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(386) 801-5417

(386) 801-5417

104 Cortland Ave, Winter Park, FL 32789

$2,375,000

Charming two-story home featuring a balcony, manicured lawn, and brick accents at 104 Cortland Ave, Winter Park, FL 32789
  • Bedrooms

    4

  • Baths

    3

  • Sq. Feet

    3182

  • Year Built

    1926

  • Days On Market

    2

  • $/SqFt

    $746

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Home Description

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.

  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High
  • Private Pool: True
  • Pool Features: Gunite,Heated,In Ground,Lap
  • Water View: Lake,Lake - Chain of Lakes
  • Water Name: LAKE MIZELL
  • Water Feet: 0
  • 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
  • Fireplace Desc: Gas,Living Room,Primary Bedroom
  • Floor Covering: Marble,Tile,Wood
  • Dining Room Features: Bar
  • Kitchen Features: Stone Counters
  • Bathroom 3 Features: Exhaust Fan,Jack & Jill Bathroom,Single Vanity,Stone Counters,Tub With Shower,Window/Skylight in Bath
  • Laundry Features: Stone Counters
  • Primary Bathroom Features: Built-In Shower Bench,Double Vanity,Exhaust Fan,Multiple Shower Heads,Rain Shower Head,Steam Shower,Stone Counters,Tub with Separate Shower Stall,Water Closet/Priv Toilet,Window/Skylight in Bath
  • Bathroom 2 Features: Exhaust Fan,Jack & Jill Bathroom,Rain Shower Head,Shower No Tub,Single Vanity,Stone Counters,Window/Skylight in Bath
  • Additional Rooms: Attic,Breakfast Room Separate,Florida Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Storage Rooms
  • Architectural Style: Colonial,Traditional
  • Exterior Features: Awning(s),Balcony,French Doors,Lighting,Rain Gutters,Sidewalk
  • Exterior Contruction: Block,Stucco
  • Foundation: Crawlspace
  • Front Exposure: Southwest
  • Roof: Built-Up,Shingle
  • Building Sqft: 4595

Available now at $2,375,000

Approximate Room Sizes / Descriptions

Basement12x22BasementConcrete
Florida Room10x20FirstTile
Living Room16x28FirstWood
Dining Room15x13FirstWood
Foyer15x16FirstWood
Kitchen16x17FirstWood
Bathroom 38x8FirstTile
Dinette11x9FirstWood
Laundry14x6SecondTile
Primary Bathroom15x8SecondTile
Bathroom 28x5SecondTile
Bedroom 416x11FirstWood
Primary Bedroom16x22SecondWood
Bedroom 214x12SecondWood
Bedroom 314x12SecondWood
  • Attached Garage: False
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Circular Driveway,Garage Door Opener,Garage Faces Rear
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Heat Pump,Zoned
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Public,Sewer Connected,Underground Utilities,Water Connected
  • Lot Sqft: 12110.00
  • Lot Dim: 76x166x70x166
  • Lot Acres: 0.2800
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 18
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,Sidewalk,Street Brick
  • Pets Allowed: Yes
  • Pet Restrictions: Buyer to independently verify all pet restrictions directly with the City of Winter Park.
  • : 407-644-3295

Neighborhood

The average asking price of a 4 bedroom Winter Park home in this zip code is $1,957,665 (17.6% less than this home).

This home is priced at $746/sqft, which is 21.7% less than similar homes in the 32789 zip code.

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Financial

  • Approx Payment:$11,554*
  • Taxes:$23,465

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-5417 and speak with one of our real estate consultants.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY. For information or to schedule a viewing of this property (MLS# O6307403), call: 386 801 5417

104 Cortland Ave, Winter Park FL is a single family home of 3182 sqft and is currently priced at $2,375,000 . This single family home has 4 bedrooms. A comparable home for sale at 1600 Barcelona Way in Winter Park is listed at $1,475,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Comstock Park, Maitland Shores and Fontainebleau are nearby neighborhoods. MLS O6307403 has been posted on this site since 5/15/2025 (today).

2025 5/16/2025.

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