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$499,000 Just Listed

  • For Sale
  • Active
  • Duplex
  • 4 Beds
  • 2 Total Baths
  • 1,200 Sq. Ft.
  • Updated 1 day ago
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Income Producing Duplex in Winter Park, Florida! Great investment opportunity in a desirable location! This duplex features two 2-bedroom, 1-bath units, each approximately 600 square feet, with private entrances, central AC, and a private screened patio area. Both units are currently leased, providing established rental income and long-term occupancy. Each unit offers a spacious living area and a functional kitchen, with a shared laundry room equipped with a washer and dryer for added convenience. Both units include a full bath with updated showers. Enjoy all of Downtown Winter Park, including the shops and restaurants along Park Avenue, Winter Park Village, and an abundance of entertainment and recreational options such as Mead Botanical Garden, Winter Park Tennis Center, Winter Park Golf Course, and much more. The property also offers easy access to major highways and is just minutes from Rollins College. Don't miss this opportunity to own an income-producing property in one of Central Florida's most desirable areas with no HOA. Pictures were taken prior to occupancy.

Full Property Details for 2183 Crandon Ave

General

  • Price: $499,000
  • Taxes: $7,106 (2025)
  • Status: Active
  • Type: Duplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6433521
  • Updated: 8/14/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Lease/Rent Term: 12 Months

Interior

  • Interior Features: Ceiling Fan(s)
  • Fireplace: Yes
  • Fireplace(s): Electric, Living Room
  • Appliances: Cooktop, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished

Rooms

Bathrooms

  • Total Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Common Area, Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: None
  • Deck/Patio: Enclosed, Front Porch, Screened
  • Porch/Patio/Deck: Enclosed, Front Porch, Screened

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: OLYMPIA HEIGHTS ANNEX
  • Driving Directions: From Downtown, I-4 East. Take I-4 East to exit 87, Fairbanks Avenue. Exit onto Fairbanks Avenue and make a left at the exit. At Overspin Drive, make a left. At Oglesby Avenue, make a left. At Julian Street, make a right. At Crandon Avenue, make a left and the property is on the left.

School Information

  • Elementary School: Princeton Elem
  • Middle School: College Park Middle
  • High School: Edgewater High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Water Connected

Structural Information

  • # Buildings: 1
  • Exterior Const.: Block
  • Roof: Shingle
  • Windows: Window Treatments
  • Stories/Levels: Two
  • Square Feet: 1,200
  • Sq. Ft. Source: Public Records
  • Year Built: 1953

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 7,004
  • Lot Size: 7004
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $7,106
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OLYMPIA HEIGHTS ANNEX J/83 LOT 32 BLK C
  • Flood Zone Info: X
  • APN: 112229618003320
  • Property ID: 112229618003320
  • Block/Lot/Section: C

Listed by Real Property Management and Realty

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— 2183 Crandon Ave —

  • Real Property Management and Realty

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

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Schools serving 2183 Crandon Ave

School District:Orange County School District
NameGradesDistance
Princeton Elementary School
311 West Princeton Street, Orlando, FL 32804
K-51.3 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-81.1 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2183 Crandon Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$499,000
24.75%
MLS
3/31/2022
Sold
$400,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2183 Crandon Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,106
—
$384,620
-1%
2025
$7,106
11%
$388,610
9%
2024
$6,406
21%
$357,292
5%
2023
$5,300
88%
$341,763
86%
2021
$2,818
-2%
$183,332
-3%
2022
$2,877
2%
$188,832
3%
2021
$2,818
-25%
$184,190
-23%
2019
$3,750
29%
$239,948
64%
2018
$2,897
16%
$146,748
16%
2017
$2,488
10%
$126,258
17%
2016
$2,260
6%
$108,275
11%
2015
$2,138
4%
$97,906
10%
2014
$2,050
8%
$89,293
10%
2013
$1,894
—
$81,175
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Real Property Management and Realty

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2183 Crandon Avenue, Winter Park, FL 32789 (MLS# O6433521) is a Duplex property with 4 bedrooms and 0 full bathrooms. 2183 Crandon Avenue is currently listed for $499,000 and was received on August 14, 2026. Want to learn more about 2183 Crandon Avenue? Do you have questions about finding other Duplex real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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