$2,200,000
Off-Market Date: 04/10/20262423 Via Sienna Winter Park, FL 32789
Pending MLS# O6386867
4 beds 4 baths 3,472 sq ft Single Family
Details for 2423 Via Sienna
MLS# O6386867
Description for 2423 Via Sienna, Winter Park, FL, 32789
Under contract-accepting backup offers. 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.30 Acres
Square Feet: 3,472 sq ft
Year Built: 1990
Garage: Yes
Stories: 2 Story
Construction: Brick,HardiPlank Type
Subdivision: Cinnamon Shores
Foundation: Slab
County: Orange
School Information
Elementary: Dommerich Elem
Middle: Maitland Middle
High: Winter Park High
Room Information
Main Floor
Workshop:
Living Room: 25x21
Bedroom 2: 19x17
Florida Room: 23x12
Kitchen: 25x18
Dining Room: 21x9
Upper Floor
Bedroom 4: 17x11
Bedroom 3: 17x14
Primary Bathroom:
Primary Bedroom: 17x15
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room, Upper Level
Interior Features
Appliances: Bar Fridge, Exhaust Fan, Washer, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
Flooring: Brick,Engineered Hardwood,Porcelain Tile
Doors/Windows: Double Pane Windows, Shutters
Fireplaces: Gas, Living Room
Additional Interior Features: Eat-In Kitchen, Walk-In Closet(s), Living/Dining Room, Built-in Features, High Ceilings, Vaulted Ceiling(s), Upper Level Primary, Crown Molding, Stone Counters, Open Floorplan, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,Propane,Municipal Utilities,Sewer Connected,Water Connected
Cooling: Central Air, Zoned
Heating: Zoned, Propane, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Oversized, Garage Door Opener, Garage, driveway
Roof: Built-Up
Pool: In Ground, Gunite
Fencing: fenced, Vinyl
Additional Exterior/Lot Features: French Patio Doors, Sprinkler/Irrigation, Cul-de-Sac, Landscaped, City Lot
Community Features
Community Features: Street Lights, Sidewalks
Security Features: Smoke Detector(s)
Driving Directions
Palmer Avenue to Temple Dr to left on Via Sienna, go left once in the neighborhood.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 32-21-30-1338-00-050
Tax Amount: 18918
Tax Year: 2026
A broker reciprocity listing courtesy: FANNIE HILLMAN & ASSOCIATES
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Sales History & Tax Summary for 2423 Via Sienna
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 2423 Via Sienna
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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