2423 Via Sienna, Winter Park, FL 32789
Local realty services provided by:ERA Grizzard Real Estate
Upcoming open houses
- Sun, Mar 2901:00 am - 03:00 pm
Listed by: wendy williams crumit
Office: fannie hillman & associates
MLS#:O6386867
Source:MFRMLS
Price summary
- Price:$2,200,000
- Price per sq. ft.:$496.39
About this home
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....
Contact an agent
Home facts
- Year built:1990
- Listing ID #:O6386867
- Added:20 day(s) ago
- Updated:March 27, 2026 at 01:53 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Brick, Hardwood, Tile
- Dining Description:Eat In Kitchen, Living Room/Dining Room Combo
- Kitchen Description:Bar Fridge, Dishwasher, Disposal, Eat-in Kitchen, Exhaust Fan, Microwave, Range, Refrigerator, Solid Wood Cabinets, Stone Counters
- Bedroom Description:High Ceilings, Primary Bedroom Upstairs, Walk-In Closet(s)
- Living area:3,472 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Propane, Zoned
- Central air:Yes
Structure and exterior
- Roof:Built-Up
- Year built:1990
- Building area:3,472 sq. ft.
- Lot area:0.3 Acres
- Lot Features:Cul-de-sac, Landscaped, Paved, Sidewalk
- Construction Materials:Brick, Hardi Plank Type
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Winter Park High
- Middle school:Maitland Middle
- Elementary school:Dommerich Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$2,200,000
- Price per sq. ft.:$496.39
- Tax amount:$18,918 (2026)
Features and amenities
- Appliances:Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Irrigation Equipment, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, Laundry Room, Laundry Upper Level, Washer
- Amenities:Built-In Features, Cable Available, Crown Molding, Eat-in Kitchen, High Ceilings, Irrigation Equipment, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Upstairs, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Pool features:Gunite, In Ground, Private Pool
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener, Oversized
- Garage:Yes
- Garage spaces:2
New listings near 2423 Via Sienna
- New
$168,000Active1 beds 1 baths749 sq. ft.2929 Antique Oaks Circle #53, WINTER PARK, FL 32792
MLS# O6393633Listed by: KELLER WILLIAMS WINTER PARK - New
$4,195,000Active5 beds 5 baths4,665 sq. ft.2020 Via Tuscany, WINTER PARK, FL 32789
MLS# O6394117Listed by: CORCORAN PREMIER REALTY - New
$267,000Active2 beds 2 baths1,026 sq. ft.1500 Gay Road #8D, WINTER PARK, FL 32789
MLS# O6392693Listed by: SOLID OAK REAL ESTATE LLC - New
$740,000Active3 beds 3 baths1,680 sq. ft.418 Gilbert Road, WINTER PARK, FL 32792
MLS# O6385950Listed by: SOTERA LIVING - New
$1,630,000Active3 beds 4 baths3,174 sq. ft.101 S New York Avenue #302, WINTER PARK, FL 32789
MLS# O6390752Listed by: COLDWELL BANKER REALTY - Open Sat, 11am to 1pmNew
$400,000Active3 beds 2 baths1,518 sq. ft.3127 Ash Park Loop, WINTER PARK, FL 32792
MLS# O6388568Listed by: KELLER WILLIAMS WINTER PARK - Open Sun, 1 to 3pmNew
$2,650,000Active5 beds 4 baths4,011 sq. ft.1130 Park North Place, WINTER PARK, FL 32789
MLS# O6392394Listed by: CORCORAN PREMIER REALTY - New
$2,200,000Active4 beds 4 baths3,195 sq. ft.872 Granville Drive, WINTER PARK, FL 32789
MLS# O6391464Listed by: CORCORAN PREMIER REALTY - Open Sat, 12 to 3pmNew
$475,000Active3 beds 2 baths1,491 sq. ft.405 Lake Fair Lane, WINTER PARK, FL 32789
MLS# O6393594Listed by: EXP REALTY LLC - New
$2,049,000Active5 beds 4 baths2,964 sq. ft.785 N Phelps Avenue, WINTER PARK, FL 32789
MLS# O6393117Listed by: ONE LUXURY INTERNATIONAL LLC