Available For Lease
271 N Pennsylvania Ave
Winter Park, FL
Office or Retail — Heart of Winter Park
4,868 SF total · 1,148–2,440 SF suites · Built 2014
Available for lease is a newly renovated, two-story building 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, arched windows, 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 one block off of Morse Blvd, 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 (3.48/1,000 SF) — 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.
Walking distance to Park Ave,
Hannibal Square & Winter Park Village
Office & retail flexibility —
suites from 1,148–2,440 SF
Contemporary exterior
& move-in-ready interior finishes
Abundant on-site parking —
3.48 spaces per 1,000 SF
Suites from 1,148 to 2,440 SF, combinable up to the full 4,868 SF building — sized for everything from a single office to a headquarters footprint.
| Suite | Size | Configuration | Status |
|---|---|---|---|
| Suite 1 | 1,148 SF | Single suite | Available |
| Unit 2 | 1,280 SF | Single suite | Available |
| Units 3 & 4 | 2,440 SF | Contiguous, combinable | Available |
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 off Morse Blvd, 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.
Freestanding two-story building, built 2014
4,868 SF total; divisible suites from 1,148–2,440 SF
Office or retail flexibility, move-in-ready finishes
Abundant parking — 3.48/1,000 SF
One block off Morse Blvd; walkable to SunRail & Rollins College
0.27-acre site with strong street presence
