104 Cortland Avenue Winter Park, FL 32789
Listing Courtesy of: MLS LogoSTELLAR / Premier Sotheby's Intl. Realty / Drew Henner - Contact:  407-644-3295

  104 Cortland Avenue Winter Park, FL 32789

Active (7 Days)
$2,375,000
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.

MLS #:
O6307403
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
Source
STELLAR
Last checked May 22 2025 at 8:35 AM EDT
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Built-In Features
  • Ceiling Fans(s)
  • Crown Molding
  • Dry Bar
  • Eat-In Kitchen
  • High Ceilings
  • Primarybedroom Upstairs
  • Solid Wood Cabinets
  • Stone Counters
  • Thermostat
  • Window Treatments
  • Attic
  • Breakfast Room Separate
  • Florida Room
  • Formal Dining Room Separate
  • Formal Living Room Separate
  • Inside Utility
  • Storage Rooms
  • Appliances: Bar Fridge
  • Appliances: Built-In Oven
  • Appliances: Cooktop
  • Appliances: Dishwasher
  • Appliances: Disposal
  • Appliances: Dryer
  • Appliances: Exhaust Fan
  • Appliances: Freezer
  • Appliances: Gas Water Heater
  • Appliances: Microwave
  • Appliances: Refrigerator
  • Appliances: Tankless Water Heater
  • Appliances: Washer
  • Negotiable
Subdivision
  • Cortland Park
Lot Information
  • City Limits
  • Sidewalk
  • Street Brick
Property Features
  • Fireplace: Gas
  • Fireplace: Living Room
  • Fireplace: Primary Bedroom
  • Foundation: Crawlspace
Heating and Cooling
  • Central
  • Heat Pump
  • Zoned
  • Central Air
Pool Information
  • Gunite
  • Heated
  • In Ground
  • Lap
Flooring
  • Marble
  • Tile
  • Wood
Exterior Features
  • Block
  • Stucco
  • Roof: Built-Up
  • Roof: Shingle
Utility Information
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Underground Utilities, Water Connected, Water Source: Public
  • Sewer: Public Sewer
School Information
  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High
Garage
  • 22X22
Parking
  • Circular Driveway
  • Garage Door Opener
  • Garage Faces Rear
Living Area
  • 3,182 sqft
Additional Information: Premier | 407-644-3295
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®

Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
%
Interest rate
%
Mortgage calculator estimates are provided by C21 Carioti and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. 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: 5/22/25 01:35