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Jamie Deihl
REALTOR®
(719) 468-9744
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1541 Westchester Avenue, Winter Park, FL 32789

$1,144,000

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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. THE CITY OF WINTER PARK AFFIRMED THE LOT MAY BE DIVIDED.

1541 Westchester Avenue | MLS# O6374409

This single family home located at 1541 Westchester Avenue, Winter Park, FL 32789 is currently listed for sale with an asking price of $1,144,000. This property was built in 1935 and has 3 bedrooms and 2 full and 1 partial baths with 2578 sq. ft. Westchester Avenue is located in the ORWIN MANOR WESTMINSTER subdivision. Search ORWIN MANOR WESTMINSTER real estate on jamiedeihl.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Heating: Central, Electric, Heat Pump
Home Style: French Provincial
Lot Size: 0.51 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $5,932
Year Built: 1935
Square Feet: 2,578

Amenities

Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
High Ceilings
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Awning(s)
Courtyard
French Doors
Garden
Lighting
Private Entrance
Rain Gutters
Sidewalk
Sliding Doors
Storage

Feature Descriptions

Additional Rooms: Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Range, Refrigerator, Tankless Water Heater, Washer
Days on Site: 49
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.
Exterior: Block
Fencing: Chain Link, Other, Vinyl
Fireplace: Living Room, Masonry
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Concrete, Tile, Terrazzo, Wood
Foundation: Crawlspace, Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Corner Lot, City Limits, Landscaped, Level, Near Public Transit, Oversized Lot, Sidewalk, Paved
Lot Dimensions: 0.51
Other Equipment: Irrigation Equipment, Private Entrance
Other Structures: Storage
Ownership: Fee Simple
Parking: Covered, Curb Parking, Driveway, Parking Pad
Parking Notes: Covered, Curb Parking, Driveway, Parking Pad
Patio/Porch: Covered, Front Porch, Patio, Porch, Rear Porch, Side Porch
Pets Allowed: Yes
Pets Restrictions: Buyer to confirm with City/County
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System, Smoke Detector(s)
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only, Call Listing Agent 2,Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
Vegetation: Fruit Trees, Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Aluminum Frames, Blinds, Shades, Window Treatments
Zoning: R-1A

Room Sizes

Kitchen: 10x14
Living Room: 17x21
Dining Room: 11x20
Primary Bedroom: 20x20
Bedroom 2: 11x14
Bedroom 3: 13x16
Den: 10x15

Local Schools

High School: Edgewater High
Middle School: College Park Middle
Elementary School: Killarney Elem

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS WINTER PARK
Agency Contact: 407-545-6430

Shown By

Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 6,344.54 per month $5,516.54 Principal & Interest $494.33 Property Tax $333.67 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 03/10/2026. The listing information on this page last changed on 03/10/2026. 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 Tue 03/10/2026 12:42:09 AM EST) or GAMLS (last updated Mon 03/09/2026 11:14:58 PM EST) or Stellar MLS (last updated Tue 03/10/2026 12:29:11 AM EST) or SPC MLS (last updated Mon 03/09/2026 11:20:30 PM EST) or Martin MLS (last updated Mon 03/09/2026 11:38:19 PM EST) or Indian River MLS (last updated Mon 03/09/2026 11:30:27 PM EST) or Daytona MLS (last updated Mon 03/09/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 12:18:46 AM EST) or Beaches MLS (last updated Tue 03/10/2026 12:35:40 AM EST) or BORMLS (last updated Mon 03/09/2026 11:15:20 PM EST) or Golden Isles MLS (last updated Mon 03/09/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Mon 03/09/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/09/2026 11:42:28 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® 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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