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2423 VIA SIENNA Winter Park, FL 32789
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Key Details
Sold Price $2,080,000
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Sold
Purchase Type For Sale
Square Footage 3,472 sqft
Price per Sqft $599
Subdivision Cinnamon Shores
MLS Listing ID O6386867
Sold Date 06/26/26
Bedrooms 4
Full Baths 3
Half Baths 1
HOA Y/N No
Year Built 1990
Annual Tax Amount $18,918
Lot Size 0.300 Acres
Acres 0.3
Property Sub-Type Single Family Residence
Source Stellar MLS
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.
Location
State FL
County Orange
Community Cinnamon Shores
Area 32789 - Winter Park
Zoning R-1AA
Rooms
Other Rooms Florida Room, Great Room, Inside Utility
Interior
Interior Features Built-in Features, Crown Molding, Eat-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)
Heating Central, Propane, Zoned
Cooling Central Air, Zoned
Flooring Brick, Hardwood, Tile
Fireplaces Type Gas, Living Room
Furnishings Unfurnished
Fireplace true
Appliance Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Laundry Laundry Room, Upper Level
Exterior
Exterior Feature French Doors
Parking Features Driveway, Garage Door Opener, Oversized
Garage Spaces 2.0
Fence Fenced, Vinyl
Pool Gunite, In Ground, Lighting
Community Features Street Lights
Utilities Available Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Roof Type Built-Up
Attached Garage true
Exposure Northwest
Garage true
Private Pool Yes
Building
Lot Description Cul-De-Sac, City Limits, Landscaped, Sidewalk, Paved
Entry Level Two
Foundation Slab
Lot Size Range 1/4 to less than 1/2
Sewer Public Sewer
Water Public
Structure Type Brick,HardiPlank Type
New Construction false
Schools
Elementary Schools Dommerich Elem
Middle Schools Maitland Middle
High Schools Winter Park High
Others
Senior Community No
Ownership Fee Simple
Acceptable Financing Cash, Conventional
Listing Terms Cash, Conventional
Special Listing Condition None
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© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Bought with Jason Nagassar CASTLE REALTY PROFESSIONAL GROUP LLC
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