For sale

$499,000

Est. $3,544/mo —

•

2 ba

•

1,200

sq ft

2183 Crandon Ave, Winter Park, FL 32789

About this home

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.

Multi-familyProperty Type

1953Year Built

7,004 sq ftLot Size

$416Price/Sq.Ft.

Listed by Walkidia Reyes, PA • REAL PROPERTY MANAGEMENT AND REALTY

Contact: 407-897-3366

Listing updated: Aug 15, 2026 at 06:51am

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6433521

Payment calculator

$3,544 per month

Principal and interest$2,689

Property taxes

$592

HOA dues

Home insurance

$262

Utilities

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Next available date: Monday, September 14

Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Princeton Elementary School

Public PreK-5 • Assigned • 1.3mi

9/10

College Park Middle School

Public 6-8 • Assigned • 1.1mi

3/10

Edgewater High School

Public 9-12 • Assigned • 1.0mi

6/10

Provided by GreatSchools

About Olympia

Heights

Olympia Heights, located between Colonial Drive and Silver Star Road, is a residential and commercial Fairview Shores neighborhood with mid-century ranch streetscapes and pocket-lake scenery. The neighborhood’s character concentrates around the Colonial Drive and North John Young Parkway crossroads, where auto shops, taquerías, and small storefront plazas set a busy, everyday rhythm. Nearby, Enzian Theater, East End Market, and The Courtesy anchor the area’s cultural calendar and dining scene. Homes tend toward low-slung block construction with broad lawns and mature shade trees. Side streets feel quieter, while the main corridors carry steady local traffic. Lake Fairview and nearby parks add water views and open-air breaks from the grid.

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Ceiling fans
Window treatments
Inside utility
Electric fireplace in living room

Bedrooms
4 total bedrooms
Two 2-bedroom units (one on first floor, one on second floor)

Bathrooms
Each unit has 1 bathroom

Kitchen
Cooktop
Range
Microwave
Refrigerator
Electric water heater

Laundry & utility
Common area laundry
Laundry room with washer and electric dryer hookups
Washer and dryer included

Heating & cooling
Central heating (electric)
Central air conditioning

Sale and tax history for 2183 Crandon Ave

Sale History
Tax History

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6433521

Aug 14, 2026

Listed

$499,000

$416/sq ft

RENTALBEAST #2

Sep 24, 2024

Rental Removed

$1,295

$1/sq ft

Sep 14, 2024

Price Changed

$1,295

$1/sq ft

Sep 6, 2024

Price Changed

$1,345

$1/sq ft

Sep 5, 2024

Listed for Rent

$1,395

$1/sq ft

RENT. #1

Sep 8, 2023

Rental Removed

$1,445

$1/sq ft

Aug 22, 2023

Price Changed

$1,445

$1/sq ft

Jul 22, 2023

Listed for Rent

$1,495

$1/sq ft

STELLARMLS #6127996

Sep 8, 2023

Rental Removed

$1,445

$1/sq ft

Aug 23, 2023

Price Changed

$1,445

$1/sq ft

Jul 22, 2023

Listed for Rent

$1,495

$1/sq ft

Stellar MLS as Distributed by MLS Grid #O6004100

Mar 31, 2022

Sold

$400,000

$333/sq ft

Feb 25, 2022

Pending

—

Feb 24, 2022

Relisted

—

Feb 17, 2022

Pending

—

Feb 15, 2022

Listed

$399,900

$333/sq ft

Stellar MLS as Distributed by MLS Grid #S5007797

Nov 16, 2018

Sold

$225,000

$188/sq ft

Oct 3, 2018

Pending

—

Sep 27, 2018

Listed

$239,000

$199/sq ft

FULL DUPLEX FOR SALE!!!Location, Location, Location. This is your Opportunity to own a duplex by the middle of College Park next to Dubsdread Golf course. This duplex is close to everything. Use as an investment or live in one unit and let the other pay for your expenses! Located in a quiet area and on a dead end street, it is surrounded by single family homes in a great neighborhood. One apartment is upstairs and the other is downstairs. Each unit has two bedrooms and one bathroom as well as screened porches. There is a shared laundry room which could easily provide extra income if you installed coin operated units. New roof 2015. Brand New AC unit for the downstairs unit. Don't miss this opportunity. Owner / Agent All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. * If exact square footage or room size

Stellar MLS as Distributed by MLS Grid #S5007726

Nov 16, 2018

Sold

$225,000

$188/sq ft

Oct 2, 2018

Pending

—

Sep 27, 2018

Listed

$239,000

$199/sq ft

Stellar MLS as Distributed by MLS Grid #O5524785

Oct 2, 2017

Sold

$170,300

$142/sq ft

Aug 30, 2017

Pending

—

Aug 9, 2017

Price Changed

$215,000

$179/sq ft

Jul 20, 2017

Listed

$225,000

$188/sq ft

Stellar MLS as Distributed by MLS Grid #O4931629

Aug 25, 2009

Listed

$62/sq ft

Stellar MLS as Distributed by MLS Grid #O4685314

Oct 18, 2006

Listing Removed

—

May 25, 2006

Listed

Stellar MLS as Distributed by MLS Grid #O4672986

May 25, 2006

Listing Removed

—

Apr 8, 2006

Listed

Public Records

Feb 1, 1987

Sold

$60,000

$50/sq ft

Public Records

Nov 1, 1978

Sold

$32,000

$27/sq ft

Public Records

Jun 1, 1976

Sold

$19,000

$16/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$7,106 (+10.9%)

$150,000 + $238,610

$388,610

2024

$6,406 (+20.9%)

$150,000 + $238,610

$388,610

2023

$5,300 (+84.2%)

$150,000 + $207,292

$357,292

2022

$2,877 (+2.1%)

2021

$2,818 (+3.5%)

2020

$2,722 (−27.4%)

$135,000 + $48,332

$183,332

2019

$3,750 (+29.5%)

$189,900 + $50,048

$239,948

2018

$2,897 (+16.4%)

$189,900 + $50,048

$239,948

2017

$2,488 (+10.1%)

$87,000 + $39,258

$126,258

2016

$2,260 (+5.7%)

$87,000 + $39,258

$126,258

2015

$2,138 (+4.3%)

$70,000 + $27,906

$97,906

2014

$2,049 (+8.2%)

2013

$1,894 (−0.1%)

2012

$1,897

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

7,004 Sq. Ft.

Year renovated

2000

Finished Sq. Ft.

1,200

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,200

Year built

1953

Style

Multi-Family (2-4 Unit)

County

Orange County

APN

292211618003320

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1A

Single-Family Dwelling Districts

The areas included within R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.

Permitted uses

Include but are not limited to:

Livestock production
Housing-Single unit
Fire house
Police station

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 107° expected this year, 22 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winter Park, FL • 32789

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

97/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 12% for direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.3 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 2183 Crandon Ave

$494,638

$4,362 under list price of $499K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $310K to $560K.

SOLD AUG 10, 2026
$470,000 Last sold price
2 beds1 bath1,036 sq ft
1521 Cavendish Rd, Winter Park, FL 32789
$38/sq ft
larger lot
7 years older
SOLD MAY 8, 2026
$560,000 Last sold price
3 beds2 baths1,618 sq ft
218 Orange Terrace Dr, Winter Park, FL 32789
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larger lot
2 years newer
SOLD AUG 18, 2026
$425,000 Last sold price
4 beds2 baths1,536 sq ft
2249 Minnesota Ave, Winter Park, FL 32789
$139/sq ft
larger lot
2 years newer
SOLD MAY 13, 2026
$365,000 Last sold price
2 beds1 bath936 sq ft
765 Baffie Ave, Winter Park, FL 32789
$26/sq ft
1 year older
SOLD DEC 23, 2025
$470,000 Last sold price
3 beds2 baths1,785 sq ft
2381 Roxbury Rd, Winter Park, FL 32789
$153/sq ft
larger lot
4 years older
SOLD AUG 24, 2026
$310,000 Last sold price
2 beds1 bath824 sq ft
846 Driver Ave, Winter Park, FL 32789
$40/sq ft

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