CONTACT
FAVORITE
SHARE
CLAIM

104 CORTLAND AVENUE WINTER PARK FL 32789 Sold 07/07/2025

Sold for $2,100,000
USD CAD EUR GBP BTC
104 CORTLAND AVENUE, WINTER PARK, FL 32789 Sold 07/07/25 104 CORTLAND AVENUE, WINTER PARK, FL 32789 Sold 07/07/25 104 CORTLAND AVENUE, WINTER PARK, FL 32789 Sold 07/07/25 104 CORTLAND AVENUE, WINTER PARK, FL 32789 Sold 07/07/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 104 Cortland Ave

4 Bedrooms
3 Bathrooms
2 Car Garage
4,595 Square Feet
3,182SF Living Area
Pool:
Yes
Water: None
Year Built 1926

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.

This luxury single family home was built in 1926 and features 4 bedrooms, and 3 full bathrooms. This home for sale is 4,595 square feet, with 3,182 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6307403 or any other homes for sale in Winter Park or elsewhere in the Orange County area.

Features & Amenities

Appliances

Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer

Other Equipment

Irrigation Equipment

Architecture

Colonial, Traditional

Cooling

Central Air, Zoned

Heating

Central, Heat Pump, Zoned

Flooring

Marble, Tile, Wood

Parking

Circular Driveway, Garage Door Opener, Garage Faces Rear

Lot Dimensions

76x166x70x166

Lot Size

12110

View

Water view

Construction Materials

Block, Stucco

Security Features

Security System Owned, Smoke Detector(s)

Interior Features

Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Primary Bedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Window Treatments

Furnished

Negotiable

Exterior Features

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

Lot Features

City Limits, Sidewalk, Street Brick

Patio And Porch Features

Covered, Front Porch, Patio, Porch

Pool Features

Gunite, Heated, In Ground, Lap

Roof

Built-Up, Shingle

Window Features

Shades, Shutters, Thermal Windows

Utilities

Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Underground Utilities, Water Connected

Water Body Name

L A K E M I Z E L L

Laundry

Inside, Laundry Room, Upper Level

Fencing

Fenced

Fireplace

Gas, Living Room, Primary Bedroom

Zoning

R-1 A

Year Built

1926

Pets Allowed

Yes

Annual Real Estate Taxes

$23,465 (2024)

Legal Description

Cortland Park J/73 The S 1/2 Of Lot 18 & Lot 19 Blk B

Property Type

Single Family Home

Community Features

Street Lights

Direction Faces

Southwest

MLS Number

MFRO6307403

Universal Property Id

U S-12095-N-052230175202181-R-N

Days On Market

36

Community Name

Cortland Park

104 Cortland Ave Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 104 Cortland Ave should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $23,465 but will likely change when this home sells. These estimations are calculated from a list price of $2,375,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 104 Cortland Ave

Address Sale Price Bed Bth Size Location Sale Date
140 CORTLAND AVE $Log in to view 5 3/1 4,294SF Cortland Park 04/01/2025
171 CORTLAND AVE $Log in to view 2 2/0 2,095SF Cortland Park 09/03/2025
1341 COLLEGE PT $Log in to view 4 3/1 5,742SF Virginia Heights 02/18/2025
1223 FORMOSA AVE $Log in to view 4 3/0 5,379SF Golfview 03/11/2025
1711 BARCELONA WAY $Log in to view 4 3/1 5,237SF Sevilla 09/24/2024
1321 LAKEVIEW DR $Log in to view 4 3/1 5,188SF Virginia Heights 01/31/2025
2415 VERSAILLES AVE $Log in to view 4 3/1 5,129SF Fontainebleau 11/18/2024
508 W SWOOPE AVE $Log in to view 4 3/1 5,010SF Vilasa Townhomes 03/06/2025
1350 PLACE VENDOME $Log in to view 4 3/1 4,641SF Fontainebleau 11/01/2024
2813 NORTHWOOD BLVD $Log in to view 4 3/1 4,558SF Northwood Terrace 05/06/2025
279 RIPPLING LN $Log in to view 4 3/0 4,542SF Killarney Point 07/31/2025
1885 TEMPLE DR $Log in to view 4 3/1 4,493SF Lugano Terrace 03/06/2025

MLS# MFRO6307403 Listing History

05/15/2025 Listed for sale by PREMIER SOTHEBY'S INTL. REALTY with MLS# MFRO6307403 with a list price of $2,375,000.
07/07/2025 Sold For $2,100,000 by Lisa Fleming with FANNIE HILLMAN & ASSOCIATES.

Orange County Schools

Elementary School

Middle School

This listing of 104 Cortland Ave Winter Park FL 32789 was last updated on 2025-07-07 15:44:03. Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY.
MLS

Map of 104 Cortland Ave Winter Park FL 32789

Similar Homes For Sale

1611 Tioga Trl, WINTER PARK
$1,195,000

MLS#MFRO6343217

1611 Tioga Trl
Winter Park, FL 32789

4

2

2

3,796 SqFt

0.32 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Currency