$999,000
 $5,363 est/mo Sourced by Back At You

726/720 N Pennsylvania Ave,WINTER PARK, FL 32789

WINTER PARK, FL 32789

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Description

Opportunities like this don't come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue's dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida's most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.

Details

MLS #O6402984
Listing TypeFor Sale
Sub-TypeFor-sale
StatusActive
Year2015
Days On Site194
Listing Provided ByCOMPASS FLORIDA LLC | Brandon Geers

Features

Bed(s)6
Bath(s)4
SQ Feet2,282
ZoningR-2
Acreage0.09

Taxes

Property5170

Area Information

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameMORSELAND SUB
School DistrictWinter Park High
Elementary SchoolLakemont Elem
High SchoolWinter Park High
Listing VS Median (in MORSELAND SUB)
Price:
$999,000
low | high
Med:
$1,625,000
12.662662662663% of Average
sqft:
2,282
low | high
Med:
2,884
23.61963190184% of Average
$ / sqft:
$438
low | high
Med:
$563
21.291194106728% of Average
On site:
194
low | high
Med:
12
100% of Average
Sourced by Back At You

Market Activity 32789

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of November 9, 2026 at 11:20:00 PM PST All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameMORSELAND SUB
School DistrictWinter Park High
Elementary SchoolLakemont Elem
High SchoolWinter Park High
Listing VS Median (in MORSELAND SUB)
Price:
$999,000
low | high
Med:
$1,625,000
12.662662662663% of Average
sqft:
2,282
low | high
Med:
2,884
23.61963190184% of Average
$ / sqft:
$438
low | high
Med:
$563
21.291194106728% of Average
On site:
194
low | high
Med:
12
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $749K - $1.248M
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
437 N CAPEN AVE Property Photo 1
$849,000
437 N Capen Ave
Winter Park, FL 32789
Listing Updated: October 13, 2026 at 3:14:51 PM PDT
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