311 Cortland Ave, Winter Park, FL 32789
$799,900
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Home Description
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.
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!
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Water Name: LAKE OSCEOLA
- Water Feet: 0
- Water Access: Lake - Chain of Lakes
- Interior Features: Ceiling Fans(s),Thermostat
- Appliances: Dishwasher,Disposal,Dryer,Range,Refrigerator,Washer
- Floor Covering: Ceramic Tile,Laminate,Tile,Wood
- Kitchen Features: Closet Pantry
- Living Room Features: Ceiling Fan(s)
- Bonus Room Features: Ceiling Fan(s)
- Primary Bathroom Features: Sink - Pedestal,Tub With Shower
- Primary Bathroom Features: Sink - Pedestal,Tub With Shower
- Dinette Features: Ceiling Fan(s)
- Architectural Style: Florida,Ranch,Traditional
- Exterior Features: Private Mailbox,Rain Gutters,Sidewalk
- Exterior Contruction: Block,Stucco
- Foundation: Slab
- Front Exposure: East
- Roof: Shingle
- Building Sqft: 1712
Available now at $799,900
Approximate Room Sizes / Descriptions
| Kitchen | 10x9 | First | Ceramic Tile |
| Living Room | 16x16 | First | Wood |
| Bonus Room | 16x10 | First | Ceramic Tile |
| Primary Bathroom | | First | Ceramic Tile |
| Primary Bathroom | | First | Ceramic Tile |
| Dinette | 16x10 | First | Laminate |
| Primary Bedroom | 15x13 | First | Laminate |
| Primary Bedroom 2 | 13x13 | First | Laminate |
- Attached Garage: True
- Garage: True
- Garage Spaces: 1
- Garage Feature: Driveway,Garage Door Opener,Off Street
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air
- Heating: Central,Electric
- Utilities: BB/HS Internet Available,Cable Available,Electricity Connected,Sewer Connected,Water Connected
- Lot Sqft: 10001.00
- Lot Acres: 0.2300
- Total Acre: 0 to less than 1/4
- Lot Num: 15
- Style: Single Family Residence
- Location: City Limits,Corner Lot,Sidewalk
- Pets Allowed: Breed Restrictions,Cats OK,Dogs OK
- Pet Restrictions: Please verify with the city of Winter Park for pet restrictions.
- : 407-545-6430
Neighborhood
The average asking price of a 2 bedroom Winter Park home in this zip code is
$643,522 (19.5% less than this home).
This home is priced at $579/sqft,
which is 1.5% less than similar homes
in the 32789 zip code.
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Similar Properties For Sale
Financial
- Approx Payment:$3,891*
- Taxes:$6,589
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
(407) 967-1435 and speak with one of our real estate consultants.
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70
Listing Courtesy of KELLER WILLIAMS WINTER PARK.
For information or to schedule a viewing of this property (MLS# O6319137), call: 407-967-1435
311 Cortland Ave, Winter Park FL is a single family home of 1382 sqft and
is currently priced at $799,900
.
This single family home has 2 bedrooms.
A comparable home for sale at 1511 Chestnut Ave in Winter Park is listed at $675,000.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Park, FL.
Fairbanks Park, Osceola Heights and Charmont are nearby neighborhoods.
MLS O6319137 has been posted on this site since 6/26/2025 (today).
2025
6/28/2025.