional Rooms Florida Room Great Room Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Crown Molding Eating Space In Kitchen High Ceilings Living Room/Dining Room Combo Open Floorplan PrimaryBedroom Upstairs Solid Wood Cabinets Stone Counters Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Brick/Stone Engineered Hardwood Porcelain Tile
Furnished Y/N Unfurnished
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Shutters
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room Upper Level
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Irrigation System
Fencing Fenced Vinyl
Parking Features Driveway Garage Door Opener Oversized
Lot Features Cul-De-Sac City Lot Landscaped Sidewalk
Water Source Public
Lot Size Area 12960
Foundation Details Slab
Building Area Total 4432
Lot Size Acres 0.3
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

wendywilliams12@gmail.com

Email

Affordability Calculator

$15,122
Per Month
90%
10%
0%
Monthly Principal & Interest
$13,546
Monthly Property Taxes
$1,577
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
3/6/2026$2,200,000 Listed Price

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2423 VIA SIENNA, Winter Park, FL, 32789 is a Single Family Home for sale at $2,200,000 with 3,472 sqft and a lot size of 0.3. 2423 VIA SIENNA has 4 bedrooms, 3.1 baths, and was built in 1990. The property's zip code is 32789 which is in Winter Park, FL