$799,900
311 CORTLAND AVENUE
WINTER PARK, FL, 32789
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!
Property Details
Price:
$799,900
MLS #:
O6319137
Status:
Active
Beds:
2
Baths:
2
Address:
311 CORTLAND AVENUE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OSCEOLA SUMMIT
Neighborhood:
32789 – Winter Park
City:
WINTER PARK
Listed Date:
Jun 26, 2025
State:
FL
Finished Sq Ft:
1,382
Total Sq Ft:
1,712
ZIP:
32789
Lot Size:
10,001 sqft / 0.23 acres (approx)
Year Built:
1952
Schools
Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Appliances
Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Laminate, Tile, Hardwood
Heating
Central, Electric
Laundry Features
In Garage
Exterior
Architectural Style
Florida, Ranch, Traditional
Community Features
Park, Sidewalks
Construction Materials
Block, Stucco
Exterior Features
Irrigation System, Private Mailbox, Rain Gutters, Sidewalk
Parking Features
Driveway, Garage Door Opener, Off Street
Roof
Shingle
Financial
Tax Year
2024
Taxes
$6,589
Mortgage Calculator
Map
Similar Listings Nearby
- 2109 E CENTRAL BOULEVARD
ORLANDO, FL$999,900
4.12 miles away
- 1905 OLD CLUB POINT
MAITLAND, FL$999,500
1.90 miles away
- 2330 WESTMINSTER COURT
WINTER PARK, FL$999,000
2.58 miles away
- 913 MOSS LANE
WINTER PARK, FL$999,000
1.60 miles away
- 1319 HEAVENLY COVE
WINTER PARK, FL$998,000
3.80 miles away
- 250 CORTLAND AVENUE
WINTER PARK, FL$995,000
0.06 miles away
- 2260 HAWICK LANE
WINTER PARK, FL$995,000
0.96 miles away
- 210 LAUREL PARK COURT
WINTER PARK, FL$995,000
2.56 miles away
- 111 WOODSTREAM CT COURT
MAITLAND, FL$985,000
2.27 miles away
- 7801 GEORGEANN ST
WINTER PARK, FL$985,000
3.38 miles away

311 CORTLAND AVENUE
WINTER PARK, FL
LIGHTBOX-IMAGES