1541 WESTCHESTER AVENUE Winter Park, FL $ 1,199,000
1541 WESTCHESTER AVENUE
$ 1,199,000
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Open House 2/1 2pm - 4pm
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1541 WESTCHESTER AVENUE

Winter Park, FL, 32789
$ 1,199,000
Bedrooms3 Baths2.1 Sq 2,578

Monthly Estimate*

$ 7,382

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Single Family Home for sale in Winter Park, FL

for $1,199,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,578 square foot home was built in 1935 on a lot size of 0.51.

Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a truly special opportunity in one of Winter Park’s most desirable neighborhoods. A charming brick path leads to a welcoming covered front porch and into a light-filled living room featuring original cypress beams with iron strapping, vaulted ceilings, and a dramatic fireplace crowned by the home’s original bronze chandelier. Glass doors open to a delightful sunroom and a central hallway with abundant storage, and a convenient half bath. The private primary suite is tucked away and offers a peaceful retreat with vaulted ceilings, ceiling fan, wood floors, a wall of closets, and a newly renovated 2023 bath featuring an oversized deep soaking tub and marble vanity. A second ensuite bedroom includes a designer bath with a large glass shower, rain head, and wand. An oversized third bedroom—currently used as a family room—features a vaulted tongue-and-groove ceiling with beams, a walk-in closet, and glass sliders opening to the brick patio and expansive grounds. The dining room and breakfast area flow seamlessly to outdoor living spaces, creating an effortless indoor-outdoor connection. The renovated kitchen includes a farmhouse sink, gas cooking, butcher block countertops, and access to a private walled rose garden and extensive parking options. A newly covered kitchen entrance with custom terrazzo flooring with inset marble pattern leads to a laundry room and versatile studio or workshop with built-ins. Throughout the home, an abundance of windows frames peaceful green views and fills the space with natural light. Outdoors, enjoy raised garden beds, multiple brick patios with fountains, ceiling fans, and partial coverings—perfect for entertaining or quiet reflection. Separate outbuilding is dry, plumbed and wired with a workshop, a large storage space ideal for future ADU and 2-car carport. With major system improvements already completed and an oversized lot offering flexibility for renovation, expansion, new construction, or potential lot division (buyer to verify), this is a legacy property with limitless possibilities. Major system improvements include a 2021 roof & tankless water heater, full re-plumb in 2023, replacement of all major under-home trusses, three updated electrical panels, two HVAC systems (2014 & 2019), providing modern efficiency while preserving the home’s original character. See MLS#O6374414

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Open House

2/1/2026 2:00 PM - 4:00 PM
1541 WESTCHESTER AVENUE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,199,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 5,932

Style

French Provincial

Lot Size

0.51

Year Built

1935

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6374409

Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Public Sewer Connected Sprinkler Well Water Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Freezer Gas Water Heater Range Refrigerator Tankless Water Heater Washer
Zoning R-1A
Patio/Porch Features Covered Front Porch Patio Porch Rear Porch Side Porch
Architectural Style French Provincial
Security Features Security System Smoke Detector(s)
Construction Materials Block
Pets Allowed Yes
Year Built 1935
View Garden
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name ORWIN MANOR WESTMINSTER SEC
Facing Direction West
Garage Y/N false
Other Structures Storage
Total Rooms 10
Full Baths 2
Status Active
Directions From Park Avenue Winter Park Take Fairbanks west and follow the curve for N Orange Avenue on the left. Turn right on Westchester. The home is on the corner of Westchester and Pelham with the front door opening on Pelham.
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 22190
Carport Spaces 2
Carport Y/N true
Listing Terms Cash Conventional
Elementary School Killarney Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 5932
Home Warranty Y/N false
Middle/Junior High School College Park Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N false
Virtual Tour https://media.devoredesign.com/sites/wxxvqjj/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 19
Legal Description ORWIN MANOR WESTMINSTER SEC J/118 LOTS 17 18 & S 49.8 FT OF LOT 19 BLK 3
Water Access Y/N false
Additional Rooms Family Room Florida Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) High Ceilings Primary Bedroom Main Floor Solid Surface Counters Solid Wood Cabinets Split Bedroom Stone Counters Thermostat Walk-In Closet(s)
Flooring Concrete Porcelain Tile Terrazzo Hardwood
Furnished Y/N Unfurnished
Fireplace Features Living Room Masonry
Air Conditioning Y/N true
Heating Y/N true
Window Features Aluminum Frames Blinds Shades Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room Washer Hookup
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Awning(s) Courtyard French Doors Garden Irrigation System Lighting Private Entrance Rain Gutters Sidewalk Sliding Doors Storage
Vegetation Fruit Trees Mature Landscaping Trees/Landscaped
Fencing Chain Link Other Vinyl
Parking Features Covered Curb Parking Driveway Parking Pad
Lot Features Corner Lot City Lot Landscaped Level Near Public Transit Oversized Lot Sidewalk
Water Source Public
Lot Size Area 22190
Foundation Details Crawlspace Slab
Spa false
Building Area Total 4133
Lot Dimensions 110 x 191 x 135 x 50 x 25 x 140
Lot Size Acres 0.51
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Keller Williams Winter Park

Broker

lisa@gouldplus.net

Email

Affordability Calculator

$7,877
Per Month
94%
6%
0%
Monthly Principal & Interest
$7,382
Monthly Property Taxes
$494
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
1/20/2026$1,199,000 Listed Price

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1541 WESTCHESTER AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,199,000 with 2,578 sqft and a lot size of 0.51. 1541 WESTCHESTER AVENUE has 3 bedrooms, 2.1 baths, and was built in 1935. The property's zip code is 32789 which is in Winter Park, FL