104 Cortland Avenue Winter Park, FL 32789
Sold
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Premier Sotheby's Intl. Realty - Contact:  407-644-3295

  104 Cortland Avenue Winter Park, FL 32789

Sold on 07/07/2025
$2,100,000 (USD)
4
BED
3
BATH
3,182
SQFT

Description

Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame the formal entry, setting a tone of architectural distinction. Inside, a gallery-style foyer showcases designer wallpaper and salvaged pew rail detailing from a New York City church. The formal living room offers a stately gas fireplace, bespoke built-ins, and a large fixed window framing the lake, ideally suited for a quiet reading nook. The adjacent sunroom, encased in fixed glass, captures the surrounding canopy and lake vistas in all seasons. A generous dining room with custom dry bar, underlit floating shelving, and beverage refrigeration provides an ideal setting for elegant entertaining. The gourmet kitchen is thoughtfully appointed with paneled appliances including refrigerator and freezer columns, refrigerator drawers and a microwave drawer. Additional features include natural gas cooking, double ovens, and a sun-drenched breakfast room opening to the rear terrace and lap pool. A Dutch door entry offers functional access for daily living, while the basement below presents an opportunity for climate-controlled wine storage. The upstairs primary suite exudes comfort and sophistication with its gas fireplace, walk-in closet illuminated by a lake-facing window, a private covered balcony, and a spa-inspired bath with dual vanities, soaking tub, steam shower and private water closet. Two additional guest rooms with a Jack and Jill bath complete the upper level. Extensive renovations include a newer roof, Andersen windows and doors, two HVAC systems, full re-piping and rewiring, fresh paint, lighting, a newly installed pool heater and Hardie board siding—all executed within the last five years. The walk-up attic and pristine basement offer rare additional storage. Refinished hardwood floors throughout provide a consistent, elegant backdrop. This residence is a compelling blend of character, craftsmanship and contemporary living.

Sold Date:
07/07/2025
Taxes
$23,465(2024)
Lot Size
0.28 acres
Type
Single-Family Home
Year Built
1926
Style
Colonial, Traditional
Views
Water
County
Orange County

Listed By

Mick Night, Premier Sotheby's International Realty, Contact: 407-644-3295
Drew Henner, Premier Sotheby's International Realty
Bought with
Lisa Fleming, Fannie Hillman & Associates
Source
STELLAR
Last checked Jun 25 2026 at 7:17 PM EDT
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Formal Dining Room Separate
  • Inside Utility
  • Attic
  • Stone Counters
  • Solid Wood Cabinets
  • Breakfast Room Separate
  • Formal Living Room Separate
  • Dry Bar
  • Florida Room
  • Crown Molding
  • Storage Rooms
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Dryer
  • Appliances: Built-In Oven
  • Appliances: Exhaust Fan
  • Appliances: Freezer
  • Appliances: Gas Water Heater
  • Appliances: Tankless Water Heater
  • Appliances: Bar Fridge
  • Appliances: Cooktop
  • Thermostat
  • Eat-In Kitchen
  • High Ceilings
  • Negotiable
  • Built-In Features
  • Primarybedroom Upstairs
Subdivision
  • Cortland Park
Lot Information
  • Sidewalk
  • Street Brick
  • City Limits
Property Features
  • Fireplace: Living Room
  • Fireplace: Gas
  • Fireplace: Primary Bedroom
  • Foundation: Crawlspace
Heating and Cooling
  • Central
  • Heat Pump
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Heated
  • Gunite
  • Lap
Flooring
  • Wood
  • Marble
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Shingle
  • Roof: Built-Up
Utility Information
  • Utilities: Cable Connected, Public, Water Connected, Water Source: Public, Electricity Connected, Sewer Connected, Underground Utilities, Natural Gas Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High
Garage
  • 22X22
Parking
  • Garage Door Opener
  • Circular Driveway
  • Garage Faces Rear
Living Area
  • 3,182 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
May 15, 2025
Listed
$2,375,000
-
-
Additional Information: Premier | 407-644-3295
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 6/25/26 12:17
Based on information submitted to the MLS GRID as of 6/25/2026 15:17. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.