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Jill R Healey

Jill R Healey
Real Estate Agent (Salesperson)
Winter Park FL

Salesperson (FL: 3487400)

6 years experience

REALTOR® 5 Active Listings Serves Orange County, FL
View on Realtor.com

Contact Information

Brokerage
Keller Williams Winter Park

Office Website
Office Address
147 W Lyman Ave
Winter Park, FL  32789
(Orange County)
Office Phone
407-545-6430
Office Fax
321-203-2727
Mobile
407-797-1420
Email
jill******@**.com
Show Email for $5

Service Areas

South Apopka: FL Clarcona: FL Paradise Heights: FL Lockhart: FL Forest City: FL Apopka: FL Deltona: FL Enterprise: FL Mid Florida: FL Heathrow: FL Lake Mary: FL Sanford: FL Eatonville: FL Orlando: FL Fairview Shores: FL Winter Park: FL Maitland: FL Aloma: FL Casselberry: FL Goldenrod: FL Oak Ridge: FL Belle Isle: FL Edgewood: FL Sky Lake: FL Pine Castle: FL Fern Park: FL University: FL Alafaya: FL Union Park: FL Altamonte Springs: FL

About Jill Healey

**Jill Healey: Real Estate Professional**

Jill Healey is a dedicated real estate professional affiliated with KW Luxury and KW Relocation, deeply rooted in the vibrant lifestyle of Orlando. With a personable and reassuring demeanor, she excels in delivering exceptional client service, adeptly navigating challenges with poise and insight.

Before entering the real estate sector, Jill built a successful career as a business strategist and coach, collaborating with a range of organizations from startups to Fortune 500 companies. In 2017, she and her husband began investing in properties across Central Florida and Southern California, igniting her passion for real estate and property renovations. Her transition to a full-time Realtor was inspired by friends who sought her expertise during their home searches. Jill quickly recognized her enthusiasm for assisting others in finding their ideal homes, a realization that has guided her career ever since.

Jill possesses a sharp business acumen, whether she is renovating properties for resale or identifying investment opportunities. She skillfully advises buyers, sellers, and investors, ensuring they make informed decisions. Her commitment to simplicity, transparency, and organization enhances her effectiveness in real estate, where she also oversees operations for the Park Life Group.

Jill holds an MBA and a Bachelor of Science in Organizational Communication from the University of South Florida.

Outside of her professional commitments, Jill enjoys exploring Orlando’s attractions and dining scene with her husband and two sons. She is also an active supporter of several charitable organizations, including Make-A-Wish of Central and Northern Florida, Cannonball Kids Cancer, and the Boy Scouts of America.

Driven by a desire to help clients generate additional income through real estate and find their dream homes, Jill ensures a seamless experience that leads to the successful achievement of their real estate objectives.

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

$779,154
Avg. Listing Price
From Jill'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, Jill Healey has 5 properties for sale in Winter Park and surrounding areas.

$765,000

Listed 2025-05-16

9942 Sweetleaf St
Orlando, FL  32827

Beds: 5.0
Baths: 3.5
Sq Ft: 3,364
Lot: 8,276 sf
Single Family Map
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$775,000

Listed 2025-11-26

2330 Hickory Ln
Orlando, FL  32803

Beds: 3.0
Baths: 2.5
Sq Ft: 2,107
Lot: 8,276 sf
Single Family Map
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$599,000

Listed 2026-01-08

423 Ololu Dr
Winter Park, FL  32789

Beds: 3.0
Baths: 3.0
Sq Ft: 1,920
Lot: 9,148 sf
Single Family Map
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$825,000

Listed 2026-02-12

2321 Kelbrook Ct
Oviedo, FL  32765

Beds: 4.0
Baths: 3.0
Sq Ft: 3,033
Lot: 10,890 sf
Single Family Map
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$309,900

Listed 2025-11-21

3009 Meleto Blvd
New Smyrna Beach, FL  32168

Beds: 3.0
Baths: 2.5
Sq Ft: 1,614
Lot: 3,485 sf
Townhomes Map
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$560,000

Listed 2025-09-12

1875 Staunton Ave
Winter Park, FL  32789

Beds: 4.0
Baths: 2.0
Sq Ft: 2,036
Lot: 6,996 sf
Single Family Map
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Current Property Rentals

Jill Healey currently has no rental properties available in Winter Park and surrounding areas. Check back later.