104 Cortland Avenue, WINTER PARK, FL

$2,375,000

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4

Beds

3

Baths

3,182

Square feet

0.28

Acres

Summary of 104 Cortland Avenue

104 Cortland Avenue is in WINTER PARK, FL. This Residential property for sale is currently being offered at $2,375,000. Built in 1926, this 4 bedroom, 3 bathroom Orange Residential property has been listed on RealtyInOrlando.com. 104 Cortland Avenue is priced at $746.39 Per Square Foot, and is situated on 0.28 acres of land. Please contact your local Realtor® for more information on 104 Cortland Avenue, WINTER PARK, FL 32789. Property Listing Reference: MLS number: O6307403.

About 104 Cortland Avenue

Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Located moments from the coveted boutiques and restaurants of Park Avenue, the residence welcomes with a pavered 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—perfectly 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 own 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.

Features of 104 Cortland Avenue

MLS® # O6307403
Price $2,375,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,182
Acres 0.28
Year Built 1926
Type Residential
Sub-Type Single Family Residence
Style Colonial, Traditional
Status Active
HOA $0
Taxes $23,465

Community Information

Address 104 Cortland Avenue
Area Winter Park
Subdivision CORTLAND PARK
City WINTER PARK
County Orange
State FL
Zip Code 32789

Amenities

Parking Circular Driveway, Garage Door Opener, Garage Faces Rear
# of Garages 2
View Water
Is Waterfront No
Has Pool Yes
Community Features Street Lights

Interior

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
Appliances Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer
Heating Central, Heat Pump, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Gas, Living Room, Primary Bedroom

Exterior

Exterior Features Awning(s), Balcony, French Doors, Lighting, Rain Gutters, Sidewalk
Lot Description City Limits, Sidewalk, Street Brick
Roof Built-Up, Shingle
Foundation Crawlspace

School Information

Elementary Brookshire Elem
Middle Glenridge Middle
High Winter Park High

Other Information

Date Listed May 15th, 2025
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTL. REALTY

Listing Map

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