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500 Winderley Pl 101,687 SF 87% Leased Office Building Maitland, FL 32751 $12,810,500 ($125.98/SF) 8.09% Cap Rate

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INVESTMENT HIGHLIGHTS

  • Easy access to Interstate 4 with minutes drive Downtown Orlando
  • HVAC system upgrades in 2025
  • Over $1.5 Million in Capital Improvements and TI

EXECUTIVE SUMMARY

Prime Office Investment in the Heart of Maitland
500 Winderley Place is a premier office property strategically located in Maitland, Florida, offering exceptional access to Orlando’s dynamic business corridor. This Class B asset features modern architecture, well-maintained interiors, and a professional environment ideal for corporate tenants seeking quality space.
The property is leased to a diverse tenant mix, providing stable cash flow and long-term income security. Tenants benefit from abundant parking, easy access to major highways, and proximity to shopping, dining, and other amenities, making this location highly attractive for both employees and clients.
With strong occupancy, consistent rental income, and opportunities for future growth, 500 Winderley Place represents a compelling investment for buyers seeking a reliable office asset in one of Central Florida’s most desirable submarkets.
Key Highlights:
Prime Maitland location with excellent visibility and access to I-4 and Orlando’s business centers
Stable, diversified tenant base generating consistent cash flow
Well-maintained Class B office building with modern amenities
Ample surface parking for tenants and visitors
Attractive investment with long-term lease security

DATA ROOM Click Here to Access

PROPERTY FACTS

Sale Type
Investment or Owner User
Property Type
Office
Building Size
101,687 SF
Building Class
B
Year Built
1984
Price
$12,810,500
Price Per SF
$125.98
Cap Rate
8.09%
NOI
$1,036,800
Percent Leased
87%
Tenancy
Multiple
Building Height
3 Stories
Typical Floor Size
33,896 SF
Slab To Slab
12’
Building FAR
0.32
Lot Size
7.19 AC
Zoning
IC-3, Orlando - Commercial
Parking
392 Spaces (3.85 Spaces per 1,000 SF Leased)

AMENITIES

  • Food Service
  • Property Manager on Site
  • Restaurant
  • Signage

MAJOR TENANTS Click Here to Access

  • TENANT
  • INDUSTRY
  • SF OCCUPIED
  • RENT/SF
  • LEASE TYPE
  • LEASE END
  • Health Care and Social Assistance
  • -
  • -
  • Lorem Ipsum
  • Jan 0000

AdventHealth's mission is to extend the healing ministry of Christ, aiming to be His hands and feet in assisting individuals towards a sense of wholeness. Their story is characterized by hope, striving to bring healing and restoration to the body, mind, and spirit. Several skilled and compassionate caregivers provide individualized, holistic care in various settings, such as physician practices, hospitals, outpatient clinics, skilled nursing facilities, home health agencies, and hospice centers. AdventHealth is committed to making communities healthier with a unified system that encompasses many hospital campuses and hundreds of care sites in diverse markets across nine states. Their Christian mission, shared vision, common values, and focus on whole-person health guide their efforts.

  • Professional, Scientific, and Technical Services
  • -
  • -
  • -
  • Jan 0000

Their team is dedicated to providing stellar service while delivering successful results when it comes to Civil Litigation, IRS Tax Solutions, Chapter 7 & 13 Bankruptcy, and more. With a commitment to excellence and reliable services, they have become a trusted source for legal counsel in the community. Clients can rest assured that the team is ready to provide them with the highest level of service and support clients deserve!

  • Finance and Insurance
  • -
  • $9.99
  • Lorem Ipsum
  • Jan 0000
  • Professional, Scientific, and Technical Services
  • -
  • -
  • -
  • Jan 0000

With unprecedented experience in the fields of risk management and aquatics, the E&A team identifies issues surrounding aquatic safety and continually creates new, safety driven programs geared toward accident prevention and accountability. E&A has marked more "first and only" moments than any other aquatic service provider in the world. E&A’s innovation, standards of excellence and dedication to safety continue to elevate swimmer safety around the world.

  • Real Estate
  • -
  • -
  • Lorem Ipsum
  • Jan 0000

LandQwest is a nationally recognized, privately-held commercial real estate brokerage organization that provides business partners with property management, tenant representation, leasing, sales, and consulting services to uniquely shape commercial landscapes in the communities they serve. Their“Qwesters” are a passionate team of results-driven commercial real estate professionals with a firm foundation built on integrity, innovation, and a commitment to exceed client expectations. They treat tenants, landlords, and investors as business partners, crafting individual strategies that ensures long-term client success with their retail, office, industrial, hospitality, land, multi-family, and special-use assets.

TENANT INDUSTRY SF OCCUPIED RENT/SF LEASE TYPE LEASE END
Health Care and Social Assistance - - Lorem Ipsum Jan 0000
Professional, Scientific, and Technical Services - - - Jan 0000
Finance and Insurance - $9.99 Lorem Ipsum Jan 0000
Professional, Scientific, and Technical Services - - - Jan 0000
Real Estate - - Lorem Ipsum Jan 0000

SPACE AVAILABILITY

  • SPACE
  • SIZE
  • SPACE USE
  • CONDITION
  • AVAILABLE
  • 1st Fl-Ste 112
  • 4,844 SF
  • Office
  • Full Build-Out
  • 120 Days
  • 1st Fl-Ste 114
  • 4,530 SF
  • Office
  • Full Build-Out
  • Now

Explore a unique opportunity at 500 Winderley Place with a 4329 square feet unit on the first floor. This space boasts private offices flooded with natural light, a dedicated conference room, and a convenient breakroom. Reflecting our commitment to professional excellence, the building features ample parking, efficient elevators, bathrooms on each floor, and elegantly designed corridors for accessibility and ambiance. Review the floor plans to envision how this flexible space can meet your business's evolving needs and facilitate growth. Centrally located in bustling Maitland, Florida, with easy access to major highways and local amenities, this unit offers a strategic advantage for your business operations. Schedule a viewing today to discover how this versatile office space at 500 Winderley Pplace can elevate your business to new levels of productivity and success.

  • 2nd Fl-Ste 226
  • 8,406 SF
  • Office
  • Full Build-Out
  • Jan 2026
  • 3rd Fl-Ste 310
  • 4,750 SF
  • Office
  • Full Build-Out
  • Now

Perched on the third floor of the Maitland Office Center, Unit #310 boasts a prime corner location with expansive windows offering a picturesque view. Spanning 4,750 square feet, this fully carpeted space features three private offices, abundant open area, and ample natural light, creating an inviting and productive atmosphere. With a dedicated conference room and a well-appointed break room, Unit #310 is designed to meet the diverse needs of modern businesses. Discover the potential of this impressive office suite by scheduling a tour today.

Space Size Space Use Condition Available
1st Fl-Ste 112 4,844 SF Office Full Build-Out 120 Days
1st Fl-Ste 114 4,530 SF Office Full Build-Out Now
2nd Fl-Ste 226 8,406 SF Office Full Build-Out Jan 2026
3rd Fl-Ste 310 4,750 SF Office Full Build-Out Now

1st Fl-Ste 112

Size
4,844 SF
Space Use
Office
Condition
Full Build-Out
Available
120 Days

1st Fl-Ste 114

Size
4,530 SF
Space Use
Office
Condition
Full Build-Out
Available
Now

2nd Fl-Ste 226

Size
8,406 SF
Space Use
Office
Condition
Full Build-Out
Available
Jan 2026

3rd Fl-Ste 310

Size
4,750 SF
Space Use
Office
Condition
Full Build-Out
Available
Now

1st Fl-Ste 112

Size 4,844 SF
Space Use Office
Condition Full Build-Out
Available 120 Days

1st Fl-Ste 114

Size 4,530 SF
Space Use Office
Condition Full Build-Out
Available Now

Explore a unique opportunity at 500 Winderley Place with a 4329 square feet unit on the first floor. This space boasts private offices flooded with natural light, a dedicated conference room, and a convenient breakroom. Reflecting our commitment to professional excellence, the building features ample parking, efficient elevators, bathrooms on each floor, and elegantly designed corridors for accessibility and ambiance. Review the floor plans to envision how this flexible space can meet your business's evolving needs and facilitate growth. Centrally located in bustling Maitland, Florida, with easy access to major highways and local amenities, this unit offers a strategic advantage for your business operations. Schedule a viewing today to discover how this versatile office space at 500 Winderley Pplace can elevate your business to new levels of productivity and success.

3rd Fl-Ste 310

Size 4,750 SF
Space Use Office
Condition Full Build-Out
Available Now

Perched on the third floor of the Maitland Office Center, Unit #310 boasts a prime corner location with expansive windows offering a picturesque view. Spanning 4,750 square feet, this fully carpeted space features three private offices, abundant open area, and ample natural light, creating an inviting and productive atmosphere. With a dedicated conference room and a well-appointed break room, Unit #310 is designed to meet the diverse needs of modern businesses. Discover the potential of this impressive office suite by scheduling a tour today.

PROPERTY TAXES

PROPERTY TAXES

Parcel Number
27-2129-5480-00-070
Land Assessment
$4,857,757
Improvements Assessment
$4,071,303
Total Assessment
$8,929,060
  • Listing ID: 38055028

  • Date on Market: 10/13/2025

  • Last Updated:

  • Address: 500 Winderley Pl, Maitland, FL 32751

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