1541 WESTCHESTER AVENUE, Winter Park, FL 32789

1541 WESTCHESTER AVENUE, Winter Park, FL 32789

3 beds 2 baths 1 half baths 2,578 Sqft

Listings courtesy of KELLER WILLIAMS WINTER PARK as distributed by MLS GRID.

93 days on Market

$1,100,000

Credit Back up to $22,000*
$426.69/sf

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Description:

Active   -  Multi Family for sale

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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Listing Agent:

- Listed by: Lisa Gould • lisa@gouldplus.net

- Brokered by: KELLER WILLIAMS WINTER PARK • 407-545-6430

- Co-listed by: Angela Robinson • Angela Robinson

- Source: Stellar MLS as distributed by MLS GRID

- MLS Number: O6374409

- MLS Last Updated: Mar 27, 2026 at 05:44am EDT

Location

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Facts and features:

Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Range, Refrigerator, Tankless Water Heater, Washer

Fencing: Fencing Chain Link, Fencing Vinyl

Furnished: Unfurnished

Laundry Features: Inside, Laundry Room, Washer Hookup

Lot Features: Corner Lot, City Lot, Landscaped, Level, Near Public Transit, Oversized Lot, Sidewalk

Number Of Lots: 1

Security Features: Security System, Smoke Detector(S)

Status: Active

Listed Date: 01/19/2026

Days On Market: 93

Lot Size (Square Feet): 22190

View: View Garden

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Financial:

Rent Includes: []

Tenant Pays: []

Structure:

Architectural Style: French Provincial

Carport Spaces: 2

Parking Total: 1

Year Built: 1935

Construction Materials: Block

Cooling: Central Air

Exterior Features: Awning(S), Courtyard, French Doors, Garden, Irrigation System, Lighting, Private Entrance, Rain Gutters, Sidewalk, Sliding Doors, Storage

Fireplace Features: Living Room, Masonry

Flooring: Floor Concrete, Floor Porcelain Tile, Floor Terrazzo, Floor Hardwood

Foundation Details: Foundation Crawlspace, Foundation Slab

Heating: Central, Electric, Heat Pump

Interior Features: 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)

Other Structures: Storage

Property Condition: Property Condition Completed

Roof: Roof Shingle

Window Features: Windows Aluminum Frames, Windows Blinds, Windows Shades, Windows Window Treatments

Pets Allowed: Yes

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Utilities:

Electric: []

Sewer: Sewer Public Sewer

Utilities: Bb/Hs Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected

WaterSource: Water Source Public

Tax:

Parcel Number: 122229643203170

Tax Legal Description: Orwin Manor Westminster Sec J/118 Lots 17 18 & S 49.8 Ft Of Lot 19 Blk 3

Zoning: R-1a

Location:

Subdivision Name: Orwin Manor Westminster Sec

MLS Area Major: 32789 - Winter Park

Elementary School: Killarney Elem

Middle/Junior School: College Park Middle

High School: Edgewater High

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Score:

-winter park-for-sale-1541 westchester avenue, winter park, fl 32789-STELO6374409

 

 

 

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