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Jay Holland
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$2,200,000

2423 Via Sienna Winter Park, FL 32789 Residential - Single Family Active

  • 2423 Via Sienna, Winter Park, FL 32789 Main Photo

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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.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 2 car attached
Heating: Central, Propane, Zoned
Lot Size: 0.30 Acres
Roof Type: Built-Up
Stories: 2.0
Taxes: $18,918
Year Built: 1990

General Information

Bedrooms: 4
Bathrooms: 3 Full 1 Half
Sqft: 3,472
County: Orange
High School: Winter Park High
Subdivision: CINNAMON SHORES
Listed By:
Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES 407-644-1234

Amenities

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)
French Doors

Room Information

Living Room: 21x25
Dining Room: 9x21
Kitchen: 18x25
Florida Room: 12x23
Primary Bedroom: 15x17
Bedroom 2: 17x19
Bedroom 3: 14x17
Bedroom 4: 11x17

Property Features

Additional Rooms: Florida Room, Great Room, Inside Utility
Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Community Features: Street Lights
Days on Site: 5
Directions: Palmer Avenue to Temple Dr to left on Via Sienna, go left once in the neighborhood.
Exterior: Brick, HardiPlank Type
Fencing: Fenced, Vinyl
Fireplace: Gas, Living Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Brick, Hardwood, Tile
Foundation: Slab
Garage Dimensions: 20x23
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Cul-De-Sac, City Limits, Landscaped, Sidewalk, Paved
Lot Dimensions: 0.3
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Oversized
Parking Notes: Driveway, Garage Door Opener, Oversized
Pool: Gunite, In Ground, Lighting
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Smoke Detector(s)
Sewer: Public Sewer
Showing Instructions: Appointment Only, Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Windows: Double Pane Windows, Shutters
Zoning: R-1AA
$2,200,000
4beds
3.5baths
3,472sqft
2cars
New to the Market Active
BEDS4 BATHS3 full 1 partial SQUARE FEET3,472 MLS#O6386867
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCINNAMON SHORES

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2423 Via Sienna, Winter Park, FL 32789.

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Estimated Payment

$ 9,638.40 per month $7,420.23 Principal & Interest $1,576.50 Property Tax $641.67 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/12/2026. The listing information on this page last changed on 03/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/12/2026 1:21:50 AM EST) or Stellar MLS (last updated Thu 03/12/2026 1:13:59 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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