ActiveMLS# MFR7928582111 days on market
$735,000
$423 / sq ft
738 S PENNSYLVANIA AVE
WINTER PARK, FL, 32789
3Bedrooms
2Bathrooms
1,739Sq Ft
1925Year Built
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About This Property

Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find.

Key Features

  • Built in 1925

Property Details

  • Type: Single Family Home
  • Year Built: 1925
  • Lot Size: 0 sq ft
  • Sq Ft: 1,739
  • Price / Sq Ft: $423
  • HOA: Contact Agent
  • Bedrooms: 3
  • Bathrooms: 2
  • Feature: Built in 1925
  • Status: Active
  • MLS Number: MFR792858211
  • Days on Market: 1
  • Listed By: MLS Listing
  • Zip Code: 32789
Listing information © 2026 Miami MLS. Information deemed reliable but not guaranteed. This listing is represented by TruDeals Realty at 0.5% seller commission. Buyer's agent commission is separate and negotiable.
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$735,000738 S PENNSYLVANIA AVE, WINTER PARK, FL
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