$2,200,000
Active

2423 VIA SIENNA

WINTER PARK, FL 32789 — CINNAMON SHORES
4 Beds
4 Baths
3,472 sqft
0.30 acres
Built 1990
2-Car Garage

About This 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

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6386867
Days on Market
23
Year Built
1990
Levels
Two
Additional Rooms
Florida Room,Great Room,Inside Utility
Direction Faces
Northwest
Occupant Type
Owner

Size & Structure

Living Area
3,472 sqft
Total Area
4,432 sqft
Lot Size
0.30 acres
Lot Sq Ft
12,960 sqft
Bedrooms
4
Full Baths
3
Half Baths
1
Garage Spaces
2

Interior

Flooring
Brick, Hardwood, Tile
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
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)
Laundry
Laundry Room, Upper Level
Windows
Double Pane Windows, Shutters
Fireplace
Yes — Gas, Living Room
Furnished
Unfurnished
A/C
Central Air, Zoned
Heating
Central, Propane, Zoned

Exterior & Lot

Exterior Features
French Doors
Construction
Brick, HardiPlank Type
Roof
Built-Up
Foundation
Slab
Fencing
Fenced, Vinyl
Lot Features
Cul-De-Sac, City Limits, Landscaped, Sidewalk, Paved

Water & Pool

Pool
Yes — Gunite, In Ground, Lighting

Community & HOA

HOA
No
Community Features
Street Lights
Homestead
Yes
Security
Smoke Detector(s)

Utilities & Systems

Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Cooling
Central Air, Zoned
Heating
Central, Propane, Zoned
Flood Zone
X
Parking
Driveway, Garage Door Opener, Oversized

Financial

List Price
$2,200,000
Annual Taxes
$18,918
Tax Year
2026
Listing Terms
Cash, Conventional
Special Conditions
None

Schools

Elementary
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High

Virtual Tour

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Location