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271 N Pennsylvania Ave 1,148 - 4,862 SF of Space Available in Winter Park, FL 32789
Highlights
- Prime Winter Park location just one block from Park Avenue - places tenants within walking distance of the area's premier dining and shopping
- Ample on-site parking provides a rare convenience in one of Central Florida's most desirable and pedestrian-oriented submarkets
- Flexible office and retail zoning accommodates a variety of professional, service-oriented, showroom, and boutique retail users
- Walkable to Hannibal Square, Winter Park Village, and Rollins College creates a vibrant environment for employees, customers, and visitors
- Located one block from Morse Boulevard, offering excellent connectivity throughout Winter Park and Great Orlando
All Available Spaces(3)
Display Rental Rate as
- Space
- Size
- Term
- Rental Rate
- Space Use
- Build-Out
- Available
Open Layout Two Restrooms Private Office Break Room
- Mostly Open Floor Plan Layout
- Space is in Excellent Condition
- 1 Private Office
Partially Built Out / Open Office Layout Reception Area 2 Private Offices Restroom Break Area Additional Storage Room
- Mostly Open Floor Plan Layout
- 1 Conference Room
- 2 Private Offices
- Space is in Excellent Condition
Full Second Floor Space 6 Private Offices 2 Restrooms Breakroom Additional Storage IT Closet
- Mostly Open Floor Plan Layout
- Space is in Excellent Condition
- 6 Private Offices
| Space | Size | Term | Rental Rate | Space Use | Build-Out | Available |
| 1st Floor, Ste 1 | 1,148 SF | 1-10 Years | Upon Request Upon Request Upon Request Upon Request | Office/Retail | Partial Build-Out | Now |
| 1st Floor, Ste 2 | 1,280 SF | 1-10 Years | Upon Request Upon Request Upon Request Upon Request | Office | Full Build-Out | Now |
| 2nd Floor, Ste 3 | 2,434 SF | 1-10 Years | Upon Request Upon Request Upon Request Upon Request | Office | Full Build-Out | Now |
1st Floor, Ste 1
| Size |
| 1,148 SF |
| Term |
| 1-10 Years |
| Rental Rate |
| Upon Request Upon Request Upon Request Upon Request |
| Space Use |
| Office/Retail |
| Build-Out |
| Partial Build-Out |
| Available |
| Now |
1st Floor, Ste 2
| Size |
| 1,280 SF |
| Term |
| 1-10 Years |
| Rental Rate |
| Upon Request Upon Request Upon Request Upon Request |
| Space Use |
| Office |
| Build-Out |
| Full Build-Out |
| Available |
| Now |
2nd Floor, Ste 3
| Size |
| 2,434 SF |
| Term |
| 1-10 Years |
| Rental Rate |
| Upon Request Upon Request Upon Request Upon Request |
| Space Use |
| Office |
| Build-Out |
| Full Build-Out |
| Available |
| Now |
1st Floor, Ste 1
| Size | 1,148 SF |
| Term | 1-10 Years |
| Rental Rate | Upon Request |
| Space Use | Office/Retail |
| Build-Out | Partial Build-Out |
| Available | Now |
Open Layout Two Restrooms Private Office Break Room
- Mostly Open Floor Plan Layout
- 1 Private Office
- Space is in Excellent Condition
1st Floor, Ste 2
| Size | 1,280 SF |
| Term | 1-10 Years |
| Rental Rate | Upon Request |
| Space Use | Office |
| Build-Out | Full Build-Out |
| Available | Now |
Partially Built Out / Open Office Layout Reception Area 2 Private Offices Restroom Break Area Additional Storage Room
- Mostly Open Floor Plan Layout
- 2 Private Offices
- 1 Conference Room
- Space is in Excellent Condition
2nd Floor, Ste 3
| Size | 2,434 SF |
| Term | 1-10 Years |
| Rental Rate | Upon Request |
| Space Use | Office |
| Build-Out | Full Build-Out |
| Available | Now |
Full Second Floor Space 6 Private Offices 2 Restrooms Breakroom Additional Storage IT Closet
- Mostly Open Floor Plan Layout
- 6 Private Offices
- Space is in Excellent Condition
Property Overview
271 N Pennsylvania Avenue — Winter Park, FL Class-B, Newly Renovated Office or Retail Space in the Heart of Winter Park Available for lease is a freestanding, two-story Class-B office building, currently under going renovations - offering a rare opportunity to establish your business in one of Central Florida's most sought-after and prestigious submarkets. Built in 2014 with a contemporary Winter Park aesthetic — crisp white façade and signature black-and-white awnings — the building delivers 4,868 SF of flexible office or retail space with suites ranging from 1,148 to 2,440 SF, ideal for professional service firms, boutique retailers, creative studios, medical/wellness users, or a single-tenant headquarters. Positioned just one block off Park Avenue, tenants step directly into the energy of Winter Park's premier dining, shopping, and cultural corridor. The location blends the walkability and charm of a nationally recognized main street with the practicality of abundant on-site parking — a combination that's genuinely scarce in the Park Avenue trade area, where surface parking is at a premium. Contemporary interior and exterior finishes mean tenants inherit a polished, move-in-ready image without the cost or delay of a heavy build-out. Why This Location Stands Out Winter Park is one of the most affluent and stable submarkets in the Orlando MSA, anchored by high household incomes, strong daytime population, Rollins College, and a walkable, tourist-and-local destination district. Fronting Pennsylvania Avenue one block west of Park Avenue, the property captures both the professional office demand of the Central Business District and the foot traffic and prestige that draw boutique retail and service tenants. Location & Connectivity Park Avenue — 1 block east / ~0.1 mi (dining, shopping, Central Park, farmers market) Hannibal Square & Winter Park Village — walkable Winter Park SunRail Station — ~0.3 mi (walkable commuter rail to Downtown Orlando) US-17-92 (Orlando Ave) — ~0.5 mi SR 426 / Aloma Ave — ~1 mi I-4 (Exit 87, Fairbanks Ave) — ~2.3 mi Downtown Orlando — ~6 mi Orlando Executive Airport — ~5 mi Orlando International Airport (MCO) — ~14 mi
- 24 Hour Access
- Fenced Lot
- Security System
- Air Conditioning
Property Facts
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271 N Pennsylvania Ave
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