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David A Woolford

David A Woolford
Real Estate Agent (Broker Sales)
Winter Park FL

Broker Sales (FL: 3044707)

24 years experience

REALTOR® 6 Active Listings Serves Orange County, FL
View on Realtor.com

Contact Information

Brokerage
Charles Rutenberg Rlty Orlando

Office Website
Office Address
631 S Orlando Ave Ste 200
Winter Park, FL  32789
(Orange County)
Office Phone
407-622-2122
Office Fax
Mobile
407-325-1223
Email
davi***********@*****.com
Show Email for $5

Service Areas

Mid Florida: FL Heathrow: FL Lake Mary: FL Sanford: FL Longwood: FL Eatonville: FL Orlando: FL Fairview Shores: FL Winter Park: FL Maitland: FL Aloma: FL Casselberry: FL Goldenrod: FL Holden Heights: FL Conway: FL Edgewood: FL Azalea Park: FL Orlovista: FL Pine Hills: FL Oak Ridge: FL Belle Isle: FL Sky Lake: FL Pine Castle: FL

About David Woolford

A dedicated resident of Central Florida, this real estate professional brings a wealth of experience in marketing and sales to the industry. Holding a Bachelor's degree in Marketing from the University of Central Florida and a Master's degree in Quality Management from the University of Miami, he has consistently demonstrated excellence in his field. For the past 15 years, he has been recognized for "Best in Customer Satisfaction" in Central Florida and has earned a place among the top 7% of Realtors as noted by Orlando Magazine.

He is committed to providing exceptional service in the buying and selling of homes. Outside of his professional endeavors, he has been happily married to Dee Claudy for over 35 years and is a proud father of two, Chelsea and Chadwick, both of whom are married and serve in the military. His interests include sailing, flying, and community service, having previously served as a Scoutmaster in the Boy Scouts, where he achieved the rank of Eagle Scout. Active in his church and passionate about travel, he enjoys exploring new places and cultures.

Orange County, FL Real Estate Market Analysis (Single Family Homes)

$779,154
Avg. Listing Price
From David's portfolio
3.8 / 3.0
Avg. Beds/Baths
Typical property size
2,426 sf
Avg. Square Footage
Interior living space
5749
Active Listings
Current inventory

Orange County, Florida stands as one of the most dynamic and complex real estate markets in the Southeast, driven by the powerful economic engines of tourism, aerospace, and technology. Home to Walt Disney World, Universal Studios, and a thriving metropolitan area centered around Orlando, this market attracts everyone from international investors seeking vacation rental properties to young professionals relocating for career opportunities in the region's booming tech corridor.

What makes Orange County particularly fascinating is its remarkable agent density, with 40,940 total actively licensed agents serving the region's diverse real estate needs. This substantial professional network, all equipped with email contact information, reflects the market's sophistication and the high volume of transactions flowing through communities ranging from luxury lakefront properties in Windermere to urban condominiums in downtown Orlando.

Major Orange County, Florida Real Estate Markets

The Orlando metropolitan area dominates Orange County's real estate landscape, encompassing everything from the tourist corridor along International Drive to the upscale communities of Winter Park and Maitland. Each submarket serves distinct buyer profiles: vacation home investors gravitate toward properties near theme parks in areas like Kissimmee and Bay Lake, while permanent residents often prefer established neighborhoods in Apopka, Ocoee, and Belle Isle that offer better schools and community amenities.

Beyond Orlando proper, emerging markets in places like Horizon West and the Dr. Phillips area have become hotbeds for new construction and master-planned communities. These regions attract families and retirees seeking modern amenities and proximity to employment centers, while historic areas like Eatonville and Conway offer more affordable entry points into the Orange County market with their own unique character and revitalization potential.

Market Dynamics and Geographic Complexity

Orange County's real estate market operates on multiple speed settings simultaneously, creating unique challenges for agents and opportunities for savvy businesses. The vacation rental market moves at breakneck pace, with properties in prime tourist areas changing hands quickly and often sight unseen by out-of-state investors. Meanwhile, the traditional residential market follows more predictable seasonal patterns, with snowbird migration and theme park employment cycles driving distinct busy periods throughout the year.

Geographic complexity adds another layer of intrigue, as lakefront properties command premium prices in communities like Lake Nona and Celebration, while urban infill projects in areas like Parramore and Colonialtown are reshaping downtown Orlando's residential landscape. This diversity means agents must navigate everything from million-dollar estates to first-time buyer condominiums, often within the same ZIP code, requiring specialized knowledge that varies dramatically by micromarket.

Why Businesses Need Orange County, Florida Agent Contact Data

With 40,940 actively licensed agents operating across Orange County's multifaceted market, businesses in real estate services, financial services, and construction face the challenge of identifying and reaching the right professionals for their specific offerings. Whether you're a mortgage lender seeking agents who work with international buyers, a home inspector targeting new construction specialists, or a property management company looking to connect with vacation rental focused agents, having comprehensive contact data becomes essential for efficient business development.

The sheer scale and diversity of Orange County's agent population means that successful business outreach requires precision targeting rather than broad-brush approaches. Companies that can effectively segment and communicate with specific agent groups—such as those specializing in luxury properties, commercial real estate, or first-time buyer programs—will find significantly better response rates and partnership opportunities in this competitive but lucrative market environment.

Current Property Listings

As of 2/13/2026, David Woolford has 6 properties for sale in Winter Park and surrounding areas.

$275,000

Listed 2026-02-04

308 S Palm Ave
Howey In The Hills, FL  34737

Beds: 3.0
Baths: 1.5
Sq Ft: 1,244
Lot: 9,583 sf
Single Family Map
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$175,000

Listed 2026-02-04

E Holly St
Howey In The Hills, FL  34737

Beds:
Baths:
Sq Ft:
Lot: 14,810 sf
Land Map
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$398,000

Listed 2025-12-03

810 Morocco Ave
Orlando, FL  32807

Beds: 3.0
Baths: 2.0
Sq Ft: 1,348
Lot: 8,712 sf
Single Family Map
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$159,900

Listed 2026-01-10

772 E Michigan St Unit 67
Orlando, FL  32806

Beds: 2.0
Baths: 1.5
Sq Ft: 1,116
Lot: 6,098 sf
Condos Map
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$345,000

Listed 2024-06-05

N Hiawassee Rd
Apopka, FL  32703

Beds:
Baths:
Sq Ft:
Lot: 198,198 sf
Land Map
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$210,000

Listed 2026-01-13

2112 Aaron Ave
Orlando, FL  32811

Beds: 3.0
Baths: 1.0
Sq Ft: 1,035
Lot: 6,534 sf
Single Family Map
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Current Property Rentals

As of 1/31/2026, David Woolford has the following rental properties available in Winter Park and surrounding areas.

$2,400

Listed 2025-12-13

4538 Gilpin Way
Orlando, FL  32812

Beds: 3.0
Baths: 2.0
Sq Ft: 1,719
Lot: 9,583 sf
Single Family Map
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