1494 WESTCHESTER AVENUE Winter Park, FL $ 2,990,000
1494 WESTCHESTER AVENUE
$ 2,990,000
New Construction
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1494 WESTCHESTER AVENUE

Winter Park, FL, 32789
$ 2,990,000
Bedrooms5 Baths4.1 Sq 3,711

Monthly Estimate*

$ 18,654

1494 WESTCHESTER AVENUE, Winter Park, FL 32789 - Image 1
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Single Family Home for sale in Winter Park, FL

for $2,990,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,711 square foot home was built in 1956 on a lot size of 0.24.

Under Construction. Welcome to Westchester Avenue—an exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafés, and luxury boutique shopping. This custom-built home exemplifies true craftsmanship, showcasing elegant architecture and exquisite finishes throughout. No expense was spared in its creation. From the moment you step inside, the grand foyer sets the tone with its striking checkerboard Calacatta and Armani porcelain tile—an elegant introduction to the refined design that unfolds. The open-concept living, dining, and kitchen areas provide a seamless layout, ideal for both intimate gatherings and large-scale entertaining. The gourmet kitchen features a discreet hidden chef’s pantry with extensive storage and additional appliances, allowing the main kitchen to remain pristine during events. Top-of-the-line appliances elevate the space, ensuring exceptional performance for even the most discerning chef. Engineered hardwood flooring flows throughout the home, adding warmth and modern sophistication. The living room is anchored by a gas fireplace, creating an inviting and luxurious focal point. For enhanced comfort and ambiance, the home includes integrated speakers and advanced centralized lighting controls, allowing you to tailor the atmosphere in every room with ease. The first floor hosts both the luxurious primary suite and an additional guest suite. The primary bedroom offers a serene retreat overlooking the pool area, while the spa-inspired bathroom features a walk-in shower with dual showerheads and a relaxing jacuzzi tub. The secondary first-floor suite provides comfort and privacy for guests. Upstairs, you will find three spacious bedrooms—one with an en-suite bathroom and the others connected by a beautifully designed Jack-and-Jill layout. An expansive gathering room offers additional living space, complemented by a secondary walk-in closet ideal for storage or even a charming playroom. Designed for year-round enjoyment, the outdoor living area features thoughtfully curated landscaping for privacy and exclusivity. A fully equipped summer kitchen overlooks the sparkling pool, creating the perfect setting for alfresco dining and effortless entertaining. This home masterfully blends timeless elegance with modern luxury, delivering a lifestyle defined by comfort, sophistication, and unparalleled quality. More than a home, this residence is a statement—a work of art. A testament to thoughtful design and elevated living, where every detail has been meticulously curated to allow an unrivaled lifestyle experience in the heart of Winter Park.

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Single Family Active

Price

$ 2,990,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 6,476

Style

Single Family Residence

Lot Size

0.24

Year Built

1956

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6363530

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air
Utilities Cable Available Electricity Connected Natural Gas Available Sewer Connected Water Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Refrigerator Tankless Water Heater Washer
Zoning R-1A
Garage Spaces 2
Pool Features In Ground Lighting
Security Features Smoke Detector(s)
Construction Materials Block
Year Built 1956
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction true
Property Type Residential
Attached Garage true
Subdivision Name ORWIN MANOR WESTMINSTER SEC
Facing Direction North
Garage Y/N true
Total Rooms 9
Full Baths 4
Status Active
Directions From Park Avenue Winter Park Take Fairbanks Southwest Turn Lent On N. Orange Avenue Approximately 1 Make Right Onto Westchester Avenue. Home Will Be On The Left.
High School Edgewater High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 10500
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Killarney Elem
Land Lease Y/N false
Tax Annual Amount 6476
Home Warranty Y/N false
Middle/Junior High School College Park Middle
Property Condition Under Construction
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6363530
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name Brilliant Custom Homes
Standard Status Active
Occupancy Type Vacant
Tax Lot 26
Legal Description ORWIN MANOR WESTMINSTER SEC J/118 E1/2 OF LOT 26 & ALL LOT 27 BLK 10W
Minimum Lease 8-12 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Ceiling Fan(s) High Ceilings Kitchen/Family Room Combo Living Room/Dining Room Combo Open Floorplan Primary Bedroom Main Floor Thermostat Walk-In Closet(s)
Flooring Engineered Hardwood Porcelain Tile
Furnished Y/N Unfurnished
Fireplace Features Gas
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Irrigation System Lighting Outdoor Grill Private Mailbox Sidewalk Sliding Doors
Water Source Public
Lot Size Area 10500
Foundation Details Slab
Spa false
Building Area Total 4707
Lot Size Acres 0.24
Road Surface Type Asphalt Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Builder Model Westchester
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* Excluded Features
List By
Exp Realty Llc

Broker

Caitlin@orlandoliving.com

Email

Affordability Calculator

$19,193
Per Month
97%
3%
0%
Monthly Principal & Interest
$18,654
Monthly Property Taxes
$540
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Edgewater High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$2,990,000 Listed Price

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1494 WESTCHESTER AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $2,990,000 with 3,711 sqft and a lot size of 0.24. 1494 WESTCHESTER AVENUE has 5 bedrooms, 4.1 baths, and was built in 1956. The property's zip code is 32789 which is in Winter Park, FL