Residential Property - Single Family Residence in Winter Park
Listing Price: $2,200,000 (Mortgage Calculator →)
Description of Property
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.












































Property Details At A Glance
Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Winter Park
County: Orange
Subdivision: Cinnamon Shores
Bedrooms: 4
Bathrooms: 3
Half Baths: 1
Sq. Ft. Gross: 4,432
Sq. Ft. Living Area: 3,472
Cost per (heated) sqare foot: $634
Year built: 1990
Annual Tax: $18,918
Taxes and fees can change periodically, and other fees may apply. Please check with your Suncoasteam agent for more details.
Appliances: Washer
Fireplace: Yes
Fireplace Features: Living Room
Window Features: Shutters
Additional Rooms: Inside Utility
Flooring: Porcelain Tile
Schools
Elementary School: Dommerich Elem
Middle/Junior High School: Maitland Middle
High School: Winter Park High
Pool & Waterfront Info
Private Pool: Yes
Pool Features: Lighting
Exterior & Construction
Construction: HardiPlank Type
Foundation: Slab
Roof: Built-Up
Exterior Features: Irrigation System
Garage: Yes
Garage Spaces: 2
Parking Features: Oversized
Floors in Unit: Two
Cooling: Zoned
Heating & Fuel: Zoned
Security Features: Smoke Detector(s)
Fencing: Vinyl
Sewer: Public Sewer
Water Source: Public
Lot Information
Lot Features: Sidewalk
Lot Size (acres): 0.3
Lot Size (sq. ft.): 12,960 square feet
Road Frontage: Street Paved
Front Exposure: Northwest
Legal Description & Other Information
Financing Available: Conventional
Parcel Number: 322130133800050
Zoning: R-1AA
Tax Legal Desc.: CINNAMON SHORES 10/16 LOT 5
Section: 32
Range: 30
Listing courtesy of FANNIE HILLMAN & ASSOCIATES. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.