This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$2,080,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property Description
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.
Full Property Details
Full Property Details for 2423 Via Sienna
General
- Sold For: $2,080,000
- Taxes: $18,918 (2026)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6386867
- Added to Site: 145 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 10
- Interior Features: 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)
- Fireplace: Yes
- Fireplace(s): Gas, Living Room
- Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Brick/Stone, Engineered Hardwood, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room, Upper Level
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Lighting
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: French Doors, Irrigation System
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Oversized
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: CINNAMON SHORES
- Driving Directions: Palmer Avenue to Temple Dr to left on Via Sienna, go left once in the neighborhood.
- Direction Faces: Northwest
School Information
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Propane, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Propane, Public, Sewer Connected, Street Lights, Water Connected
Structural Information
- Exterior Const.: Brick, HardiPlank Type
- Roof: Built-Up
- Windows: Double Pane Windows, Shutters
- Stories/Levels: Two
- Square Feet: 3,472
- Sq. Ft. Source: Public Records
- Living Area: 3,472 Sq. Ft.
- Year Built: 1990
Lot Features
- Lot Size (Acres): 0.3
- Lot Size (Sq. Ft.): 12,960
- Lot Size: 12960
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl
Financial Considerations
- Tax Amount: $18,918
- Tax Year: 2026
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CINNAMON SHORES 10/16 LOT 5
- Flood Zone Info: X
- APN: 322130133800050
- Property ID: 322130133800050
Listed by Fannie Hillman & Associates
Sold by Castle Realty Professional Group Llc
Get Pre-Approved Today
Schools
Schools serving 2423 Via Sienna
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dommerich Elementary School 601 North Thistle Lane, Maitland, FL 32751 | K-5 | 0.9 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 0.9 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2423 Via Sienna
Date
Details
Price
Change
Source
6/26/2026
Sold
$2,080,000
-5.45%
MLS
3/06/2026
Listed
$2,200,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
2423 Via Sienna, Winter Park, FL 32789 (MLS# O6386867) is a Single Family property that was sold at $2,080,000 on June 26, 2026. Want to learn more about 2423 Via Sienna? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

