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Matthew L Kester

Matthew L Kester
Real Estate Agent (Salesperson)
Winter Garden FL

Salesperson (FL: 3483242)

6 years experience

REALTOR® 1 Active Listings Serves Orange County, FL
View on Realtor.com

Contact Information

Brokerage
The Real Estate Collection Llc

Office Website
Office Address
100 W Plant St
Winter Garden, FL  34787
(Orange County)
Office Phone
407-656-7814
Office Fax
407-656-7916
Mobile
772-494-8550
Email
mkes******@*****.com
Show Email for $5
Website

Service Areas

Gotha: FL Lake Butler: FL Bay Lake: FL Windermere: FL Horizon West: FL

About Matthew Kester

Matt is a vital member of The Real Estate Collection sales team, dedicated to guiding clients through their real estate journeys with expertise and professionalism.

In 2022, he distinguished himself as one of the top 1% of REALTORS® in Orange County, solidifying his position as a premier choice for those seeking a knowledgeable real estate professional. That year, Matt achieved an impressive total sales volume of over $21 million, with an average listing price exceeding $1.3 million. These accomplishments reflect not only his skill but also his unwavering commitment to delivering exceptional service.

Matt prioritizes getting his clients to the closing table, leveraging his extensive experience to surpass expectations and ensure that significant transactions receive the meticulous attention they deserve. He advocates fiercely for his clients' best interests, safeguarding their assets throughout the process.

His dedication stems from a genuine desire to help clients achieve their real estate goals. With a diverse background that includes multi-million dollar luxury lakefront homes, investment opportunities, oceanfront properties, residential flips, commercial transactions, and land deals, Matt is well-versed in the complexities of the real estate market. He has cultivated a network of industry professionals to ensure that every property is represented with the utmost professionalism and sophistication.

Beyond transactions, Matt remains committed to his clients long after the deal is closed. He believes that real estate is fundamentally about relationships and is dedicated to nurturing those connections. In an often overwhelming real estate landscape, Matt invites you to reach out and discover the exceptional service and support he provides.

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

$779,154
Avg. Listing Price
From Matthew'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, Matthew Kester has 1 property for sale in Winter Garden and surrounding areas.

$1,290,000

Listed 2025-12-06

15047 Sunstar Way
Winter Garden, FL  34787

Beds: 5.0
Baths: 6.0
Sq Ft: 4,018
Lot: 8,276 sf
Single Family Map
View Full Details

Current Property Rentals

Matthew Kester currently has no rental properties available in Winter Garden and surrounding areas. Check back later.