1101 Symonds Ave., Suite 600, Winter Park, FL 32789 | 407-644-CITY (2489)
CITY Commercial, LLC © 2026
A Generational Asset – First Time Ever Offered
A rare opportunity to acquire a multi-building office campus in one of Winter Park’s most established and supply-constrained corridors.
Three Investment Profiles:
A Generational Asset – First Time Ever OfferedThe Connemara Office Portfolio represents a rare opportunity to acquire a multi-building office campus in one of
Winter Park’s most established and supply-constrained corridors. Constructed between 1989 and 1995 and held under the same ownership for over 35 years, this offering marks the first time the property has ever been made available for sale—a true generational asset.
Strategically located along Howell Branch Road, the property sits approximately 2 miles east of US 17/92 and ½ mile west of SR 436, providing direct access to surrounding executive housing, high-end retail, dining, and services. The location benefits from strong surrounding demographics, proximity to major thoroughfares, and a deep base of nearby retail and service-oriented demand drivers. Winter Park’s concentration of business owners and executives further enhances its appeal, supporting long-term tenant demand and owner-user desirability.
Property Overview & Physical Characteristics
The portfolio consists of 32,143 usable square feet across three buildings situated on 4.31 acres, featuring well-maintained, block construction with timeless Mediterranean/Spanish architectural elements, including courtyards, vaulted ceilings, balconies, fireplaces, and mature landscaping that create a differentiated tenant experience.
The asset is currently fully occupied with a professional mix of 21 tenants. By design, all tenants are on month-to-month leases. With below-market rental rates, it presents immediate and measurable upside. Notably, the “1960” Building (±10,000 SF – Available Q1 2027) provides a clear path for future occupancy.
Key attributes
1954 Building ± 7,480 SF | 1960 Building ± 9,804 SF | 1964 Building ± 14,859 SF
• Individually demised suites with separate entrances
• Each suite: private restroom, separately metered for electric, and individual HVAC systems, with the majority replaced < 5Y
• Flexible suite configurations for multi-tenant or owner-user occupancy
• Entire site is paved concrete (±180 spaces @ 5.6/1000) with a mix of open, covered, and garage
• LED lighting, fire sprinklers, and ADA accessibility features, including in-place handicap lifts
• Monument signage and strong frontage presence
• OP Zoning with Future Land Use of Office