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$1,185,999
Beds
6
Baths
4
Sq Ft
2,282 sq ft
Year Built
2015
Lot Size
0.09 acres
Garage
—
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.
East on Webster. Right on Pennsylvania.
726/720 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789
Pick a Day
Preferred Time
Home Price
$1,185,999
Loan Term
Specialized financing for this $1,185,999 property in WINTER PARK. Luxury purchases typically require jumbo or portfolio lending.
💎
$118,600 Down
For homes exceeding conforming loan limits. Typically requires 10-20% down, strong credit, and reserves.
🎖️
$0 Down
VA-eligible borrowers can go above conforming limits with zero down in many cases.
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$177,900 Down
Held by the lender, not sold. Flexible terms for high-net-worth buyers with non-traditional income.
🔑
$237,200 Down
Short-term financing to buy before selling. Ideal for move-up buyers in competitive markets.
Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: August 7, 2026.