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311 Cortland Avenue

Winter Park, FL 32789

Name: Open House: 4pm-6pm
Start: 2025-07-02T16:00:00
End: 2025-07-02T18:00:00
Location: 311 Cortland Avenue

2 beds
2 baths
1,382 sqft
10,001 sqft lot
$578 per sqft
1952 build
– on site

Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this home places you at the center of luxury Winter Park living—enjoy boutique shopping, fine dining, scenic strolls, or morning paddle boarding just steps from your door. Inside, you'll find a bright and open floor plan filled with natural light and timeless charm. A front den/office with white tile flooring and timeless tongue and groove ceiling offers you space that is not only stylish but functional—ideal for working from home or relaxing with a book. The open living/dining area features stylish wood flooring, large windows, and a ceiling fan for year-round comfort. This unique layout offers 2 primary suites offering plenty of privacy. Head to the fully fenced back yard and concrete patio which provides a private retreat for entertaining or relaxing outdoors. You will find yourself in the heart of it all with close proximity shops, restaurants, schools, universities and major airports. An added hidden bonus is your access to Lake Osceola through 2 parks and walkway ramp, where you can enjoy a beautiful sunset or paddle board/kayak ride. With vintage character, and incredible location with lake access at the end of the street, this Winter Park gem is not to be missed!

Listing courtesy of STELLAR_MLS / KELLER WILLIAMS WINTER PARK

Last checked: Checking… • Last updated Jul 2, 2025 •

MLS# O6319137 —

The Building

Year Built:

1952
New Construction:

false
Architectural Style:

Florida
Construction Materials:

Block
Levels:

One
Roof:

Shingle
Foundation Details:

Slab
Window Features:

Blinds
Patio And Porch Features:

Front Porch
Building Area Total:

1712
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Ceramic Tile
Fireplace:

false

Room Dimensions

Living Area:

1382
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

From the downtown Winter Park area, travel east on Fairbanks Ave. As you head through the curve and Fairbanks turn into Aloma, Cortland Ave will be on your left. 311 Cortland Ave is on the corner, directly on your left.
Latitude:

28.600532
Longitude:

-81.338064
Coordinates:

-81.338064, 28.600532

The Property

Parcel Number:

052230648402151
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Completed
Lot Features:

Corner Lot
Lot Size Acres:

0.23
Lot Size Area:

10001
Lot Size SqFt:

10001
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

R-1AA
Direction Faces:

East
View:

false
Exterior Features:

Irrigation System
Fencing:

Fenced
Vegetation:

Trees/Landscaped
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Asphalt
Flood Zone Code:

X
Flood Zone Panel:

12095C0255F
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

15
Tax Block:

B
Tax Legal Description:

OSCEOLA SUMMIT L/34 LOT 15 (LESS N 10 FT& W 26 FT) & LOT 16 (LESS N 10 FT & LESS BEG SE COR THEREOF RUN W 15 FT NELY TOE LINE S S 15 FT TO POB) & (LESS RD R/WON S) BLK B
Tax Book Number:

L-34
Tax Annual Amount:

$6,589

Beds

Bedrooms Total:

2

Baths

Total Baths:

2
Total Baths:

2
Full Baths:

2

The Listing

Virtual Tour URL Unbranded:

https://galleries.page.link/MzEms
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

BB/HS Internet Available
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

In Garage

Schools

Elementary School:

Lakemont Elem
Middle Or Junior School:

Maitland Middle
High School:

Winter Park High

The Community

Subdivision Name:

OSCEOLA SUMMIT
Senior Community:

false
Community Features:

Park
Waterview:

false
Water Access:

Lake - Chain of Lakes
Water Access:

true
Water Body Name:

LAKE OSCEOLA
Waterfront:

false
Pool Private:

false
Pets Allowed:

Breed Restrictions
Pet Restrictions:

Please verify with the city of Winter Park for pet restrictions.
Association:

false
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

1
Garage Dimensions:

22x16
Carport:

false
Covered Spaces:

1
Open Parking:

true
Parking Features:

Driveway

Monthly cost estimate

Asking price

$799,900

Expense	Monthly cost
Mortgage	$4,283
Taxes	$549
Insurance	$219
Utilities	$185 See report
Total	$5,236/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
6/26/25 Jun 26, 2025	Listed / Active	STELLAR_MLS	$799,900

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This house located in Cortland Park, Winter Park, FL 32789 is currently for sale for $799,900. 311 Cortland Avenue is a 1,382 square foot house with 2 beds and 2 baths that has been on Estately for 19 days. 311 Cortland Avenue is in the Cortland Park neighborhood of Winter Park and has a WalkScore® of 34, making it car-dependent. This house is in the attendance area of Maitland Middle School, Cornerstone Charter Academy High School, Lakemont Elementary School, Winter Park High School, and Cornerstone Charter Academy K-8.

Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS WINTER PARK.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.