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2423 VIA SIENNA

House Active With Contract
$2,200,000

BTC: 34.92063492

ETH: 1,260.02290951

35 days
4 bds
3 ba
3,472 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener / Oversized
Year Built:
1990
Lot:
0.30 Acres
Heating:
Central / Propane / Zoned
Price/sqft:
$634
Cooling:
Central Air / Zoned
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$725,000
$587K – $1.1M
Confidence Low
List vs. estimate
$1.5M above estimate
List $2,200,000 · +203.4%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$633
+37.2% vs. city median $461
Based on
15 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$18,918
2026
Pool
Gunite
Garage
2 car garage
All facts and features
  • Flooring

    • Brick/Stone

    • Engineered Hardwood

    • Porcelain Tile

    Heating

    • Central

    • Propane

    • Zoned

    Cooling

    • Central Air

    • Zoned

    Appliances

    • Bar Fridge

    • Dishwasher

    • Disposal

    • Dryer

    • Exhaust Fan

    • Microwave

    • Range

    • Refrigerator

    • Washer

    Other interior features

    • Built-in Features

    • Crown Molding

    • Eating Space 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)

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Bathrooms: 1

    • Full bathrooms: 3

  • Parking

    • Driveway

    • Garage Door Opener

    • Oversized

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: French Doors / Irrigation System

    Lot

    • Lot: 0.30 Acres

    Other Property Information

    • Parcel Number: 322130133800050

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Connected

    • Propane

    • Public

    • Sewer Connected

    • Street Lights

    • Water Connected

  • Other financial information

    • Annual tax amount: $18,918

  • Source details

    • MLS ID: O6386867

    Other facts

    • Construction Materials: Brick / HardiPlank Type

    • Foundation Details: Slab

    • Fireplace Features: Gas / Living Room

    • Laundry Features: Laundry Room / Upper Level

    • Lot Features: Cul-De-Sac / City Lot / Landscaped / Sidewalk

    • Pool Features: Gunite / In Ground / Lighting

    • Window Features: Double Pane Windows / Shutters

    • Direction Faces: Northwest

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3472

    • Water Source: Public

    • Subdivision Name: CINNAMON SHORES

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: FANNIE HILLMAN & ASSOCIATES