104 CORTLAND, WINTER PARK, FL 32789

$2,375,000

Beds: 4

Baths: 3 Full

Sq. Ft.: 3,182 Sq. Ft.

Year Built: 1926

Lot Size: 0.28 Acres

Garage: 2

Pool: Yes

DOM: 36

Property Overview

Status: Closed

Property Type: Residential

MLS #: 67c95752c9442c78217e9b166c374f31

Subdivision: CORTLAND PARK

County: Orange

HOA Fee: N/A

Year Built: 1926

Construction: Block, Stucco

Foundation: Crawlspace

Roof: Built-Up, Shingle

Cooling: Central Air, Zoned

Heating: Central, Heat Pump, Zoned

Sewer: Public Sewer

Water Source: Public

Zoning: R-1A

Tax Amount: $23,465.21 (2024)

Date Sold: Jul 7, 2025

Sold Price: $2,100,000

Listed On: May 15, 2025

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.

Exterior Features

Awning(s), Balcony, French Doors, Irrigation System, Lighting, Rain Gutters, Sidewalk

Directions

From Park Avenue, head south and make a left onto Fairbanks Avenue. Continue as Fairbanks transitions into Osceola Avenue and then into Brewer Avenue. Follow Brewer as it curves slightly right and becomes Aloma Avenue. Turn right onto Cortland Avenue, and the home will be on the left.

School Information

Elementary: Brookshire Elem

Middle: Glenridge Middle

High: Winter Park High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

PREMIER SOTHEBY'S INTL. REALTY

Listing Agent: Mick Night

Information is deemed reliable but not guaranteed. Information provided is 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.

Data last updated: April 5, 2026, 8:47 pm UTC

MLS Source: Stellar MLS Copyright © 2026

Similar Recently Sold Listings Nearby