1541 WESTCHESTER AVENUE, Winter Park, FL 32789

• 3 beds |
• 3 baths |
• 2,578 sqft

Property Description

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

Listing Status:

Active

Date Added:

January 20, 2026

Data Last Updated:

February 9, 2026 at 7:22AM

Listing Office:

KELLER WILLIAMS WINTER PARK : 407-545-6430

Listing Agent:

Lisa Gould : 407-721-7612

MLS ID:

O6374409

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)High CeilingsPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatWalk-In Closet(s)
• Rooms: Family RoomFlorida RoomFormal Dining Room SeparateFormal Living Room SeparateInside Utility
• Appliances: DishwasherDisposalDryerFreezerGas Water HeaterRangeRefrigeratorTankless Water HeaterWasher
• Laundry: InsideLaundry RoomWasher Hookup
• Flooring: ConcreteTileTerrazzoWood
• A/C: Central Air
• Heating: CentralElectricHeat Pump
• Fireplace: Living RoomMasonryFireplace

Exterior

• General: Awning(s)CourtyardFrench DoorsGardenLightingPrivate EntranceRain GuttersSidewalkSliding DoorsStorage
• Style: French Provincial
• Other Structures: StoragePorchFront PorchRear PorchPatioSide PorchCovered
• Parking: CoveredCurb ParkingDrivewayParking Pad

Construction

• Roofing: Shingle
• Windows: Aluminum FramesBlindsShadesWindow Treatments
• General: BlockOneCrawlspaceSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AORWIN MANOR WESTMINSTER SEC J/118 LOTS 17 18 & S 49.8 FT OF LOT 19 BLK 312-22-29-6432-03-170
• View: Garden
• Fencing: Chain LinkOtherVinyl

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedSprinkler WellWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple