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$799,900

311 Cortland Ave Winter Park, FL 32789

2 beds
2 full
1,382 sqft
0.2 acres
$579 / sqft
House

Property details

About 311 Cortland Ave

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!

Highlights

Home typeSingle Family Residence
HeatingCentral, Electric
StatusActive
CoolingCentral Air
Size1,382 sqft
Lot size0.23 Acres
Year built1952
ParkingDriveway, Garage Door Opener, Off Street
MLS #O6319137
Attached garage1 space

Summary

  • Full Bathrooms: 2
  • Appliances: Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
  • Flooring Type: Ceramic Tile, Laminate, Tile, Wood
  • Interior: Ceiling Fans(s), Thermostat
  • Total Bedroom Count: 2
  • Garage Space: 1 space
  • Attached Garage: Yes
  • Private Pool: No
  • Parking: Driveway, Garage Door Opener, Off Street
  • Exterior: Private Mailbox, Rain Gutters, Sidewalk
  • Architectural Style: Florida, Ranch, Traditional
  • Heating: Central, Electric
  • Cooling: Central Air
  • List Price: $799,900
  • Price/SqFt: $578
  • HOA Amount: $0
  • Annual Tax Amount: $5,875
  • Tax Year: 2023
  • Lot: Corner Lot, City Lot, Sidewalk
  • 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.
  • Year Built: 1952
  • Living Area: 1,382 SqFt
  • Lot Size: 0.23 Acres
  • MLS Number: O6319137
  • MLS Name: MFRMLS
  • Office Name: KELLER WILLIAMS WINTER PARK
  • Office Phone: (407) 545-6430
  • Listing Agent: Amy Turner

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DMCA Notice

IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/30/2025, 12:34:36 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Jun 01, 2005
Home Sold
$285,000
Jan 09, 1998
Home Sold
$135,000

Tax history

YearAssessmentProperty Tax
2023$400,697$5,875
2022$321,214$4,963
2021$305,050$4,963
2020$307,176$4,811
2018$269,020$4,305
2017$265,167$4,122

History based on county public records data.

Nearby schools

6

Lakemont Elementary School

Public District KG-5

0.7 mi

901 N Lakemont Ave

7

Brookshire Elementary School

Public District PK-5

1.3 mi

2500 Cady Way

3

Aloma Elementary School

Public District KG-5

1.8 mi

2949 Scarlet Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $175,980. Typical income of Winter Park, FL residents is $200k+ annually. Typical family type is married, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

9%
<35k
15%
35k-100k
32%
100k-200k
44%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

27%
Single, No Kids
3%
Single, with Kids
45%
Married, No Kids
25%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

11%
<11 yrs old
10%
12-17 yrs old
9%
18-34 yrs old
53%
35-64 yrs old
17%
65+ yrs old

What do the neighbors do for fun?

  • Men's TennisMen's Tennis
  • Skiing/snowboardingSkiing/snowboarding
  • TennisTennis

Where do the neighbors shop?

  • BloomingdalesBloomingdales
  • NordstromNordstrom
  • Brooks BrothersBrooks Brothers

Where do the neighbors go to eat?

  • Bonefish GrillBonefish Grill
  • California Pizza KitchenCalifornia Pizza Kitchen
  • QdobaQdoba

What do the neighbors drive?

  • LexusLexus
  • BMWBMW
  • AcuraAcura

What do the neighbors listen to?

  • NewsNews
  • Talk/PersonalityTalk/Personality
  • SportsSports
All data provided by Home Junction and Claritas

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Frequently asked questions

About 311 Cortland Ave

The listing price of 311 Cortland Ave property is $799,900.

The property 311 Cortland Ave is a house located in Winter Park, Florida, 32789.

Active Listing: 311 Cortland Ave is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 311 Cortland Ave are: Lakemont Elementary School (GreatSchools Rating 6/10), Brookshire Elementary School (GreatSchools Rating 7/10), Aloma Elementary School (GreatSchools Rating 3/10), Glenridge Middle School (GreatSchools Rating 6/10), Maitland Middle School (GreatSchools Rating 4/10), Audubon Park School (GreatSchools Rating 9/10), Winter Park High School (GreatSchools Rating 7/10), Aloma High Charter (GreatSchools Rating 2/10), Edgewater High School (GreatSchools Rating 4/10).

According to the records, the last property tax for 2023 is $5,875 (source: MLS/based on county public records data).

The last sale was on June 1, 2005 for $285,000 (source: MLS/tax record).

The property at 311 Cortland Ave has 2 bedrooms and 2 bathrooms.

The property 311 Cortland Ave is 1,382 SqFt (source: MLS/tax record).

The year of construction for 311 Cortland Ave is 1952.

This home is located at 311 Cortland Ave in Winter Park, FL and zip code 32789. This 1,382 square foot home, which was built in 1952, sits on a 0.23 acre lot. Features: 2 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since June 26, 2025 and is currently priced at $799,900.

Over 7 listings were sold over their listed price in June 2025 in Winter Park, FL. In the same period over 58 listings were sold below the listed price and 19 listings were sold for the listed price. Between May and June 2025, Winter Park, FL real estate market has seen decrease in the number of listings by 5%. The median list price of listings available in June 2025 was $460,000, while the average time on the real estate market was 41 days.

From Rocket Homes Real Estate and based on county public records data.

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