Home in 2423 Via Sienna Winter Park for sale with MLS# O6386867
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.
2423 Via Sienna, Winter Park, FL 32789
- Price:
- $2,200,000.00
- Original List Price:
- $2,200,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $633.64
- Listing Type:
- For Sale
- Status:
- Pending (An offer has been accepted)
- Contract Status:
- Financing, Inspections, Appraisal
- Previous Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6386867
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 3
- Half Bath:
- 1
- Additional Rooms:
- Inside Utility, Great Room, Florida Room
- Living Area:
- 3,472 Sqft
- Built-Up Area:
- 4,432 Sqft
- Lot Area:
- 12,960 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Cul-De-Sac, Paved, City Limits, Sidewalk, Landscaped
- Lot Size Acres:
- 0.3
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, In Ground, Lighting
- Security:
- Smoke Detector(s)
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Exhaust Fan, Range, Bar Fridge
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Living Room/dining Room Combo, Open Floorplan, Stone Counters, Solid Wood Cabinets, Crown Molding, Primarybedroom Upstairs
- Exterior:
- French Doors
- Windows:
- Double Pane Windows, Shutters
- Laundry:
- Laundry Room, Upper Level
- Fireplace
- Fireplace:
- Gas, Living Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central, Zoned, Propane
- Fence:
- Vinyl, Fenced
- Property Entrance Faces:
- Northwest
- Other Equipment:
- Irrigation Equipment
- Year Built:
- 1990
- Roof:
- Built-up
- Levels:
- Two
- Construction Materials:
- Brick, Hardiplank Type
- Flooring:
- Tile, Hardwood, Brick
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $18,918.00
- Tax Year:
- 2026
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Oversized
- Garage Dimensions:
- 20x23
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Sewer Connected, Water Connected, Public, Propane
- Water Source:
- Public
- Minimum Lease Term:
- 6 Months
- Subdivision Name:
- CINNAMON SHORES
- Community Features:
- Street Lights
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- CINNAMON SHORES 10/16 LOT 5
- Real Estate Folio Number (Parcel Number):
- 32-21-30-1338-00-050
- Zoning:
- R-1AA
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Caribbean
- High School:
- Winter Park High
- Middle Or Junior School:
- Maitland Middle
- Originally published on:
- March 6, 2026 6:04 pm
- Active on the market since:
- March 6, 2026
- Listing Agreement executed on:
- March 6, 2026
- Purchase Contract Date:
- April 10, 2026
- Listing Status Last Changed On:
- April 10, 2026 9:10 pm
- Photos updated on:
- March 6, 2026 8:01 pm
- Last Modified:
- April 10, 2026 9:11 pm
- Courtesy of:
- FANNIE HILLMAN & ASSOCIATES
- Attribution:
- 407-644-1234
- Road Surface Type:
- Asphalt
- Street Name:
- VIA SIENNA
- Street Number:
- 2423
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 37' 17.3''
- Longitude:
- W82° 39' 49''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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